Windsor, VA Homes

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  $599,990 Pending

  • 5 Beds
  • 2.5 Baths
  • 3,529 Sq Ft

  216 Robinson Way, Windsor, VA 23487

  Welcome to your dream home in the highly sought-after Hidden Acres community in Windsor, Virginia. Nestled on a quiet cul-de-sac and backing to a serene wooded area, this meticulously well-maintained property offers the perfect blend of privacy, comfort, and upscale living. Boasting 5 spacious bedrooms this home adapts seamlessly to your lifestyle needs. From the moment you arrive, you’ll notice

  

  Jay Hassell

  Keller Williams Realty Town Center

  (757) 689-9364

  216 Robinson Way, Windsor, VA 23487
• 

  

  /2

  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,372 Sq Ft
  • House for Rent

  7 Bank St, Windsor, VA 23487

  NEW CONSTRUCTION 3 BEDROOM, 2 BATH RENTALS. The monthly rent is inclusive of Electric, Water, Sewer, Trash pick up, Lawn care and basic cable. Units will be a 55+ Rental.

  S Dane Scott Scott & Assoc. Inc. Realtors

  7 Bank St, Windsor, VA 23487
• 

  $397,500 Sold Jun 13, 2025

  • 1,986 Sq Ft
  • $200/SF
  • 88 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2020

  12005 Lena Rose St, Windsor, VA 23487

  Discover the perfect blend of modern convenience and small-town charm in this newer-built 4-bed, 2.5-bath home. If you're looking for a move-in-ready home—this is it! With a relaxed HOA, you can store your RV or boat at home, and no storage fees. The oversized driveway ensures ample parking for all your vehicles. The kitchen flows seamlessly into the living and dining areas, creating an

  Amanda Emanuel BHHS RW Towne Realty

  12005 Lena Rose St, Windsor, VA 23487
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  /45

  Est $1,080,525 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,369 Sq Ft

  24073 Lawrence Haven Ln, Windsor, VA 23487

  24073 Lawrence Haven Ln, Windsor, VA 23487
• 

  

  

  /37

  $374,800

  • 4 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  39 Bank St, Windsor, VA 23487

  This beautifully renovated 2,800 sq. ft. home on 2.30 acres in the heart of Windsor is truly a must-see! Taken down to the studs & completely rebuilt, everything is NEW—roof, siding, windows, HVAC, plumbing, lighting, drywall, & flooring. The spacious layout offers a FIRST FLOOR primary suite with a full bath, a large living room, a cozy den, & a mudroom for added convenience. The stunning

  

  Rachel Beasley

  Own Real Estate LLC

  (757) 908-6315

  39 Bank St, Windsor, VA 23487
• 

  $415,000 Sold Jun 13, 2025

  • 2,323 Sq Ft
  • $179/SF
  • 106 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  12296 Keaton Ave, Windsor, VA 23487

  This beautiful home sits on an elevated, private lot in a quiet neighborhood located in the Town of Windsor. This property features a nice front porch and a rear patio for relaxing. Conveniently located near Hwy 460 and minutes away from Hwy 58. Do not let this rare purchase opportunity get away!

  Durwood Scott Scott & Assoc. Inc. Realtors

  12296 Keaton Ave, Windsor, VA 23487
• 

  /2

  Est $465,343 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  13505 Shiloh Dr, Windsor, VA 23487

  13505 Shiloh Dr, Windsor, VA 23487
• 

  

  /29

  $751,500 Pending

  • Land
  • 49 Acres
  • $15,399 per Acre

  48.8ac Murphy Mill Rd, Windsor, VA 23487

  This beautiful 48.8 acres of waterfront property along Lake Burnt Mills in Isle of Wight County is waiting for your new dream home or retreat! The property is being offered for purchase in its entirety or the opportunity to purchase one of the two 24+/- acre parcels preliminary approved for subdivision. The property features over 5000 feet of lakefront along Lake Burnt Mills. This beautiful

  

  Caleb Hooker

  Mossy Oak Properties/Land and Farms Realty

  (757) 767-4782

  48.8ac Murphy Mill Rd, Windsor, VA 23487
• 

  $299,000 Sold Jun 03, 2025

  • 1,188 Sq Ft
  • $252/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1963

  23081 Courthouse Hwy, Windsor, VA 23487

  Move-in ready and full of charm! This spacious home features 3 bedrooms, 2 full baths, and a smart split floor plan with the private primary suite on one side and additional bedrooms on the other. A flexible bonus room off the kitchen is perfect as a dining area, mudroom, office, or playroom. Enjoy peaceful mornings on the large front porch and host gatherings on the expansive back deck. Sitting

  Morgan Wood Liz Moore & Associates LLC

  23081 Courthouse Hwy, Windsor, VA 23487
• 

  /2

  Est $218,035 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,088 Sq Ft

  7 Community Dr, Windsor, VA 23487

  7 Community Dr, Windsor, VA 23487
• 

  /2

  $999,000 Under Contract

  • 5 Beds
  • 4.5 Baths
  • 4,350 Sq Ft

  18101 Foxfire Trail, Windsor, VA 23487

  WELCOME HOME! This home boasts all of the luxury and space you could ever dream of, all while being on 21+ acres of your own wooded paradise. Boasting 5 bedrooms + an office/study & tons of storage, you won't know what to do with all of the space!! The Kitchen is a Chef's dream & the Butler's Pantry is worth bragging about, tons of storage & room for prep. 1st floor Primary Suite is your own

  

  Rachel Beasley

  Own Real Estate LLC

  (757) 267-6687

  18101 Foxfire Trail, Windsor, VA 23487
• 

  $465,000 Sold May 01, 2025

  • 1,980 Sq Ft
  • $235/SF
  • 60 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2012

  17214 Woodland Dr, Windsor, VA 23487

  Welcome to your Dream Home In Windsor Your personal oasis awaits, nestled on five acres yet only ten minutes to town. Relax on your 20ft x 6 deep front porch, enjoy your thoughtfully renovated open concept floorpan, kitchen with new quartz countertops, updated cabinets and large center island with room for multiple barstools.Spacious laundry for all your storage/laundry needs.Split bedroom

  Tammy Glover Fathom Realty

  17214 Woodland Dr, Windsor, VA 23487
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  /2

  Est $243,056 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  13540 Bowling Green Rd, Windsor, VA 23487

  13540 Bowling Green Rd, Windsor, VA 23487
• 

  

  /41

  $799,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  18052 Foxfire Trail, Windsor, VA 23487

  Hello Barndos! The Aspen Barndominium to be built on 21+ acres of wooded paradise. Customize this 4 bedroom 2.5 bath barndo w/ your style, colors & finishes w/ the builder. Stunning Covered Front Porch leads to the Open Great Room designed w/ 15+ ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen w/ Stainless Steel Appliances, granite counters, tile backsplash &

  

  Rachel Beasley

  Own Real Estate LLC

  (757) 863-1318

  18052 Foxfire Trail, Windsor, VA 23487
• 

  $197,000 Sold Apr 04, 2025

  • 1,670 Sq Ft
  • $118/SF
  • 14 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1945

  46 N Court St, Windsor, VA 23487

  Investor Special or Buyer wanting sweat equity! This 1 story located on approx .5 acre lot home has 1640 sf, 3 bedrooms, 1 bath, Great room, Living room, eat in kitchen, spare room or office, laundry/pantry closet, side patio, 360sf detached garage and fenced rear yard. Great opportunity to live in the country and make this home your own. Home is being sold "as is".

  Kimberly Harrah 1st Class Real Estate Coastal Breeze

  46 N Court St, Windsor, VA 23487
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  /2

  Est $398,528 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,156 Sq Ft

  18223 Pope Swamp Trail, Windsor, VA 23487

  18223 Pope Swamp Trail, Windsor, VA 23487
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  /41

  $474,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,425 Sq Ft

  31 Bank St, Windsor, VA 23487

  Pioneer Model to be built on 5.78 acres in the heart of Windsor!! This 4 bedroom home has it all. Front Porch leads into the foyer. On forward the Living room is open to Dining and Kitchen all with LVP flooring. Kitchen with granite counters, tile backsplash, SS appliances. Primary Bedroom is large with walk-in-closet & lovely bathroom with gorgeous vanity, tile flooring & nice shower. Bedrooms

  

  Rachel Beasley

  Own Real Estate LLC

  (757) 798-8402

  31 Bank St, Windsor, VA 23487
• 

  $429,900 Sold Mar 11, 2025

  • 2,808 Sq Ft
  • $153/SF
  • 35 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2021

  12001 Lena Rose St, Windsor, VA 23487

  Welcome to your dream home nestled in a highly sought-after neighborhood. This stunning home sits on 0.43 ac lot, providing space for outdoor activities and relaxation in a completely fenced backyard. Freshly painted throughout , this property features an open floor plan that's great for entertaining and daily family life. With 5 BR and 3 BA, including a bedroom and bath on the first floor, this

  Candace Saunders 1st Class Real Estate Riverside

  12001 Lena Rose St, Windsor, VA 23487
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  /130

  Est $1,080,525 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,369 Sq Ft

  24073 Lawrence Haven Ln, Windsor, VA 23487

  24073 Lawrence Haven Ln, Windsor, VA 23487
• 

  

  /29

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,634 Sq Ft

  11361 Lena Rose St, Windsor, VA 23487

  Great Purchase Opportunity for a One Owner Home on a Cul-de-Sac Street with Limited Traffic. Recent Upgrades Include Wood Flooring Downstairs. Many Functions of Home are Wired for Convenience Utilizing the Alexa App. Relax on the Concrete Patio and Admire the Lush, Green Lawn in the Private Back Yard Enclosed by a Vinyl Privacy Fence. Lots of Convenient Storage in Garage with Lofts & Cabinets

  Dale Scott Scott & Assoc. Inc. Realtors

  11361 Lena Rose St, Windsor, VA 23487
• 

  $335,000 Sold Mar 07, 2025

  • 1,400 Sq Ft
  • $239/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  27220 Avis Dr, Windsor, VA 23487

  This move-in ready, one story ranch is ready for you to call HOME! It's located on a wooded lot in the sought out Carrsville Elementary School district. The home offers newer LVP flooring throughout the majority of the home, neutral paint, a large living room, eat-in kitchen with a bar area, mud room that leads to the 2 car attached garage, 3 spacious bedrooms, and 2 full bathrooms. It also

  Kelsey Derby RE/MAX Country to Coast

  27220 Avis Dr, Windsor, VA 23487
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  /17

  Not Listed For Sale

  00 Walter Hwy - Hwy 258 Hwy S, Windsor, VA 23487

  00 Walter Hwy - Hwy 258 Hwy S, Windsor, VA 23487
• 

  /2

  $449,500 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,296 Sq Ft

  10421 Central Hill Rd, Windsor, VA 23487

  Embrace the tranquility of country living in this beautifully maintained brick ranch, set on nearly 3 acres of land. This spacious home offers 4 bedrooms, 2.5 baths, and 2,296 square feet of comfortable living space. The large living room is perfect for relaxing or entertaining, while the updated kitchen (renovated in 2019) featuring a double oven—makes cooking a joy. Step outside to the

  Anna Boyer Howard Hanna Real Estate Services

  10421 Central Hill Rd, Windsor, VA 23487
• 

  $135,000 Sold Feb 27, 2025

  • Land
  • 28 Acres
  • $4,909 per Acre

  • 1093 Days On Market

  10383 Carroll Bridge Rd, Windsor, VA 23487

  27.5 Acres of land out in Windsor! Plenty of treed privacy and electric available. Not suitable for subdivision because the county said most of the land is technically wetlands beyond the front portion of the land. Ideal to build one mega estate or horse farm or more with the buildings needing to be towards the front of the lot.

  Greg Garrett Garrett Realty Partners

  10383 Carroll Bridge Rd, Windsor, VA 23487
• 

  

  /17

  Not Listed For Sale

  00 Walters Hwy, Windsor, VA 23487

  00 Walters Hwy, Windsor, VA 23487
• 

  /2

  $459,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  213 Robinson Way, Windsor, VA 23487

  Discover this well-appointed 4-bedroom, 2.5-bath home in the sought-after Hidden Acres neighborhood of Windsor. Boasting a spacious and functional layout, the home features a large living room, dining room, and a comfortable family room—fantastic for both everyday living and entertaining. You will also find a spacious kitchen with plenty of counter and storage space, great for preparing meals and

  Dayana Cervantes Thrive Realty

  213 Robinson Way, Windsor, VA 23487
• 

  $480,000 Sold Feb 24, 2025

  • 3,070 Sq Ft
  • $156/SF
  • 56 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 2006

  23090 Andrew Ct, Windsor, VA 23487

  Discover your dream home in the sought-after Windsor Woods neighborhood! This stunning property features 5 bedrooms plus a FROG (Finished Room Over Garage) and 3 bathrooms, offering ample space for living, working, and entertaining. The open-concept floor plan with cathedral ceilings creates a bright and airy atmosphere, perfect for hosting gatherings or enjoying family time. Step outside to a

  Anna Boyer Howard Hanna Real Estate Services

  23090 Andrew Ct, Windsor, VA 23487
• 

  /2

  Est $329,169 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  26317 Walters Hwy, Windsor, VA 23487

  26317 Walters Hwy, Windsor, VA 23487
• 

  

  /43

  $535,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,165 Sq Ft

  8561 Peanut Dr, Windsor, VA 23487

  Set on 2 acres, this beautiful country home features a beautiful updated kitchen, fireplace, large front porch, attached garage and a custom storage shed. In immaculate condition, it includes a modern geothermal unit and a whole house generator for comfort and reliability. A charming driveway leads to a spacious interior, highlighted by a huge bonus room perfect for entertaining. The expansive

  Jimmy Auvil 1st Advantage Realty LLC

  8561 Peanut Dr, Windsor, VA 23487
• 

  $435,000 Sold Feb 06, 2025

  • 3,086 Sq Ft
  • $141/SF
  • 52 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2003

  13118 Shiloh Dr, Windsor, VA 23487

  Have you ever dreamed about living in the Country with plenty of land with peaceful easy living and a private screened in back porch where you can see the fireflies at night? Well, here it is! This breathtaking 4 Bedroom 3 Full bath country home sits on approx. 1 acre of beautiful land with room to grow. The kitchen has been updated with Stainless Steel appliances. Relax in the charming living

  Rico Gonzales AtCoastal Realty

  13118 Shiloh Dr, Windsor, VA 23487
• 

  /2

  Est $209,317 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 400,792 Sq Ft

  12 Community Dr, Windsor, VA 23487

  12 Community Dr, Windsor, VA 23487
• 

  

  /50

  $595,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  15338 Everets Rd, Windsor, VA 23487

  Welcome home to your charming Isle of Wight farmhouse. Built in 2023, you will find the convenience of today and simplicity of years gone by. This nature lover's paradise is awaiting you to explore over 10 acres. Keep your hay dry in the 20 x 40 metal barn. Come inside to feel the warmth of the wood burning fireplace. The open floor plan is designed for sharing meals, laughter and unforgettable

  Melissa Boyce EXP Realty LLC

  15338 Everets Rd, Windsor, VA 23487
• 

  $358,900 Sold Feb 03, 2025

  • 1,900 Sq Ft
  • $189/SF
  • 23 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1943

  13199 Poor House Rd, Windsor, VA 23487

  Nestled in the peaceful countryside of Windsor, this charming 4-bedroom, 2-bath home sits on a sprawling 5-acre lot, offering the perfect blend of privacy and space. With ample room for outdoor activities and potential for a garden or small hobby farm, this property invites you to embrace country living while enjoying modern conveniences. The home features a spacious, open floor plan, with

  Brandon Privette 1st Advantage Realty LLC

  13199 Poor House Rd, Windsor, VA 23487
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  /10

  Est $342,333 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,454 Sq Ft

  24125 Butler Ave, Windsor, VA 23487

  24125 Butler Ave, Windsor, VA 23487
• 

  /2

  $450,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,650 Sq Ft

  10484 Sylvia Cir, Windsor, VA 23487

  Well maintained home in desirable Windsor Woods! This beautiful home features an open layout with a spacious Family Room, Formal Living and Dining Rooms, a large Kitchen with island and Breakfast Nook. First floor Bedroom with dual entry full bath (BR & hall). Upstairs you'll find a huge Primary Bedroom and Ensuite that includes a separate tub/shower, double sink and large walk-in closet...as

  Jenni Ellington The Real Estate Group

  10484 Sylvia Cir, Windsor, VA 23487
• 

  $386,500 Sold Feb 03, 2025

  • 1,568 Sq Ft
  • $246/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2015

  24217 John Henry St, Windsor, VA 23487

  Welcome home to this beautiful 3-bedroom 2.5-bathroom residence in Windsor, VA! With 1500+ sq. ft. of living space, this property offers ample room for your family's needs. The heart of this home is undoubtedly the kitchen, where espresso cabinets meet granite counter tops, a tile backsplash, and stainless steel appliances. The open floor plan enhances the flow of the living area, with

  Rusty Smith 1st Class Real Estate 7 Cities

  24217 John Henry St, Windsor, VA 23487
• 

  /2

  Est $271,382 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft

  16 Roberts Ave, Windsor, VA 23487

  16 Roberts Ave, Windsor, VA 23487
• 

  /2

  $429,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,310 Sq Ft

  20446 Orbit Rd, Windsor, VA 23487

  Charming Country Living Awaits! This stop will be your last. Nestled in a tranquil country setting, this home is just 10 minutes away from both Smithfield, Virginia and Suffolk, Virginia, giving you the perfect balance of rural charm and easy access to shopping, dining, and entertainment. Key Features: Spacious Layout, enjoy four generous bedrooms and two-well-appointed bathrooms, providing ample

  Sabrina Byrum Keller Williams Town Center

  20446 Orbit Rd, Windsor, VA 23487
• 

  $330,000 Sold Jan 31, 2025

  • 975 Sq Ft
  • $338/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  26288 Colosse Rd, Windsor, VA 23487

  This stunning 3-bedroom, 2.5-bath home in Carrsville offers the perfect blend of comfort and luxury. Set on over an acre of land, the property features a beautiful above ground pool, great for relaxation and entertaining. A spacious heated detached garage adds convenience and extra storage, while the well-designed interior offers a cozy, yet modern living experience. With plenty of outdoor space

  Brandon Privette 1st Advantage Realty LLC

  26288 Colosse Rd, Windsor, VA 23487
• 

  /2

  Est $332,183 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,713 Sq Ft

  9 Holland Dr, Windsor, VA 23487

  9 Holland Dr, Windsor, VA 23487

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