$499,900 Upgraded home in a desirable 55+ community on Winchester's east side! Thoughtfully upgraded and beautifully maintained, this exceptional residence offers the perfect blend of comfort, convenience, and low-maintenance living. Inside, you'll find upgraded flooring, elevated finishes, and an open-concept layout designed for both everyday living and entertaining. The beautifully appointed kitchen flows seamlessly into the spacious family room, while the main-level primary suite features a private en suite bath and easy access along with two additional bedrooms on the main level. One of the few homes in the community offering both a composite deck and fully fenced backyard, this property provides a rare opportunity to enjoy privacy and outdoor living. The partially finished basement with half bath, adds flexible space for a rec room, home office, fitness area, or guest retreat, while still offering plenty of storage. As one of the first resale opportunities in this newer, highly sought-after community, this home offers the benefits of nearly new construction without the wait. Residents enjoy a carefree lifestyle with lawn maintenance, road maintenance, and trash service included for a low monthly fee. Conveniently located just minutes from Downtown Winchester, shopping, dining, medical facilities, Route 7, and major commuter routes, this home offers the perfect balance of peaceful living and everyday accessibility. Whether you're relocating or simply looking for your next chapter, this exceptional property is ready to welcome you home. 3 Beds ⋅ 3 Baths Upgraded home in a desirable 55+ community on Winchester's east side! Thoughtfully upgraded and beautifully maintained, this exceptional residence offers the perfect blend of comfort, convenience, and low-maintenance living. Inside, you'll find upgraded flooring, elevated finishes, and an open-concept layout designed for both everyday living and entertaining. The beautifully appointed kitchen flows seamlessly into the spacious family room, while the main-level primary suite features a private en suite bath and easy access along with two additional bedrooms on the main level. One of the few homes in the community offering both a composite deck and fully fenced backyard, this property provides a rare opportunity to enjoy privacy and outdoor living. The partially finished basement with half bath, adds flexible space for a rec room, home office, fitness area, or guest retreat, while still offering plenty of storage. As one of the first resale opportunities in this newer, highly sought-after community, this home offers the benefits of nearly new construction without the wait. Residents enjoy a carefree lifestyle with lawn maintenance, road maintenance, and trash service included for a low monthly fee. Conveniently located just minutes from Downtown Winchester, shopping, dining, medical facilities, Route 7, and major commuter routes, this home offers the perfect balance of peaceful living and everyday accessibility. Whether you're relocating or simply looking for your next chapter, this exceptional property is ready to welcome you home. 120 Gabriel Ct, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$139,900 In the Gainesboro area of Frederick County, VA, offered here are (2) 10 acre lots with unique characteristics. The land is within the Rhine Forest Estates "subdivision" with NO COVENANTS or RESTRICTIONS. First thought is for recreation. The first lot borders Siler Road (hard surfaced state road) and also extends over Bucksaw Ln, running to the banks of Isaac Creek. The 2nd lot is right next door, also extending over Bucksaw to the creek. Easiest access into the land for a potential camp or cabin site would be off Siler Road, at the driveway identified as 1310 Siler Road. That is a neighbor that uses this access as a deeded right-of-way to reach his home on the 3rd lot over. That property is currently on the market with another office. If you cross over into the fairly level part of the land, an old camper site can be detected. The back end of the land on the other side of the upper ROW does fall off fairly sharply. This property is just minutes from the Winchester-Frederick County Conservation Club where a membership allows you to hunt, shoot, archery, fishing. You are also about 15 minutes from Winchester. With no restrictions, you can hunt and shoot on your own 20 acres. In the Gainesboro area of Frederick County, VA, offered here are (2) 10 acre lots with unique characteristics. The land is within the Rhine Forest Estates "subdivision" with NO COVENANTS or RESTRICTIONS. First thought is for recreation. The first lot borders Siler Road (hard surfaced state road) and also extends over Bucksaw Ln, running to the banks of Isaac Creek. The 2nd lot is right next door, also extending over Bucksaw to the creek. Easiest access into the land for a potential camp or cabin site would be off Siler Road, at the driveway identified as 1310 Siler Road. That is a neighbor that uses this access as a deeded right-of-way to reach his home on the 3rd lot over. That property is currently on the market with another office. If you cross over into the fairly level part of the land, an old camper site can be detected. The back end of the land on the other side of the upper ROW does fall off fairly sharply. This property is just minutes from the Winchester-Frederick County Conservation Club where a membership allows you to hunt, shoot, archery, fishing. You are also about 15 minutes from Winchester. With no restrictions, you can hunt and shoot on your own 20 acres. TWO LOTS ON Siler Rd, Winchester Listing courtesy of Cedar Creek Real Estate. Contact:
$469,000 Nestled on a private 2-acre lot in the desirable Hogue Creek subdivision, this charming 3-bedroom, 2.5-bath home offers the perfect combination of comfort, character, and space. Surrounded by mature trees and featuring a convenient horseshoe driveway, the property provides a peaceful retreat while remaining close to everyday conveniences. Inside, the inviting family room showcases hardwood floors, exposed wood beams, and a cozy wood-burning fireplace, creating a warm and welcoming gathering space. The kitchen is equally distinctive, featuring its own wood-burning fireplace that adds charm and ambiance for everyday living and entertaining. Spanning three levels, the home includes an unfinished walkout basement with a full bath, offering excellent storage and endless potential for future expansion, a workshop, home gym, or hobby space. Step outside to enjoy the fully fenced backyard, spacious deck, and patio, all designed for relaxing, entertaining, and taking in the beautiful natural surroundings. A three-car garage provides ample room for vehicles, equipment, and storage. With its unique character, multiple fireplaces, private setting, and generous outdoor living spaces, this is a home you'll want to experience in person. Schedule your private tour today and discover all that this special property has to offer. 3 Beds ⋅ 4 Baths Nestled on a private 2-acre lot in the desirable Hogue Creek subdivision, this charming 3-bedroom, 2.5-bath home offers the perfect combination of comfort, character, and space. Surrounded by mature trees and featuring a convenient horseshoe driveway, the property provides a peaceful retreat while remaining close to everyday conveniences. Inside, the inviting family room showcases hardwood floors, exposed wood beams, and a cozy wood-burning fireplace, creating a warm and welcoming gathering space. The kitchen is equally distinctive, featuring its own wood-burning fireplace that adds charm and ambiance for everyday living and entertaining. Spanning three levels, the home includes an unfinished walkout basement with a full bath, offering excellent storage and endless potential for future expansion, a workshop, home gym, or hobby space. Step outside to enjoy the fully fenced backyard, spacious deck, and patio, all designed for relaxing, entertaining, and taking in the beautiful natural surroundings. A three-car garage provides ample room for vehicles, equipment, and storage. With its unique character, multiple fireplaces, private setting, and generous outdoor living spaces, this is a home you'll want to experience in person. Schedule your private tour today and discover all that this special property has to offer. 516 Deer Creek Rd, Winchester Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360
$1,315,000 Opportunities like this are becoming increasingly difficult to find within the growing Winchester market. Strategically positioned along the Rt. 522 corridor, this 2.23-acre commercial property offers the ideal combination of visibility, accessibility, flexibility, and future potential. Surrounded by established medical facilities, national businesses, residential communities, and expanding commercial infrastructure, the property is well positioned for a wide range of development opportunities. Currently zoned B2 and RP, the site supports numerous commercial applications including hospitality, medical and professional offices, automotive-related services, personal service businesses, self-storage, and additional commercial uses. The property also presents future rezoning possibilities, providing long-term flexibility for investors and developers seeking to maximize the site’s potential. Located just minutes from Winchester Medical Center with immediate access to Highway 37 and Interstate 81, the property benefits from strong regional connectivity and consistent traffic exposure within Frederick County’s most active commercial corridors. Whether envisioned as a medical campus, hospitality site, professional office complex, or mixed commercial development, this property offers the location, infrastructure, and flexibility to support a wide range of future possibilities. Opportunities like this are becoming increasingly difficult to find within the growing Winchester market. Strategically positioned along the Rt. 522 corridor, this 2.23-acre commercial property offers the ideal combination of visibility, accessibility, flexibility, and future potential. Surrounded by established medical facilities, national businesses, residential communities, and expanding commercial infrastructure, the property is well positioned for a wide range of development opportunities. Currently zoned B2 and RP, the site supports numerous commercial applications including hospitality, medical and professional offices, automotive-related services, personal service businesses, self-storage, and additional commercial uses. The property also presents future rezoning possibilities, providing long-term flexibility for investors and developers seeking to maximize the site’s potential. Located just minutes from Winchester Medical Center with immediate access to Highway 37 and Interstate 81, the property benefits from strong regional connectivity and consistent traffic exposure within Frederick County’s most active commercial corridors. Whether envisioned as a medical campus, hospitality site, professional office complex, or mixed commercial development, this property offers the location, infrastructure, and flexibility to support a wide range of future possibilities. N Frederick, Winchester Listing courtesy of Century 21 Redwood Realty. Contact:
$379,999 Well-maintained colonial available in one of Winchester’s premier subdivisions, Pembridge Heights. The main level features a formal dining room just off the foyer, perfect for family gatherings, which flows into the eat-in kitchen with LVP flooring, stainless steel appliances, a tile backsplash, custom wood cabinetry, and access to the deck overlooking a semi-flat backyard with a koi pond. The adjoining family room offers an elegant gas fireplace and plush designer carpeting. A powder room and formal living room complete the main level.Upstairs, the oversized primary suite includes a walk-in closet and spa-inspired ensuite bathroom with a full vanity and tub/shower combination. Three additional spacious bedrooms share a modern full hallway bathroom. 4 Beds ⋅ 3 Baths Well-maintained colonial available in one of Winchester’s premier subdivisions, Pembridge Heights. The main level features a formal dining room just off the foyer, perfect for family gatherings, which flows into the eat-in kitchen with LVP flooring, stainless steel appliances, a tile backsplash, custom wood cabinetry, and access to the deck overlooking a semi-flat backyard with a koi pond. The adjoining family room offers an elegant gas fireplace and plush designer carpeting. A powder room and formal living room complete the main level.Upstairs, the oversized primary suite includes a walk-in closet and spa-inspired ensuite bathroom with a full vanity and tub/shower combination. Three additional spacious bedrooms share a modern full hallway bathroom. 123 Etnam St, Winchester Listing courtesy of Samson Properties. Contact: 7033788810
$360,000 Looking for a newer home with room to spread out and a peaceful wooded setting? Welcome to 300 Elk Trail. Built in 2021 and tucked among the trees in the Mountain Falls/Wilde Acres area, this 4-bedroom, 3-bath home offers the perfect blend of modern convenience and country living. The open main level creates a welcoming space for gathering with family and friends, while the finished lower level provides flexibility for guests, a home office, hobbies, fitness equipment, or movie nights at home. Step outside to enjoy the deck, patio, and fenced yard, all surrounded by the natural beauty of the area. Whether you're sipping coffee in the morning, watching wildlife pass through, or enjoying a quiet evening outdoors, the setting encourages you to slow down and enjoy where you live. Conveniently located just a short drive from Winchester and Route 50, you'll enjoy easy access to shopping, dining, and everyday amenities while still being close to hiking, fishing, camping, and the outdoor recreation that makes this area so desirable. If you've been searching for a move-in ready home that offers space, flexibility, and a connection to nature, 300 Elk Trail deserves a look. 4 Beds ⋅ 3 Baths Looking for a newer home with room to spread out and a peaceful wooded setting? Welcome to 300 Elk Trail. Built in 2021 and tucked among the trees in the Mountain Falls/Wilde Acres area, this 4-bedroom, 3-bath home offers the perfect blend of modern convenience and country living. The open main level creates a welcoming space for gathering with family and friends, while the finished lower level provides flexibility for guests, a home office, hobbies, fitness equipment, or movie nights at home. Step outside to enjoy the deck, patio, and fenced yard, all surrounded by the natural beauty of the area. Whether you're sipping coffee in the morning, watching wildlife pass through, or enjoying a quiet evening outdoors, the setting encourages you to slow down and enjoy where you live. Conveniently located just a short drive from Winchester and Route 50, you'll enjoy easy access to shopping, dining, and everyday amenities while still being close to hiking, fishing, camping, and the outdoor recreation that makes this area so desirable. If you've been searching for a move-in ready home that offers space, flexibility, and a connection to nature, 300 Elk Trail deserves a look. 300 Elk Trl, Winchester Listing courtesy of Preslee Real Estate. Contact: 5402274416
$1,200,000 Prime Corner Lot at Front Royal Pike & Airport Road - High-Visibility Winchester Location Positioned at one of Winchester's most traveled intersections, this corner lot offers exceptional visibility with a combined 19,800 vehicles passing daily. Located at the signalized intersection of Front Royal Pike (U.S. 522) and Airport Road, the site provides strong traffic flow, and strategic positioning within a rapidly developing commercial corridor. The property is currently zoned RP (Residential Performance), offering flexibility for future development opportunities subject to rezoning or special use approvals. Its corner configuration, frontage on two well-traveled roads, and proximity to major commercial activity make it an ideal candidate for retail, service, office, or mixed-use concepts. Whether for long-term investment or immediate planning, this site delivers the visibility, access, and growth potential that developers and businesses look for in the Winchester market. Prime Corner Lot at Front Royal Pike & Airport Road - High-Visibility Winchester Location Positioned at one of Winchester's most traveled intersections, this corner lot offers exceptional visibility with a combined 19,800 vehicles passing daily. Located at the signalized intersection of Front Royal Pike (U.S. 522) and Airport Road, the site provides strong traffic flow, and strategic positioning within a rapidly developing commercial corridor. The property is currently zoned RP (Residential Performance), offering flexibility for future development opportunities subject to rezoning or special use approvals. Its corner configuration, frontage on two well-traveled roads, and proximity to major commercial activity make it an ideal candidate for retail, service, office, or mixed-use concepts. Whether for long-term investment or immediate planning, this site delivers the visibility, access, and growth potential that developers and businesses look for in the Winchester market. 699 Front Royal Pike, Winchester Listing courtesy of Oakcrest Commercial Real Estate. Contact:
$945,000 Modern farmhouse living meets peaceful acreage on 2.75 acres right on Cedar Creek Grade. Built just two years ago by owner/builder Stephen Carroll, this thoughtfully designed home offers main-level living, scenic hilltop views, a walkout basement, high-speed fiber-optic internet, and a peaceful outdoor setting complete with a koi pond, wildflower meadow, and 275+ trees planted around the property. Inside, the home features a bright, open layout with gray solid oak floors throughout the main level, 9-foot ceilings on all levels, Andersen windows, and clean modern finishes. The main level includes the owner suite, an additional bedroom, spacious laundry room, and walk-in pantry, creating convenient one-level living without sacrificing space. The kitchen offers white shaker cabinetry, quartz countertops, and a fresh modern design that flows easily into the main living areas. The upper level has a large bonus room, a dedicated home office and two additional large bedrooms with tiled bath. Outdoor living is a major highlight, with an 18x18 covered rear patio finished with porcelain tile overlooking the backyard. The 10x12 koi pond with waterfall and stream creates a relaxing retreat, while the roughly 20x30 vegetable garden area with water hydrant and electrical outlet. The home also features 2x6 exterior walls, dual-level 15 SEER Heil heat pumps, a heat pump water heater, and an EV receptacle, adding efficiency and long-term value. The 24x24 two-car garage includes additional bump-out space, and the large unfinished window-lit walkout basement offers incredible potential with bathroom rough-in already in place. Whether you envision more finished living space, a home gym, media room, workshop, or guest area, the lower level is ready for your plans. All on a 4-bedroom conventional gravity septic system. With scenic views, modern comfort, thoughtful construction, and easy access just minutes from Route 37, this property offers the rare combination of peaceful country living and everyday convenience. Check out the virtual tour, blueprints, and video- https://media.absolutealtitude.us/165-Carroll-Rdg-Ln/idx 4 Beds ⋅ 3 Baths Modern farmhouse living meets peaceful acreage on 2.75 acres right on Cedar Creek Grade. Built just two years ago by owner/builder Stephen Carroll, this thoughtfully designed home offers main-level living, scenic hilltop views, a walkout basement, high-speed fiber-optic internet, and a peaceful outdoor setting complete with a koi pond, wildflower meadow, and 275+ trees planted around the property. Inside, the home features a bright, open layout with gray solid oak floors throughout the main level, 9-foot ceilings on all levels, Andersen windows, and clean modern finishes. The main level includes the owner suite, an additional bedroom, spacious laundry room, and walk-in pantry, creating convenient one-level living without sacrificing space. The kitchen offers white shaker cabinetry, quartz countertops, and a fresh modern design that flows easily into the main living areas. The upper level has a large bonus room, a dedicated home office and two additional large bedrooms with tiled bath. Outdoor living is a major highlight, with an 18x18 covered rear patio finished with porcelain tile overlooking the backyard. The 10x12 koi pond with waterfall and stream creates a relaxing retreat, while the roughly 20x30 vegetable garden area with water hydrant and electrical outlet. The home also features 2x6 exterior walls, dual-level 15 SEER Heil heat pumps, a heat pump water heater, and an EV receptacle, adding efficiency and long-term value. The 24x24 two-car garage includes additional bump-out space, and the large unfinished window-lit walkout basement offers incredible potential with bathroom rough-in already in place. Whether you envision more finished living space, a home gym, media room, workshop, or guest area, the lower level is ready for your plans. All on a 4-bedroom conventional gravity septic system. With scenic views, modern comfort, thoughtful construction, and easy access just minutes from Route 37, this property offers the rare combination of peaceful country living and everyday convenience. Check out the virtual tour, blueprints, and video- https://media.absolutealtitude.us/165-Carroll-Rdg-Ln/idx 165 Carroll Ridge Ln, Winchester Listing courtesy of RE/MAX Gateway. Contact: (703) 652-5777
$509,990 Easy living starts here. Now under construction for late summer move in! This twin home in Hiatt Pointe at Snowden Bridge is designed for a low‑maintenance lifestyle centered around main‑level comfort in a gated 55+ community. Enjoy true everyday ease with both a primary suite and secondary bedroom on the main floor—perfect for minimizing stairs and simplifying daily routines. Lawn care, snow removal, and exterior maintenance allow you to spend more time doing what you love. The open‑concept layout creates a relaxed, airy feel, with the family room flowing effortlessly into a bright, stylish kitchen featuring a large island, quartz countertops, white cabinetry, and gourmet stainless steel appliances—ideal for easy meals and casual gatherings. Upstairs, a private third bedroom and full bath offer a comfortable retreat for guests without adding to your day‑to‑day upkeep. The screened‑in porch provides a peaceful spot to unwind and enjoy the outdoors without the maintenance. Located just a block from community amenities and with open space beside the home, you’ll have easy access to the pool, fitness center, and tennis courts—all within a secure, connected setting. Main‑level living. Minimal upkeep. More time to enjoy the lifestyle you’ve earned. Ask about builder incentives today! Interior photos are of similar home while under construction 3 Beds ⋅ 3 Baths Easy living starts here. Now under construction for late summer move in! This twin home in Hiatt Pointe at Snowden Bridge is designed for a low‑maintenance lifestyle centered around main‑level comfort in a gated 55+ community. Enjoy true everyday ease with both a primary suite and secondary bedroom on the main floor—perfect for minimizing stairs and simplifying daily routines. Lawn care, snow removal, and exterior maintenance allow you to spend more time doing what you love. The open‑concept layout creates a relaxed, airy feel, with the family room flowing effortlessly into a bright, stylish kitchen featuring a large island, quartz countertops, white cabinetry, and gourmet stainless steel appliances—ideal for easy meals and casual gatherings. Upstairs, a private third bedroom and full bath offer a comfortable retreat for guests without adding to your day‑to‑day upkeep. The screened‑in porch provides a peaceful spot to unwind and enjoy the outdoors without the maintenance. Located just a block from community amenities and with open space beside the home, you’ll have easy access to the pool, fitness center, and tennis courts—all within a secure, connected setting. Main‑level living. Minimal upkeep. More time to enjoy the lifestyle you’ve earned. Ask about builder incentives today! Interior photos are of similar home while under construction 106 Oleander Ct, Winchester Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact: (703) 420-3322
$599,000 Welcome to 117 Glen Ridge Road! Discover the perfect blend of privacy, space, and convenience on 6.65 beautiful wooded acres just minutes from Winchester. Tucked away in a peaceful setting, this property offers the tranquility of country living while remaining close to Winchester Medical Center, shopping, dining, schools, and I-81 for an easy commute. **NEW IN 2025: water heater, heat pump, dishwasher and microwave** Designed for buyers who want room to spread out, the property features a detached garage that's ideal for car enthusiasts, hobbyists, collectors, or anyone needing additional workspace and storage. Enjoy abundant wildlife, scenic views, and endless opportunities for outdoor recreation, gardening, or simply relaxing in your own private retreat. Whether you're searching for acreage, a secluded setting, or a home that offers both convenience and versatility, this exceptional property checks all the boxes. Enjoy the peace of mind with a one year AHS warranty. Call for your private tour today! 3 Beds ⋅ 4 Baths Welcome to 117 Glen Ridge Road! Discover the perfect blend of privacy, space, and convenience on 6.65 beautiful wooded acres just minutes from Winchester. Tucked away in a peaceful setting, this property offers the tranquility of country living while remaining close to Winchester Medical Center, shopping, dining, schools, and I-81 for an easy commute. **NEW IN 2025: water heater, heat pump, dishwasher and microwave** Designed for buyers who want room to spread out, the property features a detached garage that's ideal for car enthusiasts, hobbyists, collectors, or anyone needing additional workspace and storage. Enjoy abundant wildlife, scenic views, and endless opportunities for outdoor recreation, gardening, or simply relaxing in your own private retreat. Whether you're searching for acreage, a secluded setting, or a home that offers both convenience and versatility, this exceptional property checks all the boxes. Enjoy the peace of mind with a one year AHS warranty. Call for your private tour today! 117 Glen Ridge Rd, Winchester Listing courtesy of Coldwell Banker Premier. Contact:
$399,999 | Summer 2026 Delivery Available St. Paul TBB | 4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level + Larger Deck 🔥 Beautiful wooded homesites available! Offering up to 2,000 sq. ft. of modern, open-concept living ✨ Home Highlights 🍽 Open-concept main level – perfect for entertaining 🪨 Granite countertops 🧰 Stainless steel appliances 🪵 Luxury vinyl plank flooring 🛌 Upper Level Retreat 🚿 Deluxe Silver primary bath with rain shower 👕 Spacious walk-in closet 🧺 Bedroom-level laundry 🛏 Two additional bedrooms + full bath 🎬 Finished Lower Level 🛏 4th bedroom 🛁 Full bathroom 💼 Ideal for guests, home office, gym, or media room 🌟 Additional Features 🌳 Townhome landscaping package 🔌 Deako smart light switches (smart home features) 🌅 Larger composite deck 🏦 Special financing programs available 💰 Builder incentives available with preferred lender 📅 Summer 2026 Delivery Available 📲 Contact listing agent for pricing & current incentives 📸 Photos are representative 4 Beds ⋅ 4 Baths | Summer 2026 Delivery Available St. Paul TBB | 4 BR | 3.5 BA | 1-Car Garage | Finished Lower Level + Larger Deck 🔥 Beautiful wooded homesites available! Offering up to 2,000 sq. ft. of modern, open-concept living ✨ Home Highlights 🍽 Open-concept main level – perfect for entertaining 🪨 Granite countertops 🧰 Stainless steel appliances 🪵 Luxury vinyl plank flooring 🛌 Upper Level Retreat 🚿 Deluxe Silver primary bath with rain shower 👕 Spacious walk-in closet 🧺 Bedroom-level laundry 🛏 Two additional bedrooms + full bath 🎬 Finished Lower Level 🛏 4th bedroom 🛁 Full bathroom 💼 Ideal for guests, home office, gym, or media room 🌟 Additional Features 🌳 Townhome landscaping package 🔌 Deako smart light switches (smart home features) 🌅 Larger composite deck 🏦 Special financing programs available 💰 Builder incentives available with preferred lender 📅 Summer 2026 Delivery Available 📲 Contact listing agent for pricing & current incentives 📸 Photos are representative 118 Nepal Ct, Winchester Listing courtesy of New Home Star Virginia, LLC. Contact: (703) 967-2073
$190,000 Build Your Ultimate Private Sanctuary on Hoover Mountain Retreat!Escape the noise and embrace the serene beauty of the Virginia countryside on this magnificent 17.8-acre wooded lot in Northern Frederick County. Boasting an ideal blend of flat clearing areas and scenic rolling hills, this expansive parcel gives you total creative freedom to build your custom estate completely hidden from the outside world.Enjoy ultimate autonomy with no HOA rules or restrictive covenants—bring your hobbies, build your workshops, and live life at your own pace. Prep work is already underway with an approved perk and completed design for a 3-bedroom alternative septic system, heavily fast-tracking your building timeline. Best of all, you can enjoy a secluded, quiet country lifestyle while remaining just minutes from the essential services of downtown Winchester and the Winchester Medical Center. Don't wait—schedule your private tour of Lot 5 Snake Drive today! Build Your Ultimate Private Sanctuary on Hoover Mountain Retreat!Escape the noise and embrace the serene beauty of the Virginia countryside on this magnificent 17.8-acre wooded lot in Northern Frederick County. Boasting an ideal blend of flat clearing areas and scenic rolling hills, this expansive parcel gives you total creative freedom to build your custom estate completely hidden from the outside world.Enjoy ultimate autonomy with no HOA rules or restrictive covenants—bring your hobbies, build your workshops, and live life at your own pace. Prep work is already underway with an approved perk and completed design for a 3-bedroom alternative septic system, heavily fast-tracking your building timeline. Best of all, you can enjoy a secluded, quiet country lifestyle while remaining just minutes from the essential services of downtown Winchester and the Winchester Medical Center. Don't wait—schedule your private tour of Lot 5 Snake Drive today! Lot 5 Snake, Winchester Listing courtesy of Samson Properties. Contact: (540) 348-4911
$824,900 PRICED BELOW RECENT APPRAISAL>> Gorgeous Country Home on Two Acres — Nearly 5,000 Sq Ft of Well-Appointed Living!! Welcome to 161 Skylar Lanes Way, a thoughtfully-updated and well-maintained six-bedroom, five-bath home just 20 minutes from downtown Winchester. This inviting property features modern updates and practical design throughout - see the attached list of recent upgrades! Bright and airy, the two-story family room includes built-in shelves, an electric fireplace, and solar-powered remote blinds for easy light control. The updated kitchen impresses with quartz countertops, a new tile backsplash, custom cabinetry, a Butler’s pantry, and a cozy breakfast nook that opens to a covered patio—perfect for outdoor entertaining. The spacious primary bedroom boasts a newly remodeled en-suite bathroom that will make you swoon. A second bedroom upstairs offers another en-suite bath, while the third and forth share a Jack-n-Jill bath, providing flexibility and privacy for both family and guests. The main-level bedroom is also situated next to a full bath for added convenience. The finished lower level offers a large recreation room, a bedroom, bonus rooms, a full bath, and a soundproof media room with a Bose home theater system for entertainment. Outside, enjoy a new architectural shingle roof with copper granules, updated gutters, well-maintained landscaping with outdoor lighting, a spacious composite deck, and irrigated garden beds. Storage is plentiful with a three-car garage and two sheds—one set up as a workshop with electricity, a window air conditioning unit, work benches, and slatwalls. The snow blower, alarm system, Starlink equipment, and more convey!! Sellers are also offering $3,500 toward closing costs! This beautiful home on acreage offers a rare combination of space, updates, and location. Schedule your showing today!!! 6 Beds ⋅ 5 Baths PRICED BELOW RECENT APPRAISAL>> Gorgeous Country Home on Two Acres — Nearly 5,000 Sq Ft of Well-Appointed Living!! Welcome to 161 Skylar Lanes Way, a thoughtfully-updated and well-maintained six-bedroom, five-bath home just 20 minutes from downtown Winchester. This inviting property features modern updates and practical design throughout - see the attached list of recent upgrades! Bright and airy, the two-story family room includes built-in shelves, an electric fireplace, and solar-powered remote blinds for easy light control. The updated kitchen impresses with quartz countertops, a new tile backsplash, custom cabinetry, a Butler’s pantry, and a cozy breakfast nook that opens to a covered patio—perfect for outdoor entertaining. The spacious primary bedroom boasts a newly remodeled en-suite bathroom that will make you swoon. A second bedroom upstairs offers another en-suite bath, while the third and forth share a Jack-n-Jill bath, providing flexibility and privacy for both family and guests. The main-level bedroom is also situated next to a full bath for added convenience. The finished lower level offers a large recreation room, a bedroom, bonus rooms, a full bath, and a soundproof media room with a Bose home theater system for entertainment. Outside, enjoy a new architectural shingle roof with copper granules, updated gutters, well-maintained landscaping with outdoor lighting, a spacious composite deck, and irrigated garden beds. Storage is plentiful with a three-car garage and two sheds—one set up as a workshop with electricity, a window air conditioning unit, work benches, and slatwalls. The snow blower, alarm system, Starlink equipment, and more convey!! Sellers are also offering $3,500 toward closing costs! This beautiful home on acreage offers a rare combination of space, updates, and location. Schedule your showing today!!! 161 Skylar Lanes Way, Winchester Listing courtesy of Samson Properties. Contact: (540) 348-4911
$699,999 Situated on a beautiful tract of land with scenic views in every season, this charming farmhouse offers the space, tranquility, and rural lifestyle that buyers dream about. The home features 4 bedrooms and 1 full bath on the upper level, plus a convenient half bath on the main floor. A walk-out basement includes a traditional root cellar, adding character and functionality. Recent improvements include fully renovated bathrooms, a new sediment filtration system, a spring pump less than one year old with warranty coverage, and an HVAC system and air handler that are less than two years old. Outside, the property truly shines. Multiple outbuildings provide exceptional flexibility for farming, hobbies, storage, or livestock, including a bank barn, two sheds, an equipment port, chicken coop, milk house, and a historic brick smokehouse. Whether you're looking for a homestead, hobby farm, recreational retreat, or simply room to roam, this property offers endless possibilities. Enjoy the beauty of the surrounding area while remaining conveniently located near Winchester's Historic Walking Mall, Jim Barnett Park, and outdoor destinations throughout the Shenandoah Valley. Charles Town, Berkeley Springs, Harpers Ferry, and the northern entrance to Shenandoah National Park are all within easy reach. If you've been searching for privacy, acreage, breathtaking views, and a property with authentic rural character, this is an opportunity you won't want to miss. 4 Beds ⋅ 2 Baths Situated on a beautiful tract of land with scenic views in every season, this charming farmhouse offers the space, tranquility, and rural lifestyle that buyers dream about. The home features 4 bedrooms and 1 full bath on the upper level, plus a convenient half bath on the main floor. A walk-out basement includes a traditional root cellar, adding character and functionality. Recent improvements include fully renovated bathrooms, a new sediment filtration system, a spring pump less than one year old with warranty coverage, and an HVAC system and air handler that are less than two years old. Outside, the property truly shines. Multiple outbuildings provide exceptional flexibility for farming, hobbies, storage, or livestock, including a bank barn, two sheds, an equipment port, chicken coop, milk house, and a historic brick smokehouse. Whether you're looking for a homestead, hobby farm, recreational retreat, or simply room to roam, this property offers endless possibilities. Enjoy the beauty of the surrounding area while remaining conveniently located near Winchester's Historic Walking Mall, Jim Barnett Park, and outdoor destinations throughout the Shenandoah Valley. Charles Town, Berkeley Springs, Harpers Ferry, and the northern entrance to Shenandoah National Park are all within easy reach. If you've been searching for privacy, acreage, breathtaking views, and a property with authentic rural character, this is an opportunity you won't want to miss. 3105 Apple Pie Ridge Rd, Winchester Listing courtesy of EXP Realty, LLC. Contact: (866) 825-7169
$139,800 Owner financing! See additional terms in the remarks. Build your dream home on this beautiful 2.03-acre wooded parcel in a desirable Winchester location! Enjoy the perfect combination of privacy and convenience, with easy access to Valley Health, schools, shopping, and Route 37. The current owner has already completed much of the groundwork, making this property ready for your building plans. The lot features an approved 4-bedroom/8-person sewage disposal system construction permit, valid through August 11, 2027, with the option to renew for an additional 18 months. The approved driveway entrance is already installed, saving time and expense. Surrounded by mature trees, this property offers a peaceful setting with plenty of natural beauty while remaining just minutes from everyday amenities. Whether you're looking to build now or secure a future homesite, this parcel presents an excellent opportunity in a sought-after area of Winchester. ****Possible owner financing is available for one year at 5.25% interest only. Owner financing! See additional terms in the remarks. Build your dream home on this beautiful 2.03-acre wooded parcel in a desirable Winchester location! Enjoy the perfect combination of privacy and convenience, with easy access to Valley Health, schools, shopping, and Route 37. The current owner has already completed much of the groundwork, making this property ready for your building plans. The lot features an approved 4-bedroom/8-person sewage disposal system construction permit, valid through August 11, 2027, with the option to renew for an additional 18 months. The approved driveway entrance is already installed, saving time and expense. Surrounded by mature trees, this property offers a peaceful setting with plenty of natural beauty while remaining just minutes from everyday amenities. Whether you're looking to build now or secure a future homesite, this parcel presents an excellent opportunity in a sought-after area of Winchester. ****Possible owner financing is available for one year at 5.25% interest only. Wardensville Grade, Winchester Listing courtesy of RE/MAX Real Estate Connections. Contact: 5406354900
$325,000 NEW PRICE! COME TO THE COUNTRY! WELCOME TO THE GOOD LIFE IN THIS RUSTIC MOUNTAIN-LAKE COMMUNITY WITH A BEACH. A short drive to downtown, Winchester Medical Center, restaurants, shopping and services. Lovely and affordable split foyer with 3 bedrooms, 3 full baths, a finished basement and a 2-car garage. Open floor plan. Large living room with vaulted ceiling. Kitchen with breakfast bar, newer stainless steel appliances and a dining area. Hardwood floors in living room, kitchen, hall and stairs. Tile floors in the bathrooms. Carpeted bedrooms and family room. Ceiling fans in the living and family rooms and the bedrooms. The 12x17 deck off the kitchen overlooks the back yard and is great for grilling and entertaining. Plenty of ways to enjoy the great outdoors in this community - private beach, fishing, lakes and ponds, playgrounds, hiking trails and scenic mountain views. Taxes include Sanitary District fee for road and common area maintenance, snow removal. Septic is an alternative system for 2 bedrooms/4 person maximum, according Health Department records. Washer and dryer do not convey. Rooms are shown without furniture and earlier photos with furniture. 3 Beds ⋅ 3 Baths NEW PRICE! COME TO THE COUNTRY! WELCOME TO THE GOOD LIFE IN THIS RUSTIC MOUNTAIN-LAKE COMMUNITY WITH A BEACH. A short drive to downtown, Winchester Medical Center, restaurants, shopping and services. Lovely and affordable split foyer with 3 bedrooms, 3 full baths, a finished basement and a 2-car garage. Open floor plan. Large living room with vaulted ceiling. Kitchen with breakfast bar, newer stainless steel appliances and a dining area. Hardwood floors in living room, kitchen, hall and stairs. Tile floors in the bathrooms. Carpeted bedrooms and family room. Ceiling fans in the living and family rooms and the bedrooms. The 12x17 deck off the kitchen overlooks the back yard and is great for grilling and entertaining. Plenty of ways to enjoy the great outdoors in this community - private beach, fishing, lakes and ponds, playgrounds, hiking trails and scenic mountain views. Taxes include Sanitary District fee for road and common area maintenance, snow removal. Septic is an alternative system for 2 bedrooms/4 person maximum, according Health Department records. Washer and dryer do not convey. Rooms are shown without furniture and earlier photos with furniture. 112 Cornstalk Trl, Winchester Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360
$359,900 Welcome to Gray Avenue! This beautifully updated 3-bedroom, 2-bath home offers over 1,700 square feet of stylish living space, blending timeless charm with modern finishes throughout. Rich hardwood floors flow throughout the home, creating warmth and character from the moment you step inside. The sun-filled living room feels bright and inviting, highlighted by a custom light fixture and a seamless connection to the formal dining area—perfect for hosting friends and family. The kitchen is a standout feature, boasting granite countertops, stainless steel appliances, white cabinetry, and designer-inspired finishes that make both cooking and entertaining a pleasure. Each bedroom is generously sized with ample closet space, while the thoughtful layout provides comfort and functionality throughout. Outside, a private cement parking pad adds everyday convenience. Packed with charm, natural light, and updates you'll love, Gray Avenue is the perfect place to call home. 3 Beds ⋅ 2 Baths Welcome to Gray Avenue! This beautifully updated 3-bedroom, 2-bath home offers over 1,700 square feet of stylish living space, blending timeless charm with modern finishes throughout. Rich hardwood floors flow throughout the home, creating warmth and character from the moment you step inside. The sun-filled living room feels bright and inviting, highlighted by a custom light fixture and a seamless connection to the formal dining area—perfect for hosting friends and family. The kitchen is a standout feature, boasting granite countertops, stainless steel appliances, white cabinetry, and designer-inspired finishes that make both cooking and entertaining a pleasure. Each bedroom is generously sized with ample closet space, while the thoughtful layout provides comfort and functionality throughout. Outside, a private cement parking pad adds everyday convenience. Packed with charm, natural light, and updates you'll love, Gray Avenue is the perfect place to call home. 601 Gray Ave, Winchester Listing courtesy of Samson Properties. Contact: 7033788810
$740,000 Tucked away on over 3 private acres in the scenic countryside of Frederick County, this newly completed modern farmhouse offers peaceful country living with the convenience of nearby Winchester amenities and major commuter routes. Custom built by Water Creek Homes, the home showcases quality craftsmanship, elevated finishes, and carefully curated details throughout. Designed to stand apart from mass produced construction, every selection was intentionally chosen to create a home that is both stylish and functional, offering comfort, durability, and timeless appeal. Thoughtfully designed for effortless main level living, the home features soaring ceilings, warm finishes, and inviting entertaining spaces filled with natural light. The spacious living room is lined with windows that create an open and airy atmosphere, while the stunning electric fireplace serves as a beautiful focal point. Wide, light wood, luxury vinyl plank flooring flows seamlessly throughout the main living areas, adding warmth and modern elegance. The chef-inspired kitchen perfectly blends style and functionality with striking two tone cabinetry, featuring crisp white perimeter cabinets paired with a bold black center island. The oversized island provides abundant prep space and seating, making it ideal for entertaining, casual dining, or gathering with loved ones. Stainless steel appliances, quality finishes, and a large walk in pantry complete the space. The main level also offers three generously sized bedrooms and two full bathrooms. The luxurious primary suite features a spa inspired bathroom and an expansive walk in closet. On the lower level, a spacious finished rec room offers flexible additional living space. Additional highlights include a spacious two car garage and a charming covered front porch, perfect for enjoying peaceful mornings and quiet evenings surrounded by nature. Outside, the 3+ acre homesite offers endless opportunities to enjoy the outdoors and embrace the freedom of no HOA living. Whether relaxing in the privacy of your own property, entertaining guests, or simply taking in the tranquil surroundings, this home delivers the peaceful and connected lifestyle so many buyers are searching for. Additional features include premium utilities, a builder provided 1-2-10 warranty, and true move in ready convenience. If you have been searching for spacious one level living, privacy, quality craftsmanship, and modern farmhouse charm in one exceptional property, your search ends here. **PREFERRED LENDER INCENTIVE AVAILABLE** CONTACT WATERCREEK TO FIND OUT MORE** 3 Beds ⋅ 3 Baths Tucked away on over 3 private acres in the scenic countryside of Frederick County, this newly completed modern farmhouse offers peaceful country living with the convenience of nearby Winchester amenities and major commuter routes. Custom built by Water Creek Homes, the home showcases quality craftsmanship, elevated finishes, and carefully curated details throughout. Designed to stand apart from mass produced construction, every selection was intentionally chosen to create a home that is both stylish and functional, offering comfort, durability, and timeless appeal. Thoughtfully designed for effortless main level living, the home features soaring ceilings, warm finishes, and inviting entertaining spaces filled with natural light. The spacious living room is lined with windows that create an open and airy atmosphere, while the stunning electric fireplace serves as a beautiful focal point. Wide, light wood, luxury vinyl plank flooring flows seamlessly throughout the main living areas, adding warmth and modern elegance. The chef-inspired kitchen perfectly blends style and functionality with striking two tone cabinetry, featuring crisp white perimeter cabinets paired with a bold black center island. The oversized island provides abundant prep space and seating, making it ideal for entertaining, casual dining, or gathering with loved ones. Stainless steel appliances, quality finishes, and a large walk in pantry complete the space. The main level also offers three generously sized bedrooms and two full bathrooms. The luxurious primary suite features a spa inspired bathroom and an expansive walk in closet. On the lower level, a spacious finished rec room offers flexible additional living space. Additional highlights include a spacious two car garage and a charming covered front porch, perfect for enjoying peaceful mornings and quiet evenings surrounded by nature. Outside, the 3+ acre homesite offers endless opportunities to enjoy the outdoors and embrace the freedom of no HOA living. Whether relaxing in the privacy of your own property, entertaining guests, or simply taking in the tranquil surroundings, this home delivers the peaceful and connected lifestyle so many buyers are searching for. Additional features include premium utilities, a builder provided 1-2-10 warranty, and true move in ready convenience. If you have been searching for spacious one level living, privacy, quality craftsmanship, and modern farmhouse charm in one exceptional property, your search ends here. **PREFERRED LENDER INCENTIVE AVAILABLE** CONTACT WATERCREEK TO FIND OUT MORE** 230 Tranquil Wood Ln, Winchester Listing courtesy of Pearson Smith Realty LLC. Contact: listinginquires@pearsonsmithrealty.com
$554,900 Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the vibrant Walking Mall, this beautifully renovated 2-bedroom, 2.5-bath condominium seamlessly blends historic character with modern luxury. Unit 105 features an open-concept floor plan with soaring ceilings, rich architectural details, and abundant natural light. The gourmet kitchen is equipped with stainless steel appliances, gas cooking, granite countertops, and a spacious island perfect for entertaining. A cozy library with fireplace, elegant living spaces, and a convenient main-level powder room add to the home's charm and functionality. Upstairs, the spacious primary suite offers a spa-inspired custom shower, and double vanity. A generous second bedroom and full bath with soaking tub provide comfort for guests or family. Additional highlights include a covered porch, dedicated parking space, detached private garage, and beautifully maintained common grounds. Originally the site of Fort Loudoun and later a historic girls' school dating to the 1830s, The Fort offers a truly unique living experience steeped in local history. Enjoy walkable access to Winchester's finest restaurants, shops, breweries, museums, and local attractions while residing in one of the city's most iconic addresses. 2 Beds ⋅ 3 Baths Experience a rare opportunity to own a piece of Winchester history at The Fort, one of Old Town's most distinctive residential communities. Located just blocks from the vibrant Walking Mall, this beautifully renovated 2-bedroom, 2.5-bath condominium seamlessly blends historic character with modern luxury. Unit 105 features an open-concept floor plan with soaring ceilings, rich architectural details, and abundant natural light. The gourmet kitchen is equipped with stainless steel appliances, gas cooking, granite countertops, and a spacious island perfect for entertaining. A cozy library with fireplace, elegant living spaces, and a convenient main-level powder room add to the home's charm and functionality. Upstairs, the spacious primary suite offers a spa-inspired custom shower, and double vanity. A generous second bedroom and full bath with soaking tub provide comfort for guests or family. Additional highlights include a covered porch, dedicated parking space, detached private garage, and beautifully maintained common grounds. Originally the site of Fort Loudoun and later a historic girls' school dating to the 1830s, The Fort offers a truly unique living experience steeped in local history. Enjoy walkable access to Winchester's finest restaurants, shops, breweries, museums, and local attractions while residing in one of the city's most iconic addresses. 411 N Loudoun St Unit #105, Winchester Listing courtesy of MarketPlace REALTY. Contact:
$350,000 Seller is now offering a $5,000 credit toward purchaser closing costs! Brand-new 3-bedroom, 2.5-bath Colonial offering 1,680 finished square feet, a 1-car garage, and quality finishes throughout. The thoughtfully designed floor plan features an open-concept main level with luxury vinyl plank flooring, a spacious family room, dining area, and a well-appointed kitchen with upgraded countertops and pantry. A convenient half bath completes the main level. Upstairs, the primary suite offers a walk-in closet and private bath with double vanity and walk-in shower. Two additional bedrooms, a full hall bath, and a convenient upper-level laundry room complete with a washer and dryer provide comfort and functionality for everyday living. Enjoy outdoor living from the covered front porch or rear deck, perfect for relaxing or entertaining. Located in a community with HOA-maintained roads and low annual dues that include road maintenance, this brand-new home offers peaceful living just minutes from Winchester, Route 50, and major commuter routes. Please note: This property is served by a 2-bedroom septic system. 3 Beds ⋅ 3 Baths Seller is now offering a $5,000 credit toward purchaser closing costs! Brand-new 3-bedroom, 2.5-bath Colonial offering 1,680 finished square feet, a 1-car garage, and quality finishes throughout. The thoughtfully designed floor plan features an open-concept main level with luxury vinyl plank flooring, a spacious family room, dining area, and a well-appointed kitchen with upgraded countertops and pantry. A convenient half bath completes the main level. Upstairs, the primary suite offers a walk-in closet and private bath with double vanity and walk-in shower. Two additional bedrooms, a full hall bath, and a convenient upper-level laundry room complete with a washer and dryer provide comfort and functionality for everyday living. Enjoy outdoor living from the covered front porch or rear deck, perfect for relaxing or entertaining. Located in a community with HOA-maintained roads and low annual dues that include road maintenance, this brand-new home offers peaceful living just minutes from Winchester, Route 50, and major commuter routes. Please note: This property is served by a 2-bedroom septic system. 813 Crow Dr, Winchester Listing courtesy of Preslee Real Estate. Contact: 5402274416
$3,250,000 Here is the opportunity to own a piece of history! The hottest spot in Winchester/Frederick County. The 20,386+/- SF building started out as a furniture warehouse that served the area for many years. In 2005 it was converted to a Restaurant that is now the most popular dining and entertainment destination in the area. In addition to the famous “pub” area, the restaurant includes a more formal dining area with a piano bar, tons of outdoor seating, Banquet and events area on upper level, outdoor covered desk/bar and the most popular feature, “The Jam Rock Boat.” That’s right, an actual boat was hauled in and permanently installed to provide an area for bands to use as a stage. This is a major draw on Friday and Saturday nights when the best local bands entertain the crowds. Just steps from the Old Town Walking Mall and adjacent to the historic Wyndham/George Washington Hotel. Well-established turn-key business that includes all fixtures, equipment, and real estate. Owner wants to retire but will assist with transition after purchase. Seasoned, well-trained managers and staff will stay. Winchester is seeing incredible growth. This is an opportunity to ride the expansion which will be seen in the coming years. CPA prepared financials available to qualified buyers. Non-disclosure Agreement required. Owner financing available with acceptable down payment. Here is the opportunity to own a piece of history! The hottest spot in Winchester/Frederick County. The 20,386+/- SF building started out as a furniture warehouse that served the area for many years. In 2005 it was converted to a Restaurant that is now the most popular dining and entertainment destination in the area. In addition to the famous “pub” area, the restaurant includes a more formal dining area with a piano bar, tons of outdoor seating, Banquet and events area on upper level, outdoor covered desk/bar and the most popular feature, “The Jam Rock Boat.” That’s right, an actual boat was hauled in and permanently installed to provide an area for bands to use as a stage. This is a major draw on Friday and Saturday nights when the best local bands entertain the crowds. Just steps from the Old Town Walking Mall and adjacent to the historic Wyndham/George Washington Hotel. Well-established turn-key business that includes all fixtures, equipment, and real estate. Owner wants to retire but will assist with transition after purchase. Seasoned, well-trained managers and staff will stay. Winchester is seeing incredible growth. This is an opportunity to ride the expansion which will be seen in the coming years. CPA prepared financials available to qualified buyers. Non-disclosure Agreement required. Owner financing available with acceptable down payment. 125 E Piccadilly St, Winchester Listing courtesy of Oakcrest Commercial Real Estate. Contact:
$379,900 Welcome to 527 Grouse Drive—almost new construction offering the perfect blend of modern finishes, functional living space, and peaceful mountain surroundings. This beautifully updated split foyer home features 3 bedrooms, 2.5 bathrooms, and over 1,900 finished square feet situated on a spacious lot. Open-concept layout filled with natural light, fresh paint throughout, updated light fixtures, and upgraded faucets replacing standard builder-grade finishes. The kitchen offers granite countertops, upgraded cabinetry, and a functional layout that flows seamlessly into the dining and living areas—perfect for everyday living and entertaining. The spacious primary suite includes a private bath and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. The finished lower level offers additional living space ideal for a rec room, office, or media area along with a convenient half bath. Additional highlights include luxury vinyl plank flooring, a two-car garage, and a peaceful outdoor setting with room to relax and enjoy the surroundings. Located in Wilde Acres, residents enjoy access to a community lake, playground, picnic area, basketball and volleyball courts, scenic trails, and nearby waterfalls—all while being just a short drive to Winchester amenities. 3 Beds ⋅ 3 Baths Welcome to 527 Grouse Drive—almost new construction offering the perfect blend of modern finishes, functional living space, and peaceful mountain surroundings. This beautifully updated split foyer home features 3 bedrooms, 2.5 bathrooms, and over 1,900 finished square feet situated on a spacious lot. Open-concept layout filled with natural light, fresh paint throughout, updated light fixtures, and upgraded faucets replacing standard builder-grade finishes. The kitchen offers granite countertops, upgraded cabinetry, and a functional layout that flows seamlessly into the dining and living areas—perfect for everyday living and entertaining. The spacious primary suite includes a private bath and generous closet space, while two additional bedrooms provide flexibility for guests, family, or a home office. The finished lower level offers additional living space ideal for a rec room, office, or media area along with a convenient half bath. Additional highlights include luxury vinyl plank flooring, a two-car garage, and a peaceful outdoor setting with room to relax and enjoy the surroundings. Located in Wilde Acres, residents enjoy access to a community lake, playground, picnic area, basketball and volleyball courts, scenic trails, and nearby waterfalls—all while being just a short drive to Winchester amenities. 527 Grouse Dr, Winchester Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362
$899,990 Discover the perfect blend of space, privacy and convenience this expansive 3500 sq ft plus ranch home situated on 7.12 beautiful acres. Located just 10 mins from shopping, medical facilities and highway access, this property offers peaceful country living. Inside, you'll spacious one-level living with plenty of room to spread out. A large unfinished bonus space on the second floor provides endless possibilities for future expansion, storage, a home office, recreation or guest space. There is also unfinished space in the basement. Outside you will find an outdoor wood stove that is piped through the house, offering an efficient supplemental heating option. Car collectors, hobbyists, and those needing extra storage will love the attached 2.5 car garage, plus a separate detached 2-car garage, providing ample space for vehicles, equipment or a workshop. With over 7 acres of land, there's plenty of room for gardening, recreation, animals, or simply enjoying the scenic surroundings. This rare property combines acreage, versatility, and a prime location making it an exceptional place to call home. 4 Beds ⋅ 4 Baths Discover the perfect blend of space, privacy and convenience this expansive 3500 sq ft plus ranch home situated on 7.12 beautiful acres. Located just 10 mins from shopping, medical facilities and highway access, this property offers peaceful country living. Inside, you'll spacious one-level living with plenty of room to spread out. A large unfinished bonus space on the second floor provides endless possibilities for future expansion, storage, a home office, recreation or guest space. There is also unfinished space in the basement. Outside you will find an outdoor wood stove that is piped through the house, offering an efficient supplemental heating option. Car collectors, hobbyists, and those needing extra storage will love the attached 2.5 car garage, plus a separate detached 2-car garage, providing ample space for vehicles, equipment or a workshop. With over 7 acres of land, there's plenty of room for gardening, recreation, animals, or simply enjoying the scenic surroundings. This rare property combines acreage, versatility, and a prime location making it an exceptional place to call home. 300 Tavistock Dr, Winchester Listing courtesy of Coldwell Banker Premier. Contact: 990007.lead@leads.leadrouter.com
$55,000 Attention Future Homeowners & Investors! Don’t miss this incredible opportunity to own a spacious lot of over half an acre with road frontage on Hawk Trail — the perfect setting to build your dream home, vacation getaway, or next investment property. Enjoy community amenities with NO HOA fees, including: Cherokee Lake with boat ramp (gas motors not permitted), Beach area, Recreational parks and scenic streams, Fishing ponds, Playground, Pavilion and sports areas, Covered and lighted mailbox stations and covered school bus stops. Experience peaceful country living while still being conveniently located just approximately 15 minutes from schools, shopping, the hospital, and downtown Winchester. An additional adjacent lot (#160 Hawk Trl) is also available for purchase, offering a great opportunity to expand your vision or own both parcels. BONUS: Preliminary plans and studies are already available and transferable for a proposed 3-bedroom, 2.5-bath home model — a valuable head start for your future build. Excellent opportunity with endless potential! Attention Future Homeowners & Investors! Don’t miss this incredible opportunity to own a spacious lot of over half an acre with road frontage on Hawk Trail — the perfect setting to build your dream home, vacation getaway, or next investment property. Enjoy community amenities with NO HOA fees, including: Cherokee Lake with boat ramp (gas motors not permitted), Beach area, Recreational parks and scenic streams, Fishing ponds, Playground, Pavilion and sports areas, Covered and lighted mailbox stations and covered school bus stops. Experience peaceful country living while still being conveniently located just approximately 15 minutes from schools, shopping, the hospital, and downtown Winchester. An additional adjacent lot (#160 Hawk Trl) is also available for purchase, offering a great opportunity to expand your vision or own both parcels. BONUS: Preliminary plans and studies are already available and transferable for a proposed 3-bedroom, 2.5-bath home model — a valuable head start for your future build. Excellent opportunity with endless potential! LOT 159 Hawk Trail, Winchester Listing courtesy of Vaze Realty. Contact: 8664570829
$55,000 Attention Future Homeowners & Investors! Don’t miss this incredible opportunity to own a spacious lot of over half an acre with road frontage on Hawk Trail — the perfect setting to build your dream home, vacation getaway, or next investment property. Enjoy community amenities with NO HOA fees, including: Cherokee Lake with boat ramp (gas motors not permitted), Beach area, Recreational parks and scenic streams, Fishing ponds, Playground, Pavilion and sports areas, Covered and lighted mailbox stations and covered school bus stops. Experience peaceful country living while still being conveniently located just approximately 15 minutes from schools, shopping, the hospital, and downtown Winchester. An additional adjacent lot (#159 Hawk Trl) is also available for purchase, offering a great opportunity to expand your vision or own both parcels. BONUS: Preliminary plans and studies are already available and transferable for a proposed 3-bedroom, 2.5-bath home model — a valuable head start for your future build. Excellent opportunity with endless potential! Attention Future Homeowners & Investors! Don’t miss this incredible opportunity to own a spacious lot of over half an acre with road frontage on Hawk Trail — the perfect setting to build your dream home, vacation getaway, or next investment property. Enjoy community amenities with NO HOA fees, including: Cherokee Lake with boat ramp (gas motors not permitted), Beach area, Recreational parks and scenic streams, Fishing ponds, Playground, Pavilion and sports areas, Covered and lighted mailbox stations and covered school bus stops. Experience peaceful country living while still being conveniently located just approximately 15 minutes from schools, shopping, the hospital, and downtown Winchester. An additional adjacent lot (#159 Hawk Trl) is also available for purchase, offering a great opportunity to expand your vision or own both parcels. BONUS: Preliminary plans and studies are already available and transferable for a proposed 3-bedroom, 2.5-bath home model — a valuable head start for your future build. Excellent opportunity with endless potential! LOT 160 Hawk Trail, Winchester Listing courtesy of Vaze Realty. Contact: 8664570829
$17,000 Discover the perfect blend of privacy and potential with this beautiful wooded homesite tucked away on a quiet cul-de-sac. Surrounded by mature trees and accessed entirely by paved roads, this property offers a peaceful setting with the opportunity for stunning mountain and valley views once cleared. Whether you're planning a weekend retreat or your forever home, this is a rare chance to create your own private oasis just 25 minutes from Winchester! Discover the perfect blend of privacy and potential with this beautiful wooded homesite tucked away on a quiet cul-de-sac. Surrounded by mature trees and accessed entirely by paved roads, this property offers a peaceful setting with the opportunity for stunning mountain and valley views once cleared. Whether you're planning a weekend retreat or your forever home, this is a rare chance to create your own private oasis just 25 minutes from Winchester! LOT 342 Archwood Trl, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$419,924 **New Price!!** Move-In Ready • No HOA • Great location across from Winchester Country Club! * Oversized 2-Car Garage! * Beautifully updated split foyer tucked away on a quiet cul-de-sac in the desirable Rolling Fields community. Freshly painted throughout with brand-new carpet, gleaming hardwood floors, updated luxury vinyl plank flooring, granite countertops, and stainless steel appliances, this home is truly move-in ready. The light-filled main level offers a spacious living room, formal dining room, eat-in kitchen, three bedrooms, and two full baths, including a private primary suite. The finished lower level expands the living space with a large recreation room, fourth bedroom, laundry area, and direct access to the extra-deep oversized 2-car garage, offering exceptional space for vehicles, storage, hobbies, or a workshop. Relax on the covered front porch or enjoy the rear deck (conveys as-is) overlooking the peaceful, tree-lined backyard on a spacious .38-acre lot. <b>Recent improvements include:</b> Fresh Interior Paint (2026), All-New Carpet (2026), Updated Vanity Lighting in Both Bathrooms (2026), Kitchen & Primary Bath Luxury Vinyl Plank Flooring (2025), New Dishwasher (2025), New Dryer (2022), New Water Heater (2022), New Refrigerator (2021), New Roof (2017), and Garage Doors (2008). Conveniently located just minutes from shopping, dining, schools, commuter routes, and Historic Downtown Winchester, this well-maintained home offers the perfect combination of comfort, space, and value! 4 Beds ⋅ 2 Baths **New Price!!** Move-In Ready • No HOA • Great location across from Winchester Country Club! * Oversized 2-Car Garage! * Beautifully updated split foyer tucked away on a quiet cul-de-sac in the desirable Rolling Fields community. Freshly painted throughout with brand-new carpet, gleaming hardwood floors, updated luxury vinyl plank flooring, granite countertops, and stainless steel appliances, this home is truly move-in ready. The light-filled main level offers a spacious living room, formal dining room, eat-in kitchen, three bedrooms, and two full baths, including a private primary suite. The finished lower level expands the living space with a large recreation room, fourth bedroom, laundry area, and direct access to the extra-deep oversized 2-car garage, offering exceptional space for vehicles, storage, hobbies, or a workshop. Relax on the covered front porch or enjoy the rear deck (conveys as-is) overlooking the peaceful, tree-lined backyard on a spacious .38-acre lot. <b>Recent improvements include:</b> Fresh Interior Paint (2026), All-New Carpet (2026), Updated Vanity Lighting in Both Bathrooms (2026), Kitchen & Primary Bath Luxury Vinyl Plank Flooring (2025), New Dishwasher (2025), New Dryer (2022), New Water Heater (2022), New Refrigerator (2021), New Roof (2017), and Garage Doors (2008). Conveniently located just minutes from shopping, dining, schools, commuter routes, and Historic Downtown Winchester, this well-maintained home offers the perfect combination of comfort, space, and value! 187 Village Ct, Winchester Listing courtesy of RE/MAX Distinctive Real Estate, Inc.. Contact: (703) 858-9108
$674,900 This custom-built beautiful home has only been lived in by one family since being built. It offers 4 bedrooms and 3 full baths. They have kept this home in excellent condition. Upgraded kitchen cabinets and all appliances will convey with this sale. Washer and Dryer located on main level will also convey with this sale. The finished basement offers an added bonus for any family. Has 2.3 acres with approximately 1/2 the property location behind the rear fence. So just add some additional fencing and bring your animals. Only 3 miles from the Rt 37 bypass and RT 522 north. 4 Beds ⋅ 3 Baths This custom-built beautiful home has only been lived in by one family since being built. It offers 4 bedrooms and 3 full baths. They have kept this home in excellent condition. Upgraded kitchen cabinets and all appliances will convey with this sale. Washer and Dryer located on main level will also convey with this sale. The finished basement offers an added bonus for any family. Has 2.3 acres with approximately 1/2 the property location behind the rear fence. So just add some additional fencing and bring your animals. Only 3 miles from the Rt 37 bypass and RT 522 north. 1611 Apple Pie Ridge Road, Winchester Listing courtesy of CENTURY 21 New Millennium. Contact: 5406650700
$539,000 Colonial home 21 yrs young on 5 acres in Frederick county 4 bedroom 2 full baths with 1 half bath ., Whole house freshly painted in Jan/Feb 2025, laundry on main level with large pantry and large eat in kitchen with breakfast bar, granite countertops (new in Jan/Feb 2025) Family room formal dining room and living room (currently being used as a dining room) Large flat back yard with above ground pool with decking surround and pool house and BBQ deck for gathering. Pool house has electricity and TV connections . Carpet on Bedroom (new in Jan Feb 2025) level, Large Primary bedroom with ensuite bath with soaking tub and shower stall and double sink and walk in closet. hall bath has 2 sinks. all bedrooms have ceiling fans. Basement has a legal size bedroom rough in and a bath rough-in in the corner by the electric panels. Hot Water Heater replaced in 2024. Well Filter was installed in approx Sept 2025 (Lancaster Iron Filter Service) 2 car garage rear entry and inside entrance to the basement . two 200amp electric panels for plenty of expansion for electrical usage. AND house wired with CAT 5 wiring. Private Well, and Private Septic in Jan/Feb 2025 2 new Tanks , drain lines and Distribution Box Pool house has mini split for AC/Heat, mounted TV, Luxury Vinyl Plank flooring, 2 ceiling fans, Anderson wood windows double pane with a deck area for grilling, storage under pool house for equipment 4 Beds ⋅ 3 Baths Colonial home 21 yrs young on 5 acres in Frederick county 4 bedroom 2 full baths with 1 half bath ., Whole house freshly painted in Jan/Feb 2025, laundry on main level with large pantry and large eat in kitchen with breakfast bar, granite countertops (new in Jan/Feb 2025) Family room formal dining room and living room (currently being used as a dining room) Large flat back yard with above ground pool with decking surround and pool house and BBQ deck for gathering. Pool house has electricity and TV connections . Carpet on Bedroom (new in Jan Feb 2025) level, Large Primary bedroom with ensuite bath with soaking tub and shower stall and double sink and walk in closet. hall bath has 2 sinks. all bedrooms have ceiling fans. Basement has a legal size bedroom rough in and a bath rough-in in the corner by the electric panels. Hot Water Heater replaced in 2024. Well Filter was installed in approx Sept 2025 (Lancaster Iron Filter Service) 2 car garage rear entry and inside entrance to the basement . two 200amp electric panels for plenty of expansion for electrical usage. AND house wired with CAT 5 wiring. Private Well, and Private Septic in Jan/Feb 2025 2 new Tanks , drain lines and Distribution Box Pool house has mini split for AC/Heat, mounted TV, Luxury Vinyl Plank flooring, 2 ceiling fans, Anderson wood windows double pane with a deck area for grilling, storage under pool house for equipment 3336 Hunting Ridge Rd, Winchester Listing courtesy of Carter Real Estate, Inc.. Contact:
$819,900 Contract fell thru at no fault of the seller or the home. Contract was contingent on Home Sale. Tucked away on 3.54 private wooded acres, this beautifully designed custom home offers the perfect balance of luxury, privacy, and convenience—just 15 minutes from Winchester, VA and Winchester Medical Center. With almost 2,500 square feet of thoughtfully designed living space, a full unfinished basement, and a 2-car garage, this property offers room to grow and endless possibilities. Step inside to an inviting open-concept floor plan featuring a spacious great room anchored by a stunning stone fireplace, seamlessly flowing into the large open kitchen, perfect for entertaining or everyday living. The heart of the home is designed for gathering, with generous spaces filled with warmth and natural light. The desirable split-bedroom floor plan provides exceptional privacy for the primary suite, while the second and third bedrooms each feature their own en-suite bathrooms, creating an ideal setup for guests, family, or multi-generational living. Enjoy peaceful mornings and relaxing evenings on the covered and screened porch, the perfect spot for entertaining friends, sipping coffee, or unwinding with a good book while overlooking the serene, wooded surroundings. If you’ve been searching for a private retreat without sacrificing convenience, this exceptional property offers modern comfort, timeless style, and the tranquility of country living just minutes from town. 3 Beds ⋅ 4 Baths Contract fell thru at no fault of the seller or the home. Contract was contingent on Home Sale. Tucked away on 3.54 private wooded acres, this beautifully designed custom home offers the perfect balance of luxury, privacy, and convenience—just 15 minutes from Winchester, VA and Winchester Medical Center. With almost 2,500 square feet of thoughtfully designed living space, a full unfinished basement, and a 2-car garage, this property offers room to grow and endless possibilities. Step inside to an inviting open-concept floor plan featuring a spacious great room anchored by a stunning stone fireplace, seamlessly flowing into the large open kitchen, perfect for entertaining or everyday living. The heart of the home is designed for gathering, with generous spaces filled with warmth and natural light. The desirable split-bedroom floor plan provides exceptional privacy for the primary suite, while the second and third bedrooms each feature their own en-suite bathrooms, creating an ideal setup for guests, family, or multi-generational living. Enjoy peaceful mornings and relaxing evenings on the covered and screened porch, the perfect spot for entertaining friends, sipping coffee, or unwinding with a good book while overlooking the serene, wooded surroundings. If you’ve been searching for a private retreat without sacrificing convenience, this exceptional property offers modern comfort, timeless style, and the tranquility of country living just minutes from town. 250 Creola Dr, Winchester Listing courtesy of NextHome Realty Select. Contact: (540) 667-9097