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$429,900
4 Beds ⋅ 2 Baths
*PRICE IMPROVEMENT!* Welcome to this beautifully renovated ranch-style home offering 4 bedrooms, 2 full bathrooms, and a spacious open floor plan designed for modern living. Completely remodeled from top to bottom, this move-in ready property combines style, comfort, and functionality in every detail. The stunning kitchen features sleek quartz countertops, stainless steel appliances, and a large pantry, making it perfect for everyday living and entertaining alike. The open layout flows seamlessly into the main living areas, creating a bright and inviting space for gatherings. Both full bathrooms have been thoughtfully updated with ceramic tile flooring, spacious showers, and top-of-the-line vanities. The primary suite offers a private retreat with a luxurious dual vanity sink, ceramic tile flooring, and an oversized stand-up shower. Step outside to enjoy the huge backyard with endless possibilities for entertaining, gardening, play, or simply relaxing outdoors. Conveniently located near the Chesapeake Bay, you’ll have easy access to boat ramps, beaches, parks, and countless recreational opportunities. This fully remodeled gem is the perfect blend of modern upgrades and coastal lifestyle—don’t miss your chance to call it home! Schedule your showing before it's too late!

1906 Harbor Dr, Chester

Listing courtesy of Five Star Real Estate. Contact:

$88,900
This corner lot offers a rare opportunity to build just minutes from Downtown Chestertown. Located on a quiet street and close to the Chester River, this property combines a peaceful setting with everyday convenience. The lot is perc approved and has site plans—see documents for details. With close proximity to Chestertown’s shops, galleries, and restaurants, it’s the perfect setting for those looking to enjoy small-town living with easy access to Middletown, Easton, and Annapolis.

East St, Chestertown

Listing courtesy of Select Land & Homes, LLC. Contact: (410) 708-0956
$470,000
3 Beds ⋅ 3 Baths
New and improved price! This beautifully updated and well maintained home delivers exceptional value in the highly desirable Harbor View community—just two miles east of the Chesapeake Bay Bridge. Set on a picturesque 0.35‑acre corner lot, this 3‑bedroom, 2 full and 1 half bath home blends comfort, quality, and an unbeatable location. Inside, you’ll love the bright, updated kitchen featuring new countertops and backsplash, complemented by hardwood floors on the main and upper levels. A dramatic cathedral ceiling with skylights fills the home with natural light, creating an open and welcoming atmosphere. The spacious lower‑level family room offers a cozy retreat, while a flexible bonus room is perfect for a home office, guest room, or additional sleeping space. *Recent improvements add peace of mind and long‑term value, including a new roof (2019) with 50‑year shingles, new stove and hot water heater, and a new vinyl pool liner with a lifetime warranty. *Enjoy peace of mind with brand-new Pella tilt-in windows installed throughout the home in 2025, combining style, convenience, and energy efficiency. The pool is also equipped with a new robotic cleaner, making maintenance simple and hassle-free. The pool is open! Step outside to a fully fenced backyard oasis featuring a private in‑ground pool and deck— ready for summer entertaining or relaxing at home. Residents also enjoy access to the Harbor View community’s one‑acre field with pavilion and playground, perfect for gatherings and outdoor fun. Conveniently located just 20 minutes to Annapolis, 45 minutes to Baltimore, and under an hour to Washington, D.C., this home also offers easy access to Kent Narrows waterfront dining, the 6.5‑mile Cross Island Trail, and Queenstown Premium Outlets just minutes away. With updated features, transferable warranties, and a refreshed price, this home is move‑in ready and offers an outstanding opportunity to enjoy the best of Kent Island living. Schedule your showing today—this one is not to be missed.

1916 Stevens Dr, Chester

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$679,900
4 Beds ⋅ 3 Baths
New Construction to be built in Queen Anne Colony. Water Privileged plus a community park and kayak launch. A serene lifestyle awaits you for full-time living or vacation home, all on 1 level. Make this your home with your personal selections, and you can move in this summer. Model home available to tour. The best of Eastern Shore living just 5 minutes from the Bay Bridge. Enjoy your home as well as golf, hiking trails, and fine dining. Welcome home.

312 Columbia Ln, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

$949,500
5 Beds ⋅ 3 Baths
Welcome to 530 Kennersley Farm Lane, nestled in the private waterfront community of Kennersley Farm. Set on 5 private acres along Island Creek, this property offers lots of privacy and nature. A long, tree-lined driveway leads you past mature landscaping and ample parking, where you can see views of the water. Inside, there is beautiful flooring and a bright, open layout. The kitchen features granite countertops, a center island, upgraded GE Profile appliances, and an eat-in area overlooking the in-ground pool and Island Creek. The primary suite, located on the first floor, is a true retreat with a huge walk-in closet, featuring a soaking tub, dual granite vanity, and tile shower. This room could also be used as an office, or second living area. The huge plus is the conveniently located laundry room located on the first floor. Upstairs, find three spacious bedrooms, two full baths, and a bonus room over the garage that can serve as a fifth bedroom, media room, or office. The unfinished walkout basement provides plenty of storage and potential for future living space. Outside, enjoy your private backyard with an in-ground pool, hot tub, patio, pool shed, and sweeping water views. You are surrounded by trees for tons of privacy. As a resident of Kennersley Farm, you’ll also have access to the community marina with pool and boat slips. Conveniently located near Centreville, Chestertown, beaches, restaurants, and shopping, this home offers so much and more. Your waterfront dream home awaits!!

530 Kennersley Farm Ln, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact: (717) 735-8400
$70,000
2 Beds ⋅ 1 Baths
HUGE PRICE DROP! Now is your time to buy that sweet summer spot! Welcome to your waterfront paradise in the highly sought-after Beach Harbor Camper Cooperative Inc. of Grasonville, MD! This Town and Country Park model ranch-style home is the perfect blend of comfort, convenience, and offers some inspiring views, making it the ultimate 3-season go to for the water and beach lovers! This incredible home boasts 1.5 bedrooms and one bathroom, perfect for weekend or monthly summer getaways. New vinyl flooring and fresh paint. Beautiful water views of the Jackson Creek and the majestic Chester River. Shed provides ample storage. Step outside onto the deck and enjoy your morning coffee or entertain for breakfast, lunch or dinner. Picture yourself lounging on the beach or embarking on thrilling adventures in your kayak or boat through the sprawling waterways of the area. If you're a paddle-boarder, the protected waters of the creek and river are an absolute dream! Indoors cool off with window air conditioners for personalized climate control. The "half bedroom" features 2 bunk beds and a window, while the primary bedroom offers ample space for a queen bed and includes a closet. Conveniently located just steps from the community beach, this community offers immediate access to a host of outdoor activities, from swimming and fishing to kayaking, paddleboarding, shuffleboard, basketball and tennis. The delightful community pool, hot tub and clubhouse provide the perfect place for social gatherings and community events. Don't let this opportunity slip away! Take the first step towards owning your slice of paradise in the Beach Harbor Camper Cooperative. Schedule a viewing today and prepare to experience the very best of waterfront living, all at an incredibly affordable price! Enjoy! (Monthly fee $350/Monthly or $4,200/Yearly

111 Beach Harbor F, Grasonville

Listing courtesy of HSA By The Bay. Contact: 4432504707
$714,900
4 Beds ⋅ 3 Baths
Welcome to Meadow Creek Estate homes on acre plus homesites with plenty of room for a pool and separate garage. In the county but close to downtown Centreville. Centreville offers restaurants stores, parks and schools. One of our most popular designs, the Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a dining/den/flex space as well as a spacious family room and oversized table space kitchen. Add a light-filled morning room off the rear or expand your space with plan extensions. Choose a two or three-car garage for this plan. Upstairs accommodates four nicely sized bedrooms and you can customize your lower level rec area to suit your needs.

116 Pasture Ct, Centreville

Listing courtesy of Keller Williams Flagship. Contact:

$329,000
2 Beds ⋅ 3 Baths
DON"T MISS OUT on this super deal!! Owners have lowered the price by $10,000 and are willing to look at offers! Nothing to do but move in! Be in this spring to enjoy all that summer offers on the shore!! This roomy 2 bedroom, 2.5 bathroom end unit has been completely painted in a beautiful neutral shade and has new carpet throughout the living areas and new vinyl flooring in the kitchen. A propane fireplace highlights the great room turning chilly nights into cozy nights! On warm days, enjoy relaxing in the enclosed patio/porch or just being outside. Being an end-unit it offers lots of privacy. Any and all assessments have been paid by the owner, so you are ready to go and enjoy all the amenities that Queens Landing is known for...beautiful waterside pool, the club house with a party room, racquet ball court, exercise room, tennis courts, jogging trail, and more! Close to the cross-island trail, the Matapeake Dog Park, restaurants, schools, library...it is a wonderful place to live! Whether you are looking for a place to use as a vacation or weekend home, or as a year-round residence, this will suit both needs. It's situated in a great location...minutes to the Bay Bridge for any commuters to the western shore, and many airports, and an easy drive to the MD and DE beaches! Note: 4 pictures have been Virtually Enhanced!

54 Queen Caroline Ct, Chester

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

$779,900
4 Beds ⋅ 3 Baths
Welcome to Meadow Creek. Estate homes on acre plus homesites with plenty of room for a pool and a separate garage. In the country but close to downtown Centreville. Centreville offers restaurants, grocery stores, parks and schools. Exuding a quiet elegance, the Merion by Lacrosse Homes is a new single family home design featuring a modern take on the classic center hall colonial design. Highlights of this comfortable home include a main level study for an ideal work from home set-up, chef’s island kitchen with tons of cabinetry and food prep space and a spacious light-filled causal eating area. the stairs are tucked to the rear of the home creating oversized living and dining rooms as well as a spacious great room. Add a morning room to the main level to further expand your living space. Upstairs, enjoy four bedrooms including a large owners suite with deluxe bath, laundry room with linen storage, and three nicely sized secondary bedrooms. Customize your lower level (site specific) with a recreation room, media space, den, bath and more.

415 Twin Meadows Farm Ln, Centreville

Listing courtesy of Keller Williams Flagship. Contact:

$479,000
2 Beds ⋅ 3 Baths
A price improvement has been made, making this unit the best value in the entire community. This home shows like a model with approximately $55,000.00 in upgrades. No need to wait for new construction this unit is ready for immediate occupancy. Love Where You Live! Experience resort-style living that blends comfort, luxury, and convenience—just steps from the waterfront. Enjoy peaceful mornings without the disruption of construction nearby. This highly sought-after first-floor condo is move-in ready and has been meticulously maintained, featuring numerous upgrades throughout. Step inside to an open, light-filled layout enhanced by crown molding, recessed lighting, and direct views of the lush greenspace with seasonal water glimpses. The gourmet kitchen and dining area are ideal for entertaining, offering a spacious island with seating, quartz countertops/bar, sleek wifi enabled appliances, and seamless flow into the living room. Unwind by the cozy fireplace or open the double sliding glass doors to your private patio—perfect for watching the sunrise, morning coffee, reading, or simply enjoying the peaceful natural setting. The owner’s suite offers both a walk-in and secondary closet, private patio access, and a luxurious en-suite bath with dual sinks and a spa-inspired frameless glass shower. The guest suite is bright and spacious, complete with its own en-suite bath, custom tilework, and large vanity. A bonus room with upgraded frosted glass doors provides the perfect space for a home office, workout area, or reading nook. Additional highlights include: LVP flooring throughout the entire home, interior access to a private one-car garage, and a secure storage unit. From your patio, take a stroll along the walking trail where you can take in the sights and sounds of nature to discover tranquil views and your kayak launch. The community also has direct access to the Kent Island Cross Island Trail. Many extra amenities to enjoy including an indoor heated pool, outdoor infinity pool, firepits, pickleball and tennis courts, dog park, and beautiful walking and biking trails. Live every day like you’re on vacation—this stunning condo offers the lifestyle you’ve been waiting for and is a must see to experience all of the upgrades! Water and sewer fees are already included in the owners monthly COA.

3000 Herons Nest Way Unit #11, Chester

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$190,000
This is an enticing real estate listing and the opportunity to build your own dream home! This lot is in Bay City, and offers a lot of potential, especially with its waterfront views, community amenities like boat launch access, and play areas. The convenience of having the sewer and water connections already installed and paid for is a big plus, and being minutes from the Bay Bridge is perfect for commuters. Ask for assistance in designing, building your dream home on this lot, or were you looking for additional information about the area?

306 Irene Way, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$320,000
3 Beds ⋅ 2 Baths
Three bedroom one-floor living on a spacious lot in Chester Harbor! Over half an acre of nicely shaded yard space, and a short distance to the public beach on Mill Creek. 3 bedrooms and 1.5 bathrooms, open living and dining space, large sunroom/ porch with wood-burning stove, and an additional wood stove in the living room. Outside there's a small storage shed and a larger workshop/shed next to the asphalt driveway. The sunroom leads to a deck overlooking the large yard. Great community with water access. Quick ten minutes into Chestertown, and less than an hour to Middletown DE or Annapolis.

222 Dutchess Rd, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$662,550
4 Beds ⋅ 3 Baths
Welcome to The Corsica, a beautifully designed two-story home offering 1,664 square feet of well-planned living space. With 4 bedrooms and 2.5 bathrooms, this layout is ideal for anyone seeking both functionality and modern style. Step inside to an inviting open-concept Kitchen, Eating, & Great Room, perfect for entertaining or relaxing with loved ones. The kitchen features an attached large island overlooking the spacious living area, ensuring you’re always part of the conversation. Natural light fills the space, creating a warm and welcoming atmosphere for everyday living. Convenience meets practicality with the Mud/Laundry Room located just off the garage, providing a seamless transition from outdoor activity to the home’s main living areas which is perfect for busy mornings or returning from weekend adventures. Upstairs, you’ll find four comfortable bedrooms, including a private primary suite with a full bath and walk-in closet. Three additional bedrooms share a second full bathroom, offering flexibility for guests, family, or a home office. An optional 16' x 12' rear deck expands your living space outdoors and is ideal for dining or enjoying quiet evenings surrounded by nature. Charming curb appeal, efficient design, and thoughtful flow make The Corsica the perfect place to call home. Some of the standout features include: maintenance free vinyl siding, CertainTeed roof shingles, luxury vinyl plank floors, all wood constructed cabinets with soft close, kitchen granite countertops, an open concept floor plan, and a convenient mud room. Finally, the house will be constructed by Paquin Design Build, an Eastern Shore Local Custom Home Builder.

Grasonville Cemetery Rd Unit #LOT 2, Grasonville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$664,650
4 Beds ⋅ 2 Baths
Welcome to the Syberry, a thoughtfully designed single-story home offering 1,710 square feet of modern comfort and convenience. This 4-bedroom, 2-bathroom layout blends open-concept living with functional flow, perfect for today’s lifestyle. At the heart of the home, the spacious Kitchen, Eating, & Great Room create an inviting open area ideal for entertaining and family gatherings. Large windows fill the space with natural light, while the kitchen’s central island provides plenty of prep and seating space to keep everyone connected. The private primary suite offers a peaceful retreat, complete with a generous walk-in closet and en-suite bath. Three additional bedrooms provide flexible options for family, guests, or a home office. From the one car garage, a convenient Mud/Laundry Room connects directly to the main living area, keeping daily routines organized and tidy. An optional 16' x 12' rear deck expands your living space outdoors, perfect for morning coffee or evening relaxation. With its timeless exterior, open interior design, and practical layout, the Syberry delivers the ideal balance of comfort, efficiency, and charm all in a single-level home built for the way you live. Some of the standout features include: maintenance free vinyl siding, CertainTeed roof shingles, luxury vinyl plank floors, all wood constructed cabinets with soft close, kitchen granite countertops, open concept floor plan, garage with shop/storage, convenient Mud Room, and a covered front porch. Finally, the house will be constructed by Paquin Design Build, an Eastern Shore Local Custom Home Builder.

Grasonville Cemetery Rd Unit #LOT 1, Grasonville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$175,000
Have you decided enough is enough? Are you tired of bidding wars over bland beige boxes, "fixer-uppers" that eat your weekends, budget, and sanity, or HOAs telling you what shade of green your grass should be?   Are you dreaming of having land - a place to build something real, something that truly feels like home from the ground up?   Look no further!   Set quietly off the beaten path in Grasonville sits a residential lot that checks all the boxes. Zoned NC-20T, you’ve got flexibility to build your dream home or set up a shiny new single or doublewide trailer.    The public water and sewer allocation is already paid for which is a huge savings, and thanks to a completed Wetland Delineation, you’re in the clear. There are no wetlands to worry about on this lot.   And the location?   Convenient to everything while still having a small-town feel. Less than a mile from the elementary school, 2-minutes to the Queenstown Emergency Room, 5-minutes from Queenstown Outlets, and just around the corner from the Chesapeake Bay Environmental Center which comes complete with hiking, kayaking, a private beach, and an aviary.   Need to hop over to the Western Shore? You’re 10 minutes from the Bay Bridge, with easy access to Kent Island, Terrapin Park, boat life, and all the seafood your heart desires.   To make it even better, Queenstown, Centreville, and Easton are all an easy drive away.   It’s everything you’ve been searching for, Welcome home!

Grasonville Cemetery Rd Unit #LOT 1, Grasonville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$179,000
Have you decided enough is enough? Are you tired of bidding wars over bland beige boxes, "fixer-uppers" that eat your weekends, budget, and sanity, or HOAs telling you what shade of green your grass should be?   Are you dreaming of having land - a place to build something real, something that truly feels like home from the ground up?   Look no further!   Set quietly off the beaten path in Grasonville sits a residential lot that checks all the boxes. Zoned NC-20T, you’ve got flexibility to build your dream home or set up a shiny new single or doublewide trailer.    The public water and sewer allocation is already paid for which is a huge savings, and thanks to a completed Wetland Delineation, you’re in the clear. There are no wetlands to worry about on this lot.   And the location?   Convenient to everything while still having a small-town feel. Less than a mile from the elementary school, 2-minutes to the Queenstown Emergency Room, 5-minutes from Queenstown Outlets, and just around the corner from the Chesapeake Bay Environmental Center which comes complete with hiking, kayaking, a private beach, and an aviary.   Need to hop over to the Western Shore? You’re 10 minutes from the Bay Bridge, with easy access to Kent Island, Terrapin Park, boat life, and all the seafood your heart desires.   To make it even better, Queenstown, Centreville, and Easton are all an easy drive away.   It’s everything you’ve been searching for, Welcome home!

Grasonville Cemetery Rd Unit #LOT 2, Grasonville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$679,000
3 Beds ⋅ 2 Baths
Tucked on a private 1-acre corner lot in the desirable Cove Creek community, this home offers 3 bedrooms, 2 baths, and 1,538 square feet of single-level living. Following a complete renovation, every detail has been refreshed—pairing modern updates with a light-filled open floor plan. Expansive windows and vaulted ceilings create a bright, airy feel, while the family room’s wood-burning fireplace adds warmth and charm. The first-floor primary suite is a true retreat with a spacious walk-in closet and en suite bath featuring a dual-sink vanity. Two additional bedrooms provide flexibility, while a new roof and updated energy systems deliver comfort and efficiency. Outdoor living is equally inviting with a large back deck and porch overlooking mature landscaping, plus a two-car garage for convenience. Residents of Cove Creek enjoy resort-like amenities including an 18-hole golf course, clubhouse, tennis and basketball courts, bocce courts, marina, private beach, exercise facility, and miles of walking trails. Whether as a full-time residence or a weekend retreat, 102 Golf Ct blends the ease of a total renovation with the amenities of a true resort community.

102 Golf Ct, Stevensville

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$1,745,000
4 Beds ⋅ 4 Baths
The San Domingo offers nearly 3,500 sq. ft. of thoughtfully designed living space, blending timeless architecture with the waterfront lifestyle of Maryland’s Eastern Shore. Set on a .869-acre lot with 78 feet of direct Corsica River frontage, this 4-bedroom, 3.5-bathroom home pairs elegant design with the natural beauty of its surroundings. The main level is designed for connection and comfort, featuring a gourmet kitchen, spacious dining area, and multiple gathering rooms that open seamlessly to the outdoors. Large windows frame sweeping river views, filling the home with natural light. A detached garage preserves the home’s curb appeal and sightlines, creating a private courtyard feel while adding functional storage and parking. Upstairs, four spacious bedrooms and three full bathrooms provide a private retreat for family and guests. The luxurious primary suite offers serene water views, a spa-inspired bath, and generous closet space, while the additional bedrooms deliver flexibility for family, guests, or home office needs. Outdoor living is central to the San Domingo’s design. Expansive decks and porches extend the living space to the waterfront, creating the perfect setting for morning coffee, sunset entertaining, or simply enjoying the quiet beauty of the Corsica River. With direct access to the water for boating, crabbing, and fishing, your backyard becomes a private gateway to the Chesapeake Bay lifestyle. With its approved perc test and build-ready status, this rare package allows you to secure a prime waterfront lot and bring to life a home crafted for modern coastal living. Here, every detail is designed to balance elegance, functionality, and the unparalleled setting of the Corsica River.

N Hibernia Rd, Centreville

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$375,000
Two peaceful acres nestled in Hickory Ridge Community at the very end of Sportsman Neck Rd. Perc approved. Backs to woods/ravine. Water views of the Wye River! Level and clear with mature trees. Very rare opportunity to own a property in a well established quiet community close to the water. Close to Rt 50 for easy access to the Bay Bridge or Easton. Don't miss out! Appointment required.

915 Sportsman Neck Rd, Queenstown

Listing courtesy of Kevin Dey Realty. Contact:

$424,990
Step back in time—without sacrificing a single modern comfort—in this stunning 1856 Victorian masterpiece, where historic elegance and thoughtful renovations come together in perfect harmony. Nestled in the picturesque and walkable heart of Queenstown, this 6-bedroom, 2-bath showstopper is more than just a home—it's an opportunity. Zoned Town Center, this unique property offers endless potential: a gorgeous private residence, charming bed & breakfast, lucrative Airbnb, or even the chance to live where you work—all in one of Maryland’s most charming small towns. Spread across three character-filled stories, you’ll find original architectural features that include four fireplaces (2 for decoration only)—in the master bedroom, dining room, living room (gas FP), and kitchen (gas FP) —each adding ambiance to every corner. The sunroom/screened porch is your private sanctuary, ideal for morning coffee, evening wine, watching the rain or simply soaking in the serenity. Recent updates blend seamlessly with the home's historic soul: Newly sealed metal roof Stainless steel appliances Anderson replacement windows Upgraded insulation Modern conveniences throughout All this, while the home retains its authentic charm and integrity. Even better...The property is not in a flood zone—a rare bonus! Enjoy easy, STRESS-FREE commute to DC & Balt. via the commuter buses, easy access to Route 301, while being just minutes from Queenstown Premium Outlets, Queenstown Harbor Links Golf Course, and local water access including a town beach, kayak launch, and visitor boat dockage. And to top it off, the seller is including a one-year home WARRANTY for peace of mind! This is more than a home—it’s a lifestyle, a business opportunity, and a rare piece of Maryland’s history. Don’t miss your chance to own this extraordinary Victorian gem!

100 Wall St, Queenstown

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$424,990
Step back in time—without sacrificing a single modern comfort—in this stunning 1856 Victorian masterpiece, where historic elegance and thoughtful renovations come together in perfect harmony. Nestled in the picturesque and walkable heart of Queenstown, this 6-bedroom, 2-bath showstopper is more than just a home—it's an opportunity. Zoned Town Center, this unique property offers endless potential: a gorgeous private residence, charming bed & breakfast, lucrative Airbnb, or even the chance to live where you work—all in one of Maryland’s most charming small towns. Spread across three character-filled stories, you’ll find original architectural features that include four fireplaces (3 for decoration only)—in the master bedroom, dining room, living room, and kitchen (gas FP) —each adding ambiance to every corner. The sunroom/screened porch is your private sanctuary, ideal for morning coffee, evening wine, watching the rain or simply soaking in the serenity. Recent updates blend seamlessly with the home's historic soul: Newly sealed metal roof Stainless steel appliances Anderson replacement windows Upgraded insulation Modern conveniences throughout All this, while the home retains its authentic charm and integrity. Even better? The property is not in a flood zone—a rare bonus! Enjoy easy, STRESS-FREE commute to DC & Balt. via the commuter buses, easy access to Route 301, while being just minutes from Queenstown Premium Outlets, Queenstown Harbor Links Golf Course, and local water access including a town beach, kayak launch, and visitor boat dockage. And to top it off, the seller is including a one-year home WARRANTY for peace of mind! This is more than a home—it’s a lifestyle, a business opportunity, and a rare piece of Maryland’s history. Don’t miss your chance to own this extraordinary Victorian gem!

100 Wall St, Queenstown

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$424,990
6 Beds ⋅ 2 Baths
Seller has found a property out of state, so all reasonable offers will be considered...Step back in time—without sacrificing a single modern comfort—in this colonial masterpiece, where historic elegance and thoughtful renovations come together in perfect harmony. Nestled in the picturesque and walkable heart of Queenstown, this 6-bedroom, 2-bath showstopper is more than just a home—it's an opportunity. Zoned Town Center, this unique property offers endless potential: a gorgeous private residence, charming bed & breakfast, lucrative Airbnb (conservative est. of $50k/year for 4 months), or even the chance to live where you work—all in one of Maryland’s most charming small towns. Spread across three character-filled stories, you’ll find original architectural features that include four fireplaces (2 for decoration only)—in the primary bedroom, dining room, living room (gas FP), and kitchen (gas FP) —each adding ambiance to every corner. The sunroom/screened porch is your private sanctuary, ideal for morning coffee, evening wine, watching the rain or simply soaking in the serenity. Recent updates blend seamlessly with the home's historic soul: Newly sealed metal roof Stainless steel appliances Anderson replacement windows Upgraded insulation Modern conveniences throughout All this, while the home retains its authentic charm and integrity. Even better...The property is not in a flood zone—a rare bonus! Enjoy easy, STRESS-FREE commute to DC & Balt. via the commuter buses, easy access to Route 301, while being just minutes from Queenstown Premium Outlets, Queenstown Harbor Links Golf Course, and local water access including a town beach, kayak launch, and visitor boat dockage. And to top it off, the seller is including a one-year home WARRANTY for peace of mind! This is more than a home—it’s a lifestyle, a business opportunity, and a rare piece of Maryland’s history. Don’t miss your chance to own this extraordinary gem!

100 Wall St, Queenstown

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$799,999
3 Beds ⋅ 3 Baths
If you’ve ever dreamed of waking up and feeling like you’re on vacation—but with the comforts of home—welcome to 135 Nauset Lane. Tucked into a quiet corner of Kent Island’s Four Seasons community, this home isn’t just beautiful—it’s part of a lifestyle that’s hard to find and even harder to leave. The sellers were first drawn here by the energy of the community and the resort-style amenities. But what really sold them was the way this home made everyday life feel easy, peaceful, and a little bit indulgent. From the moment you walk through the front door, the open layout just flows. The gourmet kitchen is the heart of the home—with a massive island, double ovens, gas cooktop, and more cabinet space than you’ll know what to do with. It opens to a sunny dining area and a living room that invites you to sink in and stay awhile. Downstairs, you’ll find two spacious bedrooms, including a primary suite that feels like a retreat. The spa-like bathroom, walk-in closet, and tray ceiling add a touch of everyday luxury. There’s also a den that can flex into a home office, reading room, or whatever you need it to be. Upstairs is a private guest suite with a third bedroom, full bath, and a bonus loft space that’s perfect for movie nights or extra living space. But the magic continues outside. The oversized patio was made for entertaining—complete with a built-in firepit, gas line for your grill , and even a five-person Thermospa hot tub. Whether it’s coffee in the morning or wine after sunset, this is where you’ll want to be. Other thoughtful touches? There’s a heated and cooled garage with extra space for a third vehicle or golf cart, and a sky basement for bonus storage. Throughout the home, you'll find upgrades like luxury vinyl plank flooring, under-cabinet kitchen lighting, custom bathroom finishes, recessed lighting, and so much more. And then there’s the community. Four Seasons at Kent Island is truly one-of-a-kind. Want to start your day with yoga? Go for a paddle on the river? Meet friends at the outdoor bar to catch the game by the firepit? It's all here. There’s a 24,000 sq ft clubhouse, both indoor and outdoor pools, a state-of-the-art gym, game room, pickleball and tennis courts, walking and biking trails, a pier for fishing and boating, a kayak launch, and even a dog park. The community is tucked away, peaceful and private—but you're just minutes from restaurants, wineries, breweries, and shops. And if you ever need a city fix, Annapolis and Easton are an easy 20-30 minute drive away. The best way to describe this home and community? It’s a place where life slows down in the best way. Where neighbors become friends. Where the to-do list gets a lot shorter—and the “want-to-do” list gets a whole lot longer. So if you're looking for more than just a new house—if you're ready for a new chapter filled with connection, ease, and everyday joy—135 Nauset Lane might be exactly what you’ve been waiting for.

135 Nauset Ln, Chester

Listing courtesy of Real Broker, LLC - Annapolis. Contact: 8554500442
$19,500
This property, situated on a 0.99-acre lot, offers a blank canvas for your vision. Located in Queen Anne's County, you can take advantage of the spacious lot size, perfect for outdoor activities or future expansion plans. Buyers are encouraged to perform their own due diligence to verify property details, zoning, and permitted uses. Don’t miss this opportunity to secure a piece of land in Queen Anne's County with room to make it your own.

404 Spring Rd, Chestertown

Listing courtesy of The Parker Group. Contact: 3022176692
$1,400,000
Grasonville - Developer and Investor Alert: Prime retail or office space development zone UC also waterfront. Great location on the northeast corner of US Route 50 and VFW Avenue - with easy exit to highway. There are two lots with ready potential for reconfiguration as desired. There are no restrictions on clearing woods. Public Sewer at the property and available. There are 900 linear feet frontage and an access lane on the north side of US Route 50 .

Vfw Ave, Grasonville

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

$1,275,000
3 Beds ⋅ 4 Baths
REDUCED PRICE ! Experience Exceptional Waterfront Living on the Chester River! A stunning 3000 sq ft townhome featuring 3 bedrooms, 3.5 bathrooms, a dedicated office AND a large bonus room - offering the perfect combination of comfort and flexibility. This was also one of the few "stretch" units- built wider to accommodate setbacks. The result was a wider Dining Room adding more natural light, wider decks, and more WATERVIEWS! Inside you'll find an open floor plan that's perfect for entertaining! It has hardwood floors, a dramatic floor to ceiling stone fireplace, a gourmet kitchen with high end newer stainless steel appliances & finishes, granite countertops, and ensuite bathrooms in all the bedrooms! Enjoy Beautiful Water Views from nearly every room thanks to thoughtfully designed architectural windows. Two covered decks with remote controlled screens invite you to relax and take in the breathtaking views over the Chester River. You also have a 2 car attached garage! Located in an exclusive gated community on a private peninsula, this home backs up to the renowned Safe Harbor Marina that offers a pool, fitness center, and over 600 slips, making it a boaters dream! Narrows Pointe is just around the corner from many great ( docking) restaurants, tiki bars, coffee and dessert spots! Golf enthusiasts will love being just 5 minutes from Queenstown Golf Links, close to other courses too! Outlet shopping is nearby for convenience. Only 20 minutes from Annapolis and Easton, 45 minutes from BWI Airport, 55 minutes from Washington, DC & Baltimore, and 1 1/2 hours away from Ocean City ! Whether you're looking for a year-round residence or a weekend retreat, this home offers the ultimate Chesapeake Bay lifestyle !

346 Narrows Pointe Dr, Grasonville

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: 8003833535
$689,900
4 Beds ⋅ 3 Baths
Welcome to Meadow Creek. Estate homes on acre plus homesites with plenty of room for a pool and a separate garage. In the country but close to downtown Centreville. Centreville offers restaurants, grocery stores, parks and schools. The Windermere combines all of the home design elements our purchasers love the most. On the main level you’ll love the open plan design with a huge kitchen, breakfast/sunroom and family room! Formal living (office) and dining rooms, and two-story foyer complete the space. Upstairs 4 spacious bedrooms include a primary suite with spacious walk-in closet or choose the optional super bath and get two walk-in closets! A lower level offers numerous options for expanding your living space to suit your lifestyle.**Special offer Construction financing*** Models shown with options

325 Twin Meadows Farm Ln, Centreville

Listing courtesy of Keller Williams Flagship. Contact:

$545,000
Discover the opportunity to build your dream home on the Corsica River. This .869-acre waterfront lot offers 78 feet of direct water frontage, providing the perfect setting for boating, fishing, and enjoying the beauty of the Eastern Shore. The property has an approved perc test in place, allowing you to move forward with confidence as you design and create the home you’ve envisioned. With its peaceful setting and scenic views, this lot combines privacy and natural surroundings while keeping you connected to nearby conveniences. Rarely does a property like this become available—your waterfront lifestyle awaits.

N Hibernia Rd, Centreville

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$2,400,000
4 Beds ⋅ 3 Baths
This amazing property is like no other. Private w/ deep water. The winding driveway leads to tennis court & 2-story tennis house w/ it's own driveway or stay on the main driveway to the main house. The main part of the main house was built w/ materials from a 1730 barn. Incredible beams, floor, doorways & more! 3 story great room w/ full stone chimney w/ gas fireplace. This dwelling provides 4 bedrooms & 2.5 baths spanning 3 stories, plus a lookout tower. There is also an efficiency apt. over the garage w/ its own water views. Roof & HardiPlank siding are reasonably new. There is an accessible crawl space & house generator. Interior is very unique & special, still ready for your upgrades. The tennis house has 4 rooms, reception area, a kitchenette, full bath & sauna. It is far enough away from the main house to provide its own sandy beach front, great views & privacy. DO NOT ENTER PROPERTY W/O APPOINTMENT!

1150 Cheston Ln, Queenstown

Listing courtesy of RE/MAX One. Contact: 4102244400
$549,900
Great opportunity for an investor or builder. 24 units in established 55+ community. Sewer allocations are available, and the community is served by its own on site well water system. Located in quiet small Eastern Shore town close to parks, and theater. Just minutes to Centreville or Chestertown. 5 Building sites which could be sold separately. $23,000/Unit

202 Everett Ln, Church Hill

Listing courtesy of Kevin Dey Realty. Contact: