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618 Love Point Road — Restored Farmhouse Charm in the Heart of Stevensville - Over 2,300 square feet of beautifully updated living space, just steps from Old Love Point Park and a short walk or bike ride to the restaurants, coffee shops, and boutiques of historic downtown Stevensville. This 3-bedroom, 2.5-bath farmhouse pairs classic character with modern upgrades—hardwood floors throughout, a newer roof, and updated major utilities for real peace of mind. The light-filled main level flows from the living room through an open dining area into a stylish kitchen with a farmhouse sink, custom cabinetry, and a built-in coffee bar, ice machine and wine cooler. Perfect for entertaining or a quiet morning at home. Upstairs: three cozy bedrooms and two tastefully updated baths. Outside is where it really shines. A large, flat, beautifully landscaped backyard anchored by a charming gazebo with sauna gives you room to relax or entertain, and a detached bonus building opens up endless options—home office, studio, gym, or guest suite. Sip coffee on the front porch, host a summer barbecue, or stroll into town. Turnkey and move-in ready, this is Eastern Shore living at its finest. Don't miss your chance to own this historic gem in Stevensville, MD. Schedule a showing today and make this charming property your new home!.

618 Love Point Rd, Stevensville

Listing courtesy of Hawkins Real Estate Company. Contact: 2407932485

$435,000

Welcome to this beautifully maintained `three-bedroom, two-bathroom home, built in 2021 and offering a like-new feeling. The thoughtfully designed interior features modern finishes throughout, including granite countertops, stainless steel appliances, tankless water heater, and the exterior features hardi-plank siding. Quality construction inside and out. This home is move-in ready and offers a perfect blend of modern comfort and small town living.

Welcome to this beautifully maintained `three-bedroom, two-bathroom home, built in 2021 and offering a like-new feeling. The thoughtfully designed interior features modern finishes throughout, including granite countertops, stainless steel appliances, tankless water heater, and the exterior features hardi-plank siding. Quality construction inside and out. This home is move-in ready and offers a perfect blend of modern comfort and small town living.

414 Church St, Sudlersville

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$1,200,000

COMING SOON - Rare opportunity to own TWO homes, an impressive 4,800+ sq. ft. shop, additional pole barn, and 25+ acres—all just minutes from Route 301! The heated and insulated 120' x 40' shop is fully equipped for a mechanic, contractor, trucking operation, or other business use. It features two separate bays with an office, break room, and bathroom between them, plus additional loft storage. A 30' x 50' pole barn with electric and water offers even more possibilities and is ideal for horses, equipment, or agricultural use. Main Home – 2321 Millington Rd: Approximately 1,527 sq. ft. with 3 bedrooms and 2 baths. Features include hardwood floors, a spacious living area open to the dining room and kitchen, split-bedroom floor plan with private primary suite, laundry room, attached 2-car garage, front and rear covered porches, and hot tub. Neat as a pin and move-in ready! Guest House – 2327 Millington Rd: Approximately 1,142 sq. ft. with 3 bedrooms and 2 full baths, hardwood floors, open living and dining areas, rear covered porch, fenced area, and attached 1-car garage. Also in excellent condition! Whether you're looking for a small farm, trucking operation, contractor headquarters, mechanic's shop, multi-generational property, or simply room to spread out, this property offers an exceptional combination of residential, business, and agricultural possibilities. You couldn't source the land and recreate this collection of homes and buildings for less. A rare find and superb value for everything it has to offer—come see it! Updated exterior photos coming next week.

6 Beds ⋅ 5 Baths

COMING SOON - Rare opportunity to own TWO homes, an impressive 4,800+ sq. ft. shop, additional pole barn, and 25+ acres—all just minutes from Route 301! The heated and insulated 120' x 40' shop is fully equipped for a mechanic, contractor, trucking operation, or other business use. It features two separate bays with an office, break room, and bathroom between them, plus additional loft storage. A 30' x 50' pole barn with electric and water offers even more possibilities and is ideal for horses, equipment, or agricultural use. Main Home – 2321 Millington Rd: Approximately 1,527 sq. ft. with 3 bedrooms and 2 baths. Features include hardwood floors, a spacious living area open to the dining room and kitchen, split-bedroom floor plan with private primary suite, laundry room, attached 2-car garage, front and rear covered porches, and hot tub. Neat as a pin and move-in ready! Guest House – 2327 Millington Rd: Approximately 1,142 sq. ft. with 3 bedrooms and 2 full baths, hardwood floors, open living and dining areas, rear covered porch, fenced area, and attached 1-car garage. Also in excellent condition! Whether you're looking for a small farm, trucking operation, contractor headquarters, mechanic's shop, multi-generational property, or simply room to spread out, this property offers an exceptional combination of residential, business, and agricultural possibilities. You couldn't source the land and recreate this collection of homes and buildings for less. A rare find and superb value for everything it has to offer—come see it! Updated exterior photos coming next week.

2321 Millington, Millington

Listing courtesy of Village Real Estate Company LLC. Contact:

$899,000

Beautiful home in Prospect Bay community. Five bedrooms, three on the main floor and two on the second level. Modern kitchen perfect for entertaining. New roof (2021), new water heater (2021), fireplace, and so many upgrades. Freshly painted inside and out. New tile floors on the first floor and hardwoods on the second floor. Custom molding. New bathroom upstairs. Screen-in porch with enough space for dining and sitting area. Two car garage including a workshop with custom built-ins and extra attic storage. New landscaping. Fully fenced in rear yard with stone patio is nestled against the woods offering privacy and tranquility. The home that you have been looking for. Community offers golf, tennis, pickle ball, restaurant, boat ramp, playground, pool and so much more. Welcome Home!

5 Beds ⋅ 3 Baths

Beautiful home in Prospect Bay community. Five bedrooms, three on the main floor and two on the second level. Modern kitchen perfect for entertaining. New roof (2021), new water heater (2021), fireplace, and so many upgrades. Freshly painted inside and out. New tile floors on the first floor and hardwoods on the second floor. Custom molding. New bathroom upstairs. Screen-in porch with enough space for dining and sitting area. Two car garage including a workshop with custom built-ins and extra attic storage. New landscaping. Fully fenced in rear yard with stone patio is nestled against the woods offering privacy and tranquility. The home that you have been looking for. Community offers golf, tennis, pickle ball, restaurant, boat ramp, playground, pool and so much more. Welcome Home!

330 Prospect Bay Dr W, Grasonville

Listing courtesy of Samson Properties. Contact: 3017602136

$819,900

Located in the sought-after waterfront community of Gibson’s Grant, this beautiful Koch Homes property features the popular Ashford model, with a first-floor Primary Bedroom enhanced by a three-foot extension. A first-floor study offers flexible space for a home office, den, or possible fourth bedroom. Thoughtfully designed and exceptionally well-maintained, the home offers numerous updates and features, including a new roof installed in 2026 with a transferable manufacturer’s warranty and a new kitchen completed in 2022 featuring GE Café appliances, including a professional 36” six-burner range with convection oven, an additional oven in the island, and an Advantium speed-cook microwave. The kitchen appliances are under warranty through February 2028. The Primary Bathroom was renovated in 2019 and features heated floors, an oversized shower, and a customized makeup vanity. A Rinnai tankless hot water system provides efficient, on-demand hot water. The main level features beautiful hardwood floors, a convenient half bath, motorized window blinds in the Family Room, and a Ring security system. The home also offers a spacious basement crawl space with convenient interior access, providing valuable additional storage for seasonal items and household belongings, as well as a water-powered backup sump pump for added peace of mind. Outdoor spaces are equally inviting, with a welcoming front porch, spacious rear deck, rear patio, fenced yard, and a propane quick-connect hookup on the deck for a grill, making outdoor cooking and entertaining easy and convenient. A rear-entry two-car garage with a three-car parking pad provides ample parking. The garage includes a refrigerator, a freezer with a warranty through October 2027, a storage system, and electric bike lift with an HDTV antenna mounted on the garage roof. Upstairs are two additional bedrooms and a full bathroom, while the finished room above the garage offers flexible living, office, hobby, or recreation space and features a split-system HVAC for year-round comfort. Enjoy all that Gibson’s Grant has to offer, including water access to Macum Creek and the Chester River, a community pool, clubhouse, fitness center, kayak launch, walking trails, playgrounds, and scenic open spaces. Ideally located just minutes from the Bay Bridge, shopping, dining, and everything Kent Island has to offer, this exceptional home provides the perfect combination of quality construction, thoughtful updates, flexible living spaces, and a wonderful waterfront community lifestyle.

Located in the sought-after waterfront community of Gibson’s Grant, this beautiful Koch Homes property features the popular Ashford model, with a first-floor Primary Bedroom enhanced by a three-foot extension. A first-floor study offers flexible space for a home office, den, or possible fourth bedroom. Thoughtfully designed and exceptionally well-maintained, the home offers numerous updates and features, including a new roof installed in 2026 with a transferable manufacturer’s warranty and a new kitchen completed in 2022 featuring GE Café appliances, including a professional 36” six-burner range with convection oven, an additional oven in the island, and an Advantium speed-cook microwave. The kitchen appliances are under warranty through February 2028. The Primary Bathroom was renovated in 2019 and features heated floors, an oversized shower, and a customized makeup vanity. A Rinnai tankless hot water system provides efficient, on-demand hot water. The main level features beautiful hardwood floors, a convenient half bath, motorized window blinds in the Family Room, and a Ring security system. The home also offers a spacious basement crawl space with convenient interior access, providing valuable additional storage for seasonal items and household belongings, as well as a water-powered backup sump pump for added peace of mind. Outdoor spaces are equally inviting, with a welcoming front porch, spacious rear deck, rear patio, fenced yard, and a propane quick-connect hookup on the deck for a grill, making outdoor cooking and entertaining easy and convenient. A rear-entry two-car garage with a three-car parking pad provides ample parking. The garage includes a refrigerator, a freezer with a warranty through October 2027, a storage system, and electric bike lift with an HDTV antenna mounted on the garage roof. Upstairs are two additional bedrooms and a full bathroom, while the finished room above the garage offers flexible living, office, hobby, or recreation space and features a split-system HVAC for year-round comfort. Enjoy all that Gibson’s Grant has to offer, including water access to Macum Creek and the Chester River, a community pool, clubhouse, fitness center, kayak launch, walking trails, playgrounds, and scenic open spaces. Ideally located just minutes from the Bay Bridge, shopping, dining, and everything Kent Island has to offer, this exceptional home provides the perfect combination of quality construction, thoughtful updates, flexible living spaces, and a wonderful waterfront community lifestyle.

207 Thomas White Blvd, Chester

Listing courtesy of RE/MAX Components. Contact: 4433535281

$699,500

COMING SOON! This exceptional 4-bedroom, 2.5-bath custom home offers a level of thoughtful design, upgrades, and attention to detail that truly sets it apart. Located on a desirable cul-de-sac and backing to woods and community open space, this home combines an impressive interior with privacy and outstanding outdoor living. From the moment you arrive, the custom character is evident in the beautiful curb appeal, stone-faced foundation, welcoming front porch, and handsome wood accents. Inside, the showpiece kitchen is designed for both everyday living and entertaining, featuring high-end appliances, upgraded finishes, and a huge center island offering abundant prep space, seating, and a natural gathering place. The thoughtful floor plan continues into the primary suite, where a huge walk-in closet connects directly to the laundry room—one of those features you don't know you need until you have it! Step outside and the home continues to impress. The outdoor entertainment area creates an inviting extension of the living space, complete with beautiful wood posts, a fireplace, and plenty of room to relax, entertain, and enjoy the peaceful setting. With the property backing to woods and community open space, you'll appreciate the added privacy and natural views. This is not simply another home in the community. Its custom details, upgraded features, thoughtful layout, and indoor-outdoor living spaces give it a distinctive character that is apparent throughout. Offered at $699,500. Additional photos and a full property website coming soon!

COMING SOON! This exceptional 4-bedroom, 2.5-bath custom home offers a level of thoughtful design, upgrades, and attention to detail that truly sets it apart. Located on a desirable cul-de-sac and backing to woods and community open space, this home combines an impressive interior with privacy and outstanding outdoor living. From the moment you arrive, the custom character is evident in the beautiful curb appeal, stone-faced foundation, welcoming front porch, and handsome wood accents. Inside, the showpiece kitchen is designed for both everyday living and entertaining, featuring high-end appliances, upgraded finishes, and a huge center island offering abundant prep space, seating, and a natural gathering place. The thoughtful floor plan continues into the primary suite, where a huge walk-in closet connects directly to the laundry room—one of those features you don't know you need until you have it! Step outside and the home continues to impress. The outdoor entertainment area creates an inviting extension of the living space, complete with beautiful wood posts, a fireplace, and plenty of room to relax, entertain, and enjoy the peaceful setting. With the property backing to woods and community open space, you'll appreciate the added privacy and natural views. This is not simply another home in the community. Its custom details, upgraded features, thoughtful layout, and indoor-outdoor living spaces give it a distinctive character that is apparent throughout. Offered at $699,500. Additional photos and a full property website coming soon!

478 Eagle Manor Dr, Church Hill

Listing courtesy of CR Realty. Contact: 4104900460

$499,900

BRAND NEW HOME ON KENT ISLAND for under $500,000! Ready to move in! Located in Chesapeake Estates! Shorter drive to Route 50 than most other new construction on Kent Island. The home is located on a very quiet, private street with minimal traffic. House is well appointed with LVP throughout the 1st floor and bathrooms, quartz countertops, full kitchen appliance suite, white shaker cabinets, large window at the kitchen sink, 2nd floor laundry, tile surround shower and double vanity in master bathroom, peaceful front porch, and more. Energy efficient new home for low maintenance and low energy bills. Short walk to the HOA waterfront park with playground and plenty of picnic tables for family get-togethers overlooking the expansive Chesapeake Bay.

BRAND NEW HOME ON KENT ISLAND for under $500,000! Ready to move in! Located in Chesapeake Estates! Shorter drive to Route 50 than most other new construction on Kent Island. The home is located on a very quiet, private street with minimal traffic. House is well appointed with LVP throughout the 1st floor and bathrooms, quartz countertops, full kitchen appliance suite, white shaker cabinets, large window at the kitchen sink, 2nd floor laundry, tile surround shower and double vanity in master bathroom, peaceful front porch, and more. Energy efficient new home for low maintenance and low energy bills. Short walk to the HOA waterfront park with playground and plenty of picnic tables for family get-togethers overlooking the expansive Chesapeake Bay.

111 Chestnut Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact: (410) 643-5005

$450,000

Mixed-use commercial property offering exceptional exposure in a sought-after location. The first floor commercial space features about 1800+ sq' separated between a large retail space, office/kitchen , and storage space. The second floor includes a 2-bedroom, 1-bath apartment—ideal for owner occupancy or rental income. Seller financing may be available for buyers with 20% down, 5% interest, amortized at 15 years with a 5 year balloon. The building offers flexible layout potential and is truly ready for your vision. Downstairs can easily be divided into three sections to rent out separately. Situated on nearly a half-acre lot, the property boasts a generous parking area with 12+ spaces and room for future expansion. A rare opportunity for entrepreneurs, investors, or owner-operators looking to establish or grow their business in the heart of Centreville. Take advantage of the seller financing opportunity and 5% rate!

2 Beds ⋅ 3 Baths

Mixed-use commercial property offering exceptional exposure in a sought-after location. The first floor commercial space features about 1800+ sq' separated between a large retail space, office/kitchen , and storage space. The second floor includes a 2-bedroom, 1-bath apartment—ideal for owner occupancy or rental income. Seller financing may be available for buyers with 20% down, 5% interest, amortized at 15 years with a 5 year balloon. The building offers flexible layout potential and is truly ready for your vision. Downstairs can easily be divided into three sections to rent out separately. Situated on nearly a half-acre lot, the property boasts a generous parking area with 12+ spaces and room for future expansion. A rare opportunity for entrepreneurs, investors, or owner-operators looking to establish or grow their business in the heart of Centreville. Take advantage of the seller financing opportunity and 5% rate!

305 E Water St, Centreville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$459,000

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.

1 Baths

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.

4300 Main, Grasonville

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937

$349,900

Welcome to this adorable cottage on a quarter acre lot that was completely renovated last year! A MUST-SEE! 2 bedroom, 2 full baths, PLUS DEN/ office that can be used as a 3rd bedroom; currently fits a queen size bed! (den has a closet but no window to call it a bedroom). This beautiful home features: open floor plan/ modern updates/ spacious kitchen with granite countertops/ family room off of the kitchen that leads to the large laundry room and mudroom/ natural light throughout/ primary bedroom with full ensuite bath and walk-in closet/ storage space/ inviting front porch/ driveway/ spacious yard.. and so much more! Great location, only minutes from dining, shopping, outlets, golfing, and easy access to the Bay Bridge. Schedule your showing today!

2 Beds ⋅ 2 Baths

Welcome to this adorable cottage on a quarter acre lot that was completely renovated last year! A MUST-SEE! 2 bedroom, 2 full baths, PLUS DEN/ office that can be used as a 3rd bedroom; currently fits a queen size bed! (den has a closet but no window to call it a bedroom). This beautiful home features: open floor plan/ modern updates/ spacious kitchen with granite countertops/ family room off of the kitchen that leads to the large laundry room and mudroom/ natural light throughout/ primary bedroom with full ensuite bath and walk-in closet/ storage space/ inviting front porch/ driveway/ spacious yard.. and so much more! Great location, only minutes from dining, shopping, outlets, golfing, and easy access to the Bay Bridge. Schedule your showing today!

108 Wall St, Queenstown

Listing courtesy of The KW Collective. Contact: 4435741600

$799,990

Welcome to the Taylor, a beautifully designed home offering 2 bedrooms, 2 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

2 Beds ⋅ 3 Baths

Welcome to the Taylor, a beautifully designed home offering 2 bedrooms, 2 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

536 Warbler Way, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$405,000

Bay City - Opportunity Knocking for Investor! This 3 Bedroom 1.5 Bath rancher features a new roof 2020, Siding and Windows in 2017. The property is featured as .42 of an acre with a nice backyard. The blacktop drive and one car garage are some other nice features. The home needs TCL and updating inside. The property is being sold in AS-IS condition, inspections are for information purposes only. Solar panels are owned and not leased.

125 Forest Rd, Grasonville

Listing courtesy of Homecoin.com. Contact: 8884002513

$315,000

Bay City - Opportunity Knocking for Investor! This 3 Bedroom 1.5 Bath rancher features a new roof 2020, Siding and Windows in 2017. The property is featured as .42 of an acre with a nice backyard. The blacktop drive and one car garage are some other nice features. The home needs TCL and updating inside. The property is being sold in AS-IS condition, inspections are for information purposes only. Solar panels are owned and not leased.

303 Charl Ct, Stevensville

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

$579,999

Opportunity is knocking!!! This property has been FULLY renovated and ready for you! Single Family Home, Investment Property, YOUR CHOICE!!!! Hits the market 8/21!

Opportunity is knocking!!! This property has been FULLY renovated and ready for you! Single Family Home, Investment Property, YOUR CHOICE!!!! Hits the market 8/21!

224 Main St, Church Hill

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$395,000

Country living with NO HOA fees. The home boasts excellent curb appeal and sits on a one acre parcel. The public record reflects the main floor square footage of 1440 with the home originally built with three bedrooms. The homeowner had an addition built, increasing the total square footage to approximately 1540 square feet with a modification of two bedrooms. The listing reflects the home presently having two bedrooms; however, the home could easily be converted back to three bedrooms if needed.

2 Beds ⋅ 2 Baths

Country living with NO HOA fees. The home boasts excellent curb appeal and sits on a one acre parcel. The public record reflects the main floor square footage of 1440 with the home originally built with three bedrooms. The homeowner had an addition built, increasing the total square footage to approximately 1540 square feet with a modification of two bedrooms. The listing reflects the home presently having two bedrooms; however, the home could easily be converted back to three bedrooms if needed.

224 Ewingtown Rd, Church Hill

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$695,000

🏡 OPEN HOUSE THIS SATURDAY, August 22nd from 10:00 AM – 12:00 PM, come tour this beautiful property!....ABSOLUTELY A MUST-SEE! This stunning custom built home shows like a model and truly checks all the boxes! Showcasing outstanding craftsmanship, thoughtful design, and high-end finishes throughout, every detail has been carefully curated to create a home that is both elegant and inviting. It offers exceptional space, and the feel of a brand new home, just 2 years young and located in a newly developed community. Spanning over 2,400+ square feet on a 1-acre lot, this impressive home features 4 bedrooms and 3 full bathrooms with a crafted open layout. Step through the beautiful foyer with its impressive 8 ft wood entry door and into the designer gourmet kitchen, featuring a large island, sleek quartz countertops, stainless steel appliances, propane cooktop, wall oven, and gorgeous lighting. The kitchen also offers under cabinet lighting and a custom pantry with a cubby area, perfect for keeping shoes, coats, jackets, and hats organized. The kitchen and dining area seamlessly adjoin the inviting living room, featuring a cozy fireplace and elegant 8-foot French doors that flood the space with natural light while creating a seamless connection to the outdoors. It’s the perfect setting for both everyday living and entertaining. The first floor also offers a bedroom with a full bathroom, currently being used as an office, providing flexibility for work from home needs. Upstairs you'll be impressed by the abundance of space. The spacious primary suite features a beautiful en-suite bathroom with a double vanity and tiled walk-in shower. Two additional bedrooms and a full bathroom provide plenty of room for your family/or guests. And there's more!!! A large family/game room provides the perfect bonus space for movie nights, game days, hobbies, or simply spreading out and relaxing. Outside, enjoy both a welcoming front porch and spacious back porch, along with a paver patio area perfect for a fire pit, outdoor dining or just relaxing. The lush landscaping adds to the home's curb appeal, while a row of cypress trees lines the property and will provide beautiful privacy as they mature. Additional highlights include high ceilings, upscale lighting, LVP flooring and ceramic tile flooring. The home features an abundance of storage area throughout for organization. For ultimate convenience, the second floor laundry room comes fully equipped with a handy folding table and a hanging clothes rack. Rounding out this impressive property is an attached side entry garage that enhances the home's exterior profile. This home has it all, space, style, upgrades, privacy, and an incredible layout. Just a few miles from picturesque historic Chestertown and Centreville, easy commute to Easton, Annapolis and MD/DE beaches! Come enjoy the Eastern Shore -fishing, crabbing piers, playgrounds, bike/walking trails, parks and so much more! Don't delay!! Come see this beauty before someone else gets the opportunity to call it home. You will want this one to be yours!

🏡 OPEN HOUSE THIS SATURDAY, August 22nd from 10:00 AM – 12:00 PM, come tour this beautiful property!....ABSOLUTELY A MUST-SEE! This stunning custom built home shows like a model and truly checks all the boxes! Showcasing outstanding craftsmanship, thoughtful design, and high-end finishes throughout, every detail has been carefully curated to create a home that is both elegant and inviting. It offers exceptional space, and the feel of a brand new home, just 2 years young and located in a newly developed community. Spanning over 2,400+ square feet on a 1-acre lot, this impressive home features 4 bedrooms and 3 full bathrooms with a crafted open layout. Step through the beautiful foyer with its impressive 8 ft wood entry door and into the designer gourmet kitchen, featuring a large island, sleek quartz countertops, stainless steel appliances, propane cooktop, wall oven, and gorgeous lighting. The kitchen also offers under cabinet lighting and a custom pantry with a cubby area, perfect for keeping shoes, coats, jackets, and hats organized. The kitchen and dining area seamlessly adjoin the inviting living room, featuring a cozy fireplace and elegant 8-foot French doors that flood the space with natural light while creating a seamless connection to the outdoors. It’s the perfect setting for both everyday living and entertaining. The first floor also offers a bedroom with a full bathroom, currently being used as an office, providing flexibility for work from home needs. Upstairs you'll be impressed by the abundance of space. The spacious primary suite features a beautiful en-suite bathroom with a double vanity and tiled walk-in shower. Two additional bedrooms and a full bathroom provide plenty of room for your family/or guests. And there's more!!! A large family/game room provides the perfect bonus space for movie nights, game days, hobbies, or simply spreading out and relaxing. Outside, enjoy both a welcoming front porch and spacious back porch, along with a paver patio area perfect for a fire pit, outdoor dining or just relaxing. The lush landscaping adds to the home's curb appeal, while a row of cypress trees lines the property and will provide beautiful privacy as they mature. Additional highlights include high ceilings, upscale lighting, LVP flooring and ceramic tile flooring. The home features an abundance of storage area throughout for organization. For ultimate convenience, the second floor laundry room comes fully equipped with a handy folding table and a hanging clothes rack. Rounding out this impressive property is an attached side entry garage that enhances the home's exterior profile. This home has it all, space, style, upgrades, privacy, and an incredible layout. Just a few miles from picturesque historic Chestertown and Centreville, easy commute to Easton, Annapolis and MD/DE beaches! Come enjoy the Eastern Shore -fishing, crabbing piers, playgrounds, bike/walking trails, parks and so much more! Don't delay!! Come see this beauty before someone else gets the opportunity to call it home. You will want this one to be yours!

458 Eagle Manor Dr, Church Hill

Listing courtesy of Clark & Co Realty, LLC. Contact: 410-490-2183

$599,964

New Home on a Full Acre in Desirable Condor Manor! For a limited time, the seller is offering $6000 seller contribution toward an interest rate buy-down, with an acceptable full-price offer, received before August 31, 2026. Welcome to this beautifully built, move-in ready home nestled on a spacious one-acre lot in Church Hill's sought-after Condor Manor community. Offering 2,016 square feet of thoughtfully designed living space, this two-story home features 4 bedrooms, 2.5 baths, and modern finishes throughout. Step inside to an open and inviting first floor showcasing durable luxury vinyl plank flooring, perfect for everyday living and entertaining. The stylish kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, and quality 42" American Woodmark cabinetry. Two generous living areas and a dining space provide flexibility for gatherings, relaxing evenings, or working from home, all while enjoying peaceful backyard views. Upstairs, upgraded wall-to-wall carpeting creates a warm and comfortable retreat. The spacious primary suite includes a walk-in closet and private bath, while three additional bedrooms and a full hall bath offer plenty of space for family, guests, or hobbies. Designed with both convenience and efficiency in mind, the home includes a two-car garage pre-wired for electric vehicle charging, a large driveway with ample parking, and energy-saving features throughout. Enhanced insulation, Low-E windows and doors, energy-efficient mechanical systems, and a conditioned crawl space help keep utility costs low year-round. Outside, enjoy your morning coffee on the charming covered front porch or host summer cookouts on the 12' x 16' rear deck overlooking the expansive backyard. With a full acre of land, there's plenty of room for recreation, gardening, pets, future outdoor projects, or simply enjoying the privacy and open space. Located in the welcoming Condor Manor community just outside the town of Church Hill, you'll appreciate the peaceful setting while remaining conveniently close to Routes 213 and 301 for an easy commute. Why wait for new construction when this brand-new home is complete and ready for you today? Schedule your private tour and discover everything this exceptional property has to offer! NOTE: at the time of listing, the calculated taxes only reflect those assessed on the property, not on the newly built home (improvements) on the property.

New Home on a Full Acre in Desirable Condor Manor! For a limited time, the seller is offering $6000 seller contribution toward an interest rate buy-down, with an acceptable full-price offer, received before August 31, 2026. Welcome to this beautifully built, move-in ready home nestled on a spacious one-acre lot in Church Hill's sought-after Condor Manor community. Offering 2,016 square feet of thoughtfully designed living space, this two-story home features 4 bedrooms, 2.5 baths, and modern finishes throughout. Step inside to an open and inviting first floor showcasing durable luxury vinyl plank flooring, perfect for everyday living and entertaining. The stylish kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, and quality 42" American Woodmark cabinetry. Two generous living areas and a dining space provide flexibility for gatherings, relaxing evenings, or working from home, all while enjoying peaceful backyard views. Upstairs, upgraded wall-to-wall carpeting creates a warm and comfortable retreat. The spacious primary suite includes a walk-in closet and private bath, while three additional bedrooms and a full hall bath offer plenty of space for family, guests, or hobbies. Designed with both convenience and efficiency in mind, the home includes a two-car garage pre-wired for electric vehicle charging, a large driveway with ample parking, and energy-saving features throughout. Enhanced insulation, Low-E windows and doors, energy-efficient mechanical systems, and a conditioned crawl space help keep utility costs low year-round. Outside, enjoy your morning coffee on the charming covered front porch or host summer cookouts on the 12' x 16' rear deck overlooking the expansive backyard. With a full acre of land, there's plenty of room for recreation, gardening, pets, future outdoor projects, or simply enjoying the privacy and open space. Located in the welcoming Condor Manor community just outside the town of Church Hill, you'll appreciate the peaceful setting while remaining conveniently close to Routes 213 and 301 for an easy commute. Why wait for new construction when this brand-new home is complete and ready for you today? Schedule your private tour and discover everything this exceptional property has to offer! NOTE: at the time of listing, the calculated taxes only reflect those assessed on the property, not on the newly built home (improvements) on the property.

334 Eagle Manor Dr, Church Hill

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

$375,000

Charming 3-Bedroom Rancher on a Spacious Double Lot Welcome home to this charming 3-bedroom, 1-bath rancher offering comfortable one-level living with plenty of space to make your own. Situated on a desirable double lot, this property features a spacious backyard with lots of room to play, relax, garden, or entertain family and friends. Inside, you’ll find beautiful hardwood floors throughout, a separate dining room, and a nice-sized kitchen with plenty of potential. A bonus space provides an opportunity to create whatever suits your needs—whether it’s a home office, hobby room, playroom, or additional living space. Seller has replaced the roof gutters and down spouts in addition the seller encapsulated the crawl space. Located in a wonderful community with an array of amenities, including a community pool, beach, boat launch, and more. A community marina is also available for a separate fee, making this an ideal location for those who enjoy spending time on the water. Conveniently located with an easy commute to the Bay Bridge, shopping, dining, and other everyday conveniences. This is a wonderful opportunity to own a home with a great yard, desirable community amenities, and plenty of potential—all at a reasonable price. Don’t miss your chance to make this home your own!

3 Beds ⋅ 1 Baths

Charming 3-Bedroom Rancher on a Spacious Double Lot Welcome home to this charming 3-bedroom, 1-bath rancher offering comfortable one-level living with plenty of space to make your own. Situated on a desirable double lot, this property features a spacious backyard with lots of room to play, relax, garden, or entertain family and friends. Inside, you’ll find beautiful hardwood floors throughout, a separate dining room, and a nice-sized kitchen with plenty of potential. A bonus space provides an opportunity to create whatever suits your needs—whether it’s a home office, hobby room, playroom, or additional living space. Seller has replaced the roof gutters and down spouts in addition the seller encapsulated the crawl space. Located in a wonderful community with an array of amenities, including a community pool, beach, boat launch, and more. A community marina is also available for a separate fee, making this an ideal location for those who enjoy spending time on the water. Conveniently located with an easy commute to the Bay Bridge, shopping, dining, and other everyday conveniences. This is a wonderful opportunity to own a home with a great yard, desirable community amenities, and plenty of potential—all at a reasonable price. Don’t miss your chance to make this home your own!

719 Old Love Point Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$1,250,000

Tucked between the tranquil waters of Long Creek and Shipping Creek, this approximately 2,100 square-foot waterfront retreat offers a rare blend of mid-century charm and modern comfort. With three bedrooms and three full bathrooms, there's plenty of space to live, relax, and host with ease. Originally built in 1977 and thoughtfully renovated in 2019, the home showcases timeless mid-century design — clean lines, an inviting flow, and character you can't replicate in new construction. A brand-new well pump (2025) adds peace of mind, ensuring reliable, efficient water service for years to come. The primary bedroom offers a true private retreat, while the additional bedrooms and full baths provide comfort and flexibility for family or guests. Throughout the home, updated finishes and smart design touches create a space that feels both stylish and easy to live in. Step outside and the real magic begins: your own private dock on Long Creek, with a mean depth of approximately 6 feet, ideal for kayaking, paddleboarding, fishing, or simply pulling up the boat after a day on the water. Enjoy the birds, sea life and mature landscaping from morning to night! This is more than a house — it's a lifestyle. Mid-century character, recent upgrades, and an unbeatable waterfront setting come together to create a truly special place to call home.

Tucked between the tranquil waters of Long Creek and Shipping Creek, this approximately 2,100 square-foot waterfront retreat offers a rare blend of mid-century charm and modern comfort. With three bedrooms and three full bathrooms, there's plenty of space to live, relax, and host with ease. Originally built in 1977 and thoughtfully renovated in 2019, the home showcases timeless mid-century design — clean lines, an inviting flow, and character you can't replicate in new construction. A brand-new well pump (2025) adds peace of mind, ensuring reliable, efficient water service for years to come. The primary bedroom offers a true private retreat, while the additional bedrooms and full baths provide comfort and flexibility for family or guests. Throughout the home, updated finishes and smart design touches create a space that feels both stylish and easy to live in. Step outside and the real magic begins: your own private dock on Long Creek, with a mean depth of approximately 6 feet, ideal for kayaking, paddleboarding, fishing, or simply pulling up the boat after a day on the water. Enjoy the birds, sea life and mature landscaping from morning to night! This is more than a house — it's a lifestyle. Mid-century character, recent upgrades, and an unbeatable waterfront setting come together to create a truly special place to call home.

408 Butlers Lndg, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$2,888,000

Finally Finished***From March 2026 until August 2026 the home went through its final finishing touch stages. There have been recent upgrades including water and electric to the pier and upgraded wide planked hardwood flooring throughout.***Designed by YSA Homes and Simply Wesley Interior Design of Annapolis, this extraordinary brand-new modern coastal farmhouse style smart-home offers over 6,148 square feet of thoughtfully designed living space, where every tile throughout the home was handpicked and expertly curated using top-of-the-line luxury selections. The kitchen is outfitted with premium, top-tier appliances including Wolf, creating a seamless blend of elevated craftsmanship, timeless design, and modern functionality at every turn. The property is permitted for a pool to be built. This stunning residence features five oversized bedrooms, each with their own expansive en suite bathrooms, and three of the five have waterfront bay views. Totals include six full bathrooms, two half bathrooms, five gigantic bedrooms, 2 car oversized attached garage with rear entry door. An owner’s suite on the main level (with huge custom closet) provides everyday convenience, while the second level includes an additional owner’s suite with a massive custom walk-in closet, ideal for multi-generational living or extended guest stays. Upon entering the home, you are welcomed into an open-concept main level where the kitchen flows seamlessly into the dining and living areas, creating an ideal setting for entertaining and everyday living. The living room is anchored by a striking wireless water vapor fireplace, offering modern ambiance without heat or emissions. A main-level half bath adds convenience, while the primary suite features a spa-inspired oversized bathroom with a soaking tub, a large European-style walk-in shower, and exquisite designer finishes throughout. The second level impresses with a spacious great room, complete with a wet bar and an additional half bath, opening to a large upper-level deck designed for optimal water views and entertaining. Four generously sized en suite bedrooms are located on this level, two of which showcase stunning water views through oversized windows, filling the space with natural light. The lower level offers exceptional flexibility, featuring a walk-out basement with exterior sliding doors, a full bathroom, a dedicated laundry room, and ample space for a game room, den, home gym, or additional living areas. Ask the listing agent about available improvement and build-out options for the basement. Outdoor living continues on the main-level patio, with the option to expand or customize to suit your vision. ***The home features a brand new pier and a brand new well. Ask agent about shutter options. Washer- dryers on 2nd level and in basement (2 sets). Ask agent for 6th bedroom option to be included. Located on sought-after Kent Island, this home offers access to a true Chesapeake Bay lifestyle just approximately 20 minutes from historic downtown Annapolis. Nearby waterfront parks, marinas, beaches, and miles of scenic walking and biking trails along the Cross Island Trail. Golf enthusiasts will appreciate proximity to Blue Heron Golf Course with membership options available, as well as the nationally recognized Queenstown Harbor Golf Links featuring two championship courses. Residents can easily enjoy all that downtown Annapolis has to offer, including boutique shopping, waterfront dining, sailing culture, festivals, and the charm of the historic district and U.S. Naval Academy. Just minutes away, **Queenstown Premium Outlets. Kent Island is also home to waterfront dining, local crab houses, and Love Point Vineyards, while Terrapin Nature Park and Matapeake Beach offer stunning Chesapeake Bay views. Conveniently positioned for commuting to Baltimore and Washington, D.C., this location blends coastal living with everyday accessibility. This is not just a home, this is a coastal lifestyle.

5 Beds ⋅ 8 Baths

Finally Finished***From March 2026 until August 2026 the home went through its final finishing touch stages. There have been recent upgrades including water and electric to the pier and upgraded wide planked hardwood flooring throughout.***Designed by YSA Homes and Simply Wesley Interior Design of Annapolis, this extraordinary brand-new modern coastal farmhouse style smart-home offers over 6,148 square feet of thoughtfully designed living space, where every tile throughout the home was handpicked and expertly curated using top-of-the-line luxury selections. The kitchen is outfitted with premium, top-tier appliances including Wolf, creating a seamless blend of elevated craftsmanship, timeless design, and modern functionality at every turn. The property is permitted for a pool to be built. This stunning residence features five oversized bedrooms, each with their own expansive en suite bathrooms, and three of the five have waterfront bay views. Totals include six full bathrooms, two half bathrooms, five gigantic bedrooms, 2 car oversized attached garage with rear entry door. An owner’s suite on the main level (with huge custom closet) provides everyday convenience, while the second level includes an additional owner’s suite with a massive custom walk-in closet, ideal for multi-generational living or extended guest stays. Upon entering the home, you are welcomed into an open-concept main level where the kitchen flows seamlessly into the dining and living areas, creating an ideal setting for entertaining and everyday living. The living room is anchored by a striking wireless water vapor fireplace, offering modern ambiance without heat or emissions. A main-level half bath adds convenience, while the primary suite features a spa-inspired oversized bathroom with a soaking tub, a large European-style walk-in shower, and exquisite designer finishes throughout. The second level impresses with a spacious great room, complete with a wet bar and an additional half bath, opening to a large upper-level deck designed for optimal water views and entertaining. Four generously sized en suite bedrooms are located on this level, two of which showcase stunning water views through oversized windows, filling the space with natural light. The lower level offers exceptional flexibility, featuring a walk-out basement with exterior sliding doors, a full bathroom, a dedicated laundry room, and ample space for a game room, den, home gym, or additional living areas. Ask the listing agent about available improvement and build-out options for the basement. Outdoor living continues on the main-level patio, with the option to expand or customize to suit your vision. ***The home features a brand new pier and a brand new well. Ask agent about shutter options. Washer- dryers on 2nd level and in basement (2 sets). Ask agent for 6th bedroom option to be included. Located on sought-after Kent Island, this home offers access to a true Chesapeake Bay lifestyle just approximately 20 minutes from historic downtown Annapolis. Nearby waterfront parks, marinas, beaches, and miles of scenic walking and biking trails along the Cross Island Trail. Golf enthusiasts will appreciate proximity to Blue Heron Golf Course with membership options available, as well as the nationally recognized Queenstown Harbor Golf Links featuring two championship courses. Residents can easily enjoy all that downtown Annapolis has to offer, including boutique shopping, waterfront dining, sailing culture, festivals, and the charm of the historic district and U.S. Naval Academy. Just minutes away, **Queenstown Premium Outlets. Kent Island is also home to waterfront dining, local crab houses, and Love Point Vineyards, while Terrapin Nature Park and Matapeake Beach offer stunning Chesapeake Bay views. Conveniently positioned for commuting to Baltimore and Washington, D.C., this location blends coastal living with everyday accessibility. This is not just a home, this is a coastal lifestyle.

414 Bay Dr, Stevensville

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

$1,675,000

105 Night Heron is a substantially expanded and renovated home offering more than 4400 square feet of finished living space plus an additional 850 square feet of finished, conditioned, multi-purpose garage space. The property features expansive water views and numerous high end finishes including custom Omega cabinetry, granite and black walnut countertops, extensive built-ins, premium Miele, Viking and Sharp appliances, hardwood and limestone flooring, Kohler fixtures, a custom coffered bar-room ceiling, a 500-bottle wine storage room, and extensive recess lighting. The main floor boasts a dream kitchen with breakfast area and fireplace and a formal dining room off the foyer with designer lighting that is included in the sale. A bar and billiards room has custom cabinetry, a pool table and seating area with fireplace, and views of Eastern Bay. Also on this floor is a formal living room with fireplace, a home office with Bay views, and a large mud-laundry room with adjoining powder room. The large primary suite has 3 closets in the bedroom area as well as a walk in closet and dressing room with custom cabinetry and natural light. The large primary bath has custom cabinetry with lots of storage, a separate tub and shower, dual sinks, limestone floors and a separate water closet. The second floor loft opens to two more bedrooms and a shared bath. One of the bedrooms leads to a veranda with stone fireplace and sweeping views of Eastern Bay. Appliances include a Miele refrigerator and freezer, Viking gas range, dishwasher, microwave, warming drawer, beverage and wine coolers, washer and dryer, garage refrigerator and beverage station and a Napoleon outdoor grill. Televisions and sound bars located in the bar area, club room, second floor loft and kitchen are included in the sale. The garage includes two Lift Master garage door openers, two SunPro motorized screens and RaceDeck flooring. Cove Creek Club is situated on 334 acres of large home sites with beautiful landscaping and views of Eastern Bay. Amenities include a USGA rated golf course, a private marina with direct access to Eastern Bay, boat ramp and storage yard, a private sandy beach, tennis, basketball and bocce ball courts, a club house and event facility, pro shop, walking and biking trails, and an exercise facility. It is conveniently located to Annapolis, Baltimore, Washington DC and Philadelphia.

3 Beds ⋅ 4 Baths

105 Night Heron is a substantially expanded and renovated home offering more than 4400 square feet of finished living space plus an additional 850 square feet of finished, conditioned, multi-purpose garage space. The property features expansive water views and numerous high end finishes including custom Omega cabinetry, granite and black walnut countertops, extensive built-ins, premium Miele, Viking and Sharp appliances, hardwood and limestone flooring, Kohler fixtures, a custom coffered bar-room ceiling, a 500-bottle wine storage room, and extensive recess lighting. The main floor boasts a dream kitchen with breakfast area and fireplace and a formal dining room off the foyer with designer lighting that is included in the sale. A bar and billiards room has custom cabinetry, a pool table and seating area with fireplace, and views of Eastern Bay. Also on this floor is a formal living room with fireplace, a home office with Bay views, and a large mud-laundry room with adjoining powder room. The large primary suite has 3 closets in the bedroom area as well as a walk in closet and dressing room with custom cabinetry and natural light. The large primary bath has custom cabinetry with lots of storage, a separate tub and shower, dual sinks, limestone floors and a separate water closet. The second floor loft opens to two more bedrooms and a shared bath. One of the bedrooms leads to a veranda with stone fireplace and sweeping views of Eastern Bay. Appliances include a Miele refrigerator and freezer, Viking gas range, dishwasher, microwave, warming drawer, beverage and wine coolers, washer and dryer, garage refrigerator and beverage station and a Napoleon outdoor grill. Televisions and sound bars located in the bar area, club room, second floor loft and kitchen are included in the sale. The garage includes two Lift Master garage door openers, two SunPro motorized screens and RaceDeck flooring. Cove Creek Club is situated on 334 acres of large home sites with beautiful landscaping and views of Eastern Bay. Amenities include a USGA rated golf course, a private marina with direct access to Eastern Bay, boat ramp and storage yard, a private sandy beach, tennis, basketball and bocce ball courts, a club house and event facility, pro shop, walking and biking trails, and an exercise facility. It is conveniently located to Annapolis, Baltimore, Washington DC and Philadelphia.

105 Night Heron Ct, Stevensville

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

$445,000

Lovely historic home in the heart of downtown Centreville. Walking distance to all the town has to offer. This home boasts so many wonderful features, from the private but yet easy to maintain backyard to the tranquil enclosed porch perfect for all 4 seasons. During the holidays enjoy watching the Centreville Holiday Parade right from the comfort of your front porch, everyone will want an invite to enjoy that! The main level is made just right for easy flow from room to room or close them off and enjoy comfort in the back of house with the flow from kitchen to porch for entertaining. The 2nd floor has 3 bedrooms and a fabulous full bath with your choice, soak the day away in your clawfoot tub or a quick easy shower in the separate enclosed shower. There is a separate HVAC that services this floor and the 3rd floor. The 3rd floor is perfect for teens or a hobby room, with a sleeping cove and plenty of room to spread out this will soon be a favorite room to escape to! Plus, there's additional storage on the 3rd floor. Seller added 3 mini splits to the 1st floor in 2025, as well as leaf lifters to the gutters that come with a lifetime warranty. The trim and shutters have been freshly painted as well. Check this beauty out today!

4 Beds ⋅ 2 Baths

Lovely historic home in the heart of downtown Centreville. Walking distance to all the town has to offer. This home boasts so many wonderful features, from the private but yet easy to maintain backyard to the tranquil enclosed porch perfect for all 4 seasons. During the holidays enjoy watching the Centreville Holiday Parade right from the comfort of your front porch, everyone will want an invite to enjoy that! The main level is made just right for easy flow from room to room or close them off and enjoy comfort in the back of house with the flow from kitchen to porch for entertaining. The 2nd floor has 3 bedrooms and a fabulous full bath with your choice, soak the day away in your clawfoot tub or a quick easy shower in the separate enclosed shower. There is a separate HVAC that services this floor and the 3rd floor. The 3rd floor is perfect for teens or a hobby room, with a sleeping cove and plenty of room to spread out this will soon be a favorite room to escape to! Plus, there's additional storage on the 3rd floor. Seller added 3 mini splits to the 1st floor in 2025, as well as leaf lifters to the gutters that come with a lifetime warranty. The trim and shutters have been freshly painted as well. Check this beauty out today!

126 S Commerce St, Centreville

Listing courtesy of Rosendale Realty. Contact: 4107580333

$799,000

Welcome to 136 Nauset Lane, an upgraded Lille model in Four Seasons at Kent Island, a premier 55+ resort-style community. Situated on a corner lot, this Coastal Traditional home offers the ease of main-level living, flexible space for guests and an impressive list of thoughtful upgrades already in place. LVP flooring flows throughout the main level, where a private office with custom California Closets built-ins provides a dedicated work or hobby space. The open-concept kitchen and family room create an inviting heart of the home, complemented by a light-filled sunroom. The kitchen features a generous island, Café/Monogram stainless steel appliances, built-in microwave, pantry, dry bar and cabinetry with double pull-out shelving. The refrigerator was replaced in 2026. Just beyond the sunroom, a screened porch with a ceiling fan opens to a beautiful paver patio with a remote-controlled electric awning, creating multiple spaces to relax, entertain and enjoy the outdoors. The spacious main-level primary suite features a large walk-in closet professionally designed by California Closets. The primary bath offers a walk-in shower, private water closet, linen closet and additional cabinetry for storage. A second bedroom and full bath are also conveniently located on the main level. Upstairs, a third bedroom, full bath and sitting area provide a private and comfortable space for overnight guests. Thoughtful upgrades continue throughout the home with ceiling fans in all three bedrooms and the family room, a California Closets-designed coat closet, central vacuum, Ethernet connections in most rooms, whole-house Wi-Fi distribution, security system, smart thermostat, remote-access garage door, Speed Queen washer and dryer and EV charging in the garage. The lawn irrigation system draws water from the community pond, with seasonal winterization handled by the HOA. Then there is the Four Seasons lifestyle. At the center of the community is the impressive 24,000-square-foot waterfront Chester House clubhouse, complemented by indoor and outdoor resort-style pools, spa, modern fitness center, yoga room, pickleball and tennis courts, bocce ball, walking paths and an outdoor amphitheater. Enjoy the beach area with fire pits, or head to the 450-foot fishing pier and kayak launch to get out on the water. A full-time lifestyle director keeps the social calendar active with activities and events throughout the year. It’s resort-style living designed to be enjoyed every day. With very few new homes remaining in the community, why wait months for new construction? 136 Nauset Lane is move-in ready with an extensive list of upgrades already completed, offering the opportunity to start enjoying the Four Seasons at Kent Island lifestyle now.

Welcome to 136 Nauset Lane, an upgraded Lille model in Four Seasons at Kent Island, a premier 55+ resort-style community. Situated on a corner lot, this Coastal Traditional home offers the ease of main-level living, flexible space for guests and an impressive list of thoughtful upgrades already in place. LVP flooring flows throughout the main level, where a private office with custom California Closets built-ins provides a dedicated work or hobby space. The open-concept kitchen and family room create an inviting heart of the home, complemented by a light-filled sunroom. The kitchen features a generous island, Café/Monogram stainless steel appliances, built-in microwave, pantry, dry bar and cabinetry with double pull-out shelving. The refrigerator was replaced in 2026. Just beyond the sunroom, a screened porch with a ceiling fan opens to a beautiful paver patio with a remote-controlled electric awning, creating multiple spaces to relax, entertain and enjoy the outdoors. The spacious main-level primary suite features a large walk-in closet professionally designed by California Closets. The primary bath offers a walk-in shower, private water closet, linen closet and additional cabinetry for storage. A second bedroom and full bath are also conveniently located on the main level. Upstairs, a third bedroom, full bath and sitting area provide a private and comfortable space for overnight guests. Thoughtful upgrades continue throughout the home with ceiling fans in all three bedrooms and the family room, a California Closets-designed coat closet, central vacuum, Ethernet connections in most rooms, whole-house Wi-Fi distribution, security system, smart thermostat, remote-access garage door, Speed Queen washer and dryer and EV charging in the garage. The lawn irrigation system draws water from the community pond, with seasonal winterization handled by the HOA. Then there is the Four Seasons lifestyle. At the center of the community is the impressive 24,000-square-foot waterfront Chester House clubhouse, complemented by indoor and outdoor resort-style pools, spa, modern fitness center, yoga room, pickleball and tennis courts, bocce ball, walking paths and an outdoor amphitheater. Enjoy the beach area with fire pits, or head to the 450-foot fishing pier and kayak launch to get out on the water. A full-time lifestyle director keeps the social calendar active with activities and events throughout the year. It’s resort-style living designed to be enjoyed every day. With very few new homes remaining in the community, why wait months for new construction? 136 Nauset Lane is move-in ready with an extensive list of upgrades already completed, offering the opportunity to start enjoying the Four Seasons at Kent Island lifestyle now.

136 Nauset Ln, Chester

Listing courtesy of RE/MAX One. Contact: 4102244400

$299,900

MOVE IN READY!! Charming 3 bedroom ranch home in the desirable water oriented community of Chester Harbor. This recently updated home offers a wonderful blend of modern comfort, convenience and peaceful surroundings. The home features a carefully updated galley kitchen with beautiful custom countertops, soft close cabinets and stainless steel appliances. The home also offers a reverse-osmosis water system in the kitchen. Numerous updates have been completed recently, including new LVP flooring, carpet, light fixtures, a new roof in 2020, new windows in 2021, new exterior and entry doors in 2023. Perfect location for dog lovers with a recently added split-rail fence enclosing the backyard. Walking distance to Round Top Park and minutes from Downtown Chestertown where you can enjoy local restaurants, shops, waterfront attractions, the dog park and the popular farmers market every Saturday! Don't miss this opportunity to make this wonderful property your new home!

3 Beds ⋅ 1 Baths

MOVE IN READY!! Charming 3 bedroom ranch home in the desirable water oriented community of Chester Harbor. This recently updated home offers a wonderful blend of modern comfort, convenience and peaceful surroundings. The home features a carefully updated galley kitchen with beautiful custom countertops, soft close cabinets and stainless steel appliances. The home also offers a reverse-osmosis water system in the kitchen. Numerous updates have been completed recently, including new LVP flooring, carpet, light fixtures, a new roof in 2020, new windows in 2021, new exterior and entry doors in 2023. Perfect location for dog lovers with a recently added split-rail fence enclosing the backyard. Walking distance to Round Top Park and minutes from Downtown Chestertown where you can enjoy local restaurants, shops, waterfront attractions, the dog park and the popular farmers market every Saturday! Don't miss this opportunity to make this wonderful property your new home!

124 Wilton Rd, Chestertown

Listing courtesy of Doug Ashley Realtors, LLC. Contact:

$499,900

Welcome to 114 Sonata Way in the beautiful community of Symphony Village at Centreville, the completed 55+ Active Adult Community in Queen Anne's County MD. This beautiful 3 bedroom, 2 full bath, Shubert model home has everything you want in one level living. Resting on a premium lot backing to the community clubhouse, pavilion, pickleball/tennis courts, putting green and pools, you won't have to go far to enjoy all the amenities Symphony Village has to offer. When you enter the home, you'll notice the beautiful hardwood flooring leading you past the front office/3rd bedroom, 2nd bedroom and full bath. To the right you'll find the laundry room, entrance to the garage and finished sky basement with heat and cooling vents for yearly comfort. Moving through, the dining room is to your left and a quiet, sitting room is located on the right. Directly in front of you you'll find the bright and open family room, kitchen, and breakfast nook all with views of the fireplace on the feature wall and the beautifully landscaped common areas of the community. But you haven't seen the best of this home until you tour the large master suite, master bath and his and her walk-in closets. We surely don't want you to miss the rear screened paver patio on the rear of the home where you'll enjoy plenty of relaxation.

Welcome to 114 Sonata Way in the beautiful community of Symphony Village at Centreville, the completed 55+ Active Adult Community in Queen Anne's County MD. This beautiful 3 bedroom, 2 full bath, Shubert model home has everything you want in one level living. Resting on a premium lot backing to the community clubhouse, pavilion, pickleball/tennis courts, putting green and pools, you won't have to go far to enjoy all the amenities Symphony Village has to offer. When you enter the home, you'll notice the beautiful hardwood flooring leading you past the front office/3rd bedroom, 2nd bedroom and full bath. To the right you'll find the laundry room, entrance to the garage and finished sky basement with heat and cooling vents for yearly comfort. Moving through, the dining room is to your left and a quiet, sitting room is located on the right. Directly in front of you you'll find the bright and open family room, kitchen, and breakfast nook all with views of the fireplace on the feature wall and the beautifully landscaped common areas of the community. But you haven't seen the best of this home until you tour the large master suite, master bath and his and her walk-in closets. We surely don't want you to miss the rear screened paver patio on the rear of the home where you'll enjoy plenty of relaxation.

114 Sonata Way, Centreville

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$974,000

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.

5 Beds ⋅ 3 Baths

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.

14 Fairway Is, Grasonville

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

$559,999

Get ready! The home where summer never ends! Over 3100 sq ft of true living space, LVP floors on throughout the whole main level, quartz countertops, gorgeous kitchen, main level office/playroom, massive bedrooms with brand new carpet, brand new roof, and your very own backyard oasis with in-ground pool! Homes like this in North Brook don't last!!!

Get ready! The home where summer never ends! Over 3100 sq ft of true living space, LVP floors on throughout the whole main level, quartz countertops, gorgeous kitchen, main level office/playroom, massive bedrooms with brand new carpet, brand new roof, and your very own backyard oasis with in-ground pool! Homes like this in North Brook don't last!!!

120 Meadowcroft Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$325,000

WOW! Check out this AMAZING remodel! This ranch home went from zero to hero in no time! It's a 4-bedroom, 1 bath home in Millington, MD with easy access to Rte. 301 for any daily commute! Home sits on a half-acre of property with a huge side yard for any new buildings or storage needs. Updates include a completely new kitchen with stainless steel appliances and quartz countertops, new wood style LPV flooring, new HVAC, metal roof, front porch, back deck, new ceiling fans, recessed lights, newer septic, newer well pump and newer bladder tank. This place shines beautifully! Make your appointment today and see all that this home has to offer. Call Lori for your private tour! Showings start Friday 8/14/26!

4 Beds ⋅ 1 Baths

WOW! Check out this AMAZING remodel! This ranch home went from zero to hero in no time! It's a 4-bedroom, 1 bath home in Millington, MD with easy access to Rte. 301 for any daily commute! Home sits on a half-acre of property with a huge side yard for any new buildings or storage needs. Updates include a completely new kitchen with stainless steel appliances and quartz countertops, new wood style LPV flooring, new HVAC, metal roof, front porch, back deck, new ceiling fans, recessed lights, newer septic, newer well pump and newer bladder tank. This place shines beautifully! Make your appointment today and see all that this home has to offer. Call Lori for your private tour! Showings start Friday 8/14/26!

210 Groff Rd, Millington

Listing courtesy of RE/MAX Chesapeake. Contact:

$449,900

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!

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!

452 Timber Ln, Grasonville

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

$545,000

Open House, Saturday, 8/22, 11:00am - 1:00pm. Welcome to 639 Poplar School Road, Centreville, where beautifully updated, move-in ready living meets the peace and privacy of a picturesque country setting - all just 20 minutes from the Chesapeake Bay Bridge. Lovingly maintained by the same owner for the past 26 years, this 3-bedroom, 2-full-bath home is situated on a beautifully landscaped 1-acre lot surrounded by mature trees. Step inside to a freshly and professionally painted interior filled with thoughtful updates and quality craftsmanship. The kitchen and bathrooms feature granite countertops and custom cabinetry, while additional improvements include replacement windows (2018), four new storm doors, updated lighting and ceiling fans, a 3-year-old heat pump, 1-year-old water heater, and a high-end water treatment and softener system. The spacious primary suite is highlighted by a beautifully designed custom Amish-built walk-in closet system, providing exceptional storage and organization. Looking for even more space? The upper level features a finished office/den, while the remaining unfinished area offers exciting potential for additional living space - whether you envision more bedrooms, a recreation room, home gym, or hobby space. Outdoor living is equally impressive. Relax on the inviting screened porch, entertain on the expansive paver patio, or enjoy the fenced area surrounded by a classic white picket fence—perfect for children and pets. Beyond the patio, the expansive yard offers plenty of room to garden, play, entertain, or simply enjoy the peaceful Eastern Shore setting. The finished side-entry two-car garage features epoxy flooring and built-in shelving, providing excellent storage and workspace. For even more versatility, the impressive 29' x 28' Amish-built pole barn features electricity and is pre-plumbed, making it ideal for a workshop, hobbies, equipment, recreational vehicles, or additional storage. Beautifully updated, meticulously maintained, and offering acreage, exceptional outdoor living, abundant storage, and room to grow, 639 Poplar School Road delivers the country lifestyle you've been looking for without sacrificing convenience.