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Welcome to your private Eastern Shore retreat on 1.37 acres. Built in 2018, this beautiful custom one-level home is thoughtfully designed for relaxed, everyday living and effortless entertaining. Sun-filled and inviting, the open layout creates a warm, comfortable atmosphere—perfect for gathering with family and friends or enjoying quiet moments at home. The home features 3 bedrooms, 2.5 baths, and a flexible bonus room or home office, ideal for today’s lifestyle. At the heart of the home, the gourmet kitchen impresses with granite countertops, rich Java-colored cabinetry, a weathered gray coffee bar with wine/beverage cooler, an oversized island, and stainless-steel appliances. The open kitchen and dining area make both casual meals and entertaining a pleasure and open to the large light filled family room. Both areas have vaulted ceilings. Step outside to a spacious backyard with patio and updated landscaping, offering endless opportunities for outdoor dining, entertaining, or simply enjoying the privacy and open space. A 14×14 shed adds additional storage, while the attached two-car garage with shelving and a workbench provides convenience and functionality. Just a short drive away, enjoy Chestertown’s waterfront lifestyle, including restaurants, a farmers' market, parks, festivals, river cruises, and the vibrant presence of Washington College. Tucked just minutes from Route 301, this property offers a rare balance of peaceful rural living with convenient access to Middletown, Dover, and historic Chestertown. Plus, conveniently located approximately 90 minutes from Washington, D.C. and Philadelphia. This is more than a home—it’s a lifestyle. Schedule your private showing and discover all that this special property has to offer.

105 Pearl Creek Ln, Chestertown

Listing courtesy of Taylor Properties. Contact:

Finishing touches are being completed on this stunning brand-new home. Thoughtfully designed, the main level features a welcoming open living room and stylish kitchen. The coveted first-floor primary suite offers comfort and convenience, while the upper level provides two additional spacious bedrooms and a full bath. Step outside onto the back deck, ideal for morning coffee, weekend gatherings, or quiet evenings at home. All of this just step's from Centreville’s charming restaurants, shops, and historic downtown, making it easy to enjoy the best of in-town living. Note: photos are virtually staged

$425,000

Finishing touches are being completed on this stunning brand-new home. Thoughtfully designed, the main level features a welcoming open living room and stylish kitchen. The coveted first-floor primary suite offers comfort and convenience, while the upper level provides two additional spacious bedrooms and a full bath. Step outside onto the back deck, ideal for morning coffee, weekend gatherings, or quiet evenings at home. All of this just step's from Centreville’s charming restaurants, shops, and historic downtown, making it easy to enjoy the best of in-town living. Note: photos are virtually staged

132 Spring St, Centreville

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

Selling Office: Keller Williams Realty Centre.

$510,000

Step inside and see this meticulously loved and cared for home! This home features a first floor primary bedroom with an ensuite full bath. Just 5 minutes from the Chesapeake Bay Bridge and all the beaches, parks, boat ramps, and waterfront venues you love to visit...all within a few minutes drive. This single detached home has been thoughtfully improved throughout, with luxury vinyl plank floors, kitchen with updated appliances & counter tops as well as a breakfast nook. The kitchen opens to a large family room with a cozy gas fireplace. The dining area overlooks the rear patio, where the owners have thoughtfully added a retractable awning. The rear yard offers plenty of privacy, backing to views of trees and nature. The upper level features 2 more bedrooms and another full bath. An attached garage with added parking pad provides storage for your vehicle plus additional storage as well. Updates within the last 5 years include: Roof, Appliances, Counter tops, Flooring, Hot Water Heater, and Furnace. Don't miss seeing this one!

Step inside and see this meticulously loved and cared for home! This home features a first floor primary bedroom with an ensuite full bath. Just 5 minutes from the Chesapeake Bay Bridge and all the beaches, parks, boat ramps, and waterfront venues you love to visit...all within a few minutes drive. This single detached home has been thoughtfully improved throughout, with luxury vinyl plank floors, kitchen with updated appliances & counter tops as well as a breakfast nook. The kitchen opens to a large family room with a cozy gas fireplace. The dining area overlooks the rear patio, where the owners have thoughtfully added a retractable awning. The rear yard offers plenty of privacy, backing to views of trees and nature. The upper level features 2 more bedrooms and another full bath. An attached garage with added parking pad provides storage for your vehicle plus additional storage as well. Updates within the last 5 years include: Roof, Appliances, Counter tops, Flooring, Hot Water Heater, and Furnace. Don't miss seeing this one!

112 Chessie Ct, Chester

Listing courtesy of Chaney Homes, LLC. Contact:

Looking for beautiful wooded land to build your dream home on? Come check out this hard to find 1.2 acres tucked away down a long driveway with only 2 other properties around it in beautiful Zachary's Trail. Amazing private country location in Centreville that boasts a public boat ramp & slips nearby, beaches, restaurants, shopping, parks, doctors & more. Approved for a standard perc so bring your home plans or invest for later.

$128,000

Burrisville Road, Centreville

Listing courtesy of Taylor Properties. Contact:

Selling Office: Douglas Realty LLC.

$605,650

Re-envision this home on 78' of Chesapeake Bay waterfront only less than 5 miles to the Chesapeake Bay Bridge. Value is in the property and footprint of original home. Home is in need of a major rehab / total renovation and is being sold strictly "AS IS". Seller will make no repairs. Multiple roof leaks and extensive water intrusion visible on surfaces throughout. The flooring is unstable in the main floor bedrooms. Decks should not be walked on. DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT AND LISTING AGENT PRESENT. Interior access limited. Buyers will need to sign a Hold Harmless Agreement before entering.

Re-envision this home on 78' of Chesapeake Bay waterfront only less than 5 miles to the Chesapeake Bay Bridge. Value is in the property and footprint of original home. Home is in need of a major rehab / total renovation and is being sold strictly "AS IS". Seller will make no repairs. Multiple roof leaks and extensive water intrusion visible on surfaces throughout. The flooring is unstable in the main floor bedrooms. Decks should not be walked on. DO NOT WALK THE PROPERTY WITHOUT APPOINTMENT AND LISTING AGENT PRESENT. Interior access limited. Buyers will need to sign a Hold Harmless Agreement before entering.

136 Bay Dr, Stevensville

Listing courtesy of Taylor Properties. Contact:

Selling Office: TTR Sotheby's International Realty.

$1,566,000

Commanding an exceptional waterfront setting, this timeless historic property offers an increasingly rare opportunity to own a generational retreat defined by land, water, and view. Encompassing 35 acres and approximately 599 feet of shoreline, the property unfolds to a private beach and panoramic vistas across the Bay, where dramatic sunsets and iconic views of the Bay Bridge create a daily backdrop of natural beauty and quiet spectacle. With ample frontage and the potential for a private pier, the setting invites a true waterfront lifestyle. Enjoy boating, paddleboarding, lounging at the waterfront, and relishing evenings spent watching the light change across the water. Much of the acreage is designated agricultural, offering meaningful tax advantages while preserving the open, pastoral character of the land. This combination of expansive waterfrontage, open fields, and protected views creates a sense of scale, privacy, and long-term value that is rarely found. The historic residence, lovingly maintained by multiple generations, serves as a gracious complement to the land rather than its focus. An authentic, well-preserved home that anchors the property without overshadowing its extraordinary setting. 3 bedrooms, 2 baths, hardwood floors, original architectural details, and generously sized rooms reflect a quieter era of craftsmanship and care, while multiple windows throughout capture water views from nearly every vantage point. This is a property of substance and legacy—where expansive shoreline, agricultural land benefits, and one of the Bay’s most recognizable views converge to create an unparalleled waterfront offering. Welcome Home!

Commanding an exceptional waterfront setting, this timeless historic property offers an increasingly rare opportunity to own a generational retreat defined by land, water, and view. Encompassing 35 acres and approximately 599 feet of shoreline, the property unfolds to a private beach and panoramic vistas across the Bay, where dramatic sunsets and iconic views of the Bay Bridge create a daily backdrop of natural beauty and quiet spectacle. With ample frontage and the potential for a private pier, the setting invites a true waterfront lifestyle. Enjoy boating, paddleboarding, lounging at the waterfront, and relishing evenings spent watching the light change across the water. Much of the acreage is designated agricultural, offering meaningful tax advantages while preserving the open, pastoral character of the land. This combination of expansive waterfrontage, open fields, and protected views creates a sense of scale, privacy, and long-term value that is rarely found. The historic residence, lovingly maintained by multiple generations, serves as a gracious complement to the land rather than its focus. An authentic, well-preserved home that anchors the property without overshadowing its extraordinary setting. 3 bedrooms, 2 baths, hardwood floors, original architectural details, and generously sized rooms reflect a quieter era of craftsmanship and care, while multiple windows throughout capture water views from nearly every vantage point. This is a property of substance and legacy—where expansive shoreline, agricultural land benefits, and one of the Bay’s most recognizable views converge to create an unparalleled waterfront offering. Welcome Home!

301 John Kallis Ln, Stevensville

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

Selling Office: TTR Sotheby's International Realty.

$2,350,000

Welcome to Sunset Wharf, an exclusive 28 unit duplex development nestled in the serene Bay Bridge Marina. Embrace waterside living at its finest with stunning views, modern amenities, and the charm of a close-knit community. Each duplex is meticulously designed to offer spacious, open-concept layouts that blend modern elegance with everyday comfort. Enjoy breathtaking views of the Chesapeake Bay through expansive windows that fill your home with natural light. High-end finishes, gourmet kitchens, and luxurious master suites create an ambiance of sophistication and tranquility. Private outdoor spaces provide the perfect setting for relaxation or entertaining guests. With a variety of floor plans to suit your lifestyle, the units at Sunset Wharf promise an unparalleled living experience in a vibrant, coastal community. Enjoy easy access to marina facilities, scenic walking trails, and vibrant local dining, walking distance to Libbey's Coastal Kitchen & Cocktails and Knoxie's Table. At Sunset Wharf, experience the perfect blend of tranquility and convenience, making it the ideal place to call home. Discover your paradise by the bay today!

4 Beds ⋅ 4 Baths

Welcome to Sunset Wharf, an exclusive 28 unit duplex development nestled in the serene Bay Bridge Marina. Embrace waterside living at its finest with stunning views, modern amenities, and the charm of a close-knit community. Each duplex is meticulously designed to offer spacious, open-concept layouts that blend modern elegance with everyday comfort. Enjoy breathtaking views of the Chesapeake Bay through expansive windows that fill your home with natural light. High-end finishes, gourmet kitchens, and luxurious master suites create an ambiance of sophistication and tranquility. Private outdoor spaces provide the perfect setting for relaxation or entertaining guests. With a variety of floor plans to suit your lifestyle, the units at Sunset Wharf promise an unparalleled living experience in a vibrant, coastal community. Enjoy easy access to marina facilities, scenic walking trails, and vibrant local dining, walking distance to Libbey's Coastal Kitchen & Cocktails and Knoxie's Table. At Sunset Wharf, experience the perfect blend of tranquility and convenience, making it the ideal place to call home. Discover your paradise by the bay today!

103 Petrie Way, Stevensville

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

Selling Office: TTR Sotheby's International Realty.

$460,000

Beautifully renovated 3-bedroom, 2-bath rancher set on nearly an acre on a flat corner lot. This impressive home offers an attached 2-car garage, a spacious screened-in porch, and a deck overlooking a fully fenced backyard. Recent updates include new siding and a new roof for peace of mind. Inside, the inviting living room showcases a striking stone accent wall with a cozy wood stove. Hardwood floors and fresh paint extend throughout the home. The brand-new kitchen features stylish two-tone cabinetry, quartz countertops, and new stainless steel appliances. A fully renovated hall bath serves the secondary bedrooms, while the primary suite boasts a remodeled en-suite bath with a tiled shower and double vanity. Located in a community just off the Wye River, this home offers the best of Eastern Shore living. Enjoy nearby waterways, nature, and small-town charm. Schedule your showing today and experience all this beautiful property has to offer.

Beautifully renovated 3-bedroom, 2-bath rancher set on nearly an acre on a flat corner lot. This impressive home offers an attached 2-car garage, a spacious screened-in porch, and a deck overlooking a fully fenced backyard. Recent updates include new siding and a new roof for peace of mind. Inside, the inviting living room showcases a striking stone accent wall with a cozy wood stove. Hardwood floors and fresh paint extend throughout the home. The brand-new kitchen features stylish two-tone cabinetry, quartz countertops, and new stainless steel appliances. A fully renovated hall bath serves the secondary bedrooms, while the primary suite boasts a remodeled en-suite bath with a tiled shower and double vanity. Located in a community just off the Wye River, this home offers the best of Eastern Shore living. Enjoy nearby waterways, nature, and small-town charm. Schedule your showing today and experience all this beautiful property has to offer.

101 Pigpen Point Rd, Queenstown

Listing courtesy of Cummings & Co. Realtors. Contact:

Selling Office: Unrepresented Buyer Office.

$415,000

Charming 4/5-Bedroom Home with Modern Updates in Queen Anne's County! A rare opportunity to own a beautifully updated historic home with the perfect blend of modern comfort and classic charm! Motivated seller—quick settlement available! This newly renovated 4/5-bedroom, 2.5-bath home features a spacious main level with a bright living room, formal dining room, and a versatile 5th bedroom—ideal for use as a home office or playroom. A stylish half bath completes the main floor, perfect for guests. Spacious primary bedroom with an ensuite full bath and a spiral staircase leading up to the loft. Generously sized guest bedrooms with hall bath. The chef-inspired kitchen boasts granite countertops, stainless steel appliances, crisp white cabinetry, a pantry, and a convenient laundry area. Sliding glass doors lead you to a rear deck and fully fenced backyard, ideal for entertaining, pets, or relaxation. A two-level shed offers abundant storage or the potential for a creative studio. Relax on the charming covered front porch with scenic town views. Upstairs, the generous primary suite includes a private bath and a cozy loft area—perfect for a reading nook or extra storage. Three additional bedrooms share a hall bath. Located near Routes 404 and 50, this home offers quick access to the Chesapeake Bay Bridge and Delaware beaches, as well as nearby dining, shopping, and local conveniences. Enjoy a laid-back lifestyle with easy connections to major commuter routes. New top of the line water softener, filtration system and chemfeed system installed! Don’t miss your chance to own this thoughtfully renovated home that truly has it all!

5 Beds ⋅ 3 Baths

Charming 4/5-Bedroom Home with Modern Updates in Queen Anne's County! A rare opportunity to own a beautifully updated historic home with the perfect blend of modern comfort and classic charm! Motivated seller—quick settlement available! This newly renovated 4/5-bedroom, 2.5-bath home features a spacious main level with a bright living room, formal dining room, and a versatile 5th bedroom—ideal for use as a home office or playroom. A stylish half bath completes the main floor, perfect for guests. Spacious primary bedroom with an ensuite full bath and a spiral staircase leading up to the loft. Generously sized guest bedrooms with hall bath. The chef-inspired kitchen boasts granite countertops, stainless steel appliances, crisp white cabinetry, a pantry, and a convenient laundry area. Sliding glass doors lead you to a rear deck and fully fenced backyard, ideal for entertaining, pets, or relaxation. A two-level shed offers abundant storage or the potential for a creative studio. Relax on the charming covered front porch with scenic town views. Upstairs, the generous primary suite includes a private bath and a cozy loft area—perfect for a reading nook or extra storage. Three additional bedrooms share a hall bath. Located near Routes 404 and 50, this home offers quick access to the Chesapeake Bay Bridge and Delaware beaches, as well as nearby dining, shopping, and local conveniences. Enjoy a laid-back lifestyle with easy connections to major commuter routes. New top of the line water softener, filtration system and chemfeed system installed! Don’t miss your chance to own this thoughtfully renovated home that truly has it all!

13603 Main St, Queen Anne

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$310,000

Discover this charming 2-bedroom, 1-bath home in Harbor View featuring beautiful wood floors, a brand-new roof, updated windows, and a spacious rear deck overlooking a large fenced backyard—perfect for relaxing or entertaining while enjoying the Island lifestyle. Ideally located near restaurants, shopping, and easy access to Route 50 for commuting. Come See!

2 Beds ⋅ 1 Baths

Discover this charming 2-bedroom, 1-bath home in Harbor View featuring beautiful wood floors, a brand-new roof, updated windows, and a spacious rear deck overlooking a large fenced backyard—perfect for relaxing or entertaining while enjoying the Island lifestyle. Ideally located near restaurants, shopping, and easy access to Route 50 for commuting. Come See!

1870 Harbor Dr, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Keller Williams Flagship.

$1,100,000

Two Story Coastal Design on the Water! 4 bedroom 3.5 Bath, Nestled in a picturesque waterfront community offering a perfect blend of comfort, style and serenity. Home is designed and built by owner (a custom home builder) for waterfront living, coastal charm with numerous upgrades throughout this energy efficient home. Includes two car garage with workshop area and second floor above garage designed for office space or one bedroom apartment with a separate entry! Primary bedroom has waterfront view, while two bedrooms have balconies overlooking solarium on South side of home (Passive Solar Heat) Open Concept Living: The light filled living area facing East and the Chester River features large windows that invite natural light. Featuring gas fireplace and tile flooring in solarium. Spacious first floor open area includes kitchen, dining room, living room flowing into solarium. Private outdoor space: 75+ Feet of Shoreline! Step outside to your own private oasis for Spring, Summer and Fall living on screen porch, large covered deck for relaxing and entertaining. Boat dock for storing boats on lifts and room for fishing and crabbing. Sandy beach for swimming and sunbathing. large stone fire pit near waters edge for year round relaxation and enjoyment. Roof replaced in 2022

4 Beds ⋅ 4 Baths

Two Story Coastal Design on the Water! 4 bedroom 3.5 Bath, Nestled in a picturesque waterfront community offering a perfect blend of comfort, style and serenity. Home is designed and built by owner (a custom home builder) for waterfront living, coastal charm with numerous upgrades throughout this energy efficient home. Includes two car garage with workshop area and second floor above garage designed for office space or one bedroom apartment with a separate entry! Primary bedroom has waterfront view, while two bedrooms have balconies overlooking solarium on South side of home (Passive Solar Heat) Open Concept Living: The light filled living area facing East and the Chester River features large windows that invite natural light. Featuring gas fireplace and tile flooring in solarium. Spacious first floor open area includes kitchen, dining room, living room flowing into solarium. Private outdoor space: 75+ Feet of Shoreline! Step outside to your own private oasis for Spring, Summer and Fall living on screen porch, large covered deck for relaxing and entertaining. Boat dock for storing boats on lifts and room for fishing and crabbing. Sandy beach for swimming and sunbathing. large stone fire pit near waters edge for year round relaxation and enjoyment. Roof replaced in 2022

902 Long Point Rd, Grasonville

Listing courtesy of Kevin Dey Realty. Contact:

Selling Office: Greater Annapolis Realty.

$620,000

Homes like 122 Mallard Drive work because they make everyday life easier—and you feel that the moment you walk in. This Stevensville home offers a practical, well-balanced layout with clearly defined living spaces, natural light where you want it, and a flow that supports real life, not just photos. The home feels comfortable and functional, with room to settle in now and the flexibility to adapt as your needs change. At the heart of the home, the kitchen offers generous workspace and storage while remaining open to the main living areas—ideal for both quiet mornings and casual entertaining. Upstairs, the bedrooms are thoughtfully separated for privacy, creating dedicated space for rest, guests, or work-from-home needs. Outside, the yard extends your living space—perfect for grilling, relaxing, or simply enjoying the calm of this well-established Kent Island neighborhood. The community features a scenic pond and convenient access to local favorites, including Nemo Nature Trail, Shipping Creek public landing, Blue Heron Golf Course, Kentmorr Marina & Restaurant, and Romancoke Fishing Pier. Nearby amenities such as Matapeake Beach, the South Island Trail, historic Stevensville, and the Chesapeake Bay Bridge offer both recreation and convenience. Location is where this home truly shines. Just minutes from shopping, dining, marinas, parks, and major commuter routes, Mallard Drive places you at the center of what makes Stevensville and Kent Island so appealing. Easy access to Route 50 keeps Annapolis, the Eastern Shore, and weekend getaways comfortably within reach—without the feeling of constant traffic at your doorstep. Experience the best of Eastern Shore living—just minutes from Annapolis and the heart of Kent Island. Homes that balance location, comfort, and value like this don’t linger. Schedule your showing and see why 122 Mallard Drive stands out.

4 Beds ⋅ 3 Baths

Homes like 122 Mallard Drive work because they make everyday life easier—and you feel that the moment you walk in. This Stevensville home offers a practical, well-balanced layout with clearly defined living spaces, natural light where you want it, and a flow that supports real life, not just photos. The home feels comfortable and functional, with room to settle in now and the flexibility to adapt as your needs change. At the heart of the home, the kitchen offers generous workspace and storage while remaining open to the main living areas—ideal for both quiet mornings and casual entertaining. Upstairs, the bedrooms are thoughtfully separated for privacy, creating dedicated space for rest, guests, or work-from-home needs. Outside, the yard extends your living space—perfect for grilling, relaxing, or simply enjoying the calm of this well-established Kent Island neighborhood. The community features a scenic pond and convenient access to local favorites, including Nemo Nature Trail, Shipping Creek public landing, Blue Heron Golf Course, Kentmorr Marina & Restaurant, and Romancoke Fishing Pier. Nearby amenities such as Matapeake Beach, the South Island Trail, historic Stevensville, and the Chesapeake Bay Bridge offer both recreation and convenience. Location is where this home truly shines. Just minutes from shopping, dining, marinas, parks, and major commuter routes, Mallard Drive places you at the center of what makes Stevensville and Kent Island so appealing. Easy access to Route 50 keeps Annapolis, the Eastern Shore, and weekend getaways comfortably within reach—without the feeling of constant traffic at your doorstep. Experience the best of Eastern Shore living—just minutes from Annapolis and the heart of Kent Island. Homes that balance location, comfort, and value like this don’t linger. Schedule your showing and see why 122 Mallard Drive stands out.

122 Mallard Dr, Stevensville

Listing courtesy of Realty Navigator. Contact:

Welcome to this Harbor View home offering approximately 1,108 square feet of comfortable, updated, one-level living on a spacious 1/3 ac lot. The backyard is fully fenced and ready for pets, play, and entertaining, with a long driveway and double gates for easy access. Enjoy outdoor living with a deck and an inflatable hot tub in the backyard that is available to convey. Inside, the layout is both functional and private, featuring three bedrooms and two full baths. The primary bedroom is generously sized and includes an en-suite bath, thoughtfully positioned on the opposite side of the home from the two additional bedrooms and the second full bath. Well-maintained laminate flooring runs through the main living areas, while the two additional bedrooms offer wall to wall carpet for extra comfort. The eat-in kitchen is bright and welcoming with updated appliances in 2023 and plenty of space for everyday meals. Major improvements provide peace of mind, including a new roof with a transferable lifetime warranty, new siding, gutters, and downspouts, plus added attic insulation and new windows with screens throughout, all completed in 2024. Additional updates include a newer dryer, ceiling fans installed in 2022, a water conditioner, and an HVAC system replaced in 2020. Conveniently located with quick access to Route 50 for an easy commute to Baltimore and Washington, DC, and just minutes to the Bay Bridge. The Harbor View community pavilion and playground, plus nearby everyday conveniences like dining, fitness options, and a local bakery, add even more value to this sought after neighborhood. Move-in ready and packed with upgrades.

$382,000

Welcome to this Harbor View home offering approximately 1,108 square feet of comfortable, updated, one-level living on a spacious 1/3 ac lot. The backyard is fully fenced and ready for pets, play, and entertaining, with a long driveway and double gates for easy access. Enjoy outdoor living with a deck and an inflatable hot tub in the backyard that is available to convey. Inside, the layout is both functional and private, featuring three bedrooms and two full baths. The primary bedroom is generously sized and includes an en-suite bath, thoughtfully positioned on the opposite side of the home from the two additional bedrooms and the second full bath. Well-maintained laminate flooring runs through the main living areas, while the two additional bedrooms offer wall to wall carpet for extra comfort. The eat-in kitchen is bright and welcoming with updated appliances in 2023 and plenty of space for everyday meals. Major improvements provide peace of mind, including a new roof with a transferable lifetime warranty, new siding, gutters, and downspouts, plus added attic insulation and new windows with screens throughout, all completed in 2024. Additional updates include a newer dryer, ceiling fans installed in 2022, a water conditioner, and an HVAC system replaced in 2020. Conveniently located with quick access to Route 50 for an easy commute to Baltimore and Washington, DC, and just minutes to the Bay Bridge. The Harbor View community pavilion and playground, plus nearby everyday conveniences like dining, fitness options, and a local bakery, add even more value to this sought after neighborhood. Move-in ready and packed with upgrades.

2644 Cecil Dr, Chester

Listing courtesy of Realty Navigator. Contact:

Selling Office: Coldwell Banker Realty.

$382,000

Beautifully upgraded 2.5 story townhouse ideally located directly across from the community marina and close to the clubhouse, offering exceptional convenience for boat owners and resort style living. The main level features a bright open living area with ceramic flooring that complements the home’s coastal style and blends seamlessly with the wood-burning fireplace. Sliding doors open to a private patio backing to common areas, creating a peaceful outdoor retreat. The kitchen has been updated with granite countertops, new stainless steel appliances, and a functional layout designed for both everyday living and entertaining. The second level offers two bedrooms and two full baths with vaulted ceilings and skylights throughout. The primary bedroom features an updated en suite bath, private balcony access, and direct access to a spacious loft, ideal for a home office, guest area, or additional living space. The second bedroom also offers vaulted ceilings, skylights, a private balcony with limited marina views, and convenient access to the full hall bath. A laundry area with a new combination washer and dryer is located on this level for added convenience. Sellers have replaced both balconies, and the roof was replaced in recent years with 30 year architectural shingles. Select furniture may be available upon request. Queens Landing is a waterfront condominium community on Kent Island offering a clubhouse, swimming pool, fitness center, pickleball, tennis and racquetball courts, and a community marina. Shopping, dining, and major routes are minutes away, with easy access to Annapolis, Baltimore, and Washington DC. This property is well suited as a primary residence, weekend escape, or low maintenance coastal retreat.

2 Beds ⋅ 3 Baths

Beautifully upgraded 2.5 story townhouse ideally located directly across from the community marina and close to the clubhouse, offering exceptional convenience for boat owners and resort style living. The main level features a bright open living area with ceramic flooring that complements the home’s coastal style and blends seamlessly with the wood-burning fireplace. Sliding doors open to a private patio backing to common areas, creating a peaceful outdoor retreat. The kitchen has been updated with granite countertops, new stainless steel appliances, and a functional layout designed for both everyday living and entertaining. The second level offers two bedrooms and two full baths with vaulted ceilings and skylights throughout. The primary bedroom features an updated en suite bath, private balcony access, and direct access to a spacious loft, ideal for a home office, guest area, or additional living space. The second bedroom also offers vaulted ceilings, skylights, a private balcony with limited marina views, and convenient access to the full hall bath. A laundry area with a new combination washer and dryer is located on this level for added convenience. Sellers have replaced both balconies, and the roof was replaced in recent years with 30 year architectural shingles. Select furniture may be available upon request. Queens Landing is a waterfront condominium community on Kent Island offering a clubhouse, swimming pool, fitness center, pickleball, tennis and racquetball courts, and a community marina. Shopping, dining, and major routes are minutes away, with easy access to Annapolis, Baltimore, and Washington DC. This property is well suited as a primary residence, weekend escape, or low maintenance coastal retreat.

8 Queen Victoria Way, Chester

Listing courtesy of Realty Navigator. Contact:

Selling Office: RE/MAX Executive.

$510,500

111 Bayview – A Meticulously Renovated Coastal Retreat in Kent Narrows Welcome to a home where peace of mind and coastal luxury come together. This meticulously renovated 2,031 sq. ft. residence in the sought-after Bayview community has been upgraded with over $106,900 in improvements since 2016, inspiring confidence in its quality. Offering 3 bedrooms, 2.5 baths, and an assigned navigable boat slip, 111 Bayview is truly move-in ready. Designer Interiors & Modern Flow Step into a main level designed for effortless living. Sophisticated Style: A tiled foyer opens to spacious living areas grounded by luxury vinyl plank (LVP) flooring (2016) and framed by custom solid-core doors and elegant plantation shutters (2018). Chef’s Kitchen: The heart of the home is the gourmet kitchen, completely renovated in 2020. It features modern finishes that flow seamlessly into the dining area and a living room anchored by a wood-burning fireplace. Light & Space: Over $3,000 was invested in custom sliding glass doors, bathing the interior in natural light and providing easy access to the outdoor decks. A stylishly renovated powder room (2020) completes this level. Restful Retreats Ascend the staircase, featuring plush new carpeting (2023) that extends throughout the upper level. Primary Sanctuary: The owner’s suite is a true escape, boasting a stunning $20,000 bathroom remodel (2023) with high-end fixtures and spa-inspired finishes. Guest Comfort: Family and guests will appreciate the second full bathroom, which was also fully renovated in 2020 to match the home's modern standard. Worry-Free Systems & Efficiency Beyond the cosmetic beauty, this home is built to perform with significant infrastructure investments: Climate Control: A high-efficiency heat pump and air handler with a two-zone damper system ($12,000 value, 2016), with ducts professionally cleaned in 2024. Energy & Protection: "Invisible" but vital upgrades include a conditioned crawl space with moisture barrier and dehumidifier (2023), a new water heater with whole-house filtration (2023), and fresh blow-in attic insulation (2025). The Boating Lifestyle: Outdoor living is paramount here. Entertain on the rear deck (replaced 2020) or relax on two private balconies with brand-new decking (2025). Best of all, your assigned boat slip conveys with the home. Future Value Locked In: Boating access is improving! A dredging project for Muddy Creek and the Boat Basin is slated for completion in April 2026. Adding enhancement—for prime Unrestricted water access. Community & Location: Enjoy resort-style amenities including a pool, boat dock, and storage yard, with a Condominium fee that covers water, trash, and snow removal, landscaping, maintenance, and professional property management services. Located just minutes from the Bay Bridge and the dining of Kent Narrows, this is where your shore life begins.

111 Bayview – A Meticulously Renovated Coastal Retreat in Kent Narrows Welcome to a home where peace of mind and coastal luxury come together. This meticulously renovated 2,031 sq. ft. residence in the sought-after Bayview community has been upgraded with over $106,900 in improvements since 2016, inspiring confidence in its quality. Offering 3 bedrooms, 2.5 baths, and an assigned navigable boat slip, 111 Bayview is truly move-in ready. Designer Interiors & Modern Flow Step into a main level designed for effortless living. Sophisticated Style: A tiled foyer opens to spacious living areas grounded by luxury vinyl plank (LVP) flooring (2016) and framed by custom solid-core doors and elegant plantation shutters (2018). Chef’s Kitchen: The heart of the home is the gourmet kitchen, completely renovated in 2020. It features modern finishes that flow seamlessly into the dining area and a living room anchored by a wood-burning fireplace. Light & Space: Over $3,000 was invested in custom sliding glass doors, bathing the interior in natural light and providing easy access to the outdoor decks. A stylishly renovated powder room (2020) completes this level. Restful Retreats Ascend the staircase, featuring plush new carpeting (2023) that extends throughout the upper level. Primary Sanctuary: The owner’s suite is a true escape, boasting a stunning $20,000 bathroom remodel (2023) with high-end fixtures and spa-inspired finishes. Guest Comfort: Family and guests will appreciate the second full bathroom, which was also fully renovated in 2020 to match the home's modern standard. Worry-Free Systems & Efficiency Beyond the cosmetic beauty, this home is built to perform with significant infrastructure investments: Climate Control: A high-efficiency heat pump and air handler with a two-zone damper system ($12,000 value, 2016), with ducts professionally cleaned in 2024. Energy & Protection: "Invisible" but vital upgrades include a conditioned crawl space with moisture barrier and dehumidifier (2023), a new water heater with whole-house filtration (2023), and fresh blow-in attic insulation (2025). The Boating Lifestyle: Outdoor living is paramount here. Entertain on the rear deck (replaced 2020) or relax on two private balconies with brand-new decking (2025). Best of all, your assigned boat slip conveys with the home. Future Value Locked In: Boating access is improving! A dredging project for Muddy Creek and the Boat Basin is slated for completion in April 2026. Adding enhancement—for prime Unrestricted water access. Community & Location: Enjoy resort-style amenities including a pool, boat dock, and storage yard, with a Condominium fee that covers water, trash, and snow removal, landscaping, maintenance, and professional property management services. Located just minutes from the Bay Bridge and the dining of Kent Narrows, this is where your shore life begins.

111 Bay Vw, Grasonville

Listing courtesy of Greater Annapolis Realty. Contact:

Selling Office: Meredith Fine Properties.

$342,500

Don't miss a 2nd chance to tour 208 Elm Street, a warm and inviting ranch-style home tucked into the friendly Centreville Heights neighborhood. Set on a lovely .37-acre lot, this charming 3-bedroom, 2-bath home offers a wonderful blend of comfort, character, and easy everyday living. Step inside and feel instantly at home in the sun-filled living room, where natural light and a welcoming layout set the tone. Just beyond, a spacious family room invites you to relax and unwind, featuring a cozy pellet stove that’s perfect for crisp evenings at home complete. A dining area flows effortlessly into the country kitchen, where a timeless gas cooking range make cooking a pleasure. A convenient mudroom with laundry adds thoughtful functionality to the space. Three bedrooms and two full baths provide flexibility for family, guests, or a home office. Recent updates include fresh interior paint, luxury vinyl flooring (with original hardwood beneath), a newer refrigerator (2022), and peace-of-mind upgrades such as newer windows and a roof—both replaced within the last 10 years. Central air conditioning and efficient propane heat ensure year-round comfort. Outside, the welcoming front porch is the perfect spot to enjoy morning coffee or quiet evenings. The large unfinished basement offers endless possibilities for storage, a workshop, or future living space, while the backyard shed provides room for tools and outdoor essentials. Ideally located just minutes from Historic Centreville, the Centreville Wharf & Public Landing, local parks, and restaurants—and only about 25 minutes to the Bay Bridge—this home offers small-town charm with convenient access. Offered at $360,000, 208 Elm Street is a wonderful opportunity for first-time buyers or those looking to downsize without giving up space or comfort. Full of warmth, character, and potential, this sweet home is ready to welcome its next chapter. Schedule your showing today and come see why it feels just right.

Don't miss a 2nd chance to tour 208 Elm Street, a warm and inviting ranch-style home tucked into the friendly Centreville Heights neighborhood. Set on a lovely .37-acre lot, this charming 3-bedroom, 2-bath home offers a wonderful blend of comfort, character, and easy everyday living. Step inside and feel instantly at home in the sun-filled living room, where natural light and a welcoming layout set the tone. Just beyond, a spacious family room invites you to relax and unwind, featuring a cozy pellet stove that’s perfect for crisp evenings at home complete. A dining area flows effortlessly into the country kitchen, where a timeless gas cooking range make cooking a pleasure. A convenient mudroom with laundry adds thoughtful functionality to the space. Three bedrooms and two full baths provide flexibility for family, guests, or a home office. Recent updates include fresh interior paint, luxury vinyl flooring (with original hardwood beneath), a newer refrigerator (2022), and peace-of-mind upgrades such as newer windows and a roof—both replaced within the last 10 years. Central air conditioning and efficient propane heat ensure year-round comfort. Outside, the welcoming front porch is the perfect spot to enjoy morning coffee or quiet evenings. The large unfinished basement offers endless possibilities for storage, a workshop, or future living space, while the backyard shed provides room for tools and outdoor essentials. Ideally located just minutes from Historic Centreville, the Centreville Wharf & Public Landing, local parks, and restaurants—and only about 25 minutes to the Bay Bridge—this home offers small-town charm with convenient access. Offered at $360,000, 208 Elm Street is a wonderful opportunity for first-time buyers or those looking to downsize without giving up space or comfort. Full of warmth, character, and potential, this sweet home is ready to welcome its next chapter. Schedule your showing today and come see why it feels just right.

208 Elm St, Centreville

Listing courtesy of Compass. Contact:

Selling Office: Benson & Mangold, LLC.

$472,000

Spacious & Updated Home in Cloverfields on Kent Island Welcome to this beautifully improved home located in the desirable Cloverfields community on Kent Island in Stevensville. Set on an oversized double lot with a private, tree-lined backyard with a brand-new privacy fence, this 3 bedroom, 2 bath home offers over 2,300 sq ft of total living space and a long list of recent upgrades. On the upper level, enjoy an open concept with laminate flooring throughout. An open kitchen with breakfast bar has all the appliances you need including dishwasher (one year old), stove (less than two years old) and a brand-new microwave. The dining room walks out to a screened in balcony to enjoy your morning coffee while catching the morning news or Today show. The living room features a large bay window allowing lots of natural light. The newly renovated primary suite features brand new luxury plank flooring, walk-in closet and beautifully renovated primary bath with soaking tub, double sinks and walk in shower. A second bedroom and second full bath round out the upper level rooms. On the lower level you'll find a generously sized third bedroom, large family room with fireplace that walks out to the fenced in yard, laundry area and workshop with access out to the driveway area. Rough in plumbing appears to be in place for an additional bathroom but buyers are responsible for their own due diligence to add 3rd bath. Major improvements include a new HVAC system, privacy fencing, and new siding and roof just completed at the end of October 2025. Cloverfields offers exceptional amenities: private beach on the Chester River, marina with boat ramp and rental slips, seasonal pool, playground, clubhouse, and low annual HOA fees. Conveniently located just minutes from the Chesapeake Bay Bridge, with easy access to Annapolis, Baltimore, and D.C. Owners are motivated— purchased in 2024 with plans to make this their dream home, a job transfer has prompted a quick sale. Don’t miss this opportunity to own in one of Kent Island’s most sought-after communities.

Spacious & Updated Home in Cloverfields on Kent Island Welcome to this beautifully improved home located in the desirable Cloverfields community on Kent Island in Stevensville. Set on an oversized double lot with a private, tree-lined backyard with a brand-new privacy fence, this 3 bedroom, 2 bath home offers over 2,300 sq ft of total living space and a long list of recent upgrades. On the upper level, enjoy an open concept with laminate flooring throughout. An open kitchen with breakfast bar has all the appliances you need including dishwasher (one year old), stove (less than two years old) and a brand-new microwave. The dining room walks out to a screened in balcony to enjoy your morning coffee while catching the morning news or Today show. The living room features a large bay window allowing lots of natural light. The newly renovated primary suite features brand new luxury plank flooring, walk-in closet and beautifully renovated primary bath with soaking tub, double sinks and walk in shower. A second bedroom and second full bath round out the upper level rooms. On the lower level you'll find a generously sized third bedroom, large family room with fireplace that walks out to the fenced in yard, laundry area and workshop with access out to the driveway area. Rough in plumbing appears to be in place for an additional bathroom but buyers are responsible for their own due diligence to add 3rd bath. Major improvements include a new HVAC system, privacy fencing, and new siding and roof just completed at the end of October 2025. Cloverfields offers exceptional amenities: private beach on the Chester River, marina with boat ramp and rental slips, seasonal pool, playground, clubhouse, and low annual HOA fees. Conveniently located just minutes from the Chesapeake Bay Bridge, with easy access to Annapolis, Baltimore, and D.C. Owners are motivated— purchased in 2024 with plans to make this their dream home, a job transfer has prompted a quick sale. Don’t miss this opportunity to own in one of Kent Island’s most sought-after communities.

922 Petinot Pl, Stevensville

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Lovely home with tons of upgrades!! Huge living room/ dining area, Extra large paved parking area (3yrs)for that commercial business or just friends! In the past 3 years, windows,new brick front, HWH, Washer and Dryer, WELL (8 years) HVAC 3 and ROOF Replaced (7 years). Water softener, reverse osmosis at the kitchen sink , Utility room in the back, detached shed, HUGE YARD Converted porch to an extra room and small family room. Completely fenced yard with gate (3 yrs) with tiki hut and shed. Good signage on Rt 50 and Rt 18! ZONED GNC (Grasonville neighborhood Commercial)

$290,000

2 Beds ⋅ 1 Baths

Lovely home with tons of upgrades!! Huge living room/ dining area, Extra large paved parking area (3yrs)for that commercial business or just friends! In the past 3 years, windows,new brick front, HWH, Washer and Dryer, WELL (8 years) HVAC 3 and ROOF Replaced (7 years). Water softener, reverse osmosis at the kitchen sink , Utility room in the back, detached shed, HUGE YARD Converted porch to an extra room and small family room. Completely fenced yard with gate (3 yrs) with tiki hut and shed. Good signage on Rt 50 and Rt 18! ZONED GNC (Grasonville neighborhood Commercial)

3729 Main St, Grasonville

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Samson Properties.

$650,000

Welcome to this stunning 5-bedroom, 3.5-bath home boasting over 3,300 sq. ft. of living space, ideally located in a quiet 12-home subdivision on the Queen Anne/Centreville line. Tucked away on a premium cul-de-sac lot, this property sits high in the back of the community, offering both privacy and beautiful curb appeal. Inside, you’ll find a thoughtful layout designed for comfort and convenience. The first floor features a spacious junior ensuite bedroom, perfect for guests or multigenerational living. Upstairs, the primary suite impresses with a luxurious spa-style bath and an extraordinary 12' x 20' walk-in closet. The second floor also offers a versatile TV/media space, creating the ideal spot for movie nights or a cozy retreat. With its expansive backyard, this home is perfect for entertaining or future outdoor enhancements—there’s even room for a pool. Thanks to the home’s placement on the lot, the rear yard feels exceptionally private. Located just minutes from historic Centreville, you’ll enjoy easy access to charming shops, restaurants, schools, and commuter routes—while still tucked away in a peaceful neighborhood setting.

5 Beds ⋅ 4 Baths

Welcome to this stunning 5-bedroom, 3.5-bath home boasting over 3,300 sq. ft. of living space, ideally located in a quiet 12-home subdivision on the Queen Anne/Centreville line. Tucked away on a premium cul-de-sac lot, this property sits high in the back of the community, offering both privacy and beautiful curb appeal. Inside, you’ll find a thoughtful layout designed for comfort and convenience. The first floor features a spacious junior ensuite bedroom, perfect for guests or multigenerational living. Upstairs, the primary suite impresses with a luxurious spa-style bath and an extraordinary 12' x 20' walk-in closet. The second floor also offers a versatile TV/media space, creating the ideal spot for movie nights or a cozy retreat. With its expansive backyard, this home is perfect for entertaining or future outdoor enhancements—there’s even room for a pool. Thanks to the home’s placement on the lot, the rear yard feels exceptionally private. Located just minutes from historic Centreville, you’ll enjoy easy access to charming shops, restaurants, schools, and commuter routes—while still tucked away in a peaceful neighborhood setting.

113 Paulowina Rd, Queen Anne

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

Selling Office: Compass.

$500,000

Ellendale - This home shows like a model home, in pristine condition and ready for you to move in. This 4 Bedroom 3 1/2 baths townhouse features 2,304 square feet with open floor plan. The townhouse is set up for entertaining with open floor plan and wonderful deck. It is close to the community pool. The neighborhood has so many features as well as the community pool, boat storage, kayak launch, private beach and walking trails. This is the property you have been looking for!

4 Beds ⋅ 4 Baths

Ellendale - This home shows like a model home, in pristine condition and ready for you to move in. This 4 Bedroom 3 1/2 baths townhouse features 2,304 square feet with open floor plan. The townhouse is set up for entertaining with open floor plan and wonderful deck. It is close to the community pool. The neighborhood has so many features as well as the community pool, boat storage, kayak launch, private beach and walking trails. This is the property you have been looking for!

119 Keenan Way, Stevensville

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

Selling Office: Rosendale Realty.

$750,000

OFFER DEADLINE OF SUNDAY 3/1 5pm. Nestled in the prestigious Bennett Point community, “Deerwood” is a stunning Colonial offering over 3,200 sq. ft. of thoughtfully designed living space on a picturesque 5-acre lot. Blending elegance with everyday comfort, this home is ideal for relaxed living and entertaining alike. The interior features a gourmet kitchen with abundant storage, two ovens, and a sunlit casual dining area that flows seamlessly into the main living spaces. Three wood-burning fireplaces and a gas wood stove, living and dining rooms, and a library/office provide both charm and functionality. A bright sunroom overlooks the custom freeform pool, patios, and tranquil wooded surroundings. The generous floor plan includes four bedrooms, highlighted by a luxurious primary suite with fireplace, heated-floor bath, walk-in shower, soaking tub, large walk-in closet and even a laundry chute! A versatile bonus/flex room with an alternate separate entrance offers options for a home gym, office, nursery, or creative space. HVAC updated in 2022, roof in 2024, upgraded well pump in 2024, freshly painted and new carpet 2026. Step outside to your private retreat, surrounded by mature trees and lush landscaping. Enjoy entertaining on multiple patios, relaxing by the pool, or quiet moments by the waterfall and pond. Additional features include a new wooden fence, whole-house generator, security system, laundry chute, extra storage, and a separate mudroom with garage access. This exceptional property combines space, privacy, and sophistication—creating a true sanctuary to call home with easy access to dining, shopping, Route 50, Kent Island and Easton. Don't wait to make this house your home!!

4 Beds ⋅ 3 Baths

OFFER DEADLINE OF SUNDAY 3/1 5pm. Nestled in the prestigious Bennett Point community, “Deerwood” is a stunning Colonial offering over 3,200 sq. ft. of thoughtfully designed living space on a picturesque 5-acre lot. Blending elegance with everyday comfort, this home is ideal for relaxed living and entertaining alike. The interior features a gourmet kitchen with abundant storage, two ovens, and a sunlit casual dining area that flows seamlessly into the main living spaces. Three wood-burning fireplaces and a gas wood stove, living and dining rooms, and a library/office provide both charm and functionality. A bright sunroom overlooks the custom freeform pool, patios, and tranquil wooded surroundings. The generous floor plan includes four bedrooms, highlighted by a luxurious primary suite with fireplace, heated-floor bath, walk-in shower, soaking tub, large walk-in closet and even a laundry chute! A versatile bonus/flex room with an alternate separate entrance offers options for a home gym, office, nursery, or creative space. HVAC updated in 2022, roof in 2024, upgraded well pump in 2024, freshly painted and new carpet 2026. Step outside to your private retreat, surrounded by mature trees and lush landscaping. Enjoy entertaining on multiple patios, relaxing by the pool, or quiet moments by the waterfall and pond. Additional features include a new wooden fence, whole-house generator, security system, laundry chute, extra storage, and a separate mudroom with garage access. This exceptional property combines space, privacy, and sophistication—creating a true sanctuary to call home with easy access to dining, shopping, Route 50, Kent Island and Easton. Don't wait to make this house your home!!

2107 Bennett Point Rd, Queenstown

Listing courtesy of EXP Realty, LLC. Contact:

Welcome to 119 Darden Road, a lovely ranch-style home nestled in Chestertown, MD. This charming residence offers 3 cozy bedrooms and 2 bathrooms across 1,424 square feet of living space, perfect for comfortable living. The eat-in kitchen, complete with a handy stove, sets the stage for delightful meals and gatherings. Enjoy the warm ambiance of a fireplace in the spacious living room, enhanced by recessed lighting. Step outside to a large deck overlooking a 15,000 square foot lot, perfect for relaxation and entertainment. This home features a playground and tennis court access for leisurely afternoons. With an attached garage, air conditioning, and in-building laundry, convenience is at your fingertips. Water enthusiasts will appreciate the nearby water access, while pickleball fans can enjoy a game on the community court. Situated in a friendly neighborhood, this home combines comfort with a variety of amenities to suit your lifestyle. Whether you’re cozying up by the fireplace or exploring the outdoors, 119 Darden Road is ready to welcome you home!

$270,000

Welcome to 119 Darden Road, a lovely ranch-style home nestled in Chestertown, MD. This charming residence offers 3 cozy bedrooms and 2 bathrooms across 1,424 square feet of living space, perfect for comfortable living. The eat-in kitchen, complete with a handy stove, sets the stage for delightful meals and gatherings. Enjoy the warm ambiance of a fireplace in the spacious living room, enhanced by recessed lighting. Step outside to a large deck overlooking a 15,000 square foot lot, perfect for relaxation and entertainment. This home features a playground and tennis court access for leisurely afternoons. With an attached garage, air conditioning, and in-building laundry, convenience is at your fingertips. Water enthusiasts will appreciate the nearby water access, while pickleball fans can enjoy a game on the community court. Situated in a friendly neighborhood, this home combines comfort with a variety of amenities to suit your lifestyle. Whether you’re cozying up by the fireplace or exploring the outdoors, 119 Darden Road is ready to welcome you home!

119 Darden Rd, Chestertown

Listing courtesy of Compass. Contact:

Selling Office: Clark & Co Realty, LLC.

$199,000

If you’ve been waiting for a project with real character, this is the one. This large Victorian is full of potential and just waiting for the right vision to bring it back to life. From the moment you see the wide front porch, you can imagine slow mornings with coffee, quiet evenings with tea, and the timeless charm this home once offered—and can offer again. Set on a generous lot just outside the heart of Sudlersville, the property blends small-town charm with everyday convenience. You’re minutes from Route 301, making commuting or travel simple while still enjoying a quieter pace of life. The home is equipped with Tesla solar panels, offering long-term energy savings once renovations are complete. Adding even more value is a separate 2-bedroom cottage on the property—perfect for rental income, guest space, or a future home office setup. This property is being sold strictly as-is and will require renovations, but for the right buyer, the possibilities are endless. Whether you’re looking to restore a historic home, invest, or create something truly special, this is an opportunity you don’t want to miss. Bring your ideas, your vision, and your plans—this Victorian is ready for its next chapter.

If you’ve been waiting for a project with real character, this is the one. This large Victorian is full of potential and just waiting for the right vision to bring it back to life. From the moment you see the wide front porch, you can imagine slow mornings with coffee, quiet evenings with tea, and the timeless charm this home once offered—and can offer again. Set on a generous lot just outside the heart of Sudlersville, the property blends small-town charm with everyday convenience. You’re minutes from Route 301, making commuting or travel simple while still enjoying a quieter pace of life. The home is equipped with Tesla solar panels, offering long-term energy savings once renovations are complete. Adding even more value is a separate 2-bedroom cottage on the property—perfect for rental income, guest space, or a future home office setup. This property is being sold strictly as-is and will require renovations, but for the right buyer, the possibilities are endless. Whether you’re looking to restore a historic home, invest, or create something truly special, this is an opportunity you don’t want to miss. Bring your ideas, your vision, and your plans—this Victorian is ready for its next chapter.

202 Church St N, Sudlersville

Listing courtesy of RE/MAX Chesapeake. Contact:

Selling Office: Clark & Co Realty, LLC.

$325,000

Motivated Seller. Welcome to 121 Primrose Road, a well-built two-story home offering 2,034 square feet of living space on a .345-acre lot, located just outside downtown Chestertown in a quiet setting. The upper level includes three bedrooms and two full bathrooms, while the main level offers a convenient half bath. The first floor features a bright living area, a traditional dining space, and a spacious all-seasons room off the kitchen—ideal for everyday living or entertaining. The full basement provides excellent potential for future finishing, storage, or workspace. Recent improvements include newly installed LVP flooring in the downstairs bathroom and sunroom, completed this month. A brand-new septic system adds peace of mind, while the attached two-car garage and large rear deck enhance functionality and outdoor enjoyment. Situated on the Queen Anne’s County side of Chestertown, the property offers easy access to downtown shops, dining, and waterfront amenities, while still enjoying the feel of a peaceful neighborhood.

Motivated Seller. Welcome to 121 Primrose Road, a well-built two-story home offering 2,034 square feet of living space on a .345-acre lot, located just outside downtown Chestertown in a quiet setting. The upper level includes three bedrooms and two full bathrooms, while the main level offers a convenient half bath. The first floor features a bright living area, a traditional dining space, and a spacious all-seasons room off the kitchen—ideal for everyday living or entertaining. The full basement provides excellent potential for future finishing, storage, or workspace. Recent improvements include newly installed LVP flooring in the downstairs bathroom and sunroom, completed this month. A brand-new septic system adds peace of mind, while the attached two-car garage and large rear deck enhance functionality and outdoor enjoyment. Situated on the Queen Anne’s County side of Chestertown, the property offers easy access to downtown shops, dining, and waterfront amenities, while still enjoying the feel of a peaceful neighborhood.

121 Primrose Rd, Chestertown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: Taylor Properties.

$849,000

Hard to find small 7 lot community, close to town. Houses are spread apart in estate fashion. This home offers loads of privacy, five bedrooms, 2.5 baths, gourmet kitchen, breakfast nook, open plan (kitchen/family room) and a gas fireplace for comfortable living during cooler temps. Two bedrooms are located on the first floor and one could be useful for that private in-home office. This home features a maintenance free covered porch elevated above the walk-out basement, feels like a tree house. The walkout basement is unfinished and has a half-bath rough-in has been installed. If you are looking for a home with plenty of closet space and storage, look no further, closets are plentiful and amazing. Tiled master bath has soaking tub and separate walk-in shower. Granite counter and vanity tops throughout. Occupancy permit in hand. Quick settlement and move in available. Listing agent is owner of Weese Development Corporation.

5 Beds ⋅ 3 Baths

Hard to find small 7 lot community, close to town. Houses are spread apart in estate fashion. This home offers loads of privacy, five bedrooms, 2.5 baths, gourmet kitchen, breakfast nook, open plan (kitchen/family room) and a gas fireplace for comfortable living during cooler temps. Two bedrooms are located on the first floor and one could be useful for that private in-home office. This home features a maintenance free covered porch elevated above the walk-out basement, feels like a tree house. The walkout basement is unfinished and has a half-bath rough-in has been installed. If you are looking for a home with plenty of closet space and storage, look no further, closets are plentiful and amazing. Tiled master bath has soaking tub and separate walk-in shower. Granite counter and vanity tops throughout. Occupancy permit in hand. Quick settlement and move in available. Listing agent is owner of Weese Development Corporation.

126 Finley Creek Dr, Centreville

Listing courtesy of Weese Properties, LLC. Contact:

Selling Office: Compass.

$741,810

New Construction to be built in Queen Anne Colony. Water Privileged plus a community park and kayak launch. A serene lifestyle awaits you for full-time living or vacation home, all on 1 level. Make this your home with your personal selections, and you can move in this summer. Model home available to tour. The best of Eastern Shore living just 5 minutes from the Bay Bridge. Enjoy your home as well as golf, hiking trails, and fine dining. Welcome home.