luxury property with pool for sale Winchester, United States

Peace and Plenty at Bollingbrook, circa 1809, is a remarkable Virginia estate with breathtaking sunset views and a history reaching back to the earliest years of the Commonwealth. The property was originally part of a 9,600-acre land patent granted by Lord Fairfax in 1731. In 1809, 790 acres were given as a wedding present, upon which the original one-story Federal brick house was constructed. In 1830, Robert Bolling expanded the residence to 21 rooms, creating the handsome Jeffersonian house that remains today, distinguished by 14-foot ceilings, finely carved fireplace mantels, intricate cornices and columns, a graceful staircase, hand-blown glass walk-through windows, original decorative hardware and white oak floors. The estate retains all 17 of its historic structures, creating an unusually complete record of life on a Virginia country estate: the Manor House (4BR/3.5BA), Pool House (2BR/1.5BA), Stone Guest Cottage (1BR/1BA), Gate House Cottage (1BR/1BA), Chapel, Estate Manager’s House (2BR/2.5BA), 12-stall Barn, Broodmare Barn, Underground Silo—the oldest in the State of Virginia, the Cannery, Scale House, Blacksmith Shop, Wood Shed, Schoolhouse, Smokehouse, Summer Kitchen, Barn Apartment (2BR/1BA), and the Hilleary House. This amazing property could serve as a multi-generational compound, thriving equine business, showplace for entertaining, private luxury escape or all of the above. The first-floor of the Manor House opens to a grand foyer and four magnificent entertaining rooms—a Music Room, Living Room, Meeting Room, and Library. Beyond is an expansive Dining Room suited to large gatherings. The second-floor hallway leads to the Primary Suite which includes an adjoining sitting room that opens to the sunroom and wraparound upper balcony. The primary bath leads to an exceptional 27-by-18-foot closet and dressing room. There are two additional bedrooms, each with a fireplace and private bath. A wrought-iron spiral staircases lead to a cupola with spectacular 360-degree views. The Manor House also includes a back staircase, full basement, three-car garage, and mudroom entry adjoining the kitchen and enclosed porch. The Pool House overlooks the saltwater, heated pool surrounded by French cast iron statues and long views of the Blue Ridge, particularly beautiful at sunset. Across the grounds are open lawns, historic outbuildings, horse pastures and fields, and magnificent mature trees including the notable 250-year-old Cedar of Lebanon, recognized as one of the largest in Virginia. Preserved in easement with the Land Trust of Virginia and within the Piedmont Hunt territory, the 365-acre Bollingbrook estate remains a rare example of a Virginia estate preserved in both character and setting.

CHAMBLIN MILL | CIRCA 1792 — HISTORY, PRIVACY & A LIFESTYLE LIKE NO OTHER 2,75% Assumable Mortgage/Separate Guesthouse with rental income Set on 3.21 private and scenic acres with approximately 1,000 feet of Beaver Dam Creek frontage, this extraordinary historic property offers something increasingly difficult to find in Northern Virginia: genuine character, remarkable privacy, natural beauty and a story more than two centuries in the making — all just 10 minutes from the charming village of Middleburg. Originally built in 1792 as a working grist mill, the surviving Miller's home now forms the heart of a beautifully restored and expanded residence where centuries-old character blends comfortably with modern living. With more than 4,700 square feet of total living space, 5 bedrooms, 3.5 baths and five wood-burning fireplaces, Chamblin Mill is a home meant to be experienced rather than simply viewed. Outside, the property becomes its own private retreat. Listen to the creek from the porch, watch wildlife move through the grounds, catch a glimpse of the resident blue heron, or spend summer afternoons beside the in-ground pool and spa. Here, privacy is not created by fences or landscaping — it comes naturally. Adding exceptional versatility is a fully independent guest house with its own entrance, driveway and utilities. Featuring 2 bedrooms, a full bath, kitchen, dining room, family room and full front porch, it offers wonderful possibilities for extended family, guests, a private office or continued income-producing use. (MLS Lower Level 2 reflects finished living spaces within the guest house.) An assumable loan at 2.75% provides an additional opportunity for qualified buyers. And for the buyer who falls in love not only with the home but with the way it has been furnished, with an acceptable offer, the furniture is included, creating the possibility of stepping into Chamblin Mill and simply beginning the next chapter. This is not a cookie-cutter luxury home, and it was never meant to be. It is a 234-year-old piece of Virginia history with a creek, pool, guest house, privacy and a personality entirely its own. If you have been waiting for a property that feels different from everything else you have seen, come experience Chamblin Mill in person. Schedule your private showing and discover why some homes are not merely purchased — they are passed from one caretaker to the next.

A masterful expression of French château-inspired elegance, this extraordinary estate is a private sanctuary where timeless architecture, resort-style living, and refined craftsmanship converge across 5.16 breathtaking acres in the heart of Grenata. Beyond stately gas lanterns, a flowing fountain, and lush woodland surroundings, a refined breezeway and hand-carved entry introduce interiors spanning more than 11,500 square feet, thoughtfully curated with bespoke millwork, rich hardwoods, soaring coffered ceilings, and geothermal comfort throughout. Designed for both grand entertaining and everyday living, the home blends sophistication with warmth, as a dramatic floating staircase anchors elegant gathering spaces illuminated by sparkling chandeliers and centered around a striking dual-sided fireplace. The chef’s kitchen features custom cabinetry, professional-grade appliances, intricate detailing, and a fully appointed butler’s pantry, while adjacent indoor and outdoor living spaces flow seamlessly onto an enclosed deck with retractable screens, outdoor kitchen, and fireside lounge overlooking the estate grounds. The resort-caliber pool setting serves as the centerpiece of the outdoor experience, complete with a concealed winding waterslide and dedicated pool bath with double showers. The expansive lower level was designed for elevated entertaining, offering spaces for wine tastings, game nights, cinematic screenings, catered gatherings, and a custom bar crafted for effortless hosting. A spectacular primary suite offers dual dressing rooms and a spa-inspired steam shower sanctuary, complemented by two additional bedrooms with private en suite baths and two generously sized bedrooms connected by a shared bath. A dedicated upper-level executive office suite with private entrance and welcoming lobby creates an exceptional environment for private consultations, remote business operations, wellness services,inspired creative pursuits or au-pair/in-law suite, while additional highlights include a home gym, Victorian-style conservatory greenhouse, spacious mudroom, main-level bedroom suite with full bath, and attached four-car garage. Perfectly positioned moments from shopping, dining, wineries, and the equestrian lifestyle of Leesburg’s celebrated Hunt and Wine Country, this exceptional estate delivers a luxury lifestyle defined by privacy, beauty, and timeless distinction.

GREAT Opportunity to Build Your Next Home on One of Potomac's Most Iconic Street.

Two Parcels. One Cul-de-Sac. Steps to Dunn Loring Metro & Vienna Now offered at $1,950,000, a rare 1.08-acre, two-parcel assemblage on a quiet cul-de-sac in Dunn Loring Woods, one of the most walkable land opportunities in Vienna. At about $975,000 per parcel, it gives builders, developers, and end-users a strong entry point into a market where new luxury homes regularly trade in the upper price tiers. Location is what makes this one different. You can walk to the Dunn Loring–Merrifield Metro station with easy access to Mosaic District dining, shopping, and entertainment. The shops, restaurants, parks, and community events of the historic Town of Vienna, including the W&OD Trail, are a short walk or bike ride away. Few parcels this size offer this kind of walkable lifestyle. The two separate parcels allow several approaches: build two new homes, create a private estate on more than an acre, or hold the land for its long-term value. The cul-de-sac setting gives privacy and calm while staying close to I-66, Route 29, Gallows Road, and Tysons. Opportunities like this are rarely available inside the Beltway corridor. Please bring your builder, architect, or vision. Buyers should verify buildability, zoning, and subdivision with Fairfax County.

SUBSTANTIAL PRICE REDUCTION... Mid-Century Modern — truly one of a kind. This distinguished 6,200 sq. ft. residence located on a generous corner lot offers a perfectly proportioned layout for refined living and effortless entertaining. The main level welcomes guests with a dramatic foyer beneath 12'6" ceilings, flowing to a formal living room framed by walls of glass that open to sunlit stone terraces and the pool. Host dinners in the elegant dining room overlooking the water, or enjoy casual mornings in the expansive eat-in kitchen and adjoining family room. The tranquil primary suite features expansive closets, a marble en suite bath, and private patio access; two additional bedroom suites offer walk-in closets and luxurious baths. The lower level is an entertainer’s dream, with a large recreation room with wet bar, access to the two-car garage, an auxiliary kitchen, multiple bedroom/flex spaces, full baths, gym/bonus room, laundry, and ample storage. Designed for seamless indoor-outdoor living, doors from the living room, family room, and primary suite open to sweeping stone patios and the pool. Located one block from Rock Creek Park and Meadowbrook Stables and minutes from top-rated schools and commuter routes to Maryland, Virginia, and downtown D.C., this impeccably maintained sanctuary is a rare offering.

3630 Edmunds St NW offers a refined interpretation of modern living, with approximately 7,270 finished square feet of thoughtfully designed interior space and a two-car attached garage. A confident architectural presence is balanced by a sense of proportion within the streetscape, creating a residence that feels both substantial and composed. Designed with both scale and livability in mind, and brought to life through the collaboration of NewCity, Square 134 Architects, and Axis Architecture + Interiors, it serves as a seamless extension of Wisconsin Overlook’s vision—elevating the immediate setting and contributing to the broader transformation of the neighborhood. All renderings are for illustrative purposes only; final finishes, features, and specifications are subject to change.

Rarely does an acre of land become available in one of Washington's most blue-chip, insulated neighborhoods. Offered as a combined package at $6,890,000 or individually as the existing residence at $3,895,000 and the two adjacent parcels at $2,995,000, this assemblage represents one of the most significant development and estate opportunities in the city. The existing home is a stately European-inspired red-brick residence from the 1930s with a striking turret, original fireplaces, exposed beam ceilings, leaded glass windows, and five bedrooms across five levels with an attached two-car garage. A collaboration between BarnesVanze Architects and CAS Engineering has produced a comprehensive feasibility study with full zoning analysis, site engineering, 3D models, floor plans, and color renderings for multiple development scenarios. The heavy lifting has been done. The recommended program calls for two residences: Lot A expanding the existing home to approximately 7,000 to 8,000 square feet, and Lot B as a new ground-up estate targeting approximately 15,000 to 17,000 square feet with curated outdoor living and security. Both scenarios are entirely by-right under current zoning. One block away, HEIDER represented the sale of a then eight-year-old residence that closed at a number that defined the ceiling of the Washington luxury market at the time. With the right program, this assemblage presents a comparable opportunity to create and capture value at the highest level the city's residential market has to offer.

Welcome to Dreams Landing, one of Annapolis's most desirable water-privileged condominium communities. Offering beautiful views of the Severn River, this charming two-bedroom, one-bath residence combines the tranquility of waterside living with an exceptional collection of community amenities. Move-in ready and thoughtfully updated, the residence features hardwood flooring throughout, an updated kitchen with upgraded countertops, cabinetry, and stainless steel appliances, and a beautifully renovated bathroom with a walk-in shower. The primary bedroom offers comfortable space, while the versatile second bedroom is perfect for guests, a home office, or both. Perched along a hillside overlooking the Severn River, Dreams Landing offers a picturesque setting of the Severn River. At the heart of the community, a sparkling swimming pool is surrounded by two expansive decks with breathtaking, elevated views of the river. These inviting spaces provide the perfect backdrop for relaxing afternoons, entertaining friends, and enjoying the community's cherished social gatherings. Boating enthusiasts will appreciate the community marina, which offers slips for vessels of various sizes and convenient access to the Chesapeake Bay. Additional amenities include a fitness center, a woodworking shop, and a private storage unit included with the residence. Beyond its exceptional amenities, Dreams Landing is known for its welcoming atmosphere and strong sense of community. Whether spending the day on the water, relaxing poolside, or simply watching the boats pass along the Severn River, residents enjoy a lifestyle that captures the very best of Annapolis living. Experience the charm, convenience, and exceptional water privileges of Dreams Landing. Schedule your private showing today!

Build your own piece of the Chesapeake Bay lifestyle in Turkey Point. This lot offers water views across the Chesapeake Bay, South River, and Ramsey Bay, creating a beautiful setting for a future home. Surrounded by water, Turkey Point offers multiple community beach access points, a community pier, and Cloud Field, a large community play and recreation area. Boating, fishing, crabbing, kayaking, paddleboarding, and days along the shoreline are all part of what makes this peninsula such a special place. This lot is being offered for sale with the adjacent lot at 3727 Ramsey Drive, providing the opportunity to own two neighboring parcels and create a larger footprint.

Build your own piece of the Chesapeake Bay lifestyle in Turkey Point. This lot offers water views across the Chesapeake Bay, South River, and Ramsey Bay, creating a beautiful setting for a future home. Surrounded by water, Turkey Point offers multiple community beach access points, a community pier, and Cloud Field, a large community play and recreation area. Boating, fishing, crabbing, kayaking, paddleboarding, and days along the shoreline are all part of what makes this peninsula such a special place. This lot is being offered for sale with the adjacent lot at 3725 Ramsey Drive.

Imagine flying into your luxury home on a 24-acre private oasis in Juniata County surrounded by a peaceful setting of scenic mountains, serene farmland, and the Juniata River is just a couple blocks away. Mifflintown Airport is the backdrop for this custom 12,000 plus square foot residence, conveniently located between Harrisburg and State College/Penn State University. The home even boasts a brand new enclosed in-ground pool for year-round enjoyment. Sitting on 2.2 acres and separately deeded, the residence was completed in 2008 and includes 9,800 square feet on two floors, a 1,600 square foot heated garage that can be opened to 37 feet of free span, and a 1,504 square foot screened-in porch. Many windows and glass doors offer unlimited opportunities to enjoy the surrounding views. Hardwood floors can be found throughout. The home is set up with four bedrooms and the potential to add two bedrooms and a Jack and Jill bath in the lower level. The owner's suite includes a cedar lined walk-in closet, a whirlpool tub with a bay window, and an oversized walk-in shower. The lower-level bedroom has its own bath with a jacuzzi tub and walk-in shower. The home has an additional full bath too. The modern kitchen features oak cabinets and granite countertops. Stainless steel appliances include a large gas cooktop with grill and griddle and a warming drawer. Highlighting the main living room is a vaulted wood ceiling and a pellet stove in a stone chimney encasement. The full finished lower level provides a home theater, fireplace, cedar lined closet, and a large area for various recreational activities. The complete U.S. sectional map is epoxied into the floor. A covered front porch surrounds the front of the home while a rear deck encases the back with a covered area next to the kitchen for year-round grilling. Outside, a new vineyard was planted in 2019. The residence comes with an alarm system, a video system, a separate RO water system, a telephone system, and high-speed internet great for a remote office. The home has two air conditioning systems and is completely heated with automatic wood pellet fired boilers. There is potential to build a hangar and a housekeeper apartment on the main residence lot as well. Mifflintown Airport comprises a 2,650-foot paved and lighted runway with a GPS approach, over 23,000 square feet of hangars, 6,000-gallon fuel storage, two residential rental properties, an apartment, and an additional residential home that can be redeveloped into a hangar home. Mifflintown Airport is unattended and based aircraft owners are extremely helpful in maintaining the facility. The airport can handle most turboprops. The local RC airplane club is also based at the airport. Mifflintown Airport is only 140 miles west of Teterboro Airport in New Jersey, 145 air miles from Northeast Philadelphia Airport, and a 55-minute drive to Harrisburg International Airport. The property offers 3.5 acres of undeveloped land as well. Don't wait to schedule your visit and see this amazing property with your own eyes today!

Price Improvement! Motivated sellers. Amazing opportunity to be on the water in Talbot County. Waterfront home situated on Back Creek in Sherwood. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed lighting. The kitchen is equipped with stainless steel appliances, a built-in pantry, and granite countertops. The open floor plan incorporates a gas fireplace and a formal dining room. The primary suite has a walk-in shower, soaking tub, and walk-in closet. An attached three-car garage provides additional space with an upstairs bonus game/theatre room. The backyard is built for fun with a swimming pool, an outdoor kitchen with bar area, gas fire features, a hot tub, and a pool house for storage and a half bath. The property also includes a 30x30 pole building with concrete floors, as well as a dock. New septic installed in 2025!

Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been completely renovated from top to bottom, showcasing impeccable finishes, custom millwork, and thoughtfully designed spaces throughout. Sunlight pours through large windows that frame panoramic views of the creek and surrounding landscape. The home features two luxurious primary suites, each offering a private retreat with refined finishes, spa-inspired baths, and generous closets. Two additional bedrooms share a beautifully designed ensuite bathroom, while a first-floor bunk room with its own bath provides the perfect space for guests. Outside, the saltwater pool overlooks the water, surrounded by manicured lawns and mature trees that extend to the shoreline. A long, tree-lined driveway creates an impressive approach to the home, setting the tone for the peaceful retreat that awaits. Located just minutes by car to Easton and St. Michaels—and even closer by boat—this Hunting Creek estate captures the very best of the Chesapeake Bay lifestyle: elegance, tranquility, and effortless connection to the water.

Expanded Newport Square townhome offers easy living and exceptional community amenities in Penn Hills. This rare end unit is among the largest in the community, offering three private bedrooms, two and a half baths, and a main-floor primary suite. A dedicated driveway and low-barrier entry provide immediate accessibility and convenience. Inside, the open-concept living and dining room boasts multiple windows and dramatic cathedral ceilings. A well-appointed eat-in kitchen accesses the rear covered patio, while hallway laundry and a powder room add everyday functionality. The main-floor headliner is the king-sized primary suite, featuring a walk-in closet and dedicated bath with separate shower stall and jetted tub. Flexibility continues upstairs, where a loft space and full-height storage room are ideal for a home office, hobby space, or additional storage. Two additional private bedrooms with generous closets round out the interior amenities. Residents enjoy access to the community clubhouse, tennis courts, and heated swimming pool. Conveniently located near I-376 Parkway East access and approximately 15 minutes from Downtown Pittsburgh, residents enjoy space, privacy, and low-maintenance living.