$519,990 The Deerfield offers a thoughtfully designed floor plan with five bedrooms and four-and-a-half baths, ideal for both everyday living and entertaining. <br><br> The open-concept kitchen features a large center island, quartz countertops, stainless steel Whirlpool® appliances, and a walk-in pantry, flowing seamlessly into the dining area and great room. Upstairs, you'll find four spacious bedrooms, a convenient laundry room complete with washer and dryer, and a private primary suite with a well-appointed en-suite bath and expansive walk-in closet. The finished walkout lower level provides additional living space, including a recreation room, fifth bedroom, and full bath - perfect for guests, a home office, or multigenerational living. <br><br> Enjoy added privacy from a homesite backing to trees. Perfect timing for a summer move-in! (Photos are of a similar home and may not depict the actual property.) 5 Beds ⋅ 4 Baths The Deerfield offers a thoughtfully designed floor plan with five bedrooms and four-and-a-half baths, ideal for both everyday living and entertaining. <br><br> The open-concept kitchen features a large center island, quartz countertops, stainless steel Whirlpool® appliances, and a walk-in pantry, flowing seamlessly into the dining area and great room. Upstairs, you'll find four spacious bedrooms, a convenient laundry room complete with washer and dryer, and a private primary suite with a well-appointed en-suite bath and expansive walk-in closet. The finished walkout lower level provides additional living space, including a recreation room, fifth bedroom, and full bath - perfect for guests, a home office, or multigenerational living. <br><br> Enjoy added privacy from a homesite backing to trees. Perfect timing for a summer move-in! (Photos are of a similar home and may not depict the actual property.) 139 Wappinger Ter, Winchester Listing courtesy of Keller Williams Realty. Contact: 7034309008
$399,900 Home nearing completion. Limited time builder offering $10,000 in closing costs with acceptable offer. Within 30 days of completion Stunning 3BR/3BA home on over 1/3 acre lot with available Xfinity internet (not all streets have it). Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury finishes include hardwood throughout the entire main floor, stairs & bedrooms, plus tile in all baths. Huge value: Almost 2,000 sq ft Finished Rec Room on the lower level with upgraded LVP flooring and third full bath—the "biggest bang for your buck" for square footage! 2-car garage included. 3 Beds ⋅ 3 Baths Home nearing completion. Limited time builder offering $10,000 in closing costs with acceptable offer. Within 30 days of completion Stunning 3BR/3BA home on over 1/3 acre lot with available Xfinity internet (not all streets have it). Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury finishes include hardwood throughout the entire main floor, stairs & bedrooms, plus tile in all baths. Huge value: Almost 2,000 sq ft Finished Rec Room on the lower level with upgraded LVP flooring and third full bath—the "biggest bang for your buck" for square footage! 2-car garage included. 103 Tonto Trl, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$349,900 The Perfect Starter or downsize Home Awaits! Current Shawneeland Inventory 208 Beaver Trail 101 Tonto Trail 212 Falcon Trail 211 Inca Trail 107 Pinto Trail 123 Killbuck Trail Comcast/Xfinity available on this street. New plan on almost 1/3 of acre! Affordable new home close to town with full unfinished basement (ruff in future bath) for future needs. Upgrades include: Hardwood floors throughout, tile in bath floors, granite countertops kitchen, upgraded cabinets. Builder upgrade full front covered porch and to be Timbertech. Why buy a townhome when you can have your own home! Discover an incredible opportunity to own a brand-new, single-family home on over 1/3 of an acre, offering unparalleled privacy on short street with little traffic and flat lot. This affordable new construction provides the space and freedom you won't find in a townhome. Key Features & Upgrades: Premium Location: Private, expansive lot (1/3+ acre) located low within a desirable community. Quality Finishes: Enjoy hardwood flooring throughout the main living areas, elegant tile in all bathroom floors, granite countertops in the kitchen, and upgraded cabinetry. Outdoor Living: Relax on the stunning, full front covered porch, upgraded with durable, low-maintenance Timbertech decking. Future Potential: A full, unfinished basement provides a blank canvas for future expansion, storage, or customization to meet your evolving needs. Convenience: Just minutes from town, offering easy access to amenities while maintaining a peaceful residential setting. This home is designed for modern living and exceptional value. 2 Beds ⋅ 1 Baths The Perfect Starter or downsize Home Awaits! Current Shawneeland Inventory 208 Beaver Trail 101 Tonto Trail 212 Falcon Trail 211 Inca Trail 107 Pinto Trail 123 Killbuck Trail Comcast/Xfinity available on this street. New plan on almost 1/3 of acre! Affordable new home close to town with full unfinished basement (ruff in future bath) for future needs. Upgrades include: Hardwood floors throughout, tile in bath floors, granite countertops kitchen, upgraded cabinets. Builder upgrade full front covered porch and to be Timbertech. Why buy a townhome when you can have your own home! Discover an incredible opportunity to own a brand-new, single-family home on over 1/3 of an acre, offering unparalleled privacy on short street with little traffic and flat lot. This affordable new construction provides the space and freedom you won't find in a townhome. Key Features & Upgrades: Premium Location: Private, expansive lot (1/3+ acre) located low within a desirable community. Quality Finishes: Enjoy hardwood flooring throughout the main living areas, elegant tile in all bathroom floors, granite countertops in the kitchen, and upgraded cabinetry. Outdoor Living: Relax on the stunning, full front covered porch, upgraded with durable, low-maintenance Timbertech decking. Future Potential: A full, unfinished basement provides a blank canvas for future expansion, storage, or customization to meet your evolving needs. Convenience: Just minutes from town, offering easy access to amenities while maintaining a peaceful residential setting. This home is designed for modern living and exceptional value. 101 Tonto Trl, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$379,900 House complete! Split foyer low in community and flat lot with easy access out of subdivision (mailboxes, community trash drop off and exit very close to home). Hardwoods throughout, granite, tile backsplash, finished rec room with third full bath. 3 Beds ⋅ 3 Baths House complete! Split foyer low in community and flat lot with easy access out of subdivision (mailboxes, community trash drop off and exit very close to home). Hardwoods throughout, granite, tile backsplash, finished rec room with third full bath. 107 Pinto Trl, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$399,900 Limited time builder offering $10,000 in closing costs with acceptable offer. House Nearing completion! Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms. Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook. Modern Layout: An airy, open floor plan connects the family room to a formal separate dining room. Owner’s Retreat: The spacious primary suite boasts two walk-in closets and a "true" master bath with a soaker tub and separate shower. Expansion Potential: The full basement is ready for finishing with a rough-in for a future bath and a pre-installed radon mitigation pipe. Xfinity available. Under construction and same home completed 211 Inca Trail Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms. Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook. Modern Layout: An airy, open floor plan connects the family room to a formal separate dining room. Owner’s Retreat: The spacious primary suite boasts two walk-in closets and a "true" master bath with a soaker tub and separate shower. Expansion Potential: The full basement is ready for finishing with a rough-in for a future bath and a pre-installed radon mitigation pipe. Xfinity available. 3 Beds ⋅ 3 Baths Limited time builder offering $10,000 in closing costs with acceptable offer. House Nearing completion! Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms. Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook. Modern Layout: An airy, open floor plan connects the family room to a formal separate dining room. Owner’s Retreat: The spacious primary suite boasts two walk-in closets and a "true" master bath with a soaker tub and separate shower. Expansion Potential: The full basement is ready for finishing with a rough-in for a future bath and a pre-installed radon mitigation pipe. Xfinity available. Under construction and same home completed 211 Inca Trail Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms. Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook. Modern Layout: An airy, open floor plan connects the family room to a formal separate dining room. Owner’s Retreat: The spacious primary suite boasts two walk-in closets and a "true" master bath with a soaker tub and separate shower. Expansion Potential: The full basement is ready for finishing with a rough-in for a future bath and a pre-installed radon mitigation pipe. Xfinity available. 123 Killbuck Trl, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$379,900 House completed. Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms. Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook. Modern Layout: An airy, open floor plan connects the family room to a formal separate dining room. Owner’s Retreat: The spacious primary suite boasts two walk-in closets and a "true" master bath with a soaker tub and separate shower. Expansion Potential: The full basement is ready for finishing with a rough-in for a future bath and a pre-installed radon mitigation pipe. Xfinity available. 3 Beds ⋅ 3 Baths House completed. Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms. Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook. Modern Layout: An airy, open floor plan connects the family room to a formal separate dining room. Owner’s Retreat: The spacious primary suite boasts two walk-in closets and a "true" master bath with a soaker tub and separate shower. Expansion Potential: The full basement is ready for finishing with a rough-in for a future bath and a pre-installed radon mitigation pipe. Xfinity available. 211 Inca Trl, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$324,900 House completed. 1/3 Acre – No Carpet! This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential. Premium Finishes: Hardwood floors throughout (including all bedrooms), tile in all baths, and granite kitchen countertops. Open Layout: Bright family room and a spacious kitchen/dining area perfect for entertaining. Owner’s Suite: Large master bedroom with a dedicated walk-in closet and a "true" master bath with double sinks. Expansion Ready: The basement is already roughed-in for a future bath and features a radon vent pipe, offering a path to nearly double your living space (up to 1,728 sq. ft.). Don't miss out on this opportunity—contact us for more details! Xfinity available. 2 Beds ⋅ 3 Baths House completed. 1/3 Acre – No Carpet! This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential. Premium Finishes: Hardwood floors throughout (including all bedrooms), tile in all baths, and granite kitchen countertops. Open Layout: Bright family room and a spacious kitchen/dining area perfect for entertaining. Owner’s Suite: Large master bedroom with a dedicated walk-in closet and a "true" master bath with double sinks. Expansion Ready: The basement is already roughed-in for a future bath and features a radon vent pipe, offering a path to nearly double your living space (up to 1,728 sq. ft.). Don't miss out on this opportunity—contact us for more details! Xfinity available. 212 Falcon Trl, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$379,900 House is completed! Stunning 3BR/3BA home on 0.33+ acre lot with public water & available Xfinity internet. Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury finishes include hardwood throughout the entire main floor, stairs & bedrooms, plus tile in all baths. Huge value: Almost 2,000 sq ft Finished Rec Room on the lower level with upgraded LVP flooring and third full bath—the "biggest bang for your buck" for square footage! 2-car garage included. 3 Beds ⋅ 3 Baths House is completed! Stunning 3BR/3BA home on 0.33+ acre lot with public water & available Xfinity internet. Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury finishes include hardwood throughout the entire main floor, stairs & bedrooms, plus tile in all baths. Huge value: Almost 2,000 sq ft Finished Rec Room on the lower level with upgraded LVP flooring and third full bath—the "biggest bang for your buck" for square footage! 2-car garage included. 208 Beaver Trl, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$400,000 Located in the Brentwood Terrace Subdivision Near Greenwood Drive & Valley Mill Rd This Spectacular Three Level 3 Bedroom 2.5 Bathroom Single Family Home is Situated on a Beautifully Manicured Private Cul-De-Sac Lot Surrounded by Trees, Inviting Front Porch, Fenced-In Back Yard, Deck, & Newly Paved Driveway! The Sellers Pride of Ownership Includes 2 Brand New Upgraded Dual HVAC Systems (2026), Recently Replaced Roof & Windows (2019), New Kitchen Cabinetry & Appliances, Granite Counter Tops, LVP Flooring, & Recessed Lighting. Fully Finished Walk-Out Lower-Level Recreation Room w/ Additional Office Space Area & Storage Room! Close Proximity to Schools, Shopping Centers, & Commuter Routes this Home is a Move-in Ready Perfect 10!!! 3 Beds ⋅ 3 Baths Located in the Brentwood Terrace Subdivision Near Greenwood Drive & Valley Mill Rd This Spectacular Three Level 3 Bedroom 2.5 Bathroom Single Family Home is Situated on a Beautifully Manicured Private Cul-De-Sac Lot Surrounded by Trees, Inviting Front Porch, Fenced-In Back Yard, Deck, & Newly Paved Driveway! The Sellers Pride of Ownership Includes 2 Brand New Upgraded Dual HVAC Systems (2026), Recently Replaced Roof & Windows (2019), New Kitchen Cabinetry & Appliances, Granite Counter Tops, LVP Flooring, & Recessed Lighting. Fully Finished Walk-Out Lower-Level Recreation Room w/ Additional Office Space Area & Storage Room! Close Proximity to Schools, Shopping Centers, & Commuter Routes this Home is a Move-in Ready Perfect 10!!! 116 Cloverdale Ct, Winchester Listing courtesy of RE/MAX Executives. Contact: 7033180067
$630,000 ***Very motivated Sellers*** Set within the desirable Senseny Village community, 313 Lehigh Drive offers an exceptional blend of refined living and effortless comfort. This beautifully appointed five-bedroom, three-and-a-half-bath residence features 3,900 square feet of finished living space, with thoughtfully designed interiors, an upgraded kitchen, and a dramatic stone fireplace creating an inviting sense of elegance. The finished walkout lower level extends the living experience with a generous recreation room, private bedroom, and full bath—ideal for guests, entertaining, or flexible living. A two-car garage and convenient access to Winchester’s shopping, parks, major commuter routes, and historic Old Town make this a sophisticated yet wonderfully livable home. 5 Beds ⋅ 4 Baths ***Very motivated Sellers*** Set within the desirable Senseny Village community, 313 Lehigh Drive offers an exceptional blend of refined living and effortless comfort. This beautifully appointed five-bedroom, three-and-a-half-bath residence features 3,900 square feet of finished living space, with thoughtfully designed interiors, an upgraded kitchen, and a dramatic stone fireplace creating an inviting sense of elegance. The finished walkout lower level extends the living experience with a generous recreation room, private bedroom, and full bath—ideal for guests, entertaining, or flexible living. A two-car garage and convenient access to Winchester’s shopping, parks, major commuter routes, and historic Old Town make this a sophisticated yet wonderfully livable home. 313 Lehigh Dr, Winchester Listing courtesy of Golston Real Estate Inc.. Contact: (703) 880-3143
$725,000 Beautifully remodeled with exceptional care and attention to detail by its current owners, this stunning 5-bedroom, 3-bath home offers over 4,400 finished square feet on a private 0.35-acre corner lot with NO HOA. Thoughtfully designed for comfortable everyday living, the home features four bedrooms on the upper level and a fifth bedroom on the main level with convenient access to a full bath, ideal for guests, a private home office, or additional living space. The main level showcases hardwood flooring, a spacious family room with an impressive stone fireplace, and an elegant formal dining room enhanced by decorative moldings. The gourmet kitchen, renovated in 2021, features quartz countertops and backsplash, a large center island, a pantry, and a built-in desk/workstation, perfect for working from home, organizing daily tasks, or a study area. The outdoor spaces are equally inviting and include a covered rear porch, a renovated deck (2024), a paved patio (2022), and a fully fenced backyard—perfect for relaxing or enjoying time with family and friends. The fully finished walk-out basement with its own private entrance offers exceptional versatility. It features a spacious open recreation area with a kitchenette, a full bathroom, and two finished bonus rooms that can easily be used as an office, gym, playroom, hobby room, media room, or any flexible space to fit the new owner's needs. Major improvements completed by the current owners include new flooring (2021), renovated bathrooms (2021), new fence (2022), paved patio (2022), renovated deck (2024), basement renovation with kitchenette and full bathroom (2024), primary bathroom renovation (2025), fresh interior paint throughout (2026), plus new windows and a new HVAC system. Conveniently located near shopping, restaurants, Route 7, Route 50, and I-81, this meticulously maintained home combines modern updates, versatile living spaces, and the convenience of being truly move-in ready. 5 Beds ⋅ 4 Baths Beautifully remodeled with exceptional care and attention to detail by its current owners, this stunning 5-bedroom, 3-bath home offers over 4,400 finished square feet on a private 0.35-acre corner lot with NO HOA. Thoughtfully designed for comfortable everyday living, the home features four bedrooms on the upper level and a fifth bedroom on the main level with convenient access to a full bath, ideal for guests, a private home office, or additional living space. The main level showcases hardwood flooring, a spacious family room with an impressive stone fireplace, and an elegant formal dining room enhanced by decorative moldings. The gourmet kitchen, renovated in 2021, features quartz countertops and backsplash, a large center island, a pantry, and a built-in desk/workstation, perfect for working from home, organizing daily tasks, or a study area. The outdoor spaces are equally inviting and include a covered rear porch, a renovated deck (2024), a paved patio (2022), and a fully fenced backyard—perfect for relaxing or enjoying time with family and friends. The fully finished walk-out basement with its own private entrance offers exceptional versatility. It features a spacious open recreation area with a kitchenette, a full bathroom, and two finished bonus rooms that can easily be used as an office, gym, playroom, hobby room, media room, or any flexible space to fit the new owner's needs. Major improvements completed by the current owners include new flooring (2021), renovated bathrooms (2021), new fence (2022), paved patio (2022), renovated deck (2024), basement renovation with kitchenette and full bathroom (2024), primary bathroom renovation (2025), fresh interior paint throughout (2026), plus new windows and a new HVAC system. Conveniently located near shopping, restaurants, Route 7, Route 50, and I-81, this meticulously maintained home combines modern updates, versatile living spaces, and the convenience of being truly move-in ready. 223 Fairfield Dr, Winchester Listing courtesy of Samson Properties. Contact: 7033788810
$699,000 3.46 ACRES • MOUNTAIN VIEWS • NO HOA • MAIN-LEVEL PRIMARY Discover a different kind of Winchester living at 199 Meeting House Drive. Tucked at the end of a quiet cul-de-sac on 3.46 acres, this beautifully updated home combines privacy, space and mountain views with more than 3,700 finished square feet of versatile living. Inside, thoughtful improvements include fresh paint, coffered ceilings, recessed lighting, an updated double-sided fireplace, and a spacious main-level primary suite. The finished walkout lower level offers additional flexible living space with new flooring and French doors, while the Trex deck, patios and fire-pit area create multiple spaces to enjoy the peaceful setting. With generous acreage, no HOA, extensive updates and a new price of $699,000, this is a property worth a second look. Owned by the NFL MVP Mark Moseley, it even comes with a unique piece of local sports history. The sellers are ready for their next chapter and invite serious buyers to come experience everything this property has to offer. 5 Beds ⋅ 5 Baths 3.46 ACRES • MOUNTAIN VIEWS • NO HOA • MAIN-LEVEL PRIMARY Discover a different kind of Winchester living at 199 Meeting House Drive. Tucked at the end of a quiet cul-de-sac on 3.46 acres, this beautifully updated home combines privacy, space and mountain views with more than 3,700 finished square feet of versatile living. Inside, thoughtful improvements include fresh paint, coffered ceilings, recessed lighting, an updated double-sided fireplace, and a spacious main-level primary suite. The finished walkout lower level offers additional flexible living space with new flooring and French doors, while the Trex deck, patios and fire-pit area create multiple spaces to enjoy the peaceful setting. With generous acreage, no HOA, extensive updates and a new price of $699,000, this is a property worth a second look. Owned by the NFL MVP Mark Moseley, it even comes with a unique piece of local sports history. The sellers are ready for their next chapter and invite serious buyers to come experience everything this property has to offer. 199 Meeting House Dr, Winchester Listing courtesy of Century 21 Redwood Realty. Contact:
$399,900 Set on nearly two acres just minutes from historic downtown Winchester, this beautifully maintained one-level home delivers the rare combination of open country space and everyday convenience. A classic covered front porch welcomes you in, opening to a bright, open-concept kitchen and living with 10' ceilings. This central living area is designed for easy flow — cooking, gathering, and relaxing all in one connected space. Two comfortable bedrooms and two full baths include a spa-inspired retreat. One with a luxurious walk-in shower and the other with a step-up soaking tub. Out back, a covered patio overlooks the wide, level lawn — a quiet spot for morning coffee or evening entertaining, framed by mature trees and open sky. Storage and workspace are never an issue here: a two-car attached garage plus a separate detached garage offer room for vehicles, tools, hobbies, or a workshop. Manicured landscaping, crisp white siding, and a white-fenced property line complete the picture. Move-in ready, meticulously cared for, and surrounded by room to breathe — all within a short drive of Winchester's shops, dining, and Old Town district. 2 Beds ⋅ 2 Baths Set on nearly two acres just minutes from historic downtown Winchester, this beautifully maintained one-level home delivers the rare combination of open country space and everyday convenience. A classic covered front porch welcomes you in, opening to a bright, open-concept kitchen and living with 10' ceilings. This central living area is designed for easy flow — cooking, gathering, and relaxing all in one connected space. Two comfortable bedrooms and two full baths include a spa-inspired retreat. One with a luxurious walk-in shower and the other with a step-up soaking tub. Out back, a covered patio overlooks the wide, level lawn — a quiet spot for morning coffee or evening entertaining, framed by mature trees and open sky. Storage and workspace are never an issue here: a two-car attached garage plus a separate detached garage offer room for vehicles, tools, hobbies, or a workshop. Manicured landscaping, crisp white siding, and a white-fenced property line complete the picture. Move-in ready, meticulously cared for, and surrounded by room to breathe — all within a short drive of Winchester's shops, dining, and Old Town district. 211 Marple Rd, Winchester Listing courtesy of Century 21 Redwood Realty. Contact: (301) 365-0664
$439,900 Welcome home to this beautifully maintained 3-bedroom, 2-bath home offering comfort, convenience, and exceptional outdoor living. Ideally located just minutes from shopping, schools, the hospital, and other everyday amenities, this home combines a prime location with thoughtful updates. Inside, you'll find two recently remodeled bathrooms featuring modern finished and stylish upgrades. The functional layout provides comfortable living spaces perfect for everyday life. The basement has also been professionally waterproofed, and the existing waterproofing warranty will transfer to the new owner, providing added peace of mind. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for children, pets, or entertaining. The extensive hardscaping creates a beautiful, low-maintenance outdoor retreat, while the paver driveway adds outstanding curb appeal. An above-ground pool provides the perfect place to cool off on warm summer days, and the storage shed offers ample space for lawn equipment, tools, and seasonal items. Move-in ready and conveniently located, this home offers the perfect blend of comfort, style. and accessibility. Don't miss your opportunity to make it yours-schedule your private showing today! 3 Beds ⋅ 2 Baths Welcome home to this beautifully maintained 3-bedroom, 2-bath home offering comfort, convenience, and exceptional outdoor living. Ideally located just minutes from shopping, schools, the hospital, and other everyday amenities, this home combines a prime location with thoughtful updates. Inside, you'll find two recently remodeled bathrooms featuring modern finished and stylish upgrades. The functional layout provides comfortable living spaces perfect for everyday life. The basement has also been professionally waterproofed, and the existing waterproofing warranty will transfer to the new owner, providing added peace of mind. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for children, pets, or entertaining. The extensive hardscaping creates a beautiful, low-maintenance outdoor retreat, while the paver driveway adds outstanding curb appeal. An above-ground pool provides the perfect place to cool off on warm summer days, and the storage shed offers ample space for lawn equipment, tools, and seasonal items. Move-in ready and conveniently located, this home offers the perfect blend of comfort, style. and accessibility. Don't miss your opportunity to make it yours-schedule your private showing today! 153 Fox Dr, Winchester Listing courtesy of Century 21 Redwood Realty. Contact:
$399,000 OPEN HOUSE SATURDAY SEPTEMBER 12 FROM 11AM-1PM. Charming 1932 Craftsman Near Downtown Winchester! Step into this classic 1932 Craftsman home, where timeless historic character perfectly meets modern updates. Stunning original craftsman style windows in every room. Boasting an abundance of original woodwork and original wood floors throughout, this home radiates warmth, style, and craftsmanship. The main level highlights Large, open rooms designed for seamless living and entertaining. Bright and open kitchen enjoys newer double ovens, dishwasher, new cooktop and SS hood, new kitchen sink, faucet and new butcher block countertops! The Sunroom features beautiful, heated terracotta tile floors and new double pane windows that flood the space with natural light. Outdoor boasts your classic front porch spanning the width of the house, perfect for relaxing with your favorite beverage. The main floor hosts a 1/2 bath and convenient laundry room. The second level with three generous bedrooms, each equipped with spacious closets, also features a large hall linen closet. The renovated Full Bath comes with custom tile flooring and a sleek, walk-in glass shower. Enjoy the perfect blend of neighborhood charm and urban convenience. If outdoors is your vibe, relaxing on the stone patio with plenty of room for outdoor furniture and a deep, fully fenced yard for kids and pets to enjoy! This home sits just minutes from vibrant downtown restaurants, shopping, and entertainment. Don't miss the opportunity to own a piece of history featuring the perfect balance of original 1930s details and thoughtful modern updates! Call me today to arrange your private showing. PROFESSIONAL PHOTOS COMING SOON. Agent Related to Seller. 3 Beds ⋅ 2 Baths OPEN HOUSE SATURDAY SEPTEMBER 12 FROM 11AM-1PM. Charming 1932 Craftsman Near Downtown Winchester! Step into this classic 1932 Craftsman home, where timeless historic character perfectly meets modern updates. Stunning original craftsman style windows in every room. Boasting an abundance of original woodwork and original wood floors throughout, this home radiates warmth, style, and craftsmanship. The main level highlights Large, open rooms designed for seamless living and entertaining. Bright and open kitchen enjoys newer double ovens, dishwasher, new cooktop and SS hood, new kitchen sink, faucet and new butcher block countertops! The Sunroom features beautiful, heated terracotta tile floors and new double pane windows that flood the space with natural light. Outdoor boasts your classic front porch spanning the width of the house, perfect for relaxing with your favorite beverage. The main floor hosts a 1/2 bath and convenient laundry room. The second level with three generous bedrooms, each equipped with spacious closets, also features a large hall linen closet. The renovated Full Bath comes with custom tile flooring and a sleek, walk-in glass shower. Enjoy the perfect blend of neighborhood charm and urban convenience. If outdoors is your vibe, relaxing on the stone patio with plenty of room for outdoor furniture and a deep, fully fenced yard for kids and pets to enjoy! This home sits just minutes from vibrant downtown restaurants, shopping, and entertainment. Don't miss the opportunity to own a piece of history featuring the perfect balance of original 1930s details and thoughtful modern updates! Call me today to arrange your private showing. PROFESSIONAL PHOTOS COMING SOON. Agent Related to Seller. 633 Pennsylvania Ave, Winchester Listing courtesy of Colony Realty. Contact:
$849,900 Four month build time from contract. Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house (Aspen); it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate, brand-new residence, meticulously designed with a flowing 2,512 sq. ft. open floor plan. The builder has redefined "standard features," integrating premium elements throughout the home that others typically label as costly upgrades. Key Features & Elegant Finishes: Striking Curb Appeal: A distinguished full brick front complemented by durable cement siding creates a timeless exterior, highlighted by a large, welcoming concrete front porch and lead walk. Exquisite Main Level: Rich, stained Early American hardwood flooring flows seamlessly across the entire main level, excluding the elegant tiled bathrooms and laundry room, creating a warm, inviting atmosphere. Seamless Indoor/Outdoor Entertaining: Step through to your private outdoor oasis. A covered and screened deck provides an ideal spot for year-round relaxation, extending onto an attached open deck perfect for grilling and sunbathing. This exquisite home represents a unique blend of craftsmanship, luxury, and exclusivity. Don't miss the chance to claim your spot in this premier community. 3 Beds ⋅ 2 Baths Four month build time from contract. Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house (Aspen); it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate, brand-new residence, meticulously designed with a flowing 2,512 sq. ft. open floor plan. The builder has redefined "standard features," integrating premium elements throughout the home that others typically label as costly upgrades. Key Features & Elegant Finishes: Striking Curb Appeal: A distinguished full brick front complemented by durable cement siding creates a timeless exterior, highlighted by a large, welcoming concrete front porch and lead walk. Exquisite Main Level: Rich, stained Early American hardwood flooring flows seamlessly across the entire main level, excluding the elegant tiled bathrooms and laundry room, creating a warm, inviting atmosphere. Seamless Indoor/Outdoor Entertaining: Step through to your private outdoor oasis. A covered and screened deck provides an ideal spot for year-round relaxation, extending onto an attached open deck perfect for grilling and sunbathing. This exquisite home represents a unique blend of craftsmanship, luxury, and exclusivity. Don't miss the chance to claim your spot in this premier community. lot 12 Keval Gyan Way, Winchester Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$749,900 Beautiful 5 bedroom, 2.5-bath brick-front home situated on 2 private acres, offering the perfect blend of space, comfort, and recent updates. Shower on the main floor in laudry room, bonus room being used as a main floor bedroom. Major updates provide peace of mind, including a new roof (2025), HVAC systems replaced in 2023, 2024, and 2025, a new pressure tank, water heater, sump pump, Culligan water softener, and updated light fixtures. Enjoy outdoor living on the spacious deck and paver patio, ideal for entertaining or relaxing. Inside, the kitchen features hardwood flooring, Corian countertops, a pantry, and ample cabinet space. The main level showcases elegant crown molding, a convenient laundry room with a shower, and freshly painted rooms that give the home a bright, refreshed feel. The oversized primary suite includes a huge walk-in closet for exceptional storage. Full, unfinished, walkout level basement. Enjoy the privacy of country living while still being conveniently located to nearby amenities. Check out our 3D Tour attached to this listing! 5 Beds ⋅ 4 Baths Beautiful 5 bedroom, 2.5-bath brick-front home situated on 2 private acres, offering the perfect blend of space, comfort, and recent updates. Shower on the main floor in laudry room, bonus room being used as a main floor bedroom. Major updates provide peace of mind, including a new roof (2025), HVAC systems replaced in 2023, 2024, and 2025, a new pressure tank, water heater, sump pump, Culligan water softener, and updated light fixtures. Enjoy outdoor living on the spacious deck and paver patio, ideal for entertaining or relaxing. Inside, the kitchen features hardwood flooring, Corian countertops, a pantry, and ample cabinet space. The main level showcases elegant crown molding, a convenient laundry room with a shower, and freshly painted rooms that give the home a bright, refreshed feel. The oversized primary suite includes a huge walk-in closet for exceptional storage. Full, unfinished, walkout level basement. Enjoy the privacy of country living while still being conveniently located to nearby amenities. Check out our 3D Tour attached to this listing! 175 Shields Dr, Winchester Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362
$359,000 Lovingly maintained, this charming brick rancher is the perfect starter home or investment opportunity! The main level offers three comfortable bedrooms, one full bath, a bright eat-in kitchen, and a spacious living room filled with natural light. The full unfinished basement provides endless potential for additional finished living space, while an existing hobby room is already in place—perfect for sewing, crafts, a workshop, or a home office. A unique bonus is the custom-built "catio" just off the back of the home, creating a safe outdoor retreat for your feline friends. Outside, enjoy a private backyard with mature landscaping and a detached one-car garage. Ideally located just minutes from Old Town Winchester, the Walking Mall, the Museum of the Shenandoah Valley, Winchester Medical Center, shopping, dining, and commuter routes, this home offers both convenience and charm. Major updates completed in 2016 include new windows, HVAC, roof, driveway, and beautifully refinished hardwood floors. The home is served by public water and a private septic system. 3 Beds ⋅ 1 Baths Lovingly maintained, this charming brick rancher is the perfect starter home or investment opportunity! The main level offers three comfortable bedrooms, one full bath, a bright eat-in kitchen, and a spacious living room filled with natural light. The full unfinished basement provides endless potential for additional finished living space, while an existing hobby room is already in place—perfect for sewing, crafts, a workshop, or a home office. A unique bonus is the custom-built "catio" just off the back of the home, creating a safe outdoor retreat for your feline friends. Outside, enjoy a private backyard with mature landscaping and a detached one-car garage. Ideally located just minutes from Old Town Winchester, the Walking Mall, the Museum of the Shenandoah Valley, Winchester Medical Center, shopping, dining, and commuter routes, this home offers both convenience and charm. Major updates completed in 2016 include new windows, HVAC, roof, driveway, and beautifully refinished hardwood floors. The home is served by public water and a private septic system. 805 Pennsylvania Ave, Winchester Listing courtesy of Hunt Country Sotheby's International Realty. Contact: (540) 687-8500
$649,900 Spacious ranch home on a beautiful 1-acre lot in the highly desirable Stonebrook Farms community! Surrounded by mature trees and offering a peaceful setting, this home combines the space of country living with the convenience of being just minutes from shopping, dining, medical facilities, and all that Winchester has to offer. Designed with flexibility in mind, this home features 5 bedrooms and 3 full baths, including a private wing tucked behind the garage with a bedroom, full bath, and adjoining den. Located just off the kitchen, this space is ideal for an in-law suite, guest quarters, home office, or multi-generational living. The finished lower level provides even more living space with an additional bedroom, full bath, kitchen, and dining area, creating endless possibilities for recreation, extended family, or entertaining. Step outside to enjoy the spacious backyard, mature landscaping, and patio, offering plenty of room to relax, garden, or host gatherings. Stonebrook Farms is one of Winchester's most sought-after neighborhoods, offering the opportunity to join the optional Stonebrook Club, featuring swimming, tennis, pickleball, and social activities. With its combination of generous living space, a beautiful setting, and an exceptional location, this home is ready for its next chapter. 5 Beds ⋅ 3 Baths Spacious ranch home on a beautiful 1-acre lot in the highly desirable Stonebrook Farms community! Surrounded by mature trees and offering a peaceful setting, this home combines the space of country living with the convenience of being just minutes from shopping, dining, medical facilities, and all that Winchester has to offer. Designed with flexibility in mind, this home features 5 bedrooms and 3 full baths, including a private wing tucked behind the garage with a bedroom, full bath, and adjoining den. Located just off the kitchen, this space is ideal for an in-law suite, guest quarters, home office, or multi-generational living. The finished lower level provides even more living space with an additional bedroom, full bath, kitchen, and dining area, creating endless possibilities for recreation, extended family, or entertaining. Step outside to enjoy the spacious backyard, mature landscaping, and patio, offering plenty of room to relax, garden, or host gatherings. Stonebrook Farms is one of Winchester's most sought-after neighborhoods, offering the opportunity to join the optional Stonebrook Club, featuring swimming, tennis, pickleball, and social activities. With its combination of generous living space, a beautiful setting, and an exceptional location, this home is ready for its next chapter. 146 Stonebrook Rd, Winchester Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360
$400,000 Welcome to easy one-level living in Willow Lawn Cottages, a popular 55+ community in Winchester! This well-maintained home has been freshly painted and offers 2 bedrooms and 2 full bathrooms. The open floor plan feels bright and spacious, with vaulted ceilings, plenty of natural light, and luxury vinyl plank flooring throughout. The kitchen includes granite countertops, updated cabinets, stainless steel appliances, and a built-in microwave. The primary bedroom has a walk-in closet and a private bathroom with a walk-in shower. You’ll also find main-level laundry, an attached one-car garage, a covered front porch, and a rear patio where you can relax outdoors. The HOA takes care of lawn maintenance and snow removal and provides access to the community clubhouse, gathering spaces, and sidewalks. Located close to Winchester Medical Center, shopping, restaurants, and historic downtown Winchester, this home offers comfort and convenience in a welcoming community. 2 Beds ⋅ 2 Baths Welcome to easy one-level living in Willow Lawn Cottages, a popular 55+ community in Winchester! This well-maintained home has been freshly painted and offers 2 bedrooms and 2 full bathrooms. The open floor plan feels bright and spacious, with vaulted ceilings, plenty of natural light, and luxury vinyl plank flooring throughout. The kitchen includes granite countertops, updated cabinets, stainless steel appliances, and a built-in microwave. The primary bedroom has a walk-in closet and a private bathroom with a walk-in shower. You’ll also find main-level laundry, an attached one-car garage, a covered front porch, and a rear patio where you can relax outdoors. The HOA takes care of lawn maintenance and snow removal and provides access to the community clubhouse, gathering spaces, and sidewalks. Located close to Winchester Medical Center, shopping, restaurants, and historic downtown Winchester, this home offers comfort and convenience in a welcoming community. 1853 Rosser Ln, Winchester Listing courtesy of Realty FC. Contact: (540) 931-0144
$749,900 Beautifully renovated 1918 farmhouse situated on 10 scenic acres with views of Opequon Creek, accessible creek frontage, a picturesque pond, and some fenced acreage. Conveniently located approximately five miles from downtown Winchester with easy access to shopping, dining, entertainment, Jim Barnett Park, the Trails at the Museum of the Shenandoah Valley, and Rose Hill Park within walking distance. This 3-bedroom, 2.5-bath home blends historic character with modern updates. The remodeled kitchen features new cabinetry, granite countertops, and stainless steel appliances. All bathrooms have been updated with new vanities, tile flooring, lighting, tubs, showers, toilets, and mirrors. Original hardwood floors, stairs, and wood trim have been refinished, while additional improvements include new windows, three exterior doors, fresh interior paint, updated lighting, outlets, ceiling fans, a new roof, and a renovated upper porch with new flooring, ceiling, and railings. Major updates include replaced water and drain lines to the kitchen and bathrooms, replacement boiler for the first-floor oil heat, second-floor HVAC systems and ductwork (2019), electric water heater (2019), new septic distribution box with a completed 8/2026 septic inspection, replacement Permacast front porch columns, updated gutters with gutter guards (2020), and a newer basement steel entry door (2019). The detached garage has also been renovated with a new roof, gutters, fascia, soffit, overhead door and opener, entry door, and concrete floor. A new brick paver walkway and landscaping complete this move-in-ready property, offering the perfect combination of acreage, water views, and modern updates just minutes from Winchester. Chimney Disclosure: All chimneys convey as-is. The chimney behind the kitchen has been permanently sealed and is not functional. The living room chimney is lined for use with a wood or pellet stove. The rear porch chimney serves the boiler heat system. The garage chimney is capped; the cap may be removed if desired. *Agent is related to owner* The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer’s decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent. 3 Beds ⋅ 3 Baths Beautifully renovated 1918 farmhouse situated on 10 scenic acres with views of Opequon Creek, accessible creek frontage, a picturesque pond, and some fenced acreage. Conveniently located approximately five miles from downtown Winchester with easy access to shopping, dining, entertainment, Jim Barnett Park, the Trails at the Museum of the Shenandoah Valley, and Rose Hill Park within walking distance. This 3-bedroom, 2.5-bath home blends historic character with modern updates. The remodeled kitchen features new cabinetry, granite countertops, and stainless steel appliances. All bathrooms have been updated with new vanities, tile flooring, lighting, tubs, showers, toilets, and mirrors. Original hardwood floors, stairs, and wood trim have been refinished, while additional improvements include new windows, three exterior doors, fresh interior paint, updated lighting, outlets, ceiling fans, a new roof, and a renovated upper porch with new flooring, ceiling, and railings. Major updates include replaced water and drain lines to the kitchen and bathrooms, replacement boiler for the first-floor oil heat, second-floor HVAC systems and ductwork (2019), electric water heater (2019), new septic distribution box with a completed 8/2026 septic inspection, replacement Permacast front porch columns, updated gutters with gutter guards (2020), and a newer basement steel entry door (2019). The detached garage has also been renovated with a new roof, gutters, fascia, soffit, overhead door and opener, entry door, and concrete floor. A new brick paver walkway and landscaping complete this move-in-ready property, offering the perfect combination of acreage, water views, and modern updates just minutes from Winchester. Chimney Disclosure: All chimneys convey as-is. The chimney behind the kitchen has been permanently sealed and is not functional. The living room chimney is lined for use with a wood or pellet stove. The rear porch chimney serves the boiler heat system. The garage chimney is capped; the cap may be removed if desired. *Agent is related to owner* The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer’s decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent. 2122 Jones Road, Winchester Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362
$350,000 NEW CONSTRUCTION — PRICED TO SELL AT $350,000! If you’ve been waiting for new construction that offers more than just fresh finishes, 302 Pheasant Drive deserves a look. Built by a local builder with more than 20 years of experience, this 3-bedroom, 2-bath ranch combines quality craftsmanship, one-level living, and a full walkout basement that gives you room to grow. The main level offers an open, functional layout with LVP flooring throughout and a bright kitchen that serves as the heart of the home. Granite countertops, soft-close cabinetry, stainless steel appliances, and a large center island create a clean, practical space for everyday living and entertaining. The primary suite includes a private full bath, while two additional bedrooms and a second full bath provide flexibility for guests, family, or a home office. Downstairs, the 1,232-square-foot unfinished walkout basement adds an entire second level of possibilities. Use it now for storage, a workshop, or recreation space, or finish it later to expand the home’s usable living area. The walkout access also makes the basement feel far more functional than a typical unfinished lower level. The home was built with ZIP System® wall sheathing and a poured concrete foundation, reflecting the builder’s attention to durable construction as well as the finished details. From the covered front porch to the rear deck and the craftsmanship throughout, this home offers the benefits of brand-new construction without feeling generic. New construction. One-level living. Full walkout basement. Quality that goes beyond the finishes. Now offered at $350,000—come see 302 Pheasant Drive for yourself! 3 Beds ⋅ 2 Baths NEW CONSTRUCTION — PRICED TO SELL AT $350,000! If you’ve been waiting for new construction that offers more than just fresh finishes, 302 Pheasant Drive deserves a look. Built by a local builder with more than 20 years of experience, this 3-bedroom, 2-bath ranch combines quality craftsmanship, one-level living, and a full walkout basement that gives you room to grow. The main level offers an open, functional layout with LVP flooring throughout and a bright kitchen that serves as the heart of the home. Granite countertops, soft-close cabinetry, stainless steel appliances, and a large center island create a clean, practical space for everyday living and entertaining. The primary suite includes a private full bath, while two additional bedrooms and a second full bath provide flexibility for guests, family, or a home office. Downstairs, the 1,232-square-foot unfinished walkout basement adds an entire second level of possibilities. Use it now for storage, a workshop, or recreation space, or finish it later to expand the home’s usable living area. The walkout access also makes the basement feel far more functional than a typical unfinished lower level. The home was built with ZIP System® wall sheathing and a poured concrete foundation, reflecting the builder’s attention to durable construction as well as the finished details. From the covered front porch to the rear deck and the craftsmanship throughout, this home offers the benefits of brand-new construction without feeling generic. New construction. One-level living. Full walkout basement. Quality that goes beyond the finishes. Now offered at $350,000—come see 302 Pheasant Drive for yourself! 302 Pheasant Dr, Winchester Listing courtesy of Virginia Real Estate. Contact: 5406452999
$280,000 Recently renovated and move-in ready! This updated 3-bedroom, 1-bath home offers the perfect combination of modern finishes and worry-free living with major upgrades already completed. Enjoy peace of mind with a new roof, new windows, new siding, and a brand-new HVAC system, providing comfort and energy efficiency for years to come. Inside, you'll find stylish luxury vinyl plank (LVP) flooring throughout, creating a seamless and low-maintenance living space. The updated kitchen features all-new stainless steel appliances, offering both functionality and a sleek, contemporary look that's ready for everyday living or entertaining. Conveniently located on N. Frederick Pike with easy access to shopping, dining, schools, and commuter routes, this home is an excellent opportunity for first-time buyers, those looking to downsize, or anyone seeking a turnkey property. Don't miss your chance to own this beautifully renovated home, schedule your private showing today! 3 Beds ⋅ 1 Baths Recently renovated and move-in ready! This updated 3-bedroom, 1-bath home offers the perfect combination of modern finishes and worry-free living with major upgrades already completed. Enjoy peace of mind with a new roof, new windows, new siding, and a brand-new HVAC system, providing comfort and energy efficiency for years to come. Inside, you'll find stylish luxury vinyl plank (LVP) flooring throughout, creating a seamless and low-maintenance living space. The updated kitchen features all-new stainless steel appliances, offering both functionality and a sleek, contemporary look that's ready for everyday living or entertaining. Conveniently located on N. Frederick Pike with easy access to shopping, dining, schools, and commuter routes, this home is an excellent opportunity for first-time buyers, those looking to downsize, or anyone seeking a turnkey property. Don't miss your chance to own this beautifully renovated home, schedule your private showing today! 2810 N Frederick Pike, Winchester Listing courtesy of Weichert Realtors - Blue Ribbon. Contact: 3042628700
$399,900 **PRICE DROPED, SELLER MOTIVATED**Discover this well-appointed 3-bedroom, 3-bathroom single-family home offering approximately 2,150+ square feet of comfortable living space on a generous 0.44-acre lot. Designed with an open floor plan and practical updates, this residence balances everyday convenience with flexible living options in a highly accessible Winchester location. Main Level: Hardwood flooring flows through the open living areas, creating a bright and inviting atmosphere ideal for both daily living and entertaining. The primary suite features a walk-in closet and private full bathroom. Two additional bedrooms share a full hallway bathroom. Finished Lower Level: The finished basement expands the home’s functionality with a full bathroom, dedicated office, and versatile den—perfect for remote work, a media room, guest space, or family activities. Walk-out access leads directly to the deck. Outdoor Living & Parking Enjoy a walk-out deck overlooking a large backyard, ideal for outdoor dining, recreation, or simply relaxing. A two-car attached garage provides convenient parking and storage. Location & Neighborhood Amenities Situated in a convenient Winchester location with easy access to major routes including I-81, Route 37, and Route 11. Residents enjoy proximity to the charm of Old Town Winchester and its walkable Loudoun Street Pedestrian Mall, filled with local shops, restaurants, and historic character. Nearby amenities include shopping centers, Jim Barnett Park with trails and recreational facilities, the Museum of the Shenandoah Valley, and everyday conveniences. The area also offers access to outdoor recreation throughout the Shenandoah Valley while remaining close to major employers and services. This home combines comfortable main-level living, flexible lower-level space, and a private outdoor setting in a location that supports both convenience and lifestyle. Ideal for those seeking space to grow while remaining connected to everything Winchester has to offer. 3 Beds ⋅ 3 Baths **PRICE DROPED, SELLER MOTIVATED**Discover this well-appointed 3-bedroom, 3-bathroom single-family home offering approximately 2,150+ square feet of comfortable living space on a generous 0.44-acre lot. Designed with an open floor plan and practical updates, this residence balances everyday convenience with flexible living options in a highly accessible Winchester location. Main Level: Hardwood flooring flows through the open living areas, creating a bright and inviting atmosphere ideal for both daily living and entertaining. The primary suite features a walk-in closet and private full bathroom. Two additional bedrooms share a full hallway bathroom. Finished Lower Level: The finished basement expands the home’s functionality with a full bathroom, dedicated office, and versatile den—perfect for remote work, a media room, guest space, or family activities. Walk-out access leads directly to the deck. Outdoor Living & Parking Enjoy a walk-out deck overlooking a large backyard, ideal for outdoor dining, recreation, or simply relaxing. A two-car attached garage provides convenient parking and storage. Location & Neighborhood Amenities Situated in a convenient Winchester location with easy access to major routes including I-81, Route 37, and Route 11. Residents enjoy proximity to the charm of Old Town Winchester and its walkable Loudoun Street Pedestrian Mall, filled with local shops, restaurants, and historic character. Nearby amenities include shopping centers, Jim Barnett Park with trails and recreational facilities, the Museum of the Shenandoah Valley, and everyday conveniences. The area also offers access to outdoor recreation throughout the Shenandoah Valley while remaining close to major employers and services. This home combines comfortable main-level living, flexible lower-level space, and a private outdoor setting in a location that supports both convenience and lifestyle. Ideal for those seeking space to grow while remaining connected to everything Winchester has to offer. 101 Fay St, Winchester Listing courtesy of Fairfax Realty Premier. Contact: 3014399500
$115,000 Ever dreamed of owning your own private A-frame cabin in the woods? Whether you're searching for the perfect weekend retreat, a unique short-term rental opportunity, or a peaceful getaway to enjoy with family, friends, or clients, this charming mountain cabin is full of potential. Tucked away in a quiet, wooded setting with easy year-round access, this hidden gem offers the perfect balance of privacy and convenience. Relax on the spacious front deck surrounded by mature trees with peaceful wooded views, or unwind on the rear deck while taking in breathtaking long-range mountain views that truly feel like a million-dollar backdrop. Inside, you'll find a cozy A-frame cabin that is being sold furnished. The current owner has enjoyed it as a weekend getaway, and it's ready for the next owner to complete the vision and create their own mountain retreat. The loft provides additional sleeping space while maintaining the classic A-frame design. Located approximately 30 minutes from Historic Downtown Winchester, about 30 minutes from Front Royal, and roughly 1½ hours from Fairfax, this property is close enough for an easy weekend escape while feeling worlds away from the hustle and bustle. Residents enjoy low real estate taxes, low HOA dues, and community amenities including a scenic pond and waterfall. As more homes continue to be built throughout the community, this peaceful mountain neighborhood is quickly becoming a hidden gem with strong future potential. Property is being sold furnished and strictly As-Is. Ever dreamed of owning your own private A-frame cabin in the woods? Whether you're searching for the perfect weekend retreat, a unique short-term rental opportunity, or a peaceful getaway to enjoy with family, friends, or clients, this charming mountain cabin is full of potential. Tucked away in a quiet, wooded setting with easy year-round access, this hidden gem offers the perfect balance of privacy and convenience. Relax on the spacious front deck surrounded by mature trees with peaceful wooded views, or unwind on the rear deck while taking in breathtaking long-range mountain views that truly feel like a million-dollar backdrop. Inside, you'll find a cozy A-frame cabin that is being sold furnished. The current owner has enjoyed it as a weekend getaway, and it's ready for the next owner to complete the vision and create their own mountain retreat. The loft provides additional sleeping space while maintaining the classic A-frame design. Located approximately 30 minutes from Historic Downtown Winchester, about 30 minutes from Front Royal, and roughly 1½ hours from Fairfax, this property is close enough for an easy weekend escape while feeling worlds away from the hustle and bustle. Residents enjoy low real estate taxes, low HOA dues, and community amenities including a scenic pond and waterfall. As more homes continue to be built throughout the community, this peaceful mountain neighborhood is quickly becoming a hidden gem with strong future potential. Property is being sold furnished and strictly As-Is. 403 Stag Trl, Winchester Listing courtesy of Colony Realty. Contact:
$639,900 Roof 2017 - Water Heater 2017 - HVAC 2023. Welcome to 1529 Dalton Place, an exceptional home tucked away on a quiet cul-de-sac in one of Winchester's most desirable locations. Offering 4 spacious bedrooms, 3.5 bathrooms, and an expansive floor plan, this beautifully designed residence delivers the perfect blend of comfort, style, and functionality. From the moment you enter, you'll appreciate the generous room sizes throughout, including elegant formal living and dining rooms ideal for entertaining. The heart of the home features an inviting open-concept kitchen and family room, creating the perfect space for everyday living and gathering with family and friends. A bright and airy sunroom provides the perfect spot to relax while overlooking the backyard. The finished basement offers exceptional flexibility with abundant space for a recreation room, home theater, fitness area, office, or guest suite. A spacious 2-car garage provides plenty of storage and convenience. Ideally situated in a prime location close to shopping, dining, schools, commuter routes, and all that Winchester has to offer, this impressive home combines space, convenience, and timeless appeal. If you're searching for a move-in-ready home with generous living areas and an unbeatable location, 1529 Dalton Place is one you won't want to miss. All sizes are approximate. 4 Beds ⋅ 4 Baths Roof 2017 - Water Heater 2017 - HVAC 2023. Welcome to 1529 Dalton Place, an exceptional home tucked away on a quiet cul-de-sac in one of Winchester's most desirable locations. Offering 4 spacious bedrooms, 3.5 bathrooms, and an expansive floor plan, this beautifully designed residence delivers the perfect blend of comfort, style, and functionality. From the moment you enter, you'll appreciate the generous room sizes throughout, including elegant formal living and dining rooms ideal for entertaining. The heart of the home features an inviting open-concept kitchen and family room, creating the perfect space for everyday living and gathering with family and friends. A bright and airy sunroom provides the perfect spot to relax while overlooking the backyard. The finished basement offers exceptional flexibility with abundant space for a recreation room, home theater, fitness area, office, or guest suite. A spacious 2-car garage provides plenty of storage and convenience. Ideally situated in a prime location close to shopping, dining, schools, commuter routes, and all that Winchester has to offer, this impressive home combines space, convenience, and timeless appeal. If you're searching for a move-in-ready home with generous living areas and an unbeatable location, 1529 Dalton Place is one you won't want to miss. All sizes are approximate. 1529 Dalton Pl, Winchester Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362
$969,000 A rare opportunity to live on Lake Serene - Welcome to your private lakefront retreat on Lake Serene, where lake-life meets timeless craftsmanship. Tucked among the trees on one of Frederick County's most sought after private lakes, this beautifully renovated waterfront home offers the perfect balance of luxury, recreation and everyday comfort. Completely transformed in 2016 with a 2-story addition and thoughtful modern updates throughout, the home features a stunning custom Chefs Kitchen with rich cherry cabinetry, elegant soapstone countertops, KitchenAid gas range and Viking range hood. The spacious main level offers bright rooms bathed in natural light, gleaming hardwood flooring all showcased with fresh neutral paint and bright white trim. This floorplan flows from room to room offering space for large gatherings while feeling intimate and private. The kitchen overlooks the beautiful family room with gorgeous windows and waterfront views. This is the perfect spot for movie night or watching the game. From here the floor plan flows to spacious dining room and living room with fireplace. Step out onto the Trex Deck which overlooks the lake. Enjoy the view with your morning coffee or evening cocktail. This is the place to be. Upstairs offers 3 bedrooms including the Primary Suite which has been completely updated with beautiful spa-inspired bath. With lake views, the primary suite offers privacy and generous closet space. The two additional bedrooms have a view of the pool and share a gorgeously remodeled hall bath. Laundry and powder room are also located on the main-level allowing for everyday living activities to happen on the upper floor. Move to the lower level to find game room or office, a huge recreation room, 2 additional bedrooms (one presently used as fitness room), another beautiful full bath, wet bar and storage areas. With just under 4000 finished square feet you have all the space you need to live and extra space for storage. The 2016 renovation included 50 year architectural shingles on entire home and garage, new gutters with gutter guards, all new windows, entire home sprayed with foam insulation behind drywall; ceilings and walls, addition of Trex Deck with Trex railings and stairs to backyard, brand new custom door from family room to deck. Recent updates include, new HVAC 2022, new pool liner & pool steps 2025, pool pump replaced in last 5 years, entire home repainted August 2026, Septic pumped 2026, Chimney cleaned 2026, HVAC serviced 2026. Next - Step outside and discover your own private retreat. Extensive hardscaping; stamped concrete walkways and patio, and beautiful circular driveway with extra pull-offs, an oval in-ground heated pool, multiple outdoor entertaining spaces, and mature landscaping create a resort-like setting that's perfect for summer afternoons and evenings with views of the lake. A detached 2-bay garage also has a bonus room with fireplace which was originally utilized as an office now acts as a pool house. Life at Lake Serene is about more than the home itself. Enjoy boating, kayaking, fishing, paddleboarding, or simply relaxing by the water. Homes on Lake Serene are exceptionally limited, with many properties remaining in the same families for generations. Even more uncommon is finding a home that has already been tastefully updated—allowing you to begin enjoying the lake lifestyle immediately instead of planning years of renovations. The lake offers a boat launch area for residents only at the dam, walking paths & winter boat storage. Whether you're searching for a full-time residence or the ultimate weekend escape, this exceptional waterfront property offers a rare opportunity to own one of the area's most desirable lake homes. Come experience why life is simply better at Lake Serene. 5 Beds ⋅ 4 Baths A rare opportunity to live on Lake Serene - Welcome to your private lakefront retreat on Lake Serene, where lake-life meets timeless craftsmanship. Tucked among the trees on one of Frederick County's most sought after private lakes, this beautifully renovated waterfront home offers the perfect balance of luxury, recreation and everyday comfort. Completely transformed in 2016 with a 2-story addition and thoughtful modern updates throughout, the home features a stunning custom Chefs Kitchen with rich cherry cabinetry, elegant soapstone countertops, KitchenAid gas range and Viking range hood. The spacious main level offers bright rooms bathed in natural light, gleaming hardwood flooring all showcased with fresh neutral paint and bright white trim. This floorplan flows from room to room offering space for large gatherings while feeling intimate and private. The kitchen overlooks the beautiful family room with gorgeous windows and waterfront views. This is the perfect spot for movie night or watching the game. From here the floor plan flows to spacious dining room and living room with fireplace. Step out onto the Trex Deck which overlooks the lake. Enjoy the view with your morning coffee or evening cocktail. This is the place to be. Upstairs offers 3 bedrooms including the Primary Suite which has been completely updated with beautiful spa-inspired bath. With lake views, the primary suite offers privacy and generous closet space. The two additional bedrooms have a view of the pool and share a gorgeously remodeled hall bath. Laundry and powder room are also located on the main-level allowing for everyday living activities to happen on the upper floor. Move to the lower level to find game room or office, a huge recreation room, 2 additional bedrooms (one presently used as fitness room), another beautiful full bath, wet bar and storage areas. With just under 4000 finished square feet you have all the space you need to live and extra space for storage. The 2016 renovation included 50 year architectural shingles on entire home and garage, new gutters with gutter guards, all new windows, entire home sprayed with foam insulation behind drywall; ceilings and walls, addition of Trex Deck with Trex railings and stairs to backyard, brand new custom door from family room to deck. Recent updates include, new HVAC 2022, new pool liner & pool steps 2025, pool pump replaced in last 5 years, entire home repainted August 2026, Septic pumped 2026, Chimney cleaned 2026, HVAC serviced 2026. Next - Step outside and discover your own private retreat. Extensive hardscaping; stamped concrete walkways and patio, and beautiful circular driveway with extra pull-offs, an oval in-ground heated pool, multiple outdoor entertaining spaces, and mature landscaping create a resort-like setting that's perfect for summer afternoons and evenings with views of the lake. A detached 2-bay garage also has a bonus room with fireplace which was originally utilized as an office now acts as a pool house. Life at Lake Serene is about more than the home itself. Enjoy boating, kayaking, fishing, paddleboarding, or simply relaxing by the water. Homes on Lake Serene are exceptionally limited, with many properties remaining in the same families for generations. Even more uncommon is finding a home that has already been tastefully updated—allowing you to begin enjoying the lake lifestyle immediately instead of planning years of renovations. The lake offers a boat launch area for residents only at the dam, walking paths & winter boat storage. Whether you're searching for a full-time residence or the ultimate weekend escape, this exceptional waterfront property offers a rare opportunity to own one of the area's most desirable lake homes. Come experience why life is simply better at Lake Serene. 485 Lake Serene Dr, Winchester Listing courtesy of MarketPlace REALTY. Contact:
$385,000 New construction one-level home on a spacious 1-acre lot! Currently under construction and anticipated to be completed in early October 2026, this thoughtfully designed 3-bedroom, 2-bath ranch offers the ease of single-level living with an open-concept floor plan, luxury vinyl plank flooring, granite countertops, upgraded stainless steel appliances, and an attached two-car garage. The open kitchen flows seamlessly into the dining and living areas, creating a bright, welcoming space that's ideal for everyday living and entertaining. The private primary suite, spacious secondary bedrooms, modern finishes, and abundant cabinet space combine comfort, style, and functionality throughout the home. Whether you're buying your first home, downsizing, retiring, or simply looking for the convenience of one-level living, this home offers a comfortable, low-maintenance lifestyle on a beautiful 1-acre lot with room to enjoy the outdoors. Construction is anticipated to be completed in early October 2026. Buyers may still have the opportunity to make certain finish selections, depending on the stage of construction. Contact the listing agent for current construction updates, available selections, and additional details. Taxes currently reflect the land only. 3 Beds ⋅ 2 Baths New construction one-level home on a spacious 1-acre lot! Currently under construction and anticipated to be completed in early October 2026, this thoughtfully designed 3-bedroom, 2-bath ranch offers the ease of single-level living with an open-concept floor plan, luxury vinyl plank flooring, granite countertops, upgraded stainless steel appliances, and an attached two-car garage. The open kitchen flows seamlessly into the dining and living areas, creating a bright, welcoming space that's ideal for everyday living and entertaining. The private primary suite, spacious secondary bedrooms, modern finishes, and abundant cabinet space combine comfort, style, and functionality throughout the home. Whether you're buying your first home, downsizing, retiring, or simply looking for the convenience of one-level living, this home offers a comfortable, low-maintenance lifestyle on a beautiful 1-acre lot with room to enjoy the outdoors. Construction is anticipated to be completed in early October 2026. Buyers may still have the opportunity to make certain finish selections, depending on the stage of construction. Contact the listing agent for current construction updates, available selections, and additional details. Taxes currently reflect the land only. 300 Panther, Winchester Listing courtesy of Preslee Real Estate. Contact: 5402274416
$635,690 Rare Dual Primary Suites on the Main Level! Backing to trees, this stunning new Matisse at Hiatt Pointe at Snowden Bridge offers the perfect blend of comfort and flexibility for active adults 55+. Personalize your finishes and move in this spring! Enjoy a gourmet kitchen with SS appliances including hood, quartz countertops, an oversized island, and walk-in pantry. The open layout features 10' ceilings, a gas fireplace, and a screened porch overlooking the wooded homesite. The finished lower level adds a rec room, third bedroom, and full bath. Enjoy resort-style amenities including a gated entrance, clubhouse, fitness center, pickleball, bocce, pool, and hot tub. Ask about builder incentives! 3 Beds ⋅ 4 Baths Rare Dual Primary Suites on the Main Level! Backing to trees, this stunning new Matisse at Hiatt Pointe at Snowden Bridge offers the perfect blend of comfort and flexibility for active adults 55+. Personalize your finishes and move in this spring! Enjoy a gourmet kitchen with SS appliances including hood, quartz countertops, an oversized island, and walk-in pantry. The open layout features 10' ceilings, a gas fireplace, and a screened porch overlooking the wooded homesite. The finished lower level adds a rec room, third bedroom, and full bath. Enjoy resort-style amenities including a gated entrance, clubhouse, fitness center, pickleball, bocce, pool, and hot tub. Ask about builder incentives! 3168 Ruby Royce Dr, Winchester Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact: (703) 420-3322
$617,490 MOVE-IN READY and designed for Active Adult (55+) living, this never lived-in before SINGLE FAMILY HOME offers main-level living and low-maintenance design at Hiatt Pointe, a gated community in Winchester, VA. Experience a true RESORT-STYLE lifestyle with exceptional onsite community amenities including a clubhouse, fitness center, pickleball and bocce courts, pool and hot tub, yoga studio, outdoor kitchen, fireside lounge, wine lockers, walking trails, and more. A full calendar of resident activities, from water aerobics and Mahjong game nights to Friday happy hours, creates endless opportunities to stay active, socialize, and enjoy everything Hiatt Pointe by Van Metre Homes has to offer! -----Spanning 3,200 finished square feet, this two-level single family home welcomes you with a covered front porch, 9ft. ceilings, and Luxury Vinyl Plank (LVP) flooring throughout the entire main level. Homesite 1014 features three bedrooms, three full bathrooms, and a finished two-car front-load garage. At the heart of the home, the kitchen features granite countertops, soft-close cabinetry, an oversized island, a walk-in pantry with solid shelving, and Samsung® stainless steel appliances. Enjoy a walkout deck off the great room for seamless outdoor living. The open-concept main level includes a spacious great room with an electric fireplace, a dedicated dining area, a secondary bedroom, and a luxurious primary suite. The primary bath has dual vanities and a roll-in frameless shower with floor-to-ceiling tile. A second full bath, family foyer with access to the laundry room, pantry, and two-car garage, complete the main level. The finished attached garage includes an electric opener and exterior keypad, while the home is solar-ready for future energy upgrades. The walkout finished basement adds a bedroom, full bath, and spacious rec room ideal for guests, entertaining, or flexible living. Being a new build, your home is constructed to the highest energy efficiency standards and comes with a post-settlement warranty. This home offers available closing cost assistance when financing with Intercoastal Mortgage and closing with Walker Title. -----Hiatt Pointe (55+) is located in Frederick County with convenient access to historic Downtown Winchester, Route 7, I-81, and I-66. Nearby shopping and dining includes Rutherford Crossing (4 mins away), Apple Blossom Mall (11 mins away), Downtown Winchester (13 mins away), and Winchester Commons (14 mins away). -----This home is available for self-guided touring through NterNow, no agent or appointment required. Buyers may visit independently during daylight hours. Scan the QR code at the door for instant access and follow a few quick prompts to let yourself in. For more information, visit our website or call Van Metre Homes. -----*Other homesites and delivery dates may be available. Pricing, offers, and availability are subject to change without notice. Images, renderings, and site plans are for illustrative purposes only and may not reflect actual homes or features. Some images and renderings may depict interior designs created in collaboration with AI or may represent a similar home. Additional terms and conditions may apply. Please see a Van Metre New Home Advisor for details. 3 Beds ⋅ 3 Baths MOVE-IN READY and designed for Active Adult (55+) living, this never lived-in before SINGLE FAMILY HOME offers main-level living and low-maintenance design at Hiatt Pointe, a gated community in Winchester, VA. Experience a true RESORT-STYLE lifestyle with exceptional onsite community amenities including a clubhouse, fitness center, pickleball and bocce courts, pool and hot tub, yoga studio, outdoor kitchen, fireside lounge, wine lockers, walking trails, and more. A full calendar of resident activities, from water aerobics and Mahjong game nights to Friday happy hours, creates endless opportunities to stay active, socialize, and enjoy everything Hiatt Pointe by Van Metre Homes has to offer! -----Spanning 3,200 finished square feet, this two-level single family home welcomes you with a covered front porch, 9ft. ceilings, and Luxury Vinyl Plank (LVP) flooring throughout the entire main level. Homesite 1014 features three bedrooms, three full bathrooms, and a finished two-car front-load garage. At the heart of the home, the kitchen features granite countertops, soft-close cabinetry, an oversized island, a walk-in pantry with solid shelving, and Samsung® stainless steel appliances. Enjoy a walkout deck off the great room for seamless outdoor living. The open-concept main level includes a spacious great room with an electric fireplace, a dedicated dining area, a secondary bedroom, and a luxurious primary suite. The primary bath has dual vanities and a roll-in frameless shower with floor-to-ceiling tile. A second full bath, family foyer with access to the laundry room, pantry, and two-car garage, complete the main level. The finished attached garage includes an electric opener and exterior keypad, while the home is solar-ready for future energy upgrades. The walkout finished basement adds a bedroom, full bath, and spacious rec room ideal for guests, entertaining, or flexible living. Being a new build, your home is constructed to the highest energy efficiency standards and comes with a post-settlement warranty. This home offers available closing cost assistance when financing with Intercoastal Mortgage and closing with Walker Title. -----Hiatt Pointe (55+) is located in Frederick County with convenient access to historic Downtown Winchester, Route 7, I-81, and I-66. Nearby shopping and dining includes Rutherford Crossing (4 mins away), Apple Blossom Mall (11 mins away), Downtown Winchester (13 mins away), and Winchester Commons (14 mins away). -----This home is available for self-guided touring through NterNow, no agent or appointment required. Buyers may visit independently during daylight hours. Scan the QR code at the door for instant access and follow a few quick prompts to let yourself in. For more information, visit our website or call Van Metre Homes. -----*Other homesites and delivery dates may be available. Pricing, offers, and availability are subject to change without notice. Images, renderings, and site plans are for illustrative purposes only and may not reflect actual homes or features. Some images and renderings may depict interior designs created in collaboration with AI or may represent a similar home. Additional terms and conditions may apply. Please see a Van Metre New Home Advisor for details. 134 Wagtail Ln Unit #HOMESITE 1014, Winchester Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com