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Winchester

Listing courtesy of Farms & Acreage, Inc.. Contact:

Unprecedented Development Opportunity, City of Winchester, 10.34 acres plus 3 SFH fronting Fairmont Ave (additional 1.09 acres). Gateway to downtown Old Town Winchester. Prime location for high density multifamily and mixed use commercial. Public utilities to site. Truly a catalyst development opportunity, located in the fast growing metropolitan area in Virginia. Voted #1 Main Street and Places to Retire. Also available, 27.20 acre parcel in County, immediately adjacent, also planned for high density development. MLS# VAWI2007698 Summary: OFFERING #1: CITY PARCELS (4) ZONING: Neighborhood Design District, 50 UNITS PER ACRE 801 Fairmont - 10.34 ACRES with 1400 SF office, multiple outbuildings 871 Fairmont - .17 acres with 1x 3/1 SFH 867 Fairmont - .50 acres 720 SF office 893 Fairmont - .42 acres with 1x 4/1 SFH and 2 small tenant cottages $4,500,000.00 TOTAL OFFERING #2: COUNTY PARCEL (1) ZONING: Urban Development, 20 UNITS PER ACRE 27.2 ACRES $4,000,000.00 TOTAL

801 Fairmont Ave, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$4,000,000

Unprecedented Development Opportunity, County of Frederick, 27.2 acres in land use plan for high density rezoning (RP) and development (currently zoned RA, will require rezoning). Ideal townhouse and apartment project. Gateway to downtown Old Town Winchester. Public utilities to site. Truly a catalyst development opportunity, located in the fast growing metropolitan area in Virginia. Voted #1 Main Street and Places to Retire. Also available, total of 11.43 acres parcel in City, immediately adjacent, also planned for high density development. MLS# VAWI2007696. Summary: OFFERING #1: CITY PARCELS (4) ZONING: Neighborhood Design District, 50 UNITS PER ACRE 801 Fairmont - 10.34 ACRES with 1400 SF office, multiple outbuildings 871 Fairmont - .17 acres with 1x 3/1 SFH 867 Fairmont - .50 acres 720 SF office 893 Fairmont - .42 acres with 1x 4/1 SFH and 2 small tenant cottages $4,500,000.00 TOTAL OFFERING #2: COUNTY PARCEL (1) ZONING: Urban Development, 20 UNITS PER ACRE 27.2 ACRES $4,000,000.00 TOTAL

North Frederick Pike, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$3,250,000

12,645 sf of B2 office space on 1.5 AC and 1.03 AC of B2 Land for a total of over 2.5 AC of Commercial Land. Building was built in 1997 and used as a large regional bank. Multiple offices, conference rooms, bathrooms and space for growth. Call broker for showing and additional details

4095 Valley Pike, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$3,250,000

19,520 SF of finished Class A office space in the Dawson Business Park for sale. Property is Zoned M-1. Space is currently occupied and will be available February 1, 2025. Ample parking w/250 spaces. Nearby businesses include Mercury Paper, Ford Motor Co.,Fed-EX Ground, American Woodmark, Trex, Rubbermaid, Corrugated Container.

131 Dawson Dr, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$2,599,000

This upscale custom home blends clean, modern comfort with rustic charm—and does it sublimely with nearly 5,000 finished square feet on one level, including a separate in-law suite. Resting on 5.38 pastoral acres, the handsome façade includes charming details like exposed beams, stonework, classic exterior barn lighting, a metal roof, and a grand covered porch with stunning details that preview the craftsmanship inside. The entry welcomes you to a great room with some delineations for the dining and kitchen areas. Plank hardwood floors, high ceilings, and pleasing neutral colors combine with fetching built-ins, exposed beams, and lighting that create an environment that’s cozy, elegant, and inviting. The dining area to the left has a handy built-in bar and wine cooler. The roomy kitchen is a chef’s dream with its pristine white cabinetry, upscale appliances, and a four-seat wooden island with a quartz countertop that matches the rest of the kitchen counters and backsplash. The crown jewel is the main living area with its luxurious lounge space, anchoring stone fireplace, and beams overhead, adding to the seamless ease of this floorplan. The main home has three bedrooms and 3.5 baths, along with a sizeable laundry room with counterspace and storage galore plus another room perfectly suited for a den, library, or office. The bedrooms are thoughtfully designed, all with attached baths, and the owner’s suite can only be described as resplendent. With its location on one end of the home, the suite provides picturesque views of the outdoors not only from the generous bedroom itself, but also in the bright sitting area, offset by glass barn doors. In addition to a deluxe walk-in closet, the ensuite offers a stylish double vanity, standalone soaking tub, and walk-in shower. The in-law suite is separated by a breezeway with its own entrance and contains the same high-end features in terms of floors, color scheme, and vibe. The common area is both practical and comforting with natural light in the kitchen, dining, and living rooms, the latter getting a dose of ambiance from the stone fireplace. A large bedroom and attached bath sit adjacent, along with a laundry room, and a screened-in porch overlooks the backyard. And let’s talk about the attractive pool and patio area. It’s the icing on the cake—spacious with covered and open seating and dining and a rectangular heated pool at its center. An pool house provides a bar/kitchenette and entertainment center (with TV!) with a pull-out awning for extra shade plus a half-bath and changing room. The area is fenced and landscaped as thoughtfully as the rest of the home and surrounded by lush lawn with a backdrop of mature hardwoods, making for an idyllic setting. There’s also a three-car garage (with bonus room), and a separate outbuilding to use as you like that are both fully heated and cooled. Built with craft and care three years ago, this is arguably the best lot in Frederick County, and with a Winchester address, it’s close to amenities and main arteries, while still offering a quiet, private enclave that is seriously swoon-worthy.

4 Beds ⋅ 6 Baths

This upscale custom home blends clean, modern comfort with rustic charm—and does it sublimely with nearly 5,000 finished square feet on one level, including a separate in-law suite. Resting on 5.38 pastoral acres, the handsome façade includes charming details like exposed beams, stonework, classic exterior barn lighting, a metal roof, and a grand covered porch with stunning details that preview the craftsmanship inside. The entry welcomes you to a great room with some delineations for the dining and kitchen areas. Plank hardwood floors, high ceilings, and pleasing neutral colors combine with fetching built-ins, exposed beams, and lighting that create an environment that’s cozy, elegant, and inviting. The dining area to the left has a handy built-in bar and wine cooler. The roomy kitchen is a chef’s dream with its pristine white cabinetry, upscale appliances, and a four-seat wooden island with a quartz countertop that matches the rest of the kitchen counters and backsplash. The crown jewel is the main living area with its luxurious lounge space, anchoring stone fireplace, and beams overhead, adding to the seamless ease of this floorplan. The main home has three bedrooms and 3.5 baths, along with a sizeable laundry room with counterspace and storage galore plus another room perfectly suited for a den, library, or office. The bedrooms are thoughtfully designed, all with attached baths, and the owner’s suite can only be described as resplendent. With its location on one end of the home, the suite provides picturesque views of the outdoors not only from the generous bedroom itself, but also in the bright sitting area, offset by glass barn doors. In addition to a deluxe walk-in closet, the ensuite offers a stylish double vanity, standalone soaking tub, and walk-in shower. The in-law suite is separated by a breezeway with its own entrance and contains the same high-end features in terms of floors, color scheme, and vibe. The common area is both practical and comforting with natural light in the kitchen, dining, and living rooms, the latter getting a dose of ambiance from the stone fireplace. A large bedroom and attached bath sit adjacent, along with a laundry room, and a screened-in porch overlooks the backyard. And let’s talk about the attractive pool and patio area. It’s the icing on the cake—spacious with covered and open seating and dining and a rectangular heated pool at its center. An pool house provides a bar/kitchenette and entertainment center (with TV!) with a pull-out awning for extra shade plus a half-bath and changing room. The area is fenced and landscaped as thoughtfully as the rest of the home and surrounded by lush lawn with a backdrop of mature hardwoods, making for an idyllic setting. There’s also a three-car garage (with bonus room), and a separate outbuilding to use as you like that are both fully heated and cooled. Built with craft and care three years ago, this is arguably the best lot in Frederick County, and with a Winchester address, it’s close to amenities and main arteries, while still offering a quiet, private enclave that is seriously swoon-worthy.

144 Robinson Dr, Winchester

Listing courtesy of Colony Realty. Contact:

$1,750,000

Tucked away on a private lane bordered by an elegant stone wall, this impressive all-brick residence offers approximately 8,000 square feet of exceptional living space in a setting defined by privacy, quality and timeless architectural appeal. From the moment you arrive, the grand scale and distinguished exterior create a remarkable first impression. Inside, expansive rooms, refined finishes, and thoughtfully designed living spaces provide an ideal setting for both sophisticated entertaining and comfortable everyday living. The substantial floor plan offers exceptional versatility, with generous gathering spaces, private retreats, and abundant light throughout. This remarkable home has a primary bedroom on the main level, plus another on the upper level for a total of 4 bedrooms, 5 and a half bathrooms, a lower level recreation room, featuring a golf simulator, that walks out to the saltwater pool and pool house. With a gas fire pit and hot tub.The primary bathroom features a steam shower, heated flooring, and his-and-hers vanities. The gourmet kitchen includes a large island, SubZero 48 refrigerator, Wolf drawer microwave, GE Cafe gas cooktop and double ovens. Four-zone heat and cooling. The combination of all-brick construction, a secluded private lane, and the character of the surrounding stone wall creates a rare sense of permanence and exclusivity. This is truly a special property; an extraordinary home offering the space, privacy and presence expected of a distinguished estate.

4 Beds ⋅ 6 Baths

Tucked away on a private lane bordered by an elegant stone wall, this impressive all-brick residence offers approximately 8,000 square feet of exceptional living space in a setting defined by privacy, quality and timeless architectural appeal. From the moment you arrive, the grand scale and distinguished exterior create a remarkable first impression. Inside, expansive rooms, refined finishes, and thoughtfully designed living spaces provide an ideal setting for both sophisticated entertaining and comfortable everyday living. The substantial floor plan offers exceptional versatility, with generous gathering spaces, private retreats, and abundant light throughout. This remarkable home has a primary bedroom on the main level, plus another on the upper level for a total of 4 bedrooms, 5 and a half bathrooms, a lower level recreation room, featuring a golf simulator, that walks out to the saltwater pool and pool house. With a gas fire pit and hot tub.The primary bathroom features a steam shower, heated flooring, and his-and-hers vanities. The gourmet kitchen includes a large island, SubZero 48 refrigerator, Wolf drawer microwave, GE Cafe gas cooktop and double ovens. Four-zone heat and cooling. The combination of all-brick construction, a secluded private lane, and the character of the surrounding stone wall creates a rare sense of permanence and exclusivity. This is truly a special property; an extraordinary home offering the space, privacy and presence expected of a distinguished estate.

1950 Jones Rd, Winchester

Listing courtesy of Colony Realty. Contact:

$1,200,000

2.38 Acres at the intersection of Valley Pike and Prosperity Drive. Located in the Kernstown area of Frederick County/Winchester. Property is located across from the street from CMA Honda, Aldi Supermarket, Outback Steakhouse, and Carrabba's Italian Grill & Restaurant. Located in close proximity to the intersection of I-81, US Route 37, and US Route 11. Excellent signage opportunities, visibility, and exposure. Zoned B-2 for general commercial uses with all utilities available. Ideal uses include restaurants, hotels, auto dealerships, retail and offices.

Prosperity Dr, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$1,200,000

Unique Opportunity - 4.20 Acres with 3 Dwellings - 2 that are currently used for rental income. It is an exceptional location that is on a high traffic roadway that gives access to downtown Winchester, VA; I-81; and VA Bypass 37. The land is presently zoned RP. This would be an excellent location of Multi-Family Units or other mixed-use opportunities.

3266 Valley Pike, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$1,100,000

2.3 Acre Outparcel on Pleasant Valley Road for Sale Neighbors include Walmart, Ross, Target, Panera Bread, Olive Garden, Petco, and the list goes on! Zoned CM1, ideal for auto sales, offices, retail, and flex development. All utilities to site. Outstanding proximity to massive commercial and multifamily growth. VA's fastest growing City in it's fastest growing commercial district. Almost 500' feet of frontage on Pleasant Valley! Asking $1.1M.

Pleasant Valley, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$1,075,000

Unique 5+ acre property in Winchester. Beautiful home with plenty of space for everyone's interests. 5 bedrooms- all with en suite bathrooms. High end kitchen designed by a chef. Plenty of outdoor entertaining areas. 2400 sq ft garage/workshop, green house, extensive gardens including koi pond. Abrams Creek runs along the back of property. Wildlife including Bald eagles, Blue heron, and deer frequent the property. All this within minute to Winchester.

5 Beds ⋅ 6 Baths

Unique 5+ acre property in Winchester. Beautiful home with plenty of space for everyone's interests. 5 bedrooms- all with en suite bathrooms. High end kitchen designed by a chef. Plenty of outdoor entertaining areas. 2400 sq ft garage/workshop, green house, extensive gardens including koi pond. Abrams Creek runs along the back of property. Wildlife including Bald eagles, Blue heron, and deer frequent the property. All this within minute to Winchester.

854 Valley Mill Rd, Winchester

Listing courtesy of Samson Properties. Contact:

$959,000

Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace, and the beauty of nature, yet with convenient access to nearby amenities. Plenty of room for outdoor recreation, gardening, or simply enjoying the view from your porch. Build your dream lifestyle here – endless possibilities on unrestricted land! Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic. Builder is also willing to build your plans. Price is projected and subject to change.

3 Beds ⋅ 3 Baths

Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace, and the beauty of nature, yet with convenient access to nearby amenities. Plenty of room for outdoor recreation, gardening, or simply enjoying the view from your porch. Build your dream lifestyle here – endless possibilities on unrestricted land! Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic. Builder is also willing to build your plans. Price is projected and subject to change.

Light Road, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

$959,000

Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace, and the beauty of nature, yet with convenient access to nearby amenities. Plenty of room for outdoor recreation, gardening, or simply enjoying the view from your porch. Build your dream lifestyle here – endless possibilities on unrestricted land! Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic. Builder is also willing to build your plans. Price is projected and subject to change.

3 Beds ⋅ 3 Baths

Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace, and the beauty of nature, yet with convenient access to nearby amenities. Plenty of room for outdoor recreation, gardening, or simply enjoying the view from your porch. Build your dream lifestyle here – endless possibilities on unrestricted land! Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic. Builder is also willing to build your plans. Price is projected and subject to change.

Light Road, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

$949,000

TO BE BUILT: Fauver and Browning Homes proudly presents The Tremont House—a masterfully designed modern residence that blurs the line between architecture and nature. Thoughtfully crafted to harmonize with its surroundings, this home offers a calm, refined living experience. Tucked at the end of a private cul-de-sac in desirable Fairway Estates, overlooking Winchester Country Club, the design showcases oversized windows, soaring ceilings, and abundant natural light. An expansive rear deck creates an elegant, low-maintenance outdoor setting ideal for both relaxation and entertaining, while elevated finishes and appliances enhance the home’s modern sophistication. The primary suite is conveniently located on the main level, serving as a true private retreat with direct patio access, a generous walk-in closet, and a spa-inspired bath featuring a soaking tub, large walk-in shower, and enclosed water closet. Upstairs, three additional spacious bedrooms, all with 10-foot ceilings, provide flexible living space for family, guests, or home offices. Natural light fills every room, reinforcing the home’s airy, open feel. Base price (home + lot) starts at $949,000. A premium option allows you to expand your living space with an optional 600–800 sq ft walkout basement, complete with a private patio and infinity plunge pool. Located just minutes from Winchester’s downtown, The Tremont House offers contemporary luxury in a peaceful, private setting. Features of The Tremont House: *4 bedrooms *3 full bathrooms and 1 half bath *Luxury primary bathroom with soaking tub and large walk-in shower *Oversized windows throughout for exceptional natural light *Dramatic 21′4″ ceiling in the living room *10-foot ceilings on both first and second floors *Front and rear decks for seamless indoor-outdoor living *Modern doors and window systems *Flat roof contemporary design *Optional 600–800 sq ft walkout basement (additional investment) Stand apart with this striking modern home by Fauver and Browning Homes—an upscale, thoughtfully designed residence tucked away on a private cul-de-sac just moments from downtown Winchester (final will be similar to rendering). Welcome home.

4 Beds ⋅ 4 Baths

TO BE BUILT: Fauver and Browning Homes proudly presents The Tremont House—a masterfully designed modern residence that blurs the line between architecture and nature. Thoughtfully crafted to harmonize with its surroundings, this home offers a calm, refined living experience. Tucked at the end of a private cul-de-sac in desirable Fairway Estates, overlooking Winchester Country Club, the design showcases oversized windows, soaring ceilings, and abundant natural light. An expansive rear deck creates an elegant, low-maintenance outdoor setting ideal for both relaxation and entertaining, while elevated finishes and appliances enhance the home’s modern sophistication. The primary suite is conveniently located on the main level, serving as a true private retreat with direct patio access, a generous walk-in closet, and a spa-inspired bath featuring a soaking tub, large walk-in shower, and enclosed water closet. Upstairs, three additional spacious bedrooms, all with 10-foot ceilings, provide flexible living space for family, guests, or home offices. Natural light fills every room, reinforcing the home’s airy, open feel. Base price (home + lot) starts at $949,000. A premium option allows you to expand your living space with an optional 600–800 sq ft walkout basement, complete with a private patio and infinity plunge pool. Located just minutes from Winchester’s downtown, The Tremont House offers contemporary luxury in a peaceful, private setting. Features of The Tremont House: *4 bedrooms *3 full bathrooms and 1 half bath *Luxury primary bathroom with soaking tub and large walk-in shower *Oversized windows throughout for exceptional natural light *Dramatic 21′4″ ceiling in the living room *10-foot ceilings on both first and second floors *Front and rear decks for seamless indoor-outdoor living *Modern doors and window systems *Flat roof contemporary design *Optional 600–800 sq ft walkout basement (additional investment) Stand apart with this striking modern home by Fauver and Browning Homes—an upscale, thoughtfully designed residence tucked away on a private cul-de-sac just moments from downtown Winchester (final will be similar to rendering). Welcome home.

Oak Ridge Lane, Winchester

Listing courtesy of Colony Realty. Contact:

$799,900

Boasting timeless architectural charm and sweeping countryside views, 119 Cheifton Place offers an extraordinary lifestyle on an expansive two plus acre lot. Frame-worthy curb appeal greets you with lush landscaping, tall shade trees, and a welcoming covered porch, while a wide driveway and attached three-car garage comfortably accommodate all your guests. Inside, an inviting foyer detailed with refined pillars, custom crown molding, and wainscoting sets a sophisticated tone. Host formal dinners in the dedicated dining room, or work in peace behind the glass French doors of the private main-floor office. The expansive family room anchors the main floor with its high vaulted ceilings, cozy stone fireplace, and abundant natural light pouring in through large picture windows. Nearby, the well-appointed kitchen features timeless cherry cabinetry, a center island, stainless steel appliances, and a bright breakfast nook. A flexible den just off the kitchen boasts vaulted ceilings and tons of windows showcasing beautiful views, offering endless possibilities as a playroom, library, or secondary sitting room. A main-level powder room and a spacious laundry room with built-in storage complete this thoughtfully designed main living area. The main-level primary suite serves as a serene retreat, complete with expansive windows, two fabulous walk-in closets, and a spa-like ensuite bath featuring double sinks, a deep soaking tub, and a separate walk-in shower. Two additional generously sized bedrooms and another full bath round out the main floor. Downstairs, the finished walkout basement exponentially expands your living options, flooded with natural light from large windows. This thoughtfully finished lower level offers unprecedented flexibility, featuring a huge recreation room, a media room tailored for movie nights or game days, a bright work space, a private guest bedroom, a third full bath, and an unfinished area perfect for storage. Whether you imagine an in-law suite, a high-end game room, a home gym, or the ultimate entertainment hub, this versatile space delivers endless possibilities. Designed for seamless indoor-outdoor entertaining, the exterior is a private oasis framed by meticulous landscaping. Relax on the rear deck while taking in breathtaking panoramic views of the lush rolling countryside, gather for crisp autumn evenings around the fire pit on the lower brick patio, or unwind in the shade on the covered patio directly off the basement walkout. Impeccably maintained inside and out, this remarkable property is a rare find offering unmatched space, classic design, and resort-style living in a prime location minutes to agritourism, downtown Winchester, schools, shopping and more.

4 Beds ⋅ 4 Baths

Boasting timeless architectural charm and sweeping countryside views, 119 Cheifton Place offers an extraordinary lifestyle on an expansive two plus acre lot. Frame-worthy curb appeal greets you with lush landscaping, tall shade trees, and a welcoming covered porch, while a wide driveway and attached three-car garage comfortably accommodate all your guests. Inside, an inviting foyer detailed with refined pillars, custom crown molding, and wainscoting sets a sophisticated tone. Host formal dinners in the dedicated dining room, or work in peace behind the glass French doors of the private main-floor office. The expansive family room anchors the main floor with its high vaulted ceilings, cozy stone fireplace, and abundant natural light pouring in through large picture windows. Nearby, the well-appointed kitchen features timeless cherry cabinetry, a center island, stainless steel appliances, and a bright breakfast nook. A flexible den just off the kitchen boasts vaulted ceilings and tons of windows showcasing beautiful views, offering endless possibilities as a playroom, library, or secondary sitting room. A main-level powder room and a spacious laundry room with built-in storage complete this thoughtfully designed main living area. The main-level primary suite serves as a serene retreat, complete with expansive windows, two fabulous walk-in closets, and a spa-like ensuite bath featuring double sinks, a deep soaking tub, and a separate walk-in shower. Two additional generously sized bedrooms and another full bath round out the main floor. Downstairs, the finished walkout basement exponentially expands your living options, flooded with natural light from large windows. This thoughtfully finished lower level offers unprecedented flexibility, featuring a huge recreation room, a media room tailored for movie nights or game days, a bright work space, a private guest bedroom, a third full bath, and an unfinished area perfect for storage. Whether you imagine an in-law suite, a high-end game room, a home gym, or the ultimate entertainment hub, this versatile space delivers endless possibilities. Designed for seamless indoor-outdoor entertaining, the exterior is a private oasis framed by meticulous landscaping. Relax on the rear deck while taking in breathtaking panoramic views of the lush rolling countryside, gather for crisp autumn evenings around the fire pit on the lower brick patio, or unwind in the shade on the covered patio directly off the basement walkout. Impeccably maintained inside and out, this remarkable property is a rare find offering unmatched space, classic design, and resort-style living in a prime location minutes to agritourism, downtown Winchester, schools, shopping and more.

119 Cheifton Pl, Winchester

Listing courtesy of Colony Realty. Contact:

$795,000

Well established, reputable, and long-standing auto service center in a prime location at the intersection of Millwood Avenue and Pleasant Valley Road directly across from Shenandoah University. Presently doing business as Jim’s Auto Service Center. Excellent location, visibility, exposure, and sign location opportunities. Two bay garage doors equipped with two pneumatic lifts, providing new tire sales, tire repairs, batteries, oil changes, lube and filter replacement, fluids, flushing, belts and hoses, brake services, air conditioning services, wheel balancing, frontend alignment and more. The sales price includes the business, long-standing list of loyal customers and specified equipment and tools. Tours by appointment only with the exclusive listing agent. Call agent now for more details.

434 Millwood Ave, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$785,000

Dogwood - One Story Living Carrington Homes Western Loudoun’s Premiere Home builder introduces its new Winchester Collection of single family Homes on a private 2 acre lot. Custom style homes designed By James McDonald Architects One story and two story plans with First floor multi generational options available DECORATED MODELS located at 156 Covey Lane Winchester Va Saturdays and Sundays from 11am to 5pm

3 Beds ⋅ 3 Baths

Dogwood - One Story Living Carrington Homes Western Loudoun’s Premiere Home builder introduces its new Winchester Collection of single family Homes on a private 2 acre lot. Custom style homes designed By James McDonald Architects One story and two story plans with First floor multi generational options available DECORATED MODELS located at 156 Covey Lane Winchester Va Saturdays and Sundays from 11am to 5pm

Apple Pie Ridge Road, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$750,000

Garage space like this is hard to find. Set on 10.05 private acres in Deerfield Estates, this all-brick rancher is anchored by a five-bay detached garage (garage lifts do not convey) with full electric, a half bath, metal roof, and six garage door openers, plus a two-car attached garage. A separate two-story outbuilding adds even more flexibility with ceramic tile flooring and built-in cabinetry, making it well suited for hobbies, projects, storage, or additional workspace. An additional 8x10 shed conveys, and a whole-house generator adds valuable backup power. Mature trees surround the property and create a private setting across two parcels. Inside, hardwood flooring runs throughout the main level, where the primary suite features an impressive custom shower. The main level also includes a guest bedroom and full bath, living room with gas fireplace and brick surround, luxury kitchen with brand-new appliances, separate dining area, and laundry room with wash sink and built-in cabinetry. The fully finished lower level features LVP flooring throughout and expands the living space with an oversized family room and second gas fireplace, full bath, large walk-in closet, dog spa station, and two bonus rooms ready for office, hobby, or flex use. A rare combination of acreage, privacy, garage capacity, backup power, and versatile space inside and out.

2 Beds ⋅ 3 Baths

Garage space like this is hard to find. Set on 10.05 private acres in Deerfield Estates, this all-brick rancher is anchored by a five-bay detached garage (garage lifts do not convey) with full electric, a half bath, metal roof, and six garage door openers, plus a two-car attached garage. A separate two-story outbuilding adds even more flexibility with ceramic tile flooring and built-in cabinetry, making it well suited for hobbies, projects, storage, or additional workspace. An additional 8x10 shed conveys, and a whole-house generator adds valuable backup power. Mature trees surround the property and create a private setting across two parcels. Inside, hardwood flooring runs throughout the main level, where the primary suite features an impressive custom shower. The main level also includes a guest bedroom and full bath, living room with gas fireplace and brick surround, luxury kitchen with brand-new appliances, separate dining area, and laundry room with wash sink and built-in cabinetry. The fully finished lower level features LVP flooring throughout and expands the living space with an oversized family room and second gas fireplace, full bath, large walk-in closet, dog spa station, and two bonus rooms ready for office, hobby, or flex use. A rare combination of acreage, privacy, garage capacity, backup power, and versatile space inside and out.

210 Jackson Dr, Winchester

Listing courtesy of Dandridge Realty Group, LLC. Contact:

$750,000

Lot 2 is half in Winchester City (tax ID # 134003-35) at 903 N. Loudoun St., & half in Frederick County (tax ID #54-A-50.) Mixed use zoning HR & B2. The county side has a brick residential structure, address 909 Martinsburg Pk, and city half is cleared land/ lot. The total sq ftg is 108,325 (2 & half acres.) Road frontage on Loudoun & Martinsburg PIke is 250 feet. The rear of lot is North Braddock St, at 314 feet road frontage. Braddock Street side was previously approved by city & county for 2 level town homes (expired.) The proposed townhouse project was named North End Estates. Plat shows 8 units in the city (on the right side of the lot, adjacent to a towhome row building) which were previously approved for 3 bedroom units. Those lots are larger. Six smaller lots, on the Frederick County side (left,) for 2 bedrm units (behind the brick farmhouse.) There was a planned 50' buffer easement along the back (where my sign is located behind animal hospital .) One and a half acre total size for back side of lot (68,484 sq ftg.) Access off Rt 11 at Jackson to right onto North Braddock St (which dead ends there.) Plats for your review. Or developer or builder may submit a different plan for approval. Engineer/architecture plans to convey with sale or have your own plans redrawn.

903 N Loudoun St, Winchester

Listing courtesy of Coldwell Banker Elite. Contact:

$729,990

Rare cul-de-sac opportunity in sought-after Snowden Bridge! This stunning 5-bedroom Sinclair is under construction for a year-end move-in and offers the perfect blend of space, style, and location. Unwind on the screened porch overlooking your backyard retreat, while luxury vinyl plank flooring flows throughout the main level. The gourmet kitchen shines with stainless steel appliances, a designer hood, quartz countertops, farmhouse sink, and abundant gathering space. A flexible front room is ideal for a home office, while the mudroom keeps everyday living organized. Upstairs, the luxurious primary suite features a spa-inspired bath with a freestanding soaking tub, frameless glass shower, and quartz vanities. Three additional bedrooms, two full baths, and a convenient laundry room with sink complete the second floor. The finished lower level adds even more living space with a recreation room, fifth bedroom, and full bath. Located just minutes from shopping, dining, and entertainment in Winchester, Snowden Bridge offers resort-style living with a pool, pirate water park, indoor sportsplex, dog park, trails, bike track, playgrounds, and more. Ask about builder incentives! Photos are of a similar home and may show optional features.

5 Beds ⋅ 5 Baths

Rare cul-de-sac opportunity in sought-after Snowden Bridge! This stunning 5-bedroom Sinclair is under construction for a year-end move-in and offers the perfect blend of space, style, and location. Unwind on the screened porch overlooking your backyard retreat, while luxury vinyl plank flooring flows throughout the main level. The gourmet kitchen shines with stainless steel appliances, a designer hood, quartz countertops, farmhouse sink, and abundant gathering space. A flexible front room is ideal for a home office, while the mudroom keeps everyday living organized. Upstairs, the luxurious primary suite features a spa-inspired bath with a freestanding soaking tub, frameless glass shower, and quartz vanities. Three additional bedrooms, two full baths, and a convenient laundry room with sink complete the second floor. The finished lower level adds even more living space with a recreation room, fifth bedroom, and full bath. Located just minutes from shopping, dining, and entertainment in Winchester, Snowden Bridge offers resort-style living with a pool, pirate water park, indoor sportsplex, dog park, trails, bike track, playgrounds, and more. Ask about builder incentives! Photos are of a similar home and may show optional features.

136 Plaid Hill Dr, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

$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:

$715,000

RARE FIND! Discover the freedom and possibilities that come with 12.17 wooded acres—no HOA, no restrictions, just endless opportunity. Whether you're dreaming of creating a self-sufficient homestead, establishing a hobby farm, enjoying outdoor recreation, or simply escaping to your own private retreat, this exceptional property is ready to make it happen. The outdoor amenities are truly unmatched. A paved driveway leads to the home with both asphalt and gravel parking areas. Three powered outbuildings provide incredible flexibility, including a 20' x 40' insulated building complete with a chimney and lean-to, plus two additional sheds, one with its own lean-to. The established goat pen and chicken pen are equipped with both water and electric, making it easy to begin or expand your homesteading lifestyle. Outdoor enthusiasts will appreciate the private shooting range with berm, existing ATV trails winding through the woods, a 50-amp RV hookup, covered carport, and a relaxing hot tub to unwind after a day spent enjoying your land. The well-maintained brick rancher offers over 3,096 square feet of thoughtfully designed living space with 4 bedrooms and 3 full bathrooms. The beautifully updated kitchen is both stylish and functional, featuring luxury vinyl plank flooring, recessed lighting, rich earth-toned cabinetry and countertops, and an LG stainless steel appliance package less than one year old. Crown molding enhances the main-level living areas, while the formal dining room provides the perfect setting for holiday gatherings, complete with a cozy fireplace for added ambiance. Large windows fill the spacious living room with natural light, and a second fireplace creates a warm and inviting atmosphere during cooler months. The main level also includes three generously sized bedrooms and two full bathrooms. The fully finished lower level expands your living space with a spacious recreation room featuring tile flooring and an impressive stone fireplace with a wood stove that has a stainless steel liner. This level also offers a private bonus suite doubling as the 4th bedroom with a full bathroom, extra bonus space, and separate laundry room—ideal for guests, multi-generational living, or additional workspace. Laundry hookups are conveniently located on both levels, and there is a water treatment system and sump pump in the basement. This property is highly accessible, located just minutes from major highways and everyday conveniences, with an airport and top-tier medical care within a 15-minute drive. Properties offering this combination of unrestricted acreage, move-in-ready living, functional outbuildings, and exceptional outdoor amenities are becoming increasingly difficult to find. Whether you're looking to homestead, raise animals, enjoy outdoor recreation, or simply embrace country living without restrictions, this property offers the lifestyle you've been searching for. Don't miss this rare opportunity to own a truly one-of-a-kind property with room to live, work, play, and grow!

4 Beds ⋅ 3 Baths

RARE FIND! Discover the freedom and possibilities that come with 12.17 wooded acres—no HOA, no restrictions, just endless opportunity. Whether you're dreaming of creating a self-sufficient homestead, establishing a hobby farm, enjoying outdoor recreation, or simply escaping to your own private retreat, this exceptional property is ready to make it happen. The outdoor amenities are truly unmatched. A paved driveway leads to the home with both asphalt and gravel parking areas. Three powered outbuildings provide incredible flexibility, including a 20' x 40' insulated building complete with a chimney and lean-to, plus two additional sheds, one with its own lean-to. The established goat pen and chicken pen are equipped with both water and electric, making it easy to begin or expand your homesteading lifestyle. Outdoor enthusiasts will appreciate the private shooting range with berm, existing ATV trails winding through the woods, a 50-amp RV hookup, covered carport, and a relaxing hot tub to unwind after a day spent enjoying your land. The well-maintained brick rancher offers over 3,096 square feet of thoughtfully designed living space with 4 bedrooms and 3 full bathrooms. The beautifully updated kitchen is both stylish and functional, featuring luxury vinyl plank flooring, recessed lighting, rich earth-toned cabinetry and countertops, and an LG stainless steel appliance package less than one year old. Crown molding enhances the main-level living areas, while the formal dining room provides the perfect setting for holiday gatherings, complete with a cozy fireplace for added ambiance. Large windows fill the spacious living room with natural light, and a second fireplace creates a warm and inviting atmosphere during cooler months. The main level also includes three generously sized bedrooms and two full bathrooms. The fully finished lower level expands your living space with a spacious recreation room featuring tile flooring and an impressive stone fireplace with a wood stove that has a stainless steel liner. This level also offers a private bonus suite doubling as the 4th bedroom with a full bathroom, extra bonus space, and separate laundry room—ideal for guests, multi-generational living, or additional workspace. Laundry hookups are conveniently located on both levels, and there is a water treatment system and sump pump in the basement. This property is highly accessible, located just minutes from major highways and everyday conveniences, with an airport and top-tier medical care within a 15-minute drive. Properties offering this combination of unrestricted acreage, move-in-ready living, functional outbuildings, and exceptional outdoor amenities are becoming increasingly difficult to find. Whether you're looking to homestead, raise animals, enjoy outdoor recreation, or simply embrace country living without restrictions, this property offers the lifestyle you've been searching for. Don't miss this rare opportunity to own a truly one-of-a-kind property with room to live, work, play, and grow!

3764 Northwestern Pike, Winchester

Listing courtesy of Touchstone Realty, LLC. Contact:

$700,000

Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. Create wealth with this income producing opportunity. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along with formal living and dining rooms, a warm and inviting family room with fireplace, and a well-equipped kitchen with center island and breakfast area. Hardwood floors and detailed trim work add classic character throughout. A standout feature of this home is the private ground-level apartment with its own entrance—complete with a full kitchen, bedroom, bathroom, living space, and dedicated laundry. Perfect for guests, extended family, or potential rental income. Upstairs, you'll find additional spacious bedrooms and full baths, offering plenty of room for everyone. Enjoy the outdoors from your beautifully landscaped yard with space to garden, entertain, or relax. A two-car garage and extended driveway provide ample parking. Conveniently located just minutes to downtown Winchester, parks, shopping, dining, and commuter routes—this home offers the space and versatility you've been searching for. Priced below appraisal. Schedule your private showing today!

5 Beds ⋅ 5 Baths

Welcome to 769 Seldon Drive—an elegant brick-front colonial situated on nearly half an acre in one of Winchester’s most desirable neighborhoods. Offering over 4,500 finished square feet, this spacious 5-bedroom, 4.5-bath home is designed for comfort, flexibility, and multi-generational living. Create wealth with this income producing opportunity. The main level features a generously sized primary suite with a walk-in closet and en-suite bath, along with formal living and dining rooms, a warm and inviting family room with fireplace, and a well-equipped kitchen with center island and breakfast area. Hardwood floors and detailed trim work add classic character throughout. A standout feature of this home is the private ground-level apartment with its own entrance—complete with a full kitchen, bedroom, bathroom, living space, and dedicated laundry. Perfect for guests, extended family, or potential rental income. Upstairs, you'll find additional spacious bedrooms and full baths, offering plenty of room for everyone. Enjoy the outdoors from your beautifully landscaped yard with space to garden, entertain, or relax. A two-car garage and extended driveway provide ample parking. Conveniently located just minutes to downtown Winchester, parks, shopping, dining, and commuter routes—this home offers the space and versatility you've been searching for. Priced below appraisal. Schedule your private showing today!

769 Seldon Dr, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$699,000

Custom-designed by architect Crawford Horne and built by local builder Ritter Homes, this 3 BR / 3.5 BA home draws on Frank Lloyd Wright's belief that a house should live as easily outside as in. You feel it the moment you arrive — towering mature trees, rooflines with a character all their own, perennial gardens that come back fuller every year, and a fenced yard with a driveway gate that makes the whole place safe for children and pets. This is a light-filled home, and a warm one. Step onto the covered Trex porch and into a welcoming vestibule, then through to the great room, where a stacked-stone wood-burning Rumford fireplace sits between beautifully scalloped built-in shelves and cabinets. A clerestory and a full wall of windows wash the space in morning and evening light. Keep an eye out for the squares the architect threaded throughout — in the windows, the cabinet doors, the molding above each doorway. Off the great room, the kitchen is as comfortable as it is well appointed: breakfast space, granite counters, stainless appliances, and a few leaded-glass cabinet doors that catch the light. Follow the hardwood floors to the primary suite — tray ceiling, gas fireplace, windows on every side, and a private Trex deck of its own. Pocket doors open to dual walk-in closets and an updated bath with walk-in shower, soaking tub, and windows that make the room feel like a retreat. At the other end of the home, the laundry, two more bedrooms with an adjoining full bath, a studio wrapped in square windows and skylights, and a screened porch shared by the studio and a bedroom — an easy circuit for kids, guests, or quiet mornings. The oversized garage handles both vehicles and real storage. And below it all, a full unfinished walk-out basement with full-size windows, a full bath, and a workshop — plenty of room to shape a family room, playroom, or gym. Updates: Trex decking (2024), roof (2024), partial bath remodels (2024), new water pump (2021). See documents for "Things We Love About This Home."

3 Beds ⋅ 4 Baths

Custom-designed by architect Crawford Horne and built by local builder Ritter Homes, this 3 BR / 3.5 BA home draws on Frank Lloyd Wright's belief that a house should live as easily outside as in. You feel it the moment you arrive — towering mature trees, rooflines with a character all their own, perennial gardens that come back fuller every year, and a fenced yard with a driveway gate that makes the whole place safe for children and pets. This is a light-filled home, and a warm one. Step onto the covered Trex porch and into a welcoming vestibule, then through to the great room, where a stacked-stone wood-burning Rumford fireplace sits between beautifully scalloped built-in shelves and cabinets. A clerestory and a full wall of windows wash the space in morning and evening light. Keep an eye out for the squares the architect threaded throughout — in the windows, the cabinet doors, the molding above each doorway. Off the great room, the kitchen is as comfortable as it is well appointed: breakfast space, granite counters, stainless appliances, and a few leaded-glass cabinet doors that catch the light. Follow the hardwood floors to the primary suite — tray ceiling, gas fireplace, windows on every side, and a private Trex deck of its own. Pocket doors open to dual walk-in closets and an updated bath with walk-in shower, soaking tub, and windows that make the room feel like a retreat. At the other end of the home, the laundry, two more bedrooms with an adjoining full bath, a studio wrapped in square windows and skylights, and a screened porch shared by the studio and a bedroom — an easy circuit for kids, guests, or quiet mornings. The oversized garage handles both vehicles and real storage. And below it all, a full unfinished walk-out basement with full-size windows, a full bath, and a workshop — plenty of room to shape a family room, playroom, or gym. Updates: Trex decking (2024), roof (2024), partial bath remodels (2024), new water pump (2021). See documents for "Things We Love About This Home."

1113 Apple Pie Ridge Rd, Winchester

Listing courtesy of Colony Realty. Contact:

$689,000

The seller has made a significant price adjustment to better align the property with current market conditions, creating an outstanding opportunity for buyers. With the new pricing, this property offers exceptional value and is positioned for serious consideration. If you've previously considered this property, now is the time to take another look. ** House and 5+ acres also offered for sale. Reference MLS# VAFV2045418 Rare opportunity to own 64+ scenic acres on the desirable west side of Winchester, VA. This preservation parcel offers one building right and features a beautiful mix of open land and partial woodland, providing both usability and privacy. Formerly an apple orchard, the property is well suited for a small farm, specialty crops, or vineyard, with potential for additional uses with an approved Conditional Use Permit. Surrounded by nearby vineyards, farmers markets, and a wedding venue within a half mile, the location offers strong agritourism appeal. Enjoy gorgeous views and a peaceful rural setting, all while being just 10–15 minutes from downtown Winchester, grocery stores, and Winchester Medical Center. An exceptional opportunity for agricultural use, a private estate, or a thoughtfully planned preservation property in one of the Shenandoah Valley’s most sought-after locations.

Lot 7 Cedar Creek Grade, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$665,000

Elevate your aircraft ownership experience with a choice of premium hangars at Winchester Regional Airport (KOKV), conveniently situated less than 90 minutes from Washington, D.C. This extensive development comprises 32 hangars, with three units already sold and three more available for immediate delivery. The available hangars include sizes of 52’ x 50’ and a single larger unit of 60’ x 50’. Future phases will feature diverse hangar sizes, including standard 60' x 60' units, a unique 150' x 150' hangar, and a dedicated restaurant pad, enhancing the facility's amenities. Each hangar offers the potential for extensive customization, including options for fully equipped offices, comfortable pilots’ lounges, or additional storage solutions, allowing owners to tailor spaces to their specific needs. Located in Frederick County, aircraft owners benefit from lower personal property taxes, providing a substantial financial advantage. Being outside the SFRA DC flight zone also facilitates private and unrestricted travel. Investing in Winchester Regional Airport not only secures a valuable asset but also ensures a luxurious and efficient aviation lifestyle. Seize this opportunity to be part of one of Virginia’s top emerging aviation hubs, where privacy and cost-efficiency converge with unparalleled convenience. This section of Airport Road is easily accessible from route 50, Millwood Pike, and close to downtown Winchester, and just 35 minutes from historic Middleburg.

741 Airport Rd Unit 2, Winchester

Listing courtesy of Hunt Country Sotheby's International Realty. Contact:

$649,990

Ready for Move In this year at Hiatt Pointe at Snowden Bridge—a vibrant 55+ gated community! This brand-new Matisse, backing to tree line, offers effortless, elegant living with a chef-inspired kitchen featuring gourmet stainless steel appliances, white cabinetry, quartz countertops, and a generous pantry. Ten-foot ceilings highlight the open dining and family room, which flows to a rear, fully screened porch—perfect for morning coffee or evening relaxation. The luxurious primary suite boasts an ensuite bath and dual walk-in closets, while two additional bedrooms on the main level, offer ideal space for guests or a home office. A finished lower level adds even more flexibility with a rec room, fourth bedroom, full bath, and walk-out access. Enjoy resort-style amenities including clubhouse, fitness and yoga studios, pickleball and bocce courts, pool and hot tub—plus snow, trash, and recycling included. Ask about builder incentives!

4 Beds ⋅ 4 Baths

Ready for Move In this year at Hiatt Pointe at Snowden Bridge—a vibrant 55+ gated community! This brand-new Matisse, backing to tree line, offers effortless, elegant living with a chef-inspired kitchen featuring gourmet stainless steel appliances, white cabinetry, quartz countertops, and a generous pantry. Ten-foot ceilings highlight the open dining and family room, which flows to a rear, fully screened porch—perfect for morning coffee or evening relaxation. The luxurious primary suite boasts an ensuite bath and dual walk-in closets, while two additional bedrooms on the main level, offer ideal space for guests or a home office. A finished lower level adds even more flexibility with a rec room, fourth bedroom, full bath, and walk-out access. Enjoy resort-style amenities including clubhouse, fitness and yoga studios, pickleball and bocce courts, pool and hot tub—plus snow, trash, and recycling included. Ask about builder incentives!

124 Ruby Royce Dr, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

$649,990

Experience effortless living in our Willow Run Active Adult community! 225 Hydrangea Way is a thoughtfully designed ranch home blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen, ideal for entertaining. The gourmet kitchen boasts a stainless steel gas cooktop with hood vent and wall ovens, a walk-in pantry, and a breakfast bar. From the breakfast nook, step through the sliding glass door to a covered porch, perfect for outdoor gatherings or morning coffee. The main level also features three generously sized bedrooms and two modern bathrooms - including a serene owner’s suite with dual vanities, a tiled walk-in shower, and generously sized walk-in closet. The finished basement includes and additional bedroom and bathroom with. Completed with a large laundry room, two-car garage, and a low-maintenance lifestyle, the Azalea offers comfort and convenience. Embrace one-story living and make The Azalea your perfect new home this fall! Lawn, landscaping, snow maintenance, and trash pickup included in HOA's. November Delivery! Willow Run is close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, D.R. Horton keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! It’s a home that adapts to your lifestyle. And with D.R. Horton's simple buying process and ten-year limited warranty, there's no reason to wait. $10,000 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

4 Beds ⋅ 3 Baths

Experience effortless living in our Willow Run Active Adult community! 225 Hydrangea Way is a thoughtfully designed ranch home blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen, ideal for entertaining. The gourmet kitchen boasts a stainless steel gas cooktop with hood vent and wall ovens, a walk-in pantry, and a breakfast bar. From the breakfast nook, step through the sliding glass door to a covered porch, perfect for outdoor gatherings or morning coffee. The main level also features three generously sized bedrooms and two modern bathrooms - including a serene owner’s suite with dual vanities, a tiled walk-in shower, and generously sized walk-in closet. The finished basement includes and additional bedroom and bathroom with. Completed with a large laundry room, two-car garage, and a low-maintenance lifestyle, the Azalea offers comfort and convenience. Embrace one-story living and make The Azalea your perfect new home this fall! Lawn, landscaping, snow maintenance, and trash pickup included in HOA's. November Delivery! Willow Run is close to shopping, restaurants, and Winchester Medical Center. Featuring America's Smart Home, D.R. Horton keeps you close to the people and places you value most. Simplify your life with a dream home that features hands-free communication, remote keyless entry, video doorbell, and so much more! It’s a home that adapts to your lifestyle. And with D.R. Horton's simple buying process and ten-year limited warranty, there's no reason to wait. $10,000 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

225 Hydrangea Way, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact:

$645,000

This home is not just a property; it's a place where memories are made and cherished. Don't miss the opportunity to make this delightful residence your own. Metal roof (2018), solar pBuilt in 1930 on one of the most desirable streets in downtown Winchester, this charming Colonial exudes timeless elegance and warmth. Its classic brick construction stands the test of time, complemented by beautifully maintained landscaped grounds, while the private and secluded rear yard — designed by a master gardener — offers the perfect setting for outdoor gatherings or quiet moments of reflection. Step inside to discover a spacious layout with four bedrooms and two full bathrooms, ideal for both relaxation and entertaining, with surprisingly spacious closets completing each bedroom. Just off the kitchen, the den would be perfect for a library, playroom, or additional main level bedroom. The surprise walk-up finished attic would make a perfect exercise space, office, or guest retreat with built in closets. Hardwood flooring runs throughout, adding a touch of sophistication, and the cozy wood-burning fireplace with a custom built mantle serves as the focal point of the living area, inviting you to unwind on chilly evenings. Practicality is woven in throughout: the attached garage provides convenient access, and both the garage and the unfinished basement offer loads of storage space. With a focus on sustainability, the home features a 16-panel PV solar array that promotes energy efficiency and reduces utility costs. Imagine enjoying your morning coffee in the peaceful rear yard, surrounded by lush landscaping — or better yet, on your private upper covered porch featuring black walnut flooring. This home is not just a property; it's a place where memories are made and cherished. Don't miss the opportunity to make this delightful residence your own. Metal roof (2018), solar panels (2021), new A/C (2020) — see docs for additional upgrades.

4 Beds ⋅ 2 Baths

This home is not just a property; it's a place where memories are made and cherished. Don't miss the opportunity to make this delightful residence your own. Metal roof (2018), solar pBuilt in 1930 on one of the most desirable streets in downtown Winchester, this charming Colonial exudes timeless elegance and warmth. Its classic brick construction stands the test of time, complemented by beautifully maintained landscaped grounds, while the private and secluded rear yard — designed by a master gardener — offers the perfect setting for outdoor gatherings or quiet moments of reflection. Step inside to discover a spacious layout with four bedrooms and two full bathrooms, ideal for both relaxation and entertaining, with surprisingly spacious closets completing each bedroom. Just off the kitchen, the den would be perfect for a library, playroom, or additional main level bedroom. The surprise walk-up finished attic would make a perfect exercise space, office, or guest retreat with built in closets. Hardwood flooring runs throughout, adding a touch of sophistication, and the cozy wood-burning fireplace with a custom built mantle serves as the focal point of the living area, inviting you to unwind on chilly evenings. Practicality is woven in throughout: the attached garage provides convenient access, and both the garage and the unfinished basement offer loads of storage space. With a focus on sustainability, the home features a 16-panel PV solar array that promotes energy efficiency and reduces utility costs. Imagine enjoying your morning coffee in the peaceful rear yard, surrounded by lush landscaping — or better yet, on your private upper covered porch featuring black walnut flooring. This home is not just a property; it's a place where memories are made and cherished. Don't miss the opportunity to make this delightful residence your own. Metal roof (2018), solar panels (2021), new A/C (2020) — see docs for additional upgrades.

411 W Cecil St, Winchester

Listing courtesy of Colony Realty. Contact:

$644,490

6-bedroom, 5.5-bath Monroe sits on a desirable cul-de-sac in Snowden Bridge and is still under construction, giving you time to select your own cabinets, countertops, and flooring. The main level features a convenient guest suite. The kitchen boasts Gourmet Stainless Steel Appliances with hood, quartz counters and a farmhouse style sink. Oak stairs lead to the 2nd level. The primary suite has 2 walk in closets, and the ensuite offers dual vanities and shower with frameless door. 3 secondary bedrooms and 2 additional baths are found on the upper level along with the convenient laundry room. Walkout lower level with 9' foundation walls, comes finished with recreation room, bedroom and full bath, making this the perfect place to call home. Snowden Bridge is a premier master-planned community with exceptional amenities including a swimming pool, pirate water park, indoor sportsplex, community park, fenced in dog park, and playground. In addition, there is a bike track, walking trails, and a picnic pavilion. You won’t have to leave to have fun, but when you do you’re just minutes from all the convenience and entertainment around Winchester. Ask about builder incentives! Please note the photos are of a similar home while under construction.

6 Beds ⋅ 6 Baths

6-bedroom, 5.5-bath Monroe sits on a desirable cul-de-sac in Snowden Bridge and is still under construction, giving you time to select your own cabinets, countertops, and flooring. The main level features a convenient guest suite. The kitchen boasts Gourmet Stainless Steel Appliances with hood, quartz counters and a farmhouse style sink. Oak stairs lead to the 2nd level. The primary suite has 2 walk in closets, and the ensuite offers dual vanities and shower with frameless door. 3 secondary bedrooms and 2 additional baths are found on the upper level along with the convenient laundry room. Walkout lower level with 9' foundation walls, comes finished with recreation room, bedroom and full bath, making this the perfect place to call home. Snowden Bridge is a premier master-planned community with exceptional amenities including a swimming pool, pirate water park, indoor sportsplex, community park, fenced in dog park, and playground. In addition, there is a bike track, walking trails, and a picnic pavilion. You won’t have to leave to have fun, but when you do you’re just minutes from all the convenience and entertainment around Winchester. Ask about builder incentives! Please note the photos are of a similar home while under construction.

2484 Scotch Bonnet Dr, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

How much is your home worth?

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