Pending Listings in Windsor, VA

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ABOUT THIS HOME
Pending Listing in Windsor, VA:
Welcome to country living at its finest. This beautifully maintained 3-bedroom, 2-bath home offers 2,141 sq ft of spacious, comfortable living in the heart of Windsor. From the moment you arrive, you’ll feel the charm and warmth this property provides. The inviting front porch sets the stage for an ideal place to start or end your day with a glass of iced tea while taking in the gorgeous VA sunsets. Step inside to a stunning open floor plan designed for both everyday living and effortless entertaining. The flow from the living room to the dining area and kitchen makes gathering with family and friends easy and enjoyable. Whether you’re hosting a holiday meal or relaxing on a qui

$420,000

3 beds2 baths2,141 sq ft

10419 Sylvia Cir, Windsor, VA 23487

Open floor plan • Nice deck • Front porch

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Windsor, VA:
You don't want to miss this unique property and all it offers! This property includes a warm and welcoming main home, 26x60 detached garage workshop w/ bathroom and attached mother in law apartment all on its own electric meter. Main home has an open floor plan and features family room w large wood burning fp, wood beams, dining area, 3/4 in. beautiful Australian cypress hardwood floors throughout the entire home. The updated kitchen featuring quartz counter tops tile back splash and stainless steel appliances brightens the space beautifully. Master Bedroom features walk-in closet and master bath with double vanities. Total of 3 br and 3ba in main home. Plus additional Rm that could be offi

$465,000

4 beds4 baths2,500 sq ft

24192 Twin Cir, Windsor, VA 23487

Tile back splash • Updated kitchen • Quartz counter tops

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Windsor, VA:
Welcome home to this 4 bedroom 2.5 bath Ranch built in 1968 with various improvments throughout the years. Home is waterfront on a pond that is partially owned by the homes who's properties border it. Roof was replaced in 2015. One heat pump was replaced in late 2013 and the other around 2018 and both have recently been serviced. Water heater was replaced around 2020. Flooring in family room was replaced with tile in 2015. Dock on the pond was completely rebuilt and completed in 2023.

$395,000

4 beds2.5 baths2,400 sq ft

24420 Lovers Ln, Windsor, VA 23487

Flooring replaced • Dock rebuilt • Waterfront on pond

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Windsor, VA:
Calling all investors and house hackers! This duplex is a fantastic opportunity for an investor or a buyer looking to build equity through renovations. This property is ready for its next chapter and offers incredible potential. Perfect for someone willing to put in the work, this property is being sold as-is, where-is, with the sellers making no repairs. The location is ideal in the heart of Windsor, just within a mile of restaurants, shopping, and veterinary care, making it a convenient and desirable area. Whether you’re looking for your next project or a home to make your own, this is a great chance to create something special. Don’t miss out on this opportunity!

$232,900

6 beds2 baths3,600 sq ft

18 B Ave, Windsor, VA 23487

Built 1935 • Listed 65 days

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Windsor, VA:
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. Aspen Barndo

$999,000

4 beds2.5 baths2,374 sq ft

18101 Foxfire Trl, Windsor, VA 23487

21 acres • Large balcony • Butler's pantry

Property at 25.5AC Woodland Dr, Windsor, VA 23487

$199,900

— beds— baths— sq ft

25.5AC Woodland Dr, Windsor, VA 23487

Property at TBD Shady Pine Ln, Suffolk, VA 23434

$635,000

— beds— baths— sq ft

TBD Shady Pine Ln, Suffolk, VA 23434

Property at PAR A Holland Dr, Windsor, VA 23487

$59,500

— beds— baths— sq ft

PAR A Holland Dr, Windsor, VA 23487

Property at 24465 Curve Dr, Windsor, VA 23487, 3 beds, 1.5 baths

$182,000

3 beds1.5 baths926 sq ft

24465 Curve Dr, Windsor, VA 23487

Property at 32 N Court St, Windsor, VA 23487, 4 beds, 2.5 baths

$435,000

4 beds2.5 baths2,876 sq ft

32 N Court St, Windsor, VA 23487

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UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Windsor, VA:
The Essex, an open-design concept. Sleek stainless steel appliances. Large kitchen island becomes a centerpiece for gatherings and meal preparations, topped with elegant granite countertops. Adjacent to the living space, there's a sunroom, ideal for basking in natural light, enjoying a good book, or simply relaxing. Primary bedroom with tray ceiling and well appointed bath with tile shower and separate soaking tub. 9 ft ceilings 1st & 2nd floor. Walk in closet in every bedroom. Neighborhood playground and greenspaces. Near new Publix and Obici Hospital.

$573,130

5 beds3.5 baths2,740 sq ft

269 Mccormick Dr, Suffolk, VA 23434

Large kitchen island • Tray ceiling • Sunroom

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Windsor, VA:
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 upstairs, a Jack and Jill bathroom, and a sunroom, screen porch, or covered porch.

$621,205

4 beds3.5 baths2,449 sq ft

1418 Wharf Hill Dr, Smithfield, VA 23430

Upstairs loft area • Formal dining room • Kitchen with island

PENDING

ABOUT THIS HOME
Pending Listing in Windsor, VA:
This is a to-be built home! The Davidson is a five-bedroom, three-bath home with an open floor plan. As you enter, you’ll be greeted with a formal dining room directly off of the foyer. Kitchen with island, butlers pantry, walk-in pantry, granite countertops, stainless steel appliances and LED recessed lighting. 4' informal dining area open to kitchen. Bright and spacious family room with gas fireplace. First-floor guest suite with 5' shower and closet. A rear patio completes the first floor. Upstairs, you’ll find the primary suite with a tray ceiling, walk-in closet and an ensuite LUXURY bath with walk-in shower, soaking tub, double vanity, linen closet and water closet. Bedroo

$668,235

5 beds3 baths3,047 sq ft

1414 Wharf Hill Dr, Smithfield, VA 23430

Formal dining room • Butlers pantry • Granite countertops

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Windsor, VA:
Welcome to South Harbor 55+, a vibrant community in Isle of Wight near Smithfield, offering single-family homes with first-floor living, no yard work, and resort-style amenities including a clubhouse, pool, walking trails, and pickleball courts. The Palladio 2-Story offers flexibility and style with 3 bedrooms, 3 bathrooms, and a versatile flex room that can serve as a dining area, sitting room, office — or even be converted into a 4th bedroom. The gourmet kitchen with a large island is the perfect spot for entertaining, flowing seamlessly into the spacious family room. All essential living spaces, including the owner’s suite with en-suite bath and walk-in closet, are on the fir

$528,625

3 beds3 baths2,626 sq ft

426 Tributary Ln, Carrollton, VA 23314

2 garage spots • Built 2025 • Listed 17 days

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Windsor, VA:
CAROLINE. SOLD. TBB

$332,450

3 beds2.5 baths1,775 sq ft

1027 Breakwater Trl, Carrollton, VA 23314

$167 HOA • 2 garage spots • Built 2025

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Windsor, VA:
CAROLINE. SOLD. TBB

$334,200

3 beds2.5 baths1,775 sq ft

1051 Breakwater Trl, Carrollton, VA 23314

$167 HOA • 2 garage spots • Built 2025

Property at 1040 Breakwater Trl, Carrollton, VA 23314, 3 beds, 2.5 baths

$369,425

3 beds2.5 baths1,775 sq ft

1040 Breakwater Trl, Carrollton, VA 23314

Property at 1036 Breakwater Trl, Carrollton, VA 23314, 3 beds, 2.5 baths

$365,565

3 beds2.5 baths1,775 sq ft

1036 Breakwater Trl, Carrollton, VA 23314

Property at 1020 Breakwater Trl, Carrollton, VA 23314, 3 beds, 2.5 baths

$357,790

3 beds2.5 baths1,775 sq ft

1020 Breakwater Trl, Carrollton, VA 23314

Property at 286 Mccormick Dr, Suffolk, VA 23434, 5 beds, 3 baths

$557,800

5 beds3 baths2,740 sq ft

286 Mccormick Dr, Suffolk, VA 23434

Property at 1218 Wharf Hill Dr, Smithfield, VA 23430, 5 beds, 3 baths

$652,665

5 beds3 baths3,047 sq ft

1218 Wharf Hill Dr, Smithfield, VA 23430

Property at 390 Tributary Ln, Carrollton, VA 23314, 3 beds, 3 baths

$528,179

3 beds3 baths2,626 sq ft

390 Tributary Ln, Carrollton, VA 23314

Property at 312 Early Station Trl, Carrollton, VA 23314, 5 beds, 3 baths

$536,905

5 beds3 baths3,010 sq ft

312 Early Station Trl, Carrollton, VA 23314

Property at 341 Tributary Ln, Carrollton, VA 23314, 3 beds, 2 baths

$411,140

3 beds2 baths1,898 sq ft

341 Tributary Ln, Carrollton, VA 23314

Property at 316 Early Station Trl, Carrollton, VA 23314, 5 beds, 3 baths

$603,834

5 beds3 baths3,010 sq ft

316 Early Station Trl, Carrollton, VA 23314

Property at 271 Mccormick Dr, Suffolk, VA 23434, 3 beds, 2.5 baths

$508,955

3 beds2.5 baths2,342 sq ft

271 Mccormick Dr, Suffolk, VA 23434

Property at 239 Early Station Trl, Carrollton, VA 23314, 4 beds, 2.5 baths

$456,460

4 beds2.5 baths1,823 sq ft

239 Early Station Trl, Carrollton, VA 23314

Property at 320 Early Station Trl, Carrollton, VA 23314, 4 beds, 2.5 baths

$521,480

4 beds2.5 baths2,423 sq ft

320 Early Station Trl, Carrollton, VA 23314

Property at 354 Tributary Ln, Carrollton, VA 23314, 3 beds, 2 baths

$448,440

3 beds2 baths1,601 sq ft

354 Tributary Ln, Carrollton, VA 23314

Property at 1142 Egret Ln, Suffolk, VA 23434, 4 beds, 2.5 baths

$513,950

4 beds2.5 baths2,423 sq ft

1142 Egret Ln, Suffolk, VA 23434

Pending Listings in Windsor

There are currently 10 pending listings for sale in Windsor at a median listing price of $520K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windsor stay on the market for 23 days. Popular neighborhoods include Holy Neck. This map is refreshed with the newest listings in Windsor every 15 minutes.

In the past month, 5 homes have been sold in Windsor. In addition to houses in Windsor, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in Windsor last month. Find your dream home in Windsor using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Windsor are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windsor. Our Windsor real estate stats and trends will give you more information about home buying and selling trends in Windsor. If you're looking to sell your home in the Windsor area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windsor with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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