Vintage homes for sale & real estate in Vermont, VT

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ABOUT THIS HOME
Vintage Home for sale in Vermont, VT:
Set atop a sunny knoll along a quiet country lane, this quintessential Vermont farmhouse offers a rare opportunity to experience the character, craftsmanship, and enduring charm of a bygone era. Dating to the 1800s, the home is rich with historic detail, including exposed hand-hewn beams, multiple fireplaces, wide pine plank floors, two-over-two windows, traditional four-panel Shaker doors, a spacious country kitchen, and a cozy keeping room that invites gathering and conversation. A generous enclosed front porch provides the perfect vantage point to enjoy peaceful mornings, changing seasons, and the beauty of the surrounding countryside. The home's interconnected spaces create a welcoming

$395,000

4 beds3 baths2,960 sq ft

1962 Maple Hill Rd, Rochester, VT 05767

Two-over-two windows • Multiple fireplaces • Vermont farmhouse

ABOUT THIS HOME
Vintage Home for sale in Vermont, VT:
Welcome to your Lakefront retreat in the heart of Derby, Vermont. This waterfront property offers the perfect blend of tranquility, and convenience. Easy access on a level lot which is a perfect setup for a lake party. This seasonal cottage has been intensively updated from it's 1930 origin. Contractor owned and rebuilt without any shortcuts taken. Inside, you'll find an inviting sun filled porch with nice high ceilings and louvered windows to allow great air flow. The living and dining area are light and airy with lots of natural light. Both the bathroom and kitchen were both updated in 2020, including new electric and plumbing throughout. There are two small bedrooms and enough room in

$275,000

2 beds1 bath750 sq ft

34 Hideaway Dr, Derby, VT 05829

Lakefront retreat • Sun filled porch • Perennial garden

ABOUT THIS HOME
Vintage Home for sale in Vermont, VT:
Currently operating as an award winning B & B, this thoughtfully designed, flexibly configured income property is also ideal as a primary residence. Situated at 45 Pleasant Street, just a short stroll from the shops, restaurants and galleries of Woodstock Village, the property overlooks East End Park and the Ottauquechee River Trail, offering an exceptional blend of village convenience as well as natural beauty and outdoor recreation. Inside, historic Vermont charm meets sophisticated contemporary design, with rich finishes, warm hardwood floors, dramatic tilework, custom built-ins and thoughtfully designed lighting throughout. Beautifully appointed baths feature contemporary tile, glas

$1,595,000

5 beds5.5 baths3,154 sq ft

45 Pleasant St, Woodstock, VT 05091

Rich finishes • Warm hardwood floors • Dramatic tilework

ABOUT THIS HOME
Vintage Home for sale in Vermont, VT:
Come discover this beautifully maintained property in the heart of charming Proctor, Vermont, where small-town living, rich history, and classic New England character come together. Nestled in a community known for its historic marble heritage, picturesque surroundings, friendly neighbors, and hometown feel, Proctor offers a special sense of place that is becoming harder to find. From the charm of its historic village to the beauty of the surrounding Vermont landscape, it’s a wonderful place to put down roots and enjoy the simple pleasures of small-town living. Inside and out, this property offers plenty of room for the whole family! A quintessential Vermont red barn provides an abund

$359,000

4 beds2 baths2,080 sq ft

84 South St, Proctor, VT 05765

Cedar ceiling • Updates throughout • Jacuzzi tub

ABOUT THIS HOME
Vintage Home for sale in Vermont, VT:
5 Central Street sits at the heart of Woodstock Village at the historic crossroads of commerce and travel for over 200 years. The Jones Block is the second story of the 1880 brick building, converted into three condominiums, with retail businesses fronting the ground-floor sidewalk and offices on the upper levels. The approximately 3,000-square-foot second floor is currently divided into 11 offices accessed directly off the Central Street sidewalk. Rear access from the Village parking lots is via stairs leading to the back hallway through the former barn. In the past, many of the commercial buildings in Woodstock Village combined service and retail use on the ground floor with living spaces

$495,000

Studio1 bath3,000 sq ft

5 Central St, Woodstock, VT 05091

$1,146 HOA • Built 1880 • Listed 8 days

Property at 266 S Union St, Burlington, VT 05401, 4 beds, 4.5 baths

$2,095,000

4 beds4.5 baths5,766 sq ft

266 S Union St, Burlington, VT 05401

Property at 2 Lafayette St, Rutland, VT 05701, 3 beds, 1.5 baths

$199,000

3 beds1.5 baths1,832 sq ft

2 Lafayette St, Rutland, VT 05701

Property at 177 Grove St, Rutland, VT 05701, 3 beds, 2 baths

$325,000

3 beds2 baths2,114 sq ft

177 Grove St, Rutland, VT 05701

Property at 1519 N Craftsbury Rd, Craftsbury Common, VT 05827, 10 beds, 7 baths

$275,000

10 beds7 baths3,271 sq ft

1519 N Craftsbury Rd, Craftsbury Common, VT 05827

Property at 56 Fuller Dr, Brattleboro, VT 05301, 2 beds, 1 bath

$229,000

2 beds1 bath1,485 sq ft

56 Fuller Dr, Brattleboro, VT 05301

Property at 19 Allen St, Burlington, VT 05401, 3 beds, 2 baths

$330,000

3 beds2 baths1,146 sq ft

19 Allen St, Burlington, VT 05401

Property at 5506 St. George Rd, Williston, VT 05495, 4 beds, 2 baths

$475,000

4 beds2 baths1,558 sq ft

5506 St. George Rd, Williston, VT 05495

Property at 36 Berlin St, Barre, VT 05641, 2 beds, 2 baths

$299,000

2 beds2 baths1,780 sq ft

36 Berlin St, Barre, VT 05641

Property at 52 Lane Rd, Newport, VT 05857, 2 beds, 2 baths

$239,000

2 beds2 baths2,640 sq ft

52 Lane Rd, Newport, VT 05857

Property at 421 S Main St, Northfield, VT 05663, 4 beds, 3 baths

$489,000

4 beds3 baths3,253 sq ft

421 S Main St, Northfield, VT 05663

Property at 660 Rockingham Rd, Bellows Falls, VT 05101, 4 beds, 5 baths

$675,000

4 beds5 baths5,340 sq ft

660 Rockingham Rd, Bellows Falls, VT 05101

Property at 38 College St N, Poultney, VT 05764, 3 beds, 2 baths

$249,000

3 beds2 baths2,245 sq ft

38 College St N, Poultney, VT 05764

Property at 109 Capital Hill Dr, Shoreham, VT 05770, 3 beds, 1 bath

$197,000

3 beds1 bath648 sq ft

109 Capital Hill Dr, Shoreham, VT 05770

Property at 3471 Waterbury-Stowe Rd, Waterbury Center, VT 05677, 3 beds, 3 baths

$599,000

3 beds3 baths2,516 sq ft

3471 Waterbury-Stowe Rd, Waterbury Center, VT 05677

Property at 1646 Plains Rd, Pittsford, VT 05763, 2 beds, 1 bath

$230,000

2 beds1 bath1,016 sq ft

1646 Plains Rd, Pittsford, VT 05763

Property at 20 Madison St, Rutland, VT 05701, 5 beds, 2 baths

$325,000

5 beds2 baths3,188 sq ft

20 Madison St, Rutland, VT 05701

Property at 20 Pennington Dr, Burlington, VT 05408, 3 beds, 1 bath

$379,000

3 beds1 bath992 sq ft

20 Pennington Dr, Burlington, VT 05408

Property at 114 Powerhouse Rd, Chittenden, VT 05737, 2 beds, 1 bath

$297,500

2 beds1 bath1,046 sq ft

114 Powerhouse Rd, Chittenden, VT 05737

Property at 120 Berlin St, Barre, VT 05641, 3 beds, 1 bath

$265,000

3 beds1 bath1,028 sq ft

120 Berlin St, Barre, VT 05641

Property at 29 Hitchcock Dr, Hartford, VT 05088, 2 beds, 1 bath

$389,999

2 beds1 bath1,261 sq ft

29 Hitchcock Dr, Hartford, VT 05088

Property at 473 Elm St, Chester, VT 05143, 2 beds, 1 bath

$129,900

2 beds1 bath756 sq ft

473 Elm St, Chester, VT 05143

Property at 3765 Route 5 N, Bradford, VT 05033, 3 beds, 2 baths

$327,000

3 beds2 baths1,602 sq ft

3765 Route 5 N, Bradford, VT 05033

Property at 176 Elm St, Newport, VT 05855, 3 beds, 2 baths

$215,000

3 beds2 baths1,731 sq ft

176 Elm St, Newport, VT 05855

Property at 1 Sage Rd, Underhill, VT 05490, 4 beds, 4 baths

$955,000

4 beds4 baths2,447 sq ft

1 Sage Rd, Underhill, VT 05490

Property at 40 Sherry Rd, South Burlington, VT 05403, 3 beds, 1 bath

$349,000

3 beds1 bath888 sq ft

40 Sherry Rd, South Burlington, VT 05403

Property at 4102 Lower Newton Rd, St. Albans Town, VT 05478, 3 beds, 3 baths

$609,000

3 beds3 baths2,320 sq ft

4102 Lower Newton Rd, St. Albans Town, VT 05478

Property at 4726 Route 100, Plymouth, VT 05056, 3 beds, 1.5 baths

$519,000

3 beds1.5 baths1,097 sq ft

4726 Route 100, Plymouth, VT 05056

Property at 1276 Creamery Rd, South Ryegate, VT 05042, 6 beds, 3 baths

$374,950

6 beds3 baths2,356 sq ft

1276 Creamery Rd, South Ryegate, VT 05042

Property at 89 Bonts Hill Rd, Cavendish, VT 05142, 7 beds, 3.5 baths

$885,000

7 beds3.5 baths3,912 sq ft

89 Bonts Hill Rd, Cavendish, VT 05142

Property at 420 Quechee Rd, Hartland, VT 05048, 5 beds, 4 baths

$2,499,000

5 beds4 baths4,562 sq ft

420 Quechee Rd, Hartland, VT 05048

Property at 2154 Bridgewater Center Rd, Bridgewater Corners, VT 05035, 2 beds, 1 bath

$220,000

2 beds1 bath1,025 sq ft

2154 Bridgewater Center Rd, Bridgewater Corners, VT 05035

Property at 10 Johnny Cake Ave, Lunenburg, VT 05906, 4 beds, 1 bath

$50,000

4 beds1 bath— sq ft

10 Johnny Cake Ave, Lunenburg, VT 05906

Property at 200 Weeks St, Bennington, VT 05201, 3 beds, 1.5 baths

$215,000

3 beds1.5 baths1,680 sq ft

200 Weeks St, Bennington, VT 05201

Property at 2695 Beebe Rd, Derby, VT 05829, 3 beds, 2 baths

$205,000

3 beds2 baths1,456 sq ft

2695 Beebe Rd, Derby, VT 05829

Property at 259 US Route 2, Grand Isle, VT 05458, 3 beds, 3.5 baths

$465,000

3 beds3.5 baths2,525 sq ft

259 US Route 2, Grand Isle, VT 05458

Property at 10 Hillside Ave, Montpelier, VT 05602, 3 beds, 1.5 baths

$319,000

3 beds1.5 baths1,575 sq ft

10 Hillside Ave, Montpelier, VT 05602

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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.

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