Refine Search
Map
Sort by
$2,099,000
5 Beds ⋅ 3 Baths
Originally built in 2005 and renovated with high end materials, this exceptional Craftsman-style home offers over 3,500 square feet of beautifully finished living space and has been meticulously maintained and thoughtfully updated throughout. The open-concept floor plan offers the perfect balance of comfortable everyday living and effortless entertaining, featuring abundant natural light, crown molding, recessed lighting, and seamless flow between the main living spaces. At the heart of the home is the newly renovated kitchen, complete with a large island with Quartz countertops and seating for up to eight, custom wood-paneled refrigerator and freezer, Signature custom cabinetry, and premium Wolf and Monogram appliances. The adjoining family room features custom built-in bookcases, a Montigo gas fireplace, Sonance in-wall speaker system, and direct access to the screened porch, creating an inviting space for gathering year-round. Additional highlights include a custom wet bar, a main-level bedroom and full bath, and a finished lower level offering flexible space for recreation, guests, or a home office. Outside, the fully fenced, level backyard is a private retreat with mature trees, a spacious patio with a Caldera hot tub, and a built-in outdoor fireplace making it perfect for entertaining in every season. Ideally located in the heart of West Annapolis, this home is just a few blocks from local restaurants, shops, and the community boat ramp. With easy access to Route 50, commuting is simple and convenient. As an added benefit, owners receive approximately $12,000 in rental income during Commissioning week, providing an excellent opportunity to offset ownership costs. Offering timeless style, premium updates, and thoughtful design, this home is a rare opportunity in one of Annapolis' most desirable neighborhoods.

8 Shiley St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$250,000
2 Beds ⋅ 2 Baths
Discover the potential in this spacious 2-bedroom, 2-bath condo located on the desirable second level. Featuring a thoughtfully designed floor plan, generous living spaces, and abundant natural light, this residence offers the perfect opportunity to create your dream home. Living and dining areas provide an inviting space for entertaining, while the well-appointed kitchen offers a solid foundation for your personal updates and design vision. The primary suite features ample closet space and a private en-suite bath, with a comfortable second bedroom that's ideal for guests, a home office, or additional living space. This condo is ready for a little TLC, making it an excellent opportunity for buyers seeking luxury living with the chance to add their own style and value. Enjoy the convenience of second-level living, along with the comfort, security, and amenities of a well-maintained community. Whether you're looking for a full-time residence, a seasonal retreat, or an investment opportunity, this condo combines location, space, and potential in one exceptional package. Bring your imagination and transform this hidden gem into the home you've always envisioned. Seller offering $7500.00 credit for paint and repairs at closing.

1 Silverwood Cir Unit #8, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000
$330,000
2 Beds ⋅ 2 Baths
Enjoy the perfect blend of comfort and convenience in this beautifully updated Annapolis home. This lower-level property offers unique privacy, enabling you to walk straight out onto your patio, perfect for a dog-loving family. Newly carpeted and freshly painted, this house is move-in ready! The interior features an open-concept living and dining area. The kitchen boasts Silestone countertops, a breakfast bar, a cozy dining nook, and stainless steel appliances. Enjoy serene, wooded views from the many large windows. This prime location is exceptionally close to the Annapolis Mall, Trader Joe’s, Whole Foods, and the Anne Arundel Medical Center (AAMC), just minutes from Route 50, I-97 (close but not too close), and downtown Annapolis. Remember in real estate, it is location, location, location. HVAC-2023 Stove-2025 Dishwasher-2024 Dryer-2023 Microwave-2024 Hot water heater-2019 Washer-2019 Refrigerator-2013

2159 Scotts Crossing Ct Unit #1, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102240600
$375,000
3 Beds ⋅ 2 Baths
PRICE IMPROVEMENT! Set on a corner lot in Whispering Woods, this updated and move-in-ready end-unit townhome offers 3 bedrooms, 2 full baths, and a spacious, fully fenced backyard. Inside, you'll find abundant natural light, granite countertops, stainless steel appliances, updated baths, and a finished walkout lower level with direct outdoor access, making it ideal for a family room, home office, playroom, or guest space. The fully fenced backyard provides plenty of room to relax, entertain, garden, or let pets play, while a new roof adds peace of mind. Conveniently located just minutes from Route 50, downtown Annapolis, shopping, dining, parks, and more.

1528 Lodge Pole Ct, Annapolis

Listing courtesy of Taylor Properties. Contact:

$550,000
4 Beds ⋅ 2 Baths
YOU'LL HAVE IT MADE IN THE SHADE HERE! 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF & SKYLIGHTS W/REMOTE OPERATED MINI-BLINDS, NEW WASHER & DRYER, NEW LUXURY VINYL PLANK. Brand new price. Brand new pictures. Brand new staging. Take a second look. Skylights and two story living space keep the inside bright while outside you'll feel 10 degrees cooler in the shaded oasis of your lushly landscaped yard. Charming cedar sided chalet style set in the wooded and beach access community of Cape St Claire. Enter into a dramatic cathedral ceiling living and dining space with skylights, looking through to a three season clerestory windowed addition where you will welcome family and friends. Sliders from the tall window surrounded sun room open onto a deck with room for feasts and relaxing. Memories are made here. An island and deep pantry in the kitchen with a plant window for your herbs to thrive provide plenty of storage. Generous bedroom and updated bath on the main level offer convenience and privacy. Upstairs two bedrooms are separated by a second full bath. Extensive landscaping with perennials lets you enjoy nature's blooms with little fuss. A fenced garden on the sunny side of the house is waiting to provide perfect tomatoes, cukes, peppers or vivid flowers for your table. Clever tall medicine cabinet hides behind mirror on wall inside main level bath. 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF W/ROMOTE OPERATED SKYLIGHTS, NEW WASHER & DRYER, NEW LUXURY VINYL PLANK. Replaced and stained cedar siding on one wall and trim throughout exterior. Entry porch has been refreshed as well as decking replaced on deck off sunroom and walkway decking. Well water system just serviced. County sewer so no septic worries.

1189 Highview Dr, Annapolis

Listing courtesy of RE/MAX Executive. Contact:

$289,000
2 Beds ⋅ 2 Baths
Discover easy, turn-key living in this beautifully maintained two-bedroom, two-bathroom condo overlooking a peaceful courtyard. This move-in-ready opportunity offers an incredible community lifestyle. Cool off during hot summer days in the community pool, host effortless gatherings at the picnic area, or enjoy a game at the nearby pickleball and tennis courts. If you love the outdoors, the spectacular Quiet Waters Park is just minutes away. Ideally located just minutes from downtown Annapolis, premier dining, and shopping, this home offers the perfect blend of convenience and tranquility. Step inside to a spacious living room that opens to a private balcony—perfect for your morning coffee or relaxing evenings. The functional layout features a separate dining area and a nicely updated kitchen with an adjoining breakfast space/den, offering both comfort and versatility. Both the primary suite and the second bedroom are generously sized, providing a welcoming retreat at the end of a busy day. Don't miss this perfect combination of comfort, location, and effortless low-maintenance living!

20 Silverwood Cir Unit #5, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$1,750,000
4 Beds ⋅ 4 Baths
Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. This was a complete remodel in 2012! Boasting 4 bedrooms and 4 full baths, this thoughtfully designed residence features an open floor plan accented by beautiful bamboo flooring adding warmth and style throughout. The gourmet kitchen is the centerpiece of the home, complete with a striking marble center island, black granite countertops, stainless steel appliances, a pantry, and an expansive dining area that seamlessly flows into the inviting living room. The main-level primary suite is a true retreat with a spa-inspired bath featuring a soaking tub, walk-in shower, and generous walk-in closet. Upstairs, you'll find two large bedrooms, that share a full bath and an additional bedroom with its own private full bath, and a versatile sun-drenched sitting area with a dramatic vaulted ceiling. The walk-out lower level includes a full bath and versatile space to suit your lifestyle. Outside, a private rear deck perfect for relaxing or entertaining and charming stone walkways and welcoming front porch add historic like charm. A private driveway is for convenient off-street parking, and a storage shed is perfect to house all of your outdoor needs. Ideally located within walking distance of historic downtown Annapolis, you'll enjoy easy access to waterfront dining, boutique shopping, historic landmarks, entertainment, and all the vibrant attractions this sought-after area has to offer. The Eastport lifestyle truly one of a kind!

219 Lockwood Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 224-4999
$539,900
3 Beds ⋅ 4 Baths
Welcome home to this stylish contemporary townhome offering 3 bedrooms, 3.5 baths, and a thoughtfully designed floor plan perfect for today's lifestyle. The open main level is ideal for everyday living, featuring a spacious kitchen with stainless steel appliances, a center island, and a sunny bay window. Just beyond, the separate dining room overlooks the step-down family room, where a fireplace creates a warm and inviting focal point for gatherings with family and friends. The upper level is highlighted by a spacious primary suite with a soaring vaulted ceiling, a large walk-in closet, a private bath, and deck—the perfect place to enjoy your morning coffee or unwind at the end of the day. Two additional bedrooms and a shared full bath complete the upper level. The finished lower level provides even more living space with a comfortable family room that opens to the fenced backyard, along with a generous storage area to keep everything organized. Outside your door, enjoy an active community with tennis and pickleball courts, a dog park, picnic area, scenic walking trails, and an observation tower overlooking the beautiful Little Magothy River. Combining modern design, generous living spaces, and exceptional neighborhood amenities, this home offers the perfect balance of comfort, convenience, and outdoor enjoyment.

474 Fawns Walk, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 224-4999
$1,150,000
3 Beds ⋅ 2 Baths
Welcome to 783 Sonne Drive, where life on the Chesapeake takes center stage. Perfectly positioned on an elevated waterfront lot just under 1 acre in the sought-after Bon Haven community, this exceptional South River residence offers breathtaking water views and the rare opportunity to embrace the very best of the Chesapeake lifestyle. Designed to maximize its spectacular setting, the home seamlessly blends indoor and outdoor living. Expansive windows fill the interior with natural light, while the wraparound deck creates the perfect backdrop for morning coffee, sunset entertaining, or simply taking in the river's peaceful rhythm. Every day here feels like a vacation. Offering three bedrooms and two full baths, the home presents endless possibilities. Maintain its timeless, traditional character or reimagine the layout with a more open, modern design to suit today's lifestyle. An oversized two-car attached garage provides ample space for parking, storage, and all of your waterfront gear. Step outside to your own private waterfront pier, where boating, kayaking, paddleboarding, fishing, and waterfront entertaining become part of everyday life. With easy access to the Chesapeake Bay, waterfront dining, and historic downtown Annapolis, 783 Sonne Drive offers an exceptional combination of privacy, recreation, and convenience in a very desirable waterfront community.

783 Sonne Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,500,000
5 Beds ⋅ 4 Baths
Sunsets, Water Views & Effortless Coastal Living in Hillsmere Perfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathtaking water views of Lake Hillsmere in the foreground and the South River beyond—without the expense of waterfront taxes. Designed to embrace its spectacular setting, the home is oriented to the west, delivering unforgettable sunsets from two expansive waterfront-facing decks and covered balconies. Set on a generously sized lot with ample setbacks, the property provides privacy, space, and a rare sense of tranquility. Best of all, the home is outside the floodplain, so flood insurance is not required, and an elevation certificate is available. Inside, over three finished levels, you'll find thoughtfully updated living spaces featuring hardwood floors, 9-foot ceilings, abundant natural light, and multiple indoor and outdoor areas designed for gathering and entertaining. The beautifully updated kitchen features granite countertops, stainless steel appliances, island seating, a pantry with built-in shelving, and sliding doors that open to the deck and water views beyond. The main-level primary suite is a true retreat, complete with private deck access, a custom walk-in closet by California Closets, and a renovated spa-inspired bath with a soaking tub, double vanity, and glass-enclosed shower. Additional bedrooms and flexible living spaces provide endless options for guests, recreation, a home office, or multigenerational living. The lower level offers a welcoming mudroom entry, family room with fireplace and wood stove insert, full bath, dedicated office or optional sixth bedroom, laundry room, and abundant storage. Outdoor living is equally impressive, featuring IPE decking, a rear deck, three-season room overlooking the backyard, kayak and paddleboard racks, two sheds, and a private driveway leading to the oversized two-car garage with additional storage. Meticulously maintained and exceptionally efficient, the home includes newer HVAC systems, a whole-house Generac generator, Cat 8 Ethernet throughout, closed-cell spray foam insulation, LED lighting, energy-efficient windows, and remarkably low utility costs for its size. Just three blocks away, enjoy the community beach for swimming, relaxing, or launching kayaks and paddleboards. Residents of Hillsmere enjoy an unparalleled waterfront lifestyle with a private marina, boat ramps, community pool, parks, playgrounds, waterfront pavilions, and direct access to the 340-acre Quiet Waters Park. This is a rare opportunity to enjoy panoramic water views, extraordinary sunsets, and an exceptional lifestyle—without waterfront taxes or flood insurance requirements.

621 Harbor Dr, Annapolis

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

$379,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully renovated three-bedroom, two-bath condo in The Landing at Spa Creek. Located on the top floor with minimal stairs, this light-filled home has been thoughtfully updated throughout and offers a stylish, open-concept layout enhanced by wood flooring, exposed wood beams, plantation shutters in every room, modern finishes, and two fireplaces. The remodeled kitchen serves as the centerpiece of the home and features a spacious center island with seating, updated cabinetry, stainless steel appliances, a subway tile backsplash, modern fixtures, and abundant counter and storage space. The kitchen opens seamlessly to the dining and living areas, creating an inviting setting for everyday living and entertaining. Step outside onto the private balcony and enjoy peaceful views of the beautifully maintained grounds. The spacious primary bedroom offers two closets with custom built-in organizers and a renovated private bath with a dual-sink vanity. Two additional bedrooms also feature closet built-ins and offer flexible space for guests, a home office, or other living needs. A second updated full bathroom and an in-unit washer and dryer provide added convenience. Residents of The Landing at Spa Creek enjoy access to an outdoor swimming pool, clubhouse, fitness center, meeting room, billiard room, picnic area, and community grounds. The condo fee also includes water, trash and snow removal, lawn maintenance, exterior building maintenance, and common-area services. Conveniently located near Downtown Annapolis, Eastport, shopping, dining, restaurants, entertainment, and major commuter routes, this move-in-ready condo offers an ideal combination of beautifully updated interiors, community amenities, and the sought-after Annapolis lifestyle.

1006 Primrose Rd Unit #303, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186
$275,000
2 Beds ⋅ 2 Baths
MOVE-IN READY! Beautifully updated ground-floor condominium offering 2 bedrooms, 2 full baths, and a private patio in a desirable Annapolis location. Freshly painted and featuring luxury vinyl plank (LVP) flooring throughout, this home offers low-maintenance living with stylish updates. The bright, eat-in kitchen has been tastefully renovated with granite countertops, stainless steel appliances, a modern tile backsplash, and abundant cabinetry. A separate dining room provides the perfect setting for everyday meals or entertaining guests. The spacious living room is filled with natural light and opens through sliding glass doors to a private patio, creating a seamless indoor-outdoor living space. The primary suite includes a large walk-in closet and a private en-suite bath, while the generously sized second bedroom offers versatility for guests, a home office, or a fitness space. A second full bath and a full-size washer and dryer add to the home's everyday convenience. Community amenities include ample parking, a refreshing outdoor pool, and a picnic/grilling area. Ideally located directly across from Truxtun Park, residents enjoy easy access to scenic trails, a public marina, boat docks, pickleball and tennis courts, and waterfront picnic areas. Just minutes from Downtown Annapolis, City Dock, and Church Circle, you'll be close to exceptional shopping, dining, entertainment, and all the charm of Annapolis' historic waterfront.

1227 Gemini Dr Unit #C, Annapolis

Listing courtesy of Samson Properties. Contact: 7033493900
$375,000
2 Beds ⋅ 2 Baths
Welcome to 619 Admiral Drive #401 in Admirals Reach at Harbour Gates! This spacious 1,434 sq. ft. penthouse condo offers 2 bedrooms, 2 full baths and a loft, with vaulted ceilings that create an open and spacious feel. The versatile loft provides valuable additional living space and is ideal for a home office, den, workout area or guest space. Freshly painted throughout with new LVP flooring in the main living areas, new carpet in the bedrooms, new granite kitchen countertops, new appliances and new toilets. A fireplace adds warmth to the living area, while both bedrooms offer abundant natural light. Enjoy low-maintenance living with community amenities including an outdoor pool, clubhouse, fitness center and guest parking. Resident parking is not limited to one or two spaces; parking passes are required. The condo fee includes water, sewer, trash and snow removal, lawn care and exterior maintenance. Conveniently located in Annapolis, near Downtown Annapolis, major shopping, dining, Anne Arundel Medical Center, the U.S. Naval Academy and major commuter routes. If you've been looking for an Annapolis condo with more space than the typical two-bedroom floor plan, the penthouse location, loft and 1,434 sq. ft. make this one worth seeing!

619 Admiral Dr Unit #401, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
$2,250,000
5 Beds ⋅ 7 Baths
Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five-bedroom, seven-bathroom home combines timeless architecture, modern updates, and resort-inspired outdoor living. A grand two-story foyer welcomes you with a sweeping curved staircase and soaring ceilings. The main level is designed for both everyday living and entertaining, featuring a formal dining room, private office, dramatic two-story family room with a fireplace, and a sunroom connected by French doors that fills the home with natural light. The gourmet kitchen serves as the heart of the home with an oversized center island, custom cabinetry, granite countertops, a spacious breakfast area, and a butler’s pantry, creating an ideal space for gatherings large and small. The main level also features a spacious primary suite with an en-suite bath, providing flexibility for a variety of living arrangements. An additional office, laundry room, and powder room complete the main level. Upstairs, a second primary suite offers a private retreat with a sitting area and en-suite bath. Three additional bedrooms each feature their own private en-suite bathrooms, providing comfort and privacy throughout the upper level. The walkout lower level expands the home’s living and entertaining space with a large recreation room, second kitchen, half bath, and abundant storage. Completed in 2023, the backyard was transformed into an exceptional outdoor living space featuring a heated saltwater pool, expansive patio, outdoor fireplace, and a fully equipped outdoor kitchen designed for entertaining and enjoying an outdoor lifestyle. Recent improvements include a new roof (2025), two new HVAC systems (2022), new wood front and garage doors, a Tesla EV charger, and a lawn irrigation system. Located in the desirable Wyatts Hill community with no HOA, this home offers convenient access to Historic Annapolis, BWI Airport, Fort Meade, Baltimore, Washington, D.C., and major commuter routes including I-97 and Route 50.

1614 Annesley Ct, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$455,000
3 Beds ⋅ 2 Baths
Rare opportunity to buy into a premiun Annapolis neighborhood at a fraction of the cost and remodel /design your perfect coastal dream home in the highly coveted, water-privileged community of Annapolis Roads! Nestled on a private .40-acre lot on a quiet cul-de-sac, this charming rancher offers main level living, a spacious layout , wood-burning fireplace and access to an expansive upper level deck. The lower level features a walkout basement and two additional bedrooms and bath- great for privacy! Living in Annapolis Roads means embracing a vibrant resort lifestyle offering sandy beaches with sweeping views of the Chesapeake Bay , a waterfront pavillion, playground and firepit, community dock and boat ramp, walking trails in Ogleton Woods and Fusco althetic park and numerous community events - all within walking distance to your home! There is no HOA- it is a special tax district with taxes included in the property tax. Minutes from downtown Annapolis, shopping and restaurants and major commuting routes, this home is awaiting it's transformation!

1110 Jenniper Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$499,900
6 Beds ⋅ 2 Baths
Welcome Home! This spacious 6-bedroom Split Foyer in the highly sought-after Cape St. Claire community offers Chesapeake Bay views from a prime location directly across the street from the water. With 3 bedrooms on the main level and 3 additional bedrooms on the lower level, this home provides exceptional flexibility for multi-generational living, guests, home offices, or growing households. The main level features a bright living room that flows into the dining area, kitchen, and a generously sized family/sunroom, creating an ideal space for both everyday living and entertaining. Two full bathrooms, abundant storage, and a functional layout offer comfort and convenience throughout. The lower level includes three additional bedrooms, a laundry room, storage room, and a large workshop with rear exterior access, perfect for hobbies, a home business, fitness space, or extra storage. Enjoy the unmatched amenities of Cape St. Claire, including community beaches, a fishing and crabbing pier, boat ramp, marina, playgrounds, and more. Conveniently located near shopping, dining, and everyday necessities, and just minutes from Downtown Annapolis. Commuters will appreciate the easy access to Route 50, I-97, Washington, D.C., Baltimore, and Fort Meade. A rare opportunity to enjoy Bay views, outstanding community amenities, and a fantastic location while creating the home of your dreams!

1247 River Bay Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4107407100
$249,000
2 Beds ⋅ 2 Baths
Great Brick Townhouse in Annapolis offering two bedrooms with brand new carpet and hallway with full bath upstairs* Main level offers large Living Room area, Hallway with half bath, Dining and Eat-in Area off of kitchen with Sliding Door to backyard* Kitchen has new Stainless Steel appliances that include the refrigerator, dishwasher and stove as well as new countertop * There is also a closet for a stacked Washer and Dryer. Seller will give an allowance of $1,500 at settlement to the Buyers toward the purchase of a stacked Washer and Dryer* There is an Assigned Parking Space #122 which is right in front of the townhouse* Community Outdoor Pool* Showings start July 3*

122 Merryman Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$959,000
4 Beds ⋅ 3 Baths
Beautifully updated and thoughtfully designed, this four-bedroom home offers exceptional indoor and outdoor living in the prestigious Annapolis waterfront community of Epping Forest. Where waterfront living and exceptional amenities combine to create an unparalleled lifestyle. This sought-after, water-privileged neighborhood features a new deep-water marina, wooded trails, a clubhouse overlooking the Severn River, tennis, pickleball and basketball courts, parks, and two sandy beaches perfect for swimming, relaxing, or launching your next adventure on the water. Inside, this beautifully designed home offers four spacious bedrooms, including a convenient main-level bedroom, ideal for guests, multigenerational living, or a private home office. The open, light-filled floor plan welcomes you with abundant natural light, effortless flow, and oak hardwood floors throughout, creating inviting spaces for both everyday living and entertaining. The chef’s kitchen is thoughtfully appointed with premium GE Café appliances, striking Blue-Eyed granite countertops, and abundant cabinetry, making meal preparation both functional and enjoyable. Just beyond, the inviting living room is anchored by a charming enclosed wood-burning fireplace, creating a warm and welcoming atmosphere throughout the seasons. The spacious dining area opens directly to the side patio, seamlessly extending indoor living and entertaining outdoors. Upstairs, the luxurious primary suite serves as a private retreat, featuring an expansive walk-in closet and a spa-inspired ensuite bath designed for relaxation. A charming Juliet balcony offers the perfect spot to enjoy a cool evening breeze or a quiet morning coffee. Two additional bedrooms and a well-appointed full bathroom provide comfortable accommodations for family and guests. The bright, finished lower level offers exceptional flexibility, with generous space for a recreation room, fitness area, media room, or home office. A large utility room with walk-out access to the rear patio adds both convenience and functionality. Outdoor living is equally impressive. The private patio provides an ideal setting for al fresco dining, morning coffee, or relaxing at the end of the day. Gather around the inviting fire pit on cool evenings, while the charming garden shed keeps outdoor essentials neatly organized. Beyond, a second secluded garden creates a peaceful retreat with plenty of room for family, friends, and pets to enjoy. The professionally landscaped and hardscaped grounds provide season-long color, beauty, and privacy, creating a tranquil outdoor oasis. Combining timeless style, thoughtful design, and the unmatched lifestyle of Epping Forest, this exceptional home offers a rare opportunity to experience the very best of Annapolis waterfront living. Epping Forest is a Special Tax District with an annual assessment of $2,003 and is governed by community Rules and Regulations.”

1724 Robinhood Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$699,990
4 Beds ⋅ 3 Baths
Some neighborhoods give you an address. Hillsmere gives you a way of life. At 104 Groh Lane, you’ll find a beautifully updated four-bedroom, three-bath home with approximately 2,300 square feet of finished living space, an exceptionally versatile floor plan, and a wonderful level, fenced backyard—all within one of Annapolis’ most beloved waterfront communities. Three bedrooms and two full baths are conveniently located on the main level, including the primary suite, while light-filled living and dining spaces, a fireplace, and a beautifully renovated kitchen create a warm and inviting setting for everyday living and entertaining. The finished walk-out lower level adds nearly 1,000 square feet of additional living space with a fourth bedroom, full bath, recreation area, and laundry, offering wonderful flexibility for guests, a home office, fitness space, or additional living area. Outside, a spacious deck overlooks the expansive backyard framed by mature trees—a private setting for summer dinners, gardening, children at play, and four-legged family members. But what makes this home particularly special is everything waiting just beyond the front door. Hillsmere is the kind of neighborhood where children ride their bikes down tree-lined streets, neighbors walk their dogs and stop to talk, and families head to the beach together on summer evenings. It’s Fourth of July bike parades ending at the water, Halloween parades, ice cream socials, beach gatherings, live music, the annual oyster roast, and Santa making his way through the neighborhood during the holidays. Residents enjoy a sandy community beach overlooking the Chesapeake Bay, marina and boat ramps, waterfront pavilions, playgrounds, and community pool, while the trails, dog park, and natural beauty of Quiet Waters Park are practically next door. Eastport, Historic Annapolis, City Dock, restaurants, shopping, and the waterfront are only minutes away. Beautifully updated and wonderfully livable, 104 Groh Lane offers something increasingly difficult to find: a home you’ll love in a neighborhood that still feels like a community.

104 Groh Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,895,000
Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. See potential plans in the pictures and meet the builder to discuss your dream home or bring your own builder. Don't miss your chance to own the last remaining waterfront lot in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle.

48 E Lake Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$475,000
1 Beds ⋅ 1 Baths
Motivated Seller!! Discover the perfect blend of comfort and convenience in this charming 1-bedroom, 1-bathroom condo, ideally situated in the vibrant Park Place community. Built in 2007, this unit features an entry-level bedroom and elevators in the building for easy access. Faces West for sunset views. Enjoy modern living with a fully equipped kitchen boasting a built-in microwave, gas oven/range, dishwasher, and refrigerator, making meal prep a delight. Upgraded Bosch HVAC,The bathroom walk-in shower has been renovated for comfort. Hardwood floors, new carpet in bedroom. Living area is currently blue, bedroom neutral. Photos at end depict if painted off-white for perspective. Step outside to a community oasis, with a refreshing pool and back patio, perfect for summer gatherings. Park Place has a Social Committee that organizes speaker series and social events. Safety is paramount with 24-hour security, lobby desk service, and monitored exterior cameras. Located in a thriving neighborhood, you'll appreciate the proximity to restaurants, in-town parks, shopping, and in-town events just blocks away, enhancing your lifestyle. Embrace the community spirit with local events and activities that foster connections. This condo is not just a home; it's a gateway to a fulfilling lifestyle. Luxury living in Historic Annapolis. Don't miss your chance to make it yours!

5 Park Pl Unit #431, Annapolis

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

$579,500
4 Beds ⋅ 2 Baths
Listing is under contract contingent on buyer obtaining contract on their current home, however, there is a 72 hr kick out clause in case a more favorable offer is received. $22k credit at closing which the buyer may use towards closing costs or for needed deck repairs. Nestled in the charming community of Cape St. Claire, this delightful raised ranch home offers a perfect blend of comfort and convenience, making it an ideal retreat for those seeking a vibrant neighborhood lifestyle. With 4 spacious bedrooms and 2 full bathrooms, this residence boasts a generous 2,327 square feet of living space, perfect for gatherings or quiet evenings at home. The main floor laundry adds to the ease of living, ensuring that daily tasks are a breeze. Step outside onto the expansive screened in porch where you can enjoy morning coffee or evening cocktails while taking in the serene surroundings. Cape St. Claire is renowned for its community spirit and access to the beautiful Magothy River. Residents can enjoy a community pool, perfect for those hot summer days, and the nearby parks offer ample opportunities for outdoor activities, picnics, and leisurely strolls. The neighborhood is designed for an active lifestyle, with walking trails and green spaces that encourage exploration and connection with nature. The community is also well-served by public services, making daily life convenient and stress-free. Living in Cape St. Claire means embracing a lifestyle enriched by water features and community amenities. Whether you're kayaking on the river, enjoying a swim at the community pool, or simply relaxing in your backyard, this home offers a unique opportunity to create lasting memories in a welcoming environment. With its prime location, spacious layout, and community-focused amenities, this property is more than just a house; it's a place to call home. Experience the warmth and charm of Cape St. Claire, where every day feels like a getaway. The home is wired for a generator, however, a generator is not included. Existing VA loan may be assumable for qualified buyers subject to lender approval. Contact listing agent for current interest rate, loan balance, assumption requirements and timeline.

1045 Skyview Dr, Annapolis

Listing courtesy of Samson Properties. Contact: 4439757555
$1,295,000
3 Beds ⋅ 3 Baths
Welcome to this impeccably maintained and extensively updated ranch-style residence, offering an exceptional blend of luxury, comfort, and resort-inspired living just minutes from historic Annapolis. From the moment you arrive, the quality craftsmanship and meticulous attention to detail are evident throughout. At the heart of the home is a beautifully appointed gourmet kitchen featuring premium Wolf appliances, abundant custom cabinetry, quartz countertops, a beverage and wine refrigerator, and generous space for both everyday living and entertaining. Two double-sided gas fireplaces—one shared by the living room and the other featured in the primary suite—offer both warmth and architectural elegance, adding a distinctive touch to this exceptional home. Recent renovations have enhanced the home's appeal, highlighted by a spectacular oversized primary suite designed as a private retreat. The suite features a spacious walk-in closet and a spa-inspired ensuite bath complete with heated floors, instant hot water, and integrated Bluetooth speakers/exhaust fan. The fully finished lower level offers remarkable flexibility with luxury vinyl plank flooring, a custom wet bar with a full-size refrigerator/freezer with ice maker, a full bath, and a private exterior entrance—ideal for entertaining, hosting guests, multigenerational living, or a home-based business. Outdoor living is equally impressive. The fully fenced backyard is surrounded by mature landscaping, creating a private setting that rivals a boutique resort. Enjoy the heated in-ground pool, newly replastered in 2024, relax in the 15-foot swim spa, or entertain with ease at the custom-built tiki bar and outdoor kitchen. Thoughtfully designed, the tiki bar features a built-in grill, refrigerator, stainless steel storage, accent lighting, television, and bar seating. A stamped concrete pool deck and expansive composite deck with cable railings provide multiple spaces for gathering, dining, and unwinding. Adding even greater versatility is the detached pool house, complete with electricity and air conditioning. Whether used as a home office, fitness studio, creative workspace, or private retreat, this space offers endless possibilities. Additional highlights include a brand-new stamped concrete driveway with parking for up to five vehicles. Combining sophisticated interior finishes with extraordinary outdoor amenities, this turnkey property delivers a lifestyle rarely found in such a convenient Annapolis location.

1501 Ritchie St, Annapolis

Listing courtesy of Samson Properties. Contact: 7033493900
$1,150,000
4 Beds ⋅ 2 Baths
Incredible opportunity to purchase two adjoining properties - one vacant commercial parcel and one residential property with an existing home. Situated on over half an acre combined in Annapolis, this unique offering has been owned by the same family for generations and presents endless possibilities for its next owner. The commercial parcel provides a blank slate for future development or investment, while the residential property features a 4-bedroom, 1.5-bath home with numerous updates, including a roof less than 10 years old and recently replaced HVAC system and hot water heater. Whether you're looking to develop, invest, or create your own vision, this is a rare opportunity you won't want to miss. Commercial Tax ID: 020600003497200 Residential Tax ID: 020600003498600

19 Old Solomons Island Rd, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$4,600,000
5 Beds ⋅ 4 Baths
An extraordinary opportunity to own one of Annapolis’ most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of owning your own private marina in your backyard with dockside parking. Perfectly positioned to capture breathtaking panoramic vistas, this elegant Nantucket-inspired residence is filled with natural light, featuring walls of glass that showcase the ever-changing waterfront from nearly every room. Multiple balconies and an expansive waterside terrace invite effortless indoor-outdoor living, creating exceptional spaces for entertaining or simply enjoying the beauty of life on the water. A dockside workshop is a great opportunity to work and enjoy waterfront living. The thoughtfully designed floor plan includes spacious living areas, a versatile 1800 square feet (approximate) lower level with an in-law suite or private guest accommodations, and endless opportunities to personalize the home to suit your lifestyle. This home even has a koi pond in the front yard. Whether you’re an avid yachtsman, seeking a multigenerational waterfront retreat, or searching for a truly one-of-a-kind Annapolis property, this exceptional offering combines luxury, privacy, and an unmatched boating lifestyle in one remarkable setting.

140 Spa Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$969,000
4 Beds ⋅ 3 Baths
111 Conduit Street is historic Annapolis living at its finest. Nestled in the heart of Historic Annapolis, this charming semi-detached residence seamlessly blends timeless character with modern convenience. Located just moments from Main Street, the City Dock, shops, restaurants, and waterfront attractions, this home offers the quintessential Annapolis lifestyle. Inside, original hardwood floors, classic architectural details, and three finished levels of living space create a warm and inviting atmosphere. The main level features spacious and distinct living and dining rooms, ideal for both everyday living and entertaining. An updated kitchen offers modern functionality while complementing the home's historic appeal. Step outside to enjoy a screened porch overlooking a private garden patio, providing a peaceful retreat rarely found in downtown Annapolis. The second level offers three bedrooms and a full bathroom, while the third floor is dedicated to a private primary suite featuring soaring ceilings, abundant natural light, and a separate room perfectly suited as a home office, dressing room, nursery, or sitting area. A rare opportunity to own a character-filled home in one of Annapolis' most sought-after historic locations, all within walking distance of Main Street, the Naval Academy, waterfront parks, dining, shopping, and entertainment.

111 Conduit St, Annapolis

Listing courtesy of Innovative Properties, Inc.. Contact:

$579,900
3 Beds ⋅ 5 Baths
Location! Location! Location! Nestled in the vibrant heart of Annapolis Towne Center, this beautifully maintained, move-in-ready townhome offers the perfect blend of modern luxury and urban convenience. Versatile Ground Level: Features a flexible bonus space perfect for a home office, yoga studio, or media room, leading to a rear brick patio and a rare two-car garage. Gourmet Dream Kitchen: A showstopping open-concept center island, pristine white cabinetry, top-tier granite, stainless steel appliances, and a frosted-glass pantry seamlessly connects the living and dining areas. Unwind by the cozy gas fireplace, framed by custom built-in bookcases, or step out onto the private deck for morning coffee or evening grilling. Luxurious Primary Suite: The upper-level retreat boasts a dual-sink vanity, a large-tiled custom shower, and a separate water closet. A second spacious bedroom features its own private en-suite bath. Spectacular 4th-Level Loft: An incredible entertaining space complete with a third bedroom suite, full bath, and a private rooftop deck—ideal for hosting unforgettable guest stays or parties. Live just minutes away from top-rated dining, premier shopping, entertainment, and everything Annapolis has to offer. Welcome home!

602 James Walker Pl, Annapolis

Listing courtesy of Taylor Properties. Contact:

$439,900
3 Beds ⋅ 2 Baths
Welcome home to this beautifully maintained 3-bedroom, 2-bath contemporary townhome featuring an inviting open floor plan designed for comfortable lifestyle. The spacious living room showcases soaring ceilings, abundant natural light from expansive windows and skylights, and a cozy wood-burning fireplace. The adjoining dining area flows seamlessly into the spacious kitchen, complete with stainless steel appliances and direct access to a private patio overlooking a peaceful, wooded setting. The desirable main-level primary suite offers a private bath and its own walkout to the patio, creating a relaxing retreat. Upstairs, you'll find two generously sized bedrooms, a versatile loft area perfect for a home office or reading nook, with plenty of natural light. Enjoy an active lifestyle with outstanding community amenities, including scenic walking paths leading to an observation deck with views of the Little Magothy River, tennis and pickleball courts, boat and trailer storage, dog park, and playground. This home offers the perfect blend of comfort, convenience, and outdoor recreation. Major improvements, including a new roof, new HVAC system, new flooring and new skylights adding lasting value and peace of mind.

448 Cranes Roost Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 224-4999
$715,000
3 Beds ⋅ 3 Baths
** This stunning 3-bedroom, 3-full-bath detached home in Heritage Harbor is a true GEM!** Main Level laminated wood flooring throughout the living room- dinning room and Kitchen. The Kitchen features Elegant gold-and-white granite countertops. A cozy matching granite table that seats three. Brand new white cabinets adorned with gold knobs and pull handles. Complete with modern stainless steel appliances, offering a Z line brand hood above a new 4-burner stove. The Interior home has been freshly painted and re-carpeted, giving it a modern feel. On the main level The Master bathroom is a standout feature: Gold-and-white granite sinks. Spacious shower area. Well-designed closet spaces with flooring that matches the elegant theme. Two walk-in closets for ample storage. The 2nd bedroom has plenty of natural light and plenty of room. The 3rd quest room is located on the second level with a loft looking onto the newly renovated large closed-in sunroom and below a lovely family room...The "Florida "Sunroom equally has new flooring with plenty of sliding glass doors, offering natural light, with a separate heating & air conditioning system, looking out to plenty of greenery- perfect for relaxation. This home is not only beautifully designed with many upgrades for comfort and style, but also a must-see. If you’re considering moving or looking for a beautiful home in a desirable neighborhood. This property won’t last long in today’s market.

708 Sydney Ter, Annapolis

Listing courtesy of Taylor Properties. Contact:

$549,900
4 Beds ⋅ 3 Baths
Welcome to 1424 Regent Street, where modern style meets everyday comfort. This beautifully updated home offers exceptional curb appeal with a spacious driveway, a brand-new sprinkler system, and a fully fenced backyard featuring a large deck—perfect for entertaining, relaxing, or enjoying outdoor living. Step inside to discover a stunning custom-designed living room highlighted by a striking gold and white accent wall that creates a warm, sophisticated focal point. The adjoining dining area flows seamlessly into the show-stopping custom kitchen, complete with stylish cabinetry, gorgeous quartz countertops, and designer finishes that make cooking and gathering a true pleasure. The spacious primary suite features its own en-suite bathroom featuring custom designer finishes. An additional beautifully renovated full bathroom upstairs offers both style and convenience for family and guests. Throughout the home, you'll find thoughtfully designed custom bathrooms and quality updates that create a move-in-ready experience. The lower level offer additional entertaining space with a stone fireplace, as well as a bedroom and a full bathroom. With its modern upgrades, designer touches, functional layout, and inviting spaces, 1424 Regent Street is a home you'll be proud to call your own.

1424 Regent St, Annapolis

Listing courtesy of Allfirst Realty, Inc.. Contact: 4433201344