Courtesy: Aweigh Real Estate
757-204-1659
Welcome to Whispering Pines Trail, a rare opportunity to own a beautifully updated home on 4.46 private acres in Windsor. This 3-bedroom, 2-bath home offers 2,208 square feet of move-in ready living space with a fully updated kitchen, renovated primary bath, new flooring, paint, and trim throughout. The spacious upstairs family room is wired for surround sound and projector, with the screen conveying. Outdoors, you'll find exceptional workshop and storage space including a 30'x86' main shop, a 26'x37' secondary shop and cinder block pump house with room for additional storage. Enjoy the peace and privacy of country living while having room for hobbies, equipment, recreation, or a home-based business. A truly unique property offering space, versatility, and endless possibilities in desirable Windsor.
Courtesy: Fit Realty
757-986-6312
Looking for the serenity and privacy of country living with the convenience and amenities of the suburbs? Look no further! This home boasts 1.94 acres, but is only minutes from Historical Downtown Smithfield's restaurants and shopping. Step inside and you will notice an open floor plan and a large eat in kitchen which are perfect for entertaining. The entire 2nd floor consists of a spacious bedroom, expansive walk in closet and a full bath. Your backyard offers endless possibilities with a deck, above ground pool, storage shed, and plenty of wide open space to make it your own. Schedule your showing today!
Courtesy: CENTURY 21 Nachman Realty
757-833-8400
This charming farmhouse sits on a generous corner lot of more than an acre and has been updated over the years with replacement windows, HVAC, an upstairs half bath, and an improved downstairs bath. The 2+ car oversized detached garage and 30x40 metal workshop/garage offer abundant workspace and storage. Located in a sought-after school district, this home offers peaceful country living just 10 minutes from Smithfield or Windsor. Truly a must-see property.
Courtesy: Liz Moore & Associates LLC
757-873-2707
Welcome to 24209 Lovers Ln! This spacious home offers multiple living areas, thoughtful updates, and plenty of room to enjoy both inside and out. The main level features a bright living space, an updated kitchen with newly refinished cabinets, and a large sunroom perfect for relaxing or entertaining. Upstairs, you'??ll find 3 bedrooms and a full hall bath. Downstairs offers a second living area, laundry room, and additional storage. Recent improvements include a brand-new HVAC system, newer water heater, new LVP flooring throughout, and a newly sealed porch. Outside, enjoy an in-ground swimming pool with a full surrounding deck, raised garden beds, a garden shed, a 2-car detached garage with unfinished attic space, plus an additional 2-entry, 1-car garage. A wonderful blend of updates, space, storage, and outdoor living!
Courtesy: A Better Way Realty Inc.
757-424-9007
This house has it all - land, charm and updates throughout! On just under an acre of land, the whimsy of this house, coupled with the thoughtful updates throughout, make this the perfect place to call home. Freshly painted, new refrigerator, new dishwasher, and curated updates, all you have to do is bring your toothbrush. Picture starting your morning with coffee in the sunroom or reading a book by the cozy fireplace; either way, it'??ll likely be the best part of your day. Schedule your showing today.
Courtesy: Innovation Properties LLC
703-782-4422
Come and make your new home in Windsor Virginia, voted the friendliest community by Nextdoor for 2026. For Sale is this approximately 1250 square foot 3 bedroom two bath Ranch home. This home sits on a .34 acre corner lot in a quite established non-HOA neighborhood. The home sits on a crawl space and has had plumbing, electrical and HVAC upgrades in the past. The property had a 16x20 one car oversized metal garage which has power and HVAC. It also has a 12x10 shed that has electricity. This home is within walking distance of retail establishments, library, and parks in town. Two Isle of Wight County schools, Windsor High and Windsor Middle, are also within walking distance of this home.
Courtesy: Green Tree Real Estate Inc
757-277-9700
WELCOME TO THE MAYFIELD, ANOTHER FABULOUS HOME FROM SUFFOLK & ISLE OF WIGHTS PREMIER CUSTOM BUILDER. THIS 4 BEDROOM, 2 1/2 BATH HOME IS LOADED WITH THE BUILDERS STANDARD FEATURES, WHICH MOST BUILDERS WOULD CONSIDER UPGRADES. FROM THE INVITING FRONT PORCH TO THE LARGE GREAT ROOM WITH VAULTED CEILINGS, THIS HOME IS MAGNIFICENT. IF YOU ARE LOOKING FOR AN OPEN CONCEPT PLAN WITH LARGE SPACES THAT MAKE IT GREAT FOR ENTERTAINING OR FAMILY GATHERINGS, THIS IS THE HOME YOU HAVE BEEN LOOKING FOR. CALL TODAY FOR ADDITIONAL INFORMATION.
Courtesy: BHHS RW Towne Realty
757-935-9010
Discover The Cypress by Eastwood Homes at Windsor Station, where modern elegance meets timeless charm. This beautifully designed four-bedroom, three-bath home features a flexible first-floor guest suite and a well-appointed kitchen with a large island and walk-in pantry perfect for entertaining and everyday living. Upstairs, enjoy an expansive loft for a media room or play space, along with a private primary retreat, two additional bedrooms, and convenient second-floor laundry. Personalize your dream home with options like a sunroom, luxury primary suite, or third-floor bonus room. Located in charming Windsor, enjoy small-town living with quick access to Route 460, shopping, and dining--crafted for style, comfort, and today's lifestyle.
Courtesy: BHHS RW Towne Realty
757-935-9010
Discover luxury living in The Raleigh by Eastwood Homes at Windsor Station, a stunning two-story home designed for comfort and style. This spacious plan features four bedrooms and a sought-after first-floor primary suite for added convenience. The main level is ideal for entertaining, with a formal dining room and dramatic two-story family room flowing into a chef-inspired kitchen. Upstairs, a versatile loft overlooks the living space and connects to three additional bedrooms, perfect for family or guests. Customize your dream home with options like a sunroom, screened porch, second primary suite, or private bonus room blending flexibility, elegance, and modern living.
Courtesy: BHHS RW Towne Realty
757-935-9010
Discover The Charleston by Eastwood Homes at Windsor Station, a stunning two-story home designed for elevated living, comfort, and versatility. This spacious five-bedroom, three-bath layout features elegant formal living and dining rooms, a dramatic two-story family room, and an open kitchen with island and pantry perfect for entertaining and everyday moments. A first-floor guest suite with full bath and oversized entry from the garage adds convenience and flexibility. Upstairs, enjoy four additional bedrooms, including a luxurious primary suite with dual closets, a large laundry room, and an additional full bath. Personalize your dream home with options like a designer kitchen, butler's pantry, private study, outdoor living spaces, loft or bonus room, and flexible bath upgrades. Ideally located in Windsor with quick access to Route 460, shopping, and dining, The Charleston blends style, space, and modern living.
Courtesy: BHHS RW Towne Realty
757-935-9010
The Drexel is a two-story, four-bedroom, two-and-a-half-bath home with a formal living room, formal dining room, kitchen with island and a pantry, and a spacious great room. The second floor features four bedrooms, including the primary suite with a large closet, an upstairs laundry, an additional full bath, and a loft area. Options to personalize this home include a home office, bay window in the dining room, a covered porch, screen porch, or sunroom, several primary bath options, and an optional third-floor bonus room or bedroom and additional bath.
Courtesy: BHHS RW Towne Realty
757-935-9010
Welcome to The McDowell by Eastwood Homes at Windsor Station, a stunning two-story home designed for comfort, space, and modern living. This four-bedroom, 3.5-bath layout features a sought-after first-floor primary suite, elegant formal dining room, and a dramatic two-story family room that flows into a chef-inspired kitchen with island, pantry, and bright breakfast area perfect for everyday living and entertaining. Upstairs offers three spacious bedrooms, two full baths including a convenient Jack-and-Jill layout and an expansive loft ideal for relaxing, working, or gathering. Personalize your dream home with options like a designer kitchen with butler's pantry, guest suite or private office, sunroom or covered porch, media room, or even a second primary suite. Enjoy small-town charm in Windsor with easy access to Route 460, shopping, and dining crafted for the way you live today.
Courtesy: BHHS RW Towne Realty
757-935-9010
Enter into The Davidson by Eastwood Homes at Windsor Station, a beautifully designed two-story home where space, comfort, and connection come together. With five bedrooms and three full baths, this inviting layout features elegant formal living and dining rooms, a bright, open kitchen with island, pantry, and breakfast area, and a spacious family room perfect for gathering and making memories. A first-floor guest suite with full bath offers a warm welcome for visitors or multi-generational living. Upstairs, retreat to a private primary suite alongside three additional bedrooms, a versatile loft, and a generous laundry room designed to simplify everyday life. Make it truly yours with customizable options like a private home office, designer kitchen with butler's pantry, luxury bath upgrades, outdoor living spaces, or an optional third floor creating the perfect place to live, relax, and grow.
Courtesy: BHHS RW Towne Realty
757-935-9010
Experience effortless living in The Caldwell by Eastwood Homes at Windsor Station, a beautifully designed ranch-style home offering comfort, flexibility, and modern convenience. This thoughtfully crafted floor plan features three spacious bedrooms, two full baths, and a first-floor primary suite with dual closets for added storage. Enjoy a bright, open layout with a formal dining room, expansive family room, and a chef-inspired kitchen complete with an island and pantry perfect for everyday living and entertaining. A dedicated pocket office provides the ideal work-from-home space. Personalize your home with flexible options, including additional office space, expanded storage, outdoor living features like a covered or screened porch, or an optional second floor with extra bedrooms and loft designed to fit your lifestyle.
Courtesy: EXP Realty LLC
866-825-7169
Looking for space and privacy? Look no further! This 5-bed, 2-bath, 2,500-square-foot rancher with both a 2-car attached garage and a large, oversized detached barn is the perfect combination. Sitting on exactly an acre, this home offers peace and quiet while being conveniently located near town.
Courtesy: Wainwright Real Estate
757-495-1900
Welcome to the NEW Kestrel Ranch Model in Windsor Station, which combines country-style living, spacious lots and nearby amenities of Suffolk! Pick your lot and exterior elevation to start your Dream Home with this 3 BR, 2.5 BA ranch, and customize up to 4 BRs, 3.5 BAs with Loft and back porch. 2 BRs with a Full BA are located separate from the Primary Suite. Open concept Kitchen/Family/Dining area is ready for family gatherings and entertaining. A few of the generous standard features are shaker style cabinets, hard surface kitchen counters, tile backsplash, island with pendant lights, pantry, half bath, electric fireplace and service door to garage. Primary Suite boasts tile shower with glass enclosure, double sinks and walk-in closet. Closing cost assistance is offered when using a preferred lender and settlement attorney. Other models are available, call for details. Are you short on time and prefer a NEW home ready NOW? No problem, call today for move-in ready options!
Courtesy: RE/MAX Connect
757-525-3639
Welcome to Windsor Station! This stunning Halena model, elevation B,will be move-in ready this August and showcases beautiful Craftsman-style details from the exterior through every inch of the home. Inside, you'??ll find durable LVP flooring throughout the main living areas and a thoughtfully designed layout featuring 4 bedrooms, including a spacious primary suite with a tile shower and walk-in closets. The open-concept kitchen is perfect for entertaining, complete with granite countertops, stainless steel appliances, and a seamless flow into the family and dining areas. The first floor also includes a convenient half bath and a versatile flex room'??ideal for a home office or additional living space'??while a full bath adds extra functionality. Take advantage of closing cost assistance when using the preferred lender and settlement company. Call today and be settled into your new home just in time to enjoy summer!
Courtesy: RE/MAX Connect
757-525-3639
Welcome to Windsor Station! This stunning Oakville model will be move-in ready this August and showcases beautiful Craftsman-style details from the exterior through every inch of the home. Inside, you'??ll find durable LVP flooring throughout the main living areas and a thoughtfully designed layout featuring 4 bedrooms, including a spacious primary suite with a tile shower and walk-in closets. The open-concept kitchen is perfect for entertaining, complete with granite countertops, stainless steel appliances, and a seamless flow into the family and dining areas. Take advantage of closing cost assistance when using the preferred lender and settlement company. Call today and be settled into your new home just in time to enjoy summer!
Courtesy: World Class Realty
757-228-7773
Instant equity potential! Appraised 2026 $600K. 4.71 acres & no HOA in Windsor VA. 1994 brick home offering classic durability & modern efficiency. Features an eco-friendly geothermal HVAC system (unit replaced just last year) ensuring astonishingly low utility bills year-round. 3 bedrooms, 2.5 baths, study & a bright sunroom. Large, new deck. Mudroom for ideal transition zone from outdoors. 2 car attached garage with large room & wet bar area above offer endless possibilities! Massive detached 2 story garage/workshop. 2nd floor is a blank canvas for potential to build private in-law suite, guest house or art studio. Priced to let you customize & build immediate equity!
Courtesy: RE/MAX Connect
757-525-3639
Welcome to Windsor Station! This stunning Halena model will be move-in ready this July and showcases beautiful Craftsman-style details from the exterior through every inch of the home. Inside, you'??ll find durable LVP flooring throughout the main living areas and a thoughtfully designed layout featuring 4 bedrooms, including a spacious primary suite with a tile shower and walk-in closets. The open-concept kitchen is perfect for entertaining, complete with granite countertops, stainless steel appliances, and a seamless flow into the family and dining areas. The first floor also includes a convenient half bath and a versatile flex room'??ideal for a home office or additional living space'??while a full bath adds extra functionality. Take advantage of closing cost assistance when using the preferred lender and settlement company. Call today and be settled into your new home just in time to enjoy summer!
Courtesy: BHHS RW Towne Realty
757-935-9010
Move in Ready-Quick Close - The Cypress at Windsor Station! Experience the perfect blend of modern sophistication and traditional charm. This thoughtfully crafted 4-bedroom, 3-bath gem features a versatile first-floor guest suite and a gourmet kitchen boasting a central island and walk-in pantry. Highlights include: Massive second-floor loft perfect for a media room or play area, 2nd Floor Primary Retreat paired with 2 additional bedrooms and a convenient upstairs laundry. Warm wood tones, elegant stone surfaces, and timeless cabinetry have been chosen for this home. Enjoy Windsor'??s small-town vibes with rapid access to Route 460, local dining, and shopping. Stylish, efficient, and move-in ready'??schedule your tour of this enduring home today! $20,000 IN CLOSING COSTS WITH SELLER APPROVED LENDER
Courtesy: EXP Realty LLC
866-825-7169
Beautiful home located in a sought-after Windsor neighborhood, set on a private wooded lot with a spacious backyard ideal for relaxing and entertaining. This well-designed home offers 5 bedrooms and 3 full baths, providing space and flexibility for today'??s lifestyle. The main level features wood flooring and abundant natural light. The kitchen includes a large center island, quartz countertops, tile backsplash, and upgraded cabinetry with lighting, opening to the family room with fireplace. A first-floor bedroom and full bath offer flexibility for guests or a home office. An additional flex room on the main level adds versatility. Upstairs includes four generously sized bedrooms, ample closet space, and a loft ideal for a media room, playroom, or office. VA assumable loan.
Courtesy: Wainwright Real Estate
757-495-1900
This NEW Kestrel Ranch is move-in ready, only finishing touches remain!! Cozy cottage style on the outside leads to classic touches on the inside, with 2-panel interior doors with lever handles, shaker style cabinets with soft close and black hardware, granite countertops, double ovens and tile backsplash in the kitchen, with warm and low maintenance LVP in main living areas, LVT in baths and tile shower in the Primary Suite, and cozy fireplace with built-ins in the family room. 2 bedrooms plus the Primary Suite are located on the first floor, with a 4th bedroom and full bath on the second floor. Located on a large 18,449 SF cul-de-sac lot, plus there is a covered back porch and patio for outdoor entertaining! $20,000 FLEX MONEY IS OFFERED WHEN USING PREFERRED LENDER AND SETTLEMENT ATTORNEY!! Call for details today, and start your summer off in a NEW home!
Courtesy: Upton Realty
Donald Upton
757-650-0286
Bring your horses ! Experience peaceful country living on 9.03 acres of gently rolling pastureland. This inviting 3-bedroom, 2-bath home offers warm, comfortable living spaces, including a generous living room, a cozy den with a gas fireplace, and a well-appointed kitchen featuring rich cabinetry, black appliances, and a central island. A formal dining room with a classic chandelier creates the perfect setting for gatherings. The spacious primary suite includes a walk-in closet and a relaxing garden tub, while two additional bedrooms provide flexibility for guests, family, or a home office. Equestrians will appreciate the 9-stall horse barn, complete with a hayloft, two wash stalls, and a dedicated tack room. The expansive pasture is ideal for riding, training, or simply enjoying open land. The property also includes multiple chicken/poultry coops, offering options for hobby farming or additional animals. Blending comfort, charm, and opportunity, this property is an excellent choice for those seeking a serene retreat or a smart long-term investment.
Courtesy: Wainwright Real Estate
757-495-1900
This NEW Kestrel Ranch in Windsor Station is move-in ready NOW!! Beautiful Craftsman touches begin with the exterior stone columns and accents, to the interior doors, trim and shaker style cabinets. Warm and durable LVP is located in all main living spaces. The home features a thoughtful layout including 2 Bedrooms, Primary Suite with tile shower and two walk-in closets, half bath and open kitchen with double ovens and quartz countertops that flows into the family and dining rooms on the 1st floor. Custom built-ins are located in the family room and mudroom/laundry area, for convenient drop and go storage. A 4th Bedroom, full bath and flexible loft space complete the 2nd floor. All of this, plus a covered back porch and patio for outdoor relaxation and entertaining. $20,000 IN FLEX MONEY IS OFFERED WHEN USING PREFERRED LENDER AND SETTLEMENT ATTORNEY. Call for details, and start your summer off with a NEW home! (Some pictures are virtually enhanced. Home has been staged; furniture does not convey.)
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Windsor is located in Virginia. Windsor, Virginia has a population of 2,759. Windsor is less family-centric than the surrounding county with 28.31% of the households containing married families with children. The county average for households married with children is 30.5%.
The median household income in Windsor, Virginia is $54,444. The median household income for the surrounding county is $84,673 compared to the national median of $69,021. The median age of people living in Windsor is 42.8 years.
The average high temperature in July is 89 degrees, with an average low temperature in January of 30 degrees. The average rainfall is approximately 48.2 inches per year, with 5.3 inches of snow per year.
