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Sean Monahan
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Grasonville MD Real Estate & Homes for Sale

40 Properties Found

The median home value in Grasonville, MD is $629,000. This is higher than the county median home value of $395,500. The national median home value is $308,980. The average price of homes sold in Grasonville, MD is $629,000. Approximately 68% of Grasonville homes are owned, compared to 21% rented, while 11% are vacant. Grasonville real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Grasonville real estate agent to arrange a tour today!
Learn more about Grasonville Real Estate.


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Open House:

Sunday, 9/6 12:00-2:00PM

Beds:
5
Baths:
5.00
Sq.Ft.:
4,418
Status:
NEW LISTING
MLS#:
MDQA2018622
Type:
Single Family
Subdivision:
HOMEPORT
Lot size:
1.37 Acres
Year built:
2003
Courtesy: Northrop Realty
View additional info

Waterfront living with lifestyle, location and luxury! Located at the mouth of the Chester River, this home is in the perfect spot for days on the Bay, boat rides to Kent Narrows restaurants, golf at Queenstown and shopping the outlets, all just minutes from the Bay Bridge. This beautifully updated home delivers the best of Eastern Shore living with 259' of waterfront, a community pier, a school district ranked #7 among the Best School Districts in Maryland, and easy access to Annapolis and beyond. The deeded slip (with boat and PWC lifts) makes life on the water effortless. The water views and natural wetlands of Winchester Creek offer sunsets, privacy and abundant birdlife. A mowed path leads to water's edge for kayak and paddleboard launches. This home features more than 4,400 square feet on three finished levels, with west-facing water views from expansive windows that fill the home with natural light. The two-story family room features a rebuilt luxury fireplace with custom trim work, creating an everyday space that's upscale and comfortable. The renovated gourmet kitchen offers quartz countertops, heated floors, stainless steel appliances, abundant cabinetry, a breakfast nook and a redesigned island perfect for gathering. The first floor also includes a two-story foyer, formal dining room and a comfortable living room/study with large windows and a second fireplace. Hardwood floors, custom millwork, fresh paint and designer finishes create a timeless coastal feel throughout. Single-floor living is easy with two first-level bedroom ensuites. The primary suite offers beautiful water views, California Closets, a remodeled spa-inspired bath and a cozy bay window sitting area. The second ensuite has great water views and is ideal for guests, extended family or a second primary. The second level features three additional bedrooms and a large bonus room perfect for a home office, homework, crafting or playroom. The entire third level is built for entertaining with a wet bar, beverage cooler, full bath and surround sound. Set on 1.37 acres, the property offers privacy, an expansive front and back lawn, updated landscaping and sweeping water views bordered by natural wetlands and habitat. Enjoy morning coffee as the sun rises on the water and glowing sunsets from the new TimberTech deck and covered porch. The slip is steps away from the house and Homeport's private pier (4' MLW) is directly adjacent to the Chester River and Chesapeake for day trips or sunset cruises. Recent improvements include dual Bosch high-efficiency HVAC systems (2023 and 2024), a Rinnai tankless water heater and a whole-house smart water treatment and management system, all housed in a dedicated utility room. Plus, smart thermostats on each floor, Vector security system, invisible pet fence, ceiling fans throughout, professional landscaping, nearly all-new lighting and updated bathrooms. Enjoy Chesapeake living with great views, great schools and easy access to Annapolis and beyond.

Beds:
1
Baths:
1.00
Sq.Ft.:
800
Status:
NEW LISTING
MLS#:
MDQA2018352
Type:
Stock Cooperative
Subdivision:
BEACH HARBOR
Year built:
1980
Courtesy: Realty Navigator
View additional info

SEASONAL LIVING ONLY! April through November! Great camper cooperative in the Kent Narrows! SEASONAL LIVING ONLY, from April through November! Enjoy a fantastic vacation getaway and the relaxed Eastern Shore lifestyle. This updated park model camper is ready for you to enjoy life at Beach Harbor. It is fully furnished, except for the large grey sectional. The camper sleeps at least 4, and depending on the sofas, it can accommodate 6-8 people. New sunroom, new roof, new siding, updated flooring, updated heat and A/C, new windows, extra parking, and golf cart conveys with full-price offer. The golf cart is in great condition and is newer. For park purposes, it is considered a 2-bedroom. Some photos are lighting-enhanced with AI. Must make an appointment to view. Owner to arrange for showings. Parking for showings is in the guest parking outside the gate. Cash or personal loan only. No mortgage financing available, cash or personal loan onlyu. Vacation rentals are allowed, but ONLY self-managed! The owner must register guests with the office. Rules do apply!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,568
Status:
NEW LISTING
MLS#:
MDQA2018536
Type:
Single Family
Subdivision:
GRASONVILLE
Lot size:
0.25 Acres
Year built:
2021
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Grasonville - Property is zoned GVC, this gives you opportunity to own your own home and business. Well maintained property and home located on a corner lot with garage and extra storage sheds. Plenty of room for parking, open floor plan featuring 3 bedrooms 2 baths with luxury vinyl flooring with wonderful kitchen with upgraded commercial size refrigerator/freezer. The decks make it nice for outside entertaining with custom retractable awning and screen/shades.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,568
Status:
NEW LISTING
MLS#:
MDQA2018510
Type:
Single Family
Subdivision:
GRASONVILLE
Lot size:
0.25 Acres
Year built:
2021
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Grasonville - Property is zoned GVC, this gives you opportunity to own your own home and business. Well maintained property and home located on a corner lot with garage and extra storage sheds. Plenty of room for parking, open floor plan featuring 3 bedrooms 2 baths with luxury vinyl flooring with wonderful kitchen with upgraded commercial size refrigerator/freezer. The decks make it nice for outside entertaining with custom retractable awning and screen/shades.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,983
Status:
Active
MLS#:
MDQA2018104
Type:
Single Family
Subdivision:
PROSPECT BAY
Lot size:
1.03 Acres
Year built:
1993
Courtesy: Samson Properties
View additional info

NEW PRICE! Won't last long! From the moment you arrive, this exceptional home is sure to impress. Beautifully renovated and impeccably maintained, it feels fresh, modern, and anything but 28 years old. Located in the sought-after Prospect Bay community, this remarkable property offers water access, amenities galore, and the relaxed atmosphere of country-club living on Maryland's Eastern Shore. A brick walkway and steps lead to the beautiful front porch and an impressive foyer with soaring ceilings, designer paint, and elegant board-and-batten detailing. The dramatic sightline extends through the great room to a wall of windows and two sets of glass French doors opening to the inviting screened porch. The modern eat-in chef's kitchen is a showstopper, featuring quartz countertops, glass-front cabinetry, abundant storage, and a charming bay-window dining area. Wide-plank, wood-look, porcelain tile flooring flows throughout the main living areas, offering the beauty of wood with exceptional durability. Just off the kitchen, the spacious mudroom includes front-loading laundry machines, a utility sink, cabinetry, generous counter space, and convenient access to the two-car side-load garage. At the heart of the home, the breathtaking great room features soaring ceilings, board-and-batten walls, a gas fireplace, and a dramatic wall of windows overlooking the lush backyard. Glass French doors lead to the expansive screened porch with wood flooring and high ceilings - an idyllic setting for morning coffee, relaxed dinners, and effortless entertaining. Beyond the porch, a spacious paver patio overlooks the peaceful, beautifully landscaped yard, enclosed by a newer white picket fence. The main level also offers an elegant formal dining room and three generously sized bedrooms, including the luxurious primary suite. The primary retreat features a walk-in closet and spa-inspired bath with dual vanities, porcelain tile flooring, a frameless glass walk-in shower with marble walls, and on-trend lighting and hardware. Gorgeous hardwood stairs lead to the upper-level overlook, where wide-plank engineered hardwood flooring continues throughout two additional bedrooms and a beautifully renovated full bath with a glass-enclosed walk-in shower and porcelain tile flooring. The flexible five-bedroom layout provides exceptional space for guests, home offices, hobbies, and/or multigenerational living. Outside, the private and beautifully landscaped lot is equally impressive. A charming backyard shed has been customized with an automatic garage-style door to accommodate a golf cart, while the expansive driveway provides parking for four or more vehicles in addition to the two-car garage. Peaceful, private, and polished from top to bottom, this extraordinary home offers gracious indoor-outdoor living in a community designed for recreation, relaxation, and life near the water. This is more than a home - it is the Eastern Shore lifestyle you have been waiting for.

Beds:
n/a
Baths:
1.00
Sq.Ft.:
2,304
Status:
Active
MLS#:
MDQA2018336
Type:
Single Family
Subdivision:
TOWN OF GRASONVILLE
Lot size:
0.24 Acres
Year built:
1984
Courtesy: Douglas Realty LLC
View additional info

Location, Location, Location! This GVC zoned property offers multiple possibilities to both investors and businesses located across from Grasonville Post Office. Perfect for anyone looking to expand their business in a growing area or investor looking for a great multiuse rental property. This corner property features 1000 sf storefront with additional warehouse, loading dock and storage containers, remolded 2nd floor 2 bedroom/ 1 full bath with deck and sunroom. Recent renovations include new roof and skylights, siding, new upper level and warehouse windows, new kitchen, new bath with tiled floor/shower bath and walls and flooring throughout 2nd floor apartment. Rare find with possible owner financing to qualifying Buyers.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,800
Status:
Active
MLS#:
MDQA2018286
Type:
Single Family
Subdivision:
GRASONVILLE
Lot size:
0.46 Acres
Year built:
1973
Courtesy: Homecoin.com
View additional info

Welcome to 125 Forest Road in Grasonville! This beautifully fully remodeled home is move-in ready and offers modern updates throughout. The brand-new kitchen features fresh finishes and updated amenities, while the newly renovated bathrooms add style and functionality. Major improvements include a new HVAC system, new roof, new well, and refinished floors, providing both peace of mind and lasting value. Tucked away on a quiet cul-de-sac, this home offers a peaceful setting while remaining conveniently located near Route 50 for an easy commute and access to shopping, dining, and recreation. Located in a desirable area with access to good schools, this extensively updated home is an excellent opportunity for buyers looking for comfort, convenience, and a truly turn-key property.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,073
Status:
Active
MLS#:
MDQA2018270
Type:
Single Family
Subdivision:
PROSPECT BAY
Lot size:
1 Acres
Year built:
1992
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Welcome to this beautiful custom home overlooking the 10th green in Prospect Bay. Set on a one-acre lot, this spacious home offers over 3,000 square feet with 4-5 bedrooms and a comfortable, flexible floor plan. A dramatic two-story foyer welcomes you inside, where tray and vaulted ceilings add character throughout. The bright kitchen features abundant cabinetry, a center island, pantry, and sunny morning room, along with a separate dining room. Open to the kitchen, the family room offers bamboo flooring, a gas fireplace, custom built-ins, and access to the large deck overlooking the backyard and golf course. The spacious primary suite includes a large walk-in closet and private bath with soaking tub, dual vanities, and walk-in shower. Additional bedrooms provide plenty of flexibility for family, guests, or a home office, including a convenient main-level bedroom. Enjoy peaceful golf course views from the large deck or gather with family and friends in the screened gazebo - an ideal spot for a summer crab feast. Additional features include a three-car garage, oversized parking pad, main-level heat pump replaced in 2021, and crawl space encapsulated in 2025. Prospect Bay residents enjoy an 18-hole championship golf course, clubhouse restaurant, swimming pool, tennis and pickleball courts, boat ramp, pro shop, and an active social calendar. Conveniently located on Maryland's Eastern Shore just minutes from the Chesapeake Bay Bridge, this home offers a wonderful combination of comfortable living, golf, boating, and Eastern Shore lifestyle.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,296
Status:
Active
MLS#:
MDQA2018256
Type:
Single Family
Subdivision:
THE WOODS
Lot size:
0.14 Acres
Year built:
2002
Courtesy: Allfirst Realty, Inc.
View additional info

Welcome to 452 Timber Lane in Grasonville! This inviting 3-bedroom, 2-bath home offers comfortable living spaces along with a unique converted garage that provides additional finished space perfect for entertaining, relaxing, a home gym, game room, or whatever best fits your lifestyle. Step outside and enjoy the nice backyard, offering plenty of room for outdoor entertaining, gatherings, play, or simply relaxing and enjoying your own outdoor space. With its flexible layout, additional finished space, and inviting yard, this home offers plenty of opportunity to make it your own. Come see all that 452 Timber Lane has to offer!

Beds:
5
Baths:
3.00
Sq.Ft.:
3,291
Status:
Active
MLS#:
MDQA2018254
Type:
Single Family
Subdivision:
WHITETAIL CROSSING
Lot size:
0.18 Acres
Year built:
2026
Courtesy: Island Realty, LLC
View additional info

New Construction, Ready September, this new home features 4 bedrooms, 2.5 bathrooms, and the builder's highly sought-after 3rd Floor Sky-Basement. This home combines comfort, style, and versatility. The main level boasts an open floor plan with luxury vinyl plank flooring and crown molding throughout. A flex room off the foyer is ideal for a home office or formal living area. The gourmet kitchen features granite countertops, white shaker cabinets, stainless steel appliances, and a large breakfast bar, seamlessly connecting to a bright and airy sunroom - perfect for casual dining and entertaining. The spacious family room offers a cozy retreat for relaxing evenings. A stylish mudroom with a barn door and built-in bench leads to the attached 2-car garage. Upstairs, the owner's suite includes a spacious walk-in closet and a spa-inspired bath with double vanities. Three additional bedrooms and a full hall bath offer plenty of room for family or guests. The third-floor Sky-Basement is fully finished with its own HVAC system - ideal for a rec room, gym, media space, or extra storage. Located in a quiet, neighbor-friendly community with convenient access to commuter routes, including US-50, this home is a perfect blend of luxury and accessibility. Sales price reflects builder promotion with the use of a preferred lender and title company. See the sales agent for details. Photos are for illustrative purposes and may show optional features. Home is under construction.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,662
Status:
Active
MLS#:
MDQA2018250
Type:
Single Family
Subdivision:
THE WOODS
Lot size:
0.14 Acres
Year built:
1999
Courtesy: Rosendale Realty
View additional info

Nestled in the woods this home is in the sought after Grasonville community The Woods and is on the market for the first time since being built. Meticulously maintained, featuring a new kitchen, new primary bathroom, in ground & fully fenced pool, gorgeous vaulted ceilings, upstairs second living room loft, and an open floor plan perfect for entertaining. Minutes to 50/301 for the commuter!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,612
Status:
Active
MLS#:
MDQA2018236
Type:
Single Family
Subdivision:
WINCHESTER
Lot size:
0.26 Acres
Year built:
1969
Courtesy: Maryland Real Estate Network
View additional info

Bring your water toys and move right in! Located on the Chester River, this beautifully remodeled water front home is ready for a quick sale so you can enjoy the rest of the prime season! Private pier with 10k lb boat lift and 2 jet ski lifts, built in 2021. Open deck with spectacular views of the sunsets! Inside the home has been upgraded with all new hard surface flooring and neutral decor. A modern kitchen with SS appliances including gas stove, painted wood cabinetry, quartz countertop with bar and pantry. Open concept floor plan with water views from all rooms in the rear. Large dining area opens to the living area with gas fireplace. Sliders are on the entire back of the home offering so much light and breathtaking water views. The one level living is so convenient with 3 bedrooms and 2 full baths. Down the hall from the main living areas are 2 generous bedrooms and a full bath. A separate laundry room featuring a full size washer and dryer, tankless gas water heater and well equipment is tucked away. New well dug 2022 with new pump installed same time. To complete the one level living is an primary en suite offering a walk in closet with built ins and a full bath with double vanities, shower with glass enclosure and linen closet. An added bonus of a detached carriage house with a 20x13 club room with it's own heat and air system. The crawlspace under the main house was encapsulated in 2021 and has a dehumidifier for air quality control. Plenty of parking on the concrete driveway. Vinyl mini shed. Mature landscaping with flowering bushes. This community is so convenient, just minutes to Rt 50, downtown Grasonville, halfway between Stevensville and Queenstown. If you are looking for water front home with a great place for your boat, look no further.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,304
Status:
Active
MLS#:
MDQA2018232
Type:
Single Family
Subdivision:
TOWN OF GRASONVILLE
Lot size:
0.24 Acres
Year built:
1984
Courtesy: Douglas Realty LLC
View additional info

Location, Location, Location! This GVC zoned property offers multiple possibilities to both investors and businesses located across from Grasonville Post Office. Perfect for anyone looking to expand their business in a growing area or investor looking for a great multiuse rental property. This corner property features 1000 sf storefront with additional warehouse, loading dock and storage containers, remolded 2nd floor 2 bedroom/ 1 full bath with deck and sunroom. Recent renovations include new roof and skylights, siding, new upper level and warehouse windows, new kitchen, new bath with tiled floor/shower bath and walls and flooring throughout 2nd floor apartment. Rare find with possible owner financing to qualifying Buyers.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,470
Status:
Active
MLS#:
MDQA2018150
Type:
Condo
Subdivision:
OYSTER COVE
Year built:
1991
Courtesy: Star Realty
View additional info

LOCATION! LOCATION! LOCATION! PANAROMIC WATERFRONT VIEWS!!!! One of the best views in Oyster Cove! Eastern shore's best- kept secret is the beautiful, gated community at the Kent Narrows Bridge! VACATION where you live or work from your home office in this tranquil setting. Scenic entrance ponds with fountains. Grill on your spacious deck while entertaining friends & watch boats heading to St. Michaels/Annapolis, etc. This 3-level, interior townhome was just painted throughout. It offers 3 bedrooms including the loft and 3.5 baths. First floor has white pine floors and a FP w/electric insert & built-ins. Updated, eat-in country kitchen features granite counters, beadboard bar and white cabinetry. Large deck with remote-controlled awning & gate. Waterfront primary suite has a balcony, barn doors, W-I shower, W-I closet and jacuzzi. Utility room is equipped with newer, front-loading washer/dryer. Guest bedroom has large closet & window. The loft has a fantastic water view, LVP flooring, a large, built-in desk & plenty of storage. Boat slips available for rent /sale, along with 5 visitor slips. Enjoy the 1.5 mi. WATERFRONT walking path & the beautiful clubhouse w/state-of-the-art gym, full kitchen, holiday parties & monthly socials, game nights, etc. Saltwater pool opens at 6AM so you can enjoy a swim before the heat of the day. Dock your boat in 1 of the 2 marinas where slips range from 35' - 60'. Use the convenient launch pad for your kayak where there is space for > 100 kayaks or take advantage of the 10 jet ski ports. Enjoy a bike ride on the nearby, paved Cross Island Trail from Oyster Cove to the Chesapeake Bay - great for dog walking, biking, jogging, etc. Walk to 5 restaurants. Only 20 min. to Annapolis. Enjoy a round of golf at Blue Heron executive course or Queenstown championship course. CHANGE YOUR ADDRESS & CHANGE YOUR LIFESTYLE! You will never want to move again!!!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,778
Status:
Active
MLS#:
MDQA2018118
Type:
Single Family
Subdivision:
PERRY'S RETREAT
Lot size:
0.15 Acres
Year built:
2023
Courtesy: HomeSmart
View additional info

Please remove shoes or use shoe covers provided! Welcome to the rarely-available upgraded Hudson model at Perry's Retreat located at 106 Pixie Court. This beautiful unit offers the perfect blend of space, comfort, and modern design on a PREMIUM LOT. This home presents a rare opportunity to own one of the community's most desirable models in a cud-de-sac. The main level features an open concept design that seamlessly connects the kitchen, dining, and living areas, creating an ideal layout for both everyday living and entertaining. A private office with French doors provides the perfect work from home space, while an additional ensuite bedroom on this level offers endless possibilities as a guest room, or hobby space. The upgraded kitchen serves as the heart of the home, showcasing quartz countertops, stainless steel appliances, upgraded backsplash, additional wall oven, and a large island overlooking the spacious living room. Luxury vinyl plank flooring in most of the main level adds both style and durability. Upstairs, the spacious primary suite offers a relaxing retreat with a tray ceiling, two oversized walk-in closets, and a beautifully appointed en-suite bathroom featuring dual vanities, private water closet, and linen closet. Three additional bedrooms, a full bathroom with double sinks, and a convenient upper-level laundry room complete the second floor. Outside, enjoy a backyard that creates a setting for relaxation and entertaining. Community amenities include a playground, open green space for neighborhood events. Conveniently located just minutes from Route 50, residents enjoy easy access to Kent Island, Annapolis, Easton, St. Michaels, Oxford, Tilghman Island, Baltimore, and Washington, D.C. Directly across from the community, the Chesapeake Bay Environmental Center offers hiking trails, kayaking, wildlife viewing, educational programs, and summer camps, allowing you to fully embrace the Eastern Shore lifestyle. Professional photos coming soon!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,176
Status:
Active
MLS#:
MDQA2018012
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
0.26 Acres
Year built:
1935
Courtesy: Fairfax Realty Select
View additional info

Charming Cape Cod home offering both residential comfort and commercial potential, beautifully updated with modern finishes while maintaining its classic character. This move-in-ready property features 2 bedrooms, 1 full bathroom, an inviting sunroom entry, and luxury vinyl plank flooring throughout. The updated kitchen showcases stainless steel appliances, an induction range, new refrigerator, granite countertops, and refreshed cabinetry. Recent improvements include the bathroom, double-pane windows, roof, siding, HVAC system, well system, electrical panel, and front entry door. The property also features an oversized detached garage with side entry and a spacious asphalt driveway for added convenience. Minutes to Kent Island, close to major hwy. A rare opportunity to own a versatile property with endless possibilities!

Beds:
5
Baths:
3.00
Sq.Ft.:
3,757
Status:
Active
MLS#:
MDQA2018022
Type:
Single Family
Subdivision:
PROSPECT BAY
Lot size:
1 Acres
Year built:
1995
Courtesy: Coldwell Banker Realty
View additional info

Classic Colonial Overlooking the Golf Course in Prospect Bay. Welcome to this beautifully maintained brick-front Colonial, perfectly positioned with picturesque golf course views in the sought-after Prospect Bay community. Filled with natural light from oversized windows, the open floor plan offers the perfect balance of comfortable everyday living and elegant spaces for entertaining. The home features four spacious bedrooms upstairs, plus a first-floor office or optional fifth bedroom, making it ideal for guests, multi-generational living, or working from home. Hardwood floors, two fireplaces, a formal dining room, and generously sized living spaces create timeless appeal throughout. The spacious primary suite offers a peaceful retreat with a walk-in closet and private bath. A three-car garage provides ample storage and convenience. Step outside to your private backyard oasis, where a heated swimming pool, expansive deck with a covered awning, and sweeping golf course views create the perfect setting for relaxing or entertaining. Enjoy watching golfers from your backyard while soaking in the peaceful surroundings. Living in Prospect Bay means enjoying resort-style amenities, including an 18-hole championship golf course, clubhouse with members-only restaurant and bar, marina with boat launch, swimming pool, tennis and pickleball courts, playground, and a full calendar of year-round social events. This exceptional home offers the perfect blend of classic elegance, modern comfort, and an unbeatable lifestyle.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,651
Status:
Active
MLS#:
MDQA2016716
Type:
Condo
Subdivision:
OYSTER COVE
Year built:
1987
Courtesy: Coldwell Banker Waterman Realty
View additional info

Nestled within the prestigious Oyster Cove community, this exquisite 3rd floor Penthouse corner residence offers a harmonious blend of luxury and comfort, perfectly situated along the serene Kent Narrows/ Prospect bay. Served by elevator, the contemporary architectural style is complemented by high-end finishes throughout, including luxury vinyl plank flooring and elegant built-ins that enhance the open floor plan. Step inside to discover a spacious family room that seamlessly connects to a gourmet kitchen, featuring upgraded countertops and modern appliances, including a sleek electric range and a convenient dishwasher. The inviting breakfast area is perfect for casual dining, while the primary bath offers a private retreat with sophisticated fixtures. Enjoy the tranquility of river views from your porch, where you can unwind and soak in the picturesque surroundings. The property boasts deeded private 40 foot boat slip, ideal for boating enthusiasts, and a community pool for leisurely afternoons. Additional amenities include a gated entrance, ensuring privacy and security, along with beautifully maintained common grounds and walking paths. With three generously sized bedrooms and a cozy electric fireplace, this home is designed for both relaxation and entertaining. The community offers a wealth of recreational options, including tennis courts, pickle ball and picnic areas, enhancing the luxurious lifestyle that Oyster Cove provides. Experience the ultimate in waterfront living, where every detail has been thoughtfully curated for your enjoyment.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,425
Status:
Active
MLS#:
MDQA2017832
Type:
Single Family
Subdivision:
PROSPECT BAY
Lot size:
1.03 Acres
Year built:
1997
Courtesy: Berkshire Hathaway HomeServices Homesale Realty
View additional info

PRICED TO SELL - Beautifully sited on a fabulous 1.03-acre lot in sought-after Prospect Bay Golf and Country Club, this spacious home offers the best of both water and golf course living. Enjoy lovely water views and stunning sunsets from several rooms or while relaxing on the wraparound front porch. From the rear of the home, take in peaceful golf course views overlooking the newly renovated par-five 5th hole. Enjoy these views from the heated and cooled Florida room or from your adjoining deck with a remote controlled awning. Inside, gorgeous hardwood floors flow from the entry through the living and dining rooms. The bright kitchen features Brookhaven cabinets, Profile appliances and opens to the comfortable family room with a gas fireplace and sliders leading to the Florida ( or four seasons) room, creating an ideal layout for everyday living and entertaining. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite with tray ceiling, a huge walk-in closet, and a large jetted tub, walk-in shower, and double vanities. The convenient second-level laundry room, two-car garage, storage shed, and oversized parking pad add to the home's practicality. Select spaces have been refreshed with new interior paint and elegant crown molding (2025), adding a touch of sophistication and style. Recent improvements include Dual-Zone Hybrid HVAC (2024/2026): Customized upstairs/downstairs comfort with two brand-new 2026 Lennox HVAC units with heat pumps and smart thermostats, backed by a Navien tankless combi-boiler Installed in 2024 for ultra-efficient, multi-zone hydronic heating. The crawlspace has been newly encapsulated with an April Aire dehumidifier (2026). Although not a problem in Prospect Bay, you'll never have to worry about losing power as you have a Generac Generator just outside to take care of a power loss! As a Resident of Prospect Bay enjoy exceptional community amenities, including an 18 hole golf course, driving range, a members only restaurant & bar, clubhouse, swimming pool, boat ramp, tennis courts, basketball, pickleball, kayak racks, and a marina. The monthly HOA Fees INCLUDE Golf Membership and Greens Fees. So many activities for all including Book Club, Dine & Cruise, Movie Night for Kids, Garden Club, Line Dancing, etc . This home is just across the street from the boat ramp, marina and open water leading to the Bay! The perfect place to live and play!

Beds:
2
Baths:
1.00
Sq.Ft.:
889
Status:
Active
MLS#:
MDQA2017846
Type:
Single Family
Subdivision:
CHESTER RIVER BEACH
Lot size:
0.35 Acres
Year built:
1955
Courtesy: Taylor Properties
View additional info

Huge price drop!! Come and check out this affordable & charming water view cottage nestled in the sought after water privileged Chester River Beach community. This remodeled & inviting home offers the perfect balance of comfort, convenience & lifestyle with plenty of room to add on or up & expand to capture water views. This property is on public sewer. You'll love spending relaxing mornings or evenings on the front patio or watch the sun set from the waterfront park/boat launch just steps away. Wonderful location, just minutes away from local parks, marina's, cross island trail, hospitals, restaurants, shopping, recreational activities & convenient to route 50. Check out the virtual tour. Sold As Is at this amazing price. For a limited time only, four lots including the cottage, totaling 18 acres (which may have further subdivision potential), can be purchased together for a discounted price.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,500
Status:
Active
MLS#:
MDQA2017766
Type:
Single Family
Subdivision:
CHESTER RIVER BEACH
Lot size:
0.26 Acres
Year built:
2005
Courtesy: Samson Properties
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Experience the best of Waterfront living at 952 Chester River Drive, where panoramic water views, spectacular sunsets, and thoughtful custom design come together to create an exceptional waterfront retreat. Offering over 3,500 square feet of living space, this custom-built home is perfectly positioned to capture endless water views from nearly every room. High ceilings and expansive windows fill the home with natural light while framing the ever-changing waterfront backdrop. Designed for both everyday living and effortless entertaining, the main level features an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The gourmet kitchen is equipped with gas cooking, abundant cabinetry, and generous workspace, allowing you to prepare meals while enjoying stunning views of the water. With five bedrooms and three-and-a-half baths, there is plenty of room for family and guests. Thoughtful design elements throughout the home maximize both functionality and comfort while keeping the focus on the incredible waterfront setting. Step outside and discover a boater's dream. The private pier is equipped with electric, water, three boat lifts, including a 20,000-pound lift, 10,000-pound lift, and 2,500-pound lift, offering exceptional flexibility for multiple vessels and watercraft. Spend your days on the water and return home to breathtaking sunsets over the Chester. Additional features include a NEW roof, 2 - 1 year old HVAC systems, tankless hot water heater, attached two-car garage with excellent storage, 50 amp RV hook up, and the quality craftsmanship expected in a custom-built waterfront residence. Whether you're searching for a year-round residence or the ultimate waterfront getaway, 952 Chester Beach Road offers a rare opportunity to enjoy unmatched views, premier boating access, and the relaxed lifestyle that makes Maryland's Eastern Shore so special.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,069
Status:
Active
MLS#:
MDQA2016828
Type:
Single Family
Subdivision:
HOMEPORT
Lot size:
1.24 Acres
Year built:
2003
Courtesy: Long & Foster Real Estate, Inc.
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WATERFRONT LIVING on Winchester Creek! This wonderful 4 bedroom, 2.5 bath Grasonville estate offers the ultimate Eastern Shore lifestyle, fully refreshed with a newly painted neutral interior, gleaming refinished hardwoods, and carpet. A grand 2-story foyer with a palladium window, transom accents, and elegant French doors welcomes you inside. The main level features 11' ceilings, a great room with fireplace and a bank of windows with water views, a separate dining room, bright breakfast room, and a fabulous kitchen with an island, pantry, and reverse osmosis water filtration. The main floor primary suite boasts a walk-in closet and a no-threshold shower, complemented by a full, hall bath and convenient half bath. Upstairs, a versatile bonus space features custom built-ins - perfect for an office and media space. Your outdoor resort awaits: a Trex deck with built-in benches and retractable awning leads to a custom paver patio and a sparkling 18' x 37' saltwater pool with a tranquil waterfall feature. Boaters will love the deeded boat slip (#10), mooring pile, and private boat lift. Rounding out this incredible home is an oversized 2-car garage with storage space, HVAC (2018), buried 500-gallon propane tank, and full water conditioning system and lush landscaping.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,445
Status:
Active
MLS#:
MDQA2017758
Type:
Single Family
Subdivision:
PERRY'S RETREAT
Lot size:
0.15 Acres
Year built:
2022
Courtesy: RE/MAX Executive
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Just reduced- LOWEST PRICE IN THE NEIGHBORHOOD! Motivated seller, turn key home. Why wait for new construction when this barely lived-in home in the desirable community of Perry's Retreat is available now? Welcome to 128 Perry's Retreat Boulevard, offering a bright, open-concept main level with LVP flooring throughout and a layout designed for everyday living and easy entertaining. The spacious kitchen features an oversized island, stainless steel appliances, pantry, quartz countertops, soft-close cabinetry, and plenty of room to gather. The main level also includes a convenient half bathroom, office space, garage access, an oversized coat closet, and a walkout to the spacious backyard. Upstairs, you'll find four carpeted bedrooms, two full bathrooms, and a conveniently located laundry area. The beautiful primary suite features a tray ceiling, spacious walk-in closet with natural light, and an upgraded en-suite bathroom with LVP flooring, a dual vanity, and a shower with built-in seating and dual showerheads. Outside, enjoy a covered front porch with space for seating, a spacious backyard, and a maintenance-free vinyl privacy fence. Perry's Retreat offers sidewalks throughout the community, playgrounds, and additional parking for boats, RVs, and extra vehicles. The location is another major bonus, with quick access to Route 50 and close proximity to Kent Island, the Narrows, Annapolis, Easton, St. Michaels, local dining, shopping, golf, boat launches, and Chesapeake Bay favorites. This move-in ready home offers the benefits of newer construction, a convenient Eastern Shore location, and no wait!

Open House:

Sunday, 9/6

Beds:
3
Baths:
3.00
Sq.Ft.:
2,850
Status:
Active
MLS#:
MDQA2017648
Type:
Single Family
Subdivision:
PROSPECT BAY
Lot size:
1 Acres
Year built:
1986
Courtesy: Long & Foster Real Estate, Inc.
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NEW PRICE - A GREAT OPPORTUNITY IN PROSPECT BAY! Offering approximately 2,850 square feet of living space, this contemporary presents an opportunity to enjoy the Prospect Bay lifestyle at an attractive price point. Available for the first time since 1999, this well-loved home is ready for its next chapter. The spacious family room features a brick fireplace, cathedral ceiling and triple sliders opening to the deck and backyard. The kitchen offers lovely cabinetry, generous counter and storage space, and plenty of room for casual dining. Two bedrooms are conveniently located on the main level, along with a separate dining room and dedicated mudroom with laundry. Upstairs, the spacious primary suite offers privacy, while a loft overlooking the family room provides flexible space for a home office, sitting area, or additional living area. Oversized 2-car garage, plus deck overlooking the backyard. Located in Prospect Bay Golf & Country Club, where residents enjoy golf, swimming pool, tennis courts, boat ramp, and clubhouse with restaurant. Bring your ideas and make this home your own while enjoying all that Prospect Bay has to offer.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,256
Status:
Active
MLS#:
MDQA2017598
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
0.34 Acres
Year built:
1959
Courtesy: HomeZu
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Welcome to your dream coastal retreat in the highly sought-after Chester River Beach community of Grasonville, Maryland. This beautiful, luxurious bayside property is a single-story rancher that offers the perfect blend of modern upgrades, breathtaking views of the Bay and relaxed coastal living in a vibrant and lively neighborhood that is perfect for boating enthusiasts, crabbing, and fishing. This fully remodeled three bedroom, one full bath home sits on one of the largest corner lots and has been thoughtfully updated from top to bottom with high end finishes and brand new systems throughout. Enjoy peace of mind with newly installed roof, vinyl siding, flooring, central air conditioning system with heat pump, new well tank, and water heater. Next on the list is a completely renovated bathroom featuring a state-of-the-art smart toilet with bidet. After enjoying the beach, boating, fishing or swimming, relax in the spacious, brand new, tub and shower. Gorgeous coastal style kitchen designed with two spacious islands, providing ample prep space, including breakfast bar seating perfect for entertaining family and guests. Amenities showcasing high end cabinetry, ceramic tile backsplash, wall mounted retractable pot filler, smart appliances including flat top range, stainless double door refrigerator, double oven, and farm sink as well as other high end features! Enjoy breathtaking water views filling the space with natural light and creating a serene coastal atmosphere through two newly installed bay windows. Additional features include a cozy working fireplace, off-street parking, and a spacious detached garage equipped with electrical service. The home also includes a full, easily accessible attic, providing plenty of storage and potential to include additional living space! The property includes access to private boat docks, boat ramps, and private managed beach just a few steps away. Residents also enjoy a community park, entertainment pavilion with stunning waterfront views, along with convenient access to nearby shopping malls, restaurants, and grocery stores. Boat directly to many waterfront bars and boating restaurants making every day feel like a vacation. Whether you're looking for a full-time residence or a weekend getaway, this move-in-ready Chester River Beach home delivers the very best of Eastern Shore bayside living.

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BRIGHT MLS - All information, regardless of source, should be verified by personal inspection by and/or with the appropriate professional(s). The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation, or other purposes.

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