easternshoremdfineproperties.com Search Results

$199,900

Discover the possibilities on this 14.71± acre wooded parcel on Trunk Line Rd in Henderson, MD, now offered at $224,900. Perc approved for a conventional septic system serving a 4+ bedroom dwelling, this property offers the opportunity to build a custom home while enjoying the privacy and space of a rural setting. With approximately 466 feet of road frontage along Trunk Line Road and a designated sewage reserve area shown on the recorded plat, the property provides flexibility for your future plans. The mature woods make this parcel well-suited for outdoor recreation, hiking, wildlife observation, and, subject to applicable laws and regulations, hunting. Whether you’re looking to build a primary residence, weekend retreat, or private getaway, this property offers a peaceful setting with convenient access to nearby towns, shopping, dining, and major travel routes. No builder tie-in. Buyer is responsible for verifying all information and performing due diligence regarding permits, utilities, zoning, land use, and building plans.

Trunk Rd, Henderson

Listing courtesy of The Parker Group. Contact: 3022176692

$499,000

Discover the beauty and privacy of country living with this stunning 58.45-acre property nestled in the heart of the county. Featuring 58 wooded acres, this land offers a peaceful, natural setting surrounded by picturesque countryside—perfect for those seeking space, serenity, and endless possibilities. Whether you’re dreaming of building your custom home, creating a private retreat, or establishing a small farm, this property provides the ideal backdrop. With plenty of room for horses, chickens, and other animals, you can truly embrace a rural lifestyle. Conveniently located just a short drive to Ladysmith, I-95, and Ashland, you’ll enjoy the perfect balance of seclusion and accessibility. If privacy, beauty, and potential are at the top of your list, this exceptional property is a must-see.

Carters Gate Rd, Ruther Glen

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

$525,000

Coming Soon! Exceptional commercial opportunity featuring two parcels available for purchase individually or together, offering flexibility for investors, business owners, or future development. One parcel includes a brick office building with three private offices, a reception area, full bathroom, and kitchen, providing immediate functionality for professional or service-based businesses. The second parcel features a large two-bay garage with ample storage, ideal for workshop space, contractor use, equipment storage, or potential additional office expansion. This property offers strong potential for office, retail, service, automotive, or mixed commercial use, with the option to secure one parcel for immediate operations or purchase both to maximize development potential and long-term value. Caroline County has multiple commercial developments currently in review and approved phases, including a 60-acre corporate campus, new retail corridors, restaurant expansions, and multi-billion-dollar data center investments—positioning this property in one of the fastest growing commercial corridors between Richmond and Fredericksburg. In addition, nearby Spotsylvania County continues to experience rapid business growth with expanding commercial development, tourism drivers, and the highly anticipated Kalahari Resort bringing jobs, visitors, and increased demand for supporting businesses. Located in a rapidly developing corridor between Richmond and Fredericksburg with convenient access to I-95, this strategic location benefits from increasing population, traffic, and economic expansion. With growing demand for commercial services in both Caroline and Spotsylvania Counties, this property is well-positioned to benefit from continued growth. Don’t miss your chance to invest in the future of the Ruther Glen commercial market.

18213 Us Route 1 Hwy, Ruther Glen

Listing courtesy of EXP Realty, LLC. Contact: 5403882541

$125,000

Agents: New home owner or Investors Special. the old house was tear down and/ the land is ready to built your dream home. A total of 3.14 acres. In ground well and septic. Now the land is primed and ready to build your dream home with modern finishie and open -concept desing, this is can be your perfect home for a fresh start and lifetime of memories and conform . See in the documents a new plat

21263 Pendleton Rd, Bowling Green

Listing courtesy of Samson Properties. Contact: 7033788810

$180,000

Huge Price Drop – Act Fast Before It’s Gone! (Serious Buyers Only) This exceptional property features over 16 acres of level land with frontage on three roads: Central Avenue, Henry Road, and Holly Plains Drive. Zoned R-1, it offers outstanding potential—perfect for holding, subdividing, or developing. Located just outside the Ridgely city limits and close to the town center, the property is well-positioned for future growth. With nearby sub-acre lots selling for around $130K, this presents a rare and compelling opportunity for subdivision and investment. Serious buyers only—don’t miss your chance to secure this versatile and high-potential piece of real estate. MLS listing is limited service for entry purposes only. Seller will handle all inquiries, negotiations, and contract details directly. Listing agent has a financial interest in the transaction.

11920 Central Ave, Ridgely

Listing courtesy of Proplocate Realty. Contact:

$960,675

Less than 1 mile from Route 1, 52.045 acres +/- of raw, undeveloped land, in combination with an adjacent parcel of 12 acres, totaling 64.045 acres+/-, is a gem waiting for you in Ruther Glen, Caroline County, Virginia. It is nestled in between Washington, D. C. and Richmond, Virginia. It is less than 3 miles from Interstate 95, Carmel Church exit 104, 9 miles from Kings Dominion Amusement Park, 15 miles from Kalahari Resorts & Conventions, a 175,000 square feet of indoor waterpark fun featuring 50+ attractions in Spotsylvania, Virginia, 24 miles from Fredericksburg, Virginia and 26 miles from Richmond, Virginia. This listing of 52.045 acres +/-of raw, undeveloped land is fronted by 12 acres, tax map 82-A-13, address as 23206 Telegraph Road, Ruther Glen, Virginia 22546 which is basically parallel to Route 1. There is residence with a new roof is surrounded by raw land. The home is sold as-Is, where is, with all faults. This parcel will not be sold separately. It will be sold along with the adjacent parcel, 12 acres mainly undeveloped land, tax map 82-A-13, MLS# VACV2009280. There are many uses for this land such as detached single family dwellings, places of worship, nurseries, greenhouses, game preserves, wildlife sanctuaries, conservations areas, public facilities, public utilities, manufactured homes, family cemetery, family divisions and so many more including special exception uses. Verify your usage plan with Caroline County, Department of Planning and Zoning and make this land your own. You can take flights out of Ronald Reagan National Airport, and Richmond International Airport or rail from Amtrak and VRE out of Spotsylvania, Virginia or Fredericksburg, Virginia. Spotsylvania Regional Medical Center, Mary Washington Hospital and VCU Medical Center Main Hospital are area Hospitals. There are many shops and restaurants along the Route 1 corridor for your enjoyment. An appointment is required for anyone to be on the land. No trespassing allowed.

0000 Telegraph Road, Ruther Glen

Listing courtesy of CTI Real Estate. Contact: 5407857800

$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:

$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:

$6,900,000

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.

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:

$495,000

30 acres 20 minutes East of Fredericksburg and NO HOA! Parcel includes a 4 acre field + 26 acres level and rolling topography with 70+ year old mature timber and a variety of potential home sites to choose from! Electric utility lines along two parcel boundaries for easy electric access. Fiber Optic installed along Hicks Landing Rd! Outdoorsman's Paradise with Deer, Turkey, Rabbit, Squirrel, Fox, Coyote, Racoon, Beaver, and a family-run boat launch to the Rappahannock River 1.8 miles at the end of Hicks Landing Rd! From the VDOT-approved Tidewater Trail access, you're 300' from Betty's Inn (country store) selling seasonal local produce, seafood, and slab bacon. The store also sells 93 Octane ethanol-free gas and operates Hicks Landing boat ramp. Note much of Caroline County is a Rural Preservation District promoting Residential, Agricultural, and RP-compliant uses, See Article 4 Rural Preservation in 'Documents Section'. Recreational use & Hunting permitted! Purchase or pick your own produce at Snead's Asparagus Farm 7.5 miles away, have a hayride or bonfire at Belvedere Plantation 11 miles away, Virginia Railway Express station is 14 miles/20 mins off US-17, and you're 20 minutes to shops and restaurants in the Historic District of downtown Fredericksburg!

000 Tidewater Trail, Rappahannock Academy

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (703) 790-1990

$525,000

PLEASE NOTE that the Owner has listened to the current market, Price has been reduced to $525,000. It is a property of beautifully preserved quality on ¾ of an acre in an urban setting. Most unusual! When compared to equivalent historic properties it is now very competitively priced! This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, nestled along the Tuckahoe River, conveniently located to all that is important to the Eastern Shore's sought-after lifestyle. Public landing with dock and kayak lauch is just a block away. The WILLIAM SMITH HOUSE, built in 1794, exemplifies the world of a successful Grain Merchant living in an important hub for grain and tobacco. The house has been altered slightly through the many decades, but the character of the original building dominates the architecture and "feel" of its 1794 era. Its charm and elegance remain. The rooms are commodious and inviting. The grand center ENTRANCE HALL is punctuated by the graceful stair, fine woodwork and doors. The LIVING ROOM, as expected, is spacious and comfortable with fireplace (now gas fired), original floors, and bookshelves. The DINING ROOM, of a grand size, features a fireplace (now gas), cabinetry and glass front cupboards. Two steps down from the dining Room the fully equipped KITCHEN is found with wood floor, exposed rafters and back stairway. Open from the kitchen is the GATHERING ROOM with wood floor and wide views of the grounds and gardens. A paver path from this room leads to the driveway and parking. An open DECK offers a secluded retreat off the kitchen wing BEDROOMS and BATHS are found on second floor. Two of which have fireplaces although decorative at this time. Access to the bedroom level is either from the main grand stairway or via the back stairs. Adding to the charm is the back stair hall in the primary bedroom wing located over the kitchen and "gathering" room. The baths are delightful. A surprise outbuilding is to the rear of the grounds. A perfect spot for an office, studio or storage. Another smaller outbuilding offers more storage. The grounds feature tall mature trees and fencing. The William Smith House is all one would expect built in a gracious era with a colorful history. WHERE IS HILLSBORO?? Hillsboro lies a short distance from both Denton, Caroline County and Easton in Talbot County. Chestertown, in Kent County, is just 40 minutes. Annapolis, the Capitol of Maryland, is less than an hour. Unique shops, sailing facilities, live theater and restaurants abound. Hillsboro is from 1- 2 hours from the "rest of the world" for BWI, National and Philadelphia airports are a swift drive away. Dulles a bit further. A private airport is found in Easton. - 15 minutes. Atlantic Ocean resorts are about an hour. Adkins Arboretum is 1.5 miles. Adkins is a 400-acre native garden and preserve, provides exceptional experiences in nature to promote environmental stewardship. The Hillsboro Public Landing on the Tuckahoe is just a block from property. This property and lifestyle is an enriching experience” It awaits its next steward(s).

3 Beds ⋅ 3 Baths

PLEASE NOTE that the Owner has listened to the current market, Price has been reduced to $525,000. It is a property of beautifully preserved quality on ¾ of an acre in an urban setting. Most unusual! When compared to equivalent historic properties it is now very competitively priced! This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, nestled along the Tuckahoe River, conveniently located to all that is important to the Eastern Shore's sought-after lifestyle. Public landing with dock and kayak lauch is just a block away. The WILLIAM SMITH HOUSE, built in 1794, exemplifies the world of a successful Grain Merchant living in an important hub for grain and tobacco. The house has been altered slightly through the many decades, but the character of the original building dominates the architecture and "feel" of its 1794 era. Its charm and elegance remain. The rooms are commodious and inviting. The grand center ENTRANCE HALL is punctuated by the graceful stair, fine woodwork and doors. The LIVING ROOM, as expected, is spacious and comfortable with fireplace (now gas fired), original floors, and bookshelves. The DINING ROOM, of a grand size, features a fireplace (now gas), cabinetry and glass front cupboards. Two steps down from the dining Room the fully equipped KITCHEN is found with wood floor, exposed rafters and back stairway. Open from the kitchen is the GATHERING ROOM with wood floor and wide views of the grounds and gardens. A paver path from this room leads to the driveway and parking. An open DECK offers a secluded retreat off the kitchen wing BEDROOMS and BATHS are found on second floor. Two of which have fireplaces although decorative at this time. Access to the bedroom level is either from the main grand stairway or via the back stairs. Adding to the charm is the back stair hall in the primary bedroom wing located over the kitchen and "gathering" room. The baths are delightful. A surprise outbuilding is to the rear of the grounds. A perfect spot for an office, studio or storage. Another smaller outbuilding offers more storage. The grounds feature tall mature trees and fencing. The William Smith House is all one would expect built in a gracious era with a colorful history. WHERE IS HILLSBORO?? Hillsboro lies a short distance from both Denton, Caroline County and Easton in Talbot County. Chestertown, in Kent County, is just 40 minutes. Annapolis, the Capitol of Maryland, is less than an hour. Unique shops, sailing facilities, live theater and restaurants abound. Hillsboro is from 1- 2 hours from the "rest of the world" for BWI, National and Philadelphia airports are a swift drive away. Dulles a bit further. A private airport is found in Easton. - 15 minutes. Atlantic Ocean resorts are about an hour. Adkins Arboretum is 1.5 miles. Adkins is a 400-acre native garden and preserve, provides exceptional experiences in nature to promote environmental stewardship. The Hillsboro Public Landing on the Tuckahoe is just a block from property. This property and lifestyle is an enriching experience” It awaits its next steward(s).

22005 Main St, Hillsboro

Listing courtesy of Maryland Heritage Properties. Contact: (443) 480-7342

$35,000

Perfect 1 acre lot to build your dream home. No soil work has been performed and will be the responsibility of the Purchaser. Survey recently done May 30, 2024

Peters Lane, Ruther Glen

Listing courtesy of LJ Realty Company, Inc.. Contact: 8044484664