Vintage homes for sale & real estate in Isle of Wight County, VA

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OPEN DEC 6, 10AM TO 5PM

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Step into a piece of Smithfield’s history—an extraordinary 1702-built estate - once owned by the town’s founder. This 5,332 sqft residence perfectly marries historic character with modern comfort. Grand double doors open to a sweeping foyer and staircase, formal living and dining rooms, and a primary suite with a private balcony overlooking enchanting gardens leading to Little Creek and Windsor Castle Park. Enjoy two fully equipped kitchens, multiple fireplaces, original wood floors and a finished basement with a private entrance. A newer 75-year roof, whole-home generator, and lush outdoor spaces with fountain and fire-pit complete this timeless masterpiece.

$1,000,000

4 beds3.5 baths5,332 sq ft

338 S Church St, Smithfield, VA 23430

Multiple fireplaces • Private balcony • Original wood floors

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Charm, location, & convenience come with this 1945 bungalow/ cottage--archways, decorative fireplace, hardwood floors & light-colored paint; large laundry/mudroom; shed; wide driveway with ample parking. Enjoy the best of small town living with farmers markets, restaurants, bakeries, coffee shop, shopping, & view of the Pagan River; nearby Windsor Castle Park with miles of walking & mountain bike trails, play areas, kayaking, fishing pier; all are close by. Good living! Easy commute to major employers.

$230,000

2 beds1 bath900 sq ft

102 Jordan Dr, Smithfield, VA 23430

Decorative fireplace • Ample parking • Wide driveway

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Come see this 5 bedroom, 3.5 bath home in Windsor with detached garage and in-law suite.

$332,800

5 beds3.5 baths2,729 sq ft

29 N Court St, Windsor, VA 23487

0.4 acre lot • Garage • Built 1939

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
You are going to love this charming and updated craftsman style bungalow near the heart of Smithfield. New heating, new roof on apartment and shed, Refurbished metal roof on main house, fresh paint in and out, and refinished hardwood floors complete the renovation. There is a detached studio apartment for an in-law, teen or to rent for extra income. This home sits on a 1/2 acre homesite that is incredibly deep to offer plenty of privacy. Close proximity to the historical area with shops, restaurants, park, and marina.

$375,000

3 beds3 baths2,106 sq ft

901 S Church St, Smithfield, VA 23430

1/2 acre homesite • 0.5 acre lot • Built 1946

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
This fully renovated home in the Smithfield Historic District is just a short distance to the Pagan River, you can’t go wrong! Keep your repair money because this one has a brand new HVAC unit and water heater! Expanded to 3 bedrooms and 2.5 bathrooms, the new owners will enjoy a luxurious open kitchen with quartz countertops, a spacious island, and all-new cabinets and appliances. The first-floor bedroom is where you can put guests, while the upgraded baths, large deck, and privacy fence are just a few of the thoughtful touches. The spacious living room is ready for hosting. Enjoy this vibrant location with nearby top-tier waterfront dining and boutique shopping just minutes away. Fr

$289,000

3 beds2.5 baths1,332 sq ft

210 Astrid St, Smithfield, VA 23430

Spacious island • Quartz countertops • Upgraded baths

Property at 25452 Walters Hwy, Windsor, VA 23487, 5 beds, 2 baths

$475,000

5 beds2 baths2,500 sq ft

25452 Walters Hwy, Windsor, VA 23487

Property at 12265 Smiths Neck Rd, Carrollton, VA 23314, 3 beds, 1 bath

$205,000

3 beds1 bath1,092 sq ft

12265 Smiths Neck Rd, Carrollton, VA 23314

Property at 17314 Jolly Cir, Windsor, VA 23487, 4 beds, 3 baths

$545,000

4 beds3 baths1,749 sq ft

17314 Jolly Cir, Windsor, VA 23487

Property at 351 S Church St, Smithfield, VA 23430, 5 beds, 3.5 baths

$1,200,000

5 beds3.5 baths4,422 sq ft

351 S Church St, Smithfield, VA 23430

Property at 9742 Mill Swamp Rd, Smithfield, VA 23430, 2 beds, 1 bath

$999,900

2 beds1 bath1,056 sq ft

9742 Mill Swamp Rd, Smithfield, VA 23430

Property at 4076 Carrsville Hwy, Franklin, VA 23851, 3 beds, 1 bath

$155,000

3 beds1 bath1,300 sq ft

4076 Carrsville Hwy, Franklin, VA 23851

Property at 405 S Church St, Smithfield, VA 23430, 2 beds, 1.5 baths

$402,000

2 beds1.5 baths982 sq ft

405 S Church St, Smithfield, VA 23430

Property at 403 S Church St, Smithfield, VA 23430, 3 beds, 1.5 baths

$481,000

3 beds1.5 baths982 sq ft

403 S Church St, Smithfield, VA 23430

Property at .71 Ac E Windsor Blvd, Windsor, VA 23487

$175,000

— beds— baths— sq ft

.71 Ac E Windsor Blvd, Windsor, VA 23487

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ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Welcome to this charming ranch-style home just off Dimmock Ave! This cozy property features 3 bedrooms and 1.5 baths, offering the perfect blend of comfort and convenience. The entire interior and exterior have been freshly painted, giving the home a bright, clean, and inviting feel. Full of character and personality, this home is ideal for anyone looking to downsize, invest, or purchase their first home. Conveniently located close to shopping, dining, and everyday essentials, you’ll love the ease of living this location provides. Call today to schedule your private tour! ???

$317,000

3 beds1.5 baths1,550 sq ft

6 Dimmock Ave, Newport News, VA 23601

9,147 sq ft lot • Garage • Built 1958

NEW 15 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Lovely, renovated, all-brick home on 1.2 acres with a modern layout and all hard-surface flooring—perfect for kids, pets, and anyone who prefers a low-maintenance, carpet-free home. Enjoy a large front porch, a huge backyard with a patio and shed, and lots of natural sunlight. The open kitchen and cozy flow make it warm and welcoming. Conveniently located in the heart of Suffolk, close to shops and restaurants. A great first home or just simplified, updated living —schedule your showing today!

$200,000

2 beds1.5 baths870 sq ft

417 Hollywood Ave, Suffolk, VA 23434

1.2 acres • Large front porch • Huge backyard

NEW 16 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Beautifully renovated 3-bedroom home in the heart of Suffolk with tons of charm and updates throughout. Fresh interior paint, new flooring, upgraded kitchen with modern finishes, and updated bathroom make this home your home. Spacious backyard with potential for entertaining or expansion.

$190,000

3 beds1 bath1,056 sq ft

711 Brook Ave, Suffolk, VA 23434

Renovated home • Spacious backyard • Upgraded kitchen

NEW 19 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Say hello to this charming 3-bedroom, 1-bath ranch tucked right into the heart of Newport News! A first-time buyer or savvy investors dream. This move-in ready cutie brings ease of living with laminate flooring throughout, a refreshed kitchen and updated appliances. Out back, you & #180;ll find a spacious yard and a huge powered shed. Use it for storage, creative projects, or your dream workshop. Centrally located to shopping and dining, this home checks the boxes and is ready for its next chapter. .. maybe with you holding the keys.

$185,000

3 beds1 bath1,070 sq ft

720 30th St, Newport News, VA 23607

Updated appliances • Spacious yard • Huge powered shed

NEW 19 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
There is so much to love about this classic colonial home. Home has been updated in many areas including the crawl space. But there is still a little work to do (paint, bath updates). And the back yard is spacious with a nice patio. The detached garage is huge with enough room for 1 car and a whole workshop. There is also a shed attached to the back of the garage for storing lawn items to keep your garage clean. And don't forget to check out the chicken coop. So much to love. This is a short sale that has not yet been approved by the bank.

$250,000

4 beds3 baths1,890 sq ft

308 Linden Ave, Suffolk, VA 23434

Spacious back yard • Workshop • Huge detached garage

OPEN SAT, 10:30AM TO 12:30PM

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Wonderful open floor plan with lots of living space! Large family room with wood laminate floors is open to a spacious dining area and kitchen with center island, white soft close shaker cabinets, granite countertops, stainless appliances & subway tile backsplash. Extended spare room off the main living area offers a wood stove. Sunroom with bright panoramic windows makes a nice additional family room. 3 bedrooms with real hardwood floors. 2 updated bathrooms with quartz countertops & tile shower. Primary bedroom with full attached bathroom & walk in closet. Ceiling fans in almost every room. Large laundry/mud room leads to an attached side loading garage. Plenty of parkin

$325,000

3 beds2 baths2,000 sq ft

517 Catalpa Dr, Newport News, VA 23601

Open floor plan • Large family room • Stainless appliances

Property at 621 Center Ave, Newport News, VA 23601

$289,900

— beds— baths2,700 sq ft

621 Center Ave, Newport News, VA 23601

Property at 101 Bristol Ct, Hampton, VA 23666, 4 beds, 2 baths

$305,000

4 beds2 baths1,436 sq ft

101 Bristol Ct, Hampton, VA 23666

Property at 120 Eagle Ln, Suffolk, VA 23432, 3 beds, 4 baths

$345,000

3 beds4 baths3,242 sq ft

120 Eagle Ln, Suffolk, VA 23432

Property at 232 52nd St, Newport News, VA 23607, 3 beds, 3 baths

$314,900

3 beds3 baths1,827 sq ft

232 52nd St, Newport News, VA 23607

Property at 307 N 4th St, Suffolk, VA 23434, 4 beds, 2 baths

$225,000

4 beds2 baths1,600 sq ft

307 N 4th St, Suffolk, VA 23434

Property at 421 Hollywood Ave, Suffolk, VA 23434, 6 beds, 3.5 baths

$399,999

6 beds3.5 baths3,500 sq ft

421 Hollywood Ave, Suffolk, VA 23434

Property at 77 Hopkins St, Newport News, VA 23601, 4 beds, 2.5 baths

$295,000

4 beds2.5 baths1,650 sq ft

77 Hopkins St, Newport News, VA 23601

Property at 1013 80th St, Newport News, VA 23605, 3 beds, 1 bath

$210,000

3 beds1 bath982 sq ft

1013 80th St, Newport News, VA 23605

Property at 1204 79th St, Newport News, VA 23605, 3 beds, 1 bath

$209,900

3 beds1 bath928 sq ft

1204 79th St, Newport News, VA 23605

Property at 700 Hudson Ter, Newport News, VA 23605, 4 beds, 2 baths

$289,900

4 beds2 baths1,618 sq ft

700 Hudson Ter, Newport News, VA 23605

Property at 102 Irving St, Franklin, VA 23851, 4 beds, 3 baths

$349,000

4 beds3 baths2,450 sq ft

102 Irving St, Franklin, VA 23851

Property at 103 Smith Ln, Newport News, VA 23601, 3 beds, 2 baths

$297,000

3 beds2 baths1,480 sq ft

103 Smith Ln, Newport News, VA 23601

Property at 477 Windemere Rd, Newport News, VA 23602, 3 beds, 1 bath

$280,000

3 beds1 bath1,100 sq ft

477 Windemere Rd, Newport News, VA 23602

Property at 129 S 6th St, Suffolk, VA 23434, 3 beds, 1 bath

$120,000

3 beds1 bath1,308 sq ft

129 S 6th St, Suffolk, VA 23434

Vintage Homes for Sale in Isle of Wight County

There are currently 14 vintage homes for sale in Isle of Wight County at a median listing price of $458K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Isle of Wight County stay on the market for 52 days and receive 1 offers. This map is refreshed with the newest listings in Isle of Wight County every 15 minutes.

In the past month, 46 homes have been sold in Isle of Wight County. In addition to houses in Isle of Wight County, there were also 42 condos, 29 townhouses, and 1 multi-family unit for sale in Isle of Wight County last month. Find your dream home in Isle of Wight County 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 Isle of Wight County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Isle of Wight County. If you're looking to sell your home in the Isle of Wight County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Isle of Wight County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Vintage homes for sale & real estate in Isle of Wight County, VA

Vintage Homes for Sale in Isle of Wight County

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