Vintage homes for sale & real estate in Vermont, VT

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ABOUT THIS HOME
Vintage Home for sale in Vermont, VT:
Fully updated and turn-key, Multi-Family Condominium Farmhouse with three short-term rental units – A Unique Investment Opportunity-Step into a world of rustic elegance with this enchanting multi-family farmhouse, perfectly designed for those seeking a lucrative rental property. This unique home combines the charm of farmhouse living with modern conveniences in an excellent location, making it an ideal investment for savvy buyers. Key Features include two separate condominium units -one with an additional lock-off suite- all in one building. This property boasts a spacious main condominium unit that features an inviting open layout, perfect for family gatherings. Additionally, unit #2

$999,000

3 beds5 baths3,578 sq ft

4706 Waterbury-Stowe Rd Unit 1&2, Waterbury, VT 05671

Lock off suite • Private entrances • Exposed beams

ABOUT THIS HOME
Vintage Home for sale in Vermont, VT:
Welcome to a truly unique and versatile property situated on 5 beautiful acres, offering a rare combination of residential comfort, business potential, and rental income. The main residence is a spacious 2,100 square foot home seamlessly connected to a large, fully equipped garage. This garage is a dream for automotive professionals or hobbyists, featuring two vehicle lifts, a high-ceilinged workspace, a parts room, and a professional-grade showroom, all under one roof. The layout is ideal for a live/work setup, providing easy access from the home to your business or creative space. In addition to the main home and garage, the property includes a separate two-unit building- one three-bedroo

$995,000

— beds5 baths4,724 sq ft

1594 VT Route 7A, Shaftsbury, VT 05262

Two vehicle lifts • Parts room • Five acres

ABOUT THIS HOME
Vintage Home for sale in Vermont, VT:
Randall Road Farm represents a rare opportunity to purchase a multigenerational family farmstead in an exceptionally desirable location. Long recognized as a well established farm raising Charolais beef cattle, poultry and hay. The owner has been the farmer/steward of many of the areas farms in the Woodstock and South Woodstock. The property has a single family dwelling, shop building with farm office, hay and dairy barns, multiple storage and ancillary structures. Whether looking to engage in the localvore food movement or looking to build a residential home on arguably the most desirable land parcel a stones throw from Woodstock Village, this property has location, setting and features th

$845,000

2 beds1 bath600 sq ft

234 Randall Rd, Woodstock, VT 05091

6.07 acre lot • Built 1960 • Listed 1505 days

ABOUT THIS HOME
Vintage Home for sale in Vermont, VT:
Motivated Seller!! Prime Location at Castleton Four Corners !! Three buildings offering multiple uses including 3 residential rental units, 1 commercial space and 1 large 32 x 80 storage barn. All units upgraded as rentals changed. Only 1 unit left to renovate with long term tenant. This property offers an excellent investment opportunity with a great return on investment!! Financial statement's available upon request to qualified buyers. Don't let this opportunity pass you buy!!

$499,000

4 beds2 baths6,557 sq ft

53-55 VT Route 30 N, Castleton, VT 05735

0.44 acre lot • Built 1939 • Listed 225 days

ABOUT THIS HOME
Vintage Home for sale in Vermont, VT:
Sweet neighborhood. This would be a great location for an owner to live in one unit and rent the other 3. Lots of character! Great investment possibility. Close to Hospital, nursing homes, shopping, interstate for travel. Plenty of off street parking

$380,000

6 beds4 baths3,264 sq ft

25 Cottage St, Brattleboro, VT 05301

6,534 sq ft lot • Built 1910 • Listed 1220 days

Property at 36 Woffenden Rd, Wilmington, VT 05363, 6 beds, 2 baths

$2,699,000

6 beds2 baths3,309 sq ft

36 Woffenden Rd, Wilmington, VT 05363

Property at 31 Granite St, Barre, VT 05641, 5 beds, 2 baths

$225,000

5 beds2 baths2,548 sq ft

31 Granite St, Barre, VT 05641

Property at 5 Gore Rd, Highgate Center, VT 05459, 3 baths

$398,000

— beds3 baths3,738 sq ft

5 Gore Rd, Highgate Center, VT 05459

Property at 1295 & 1297 Route 149, Pawlet, VT 05761, 7 beds, 7 baths

$749,000

7 beds7 baths4,231 sq ft

1295 & 1297 Route 149, Pawlet, VT 05761

Property at 10 Birge St, Brattleboro, VT 05301, 5 beds, 4 baths

$319,000

5 beds4 baths3,002 sq ft

10 Birge St, Brattleboro, VT 05301

Property at 109 River Rd, Irasburg, VT 05845, 3 beds, 1.5 baths

$650,000

3 beds1.5 baths1,500 sq ft

109 River Rd, Irasburg, VT 05845

Property at 4491 Vermont 114, Norton, VT 05907, 3 beds, 2 baths

$179,900

3 beds2 baths2,352 sq ft

4491 Vermont 114, Norton, VT 05907

Property at 573 S Main St, Brattleboro, VT 05301, 2 beds, 4 baths

$319,000

2 beds4 baths3,312 sq ft

573 S Main St, Brattleboro, VT 05301

Property at TBD Route 7 S, Middlebury, VT 05753, 8 beds, 5 baths

$220,000

Land9.80 acres (lot)

TBD Route 7 S, Middlebury, VT 05753

Property at 51 Alpine Ter, Killington, VT 05751, 11 baths

$425,000

Land1.00 acre (lot)

51 Alpine Ter, Killington, VT 05751

Property at 2439 Waterbury Stowe Rd, Waterbury Center, VT 05677, 5 beds, 2 baths

$1,500,000

Land41.00 acres (lot)

2439 Waterbury Stowe Rd, Waterbury Center, VT 05677

Property at 2937 Dorset West Rd, Dorset, VT 05251, 1 bed, 1 bath

$399,500

Land2.70 acres (lot)

2937 Dorset West Rd, Dorset, VT 05251

Property at 3007 W Berkshire Rd, Enosburg Falls, VT 05450, 4 beds, 1 bath

$119,000

Land6.00 acres (lot)

3007 W Berkshire Rd, Enosburg Falls, VT 05450

Property at 153 Northside Dr, Bennington, VT 05201, 4 beds, 2 baths

$997,000

Land0.53 acre (lot)

153 Northside Dr, Bennington, VT 05201

Property at 20 Cross Rd, Waterbury, VT 05676, 2 beds, 2 baths

$299,000

Land0.25 acre (lot)

20 Cross Rd, Waterbury, VT 05676

Property at 3438 US Route 2, Danville, VT 05873, 3 beds, 1 bath

$650,000

Land20.23 acres (lot)

3438 US Route 2, Danville, VT 05873

Property at 917 Gore Rd, Highgate Center, VT 05459, 4 beds, 1 bath

$575,000

Land31.69 acres (lot)

917 Gore Rd, Highgate Center, VT 05459

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Vintage Homes for Sale in Vermont

There are currently 1079 vintage homes for sale in Vermont. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Vermont every 15 minutes.

Find your dream vintage homes in Vermont 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 Vermont are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Vermont. If you're looking to sell your home in the Vermont area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Vermont with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

Popular Cities in Vermont

Burlington homes for sale
$525,000
Stowe homes for sale
$999,000
Woodstock homes for sale
$975,000
Montpelier homes for sale
$425,000
South Burlington homes for sale
$684,000
Brattleboro homes for sale
$284,000
Waterbury homes for sale
$435,000
Rutland homes for sale
$299,250
Ludlow homes for sale
$599,000
Shelburne homes for sale
$469,950
Waitsfield homes for sale
$515,000
Middlebury homes for sale
$499,000
Manchester homes for sale
$925,000
Bennington homes for sale
$257,000
Norwich homes for sale
$939,000

Popular Searches in Vermont, VT

Copyright 2026 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Thu Nov 12 2026 on the search page

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