Vintage homes for sale & real estate in Rutland County, VT

112 homes

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ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
Fantastic 2-Family Opportunity in a Desirable Rutland City Neighborhood! This well-maintained side-by-side duplex offers the perfect blend of comfort and investment potential. Live in one unit and let the other help pay your mortgage—one side is currently rented for instant income! Each unit features 3 spacious bedrooms and 1 full bath, with plenty of natural light and a functional layout. The property includes a detached two-car garage, ideal for storage or parking during Vermont winters. Conveniently located near shopping, restaurants, schools, and year-round recreation including skiing, hiking, and biking. Whether you're looking for an owner-occupied investment or a solid addition

$350,000

6 beds2 baths2,080 sq ft

74 Harrington Ave, Rutland, VT 05701

Near schools • Near shopping • Near restaurants

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
CALLING ALL INNKEEPERS! RUTLAND IS IN NEED OF A CLASSY INN! This distinguished property has been the recipient of “Best of the Best” nine years running. With the expansion of the Killington Ski Area, this is the time! Previously operated as a successful Bed and Breakfast for 21 years, this magnificent home, with extensive renovations, still holds active permits, allowing a seamless return to business or continued use as a grand private residence. Sold MOSTLY FURNISHED, this stunning Victorian blends historic craftsmanship with modern restoration. Original leaded-glass windows, intricate plaster moldings, and handsome oak parquet floors highlight its timeless elegance. A grand f

$1,299,000

10 beds11 baths5,970 sq ft

70 N Main St, Rutland, VT 05701

Modern restoration • Active permits • Leaded-glass windows

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
Step back in time with this distinguished Greek Revival home located on North Main Street in the heart of Wallingford. Known as the Meacham-Stafford-Klock House, this 1807 residence blends rich history with versatile living space, offering endless possibilities for today’s lifestyle. Featuring six or more bedrooms, four bathrooms, and two kitchens, the layout offers flexibility for extended family, guests, or an in-law suite. Elegant formal rooms include a dining room, three fireplaces, and beautiful period details throughout. The walkout lower level includes a charming studio or office space showcasing the original hearth and beehive brick oven, preserving the home's historic charact

$420,000

6 beds3.5 baths4,388 sq ft

113 N Main St, Wallingford, VT 05773-0

Greek revival home • Walkout lower level • Original hearth

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
Truly a Charming Village Home in the heart of West Rutland with 4 Bedrooms, 1 full Bath, a large family room, enclosed porch, a producing sunlit garden space and an easy access flowing footprint. Located just a short walk from the West Rutland School, the town offices, public library, grocery, popular birding and hiking trails. .. This 8-room residence is welcoming, and thoughtfully updated, supported by a durable marble block foundation. The entire home with newer windows and shades, wood floors, and a wood stove. Recent upgrades include for EV Charger 200 Amp service, new water heater, oil tank, knob & tube remediation, and radon mediation installation. Enjoy this good-sized backyar

$265,000

4 beds1 bath2,126 sq ft

653 Main St, West Rutland, VT 05777

Screened in porch • Large family room • Ev charger

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
A WORKING EQUESTRIAN ESTATE THAT FEELS LIKE A LUXURY HOME RETREAT. Great curb appeal, with a paved driveway lined by handsome wood posts and lanterns, sets the tone for this exquisite equestrian estate, blending timeless Vermont charm with luxurious living and a strong income. Set on 28 acres with breathtaking views of the Green Mountains and Killington and Pico peaks, this 1850s farmhouse was taken down to the studs and exquisitely renovated with exceptional craftsmanship throughout. The heart of the home is a gourmet kitchen enhanced by granite countertops, cherry cabinetry, high-end appliances, and generous island seating that opens to an inviting dining and living area designed for ent

$1,950,000

5 beds3.5 baths4,262 sq ft

960 E Pittsford Rd, Rutland, VT 05701

Large office • Primary suite • Paved driveway

Property at 21 West St, Middletown Springs, VT 05757, 4 beds, 2.5 baths

$324,900

4 beds2.5 baths1,968 sq ft

21 West St, Middletown Springs, VT 05757

Property at 900 E Main St, Poultney, VT 05764, 4 beds, 3 baths

$145,000

4 beds3 baths2,169 sq ft

900 E Main St, Poultney, VT 05764

Property at 9 Seabury St, Rutland, VT 05701, 2 beds, 3 baths

$179,000

2 beds3 baths1,853 sq ft

9 Seabury St, Rutland, VT 05701

Property at 6 Preville Ave, Rutland, VT 05701, 3 beds, 1 bath

$235,000

3 beds1 bath1,657 sq ft

6 Preville Ave, Rutland, VT 05701

Property at 809 Gorhamtown Rd, Poultney, VT 05764, 4 beds, 3 baths

$275,000

4 beds3 baths2,228 sq ft

809 Gorhamtown Rd, Poultney, VT 05764

Property at 6948 US Rte 7 Rd, North Chittenden, VT 05763, 4 beds, 2.5 baths

$480,000

4 beds2.5 baths2,268 sq ft

6948 US Rte 7 Rd, North Chittenden, VT 05763

Property at 6614 Main Rd, West Haven, VT 05743, 5 beds, 2 baths

$669,900

5 beds2 baths2,940 sq ft

6614 Main Rd, West Haven, VT 05743

Property at 99 Spooner Pt, Castleton, VT 05735, 7 beds, 3.5 baths

$850,000

7 beds3.5 baths4,442 sq ft

99 Spooner Pt, Castleton, VT 05735

Property at 71 Maple St, Brandon, VT 05733, 3 beds, 1 bath

$87,000

3 beds1 bath1,120 sq ft

71 Maple St, Brandon, VT 05733

Property at 927 Carver St, Brandon, VT 05733, 3 beds, 1.5 baths

$350,000

3 beds1.5 baths1,716 sq ft

927 Carver St, Brandon, VT 05733

Property at 335 Grove St, Brandon, VT 05733, 2 beds, 1.5 baths

$260,000

2 beds1.5 baths1,432 sq ft

335 Grove St, Brandon, VT 05733

Property at 31 Franklin St, Brandon, VT 05733, 9 beds, 6 baths

$599,000

9 beds6 baths5,385 sq ft

31 Franklin St, Brandon, VT 05733

Property at 2137 Route 30 N, Castleton, VT 05735, 14 baths

$1,190,000

— beds14 baths12,090 sq ft

2137 Route 30 N, Castleton, VT 05735

Property at 78 Cream Hill Rd, Mendon, VT 05701

$1,374,000

— beds— baths10,398 sq ft

78 Cream Hill Rd, Mendon, VT 05701

Property at 10 S Main St, Rutland, VT 05701, 4 beds, 3 baths

$345,000

4 beds3 baths2,813 sq ft

10 S Main St, Rutland, VT 05701

Property at 68 Jackson Ave, Rutland, VT 05701, 4 beds, 2 baths

$349,000

4 beds2 baths1,890 sq ft

68 Jackson Ave, Rutland, VT 05701

Property at 1100 E Main St, Poultney, VT 05764, 3 beds, 1 bath

$198,000

3 beds1 bath1,914 sq ft

1100 E Main St, Poultney, VT 05764

Property at 1204 Bailey Rd, Cuttingsville, VT 05738, 6 beds, 5 baths

$1,950,000

6 beds5 baths4,719 sq ft

1204 Bailey Rd, Cuttingsville, VT 05738

Property at 361 Johnson Spooner Rd, Castleton, VT 05735, 3 beds, 1 bath

$694,000

3 beds1 bath1,269 sq ft

361 Johnson Spooner Rd, Castleton, VT 05735

Property at 98 park St, Rutland, VT 05701, 4 beds, 1 bath

$150,000

4 beds1 bath1,600 sq ft

98 park St, Rutland, VT 05701

Property at 19 Norton Ave, Poultney, VT 05764, 3 beds, 3 baths

$180,000

3 beds3 baths1,560 sq ft

19 Norton Ave, Poultney, VT 05764

Property at 161 Forest St, Rutland, VT 05701

$200,000

— beds— baths2,785 sq ft

161 Forest St, Rutland, VT 05701

Property at 29 Hopkins St, Rutland, VT 05701, 6 beds, 2 baths

$165,000

6 beds2 baths2,016 sq ft

29 Hopkins St, Rutland, VT 05701

Property at 31 Chatterton Park, Proctor, VT 05701, 3 beds, 2 baths

$299,000

3 beds2 baths1,412 sq ft

31 Chatterton Park, Proctor, VT 05701

Property at 8 Sargent Ave, Rutland, VT 05701, 3 beds, 1.5 baths

$299,000

3 beds1.5 baths1,152 sq ft

8 Sargent Ave, Rutland, VT 05701

Property at 55 Baxter St, Rutland, VT 05701, 2 beds, 2 baths

$175,000

2 beds2 baths1,814 sq ft

55 Baxter St, Rutland, VT 05701

Property at 58 Crescent St, Rutland, VT 05701, 4 beds, 2 baths

$245,000

4 beds2 baths2,576 sq ft

58 Crescent St, Rutland, VT 05701

Property at 2158 Main St, Castleton, VT 05735, 8 beds, 2 baths

$260,000

8 beds2 baths1,800 sq ft

2158 Main St, Castleton, VT 05735

Property at 86 Hazel St, Rutland, VT 05701, 6 beds, 1.5 baths

$235,000

6 beds1.5 baths1,734 sq ft

86 Hazel St, Rutland, VT 05701

Property at 134 Maple St, Rutland, VT 05701, 2 beds, 1 bath

$125,000

2 beds1 bath1,981 sq ft

134 Maple St, Rutland, VT 05701

Property at 2830 Stage Rd, Fair Haven, VT 05743, 7 beds, 3 baths

$285,000

7 beds3 baths2,916 sq ft

2830 Stage Rd, Fair Haven, VT 05743

Property at 40 Raiches Cross Rd, Danby, VT 05739, 4 beds, 1 bath

$169,000

4 beds1 bath2,062 sq ft

40 Raiches Cross Rd, Danby, VT 05739

Property at 14 Anderson St, West Rutland, VT 05777, 4 beds, 2 baths

$183,000

4 beds2 baths1,628 sq ft

14 Anderson St, West Rutland, VT 05777

Property at 119 N Main St, Rutland, VT 05701, 4 beds, 1.5 baths

$150,000

4 beds1.5 baths1,512 sq ft

119 N Main St, Rutland, VT 05701

Property at 64 Bellevue Ave, Rutland, VT 05701, 3 beds, 2 baths

$235,000

3 beds2 baths2,756 sq ft

64 Bellevue Ave, Rutland, VT 05701

Property at 227 Church St, Rutland, VT 05701, 3 beds, 1 bath

$325,000

3 beds1 bath1,561 sq ft

227 Church St, Rutland, VT 05701

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Vintage Homes for Sale in Rutland County

There are currently 112 vintage homes for sale in Rutland County at a median listing price of $386K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Rutland County stay on the market for 84 days. This map is refreshed with the newest listings in Rutland County every 15 minutes.

In the past month, 75 homes have been sold in Rutland County. In addition to houses in Rutland County, there were also 90 condos, 1 townhouse, and 34 multi-family units for sale in Rutland County last month. Find your dream home in Rutland 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 Rutland County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Rutland County. If you're looking to sell your home in the Rutland County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Rutland 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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Copyright 2025 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 Sat Nov 29 2025 on the search page

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