59 properties for sale in Country Club Heights, Lake Holiday Gainesboro district Frederick County Virginia

Welcome to your own waterfront retreat. Canoe and paddleboat included! Rare private lakefront estate on Lake Isaac with 200 feet of shoreline, a private dock and boathouse, and over 4 acres just minutes from Winchester. Enjoy lake living at its finest in this custom-built 5 bed, 3.5 bath Cape Cod that backs directly to the water on Lake Isaac. Perfect for fishing, swimming, and boating right from your backyard. Offering over 3,200 finished square feet, the home features a gourmet kitchen with a dumbwaiter from the garage, a formal dining room, and a main-level primary suite for easy one-level living. The upper level includes a spacious loft, four additional bedrooms, and a full bath. The walk-out lower level provides abundant storage, an exercise/recreation room, a half bath, and a built-in two-car garage. Expansive windows throughout the home capture truly beautiful lake views from nearly every room, creating a peaceful retreat youll love coming home to. Check out our 3-D tour attache

Welcome home to this stunning property at 274 Three Oaks Dr! Serving as the perfect retreat from the everyday hustle, this magnificent estate is situated on an expansive, fully enclosed 5 acre lot in the wonderful Autumn Hills Estates community, which offers a year round creek with a walking path, gazebo, and look out area. This property features a main residence and a fantastic guest house, where the lower level is currently used as a spacious workshop complete with heat, a half bath, and its own private deck. Outdoor living is unmatched here, featuring an in ground pool with concrete decking for hot summer days, a small fish pond with a tranquil water feature, and several large decks and sitting areas perfect for entertaining and enjoying your private trails. Inside, the main home perfectly blends modern design with ultimate comfort, boasting a gorgeous, updated kitchen equipped with plenty of workspace for the home chef. Fresh, modern flooring spans the living spaces, creating a sea

Tucked away on a quiet country lane in Gore, this cozy 2-bedroom, 1-bath cottage offers the simple charm of rural living. Whether you're searching for an affordable first home, a weekend getaway, or an investment opportunity, this property has plenty of potential. Inside, you'll find hardwood floors, an efficient layout, and a comfortable living space that's easy to maintain. The screened-in porch is the perfect spot to enjoy your morning coffee while listening to the peaceful sounds of nature, and a wet-weather creek adds to the property's country appeal. Outside, the 0.37-acre lot provides room for gardening, outdoor activities, or simply enjoying the fresh air. Two outbuildings offer valuable storage for tools, equipment, or hobbies. Conveniently located just a short drive from Winchester while offering the privacy and tranquility of the countryside, this home is ready for its next owner to make it their own. If you've been looking for an affordable place with country charm and room

Step into easy, elevated living in this beautifully designed 3-bedroom, 2-bath home, where comfort meets style in a thoughtfully laid-out one-level floor plan with a spacious upper-level loft that offers the perfect flex space for a home office, media room, or craft room. At the heart of the home, the inviting family room features a cozy gas fireplaceideal for relaxing eveningswhile the spacious kitchen shines with granite countertops and gas cooking, perfect for everyday meals or entertaining guests. The private primary suite is a true retreat, complete with a jetted soaking tub, separate walk-in shower, and walk-in closet. Two additional bedrooms and a full bath provide plenty of space for family or visitors. Set on a desirable corner lot, this home offers peaceful pond views that add a sense of tranquility to your everyday life. Located in the sought-after Lake Holiday Estates community, residents enjoy access to a wide range of outdoor amenities and recreational activities. This is

Tucked away on a quiet lane in the Gore countryside, this cozy 2-bedroom, 1-bath cottage offers an affordable entry point into homeownership or a smart addition to any investment portfolio. Built in 1964 and full of classic character, the home features hardwood floors, a metal roof, and a covered porch that invites you to slow down and take in the peaceful surroundings. The 0.37-acre lot offers generous outdoor space perfect for gardening, entertaining, or simply enjoying the rural setting, plus outbuildings and storage that add real utility for the hobby farmer, handyman, or weekend warrior. The gently rolling topography and paved road frontage make this one of the more accessible rural properties in the area. At 989 square feet above grade, the layout is efficient and easy to maintain, with electric baseboard heat and a concrete block foundation. Whether you're looking for a weekend retreat, a buy-and-hold rental, or a manageable project to make your own, 200 Middle Ln checks a lot o

Your Dream Home in the Woods To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning new construction nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, and a classic exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace, and the beauty of nature, yet with convenient access to nearby amenities. Plenty of room for outdoor recreation, gardening, or simply enjoying the view from your porch. Build your dream lifestyle here endless possibilities on unrestricted land! Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alivedeer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures

BEAUTIFULLY UPDATED 5-BEDROOM HOME nestled among mature trees in the gated community of Lake Holiday! The fully fenced backyard is one of this home's standout features, backing to protected community common area for exceptional privacy with direct access to scenic walking trails leading to the lake, ponds, playgrounds, and community bus stop. Enjoy peaceful mornings or entertain guests on the spacious 16' x 12' awning-covered deck surrounded by nature. Inside, soaring vaulted ceilings with skylights, hardwood flooring, and a striking whitewashed brick fireplace with a thermostat-controlled pellet stove create a warm, inviting atmosphere. The updated kitchen showcases stainless steel appliances, painted cabinetry, luxury vinyl plank flooring, decorative stone accents, tile backsplash, and pantry shelving. The thoughtfully designed floor plan offers two spacious bedrooms and an updated full bath with jetted tub on the main level. Upstairs, the private primary suite features vaulted ceili

Experience peaceful country living on 3.55, non-restricted, recently subdivided acres with this 5-bedroom, 3-bath home featuring mountain views and a private setting. Conveniently located just 20 minutes from Winchester, VA, and approximately 2 hours from Washington, D. C. the property offers the ideal blend of seclusion and accessibility. An additional outbuilding includes a wood stove for heat and access to well water via an exterior spigot, providing added versatility. Set on a permanent foundation, this property is ready for its next chapter

Exceptional, architect-designed lake-side estate with dramatic water views and expansive floating dock offers a flexible floorplan for year-round living and entertaining. Strategically placed decks, patios and walk-ways provide many opportunities for outdoor enjoyment. Each light-filled public room features scenic vistas. The spacious entry foyer with 12' ceiling leads to a enclosed sun porch, accessed inside and out. A floor-to-ceiling stone fireplace in the living room is a statement piece and leads to the main-level primary bedroom suite with private deck and large bath with walk-in shower and abundant storage. Seating up to 24 people, the bright dining room faces an expansive breakfast bar and open island-style kitchen with exceptional stainless steel appliances. A private dining room off the kitchen offers flexible space for multiple uses. Top-of-the line materials throughout include solid cherry wood doors and cabinetry, random-width hickory hardwood floors, Pella casement window

Gated lake community living – vacation year-round! Welcome to Lake Holiday, where resort-style living meets everyday comfort! This move-in ready 3BRu002F2BA rancher offers easy one-level living with the added bonus of a partially finished walkout basement—perfect for a rec room, theater, or game-day space, plus unfinished area for storage or future expansion. The kitchen shines with rich cherry cabinetry, granite countertops, and a breakfast bar ideal for gathering. The spacious primary suite features a private bath with a new vanity, and the oversized 2-car garage provides room for your boat, lake gear, or extra storage. Unwind on the covered front porch or entertain on the back deck—your own private retreat. Major updates are already done: new roof & gutters with gutter guards (2020) and new dual-fuel HVAC (2024), along with a new range, hood, and garage door openers. Enjoy life inside this sought-after gated lake community featuring a 240-acre lake, marina, boat ramp, sandy beaches,

Bring your boatsweve got the lake house for you! Welcome to this charming single-family home tucked inside a beautifully designed gated lake community, where everyday living feels like a breath of fresh air. Enjoy peaceful lake views from the front of the homebecause lets be honest, everything is better with a little water in sight. Inside, youll find a spacious layout with generously sized living areas, great natural light, and a flow that just works. Whether youre ready to move right in or excited to add your own style over time, this home gives you the flexibility to do both. The lower level brings a fun and creative twist. While not fully finished, its been thoughtfully set up to create a cozy, functional space with personality. Its already usable as-is, but also offers the perfect opportunity to take it to the next level and truly make it your ownthink movie nights, game days, home gym, or whatever fits your lifestyle. With room to grow, space to spread out, and that laid-back lak

Location, location, location! Lake living at its finest! Perfectly positioned just 450 feet from Lake Holiday, the swimming beach and other community amenities are just steps away from the front door. Tucked in among the trees with water views from multiple angles including the front porch, this extensively renovated home blends timeless design with modern comfort in over 2,500 finished square feet. Gleaming wood floors and a two-story foyer welcome you into this comfortable home that features updated lighting, functional plantation shutters, and many other recent improvements. The chef’s kitchen has been thoughtfully upgraded with a professional-grade GE Café six-burner gas range, quartz countertops, LVP flooring, and ample high-end wood cabinetry that adds warmth and character. Renovated bathrooms offer a clean and sophisticated aesthetic, including a beautifully redesigned primary ensuite with a walk-in tile shower, dual vanity, and freestanding soaking table overlooking the 240-acr

Wake up to shimmering water views, sip your morning coffee on a wraparound deck, and end your day kayaking from your own backyardthis is lake living at its finest! Custom-built by Joseph Mohr Construction, this like-new 6 yr young Craftsman-style home is perfectly positioned to capture expansive lake views from nearly every angle. Offering 4 bedrooms, 3.5 baths, and a 3-car garage, the home was designed for both everyday comfort and effortless entertaining. The open-concept main level stuns with luxury vinyl plank flooring, a striking beamed vaulted ceiling, and a floor-to-ceiling stone gas fireplace that anchors the space. Walls of windows flood the home with natural light while framing breathtaking water views. The gourmet kitchen is a chefs delight boasting granite counters, custom cabinetry, walk-in pantry, and stainless steel appliances including a gas range. The primary suite is a true retreat, featuring a tray ceiling and spa-inspired bath with dual vanities, soaking tub, oversi

Spacious and meticulously maintained home with more than 4 acres of beautiful views in the serene Timber Ridge community, this charming ranch-style home is offered at an excellent price and provides a perfect blend of comfort and functionality, ideal for those seeking a peaceful retreat with ample space to grow and thrive. This well-sized residence features 4 bedrooms and 2 full bathrooms, making it a perfect canvas for your personal touch. As you step inside, you'll be greeted by a warm atmosphere, highlighted by not one, but two cozy fireplaces that promise to create memorable moments during chilly evenings. The well-appointed kitchen awaits your culinary adventures, ready to host gatherings and celebrations. The property sits on an expansive almost 5. Acre lot, offering endless possibilities for outdoor enjoyment. Imagine summer barbecues, gardening, or simply basking in the tranquility of that beautiful nature right in your backyard. The surrounding landscape provides a picturesque

Escape to country living with convenience still close at hand! This well-maintained 3 bedroom, 2 bath home sits on 3.34 acres with no HOA, 15 minutes from Winchester and fronts a state-maintained road for easy year-round access. The property offers a perfect blend of functionality, outdoor enjoyment, and additional living space. Inside, youll find comfortable living areas along with an attached garage for added convenience. Outside, enjoy the peaceful setting from the covered deck, patio, or gazebo overlooking the beautiful koi pond and landscaped grounds. For hobbyists, animal lovers, or those needing extra storage, the property features two outbuildings, a garden area, and a small fenced enclosure ideal for pets or small animals. A circular driveway provides easy access and ample parking. A standout feature is the detached 2-car garage complete with a full apartment/in-law suite above perfect for guests, extended family, rental income potential, or a private home office setup. Whethe

Decorated models now open! Saturdays and Sundays from 11am to 5pm Call Sales Manager for Appointment Boxwood Farm. Main Level Primary Suite Carrington Homes Western Loudoun’s Premiere builder introduces its new Winchester Collection of single family Homes on 5 acre lots with premium Mountain Views. Custom style homes designed By James McDonald Architects featuring Carrington unique farmhouse kitchens. One story and two story plans with First floor multi generational options. Decorated model homes now under Construction. Contact Sales Manager to Arrange an appointment to visit our 4 decorated model homes in Western Loudoun

From the moment you walk through the gorgeous Pella front door to a million-dollar view of the sunset over the mountains you will feel the peace! This beautifully maintained home sits on a sprawling 2.14-acre lot, offering major new updates including brand new Pella windows and French doors, new gutters and soffits, new Trex deck, and newer roof and HVAC system under 5 years old ensuring year-round comfort. The interior features a spacious layout with 3 bedrooms and 2 full baths, full finished walk out basement, inlaid tiles, and solid 2' Brazilian Cherry flooring throughout. Two additional heating sources include a fireplace and a woodstove, with half the house professionally wired with a generator for emergencies. The grounds are a gardener's dream, featuring professionally landscaped gardens and established perennial beds overflowing with strawberries, raspberries, and asparagus. Enjoy the rare combination of a private food-producing landscape and updated infrastructure in a serene

Maximize your investment with this versatile, income-producing gem. Designed for the savvy homeowner, this property offers multiple distinct living areas, allowing you to live in one and rent the other, or utilize the entire space for a high-yield portfolio addition. Step into a peaceful retreat where rural tranquility meets modern convenience, just minutes from Winchester. Soaring cathedral wood ceilings and a spacious loft create a sense of openness and style. The sunroom offers the perfect spot to unwind while taking in stunning views, and the fully finished basement is packed with potential. It is ideal for multigenerational living, a guest suite, or generating rental income. The spacious eat-in kitchen, cozy living areas, and expansive outdoor space with a storage shed make this home perfect for those who love to entertain or simply seek a peaceful escape. Whether you're looking for room to grow, a private sanctuary, or a home with unmatched flexibility, this is the opportunity yo

No projects. No compromises. No waiting! Positioned just off Timber Ridge Road on one of the most desirable exterior lots in Mohrs Landing, this impeccably maintained Colonial blends refined country living with everyday convenience. With direct state maintained county-road frontage, a paved driveway, and striking curb appeal, the property commands attention from the moment you arriveand continues to impress at every turn. The residence offers more than 3,300 square feet of beautifully finished living space and an attached garage with interior access to the kitchen. The home features four bedrooms and three-and-a-half baths arranged in a thoughtful highly functional layout ideal for both daily living and entertaining. Pride of ownership is unmistakable throughout. From the welcoming front porch to the covered rear deck, personal putting green for the golf enthusiasts and outdoor fire pit, every space has been designed for year-round enjoyment. At the heart of the home, the expansive cou

Welcome to peaceful country living on 5.1 beautiful acres, offering the perfect balance of privacy and convenience, just 25 minutes from Winchester. This spacious raised ranch features 4 bedrooms and 2 full baths, along with a standout detached 2-car garage wired and ready for your woodworking tools, or for the auto enthusiast, air compressors, etc. The detached garage also offers large unfinished loft space above, already framed, wired and ready for your vision. Whether youre dreaming of a guest suite, home office, studio, or recreation area, this space offers incredible potential right from the start. Inside the home, youll find a functional layout ideal for everyday living. The main level includes 2 bedrooms and a full bath, while the lower level offers 2 additional bedrooms, a full bath, laundry area, and private outside entrance, perfect for guests or added flexibility. Step outside and take in the open space and quiet surroundings from the full-length front porch, or enjoy gather

Set on 65 picturesque acres just outside of Winchester, 632 Dry Creek Lane offers a rare blend of refined living and exceptional land, an ideal private retreat within easy reach of Washington, DC. Designed for comfortable single-level living, the 4-bedroom, 4-bath home offers approximately 3,367 finished square feet filled with natural light and sweeping countryside views. A dramatic vaulted great room with stone hearth and gas fireplace anchors the home, while the spacious kitchen features quality cabinetry, an oversized island, and a layout that opens to the main living areas. The main-level primary suite provides a private retreat with screened porch, dual walk-in closets, and a redesigned bath. Additional highlights include two main-level bedrooms, a newly enclosed loft bedroom with balcony, and a full walkout basement with full bath for future expansion. A peaceful creek winds through the property, complemented by established riding and walking trails. Equestrian amenities include

Your Ultimate Escape awaits: Business Hub, Private Sanctuary, or Both Discover Extraordinary almost 10acres Versatility and Power. Whether you are launching a business, seeking large workshop or just seeking solitude. Power house workshop with Massive 3,078 detached garage u002Fbarn. Staggering 200 AMP electrical service, ideal for heavy machinery or serious workshop. Bonus unfinished apartment above for office or rental income. A cozy cabin home with recent windows, screened porches to enjoy pond view. And sprawling acres. Exceptional infrastructure with additional 870 sq storage barn. Full 50x30 RV hookup and dump station, Much more than a home, it is a blank canvas for your biggest dreams. HOA to be determined, A Camp for kids is good possible use

Discover Your Private Retreat: 235 Peppermint Spring Lane Nestled in the serene landscape of Winchester, Virginia, 235 Peppermint Spring Lane offers a rare combination of spacious country living and modern convenience. This charming single-family home sits on a sprawling 6.67-acre lot, providing a peaceful sanctuary backing to conservation land just minutes from the vibrant energy of historic Downtown Winchester. Property Highlights Spacious Living: A two-story home featuring 4 bedrooms and 3.5 bathrooms across approximately 1700 to 1900 square feet of living space. Expansive Outdoor Space: The 6.67-acre property offers endless possibilities for outdoor recreation, gardening, or simply enjoying the tranquility of nature. Built for Comfort: Constructed in 1996, the home features a durable composition roof, concrete block foundation, and forced air heating for year-round comfort. Outdoor Amenities: Enjoy summer days by your private above-ground pool, a perfect centerpiece for family gath

Stunning new construction modern contemporary home situated on nearly 6 private wooded acres, offering the perfect balance of privacy and convenience. This thoughtfully designed home features an open-concept layout filled with abundant natural sunlight and beautiful wooded views throughout. The main living area showcases engineered hardwood flooring, a spacious living room and dining area, and a stylish kitchen complete with granite countertops, stainless steel appliances, and a convenient butler’s pantry—perfect for entertaining and everyday living. The fully finished basement expands the living space and includes a full bathroom, providing endless possibilities for a game room, family room, recreation space, or guest area. Ideally located just off Route 522, this property offers quick access to restaurants, shopping, and commuter routes, while still providing the peaceful setting of a large wooded lot. A rare opportunity to own a modern home with acreage in a prime location

Brand NEW Roof installed June 2026! Discover your own 25.54-acre private retreat in the scenic rolling hills of the northern Shenandoah Valley with three contiguous parcels conveying together and offering a rare blend of seclusion, usability, and long-term flexibility. Located just minutes from downtown Winchester, this property provides the peaceful setting and privacy that are increasingly difficult to find while keeping dining, shopping, and everyday amenities conveniently within reach. Privately positioned among mature hardwoods, the property features a charming 2-bedroom cottage that serves as an ideal base for relaxation, recreation, or extended stays. The interior has been freshly painted throughout, with new carpet in the bedrooms and new LVP flooring in the living areas, giving the cottage a clean and move-in ready feel that is rare for a property of this type. The kitchen features solid oak cabinetry, a full appliance suite, and a window overlooking the surrounding woods, whi