Travelers Rest Real Estate, Homes, Condos for Sale in Westmoreland, VA

3 Beds ⋅ 3 Baths ⋅ MDTA2014728 MLS

Set on 3.3 private acres in the established community of Travelers Rest, this beautifully restored brick residence enjoys sweeping views of the Tred Avon River from nearly every room. Thoughtfully designed for one-level living, the home combines classic architectural character with extensive updates by the current owners and a floor plan that is both comfortable and highly functional. The interior has been carefully updated while retaining the character of the original home. Improvements include beautiful hardwood flooring, a renovated kitchen, new HVAC system, Rinnai tankless water heater, new roof (2017), new deck, and numerous additional enhancements. A complete list of improvements is available from the listing agent. The three-bedroom, three-bath residence includes a spacious waterside primary suite with a generous ensuite bath, ample closet space, and additional storage. Two additional bedrooms share a full bath and are privately positioned for family or guests. The main living spaces take full advantage of the river setting. The generously proportioned living room features a wood-burning fireplace framed by custom built-in bookshelves, while the formal dining room provides a gracious setting for entertaining. The renovated kitchen features a large center island and premium appliances and opens directly to the family room, where a wood stove, breakfast area, and wall of built-in bookshelves create a comfortable gathering space. An adjoining bonus room offers exceptional flexibility and could serve as a walk-in butler’s pantry, hobby or craft room. The enclosed sunroom, with its attached full bath, is a particularly appealing space from which to enjoy the expansive water views. An oversized attached two-car garage provides convenient access to extensive attic storage that runs the full length of the house. A detached climate-controlled studio adds valuable additional space for an art studio, home office, workshop, or other uses. Outside, the property is equally well appointed. A gunite pool, added in 2020, is surrounded by extensive hardscape and fencing, offering a private setting for outdoor enjoyment. The new dock, completed in 2024, includes two slips, a floating dock, and approximately 6'MLW, providing excellent access to the Tred Avon River for boating and fishing. With its coveted location, private acreage, substantial improvements, exceptional water access, and panoramic Tred Avon River views, this is a distinctive Eastern Shore waterfront property that offers both privacy and a relaxed, livable setting.

27476 Travelers Rest Ct, Easton

$2,450,000

6 Beds ⋅ 6 Baths ⋅ MDTA2014486 MLS

This exceptional waterfront estate was thoughtfully designed and custom built by its current owner after years of meticulous research and planning, drawing architectural inspiration from the timeless elegance of Colonial Williamsburg. Constructed with an uncompromising commitment to quality and authenticity, this remarkable residence is a true showcase of enduring craftsmanship. Offering 6 bedrooms, 5 full baths, 1 half bath, and an impressive 7 fireplaces, the home is rich with period-inspired architectural details. From the Flemish Bond brickwork and cypress plank siding to the one-of-a-kind, 2.5-inch-thick solid cherry and mahogany entry door, every element was carefully selected to reflect both beauty and longevity. Exceptional custom woodwork is found throughout the home, complemented by stunning Brazilian Teak, Brazilian Cherry, and White Oak hardwood flooring. Adding to the home’s distinction are custom light fixtures crafted by Virginia MetalCrafters, among the final pieces ever produced by the renowned Virginia manufacturer. The chef’s kitchen was designed with both elegance and functionality in mind, featuring custom cherry cabinetry, dual sinks, dual dishwashers, dual Sub-Zero refrigerator and freezer units, and abundant workspace for entertaining or everyday living. The inviting living room showcases custom built-in cabinetry and a magnificent fireplace designed to accommodate both a traditional open hearth and a wood-burning stove. The spacious first-floor primary suite offers a private retreat complete with a luxurious en-suite bath featuring a jetted soaking tub, walk-in shower, and generous walk-in closet. Upstairs, five additional bedrooms enjoy abundant natural light, southern exposure, and beautiful water views. Nearly every principal living space throughout the home captures breathtaking southern-facing waterfront vistas, creating a seamless connection between the interior and its spectacular setting. Outdoor living is equally impressive. A gracious waterside patio with elegant bifurcated brick steps leads to the expansive 720-square-foot swimming pool, creating an ideal space for relaxing or entertaining. Beyond, the riprap-protected shoreline leads to a custom private dock with approximately 3 feet of water depth at mean low water (MLW), providing convenient access to the water. A rare offering on Maryland’s Eastern Shore, this extraordinary waterfront home blends historic architectural inspiration with modern comfort and exceptional craftsmanship. Designed and built to stand the test of time, it is a legacy property meant to be enjoyed for generations.

7250 Maxmore Creek Dr, Easton

$2,995,000

3 Beds ⋅ 5 Baths ⋅ MDTA2013738 MLS

"Cypress Lodge" - Tucked away on a private waterfront lot along the Tred Avon River, this striking contemporary-style residence offers expansive water views, exceptional privacy, and thoughtfully designed indoor-outdoor living. The 3-bedroom, 5-bath home features an open floorplan filled with natural light, highlighted by soaring vaulted cathedral ceilings and clean architectural lines that create a bright, airy feel throughout. Designed to embrace its waterfront setting, the home seamlessly connects spacious living areas with multiple outdoor entertaining spaces overlooking the river. The well-thought-out outdoor living space was designed to fully maximize the property’s incredible waterfront setting, complete with a pool, outdoor fireplace, and covered pavilion overlooking both the pool and the water. Whether hosting guests or enjoying a quiet evening at home, the outdoor spaces offer a seamless extension of the home’s contemporary design and relaxed Eastern Shore lifestyle. Additional exterior amenities include a private dock, private tennis court, and hot tub, all surrounded by mature landscaping and a peaceful setting that enhances the property’s sense of seclusion. Ideally located just outside of Easton, the property provides convenient access to Washington, D.C., Baltimore, and Philadelphia, making it an exceptional full-time residence or weekend getaway within reach of several major metropolitan areas.

6906 Travelers Rest Cir, Easton

$150,000

MDTA2013114 MLS

5.5 Acres in the sought after community of Travelers Rest in Easton. Property is Wooded. Priced well below the assesed value. This property is listed as Travelers Rest ROAD in Public Records, it is actually Travelers Rest CIRCLE. It is located between 6889 Travelers Rest Circle and 6911Travelers Rest Circle and directly across the street from 6900 Travelers Rest Circle.

Lot 5 Travelers Rest Road, Easton

$835,000

4 Beds ⋅ 3 Baths ⋅ MDTA2011486 MLS

Welcome to 6889 Travelers Rest Circle in Easton, Maryland—an exceptional opportunity to own a thoughtfully updated Cape Cod home in the highly sought-after Travelers Rest neighborhood. Privately situated on 5.64 acres of professionally landscaped grounds, this residence combines timeless architectural charm with modern amenities for an elevated Eastern Shore lifestyle. Offering over 3,300 square feet of finished living space, the home features four spacious bedrooms and two and a half bathrooms, including a main-level primary suite that has been recently enhanced with hardwood flooring and a fully renovated en suite bath. The layout is both traditional and functional, with formal living and dining rooms, a large family room with built-in shelving and a gas fireplace, and a three-season room perfect for enjoying year-round views of the tranquil setting. The heart of the home is the chef’s kitchen, appointed with granite countertops, a center island, tile flooring, and newer stainless steel appliances including a gas range and wine cooler. This space opens into a bright and inviting breakfast area, making it ideal for both daily living and entertaining. Upstairs, you'll find three generously sized guest bedrooms, a full bathroom, a home office, and an expansive storage room. Recent updates include new carpeting in the guest bedrooms and fresh interior paint throughout, making this home move-in ready. Step outside to your private outdoor oasis. The backyard is anchored by an in-ground pool with a cascading hot tub, complemented by a flagstone patio—an ideal space for entertaining, relaxing, or enjoying nature. An invisible fence surrounds much of the property, and the circular driveway leads to an attached two-car garage, offering both convenience and curb appeal. Enjoy seasonal views of the Tred Avon River from the front porch and peaceful surroundings in one of Easton’s most desirable areas. Located just minutes from the historic towns of Easton and St. Michaels, this home offers a perfect balance of privacy and proximity to waterfront activities, dining, shopping, and cultural attractions. Additional highlights include a **newly installed private septic system**, central air conditioning, a new washer and dryer, and fiber optic internet (Easton Velocity). The property is served by well water and features a crawl space foundation. Whether you’re seeking a full-time residence or a tranquil second home on Maryland’s Eastern Shore, 6889 Travelers Rest Circle offers a rare combination of space, updates, privacy, and location.

6889 Travelers Rest Circle, Easton

$2,125,000

4 Beds ⋅ 7 Baths ⋅ MDTA2010748 MLS

Waterfront living on the Tred Avon River with water views from nearly every room. This spacious home sits on 3.2± acres and is introduced by a gorgeous circular drive. Enjoy waking to colorful sunrises from either the main-level primary suite with access to the back deck or the second-floor primary suite with its own balcony. The gourmet kitchen flows seamlessly into the main living areas and out to a large waterside deck—perfect for entertaining. Enjoy the waterside saltwater pool with stone waterfall, surrounded by landscaped grounds. A detached climate controlled garage offers a second-level guest suite or recreation room with its own balcony, along with a convenient poolside kitchenette and bathroom. Boat lift and kayak/canoe lift and multiple slips can be found on the private pier with approximately 5' MLW. Conveniently located on Rt 33 this residence is a short distance to Easton's amenities and Rt 50 or St Michaels shops, restaurants and more.

6884 Travelers Rest Circle, Easton

$1,300,000

3 Beds ⋅ 2 Baths ⋅ MDTA2009970 MLS

New Price ***This Lovely property known as "Sunnyside" as written and listed in "Where Land and Water Intertwine" An Architectural History of Talbot County, Md. This home has been lovingly updated and improved with a collection of 19th C furnishings and artwork. The home retains many features that show the history yet lends itself to modern living. The previous owner improved the property with a spacious first floor Primary Wing off of the Living Room adding much comfort to this property. The huge open kitchen with it's generous sitting room makes for a very private retreat on the first floor. Up 2 separate staircases are a series of 3 rooms that serve as sitting room, office and additional sleeping space for guests . On either end of the Upstairs are 2 generously sized Guest Rooms. In addition there is a second floor Full Bath. The large 6 acre lot includes a Swimming Pool with views to the River and your Private Dock. In addition there are 2 Barns, which one serves as your garage with additional storage. The owners have recently replaced roof and gutters.Updated Ductless mini split systems and a new well have been installed in recent years. Travelers Rest is a Very Private community centrally located off of the St. Michaels Corridor and is a Much Sought After address. A Homebuyers Warranty to be provided by Seller. Please Do Not Enter Driveway without appointment. The Home is occupied. Sellers have chosen their next home and are motivated. Price Improvement !!!

6868 Travelers Rest Circle, Easton

$385,000

2 Beds ⋅ 1 Baths ⋅ VAWE2006330 MLS

Priced to sell! A great opportunity to own a waterfront home in the Northern Neck of Virginia. A turnkey opportunity awaits with this 2 BDRM home which offers 100’ of waterfront with a pier, 8,000 pound boat lift, jet ski pads and MAGNIFICENT views. Minutes from the wide body of the Potomac River and 17 miles from the mouth of the Chesapeake Bay enjoy your summers crabbing, fishing, boating, kayaking and biking. Or just sit back and enjoy watching nature unfold from your beautiful year round porch. Most all furnishings convey. (Couch and small patio table excluded) A large storage shed with lots of cabinetry provides excellent storage and a workshop area. Short term vacation rentals are allowed in this golf cart community. Broadband internet is available. Near restaurants, a marina, wineries and breweries.

208 Bluebird Road, Hague

$386,000

2 Beds ⋅ 2 Baths ⋅ VAWE2006056 MLS

Completely renovated…this bungalow cottage was rebuilt and refurbished by an owner with a designing eye and a practical mind. This rare waterfront property offers easy access to the Potomac River and Chesapeake Bay from Gardners Creek. Throw your crab pots off the newly built private dock or for those who are less sedentary hop in a kayak, a paddle board, or on to a jet ski and head off to the wider waters of the Potomac. Even wider waters await in the Chesapeake Bay which is just 17 miles away. For those with larger watercrafts this golf cart community has a community launch pad and 3 community piers. The owner has embraced a Tiffany blue color throughout the house, most likely a nod to their original purchase many would have considered a diamond in the rough. WSmooth the rough edges they did. New everything!!! Including the awesome private personal space SHE shed. Pictures are worth a thousand words, but the words I would use to describe this piece of paradise would be new, fresh, livable and rentable. This property is not located in a HOA so it would be ideal for those seeking an investment property. Furnishings to convey with acceptable offer.

160 Bluebird Road, Hague

$895,000

MDTA2007692 MLS

Nestled between the picturesque towns of St. Michaels and Easton, this 4-acre haven on Travelers Rest offers an unparalleled waterfront lifestyle. Overlooking the tranquil Maxmore Creek, the lot boasts 5 ft MLW (mean low water), with perc approval for a 6-bedroom residence. As one of the last remaining buildable waterfront lots on Travelers Rest, enjoy the exclusivity of this established area, offering natural privacy. Owner spent significant amount clearing trees so that the buyer can enjoy sweeping southwest views that capture the best of both worlds—nature's serenity and waterfront vistas. Ideal for those seeking privacy and exclusivity, this property is a rare gem that harmonizes natural beauty with waterfront living. Lot is drivable almost all the way to the waterfront. Accessible by a short car ride to St. Michaels and Easton or a quick boat trip to Oxford or St. Michaels via Maxmore Creek/Tred Avon River, the location offers convenience to the area's greatest attractions. See disclosures to see vision from seller & local Easton engineering company, which includes a 10,800 sq ft 2 story main house, including pool, pool house and detached garage. This property presents a rare opportunity for buyers looking to build their dream waterfront retreat in a coveted location. Check out the drone pictures!

Travelers Rest Road, Easton

$3,750,000

5 Beds ⋅ 3 Baths ⋅ MDTA2005354 MLS

As you drive down the private estate driveway , you will be in awe of this breath-taking 111 +/- acre property in Talbot County on the Tred Avon River. Ideal for a Family Compound with potential for 4 waterfront lots. Property currently consists of an older 5 bedroom/3 bath house and a 1 bedroom/2.5 bath carriage house , both waiting to for the new owner's vision. There are outbuildings, ponds, an impoundment , and large oak trees that provide a private canopy. Lowe Farm has been in the same family since the 1680"s. The property provides superb hunting , with a mix of woods, fields and approximately 3,000 ft.of water-frontage. Property has its own protected cove for safe harbor! An additional lot of record with expansive views is also included with an updated SDA in process. Once in a lifetime opportunity . $4,500,000

27247 Trippe Road, Easton

$3,975,000

5 Beds ⋅ 5 Baths ⋅ MDTA2006546 MLS

OPEN THIS SATURDAY! Exquisite five bedroom, completely remodeled 2021-2022 waterfront home on the deep waters of Maxmore Creek located between St. Michaels and Easton. New pier with 15,000 lb. boat lift, running water/electric, rip-rapped shoreline, 5’ MLW and 640’ of waterfrontage. Long views out to the Tred Avon River. This all-brick home offers a large wrap around porch with flagstone floors, a fabulous composite waterside deck, and huge waterside pool with surrounding patio and outdoor shower. A fabulous sunroom with flagstone flooring and walls of windows allows for big views. Living room with custom built cabinetry opens to the kitchen. Top of the line gourmet kitchen with high end subzero and wolf appliances, breakfast area and butler’s pantry that has refrigerator drawers, and separate icemaker. Large office with glass French doors offering water views. Spacious family room with beamed cathedral ceiling, wood burning stone fireplace and custom built-ins. Waterside main level owner’s wing with dressing area and two large walk in closets. The primary bathroom has a large tile shower, freestanding soaking tub and double sinks. Two other spacious bedrooms with attached remodeled bathrooms on the main level. The second floor has a loft/game area, two bedrooms, large custom bathroom and two walk in attic storage areas. .Detached two car garage with bonus room above. Completely remodeled guest house from the foundation up, has beautiful luxury vinyl plank flooring, open living / dining, area, separate kitchen, and a bedroom with attached bathroom. Guest house has separate septic and newer well. The grounds feature a huge pole barn plus two additional outbuildings, and a fenced garden area. Whole house propane generator. Situated on 36+/- acres with approximately 30 acres in the Forest Stewardship Program. High Speed Broadband and house networking equipment including newly installed Ethernet cabling. HVAC has been replaced. Historic Cemetery on property. Playset goes "as is" Septic records indicate main house septic is for 3 br's. Call for complete list of improvements – way too many too list! Come see this gorgeous home for yourself. Professional photos coming soon.

7263 Maxmore Creek Drive, Easton

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