Windsor, VA Homes for Sale

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  $400,000

  $75K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,208 Sq Ft

  8368 Whispering Pines Trail, Windsor, VA 23487

  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

  

  Leslie Brennan

  Aweigh Real Estate

  8368 Whispering Pines Trail, Windsor, VA 23487
• Explore Windsor

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  /41

  $589,900

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,618 Sq Ft

  12185 Ava Ln, Windsor, VA 23487

  WELCOME HOME TO THE KESTREL RANCH IN WINDSOR! Discover the perfect blend of small town charm, modern comfort and beautiful new construction, all with convenient access to Suffolk, Smithfield and the greater Hampton Roads area. This thoughtfully designed home features shaker style cabinetry with soft close doors and drawers, granite countertops, tile backsplash, double wall ovens, luxury vinyl

  

  Linda Jones

  BHHS RW Towne Realty

  12185 Ava Ln, Windsor, VA 23487
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  /30

  $588,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,342 Sq Ft

  47AC Holland Dr, Windsor, VA 23487

  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

  

  Dan Lawson

  Atlantic Sothebys Int'l Realty

  47AC Holland Dr, Windsor, VA 23487
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  /12

  $559,900

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,347 Sq Ft

  11563 Savannah St, Windsor, VA 23487

  Discover the Kestrel Ranch in the welcoming town of Windsor, where small-town charm, local events, and a relaxed pace of life blend with convenient access to Suffolk, Smithfield, and the greater Hampton Roads area. This beautifully crafted home features shaker-style cabinetry with soft-close doors and drawers, granite countertops, tile backsplash, double wall ovens, luxury vinyl plank flooring, a

  

  Linda Jones

  BHHS RW Towne Realty

  11563 Savannah St, Windsor, VA 23487
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  $1,150,000

  New Construction

  • 3 Beds
  • 3 Baths
  • 2,430 Sq Ft

  Lot 3 Joyners Bridge Rd, Windsor, VA 23487

  Welcome to approximately 12 acres on Joyners Bridge Road in Windsor, Virginia, offering the perfect blend of a quiet rural setting while remaining conveniently located to everyday amenities. The Town of Windsor provides local shopping, services, schools, parks, and community conveniences, while nearby Suffolk offers additional shopping, dining, entertainment, and services. The property provides

  

  Brian Simon

  Fit Realty

  Lot 3 Joyners Bridge Rd, Windsor, VA 23487
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  /41

  $544,990

  New Construction

  • 5 - 6 Beds
  • 3 - 4 Baths
  • 3,047 Sq Ft

  Davidson Plan at Windsor Station, Windsor, VA 23487

  The Davidson is a two-story, five-bedroom, three-bath home with a formal living room, formal dining room, spacious family room, kitchen with island and pantry, separate breakfast area, and first-floor guest suite with a full bath. The second floor features four bedrooms, including the primary bedroom with an attached, private primary bath, an additional full bath, a large laundry room, and a loft

  Eastwood Homes Builder

  0 Shiloh Dr Unit 36500583, Windsor, VA 23487
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  $574,990

  New Construction

  • 4 - 6 Beds
  • 3.5 - 4.5 Baths
  • 3,294 Sq Ft

  McDowell Plan at Windsor Station, Windsor, VA 23487

  The McDowell is a two-story, four-bedroom, three-and-a-half-bath home with a first-floor primary bedroom, formal dining room, two-story family room, kitchen with an island and pantry, and a separate breakfast area. The second floor features three spacious bedrooms and two additional baths, including a Jack-and-Jill bath between bedrooms two and three, an oversized open loft area, and an

  Eastwood Homes Builder

  0 Shiloh Dr Unit 36500947, Windsor, VA 23487
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  /48

  $514,990

  New Construction

  • 4 - 5 Beds
  • 3 - 4 Baths
  • 2,430 Sq Ft

  Cypress Plan at Windsor Station, Windsor, VA 23487

  The Cypress is a two-story, four-bedroom, three-bath home with a formal dining room, a first-floor guest suite with a full bath, and a kitchen with an island and pantry. The second floor features the primary bedroom, two additional bedrooms, a hall bath, a convenient upstairs laundry room, and an oversized loft area. Options available to personalize your home include a sunroom, screen porch, or

  Eastwood Homes Builder

  0 Shiloh Dr Unit 36476046, Windsor, VA 23487
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  /2

  $91,900

  New Construction

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft

  20 Clydes Ln Unit 20, Windsor, VA 23487

  This beautifully crafted 930 square feet manufactured home, built in 2026 by Fleetwood, offers a comfortable and modern living space in Windsor, VA. Featuring 2 spacious bedrooms and 2 full bathrooms, this home includes a welcoming living room perfect for relaxation and entertaining. The master bedroom boasts an en suite bathroom for added privacy and convenience. The well-appointed kitchen comes

  Tammy Newsom Clydes Dale

  20 Clydes Ln Unit 20, Windsor, VA 23487
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  $539,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,232 Sq Ft

  12343 Ava Ln, Windsor, VA 23487

  Welcome to Windsor Station. Built by Taylor Construction. Move Into Your Brand-New Home Before the End of the Year! Introducing the stunning Paloma Ranch model, thoughtfully designed with timeless Craftsman-style architecture and modern finishes throughout. Scheduled for completion before the end of the year, this beautiful new construction home offers the perfect combination of style, comfort,

  Christopher Kostyrka RE/MAX Connect

  12343 Ava Ln, Windsor, VA 23487
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  $509,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,449 Sq Ft

  MM Raleigh, Windsor, VA 23487

  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

  Lori Cutrell BHHS RW Towne Realty

  MM Raleigh, Windsor, VA 23487
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  /2

  $599,000

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 2,990 Sq Ft

  12162 Ava Ln, Windsor, VA 23487

  Welcome to Windsor Station! Built by Taylor Construction, this stunning Rutherford model will be move-in ready this December/January 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 5 bedrooms, including a spacious primary suite on

  Christopher Kostyrka RE/MAX Connect

  12162 Ava Ln, Windsor, VA 23487
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  /50

  $574,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,294 Sq Ft

  MM Mcdowell, Windsor, VA 23487

  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

  Lori Cutrell BHHS RW Towne Realty

  MM Mcdowell, Windsor, VA 23487
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  $509,990

  New Construction

  • 4 - 5 Beds
  • 2.5 - 3.5 Baths
  • 2,449 Sq Ft

  Raleigh Plan at Windsor Station, Windsor, VA 23487

  The Raleigh is a two-story, four-bedroom, two-and-a-half-bath home with a first-floor primary bedroom, formal dining room, two-story family room, and a kitchen with an island and pantry. The second floor features an upstairs loft area, three additional bedrooms, and a full bath.Options to personalize this home include an expanded loft area, an enclosed bonus room, a second primary bedroom

  Eastwood Homes Builder

  0 Shiloh Dr Unit 36498467, Windsor, VA 23487
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  $609,000

  • 3 Beds
  • 2.5 Baths
  • 4,037 Sq Ft

  13134 Shiloh Dr, Windsor, VA 23487

  Country living at its finest! Beautiful home located on 1 acre; conveniently located near Hwy 460 for an easy commute to anywhere in Hampton Roads. This home is ready for entertaining with a salt water inground pool, fire pits, gazebo, and composite deck off of the back of the home. Inside the home you'll find an open floor plan downstairs with a lovely family room, open to a spacious kitchen

  Amy Willette Cross Realty

  13134 Shiloh Dr, Windsor, VA 23487
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  $81,900

  New Construction

  • 2 Beds
  • 1 Bath
  • 686 Sq Ft

  225 Partridge Ln, Windsor, VA 23487

  This charming 686 square feet manufactured home, built in 2026 by Fleetwood, offers a comfortable and modern living space in Windsor, VA. Featuring two bedrooms and one bathroom, the home includes a spacious living room perfect for relaxation and entertaining. The master bedroom boasts an en suite bathroom and a convenient walk-in closet, providing ample storage and privacy. The kitchen is fully

  Tammy Newsom Clydes Dale

  225 Partridge Ln, Windsor, VA 23487
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  $544,990

  New Construction

  • 5 Beds
  • 3 Baths
  • 3,047 Sq Ft

  MM Davidson, Windsor, VA 23487

  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

  Lori Cutrell BHHS RW Towne Realty

  MM Davidson, Windsor, VA 23487
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  /48

  $499,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,071 Sq Ft

  MM Caldwell, Windsor, VA 23487

  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

  Lori Cutrell BHHS RW Towne Realty

  MM Caldwell, Windsor, VA 23487
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  /18

  $583,800

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,650 Sq Ft

  12177 Ava Ln, Windsor, VA 23487

  Welcome to Windsor Station! Built by Taylor Construction,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

  Wyndy Woods RE/MAX Connect

  12177 Ava Ln, Windsor, VA 23487
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  $75,000

  • Land
  • 40,510 Sq Ft
  • $80,645 per Acre

  .93AC Courthouse Hwy, Windsor, VA 23487

  Build your dream home on this beautiful 0.93-acre partially wooded lot! Offering the perfect blend of privacy and convenience, this property provides a peaceful setting while being ideally located near local amenities, schools, shopping, and major roadways. Whether you're planning a custom home or looking for a great investment opportunity, this lot offers endless potential. Don't miss your

  Cathy Saccone Virginia 1st Realty Group LLC

  .93AC Courthouse Hwy, Windsor, VA 23487
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  /49

  $572,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,311 Sq Ft

  12236 Ava Ln, Windsor, VA 23487

  Welcome to Windsor Station! Built by Taylor Construction, this stunning Helena model is now move-in ready 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

  Christopher Kostyrka RE/MAX Connect

  12236 Ava Ln, Windsor, VA 23487
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  /10

  $499,990

  New Construction

  • 3 - 5 Beds
  • 2 - 4 Baths
  • 2,071 Sq Ft

  Caldwell Plan at Windsor Station, Windsor, VA 23487

  The Caldwell is a ranch-style home with three bedrooms, two full baths, a first-floor primary bedroom with two closets, a convenient pocket office for a dedicated work or study-from-home space, a formal dining room, a spacious family room, and a kitchen with an island and pantry. Options available to personalize this home include an office instead of the formal dining room or bedroom two, a

  Eastwood Homes Builder

  0 Shiloh Dr Unit 36474900, Windsor, VA 23487
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  /21

  $425,000

  • 4 Beds
  • 2 Baths
  • 2,065 Sq Ft

  24408 John Henry St, Windsor, VA 23487

  Sold as-is. Fixer upper with tons of potential. Located at the end of a culdesac in beautiful Holland Meadows backyard facing woods. Utilities are off. Buyers responsibility to turn utilities on/off if interested for inspection. Mechanics in the home may or may not work, seller is unsure as it was tenant occupied. Will not qualify for VA/FHA. Cash or renovation loans only.

  Tein Hlwa LPT Realty LLC

  24408 John Henry St, Windsor, VA 23487
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  /33

  $605,000

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,775 Sq Ft

  17479 Courthouse Hwy, Windsor, VA 23487

  The one you've been waiting for! Your very own country oasis situated on 3.62 acres of land just 15 minutes from Downtown Smithfield/Mainstreet. Home features a formal dining room, beautifully updated kitchen with eat in area, as well as a huge living room with built-in bookshelves. Enjoy quiet evenings on the large back deck, or morning coffee on the wrap around front porch. In addition to the 2

  Jake O'bryan Abbitt Realty Company LLC

  17479 Courthouse Hwy, Windsor, VA 23487
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  /7

  $85,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft

  464 Bracey Cir, Windsor, VA 23487

  This beautifully crafted 1128 square feet manufactured home, built in 2026 by Clayton, offers a spacious and modern living experience with 3 bedrooms and 2 bathrooms. The inviting living room flows seamlessly into the dining area, creating an open and comfortable space for family gatherings and entertaining. The kitchen is fully equipped with essential appliances including a fridge, oven,

  Tammy Newsom Clydes Dale

  464 Bracey Cir, Windsor, VA 23487
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  /21

  $529,990

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,438 Sq Ft

  12169 Ava Ln, Windsor, VA 23487

  The Cypress is a two-story, four-bedroom, three-bath home with a formal dining room, a first-floor guest suite with a full bath, and a kitchen with an island and pantry. The second floor features the primary bedroom, two additional bedrooms, a hall bath, a convenient upstairs laundry room, and an oversized loft area.

  Eastwood Homes Builder

  12169 Ava Ln, Windsor, VA 23487
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  /9

  $82,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  68 Clydes Ln Unit 68, Windsor, VA 23487

  This beautifully crafted 1140 square feet manufactured home, built in 2026 by Clayton, offers a modern and comfortable living space with 3 bedrooms and 2 full bathrooms. The home features a spacious living room and dining room perfect for family gatherings and entertaining guests. The well-appointed kitchen comes equipped with an oven, dishwasher, microwave, and fridge, making meal preparation a

  Tammy Newsom Clydes Dale

  68 Clydes Ln Unit 68, Windsor, VA 23487
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  /2

  $639,990

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,454 Sq Ft

  12242 Ava Ln, Windsor, VA 23487

  The McDowell is a beautifully designed two-story, five-bedroom, three-and-a-half-bath home featuring a first-floor primary suite, a first-floor guest suite with a full bath, a spacious family room, and a designer kitchen with an island and breakfast area. Additional features include a large concrete patio, a spacious bonus room, a separate media room, a walk-in closet, and an open rail staircase.

  Eastwood Homes Builder

  12242 Ava Ln, Windsor, VA 23487
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  $549,500

  $76K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft

  25092 Tyler Dr, Windsor, VA 23487

  Make this your home with your personal touches! $25,000 credit paid at closing to be used at buyers discretion for property upgrades/flooring/paint/closing costs (subject to lender approval) etc. One year home warranty of buyers choice up to $700. Instant equity potential! Appraised 2026 $600K. 4.71 acres & no HOA in Windsor VA. 1994 brick home offering classic durability & modern efficiency.

  Tracy Pudder World Class Realty

  25092 Tyler Dr, Windsor, VA 23487
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  $69,900

  $6K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  308 Pheasant Ln, Windsor, VA 23487

  This beautiful 1216 square feet manufactured home in Clydes Dale community features 3 spacious bedrooms and 2 bathrooms, perfect for a small family or a couple looking to settle down. This home boasts modern finishes and amenities, including an open concept living area, a fully equipped kitchen with stainless steel appliances, and plenty of natural light. The master bedroom includes an ensuite

  Tammy Newsom Clydes Dale

  308 Pheasant Ln, Windsor, VA 23487
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  /18

  $549,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,311 Sq Ft

  11564 Savannah St, Windsor, VA 23487

  Welcome to Windsor Station! Built by Taylor Construction, 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

  Christopher Kostyrka RE/MAX Connect

  11564 Savannah St, Windsor, VA 23487
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  /16

  $257,500

  $8K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,232 Sq Ft

  14 B Ave, Windsor, VA 23487

  Welcome to Windsor! This move-in ready home has had all the work done—just bring your paintbrush. Features include a new roof from 2017, an HVAC system less than a year old and under warranty, brand new kitchen cabinets with butcher block counters, new appliances including a water heater, fresh carpet, and stunning tongue-and-groove oak floors. The bathroom is completely updated, and the spacious

  Kara Eason RE/MAX Country to Coast

  14 B Ave, Windsor, VA 23487
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  $200,000

  • Land
  • 17.69 Acres
  • $11,306 per Acre

  15+AC Courthouse Hwy, Windsor, VA 23487

  Great opportunity to purchase almost 20 acres of land in the town of Windsor VA. There is an easement that gives 50' of road frontage the land is zoned Residential.

  JR Doughty 1st Class Real Estate Norfolk

  15+AC Courthouse Hwy, Windsor, VA 23487
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  $519,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,591 Sq Ft

  MM Drexel, Windsor, VA 23487

  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

  Lori Cutrell BHHS RW Towne Realty

  MM Drexel, Windsor, VA 23487
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  /20

  $599,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,481 Sq Ft

  12163 Ava Ln, Windsor, VA 23487

  Welcome to Windsor Station! Built by Taylor Construction, this stunning Helena model is now move-in ready 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

  Christopher Kostyrka RE/MAX Connect

  12163 Ava Ln, Windsor, VA 23487
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  /65

  $519,990

  New Construction

  • 4 - 5 Beds
  • 2.5 - 3.5 Baths
  • 2,591 Sq Ft

  Drexel Plan at Windsor Station, Windsor, VA 23487

  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

  Eastwood Homes Builder

  0 Shiloh Dr Unit 36487210, Windsor, VA 23487
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  /9

  $175,000

  • Land
  • 31,101 Sq Ft
  • $245,098 per Acre

  .71 Ac E Windsor Blvd, Windsor, VA 23487

  *FRONTAGE ON MAJOR HWY. ENTRANCE FROM ADJACENT PROPERTY IS AVAILABLE WHICH WOULD NOT REQUIRE TURN LANE.**SEE ATTACHED SURVEY.

  Durwood Scott Scott & Assoc. Inc. Realtors

  .71 Ac E Windsor Blvd, Windsor, VA 23487
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  /48

  $514,990

  New Construction

  • 4 Beds
  • 3 Baths
  • 2,430 Sq Ft

  MM Cypress (Windsor Station), Windsor, VA 23487

  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

  Lori Cutrell BHHS RW Towne Realty

  MM Cypress (Windsor Station), Windsor, VA 23487
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  /4

  $160,000

  • Land
  • 21.71 Acres
  • $7,370 per Acre

  21AC Murphy Mill Rd, Windsor, VA 23487

  OFFER ACCEPTED. Welcome to the parcel of endless possibilities. This parcel offers 21 acres of flat land, with approximately 1/3 cleared and the other 2/3 wooded with mature trees. Build your homestead on the cleared portion and use the rest for recreational use, or clear the rest to allow room for your horses. It is conveniently located less than 15 minutes from the town of Windsor or the city

  Nicole Hardy Fathom Realty

  21AC Murphy Mill Rd, Windsor, VA 23487
• 

  

  /5

  $70,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  9324 Windsor Blvd, Windsor, VA 23487

  Investor special! Value in the land. Sold AS-IS, WHERE IS. Seller to make no repairs. Sign hold harmless prior to showing. Property being sold by a court ordered and approved conservator.

  Ruth Laskowski Real Broker LLC

  9324 Windsor Blvd, Windsor, VA 23487

Showing Results 1 - 40, Page 1 of 2

Why Live in Windsor

Windsor, Virginia, located at the junction of Route 460 and Route 258, is a small rural town 12 miles west of Suffolk. Known for its peaceful atmosphere and friendly community, Windsor offers a traditional small-town American lifestyle. Homebuyers can choose from a variety of single-family homes, including 1920s farmhouses, 1960s ranch styles, and modern homes from the 2000s, many of which sit on large lots. Windsor Elementary is highly rated, making the town appealing for families. Dining options include local favorites like Anna’s Ristorante, known for its award-winning pizza, and the popular El Rodeo Mexican restaurant. For shopping, residents can visit The Sassy Sisters for antiques and home décor. Outdoor activities are centered around Robinson Park, which features a playground and picnic shelter, and the nearby Windsor Public Library. Community events such as free concerts at Garis Park, the annual Christmas parade, and the Isle of Wight County Fair at Heritage Park foster a strong sense of local spirit. While Windsor lacks public transit, its location provides convenient access to the Hampton Roads region, making it a practical choice for commuters.

Learn more about living in Windsor

Windsor, VA Home Prices vs. Nearby Neighborhoods

	Windsor, VA	Southern Isle of Wight
Median Home Price	$442,450	$385,000
Median Sale Price	$378,000 +66% YoY	$315,000 % YoY
Avg. Price per Square Foot	$215	$227
Median Single Family Price	$458,250	$405,000
Median Condo Price	$384,999	--
Total Active Listings	33 listings	16 listings
Market Conditions	6 Months of Supply Buyer's Market	5 Months of Supply Balanced Market

Frequently Asked Questions

What is the average home price in Windsor, VA?

Homes for sale in Windsor, VA have an average home price of $450,246.

How many homes have sold over the last 12 months in Windsor, VA?

59 homes have sold in Windsor, VA over the last 12 months.

What is the average household income in Windsor, VA?

The average household income in Windsor, VA is $89K.

What are the most popular zip codes in Windsor, VA?

The most popular zip codes in Windsor, VA include 23487, 23898, 23434, 23437 and 23866.

What are the most popular neighborhoods in Windsor, VA?

The most popular neighborhood in Windsor, VA with the most homes for sale is Southern Isle of Wight.

How much do you need to make to afford a house in Windsor?

The median home price in Windsor is $442,450. If you put a 20% down payment of $88,500 and had a 30-year fixed mortgage with an interest rate of 6.66%, your estimated principal and interest payment would be $2,270 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $97K a year to afford the median home price in Windsor. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Windsor is $89K.

How are the schools in Windsor, VA?

Windsor, VA has highly rated public and private schools. Some of the best schools in Windsor based on Niche Grades are Carrsville Elementary School, Windsor Elementary School and Georgie D. Tyler Middle School. The neighborhood in Windsor with the highest rated schools is Southern Isle of Wight. Browse all the schools in Windsor, VA to learn more.