Quick Annapolis MD MLS Search

Browse All Annapolis MD 4 Bedroom Properties for Sale

$860,000
4 Beds ⋅ 3 Baths
Lovingly maintained by the original owners since 1986, this classic colonial is ready for its next chapter. Tucked away on a peaceful cul-de-sac, this home offers a wonderful setting with a spacious lot, mature trees, established gardens and a backyard that was thoughtfully designed and professionally landscaped over the years. Enjoy the changing seasons from the impressive 18x16 sunroom addition featuring walls of windows overlooking the beautiful backyard, or step outside onto the adjoining deck for outdoor entertaining and relaxation. The main level offers a traditional layout with formal living and dining rooms, while the kitchen, family room and sunroom create a spacious gathering area in the heart of the home. The large kitchen features granite countertops, abundant cabinet space and a center island with plenty of room for meal preparation and casual seating. A convenient half bathroom and attached two-car garage complete this level. Upstairs, you will find three generously sized bedrooms including the primary suite with an attached bathroom featuring a soaking tub, separate walk-in shower and dual vanity. The primary bedroom also offers excellent closet space along with a versatile adjoining sitting room/walk-in closet area that could easily be converted back into an additional bedroom. An additional walk-in closet within the primary bedroom includes a convenient second-level laundry area while still providing functional closet space. Two additional spacious bedrooms and a full hall bathroom complete the upper level. The unfinished walk-up lower level provides additional storage, a second laundry area and plenty of possibilities for future living space. With updated HVAC (2026),new siding(2025) wonderful additions and a beautiful established homesite, this special property offers the opportunity to make lasting memories for years to come.

2802 Autumn Chase Run, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$525,000
4 Beds ⋅ 3 Baths
Welcome home to this four bedroom, three full bath, rancher in Cape St Clarie in sought after Cape St Claire. Walk in to living room where the beautiful hardwood floors have juste been refinished. A great vaulted ceiling spans the kitchen and dining area combo with ceramic tile, stainless appliances, and a slider leading to the private backyard. The primary bedroom also has a vaulted ceiling, along with an attached full bath, hardwood floor, and walk in closet. Refinished hardwood flooring in the other three main level bedrooms and they share the hall full bath. Down the stairs walk into a huge rec room with plenty of room to spread out. Another full bath is tucked away downstairs, along with a very big laundry room and ample sized storage room. The backyard is fully fenced, and the back gate opens to a path which leads to the elementary school fields. *********Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to Ft Meade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore***BE SURE TO CHECK OUT THE VIRTUAL FLOOR PLAN TOUR

1248 Hilltop Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,075,000
4 Beds ⋅ 3 Baths
Don’t miss this rarely available 4-bedroom, 2.5-bath Colonial in the highly sought-after, water-privileged community of Amberley. Fresh paint and abundant natural light create a warm and inviting atmosphere throughout. The kitchen is filled with natural light and offers gray-toned cabinetry, recessed lighting, a sunny breakfast area, and peaceful tree-lined views. Perfect for both everyday living and entertaining, the spacious family room offers a cozy gas fireplace with a charming brick surround, custom built-ins, and direct access to the rear covered porch. Overlooking picturesque Whitehall Creek, this tranquil outdoor retreat provides the perfect setting to gather with friends or unwind while taking in the serene waterfront scenery at any time of day. Just beyond is a versatile formal dining area framed by lovely front lawn views. Whether hosting memorable dinners, creating a cozy sitting room, or using the space as a private home office, this room offers flexibility while enjoying a peaceful scenery. A nearby powder room and laundry room add convenience and functionality. Retreat upstairs to the spacious primary suite, where large windows adorned with plantation shutters fill the room with natural light. The walk-in closet is thoughtfully outfitted with a custom organization system, while the en-suite bath offers a tiled walk-in shower, creating a comfortable and private retreat at the end of the day. Three additional bedrooms, each with ample closet space, share a well-appointed hall bath with a tub/shower combo, completing the upper level. The unfinished lower level provides abundant storage space and shelving with the possibility for future expansion if finished. An attached two-car garage, complete with a built-in workshop, is ideal for hobbyists, DIY enthusiasts, or extra storage needs. An extended driveway offers ample off-street parking for 4+ cars. With nature as your backdrop, this spectacular 29,500 sq ft lot is an entertainer's dream. Create your own private oasis with breathtaking riverfront views and a meandering pathway leading to your private boat slip. Enjoy endless opportunities to relax or entertain outdoors, from cozy evenings around the firepit on the brick patio to peaceful mornings surrounded by mature trees that provide beauty, privacy, and a serene setting year-round. Amberley's exceptional amenities further enhance this waterfront lifestyle. Residents enjoy access to three community piers with 45 boat slips, kayak and dinghy racks, a kayak launch pier, and a boat ramp. In addition, more than 15 acres of preserved forest and open fields offer walking trails and scenic vistas, making this a truly special place to call home.

700 N Holly Dr, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

$849,000
4 Beds ⋅ 3 Baths
Welcome to 1848 Carriage Drive! A charming home in the highly sought-after Lindamoor neighborhood! Situated on a quiet street, enjoy an easy three minute walk to the community beach for play or serene happy hours. With only a small voluntary fee ( apx. 125/yearly), enjoy kayak storage and water access to the Severn River.  In addition to water accessibility, the home features convenient main level living with undeniable charm. From the pull-through driveway, step inside to a warm and inviting living room with lots of natural light that flows seamlessly into the dining area and kitchen. Functioning like a rancher, with three generous sized, sun-filled bedrooms and two full bathrooms, everything you need is on the main level. The kitchen opens onto a deck overlooking a spacious backyard — perfect for gardening, entertaining, pets, or play. The fully finished lower-level is bright and sunny with full-sized windows, a large walk out sliding door, and access to the two-car garage. With plenty of storage and flexible layout options, to include a large family room, 3rd full bathroom, and spacious 4th bedroom, the lower level offers endless possibilities. Located just minutes from historic downtown Annapolis, you’ll have easy access to waterfront dining, shopping, and cultural events, plus convenient routes to Washington, D.C., and Baltimore. Don’t miss the chance to make this rare combination of pricing and location your own!

1848 Carriage Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$6,995,000
4 Beds ⋅ 6 Baths
Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake.

3728 Ramsgate Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$750,000
4 Beds ⋅ 3 Baths
Major $25,000 price improvement — an incredible opportunity to own a private contemporary retreat in Annapolis! Tucked into one of the area’s most peaceful and private wooded settings, 1709 Point No Point Road offers a rare combination of total seclusion and unbeatable convenience. From the moment you arrive, the striking contemporary architecture, soaring skylights, and walls of windows connect you directly to nature, flooding the home with beautiful sunlight across all four seasons. Inside, the flexible floor plan features 4 spacious bedrooms, 2.5 bathrooms, and multiple fireplaces designed for everyday comfort and effortless entertaining. The main living areas offer a natural flow with stunning wooded views, while the versatile lower level provides excellent additional space for a home office, recreation room, gym, or guest suite. Outdoor living is a major highlight—maximize your indoor-outdoor lifestyle on the massive deck spanning the length of the home, surrounded by mature trees, serene landscaping, and a sense of calm that is hard to find. Complete with a 2-car garage and a premier location just minutes from Downtown Annapolis, the Naval Academy, shopping, dining, Route 50, and I-97. Schedule your tour today and step into your next chapter! Sellers are providing a one year home warranty to new owners! Sellers are offering a one-year home warranty to the new owners, providing added peace of mind.

1709 Point No Point Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,175,000
4 Beds ⋅ 4 Baths
This STUNNINGLY UPDATED brick colonial is set on almost an acre of land on a private cul-de-sac. Move-in ready with 4,000+ square feet on three levels... this sun-filled home features dark wood floors and quality fixtures and features throughout. The fresh GOURMET KITCHEN has expansive quartz counter tops, new high-end appliances, gas cooking, Samsung “Family Hub” refrigerator, double drawer dishwasher, custom shelving and a gleaming white farmhouse sink. The kitchen is open to a large bright family room with a feature wall fireplace and tons of windows. A great place to gather and watch the game! Right outside the kitchen door is a large flagstone patio with built-in brick barbecue, making this home an ENTERTAINER'S DREAM ... whether indoors or out! The living room features a wood-burning fireplace, built-in shelving and custom lighting, and is open to a large dining area that allows for comfortable flow to the kitchen and living areas. Owner’s IMPRESSIVE BEDROOM SUITE has wood floors, large walk-in closet and stunning bathroom with marble double sink, walk-in shower and custom shelving. Three additional generous-sized bedrooms have loads of closet space, ceiling fans and hardwood floors. Second floor laundry features high-end washer and dryer and custom cabinets and shelving while the guest bath has a classic navy blue cabinet with quartz counter top, tile floor and fresh white bathtub/shower combo. Lower level features full gourmet kitchen, full bath with walk-in shower, and open living area with glass sliding doors to lower patio and back yard. A lower level “bonus” room is perfect for home gym or a dedicated media room! And if that isn’t enough to tempt you, in addition to the two-car attached garage there is an 1100 sf detached garage with high ceilings that can accommodate an RV, boat, trucks, cars or any number of outdoor toys! Doors operate via phone or remote. Above the detached garage is a 700sf apartment with galley kitchen, bedroom, living space and full bath. Plus the large shed on the property is out-fitted with electricity and perfect for storing outdoor equipment. Tasteful touches such as wallpaper, light-up closets, built-ins and more make this MOVE-IN READY A REAL GEM! This location has easy access to Annapolis shopping and the Historic Downtown district, and to major commuting routes to Fort Meade, Baltimore, and Washington. Plus BWI is a hop, skip and a jump away! Smith’s Marina on the Severn River is five (5) miles from this home, and offers access to slips (17-40 feet), a boat ramp, fuel dock and boat maintenance services.

1602 Locksley Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$655,900
4 Beds ⋅ 3 Baths
Wonderful opportunity to live in this NON AGE RESTRICTED section of Heritage Harbor and enjoy all the amenities Heritage Harbour has to offer. No initial recreational fee and lower voluntary HOA fee. Tucked away on a cut-de-sac, this spacious home is in a quiet area just minutes from shopping. This home offers a first floor bedroom with walk in closet, office, full bath with large shower and granite countertops, dining room and kitchen open to family room with gas fireplace and lovely hardwood floors. Kitchen has granite counters, stainless appliances and porcelain tile floors. Upstairs is a master bedroom with en-suite bath, 2 additional bedrooms and another full bath. There are ceiling fans in all the bedrooms Step out of the kitchen to a screened porch and brick patio. The back yard is fenced with gardens and a small area with a fountain. The roof has been replaced in the last 5 years and there are pull down stairs for the attic. Attached 2 car garage. The seller is offering a 1 year home warranty. This home has been well maintained and is waiting for it's new owner!

2656 Shadow Cv, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$1,950,000
4 Beds ⋅ 3 Baths
Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century authenticity and maintaining an effortless flow and contemporary preference. From the street side, the home presents a timeless silhouette with a recent 70K Elevator with ramp that serves as a secondary entrance servicing 2 out of the 3 levels. Waterside, the home is the ultimate expression of blurring the line between nature and interior with floor to ceiling glass walls, 8' sliding glass doors and unobstructed views from the deck. This home wasn't designed to look at the water but rather live with it. A massive stone central fireplace is the heart of the living area creating a cozy architectural retreat. Tasteful modernization but true to its mid-century roots, every element of the home has been considered preserving the architectural integrity while offering the comfort and convenience expected today. More than a home, this is a rare opportunity to own a piece of design history- reimagined for modern waterfront living. Email for list of 925K spent on restoration since purchase including brand new private pier and brand new Kitchen and all 3 Full Baths. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly! Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc is a special benefit tax district with bylaws and binding rules and regulations with Non-Riparian Waterfront. Special financing via Pentagon Federal Credit Jumbo 7/6 ARM available to low as 5.50%.

1739 Vineyard Trl, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$995,995
4 Beds ⋅ 4 Baths
Tax records are incorrect the house has approximately 4000 square feet of living space. English Tudor featuring large slate patio, flagstone retaining wall and small covered front porch, surrounded by mature trees and extensive landscaping. HVAC 2 zone system replaced with high efficiency units in 2021 & 2022. Driveway repaved and expanded in 2020. Great room with cathedral beamed ceiling, wide blank redwood walls, floor to ceiling brick fireplace, and Andersen slider to deck. Oversized 2 car garage with floored attic above for future expansion. Drywell was replaced and expanded in 2015. Exterior trim boards replaced in 2024. Rear deck is 45ft.x16ft. built for large gatherings. Back yard is level with ample play area and room for a pool, overlooks wooded community open space. Spacious living room with hardwood floors and brick fireplace. Gourmet kitchen features solid cherry cabinets, stainless steel upgraded appliance package and large kitchen island with quartz top. First floor guest room with wood floors and large closet with shelving.Three of the four bathrooms have been renovated. Lower level has large clubroom, office/study and full bath with walk-in shower. Large storage room with built-in storage. Community has water access to Saltworks Creek with fishing pier & dock for canoes and Kayaks. Sidewalks for walking your favorite pet or walking for exercise. Convenient location for commuting to DC or Baltimore, 20 minutes to BWI Airport and five miles to Annapolis historic District and Naval Academy. Tons of great restaurants close by and lots of shopping within 5 minutes.

553 Choptank Cove Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$799,999
4 Beds ⋅ 3 Baths
Please note, there is a basement in this home. See pictures. Welcome to Winchester On The Severn. One of Annapolis's most established waterfront community's. This home provides mature landscaping with a canopy of lovely trees and bushes both in the front and rear yard. Covered front porch! You will be pleased to enter a spacious foyer. Main level bedroom with a full bath to the left. A few steps up to the open floor plan with spacious living room that feeds into the dining room. Be prepared to enjoy the screened porch off the dining room. A wonderful spot to relax and enjoy the back yard. The eat in kitchen is filled with light! Comfortable family room is complimented with a wood burning fireplace. And you can also walk out from the family room to the back yard! The basement is dry and has a new 2025 heat pump. The 3 additional bedrooms have fresh paint. The larger bedroom is en-suite. Ready to know about the neighborhood? Amenities include private beach on the Severn River, marina, boat ramp, multiple piers, dog beach, beach pavilion, and the Chase Creek swim club. Nearby is the B&A trail. You may not want to leave the home but if you do it is a short ride to Annapolis and all major routes. Welcome. Enjoy

1518 Winchester Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$515,000
4 Beds ⋅ 4 Baths
Beautifully presented home at 1427 Anna Marie Ct in Annapolis, offering a comfortable blend of style, function, and everyday livability. Thoughtfully designed interior spaces create an easy flow for both quiet evenings at home and gathering with friends and family. Enjoy the feeling of coming home to inviting interiors, natural light, and well-planned living areas that support the way you live today. Open floor plan on main level flows to the deck, perfect for a bbq. Upstairs features a spacious primary suite, 2 guest bedrooms and a guest bath. Downstairs has a second living space, 4th bedroom, full bath, laundry room and tons of storage. It also provides access to the fenced yard and a gate to the community wooded area. This is a well maintained community with sidewalks, shade trees and paths for our canine friends. 2 assigned parking spaces plus visitor parking. Set in an Annapolis location with easy access to the area's coastal charm, trails, parks, shopping, dining, and commuter routes, this property offers a wonderful opportunity to enjoy convenience and community in one place. Whether you're relaxing at the end of the day or hosting weekend get-togethers, this home provides a welcoming backdrop for it all. Schedule your showing today and see all that 1427 Anna Marie Ct has to offer.

1427 Anna Marie Ct, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$2,950,000
4 Beds ⋅ 5 Baths
Perfectly positioned on one of the most coveted streets in Historic Annapolis, just steps from State Circle, the United States Naval Academy, City Dock, waterfront dining, boutiques, and yacht clubs, 238 King George Street offers a rare opportunity to own a completely reimagined luxury residence in the heart of Maryland’s capital city. Blending timeless historic charm with the modern conveniences today's discerning buyer expects, this exceptional home was extensively renovated and expanded in 2006–2007 and thoughtfully updated through 2025, including a new roof, HVAC systems, and water heater. Inside, four beautifully finished levels offer elegant living and entertaining spaces filled with natural light, custom millwork, rich hardwood flooring, high ceilings, and refined architectural details throughout. The gourmet kitchen opens seamlessly to inviting gathering spaces designed for both intimate evenings and large-scale entertaining, while the finished lower level with high ceilings and private walk-out entrance provides exceptional flexibility for guests, recreation, or a private office. The upper-level loft retreat offers additional living space ideal for guests, a studio, or a luxurious private sanctuary. Enjoy views of the iconic Naval Academy Chapel dome, a daily reminder of the unparalleled location and lifestyle this home affords. Rare off-street parking adds tremendous value and convenience, while the lock-and-leave nature of the property makes it ideal as a primary residence, weekend retreat, or executive pied-à-terre. Offered substantially furnished with only a few exclusions, this remarkable home provides the opportunity to move in and immediately begin enjoying the very best of Annapolis living. Luxury, history, walkability, and convenience converge at one of the city's most prestigious addresses.

238 King George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,199,999
4 Beds ⋅ 4 Baths
Escape to your New Sanctuary on a 1.17 Acre Lot. Welcome to the Birch Model, one of our premier homes designed for those who desire the best in space, style, and comfort. This home offers everything you need for luxurious living. UP TO 5 Bedrooms: Perfect for large families or those who enjoy hosting guests, each bedroom is spacious and thoughtfully designed. UP TO 4.5 Bathrooms: Enjoy the convenience of four full bathrooms and a powder room, providing ample space and privacy for everyone. Extra Storage Space: Keep your home organized with plenty of storage throughout, including a dedicated storage room! Walk-In Pantry: A spacious pantry provides ample storage for all your kitchen essentials and more. Butler’s Bar: Entertain in style with a dedicated butler’s bar, perfect for serving drinks and hors d’oeuvres. Dedicated Office: An ideal space for working from home, studying, or managing household affairs. Open and Inviting Layout: The Birch Model features a seamless flow between the kitchen, dining, and living areas, perfect for both everyday living and entertaining. Luxurious Owner’s Suite: Retreat to your private haven, featuring a spacious bedroom, a spa-like en suite bathroom, and a large walk-in closet. Optional Upgrades and Customizations: Personalize your Birch Model with a variety of finishes, fixtures, and additional features to make it truly your own. The Birch Model offers unparalleled luxury and space, making it the perfect home for those who want it all. Discover what makes this home truly exceptional. Contact us today to schedule a tour and learn more about available customization options!

1353 Yorktown Rd, Annapolis

Listing courtesy of The Pinnacle Real Estate Co.. Contact:

$560,000
4 Beds ⋅ 5 Baths
Welcome home to 521 Wood Duck Lane, a 2,144 square foot, garage town home in the sought after community of Waters Edge at Woods Landing. Enter the home through the foyer with a hallway that leads you back to a family room/fourth bedroom with a full bath. Head up the stairs to the main floor with gleaming hard wood floors, a gas fireplace, a convenient powder room and large windows providing maximum sunlight. The gourmet kitchen is in the rear of the home with solid wood cabinetry, a spacious center island with built-in gas cooktop, granite countertops and stainless-steel appliances, featuring dual smart ovens. Venture up another level to find three additional bedrooms, all with those same gleaming hardwoods. The primary bedroom provides plenty of room for a king-size bed along with two spacious walk-in closets (one of which houses the laundry area). The primary bathroom (updated in 2018) will spoil you with dual sinks, a soaking tub and a walk-in shower. The second and third bedrooms on this level are generously sized and share a hall bathroom. Move to the fourth floor to find a fully finished loft, complete with additional closet space and a second half-bath. Use this space as an in-home office or an in-home escape. Dual-Zone HVAC, main system is brand new. It’ll be easy to enjoy the natural backyard setting as you recline on either of two levels of decks. Amenities in this community are numerous. Walk to the private community pier where you can launch a kayak, fish or just sit and enjoy the water view. Venture onto the walking trails or explore the playground. Waters Edge is close to Routes 50 and 97, minutes from downtown Annapolis or Kent Island and is a short drive to all the magnificent shopping and dining offered throughout the area.

521 Wood Duck Ln, Annapolis

Listing courtesy of Equity One Realty. Contact: 4109899000
$489,900
4 Beds ⋅ 2 Baths
Fully renovated rancher with all required permits in highly desired neighborhood. Completely updated kitchen with 42" cabinets, quartz countertop, separate island and stainless steel appliances. Main level hardwood floor. Fully finished basement with 4th bedroom and full bathroom, plus huge family room. New siding. New roof. New windows. New gas furnace. New central AC. New HWH. New sump pump. New deck. Private back yard. House located on quiet street, close to major routs and shopping.

105 Rosecrest Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$525,000
4 Beds ⋅ 3 Baths
Location, lifestyle, and charm come together at 216 Parker. This picture-perfect Annapolis rancher offers easy one-level living just moments from some of the city's favorite local destinations. Start your mornings with a walk to Black Market Bakers, spend weekends cheering on the Midshipmen at Navy-Marine Corps Memorial Stadium, and enjoy effortless access to commuter routes connecting you to Baltimore, Washington, D.C., and beyond. While the main level provides comfortable everyday living, the finished lower level significantly expands the home's functionality, creating space for a recreation room, home office, guest suite, gym, or whatever fits your lifestyle best. It's the perfect balance of manageable size and flexible living space. Cute as can be and ideally located, this home offers the rare opportunity to enjoy a true Annapolis lifestyle with convenience at every turn. Whether you're exploring downtown, meeting friends for dinner, or simply relaxing at home, you'll love having the best of Annapolis right outside your door.

216 Parker Ave, Annapolis

Listing courtesy of Hubble Bisbee Christie's International Real Estate. Contact:

$549,950
4 Beds ⋅ 3 Baths
New Lower Price! Located in the water-privileged community of Cape St. Claire in Annapolis, this Dutch Colonial offers a practical layout, recent updates, and a private outdoor setting. Located within the Broadneck School District (Buyer to verify with local school board). The home features a traditional floor plan with multiple living areas, allowing for flexible use of space for everyday living, entertaining, and work-from-home needs. Recent interior improvements include fresh paint, bathroom upgrades, and newer vinyl plank flooring, providing a clean, updated feel. Major system updates include a newer roof and water heater, helping reduce the likelihood of immediate maintenance expenses. Set on a 0.21-acre shaded lot with established trees, the property offers natural privacy and a comfortable outdoor environment. An outbuilding provides additional storage or workspace. The 1-car garage and large driveway accommodate parking up to 4+/- vehicles. Cape St. Claire is a well-established, water-privileged community known for its access to the Chesapeake Bay lifestyle. Residents have access to multiple private community beaches, boat ramps, fishing piers, playgrounds, and open recreational areas. The Little Magothy River is located approximately five blocks away, providing convenient access for kayaking, boating, and fishing. Conveniently located near Route 50, offering access to Annapolis, Baltimore, and Washington, D.C. Some Photos are virtually enhanced; see captions.

1075 Sun Valley Dr, Annapolis

Listing courtesy of Realty Navigator. Contact: 4106433404
$849,990
4 Beds ⋅ 3 Baths
Our Adams model with a 2' extenstion will be built at this beautiful location near Duvall Creek. Home is priced at the base house only - act fast to choose the options and additions to make this home your own. Photos are of the model with optional In-Law Suite. Contact Listing Agent to schedule appointment.

3268 Kitty Duvall Dr, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

$470,000
4 Beds ⋅ 2 Baths
Welcome to 1354 Moyer Road, a fantastic opportunity to create your dream home in one of Annapolis' most convenient locations. Priced to reflect the updates a new owner may wish to make, this spacious split-foyer offers the perfect combination of space, location, and potential. The main level features a bright and expansive living and dining area, screened porch, three bedrooms, and two full bathrooms, including a primary suite with its own private bath. The finished lower level provides even more living space with a large family room featuring a cozy fireplace and sliding glass doors that lead directly to the backyard, plus a fourth bedroom that offers flexibility for guests, a home office, or multi-generational living. Outdoor living is just as appealing with a screened porch, deck, and a beautiful lot spanning more than half an acre. Situated at the end of a quiet cul-de-sac, the property offers privacy, room to play, garden, entertain, or simply enjoy the peaceful surroundings. Location is where this property truly shines. Enjoy being just minutes from schools, parks, shopping, dining, and everyday conveniences. Annapolis Harbor, waterfront restaurants, historic downtown Annapolis, and endless boating opportunities are all within approximately 15 minutes, allowing you to embrace the Chesapeake Bay lifestyle while enjoying the space and value this property provides. Whether you're looking for a home to personalize or an investment opportunity, 1354 Moyer Road offers incredible potential in a location that's hard to beat.

1354 Moyer Rd, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$949,000
4 Beds ⋅ 3 Baths
Rarely does a home combine over half an acre of privacy, neighborhood beach access, a heated 3-car garage, and Broadneck schools—all just minutes from downtown Annapolis and the Chesapeake Bay." Passing scenic, conservation-protected farmland before arriving in the highly sought-after Pleasant Plains neighborhood. Step inside through the welcoming foyer to a recently updated kitchen and dining area filled with beautiful natural light—an ideal space for everyday living and entertaining. Just off the main living area, a massive family room provides the perfect setting to gather with friends and family or enjoy the big game. Open the double sliding doors to a spacious deck overlooking a fully fenced 0.5+ acre lot, offering a blend of open lawn and mature trees—perfect for BBQs, outdoor games, a swing set, or simply relaxing in your private backyard retreat. Upstairs, you’ll find four generously sized bedrooms and two full baths, along with the convenience of a second-floor washer and dryer. The expansive primary suite features vaulted ceilings and a well-appointed en-suite bath with a soaking tub, stand-up shower, dual vanities, and a walk-in closet. The lower level includes two large, encapsulated dehumidfied crawlspaces with a dehumidification system installed in 2020—ideal for clean, dry storage. Additional highlights include an heated/cooled epoxied 3-car garage with ample storage space. Directly across the street, a picturesque sod farm enhances the open, rural feel. The quiet streets are perfect for walking, and neighborhood beach access is just a short stroll away—ideal for launching a kayak and simply enjoying sunsets and watching boats pass along the Chesapeake Bay. Don’t miss the opportunity to make this exceptional property your home in 2026. Recent upgrades include: • Roof (2020) • Kitchen appliances (2020) • 2 Encapsulated crawlspace with dehumidification (2020) • Sidewalk/driveway leveling (2021) • Ductless mini-split HVAC system (2022) • Freshly painted (2026) • Refurbished hardwood floors (2026)

1469 Pleasant Lake Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,100,000
4 Beds ⋅ 5 Baths
Stately brick traditional in sought-after Bowen Manor community. - Turn key,move- in ready just minutes from Historic Annapolis, major commuter routes, and marinas. Offering spacious, bright living throughout. Built with numerous custom upgrades and additions by the original owner, this beautifully maintained residence combines timeless elegance with thoughtful design and very low maintenance From the moment you open the handsome front doors, you'll appreciate the rich Brazilian cherry hardwood floors,elegant crown molding and timeless architectural details throughout this beautiful home. A private first-floor office with French doors and a sunny window provides the perfect space for working from home, reading or a quiet retreat. Designed for both comfortable living and entertaining, the chef's kitchen features gas cooking, center island, and generous gathering space flowing seamlessly into the inviting family room with a cozy gas fireplace. The luxurious primary suite offers a private sitting room, tray ceilings, and an generous walk- in closet. Four spacious bedrooms provide room for family and guests alike. Bedroom level laundry room. The walkout lower level is ideal fro expansive family room, second gas fireplace, and access to a wonderful brick patio area - perfectly suited for a future hot tub installation. Generous amounts of storage, the insulated under- deck drainage system helps keep the patio protected from rain. Additional highlights include all TVs convey, security system, and electric air filtration system. Perfectly located with convenient access to BWI Airport and just 15 minutes to the Beltway, this exceptional property offers comfort, convenience, and enduring quality. A warm and welcoming home you'll proudly call "Home Sweet Home"

216 Bowen Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,649,900
4 Beds ⋅ 4 Baths
Modern Luxury Meets Murray Hill Charm | Experience the refined standard of Annapolis living in this masterfully reimagined Murray Hill residence. This home is a rare achievement in design—a down-to-the-studs transformation that honors its historic charm while introducing a graceful, curated, modern aesthetic. Cross the threshold onto original Heart Pine hardwood floors, glowing with a warmth that only century-old wood can provide. The home is anchored by a custom-tiled fireplace, offering a functional and sophisticated centerpiece for the home. Framed by expansive Jeld-Wen windows, the interior is bathed in natural light, while 9-foot ceilings and recessed LED lighting create an atmosphere that is both grand and intimate.The kitchen is a masterclass in functional elegance, designed for the serious host, including lustrous Quartz countertops paired with brushed brass accents and a gloss-tile backsplash and a high-performance KitchenAid suite, featuring an induction range and a seamless microwave drawer for a clean, tailored look. A generous island with seating for three and a custom-built pantry to keep your culinary workspace effortless. Upstairs, the primary suite offers a spa-inspired escape with a frameless glass shower, a deep soaking tub, and a double vanity topped with Quartz. Organization is effortless with the integrated Elfa Closet System. Throughout the home, secondary bedrooms feature custom built-ins, ensuring every inch is as functional as it is beautiful. The lower level offers a versatility rarely found in the neighborhood. Featuring a family room with a wet bar and wine fridge, this space serves as a perfect guest en suite or a private media lounge with its own backyard entrance. Outside, the private rear yard leads to Morris Street with street parking available. Superior Systems include Klipsch built-in speakers and a comprehensive hard-wired security system and Dual-zoned High-Efficiency Carrier HVAC with Ecobee smart thermostats and a high-efficiency heat pump water heater. A rare marriage of historic soul and modern sophistication, this residence offers a turnkey lifestyle in the heart of one of Annapolis’ most sought-after neighborhoods, steps from Historic Downtown Annapolis, the waterfront, shops and restaurants. Potential Parking Space (please inquire for additional details)

48 Murray Ave, Annapolis

Listing courtesy of Compass. Contact: (202) 386-6330
$635,000
4 Beds ⋅ 2 Baths
Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and living areas—perfect for everyday living and entertaining. Just off the living room, enjoy an enclosed deck that adds extra flexible space and a great place to relax or entertain. This level also includes three spacious bedrooms and an updated full bathroom. Downstairs, the home continues to impress with tiled flooring throughout, heated floors, and a large primary suite with a private full bathroom, plus walkout access to an enclosed patio featuring a heated exercise pool or hot tub. Outside, the property offers a large cleared lot with beautiful landscaping, an irrigation system, and a shed for additional storage. Hillsmere Shores is known for its exceptional community amenities including a marina, multiple boat ramps and kayak launches, a beach, playground, and access to Quiet Waters Park, with the Key School conveniently located right across the street. An electric vehicle charger is also included, adding even more value and convenience—this move-in ready home is a rare opportunity to enjoy a renovated property and an unmatched Annapolis lifestyle.

100 Carroll Dr, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$10,850,000
4 Beds ⋅ 7 Baths
An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett Breeding and flawlessly built by Pyramid Builders. A complete refit elevated the home to an uncompromising standard where timeless architecture and modern sophistication exist in perfect harmony. An enchanting winding crushed gravel driveway framed by Belgian block curbing sets the tone for the remarkable experience that awaits. Perfectly positioned with western exposure, the property captures breathtaking sunsets as golden light melts into the horizon across the river and the surrounding landscape. Professionally designed landscaping creates a lush resort like setting that enhances the home’s striking architectural presence. Inside, high lacquered woodwork, bespoke millwork, hidden passage doors, attention to detail, and coffered ceilings create an atmosphere of refined sophistication. Ultra luxe Chesneys fireplace surrounds anchor multiple living spaces with warmth and elegance, while expansive walls of glass frame sweeping water views and seamlessly connect the indoors with the surrounding waterfront setting. A richly appointed wood-clad office with custom built ins offers an executive retreat designed for both privacy and inspiration. At the heart of the residence, the extraordinary St. Charles kitchen rivals those found in internationally celebrated estates, featuring Premier custom cabinetry, a statement Le Cornue range and island, exquisite fixtures, and an artisan-crafted focal point range hood, all designed for elevated entertaining and effortless daily living. Outdoor living reaches resort caliber with an elevated spa and a spectacular four sided overflow vanishing edge pool, where the waterline sits flush with the pool edge, creating a seamless visual connection to the river beyond. Exotic Ipe hardwood decking surrounds the pool and expansive rear terrace, while pergolas and a screened porch provide beautifully designed spaces for entertaining and relaxation. A new private pier, private beach, and panoramic river and pond views complete this extraordinary waterfront lifestyle. The upper level offers four luxurious ensuite bedrooms, including a phenomenal primary suite with sweeping water views, barrel ceiling, a fireside sitting room, a boutique inspired dressing gallery, and a spa quality bath with a soaking tub overlooking the water. Integrated Control4 home automation delivers effortless comfort and convenience throughout. Tucked away on the coveted Annapolis Neck peninsula, Wimbledon Farms offers a rare blend of tranquility, exclusivity, and convenience. Just moments from Downtown Annapolis and major commuter routes, the setting feels worlds away, defined by peaceful surroundings and an unmistakable sense of retreat. Encompassing only 19 estate homesites, this intimate waterfront enclave is gracefully bordered by Harness Creek and the South River, creating a breathtaking backdrop for both sunrise and sunset vistas. Residents enjoy a warm yet private community atmosphere, highlighted by occasional neighborhood gatherings and an expansive marina on protected Harness Creek, a prized deep water haven known for its calm, sheltered waters and exceptional boating access. Welcome Home!

3344 Harness Creek Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$625,000
4 Beds ⋅ 3 Baths
Contemporary 4 bedroom Cedar home on 1.35 acres in a thickly wooded setting**Center hall plan**Open breakfast area adjacent to kitchen and dining room*Den/fourth bedroom on main level*Awesome deck stretches across the entire back of home**4 Skylights in Living room and 2 bathrooms**Dramatic vaulted ceilings** Amazing closets and storage**Upstairs there are 2 spacious bedrooms and a very large owner's suite with super bath which has a walkin shower and a soak tub plus a vanity** 2 car garage **The basement is partially finished with recreation room, oversized den, storage and some unfinished area** Lot is very wooded and private**

2011 Tundra Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: khylah.settle@cbmove.com
$469,000
4 Beds ⋅ 3 Baths
Spacious and thoughtfully updated, this 4-bedroom, 2.5-bath single-family home offers comfort, functionality, and modern improvements throughout. Over the past two years, the property has seen numerous upgrades, including a new rear privacy fence, concrete walkway, expansive Trex deck with dual staircases, luxury vinyl plank flooring in the primary bedroom, and an updated walk-in shower on the main level. The large eat-in kitchen serves as the heart of the home and features a wood-burning fireplace, creating the perfect space for gathering and entertaining. The private lower-level primary suite provides a peaceful retreat with added separation from the main living areas. Outside, enjoy the backyard setup and generous off-street parking, offering both convenience and flexibility. With a blend of recent updates, ample living space, and inviting indoor and outdoor features, this home is move-in ready and designed for everyday living and entertaining alike.

209 Garden Gate Ln, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$1,395,000
4 Beds ⋅ 5 Baths
JUST LISTED! Rare Opportunity to own a newer home tucked away on a private cul-de-sac just a short stroll from everything Downtown Annapolis has to offer. Completed in 2022, this exceptional home showcases top of the line finishes throughout. Designer kitchen with Quartz countertops, custom cabinetry and high end GE Cafe appliances. Wide Plank hardwood floors throughout the main and upper levels. 9 foot ceilings and custom moldings. Recessed lights throughout the home. Low Maintenance Hardie Plank siding and Anderson Windows. Main level has an open floor plan with office area perfect for those that work from home. Upper level features 4 generous sized bedrooms. Primary Bedroom has cathedral ceilings, massive his and her walk in closets. Lower level is finished with indestructible Luxury Vinyl Plank floors. In the lower level there is a room perfect for a gym or 5th bedroom (there is an egress window). The .25 acre lot has community space next to it that provides extra yard space for kids to use. 2 Car attached garage with a rough in for EV Charger. Sellers recently installed Solar Panels. Energy costs are VERY minimal. Terrapin Station is a prime location. The Navy Stadium is just around the corner. Walkable to Historic Annapolis, US Naval Academy and tons of restaurants. Steps from the Poplar Path which has numerous playgrounds and the Michael Busch Annapolis Library off it. Come live the Annapolis lifestyle!

111 Ellershaw Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,775,000
4 Beds ⋅ 4 Baths
Price reduced, incredible price for Waterfront in prestigious Watergate! Check the comps! Overlooking the protected “hurricane hole” of Watergate Harbor with direct access to the South River near Thomas Point, 3712 Gateshead Drive offers the ultimate lifestyle with waterviews from every room in the home. Located on a street with homes valued at $4 million to $7 million, you get the waterfront lifestyle at a fraction of the cost. Key points about the home include new kitchen appliances and fixtures, brand new boat lift, 46 foot private pier, three wood burning fireplaces, expansive main floor and upstairs windows overlooking the harbor, hardwood floors throughout, three large decks, two car garage, tons of storage for your water toys and kayaks, and a finished walkout basement--a rarity in waterfront homes. Protected from the waves and wind action of the South River, this harbor allows easy docking for up to a 40 foot power boat in all weather. And, due to the home’s elevation of 15 feet above sea level, no flood insurance is required. Plus the community of Watergate offers a community marina, sandy beach, kayak and paddleboard storage, fire pits, pavilion, new playground and basketball courts. This neighborhood is walkable to Thomas Point Park, and just 3 miles from your favorite restaurants and shopping in Eastport and downtown Annapolis.

3712 Gateshead Dr, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$575,000
4 Beds ⋅ 4 Baths
Options for VA buyers. 5% 30 year fix mortgage. Large, beautifully maintained contemporary home in the sought-after Stone Creek community of Annapolis. Professional photos of this bright and airy property are coming soon. Features of this 4-bedroom, 3.5-bathroom home include: Renovated Interior: Recently painted throughout with an open-concept layout, remodeled kitchen and bathrooms, and vinyl plank flooring in the living and dining rooms. Chef’s Kitchen: Features granite countertops, extensive cabinet space, and a breakfast bar that opens to a great room with a fireplace. Primary Suite: Includes double closets and a recently remodeled primary bath. Upgraded Systems: Newer roof and windows, with an HVAC unit installed in 2018. Outdoor Living: A sliding door leads to a gorgeous new deck and mature landscaping, perfect for entertaining. Lower Level: The basement includes a large laundry room, a full bath, and two rooms; the main family room area is framed and ready for completion. Community Amenities: Access to a community center, in-ground pool, and tennis courts. The property is conveniently located near major highways and downtown Annapolis, offering an easy commute to Washington D.C., Baltimore, and Fort Meade.

15 Landings Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$7,250,000
4 Beds ⋅ 4 Baths
Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively renovating the home since October 2025. The home has not been lived in since completion, offering an exceptionally rare “like-new” experience where every finish, appliance, system, and curated detail remains untouched. Set on an unusually expansive waterfront lot for downtown Annapolis standards, the property delivers a sense of scale and privacy that is nearly impossible to replicate within Murray Hill. Mature landscaping, multiple outdoor living spaces, Brazilian Ipe decking, and panoramic water views create a setting that feels worlds away while remaining just moments from the energy and charm of downtown Annapolis. Designed for the discerning buyer seeking a refined waterfront retreat, the residence effortlessly balances elevated entertaining with relaxed coastal living. Whether arriving by boat after a day on the Chesapeake Bay, hosting sunset gatherings overlooking Spa Creek, or enjoying peaceful mornings watching sailboats drift by, the home was designed around an experience. Inside, timeless design and modern luxury unfold at every turn. The fully reimagined chef’s kitchen rivals those found in premier custom estates, anchored by a complete JennAir Noir appliance suite including a 48-inch dual-fuel range with double ovens, professional refrigeration, dual integrated dishwashers, multiple beverage centers, built-in ice maker, and a butler's pantry designed as both a prep and entertaining space. Custom Schrock “Trademark” maple cabinetry, designer-selected Waterworks fixtures, Calacatta Miraggio Cielo quartz with dramatic waterfall detailing, and layered architectural lighting elevate the space into a true showpiece. Throughout the residence, every finish was intentionally selected to create warmth, sophistication, and understated luxury. Wide-plank white oak flooring, custom white oak ceiling beams, Restoration Hardware lighting, Baldwin hardware, integrated Sonos audio throughout the home, Lutron lighting controls, custom plaster fireplaces, upgraded insulation for sound attenuation, and CAT6 wiring provide the seamless blend of craftsmanship and modern infrastructure expected at this caliber of home. The primary suite serves as a private sanctuary, complete with custom built-ins, boutique-style California Closets systems, integrated laundry, and a bespoke fireplace designed to create an atmosphere reminiscent of a luxury waterfront hotel suite. Every secondary space continues the same level of thoughtful execution and design continuity rarely achieved in residential renovations. Outside, the waterfront experience becomes truly exceptional. A private pier with electric, boat lift, paver stone extended driveway, refinished gates, and oversized outdoor entertaining areas creates a lifestyle tailored for effortless luxury. The property’s unique positioning offers both protected water access and breathtaking views while maintaining an uncommon sense of seclusion in the heart of Annapolis. Located just minutes from Downtown Annapolis, the United States Naval Academy, award-winning restaurants, yacht clubs, boutique shopping, and private aviation access, this home is ideally suited for the executive or entrepreneur seeking an uncompromising second home or primary waterfront residence within easy reach of Washington D.C., Northern Virginia, Philadelphia, and New York. The ability to enjoy a true luxury waterfront lifestyle with boating access, walkability, privacy, and substantial land all within one of Annapolis’ most prestigious neighborhoods is extraordinarily rare.

11 S Acton Pl, Annapolis

Listing courtesy of Real Broker, LLC - Severna Park. Contact: 8445517325
$1,999,999
4 Beds ⋅ 4 Baths
Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this exceptional home offers an inviting open-concept main level designed for both comfortable living and effortless entertaining. Step inside to discover sun-filled living and dining spaces anchored by a stunning exposed brick fireplace that adds warmth and historic appeal. The modern kitchen is a true centerpiece, featuring stylish finishes, ample cabinetry, and a functional layout perfect for everyday living and hosting guests alike. The second level features three spacious bedrooms filled with natural light from oversized windows, generous closet space, and two beautifully appointed full bathrooms, creating comfortable accommodations for family and guests alike. Occupying the entire third floor, the expansive primary suite serves as a private retreat complete with a luxurious spa-inspired bath designed for relaxation and rejuvenation. Outside, enjoy a charming backyard—an ideal setting for outdoor dining, gardening, or simply unwinding in your own private oasis. Perfectly situated just moments from the waterfront, renowned restaurants, boutique shopping, and the rich history of downtown Annapolis, this home offers a rare opportunity to experience historic living with all the comforts of modern design.

146 Duke Of Gloucester St, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690
$1,500,000
4 Beds ⋅ 4 Baths
Nestled in the highly coveted Murray Hill neighborhood, one of Annapolis' most picturesque enclaves, this exceptional 1925 Craftsman masterpiece effortlessly blends historic charm with sophisticated modern luxury. Rich in architectural character and thoughtfully enhanced with extensive renovations, this remarkable residence offers an unparalleled lifestyle defined by elegance, convenience, and timeless appeal. From the moment you arrive, the home's undeniable curb appeal captivates with its fresh landscaping, newly renovated rear entry steps, and impeccable craftsmanship. Inside, refinished original hardwood floors, fresh designer paint, stylish new lighting, and beautifully curated updates create a seamless balance between historic integrity and contemporary comfort. Significant investments in the home's infrastructure, including a new HVAC system with a transferable 10-year warranty and upgraded electrical service, provide peace of mind while preserving the home's enduring character. Designed for both refined entertaining and comfortable everyday living, the main level showcases expansive gathering spaces filled with warmth and sophistication. Step into the four seasons room with new ceiling fans and surrounding windows. The original living room invites intimate conversation, while the formal dining room offers the perfect backdrop for memorable dinners and celebrations. At the heart of the home lies an impressive chef's kitchen within the thoughtfully designed addition: a true showpiece that combines luxury, functionality, and style. Featuring Brazilian cherry hardwood flooring and cabinet, granite counterops, stainless steel appliances, updated fixtures, generous prep space, an additional fireplace, and room for casual dining, this extraordinary culinary space was designed to inspire everything from morning coffee to elegant dinner parties. Throughout the home, exquisite architectural details including intricate millwork, original craftsmanship, and abundant natural light create an atmosphere that is both welcoming and refined. The luxurious primary serves as a private sanctuary, highlighted by a second fireplace that adds warmth and ambiance. Two expansive walk-in closets offer exceptional flexibility and can easily function as a private office, sitting room, dressing area, or personal retreat. The spa-inspired en-suite bath features dual vanities, a jetted soaking tub, and a spacious walk-in shower, creating a serene escape at the end of each day. Also plumbed for a wet bar and includes a separate closet for laundry. Three additional generously sized bedrooms provide ample accommodations for family and guests, while the home's three full bathrooms and one half bath have been thoughtfully appointed to blend comfort with elegance. The lower level offers exceptional versatility with a bonus room that can serve as an additional bedroom, fitness studio, home office, or recreation space, complemented by a conveniently located half bath. Additional unfinished basement space provides abundant storage or the opportunity for future customization. One of the home's most exciting opportunities lies within the expansive unfinished top level. Featuring soaring ceilings and substantial square footage, this remarkable space offers endless potential to create an additional bedroom suite, media room, executive office, artist's studio, or luxury recreation area while further enhancing the home's value and functionality. Outdoor living is equally impressive. The newly renovated detached two-car garage provides convenience and charm, while the beautifully maintained grounds create inviting spaces to relax and entertain. During the winter months, seasonal water views add yet another layer of distinction to this exceptional property. Just steps from your front door, stroll to the water taxi for your own nautical uber, restaurants, boutiques, galleries, and entertainment to experience all of what living in downtown Annapolis has to offer.

107 Monticello Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$414,999
4 Beds ⋅ 4 Baths
. Price Reduction for a lucky buyer... Back on the market because the buyer could not perform....House appraised at $420000....Extremely attractive 4 bedroom 3.5 bath townhouse. Located near major roads and amenities in Annapolis. The kitchen has all stainless steel appliances and quartz counter top. The entire house has been repainted and and also the deck . The deck can be accessed from the living room... The master bedroom has a private bathroom and is a good size... There is a powder room on the main level and the entry from the garage is conveniently located on this level also.... There is space in the back for a nice cookout gathering also...The home has laminate flooring and is very well maintained. This just came back on the market providing a great opportunity for a lucky buyer!!

126 Brightwater Drive, Annapolis, Md 21401, Annapolis

Listing courtesy of Samson Properties. Contact: 3018500255
$350,000
4 Beds ⋅ 2 Baths
This colonial home, built in 1950, blends classic appeal with modern comfort. Spanning 1,584 square feet, this detached residence features four spacious bedrooms and two full bathrooms, making it an ideal retreat for those seeking both space and style. Venture inside to discover a warm and inviting interior adorned with carpet and hardwood floors. The eat-in kitchen, designed for both functionality and social gatherings, offers ample table space, perfect for casual dining or entertaining. The bathrooms feature a convenient tub-shower combination, providing a relaxing oasis after a long day. The unfinished full basement presents a blank canvas for customization, whether you envision a home gym, workshop, or additional storage. Outside, the property features a well-maintained front and rear yard, ideal for outdoor activities or serene relaxation. Parking is a breeze with off-street options or a driveway. This home is conveniently located with easy access to local dining, market and shopping. So, don't miss this opportunity to make his home your own

7 Carver St, Annapolis

Listing courtesy of Century 21 Downtown. Contact:

$1,099,500
4 Beds ⋅ 4 Baths
Annapolis Waterfront home located right off the South River with easy access to the Chesapeake Bay. This recently updated home offers the perfect blend of luxury, comfort, and waterfront living. Inside, you’re welcomed by refinished hardwood floors and abundant natural light. The updated kitchen features new GE stainless steel appliances and opens to a cozy living room with a wood-burning fireplace and direct access to the deck; ideal for dining under the stars overlooking the peaceful backyard and creek. A main-level laundry/mudroom with side entrance and ramp adds everyday convenience.The primary suite is a true retreat, featuring a waterfront-facing design with a private balcony and updated en-suite bath. Three additional bedrooms with new carpet offer flexibility for guests, a home office, or growing needs. The fully finished walkout lower level provides a private in-law suite with its own entrance, full kitchen, large updated bath, and laundry hookup; perfect for extended stays or entertaining. Outside, enjoy 50 feet of waterfront with a private dock, kayak rack, and a spacious .41-acre lot offering plenty of room to relax, garden, or play. Ideally located with easy access to Historic Annapolis and Naval Academy, BWI, and DC, this home offers the best of peaceful waterfront living in Annapolis and everyday convenience.

996 Headwater Rd, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$875,000
4 Beds ⋅ 4 Baths
Back on the market at an improved price!!! Welcome home to 2906 Boyds Cove Drive, a stunning stone-front Colonial nestled in the highly sought-after, upscale enclave of Boyds Ridge. This home offers over 3,800 square feet of elegant above-grade living space, perfectly blending sophisticated design with everyday comfort. Step inside to an open flowing layout with gleaming hardwood floors, crown molding, and classic chair railings. The gourmet eat-in kitchen features granite countertops, cherry cabinetry, a gas cooktop, and a center island, flowing seamlessly into a breakfast nook and sunken family room anchored by a stone-front, wood burning fireplace, perfect for gathering with family and friends. A formal dining room rounds out the first floor, which also boasts an additional living room and library upon entrance to the house. Upstairs, the luxurious primary suite serves as a true private retreat. It boasts soaring cathedral ceilings, a gas fireplace, and expansive his-and-hers walk-in closets. The en-suite spa bath features a relaxing soaking tub and double vanities. Three additional generously sized bedrooms complete the upper level. The full walkout basement offers expansive unfinished space—a blank canvas ready to be transformed into a home theater, gym, or in-law suite. It already includes rough-in plumbing for a potential full bathroom, adding even more flexibility. Outside, enjoy a spacious rear deck overlooking a private lot, all tucked away on a quiet cul-de-sac. Located just minutes from Historic Downtown Annapolis, the Parole town center, and major commuter routes, this home offers the ultimate combination of luxury, space, and convenience. Don't miss your opportunity to own in Boyds Cove!

2906 Boyds Cove Dr, Annapolis

Listing courtesy of Crown Homes Real Estate. Contact:

$1,295,000
4 Beds ⋅ 4 Baths
House is framed and moving along quickly. Be in within 4 months. Perfectly situated just minutes from the heart of Downtown Annapolis, yet tucked away for privacy, this 4 br, 3.5 bath NEW CONSTRUCTION coastal inspired home with a 2 car garage by Whitehall Building & Company offers the best of both worlds—convenience and tranquility. With over 3,200 square feet of finely crafted living space across three levels, every detail has been thoughtfully designed to deliver both comfort and sophistication. Step inside and be greeted by soaring 10-foot ceilings, expansive wide-plank flooring, and an open-concept layout ideal for both everyday living and elegant entertaining. The chef’s kitchen is the centerpiece of the home, featuring a grand center island, quartz countertops with matching backsplash, premium stainless steel appliances, and abundant storage. Flowing seamlessly into the breakfast area and spacious family room, this home is designed for hosting unforgettable gatherings. Additional main-level highlights include a custom mudroom, walk-in pantry, and stylish powder room. The upper level is a true sanctuary, boasting a luxurious primary suite with a generous walk-in closet and spa-inspired bath complete with dual vanities, a frameless glass shower, and a freestanding soaking tub. Two additional bedrooms share a beautifully appointed guest bath, while a convenient second-floor laundry room adds ease to daily living. The lower level includes a spacious recreation room, full bath and 4th bedroom, perfect for overnight guests or extended family. All of this in an enviable location just minutes from the U.S. Naval Academy, fine dining, boutique shopping, waterfront attractions, and major commuter routes. Don’t miss the opportunity to be in your new luxury home of your dreams in the heart of Annapolis. Footers have been poured, framing is underway, and delivery of your new home is only 4 months away. 100% VA financing available.

13 Elliott Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$3,499,000
4 Beds ⋅ 5 Baths
Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design and an impeccable lock and leave lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue Angels to the holiday lighted boat parade. Completely rebuilt from the studs in the last few years with a refined nautical influence, the home spans four light filled levels, where thoughtful design and craftsmanship are evident throughout. Refinished hardwood floors run seamlessly from room to room, while custom steel stair elements made from sailboats, create a striking architectural focal point. An elevator services the main and upper levels, offering both convenience and ease of living. The main living level is both elegant and inviting, featuring a stunning half bathroom, spacious living room with a wood burning fireplace with a marble fireplace surround with custom surrounding built ins that look out to the water. The gourmet kitchen is designed for both everyday living and entertaining, offering high end appliances, a beverage refrigerator, and a dramatic marble waterfall countertop. Additional luxurious details include hidden hinges, walnut doors and tiles from Bali. Sightlines were intentionally designed to draw your eye straight through to the water the moment you enter. The upper level primary suite is a true retreat, offering panoramic water views and a spa inspired bath. An additional ensuite bedroom completes this level, along with a conveniently located second laundry area for effortless everyday living. The top floor provides two more generously sized bedrooms and a beautifully appointed full bath, ideal for guests. On the lower level, a fully equipped second kitchen, recreation space with gas fireplace, full bath with exquisite flooring, laundry, and storage create the perfect setting for extended stays or entertaining, with direct walk out access to the waterfront. Beyond the interiors, the lifestyle is equally compelling. A flagstone courtyard welcomes you home, while rare off street parking adds convenience for owners of this six townhome community. A deeded boat slip sits just steps from your door, offering immediate access to the water. Residents enjoy exclusive access to a heated gunite pool, beautifully maintained grounds, exterior maintenance including the roof, a floating dock and kayak storage, all within this private community. From here, it is a short stroll to the shops and restaurants of downtown Annapolis, or take a scenic water taxi ride and be picked up just steps away from your front door. This is a rare opportunity to experience turnkey waterfront living with effortless access to everything that makes Annapolis extraordinary.

5 Market Quay, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$3,750,000
4 Beds ⋅ 6 Baths
Ideally situated on the banks of Luce Creek with sweeping views down the Severn River, 1715 Porters Hill Road is a unique heritage property with over a century of history. Set on a 1.7 acre lot with 265 ft of waterfrontage, the property includes a large, hard-to-find boathouse that provides both charm and utility for all your waterfront adventures. The private pier has 7+ ft water depth and can accommodate a large vessel as well as an assortment of smaller boats. The tram makes access to the water effortless, and the entire property enjoys an exceptional privacy. Steeped in its storied past yet thoughtfully updated for modern living, this retreat captures the perfect balance of historic charm and casual elegance. The heart of the home is a sunlit great room with original log walls and quarried stone fireplace, a vaulted ceiling, and expansive windows which frame water views at every turn. An adjoining den, with separate entrance option, is a perfect place to relax. This could easily become another main level bedroom with ensuite bathroom. The kitchen is striking under its vaulted ceiling accented by exposed beams. The custom cabinetry, GE Monogram stainless steel appliances and generous island give the space so much functionality while maintaining the artisanal character. The kitchen opens to the dining area overlooking the water. The table is anchored by a craftsman-style light fixture, and the entire first and second floors have beautiful wood floors. Step outside and you’re embraced by nature: multiple porches and decks overlook lush, manicured grounds that lead down to the water’s edge. The main-level primary suite is a true sanctuary, designed for privacy and tranquility. The bedroom, with a vaulted ceiling, has a screened porch overlooking the water. Two expansive walk-in closets offer custom organization systems that would make a clothing connoisseur smile. The spa-like bathroom gets lots of natural light from the windows that frame the water, and the freestanding soaking tub is situated to enjoy this view. A dual-sink vanity, heated floors, generous walk-in shower with a built-in bench, and a spacious cosmetic area with dedicated seating make getting ready feel effortless and luxurious. A dedicated laundry area just off the hallway makes day-to-day living very easy. Part of the primary suite is a gracious office with gas fireplace and outdoor access. This is a totally flexible space: install a wall of bookshelves and you’d have a lovely library. Upstairs, there are two generously sized bedrooms. One has water views and a waterside balcony; the other overlooks the lush landscaping out front. There is a hall bathroom. A separate guest bedroom suite above the garage, complete with its own living area and luxe bathroom, is ideal for visiting friends and family who desire more privacy. The Historical Context: Originally built in the 1880s, this log house was one of three identical structures used as hunting lodges. The logs of this original structure were re-purposed in the renovation. The construction of the log walls is one of great craftmanship, including sizing each log to be approximately the same diameter as others. Lore has it that around the turn of the 20th century, the Naval academy wanted to acquire more land by the academy and traded this peninsula for land across from College Creek. The Naval Academy superintendent, Admiral David Porter, could be where the name Porter’s Hill derived from. In the 1920’s, the Whitehead family – three brothers known for running bootleg liquor to Baltimore and Washington during Prohibition — used the property as a place to entertain and stop on the way to Baltimore. In the 1940s, the brothers’ exploits caught up with them, and the State of Maryland confiscated the Porters Hill peninsula. Through a unique trade involving the Jones family’s gravel pit (now the site of the 895 Tunnel), this private waterfront enclave found its next chapter.

1715 Porters Hill Rd, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$625,000
4 Beds ⋅ 2 Baths
Priced to attract serious buyers and offering exceptional value in Hillsmere Shores, this is an opportunity you won’t want to miss. The motivated sellers have thoughtfully transformed this 4-bedroom, 2-bath home into a move-in-ready retreat where timeless design meets modern convenience. Completely renovated from top to bottom, the heart of the home is a stunning brand-new kitchen featuring stylish cabinetry, contemporary finishes, and all-new appliances. Both bathrooms have been fully redesigned with clean, classic aesthetics, while extensive additional updates provide confidence and peace of mind for years to come. Every renovation was completed with intention, using quality materials and enduring design choices rather than quick cosmetic fixes. The result is a home that feels cohesive, fresh, and truly turnkey—allowing its next owners to move in and immediately enjoy everything it has to offer. Beyond the front door, discover the unmatched lifestyle of sought-after Hillsmere Shores. Just minutes from downtown Annapolis, this water-privileged community offers a voluntary HOA through the Hillsmere Shores Improvement Association, providing optional access to outstanding amenities including a private marina with boat slips, multiple boat ramps and kayak launches, a sandy community beach with pavilions and waterfront gathering spaces, and more. Residents also enjoy convenient access to Quiet Waters Park, shopping, dining, and everyday essentials, creating the perfect balance of natural beauty and modern convenience. With extensive updates already completed, exceptional community amenities, and sellers ready to make a deal, this beautifully renovated home represents one of the best opportunities to enjoy the Hillsmere Shores lifestyle from day one.

420 Edgemere Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

$1,549,000
4 Beds ⋅ 4 Baths
This exceptional 4 bedroom, 2 full baths, 2 half bath Coastal Contemporary residence captures the essence of Eastport living, where walkability, water access, and a vibrant coastal lifestyle come together seamlessly. Ideally situated just moments from marinas, restaurants, shopping, and the charm of downtown, the home is surrounded by the waterways that define this coveted location, offering effortless access to everything that makes Eastport so special. Inside, soaring ceilings, beautiful hardwood flooring, and an open, light-filled floor plan create an inviting and functional living environment. The well-appointed kitchen features quality cabinetry, quartz countertops, JennAir appliances, and custom built-ins that blend everyday convenience with elevated design. A thoughtfully integrated dumbwaiter enhances ease between levels, while heated floors in the entryway and guest bath add a subtle layer of comfort. Outdoor living is equally compelling, with a spacious wraparound deck designed for entertaining and a wine balcony off the primary suite that embodies relaxation and captures serene water views—perfect for quiet mornings or evening relaxation. The landscaped yard offers a peaceful retreat, highlighted by a pond with a cascading waterfall that adds both ambiance and privacy. Additional features include a reverse osmosis water filtration system, multiple gas fireplaces, and efficient, well-maintained systems that support comfortable, low-maintenance living. Rounding out the property is the rare advantage of a 2-car garage with built-in storage above, along with a private driveway—an invaluable feature in Eastport where parking is often at a premium. Combining location, lifestyle, and thoughtful design, this residence presents a unique opportunity to enjoy the best of Annapolis living. Welcome Home!

619 Second St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,875,000
4 Beds ⋅ 5 Baths
An exceptional blend of timeless craftsmanship, thoughtful customization, and coastal elegance, 820 Bay Ridge Avenue offers over 4,000 square feet of beautifully finished luxury living across four levels in Eastport's coveted Sailor's Quay enclave. Unlike many homes in the community, this residence was thoughtfully customized with numerous builder upgrades and enhancements, creating a level of comfort, functionality, and long-term value that is immediately apparent. A charming white picket fence, manicured landscaping, and gracious brick front porch welcome you inside, where rich hardwood floors, soaring 9-foot ceilings, tray ceilings, detailed millwork, and plantation shutters throughout create an atmosphere of understated sophistication. The gourmet kitchen is both beautiful and functional, featuring honed granite countertops, premium appliances, abundant cabinetry, and a substantial center island that opens seamlessly to the inviting family room anchored by an upgraded gas fireplace. A formal dining room illuminated by a stunning chandelier provides an elegant setting for entertaining, while the adjoining sitting room or study offers the perfect space for reading, working from home, quiet conversation, or enjoying an evening bourbon. Outdoor living is equally impressive with a welcoming flower garden-facing front porch, a private English courtyard patio, and a second-floor terrace, both enhanced with ceiling fans for exceptional comfort, creating inviting spaces for morning coffee, outdoor dining, or relaxing at the end of the day. A dedicated natural gas line provides the convenience of connecting an outdoor grill or future fire pit. The professionally enhanced landscaping and more functional yard further elevate the outdoor experience. The luxurious primary suite serves as a private retreat with a custom walk-in closet, spa-inspired bath, and an expansive sitting room. A spacious junior suite with its own private bath provides outstanding accommodations for family or guests, while two additional vaulted-ceiling bedrooms share a beautifully appointed full bath on the upper level. The finished third-floor loft adds exceptional versatility for a home office, fitness room, guest retreat, or media space. The finished lower level offers a large family room and full bath, providing even more flexible living space. Designed with future accessibility in mind, the home also features a framed elevator shaft, allowing for a future elevator installation without altering the home's thoughtful design or flow. Additional electrical enhancements throughout the home reflect the careful planning and attention to detail invested during construction. Perfectly positioned just moments from Downtown Annapolis and the United States Naval Academy, this exceptional location offers a truly walkable lifestyle with easy access to waterfront dining, boutique shopping, marinas, parks, art galleries, and the vibrant coastal culture that defines Eastport. Whether strolling across the Spa Creek Drawbridge or taking the water taxi into downtown, every day feels connected to the waterfront lifestyle, while convenient access to Routes 50 and 97 provides an easy commute to Baltimore, Washington, D.C., and beyond. Combining timeless architecture, custom upgrades, sophisticated finishes, future elevator capability, exceptional outdoor living, and one of Annapolis' most desirable locations, 820 Bay Ridge Avenue presents a rare opportunity to own one of Sailor's Quay's finest residences.

820 Bay Ridge Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$775,000
4 Beds ⋅ 4 Baths
BEAUTIFULLY RENOVATED EASTPORT GEM with MODERN COASTAL FINISHES! Perfect for a Primary Residence, 2nd Home or Rental Investment! ABOUT THE HOME: 3 levels of luxury living featuring 4 Bedrooms and 3.5 Bathrooms. Open-concept main level with New Hickory hardwood floors and designer lighting throughout. THE GOURMET KITCHEN: Custom white Shaker cabinetry, modern black hardware, Quartz countertops, oversized center island, and premium stainless appliances with gas cooking. THE PRIMARY SUITE: A rare main-level primary retreat with walk-in closet and spa-like bath featuring custom tile work and glass-enclosed shower. THE FLEXIBLE LOWER LEVEL: Fully finished walk-up basement with a 4th bedroom/office, family room with wood accent wall, and a custom full bath—perfect for a guest or in-law suite. THE EXTERIOR: Iconic white picket fence in front, with cozy front porch, and a private rear yard with beautiful wood privacy fence is expanded by an additional 736 SF (included in sale). New Black Andersen 100 series windows, Hardie Plank siding, and new hardscaped paths. PARKING: Private driveway with 4 off-street parking spaces. LOCATION: Unbeatable walkability to Downtown Annapolis, Maritime activities, and local favorites. See Annapolis City site for details on the Eastport Choice Neighborhood Initiative! Enjoy all that Eastport has to Offer! Don't Let This One Get Away! Make your Appointment Today! Active Ring Camera on Property.

152 Jefferson St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$549,000
4 Beds ⋅ 3 Baths
NOW $549,000. New Price is Your best Opportunity! 4 true bedrooms. Dedicated office. Flexible den. Minutes to Downtown Annapolis. Move-in ready with major updates already completed (since 2021), including a new roof, HVAC, windows, siding, renovated kitchen, and updated baths. Work from home. Host overnight guests. Create the home gym, playroom, or hobby space you've always wanted. Private backyard. No HOA. Quiet cul-de-sac. More room to live. More ways to use it. Fewer projects to take on. See it before someone else does.

2 Silopanna Ct, Annapolis

Listing courtesy of Real Broker, LLC - Annapolis. Contact: 8554500442
$799,900
4 Beds ⋅ 4 Baths
Love This HOME -- Briarwood – One of Anne Arundel County’s Finest Communities… Welcome to Rosebay Court! A mature magnolia tree and inviting covered front porch set the stage for this beautifully updated/renovated brick colonial, ideally situated on a quiet cul-de-sac. Thoughtfully finished and move-in ready, this home is prepared to welcome its new owner. Inside, a traditional layout blends seamlessly with an open-concept feel, offering both comfort and versatility for everyday living and entertaining. The main level features a welcoming living room, a formal dining room that opens to a light-filled kitchen complete with 42” white cabinetry, complementary granite countertops, a breakfast bar, pantry, and coffee nook. A Samsung appliance suite—including a five-burner stove and French door refrigerator—adds both style and functionality. The adjoining "great room" is another space for family & friends to gather This room impresses with vaulted ceilings, skylights, and a cozy wood-burning fireplace—perfect ambience for crisp fall and winter evenings. At the heart of this space, the breakfast nook offers table space and easy access to the outdoors -- sliding glass doors that open to a new Trex deck, ideal for relaxing, entertaining, starting your day or ending your evening... . Neutral finishes throughout this home create a fresh look and feel Upstairs, you’ll find four spacious bedrooms, including an owner’s suite with a private bath featuring dual vanities and walk-in closet. A well-appointed hall bath and ample closet space complete the upper level. The finished lower level offers incredible flexibility, featuring a full bathroom and level walkout access to the backyard. Whether you envision an in-law suite, guest space, home office, gym, or additional living area, this level is ready to adapt to your needs. Step outside to a newly paved patio overlooking a serene green space, surrounded by nature. Located in a sought-after school district and just minutes from Route 50, this home offers convenient access to shopping, waterfront dining, marinas, and scenic walking paths. Enjoy easy trips to the Eastern Shore and nearby beaches. With all new mechanicals and updates ((detailed in the disclosures)), this home offers the perfect alternative to new construction—without the wait. Move in and start enjoying your dream home this summer! *** please note disclosure: some photos have been enhanced with virtual staging/photography ***

1394 Rosebay Ct, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact:

$1,950,000
4 Beds ⋅ 4 Baths
Recent Price Reduction! *Owner financing with relaxed guidelines. Nestled in the heart of historic Eastport Annapolis, this coastal craftsman has been extensively remodeled, offering a perfect blend of classic Eastport charm and craftman finishes. The home is set on a generously sized lot, providing abundant green space, and fresh sod. Premium exterior finishes include an inviting front porch, James Hardi siding and Anderson 400 windows. Inside, the home features an interior sprinkler system, two fireplaces, and all new plumbing and electrical systems. All outside materials and are all low maintenance (Trim, Front and Rear Deck etc.) As you step inside, the open and versatile floor plan begins with a multi-use room to the left ideal for an office or sitting area- while a spacious area to the right offers flexibility for living and dining. The layout then flows seamlessly into the kitchen and into a comfortable family room, creating an ideal setup for both everyday living and entertaining. Hardwood floors, high ceilings, and impressive trim work throughout. Upstairs, the second floor hosts all three large bedrooms, including the luxurious master’s suite. The master’s suite features a spa-like bath complete with a dual vanity, frameless glass shower, and soaking tub. A conveniently located washer and dryer are also on this level. A large, fully finished basement provides ample storage, especially in the sizable utility area, offering flexible space for a home gym, recreation, or more. Notably, the home features a double staircase one in the front portion of the home and another in the rear, leading directly into the kitchen and family room adding a unique and functional design element. Additional upgrades include all new plumbing and electrical systems. A generous rear deck is perfect for entertaining, and there are three off street parking spaces, plus the potential for a future garage with an accessory dwelling unit (ADU) and or pool. All of this is just steps from restaurants, shopping, yacht clubs, commuter routes, and everything Eastport and downtown Annapolis has to offer. Days on market reflect the extensive permitting period to begin the remodel and addition. ** Approx. 3950 finished finished sq. ft. Tax records are not based on the current extensive remodel. **

400 Jefferson St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$750,000
4 Beds ⋅ 3 Baths
Amazing home at an amazing price point! Welcome home to this beautifully maintained transitional Craftsman in sought-after Clifford Estates, NO HOA! From the moment you arrive, you’re greeted by a spacious Trex front porch, the perfect place to sip your morning coffee, unwind after a long day, and wave to neighbors passing by. Step inside to discover an inviting, light filled interior featuring Brazilian cherry hardwood flooring, neutral tones, and a traditional, flowing layout designed for both everyday living and entertaining. The bright and airy living room offers abundant natural light, while the chef’s kitchen truly shines with granite countertops, updated backsplash, stainless steel appliances, a large island with additional storage, ample cabinetry, a pantry, and space for a breakfast table. A formal dining room provides the perfect setting for holiday gatherings or casual dinners, and a convenient main level powder room completes the space. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite featuring extra windows, a large walk-in closet, and an ensuite bath with dual vanities. An additional full hallway bath and bonus storage area add even more functionality. The lower level offers incredible flexibility currently set up as a home gym, it’s ready for your vision. Finish it for additional living space, create guest quarters, or simply enjoy the storage. A cozy pellet stove adds warmth and charm as an additional heat source. Situated on a large corner lot, this home provides plenty of room to spread out. The rear Trex deck creates an ideal outdoor living space for entertaining or relaxing. With a detached garage, storage shed, attached three car garage, and a two car driveway, parking and storage are effortless. Additional highlights include a new roof (2025) for peace of mind. Enjoy a prime location just minutes from shopping, dining, and entertainment, including Annapolis Mall and the Maryland Renaissance Festival, with easy access to USNA, Fort Meade, Baltimore, Washington, DC, and BWI Airport. This is the one you’ve been waiting for, schedule your private tour today.

92 Clifford Blvd, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$1,495,000
4 Beds ⋅ 2 Baths
An exceptional opportunity awaits in coveted West Annapolis—a rare 0.61-acre offering with endless potential. Whether you envision a thoughtful renovation or a custom new build, this expansive lot provides the perfect canvas to create your dream residence in one of the area’s most sought-after neighborhoods. Approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural designs by Custom Designs Unlimited convey with the property (city approvals secured; permits not yet pulled), offering a valuable head start toward bringing your vision to life. The generously sized lot and current AS-IS cottage provides an abundance of outdoor space, inviting a plethora of outdoor gatherings, summer barbecues, and relaxed evenings enjoying the vibrant West Annapolis lifestyle. Just beyond your doorstep, stroll to acclaimed restaurants, local pubs, charming boutiques, and convenient street-end water access. Ideally situated near Downtown Annapolis, Navy Stadium events, and the Naval Academy, the location also provides effortless commuter access to Route 50 and the Bay Bridge for Eastern Shore escapes or travel to Washington, D.C. A truly special setting offered AS-IS, ready for its next chapter. Welcome Home!

4 Shiley St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,099,990
4 Beds ⋅ 3 Baths
Backs to Quiet Waters Park! This spacious and elegant home offers 4 bedrooms, 3.5 bathrooms and approximately 4,400 sq. ft. of living space, with the option to expand to 5,300 sq. ft. by adding a fourth level. The gourmet kitchen features double wall ovens (with the upper oven including an air-fry option), a 36-inch gas cooktop and the choice of a cabinetry hood or stainless-steel chimney hood. Additional highlights include a sunroom. These are to-be-built homes, allowing buyers to make all selections and personalize their finishes.

116 Stilly Way, Annapolis

Listing courtesy of Builder Solutions Realty. Contact:

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