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

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NEW 8 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Historic charm meets opportunity at 328 Main Street! This updated 3BR/1.5BA, 1,816 sqft home is zoned residential & commercial and has an approved special variance as a short-term rental from the town of Smithfield. This beauty is fully furnished for a turnkey investment at $550K! Features include first-floor primary suite, electric fireplace, walk-in closet, patio, partial fenced yard, and all appliances included. Whether you want to live here, run a business, or earn income right away, situated in historic downtown Smithfield, this location delivers.

$550,000

3 beds1.5 baths1,816 sq ft

328 Main St, Smithfield, VA 23430

Zoned residential • Short-term rental • Electric fireplace

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Own a piece of Smithfield history. Set on 0.93 acres along the Pagan River, this stunning 1902 Late-Victorian waterfront estate offers 7,096 sq ft of timeless elegance, plus a full unfinished basement. The home features 5 bedrooms, 3 full and 2 half baths, 11-ft barrel ceilings, stained-glass windows, tiger oak hardwood floors, breathtaking trim work, 9 custom fireplaces, and 13 chandeliers. Highlights include a grand front parlor, tall windows, working pocket doors, a private library, and a third-floor ballroom can be used for a media or game room. The fully renovated eat-in kitchen showcases a marble slab island, marble countertops and backsplash, Wolf 6-burner range with double ovens, Su

$1,895,000

5 beds4 baths7,096 sq ft

345 S Church St, Smithfield, VA 23430

Marble slab island • Third-floor ballroom • Grand front parlor

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Welcome to a rare and breathtaking 96-acre farm in the heart of Smithfield — the ultimate outdoorsman’s paradise. This expansive property features a stunning 7-acre pond, for fishing, kayaking, or simply enjoying peaceful waterfront views. Whether you’re into hunting, horseback riding, ATV adventures, or just soaking in the quiet of wide-open spaces, this land offers endless possibilities. With a mix of open fields, wooded trails, and abundant wildlife, create your dream homestead, recreational retreat, or even a private event venue. A 2-bedroom, 1-bath dwelling is already on-site — perfect as a hunting cabin, weekend getaway, or guest house while you build your drea

$825,000

2 beds1 bath1,056 sq ft

9742 Mill Swamp Rd, Smithfield, VA 23430

96 acre farm • Guest house • Wooded trails

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

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
BACK ON MARKET DUE TO BUYER EMERGENCY!! Come See it Today! 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 wa

$285,000

3 beds2.5 baths1,332 sq ft

210 Astrid St, Smithfield, VA 23430

Spacious island • Quartz countertops • Upgraded baths

Property at 29 N Court St, Windsor, VA 23487, 5 beds, 3.5 baths

$332,800

5 beds3.5 baths2,729 sq ft

29 N Court St, Windsor, VA 23487

Property at 3639 Carrsville Hwy, Franklin, VA 23851, 2 beds, 1 bath

$274,900

2 beds1 bath1,196 sq ft

3639 Carrsville Hwy, Franklin, VA 23851

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

$195,000

3 beds1 bath1,092 sq ft

12265 Smiths Neck Rd, Carrollton, VA 23314

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 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 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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NEW 8 HRS AGO3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
* * * Step into Virginia history in Old Town Suffolk offering a blend of colonial heritage and contemporary comfort. * * * Inside feel the warmth of original hardwood floors to the modern convenience of a granite-clad chef’s kitchen with a large center island, this home has been meticulously updated for today’s lifestyle without losing its 18th-century soul. - Primary Suite: Features a jetted tub, walk-in closet, and a cozy fireplace. - Outdoor Living: Nestled in a neighborhood known for its wide porches and lush, walkable streets. - The best of Suffolk at your doorstep: Stroll to local Bistros with "farm-to-table" dining and neighborhood Coffee Houses. - Boutique

$250,000

4 beds3.5 baths2,194 sq ft

121 Pinner St St, Suffolk, VA 23434

Large center island • Jetted tub • Walk in closet

NEW 9 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Start off the new year in your new home! Check this one out! Move-in Ready! Updated! Upgraded! 3 bedroom rancher! New roof, windows, HVAC system, kitchen, appliances, bath, flooring, so much more! Plus detached garage and detached shed! Priced to sell! Won't last long!

$259,900

3 beds1 bath928 sq ft

1009 72nd St, Newport News, VA 23605

New bath • New kitchen • New appliances

NEW 11 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Welcome to this charming 4-bedroom, 3-bath home located in the heart of Suffolk! Boasting over 2,000 sq ft of living space, this beautifully maintained property combines classic1920's character with modern comfort. Step inside to find spacious rooms, LVP flooring, and abundant natural light throughout. The inviting living area and formal dining room are great for gatherings , while the well-appointed kitchen offers plenty of workspace and storage. Upstairs, generously sized bedrooms provide flexibility for guests, home office, or hobbies, The primary suite includes ample closet space and an updated bathroom with double vanities. Enjoy relaxing on the covered front porch or entertaining in t

$300,000

4 beds3 baths2,216 sq ft

921 Howard Pl, Suffolk, VA 23434

Covered front porch • Updated bathroom • Built 1927

NEW 13 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Looking to start or grow your investment portfolio? This is the great opportunity! This 2 bedroom 1 bathroom, features a large detached garage and enormous backyard with endless potential for expansion or outdoor living. Whether you're a first-time investor or looking to add another property to your holdings, this one is worth a look.

$165,000

2 beds1 bath736 sq ft

635 Highland Ct, Newport News, VA 23605

Detached garage • Enormous backyard • 2 garage spots

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Beautiful home that has been well taken care of. 4 Bedroom, 2 bathroom - large bath off primary and other bathroom on main floor. Living room, den, large attached sunroom. Large 75x150 yard with detached carport.

$299,900

4 beds2 baths1,709 sq ft

620 Sterling St, Newport News, VA 23605

Detached carport • Large yard • 0.26 acre lot

ABOUT THIS HOME
Vintage Home for sale in Isle of Wight County, VA:
Investment opportunity Located 2 miles from Downtown Suffolk, on a double lot.

$110,000

2 beds1 bath900 sq ft

310 Fuller St, Suffolk, VA 23434

Double lot • 4,356 sq ft lot • Built 1948

Property at 4 Garland Dr, Newport News, VA 23606, 4 beds, 2 baths

$379,000

4 beds2 baths1,721 sq ft

4 Garland Dr, Newport News, VA 23606

Property at 633 Sedgefield Dr, Newport News, VA 23605, 4 beds, 1 bath

$89,000

4 beds1 bath1,180 sq ft

633 Sedgefield Dr, Newport News, VA 23605

Property at 1014 E Russell Ct, Newport News, VA 23605, 3 beds, 1 bath

$139,000

3 beds1 bath1,000 sq ft

1014 E Russell Ct, Newport News, VA 23605

Property at 140 Henry Clay Rd, Newport News, VA 23601, 3 beds, 2 baths

$289,000

3 beds2 baths1,679 sq ft

140 Henry Clay Rd, Newport News, VA 23601

Property at 407 Walnut St, Franklin, VA 23851, 4 beds, 2 baths

$220,000

4 beds2 baths1,848 sq ft

407 Walnut St, Franklin, VA 23851

Property at 604 County St, Suffolk, VA 23434, 3 beds, 2 baths

$209,900

3 beds2 baths966 sq ft

604 County St, Suffolk, VA 23434

Property at 3221 Holland Rd, Suffolk, VA 23434, 3 beds, 2 baths

$314,900

3 beds2 baths1,350 sq ft

3221 Holland Rd, Suffolk, VA 23434

Property at 43 Ferguson Ln, Newport News, VA 23601, 3 beds, 2 baths

$310,000

3 beds2 baths1,302 sq ft

43 Ferguson Ln, Newport News, VA 23601

Property at 609 Jones St, Suffolk, VA 23434, 5 beds, 3.5 baths

$635,000

5 beds3.5 baths3,105 sq ft

609 Jones St, Suffolk, VA 23434

Property at 749 31st St, Newport News, VA 23607, 3 beds, 1 bath

$120,000

3 beds1 bath918 sq ft

749 31st St, Newport News, VA 23607

Property at 9 Gay Dr, Newport News, VA 23606, 3 beds, 1 bath

$230,000

3 beds1 bath1,008 sq ft

9 Gay Dr, Newport News, VA 23606

Property at 122 Kendall Dr, Newport News, VA 23601, 3 beds, 2 baths

$329,999

3 beds2 baths1,764 sq ft

122 Kendall Dr, Newport News, VA 23601

Property at 9 Lilac Ct, Newport News, VA 23601, 4 beds, 2 baths

$318,500

4 beds2 baths1,720 sq ft

9 Lilac Ct, Newport News, VA 23601

Property at 4441 Pruden Blvd, Suffolk, VA 23434

$1,950,000

— beds— baths— sq ft

4441 Pruden Blvd, Suffolk, VA 23434

Vintage Homes for Sale in Isle of Wight County

There are currently 13 vintage homes for sale in Isle of Wight County at a median listing price of $460K. 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 66 days and receive 2 offers. This map is refreshed with the newest listings in Isle of Wight County every 15 minutes.

In the past month, 52 homes have been sold in Isle of Wight County. In addition to houses in Isle of Wight County, there were also 34 condos, 22 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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