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$385,000
4 Beds ⋅ 3 Baths
Updated + Upgraded - Turn-key 4BR/2.5BA contemporary 2-story home on a culdesac lot backing to trees, near historic downtown Denton - a true gem of an Eastern Shore town, perched on the banks of the Choptank River - but tucked away on a residential court. New flooring + paint throughout, new granite counters, new kitchen appliances, new fixtures. Wide open floorplan boasts tall ceilings, spacious rooms throughout, and lots of great light. Great room with new LVP flooring offers living, dining, breakfast, and kitchen spaces. Bright + cheery kitchen - light gray cabinetry, new stainless steel appliances, gorgeous granite counters, new custom tile backsplash. Sliders out to the expansive deck overlooking your roomy yard. Separate flex room - perfect for a home office, study - whatever you like. A half bath completes the 1st floor. Upstairs, primary bedroom with vaulted ceiling, new carpet, walk-in closet, full, en-suite bath - new tile floors, step-in shower, double-sink vanity. 3 additional bedrooms - all with new carpet. 2nd full bath with tub/shower combo, tile flooring. Laundry room with new tile floors completes the home's interior. Attached 2-car garage with extra space for storage, concrete driveway, nice-sized storage shed. Minutes to the best that Denton and Caroline County offers - great local restaurants, boutique and big-box store shopping, arts + culture, history galore, plenty of public launches and marinas, boating, world-class fishing, crabbing, hunting, wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters, fishermen and anyone who wants to enjoy the more relaxed pace on the Eastern Shore - from the beaches to the bays and beyond! Great central location on the Delmarva Peninsula -- 15mi to Easton, 30mi to the Bay Bridge or Cambridge, 40mi to Annapolis's Downtown, about an hour to the Delaware Beaches or Newark, half hour more to Ocean City's Boardwalk. This home is ready for its new owner to just move in and enjoy. Sizes, taxes, distances approximate.

502 Kathryn Ct, Denton

Listing courtesy of EXP Realty, LLC. Contact:

$499,500
5 Beds ⋅ 3 Baths
Rare find! A split foyer Lake Retreat with 5 bedrooms! This home has nice finishes, open floorplan, 2 car garage, back deck, nice yard. If you are looking for space, then this one needs to be on the must-see list. A great balance of Lake living with everyday convenience. CLOSE TO GOLF, WINERY, SHOPPING, YMCA, LIBRARY, CAROLINE COUNTY AGRICULTURE FAIR, CAROLINE COMMUNITY THEATER, FARMERS MARKET, KINGS DOMINION, MEADOW EVENT PARK, DOMINION RACEWAY & NEW KALAHARI RESORT WATERPARK COMING SOON ONLY 10 MILES NORTH !! LOT'S TO DO !!

66 Albertson Ct, Ruther Glen

Listing courtesy of Hometown Realty Services, Inc.. Contact:

$525,000
2 Beds ⋅ 1 Baths
Don’t miss this exceptional 20+/- acre working horse farm thoughtfully designed for both functionality and country living. This well-equipped equestrian property offers everything needed for training, boarding, riding, and daily farm operations. The property features a 36’ x 40’ center-aisle barn with 9 stalls, water, electric, and an insulated tack room, along with a 77’ x 36’ metal barn currently framed as a shell and designed for 8+ additional stalls and a dedicated hay storage area. A 36’ x 20’ three-bay workshop provides ample space for equipment, storage, or farm projects. Equestrian amenities include a 100’ x 200’ sand arena and 13 turnout pastures in varying sizes including 100’ x 100’, 100’ x 300’, 100’ x 400’, and 200’ x 400’. Several pastures offer the flexibility to be subdivided for additional turnout space. Adding to the charm is a comfortable 2-bedroom, 1-bath farmhouse offering approximately 1,290 square feet of living space with a brand new kitchen and surrounded by mature fruit trees and peaceful countryside views. Approximately 7 acres are enrolled in Forest Conservation, featuring scenic riding trails that lead to a stream flowing into Hog Creek. With separate entrances from Bell Creek Road serving both the residence and barn areas, this unique property offers privacy, convenience, and endless possibilities for horse enthusiasts, trainers, or anyone seeking a beautiful rural retreat.

5820 Bell Creek Rd, Preston

Listing courtesy of EXP Realty, LLC. Contact:

$494,999
3 Beds ⋅ 2 Baths
NEW Construction Only 2 remain - Ready to move in today! Below Market financing available. This ranch-style model home includes an inviting great room with fireplace and a well-designed kitchen with stainless-steel appliances, tile backsplash, hardwood flooring, a built-in pantry and an adjacent dining room. The luxurious primary suite offers a roomy walk-in closet and lavish bath with double sinks. You'll also appreciate the private study, extended covered deck and unfinished basement. Lot backs to trees!

7106 Braxton Ct, Ruther Glen

Listing courtesy of LPT Realty, LLC. Contact:

$510,000
4 Beds ⋅ 3 Baths
Welcome home to effortless living in this nearly new, 3-year-old Richmond American beauty—where modern design meets everyday comfort and convenience. Why wait to build when you can move right into a home that already has the upgrades, space, and premium lot you’ve been searching for? Step inside to a bright, open floor plan designed for the way you live today. The heart of the home flows seamlessly from the kitchen to the living and dining areas—perfect for entertaining or simply enjoying time at home. A main-level bedroom with a full bath offers incredible flexibility for guests, multi-generational living, or a private home office. Upstairs, you’ll find even more space to love, including a versatile loft—ideal for a playroom, media room, or second living area. The oversized upper-level laundry room adds everyday convenience, while the spacious bedrooms provide comfort for everyone. The outdoor space is just as impressive. Enjoy a low-maintenance composite deck overlooking your premium cul-de-sac lot that backs to peaceful green space—perfect for relaxing evenings or hosting gatherings. The backyard is ready for fun with a swing set already in place, making it easy to enjoy from day one. Looking for room to grow? The unfinished basement offers incredible potential, complete with a full bath rough-in and the option to add a 5th legal bedroom—customize it to fit your needs and build instant equity. Located in the sought-after, amenity-rich community of Pendleton, you’ll enjoy access to a pool, playground, pickleball courts, dog park, and golf course. Plus, you’re just minutes from major commuter routes, shopping, and dining—bringing convenience to your doorstep. With countless upgrades beyond builder standards and true move-in ready condition, this home checks every box. Skip the wait and start living the lifestyle you’ve been dreaming of!

7109 State Way, Ruther Glen

Listing courtesy of Coldwell Banker Elite. Contact:

$97,500
Offers will be presented as received. Seller has 3 very quiet wooded lots for sale. One 4-acre lot and two 6.5 acre lots. Land is in Ruther Glen close to King's Dominion, the State Fairgrounds and I-95. Very nice location to build your dream home or recreational use for hunting. Don't miss out on this opportunity!

Off Brownstone Rd, Ruther Glen

Listing courtesy of B. Allen Realty. Contact:

$450,000
1 Beds ⋅ 3 Baths
Back on the market!! A Unique Opportunity on Marylands Eastern Shore. This prime location tucked away between Easton & Denton, is this remarkable and beautifully maintained, 6.18 acre property that combines the tranquility of a pastoral countryside. Set on 6.18 acres of gently rolling land, this is One Lot, divided into 2 parcels, (one 2 .18 Acre and one 4 acre parcel). The 2.18 acre parcel hosts an impressive 1,596 Sq. Ft. building, impeccably maintained and beautifully finished. Beautiful wood floors and Oak Ceilings. Lots of skylights! Kitchen, SS appliances. Top of the line ceramic tile shower room and loft bedroom. This building offers flexibility to serve as a residence, or guest quarters. ...and the crawlspace is fully encapsulated! The adjoining 4 acre parcel is ready to build, if so desired. The grounds are partially wooded, with majestic mature trees and a peaceful pond, creating a picturesque setting that inspires both productivity and relaxation. Additional amenities include a spacious Workshop, ample storage, a fabulous fenced garden area, greenhouse, fenced firewood supply area, a fully fenced lot and a full home generator for convenience and peace of mind. Whether you are an entrepreneur, a creative professional, or someone who values space and serenity, this property delivers a rare balance of beauty and purpose. Take the opportunity to come and see for yourself.

23629 Willow Pond Rd, Denton

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

$595,000
5 Beds ⋅ 3 Baths
Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Beautiful Expansive lot size gives you the privacy needed within a walkable neighborhood. The flat level lot opens up future pool and other amenity possibilities. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A large rear screened-in porch to watch the local wildlife opens onto extensive hardscaping, perfect for an outdoor fire pit to enjoy those cool evenings with family and friends. Large open kitchen into the family room is the heart of the home that features a wood stove. 4 substantial bedrooms upstairs. Main floor features an office that could be a wide range of things, including a main floor bedroom. Steps from the Asbury Nature Trail that brings you to your community dock and water access with Huge views of the Choptank River.

24276 Asbury Dr, Denton

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

$6,900,000
4 Beds ⋅ 5 Baths
ROSE HILL ESTATE — 352 ACRES OF HISTORIC ELEGANCE AND AN ELEVATED COUNTRY LIFESTYLE Featured in Architectural Digest, this Amelia T. Handegan–designed residence anchors one of Virginia’s most distinguished country estates. Encompassing 352.24 acres, the property offers timeless elegance, masterful restoration, and unparalleled privacy. Designed for those who value both heritage and luxury, every detail reflects refined craftsmanship and enduring beauty. The estate’s remarkable grounds and gardens were further recognized with the 2016 ASLA Virginia Chapter Merit Award, honoring the property’s exceptional landscape architecture and stewardship. Protected under conservation easement, the estate’s rolling landscape unfolds through two gated entrances across open fields, century-old hardwoods, formal gardens, and a stocked pond—offering a rare balance of seclusion, scale, and natural beauty. Originally built in 1799, the residence was comprehensively restored in 2011 by Tidewater Preservation, Inc., under the direction of acclaimed Charleston designer Amelia T. Handegan. The result is a seamless blend of historic integrity and modern sophistication, enhanced by geothermal climate control and radiant floor heating. The 5,431-square-foot main residence features 4 bedrooms, each with an ensuite bath, and a collection of gracious living spaces defined by hardwood floors, intricate crown molding, chair railing, and custom French wallpaper. Formal rooms include a dining room with fireplace, an elegant living room with built-ins, and a distinctive octagonal music room with English windows and hand-painted geometric floors. The chef’s eat-in kitchen pairs historic character with professional-grade function, offering custom wood cabinetry, a wood-burning fireplace, marble-topped island, Wolf range, paneled appliances, wine refrigerator, and ice machine. A well-appointed mudroom with built-ins and laundry provides convenient access to the gardens. The main-level primary suite is a private retreat, featuring a fireplace, sitting room with built-ins, walk-in closet, and direct access to the outdoors, along with a marble-clad bath complete with dual vanities, soaking tub, and walk-in shower. Additional bedroom suites offer fireplaces, built-ins, and beautifully appointed baths, each capturing sweeping views of the rolling countryside, pond, or historic gardens. Beyond the main residence, a guest cottage with exposed beams, marble finishes, and a fireplace offers refined accommodations for visitors. A Pennsylvania bank barn, relocated in 2009, has been thoughtfully reimagined to include a gym, office with full bath, and loft. Distinctive architectural elements include a Thomas Jefferson–inspired dovecote with Birmingham Rollers and a newly constructed folly overlooking the pond. Outdoor amenities are equally exceptional, featuring a tennis court with pavilion, croquet lawn, riding trails, and formal gardens that have been showcased in Garden Club tours, filled with hydrangeas, peonies, fruit trees, and rose of Sharon. A working barn supports a herd of Belted Galloway cattle, further enhancing the estate’s pastoral character. Utilities include well water, septic, geothermal HVAC, propane heat (two owned tanks: 500 and 1,000 gallons), radiant floor heating, and four hot water tanks. A rare and significant offering, Rose Hill Estate embodies a legacy property—where history, land, and lifestyle converge in extraordinary form.

23348 Tidewater Trl, Rappahannock Academy

Listing courtesy of Coldwell Banker Elite. Contact:

$115,000
Near the new waterpark and Only a short distance off of Rte 1 on Marye rd sits this 2.17 acre lot with privacy abound. The property has been recently surveyed and is well marked. It is a pipe stem lot with a 18 foot stem for a driveway leading back to the wooded 2 acres. This is a great area to build and enjoy the peace and tranquility of Mother nature at her finest but still be close to the main roads for commuting. Commuting close to the new waterpark and Amazon facilities. Property is to the left of 6430 Marye rd and the pipe stem goes between the houses then opens up to the 2 acres behind the property of 6430.

Marye Road, Woodford

Listing courtesy of Real Broker, LLC. Contact: