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

112 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
Come see this charming corner-lot property located on a quiet street in the quaint and welcoming town of Proctor. Ideally situated in the heart of town, this home offers convenient access to the elementary school, local dining, and all that this tight-knit community has to offer. The spacious backyard is perfect for gatherings, summer cookouts, or even the addition of a pool—offering endless possibilities for outdoor enjoyment and relaxation. Inside, the home presents a great opportunity for those with vision. With some TLC and thoughtful updates, this property could be transformed into a warm and intimate residence full of character. Whether you’re a first-time buyer, investor,

$189,000

3 beds1.5 baths1,190 sq ft

43 Taylor Hl, Proctor, VT 05765

0.24 acre lot • Built 1850 • Listed 130 days

$184,900

4 beds2 baths2,210 sq ft

12 Grape St, Fair Haven, VT 05743

5,662 sq ft lot • Built 1900 • Listed 84 days

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
Discover this exceptional multi-family property offering three updated units, just 7.2 miles from the world-renowned Okemo Mountain Resort. Featuring two spacious 2-bedroom units and one charming 1-bedroom unit, this property is perfect for an owner-occupant seeking supplemental income or an investor looking for strong rental potential in a highly desirable location. Each unit has been thoughtfully appointed, including in-unit washer/dryers for modern convenience, while recent exterior improvements such as refreshed porches and decking enhance curb appeal and low-maintenance living. Whether you’re drawn by the steady rental demand fueled by the resort’s year-round attractions or

$598,000

5 beds3 baths3,040 sq ft

77 Belmont Rd, Mount Holly, VT 05758

Updated units • Refreshed porches • Curb appeal

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
Historic Train Stationhouse! Unique design and character in a prime ski location on 4 acres with a private pond. This efficient historic gem was relocated to the current more convenient location with added acreage and a commercial outbuilding. The owned solar power offers low cost of living and years of energy benefits for new owners. This property features 2 bedrooms & 2 baths with beautiful cathedral ceilings with wood details. The updated kitchen offers stainless steel appliances and butcher block countertops, while the open dining and living make entertaining a breeze. The first-floor bedroom features an oversized closet and nice natural light. While the first-floor full bath has

$499,000

2 beds2.5 baths2,734 sq ft

1871 Route 103, Mount Holly, VT 05758

Owned solar power • Private pond • Updated kitchen

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
Unlock your next investment property! This multifamily provides the perfect blend of charm, convenience, and outdoor adventure right here in the heart of West Rutland. What once was a mix use of downtown shops and apartments, has since been converted into 4 unique, spacious apartments which are all currently occupied and generating good income. Located in town, residents have easy access to local amenities such as shops, restaurants, schools, and public transportation, ensuring convenience and connectivity for daily needs. Boasting original 1900's character, modern updates, and close proximity to skiing, lakes, golf courses, and other outdoor activities, this property offers an unparalleled

$250,000

8 beds4 baths3,535 sq ft

230 Marble St, West Rutland, VT 05777

Modern updates • 4 unique apartments • 0.25 acre lot

Property at 23 Terrill St, Rutland, VT 05701, 2 baths

$240,000

— beds2 baths2,208 sq ft

23 Terrill St, Rutland, VT 05701

Property at 3 Church St, Brandon, VT 05733, 3 beds, 1.5 baths

$270,000

3 beds1.5 baths1,195 sq ft

3 Church St, Brandon, VT 05733

Property at 85 Baxter St, Rutland, VT 05701

$175,000

— beds— baths1,781 sq ft

85 Baxter St, Rutland, VT 05701

Property at 33 River St, Fair Haven, VT 05743, 4 beds, 2 baths

$258,900

4 beds2 baths1,544 sq ft

33 River St, Fair Haven, VT 05743

Property at 622 S Main St, Danby, VT 05739, 3 beds, 2 baths

$375,000

3 beds2 baths1,400 sq ft

622 S Main St, Danby, VT 05739

Property at 321 Bentley Ave, Poultney, VT 05764, 4 beds, 2 baths

$399,000

4 beds2 baths2,851 sq ft

321 Bentley Ave, Poultney, VT 05764

Property at 124 Sharon Dr, Fair Haven, VT 05743, 2 beds, 1 bath

$249,000

2 beds1 bath660 sq ft

124 Sharon Dr, Fair Haven, VT 05743

Property at 416 Upper Rd, Poultney, VT 05764, 5 beds, 1 bath

$345,000

5 beds1 bath1,687 sq ft

416 Upper Rd, Poultney, VT 05764

Property at 49 Rockview Rd, Castleton, VT 05735, 3 beds, 1 bath

$695,000

3 beds1 bath1,001 sq ft

49 Rockview Rd, Castleton, VT 05735

Property at 48 Baxter St, Rutland, VT 05701-2705, 4 beds, 1 bath

$220,000

4 beds1 bath1,680 sq ft

48 Baxter St, Rutland, VT 05701-2705

Property at 1186 Route 133, West Rutland, VT 05777, 5 beds, 2.5 baths

$525,000

5 beds2.5 baths3,808 sq ft

1186 Route 133, West Rutland, VT 05777

Property at 212 Thrall Rd, Poultney, VT 05764, 4 beds, 2.5 baths

$649,900

4 beds2.5 baths3,288 sq ft

212 Thrall Rd, Poultney, VT 05764

Property at 679 Rupert Hill Rd, Pawlet, VT 05761, 4 beds, 3 baths

$995,000

4 beds3 baths5,295 sq ft

679 Rupert Hill Rd, Pawlet, VT 05761

Property at 8 Third St, Fair Haven, VT 05473, 3 beds, 2 baths

$260,000

3 beds2 baths1,818 sq ft

8 Third St, Fair Haven, VT 05473

Property at 13 Vermont Route 22A, Fair Haven, VT 05743, 4 beds, 2.5 baths

$999,999

4 beds2.5 baths5,882 sq ft

13 Vermont Route 22A, Fair Haven, VT 05743

Property at 25 Proctor St, West Rutland, VT 05777, 3 beds, 2 baths

$175,000

3 beds2 baths1,712 sq ft

25 Proctor St, West Rutland, VT 05777

Property at 23 Proctor St, West Rutland, VT 05777

$150,000

— beds— baths2,000 sq ft

23 Proctor St, West Rutland, VT 05777

Property at 56 Church St, Rutland, VT 05701, 5 beds, 2 baths

$265,000

5 beds2 baths1,936 sq ft

56 Church St, Rutland, VT 05701

Property at 3261 Route 30 N, Castleton, VT 05735, 6 beds, 4 baths

$985,000

6 beds4 baths3,817 sq ft

3261 Route 30 N, Castleton, VT 05735

Property at 135 Grove St, Rutland, VT 05701

$300,000

— beds— baths— sq ft

135 Grove St, Rutland, VT 05701

Property at 25 & 31 North St, Proctor, VT 05765, 3 beds

$599,000

3 beds— baths3,978 sq ft

25 & 31 North St, Proctor, VT 05765

Property at 326 Main St, Castleton, VT 05777, 10 beds

$425,000

10 beds— baths6,353 sq ft

326 Main St, Castleton, VT 05777

Property at 9 River St, Fair Haven, VT 05743, 8 beds, 5 baths

$285,000

8 beds5 baths3,220 sq ft

9 River St, Fair Haven, VT 05743

Property at 11 On The Green St, Poultney, VT 05764, 2 beds, 1.5 baths

$362,000

2 beds1.5 baths3,120 sq ft

11 On The Green St, Poultney, VT 05764

Property at 21 Nickerson Rd, Brandon, VT 05733

$875,000

— beds— baths— sq ft

21 Nickerson Rd, Brandon, VT 05733

Viewing page 3 of 3

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.

More real estate resources for Rutland County, VT

Nearby Counties

Cities

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Rutland County, VT

How to buy a house in Rutland County, VT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Vermont

Burlington homes for sale
$549,900
Stowe homes for sale
$1,225,000
Woodstock homes for sale
$1,195,000
Montpelier homes for sale
$365,000
Brattleboro homes for sale
$380,000
South Burlington homes for sale
$636,000
Shelburne homes for sale
$549,900
Waterbury homes for sale
$450,000
Rutland homes for sale
$269,500
Manchester homes for sale
$1,284,500
Ludlow homes for sale
$592,000
Barre homes for sale
$279,000
Middlebury homes for sale
$482,500
Bennington homes for sale
$257,450
Norwich homes for sale
$1,365,000

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

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.