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

139 homes

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ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
WOW! Just $189,000! Where can you find housing for this price??? CHARMING single family residence, offering CLASSIC ARCHITECTURAL FEATURES. Set all appointments in SHOWINGTIME. Agents should REVIEW ALL DOCUMENTS posted to MLS. NEW vinyl flooing in all rooms, and CERAMIC TILE in the kitchen and bathroom. MINI-SPLIT system for both heating and cooling FRESH PAINT throughout. GREAT LOCATION; perfect for first time home buyers, investors, or Airbnb and Vrbo short term rental. SHOPPING CENTERS NEARBY. Nice FENCED back yard for privacy. ATTRACTIVELY PRICED for quick sale.

$189,000

3 beds1 bath1,488 sq ft

62 Forest St, Rutland, VT 05701

Mini-split system • Fenced back yard • New vinyl flooring

FOR SALE BY OWNER

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
Quiet country home that is Central to all major ski areas. Would be great for the homesteaders Or small farm looking to be self reliant. Spacious Barn and outbuilding are a bonus. Spring fed pond as well as room for a pasture. Make this property your own. .

$219,000

2 beds1 bath— sq ft

1560 Airport Rd, North Clarendon, VT 05759

Spacious barn • Spring fed pond • Room for a pasture

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
This property is part of a First Look program. It allows owner occupant buyers to have their offers negotiated on day 8 of being listed. "ALL offers must have POF for CASH offers and Lender PQ's for Financed offers. Cash offers require 10% EMD. Rehab Offers must have one rehab bid in hand pre-offer, no exceptions. "New RRE Rules for FINCEN. transfers will be subject to reporting when buyers use entities or trusts to take title to residential real estate, when the transaction is all-cash, privately financed or HELOC.

$109,900

3 beds1 bath1,200 sq ft

117 Plain St, Rutland, VT 05701

0.28 acre lot • Built 1950 • Listed 215 days

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
Welcome to this charming three-bedroom, two-bathroom single-family home situated on 1.2 acres just on the outskirts of beautiful Wallingford Village. Offering the perfect blend of convenience, versatility, and privacy, this home is close to all the amenities the village has to offer while providing quick and easy access to Rutland City. The home features a thoughtful layout with two Jack-and-Jill bathrooms, creating excellent flow and flexibility for both family living and guests. A first-floor bedroom adds even more versatility, whether used as a bedroom, home office, or guest space. First-floor laundry makes everyday living convenient and efficient. Step outside onto the beautiful deck ov

$300,000

3 beds2 baths2,220 sq ft

547 N Main St, Wallingford, VT 05773

First-floor bedroom • Large backyard • First-floor laundry

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Rutland County, VT:
A once-in-a-generation opportunity to own one of the most extraordinary and iconic properties on Lake Bomoseen. Tucked away on the private point of Acorn Lodge, behind Rabbit Island, this storybook lakefront retreat occupies one of the most coveted settings on the entire lake. Surrounded by water on multiple sides, the property offers unmatched panoramic views that stretch in every direction, creating the feeling of your own private peninsula. From sunrise reflections to spectacular sunset skies, every corner of this property captures a breathtaking perspective of Lake Bomoseen. Built in 1880, this charming 3-bedroom, 1-bath home is one of the last remaining original lake homes on Lake Bomo

$995,000

3 beds1 bath1,298 sq ft

48 Acorn Lodge Rd, Castleton, VT 05735

Lakefront retreat • Original lake homes • Lake frontage

Property at 126 Crescent St, Rutland, VT 05701, 4 beds, 1.5 baths

$245,000

4 beds1.5 baths1,745 sq ft

126 Crescent St, Rutland, VT 05701

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

$189,000

2 beds1 bath660 sq ft

124 Sharon Dr, Fair Haven, VT 05743

Property at 1174 N Main St, Danby, VT 05739, 4 beds, 3 baths

$595,000

4 beds3 baths3,272 sq ft

1174 N Main St, Danby, VT 05739

Property at 50 Pleasant St, Rutland, VT 05701, 6 beds, 4 baths

$689,000

6 beds4 baths4,792 sq ft

50 Pleasant St, Rutland, VT 05701

Property at 45 Eden Ave, Proctor, VT 05765, 3 beds, 2 baths

$260,000

3 beds2 baths1,352 sq ft

45 Eden Ave, Proctor, VT 05765

Property at 41 Furnace St, Poultney, VT 05764, 5 beds, 2 baths

$299,000

5 beds2 baths2,080 sq ft

41 Furnace St, Poultney, VT 05764

Property at 557 Pleasant Valley Rd, Benson, VT 05743, 4 beds, 3.5 baths

$600,000

4 beds3.5 baths1,727 sq ft

557 Pleasant Valley Rd, Benson, VT 05743

Property at 26 Park St, Brandon, VT 05733, 4 beds, 2 baths

$485,000

4 beds2 baths1,872 sq ft

26 Park St, Brandon, VT 05733

Property at 39 Williams St, Rutland, VT 05701, 3 beds, 1 bath

$249,000

3 beds1 bath925 sq ft

39 Williams St, Rutland, VT 05701

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

$260,000

4 beds3 baths2,228 sq ft

809 Gorhamtown Rd, Poultney, VT 05764

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 1665 Frazier Hill Rd, Benson, VT 05731, 3 beds, 1.5 baths

$695,000

3 beds1.5 baths1,978 sq ft

1665 Frazier Hill Rd, Benson, VT 05731

Property at 14 Jackson Ave, Rutland, VT 05701, 5 beds, 2 baths

$359,000

5 beds2 baths2,576 sq ft

14 Jackson Ave, Rutland, VT 05701

Property at 5187 VT Route 103, Shrewsbury, VT 05738, 3 beds, 2 baths

$395,000

3 beds2 baths2,226 sq ft

5187 VT Route 103, Shrewsbury, VT 05738

Property at 92-94 North St, Proctor, VT 05765, 6 beds, 2 baths

$94,900

6 beds2 baths2,412 sq ft

92-94 North St, Proctor, VT 05765

Property at 1248 Main St, West Rutland, VT 05777, 3 beds, 1 bath

$126,000

3 beds1 bath999 sq ft

1248 Main St, West Rutland, VT 05777

Property at 24-26 North St, Proctor, VT 05765, 6 beds, 2 baths

$285,000

6 beds2 baths2,822 sq ft

24-26 North St, Proctor, VT 05765

Property at 124 White Birch Dr, Tinmouth, VT 05773, 2 beds, 1 bath

$585,000

2 beds1 bath650 sq ft

124 White Birch Dr, Tinmouth, VT 05773

Property at 33 Summer St, Rutland, VT 05701, 5 beds, 4 baths

$289,000

5 beds4 baths3,558 sq ft

33 Summer St, Rutland, VT 05701

Property at 212 Thrall Rd, Poultney, VT 05701, 4 beds, 2.5 baths

$629,000

4 beds2.5 baths2,658 sq ft

212 Thrall Rd, Poultney, VT 05701

Property at 3516 Route 30 N, Castleton, VT 05735, 2 beds, 1 bath

$224,900

2 beds1 bath696 sq ft

3516 Route 30 N, Castleton, VT 05735

Property at 36 S Main St, Rutland, VT 05701, 7 beds, 4 baths

$499,000

7 beds4 baths3,951 sq ft

36 S Main St, Rutland, VT 05701

Property at 315 Route 4A W, Castleton, VT 05735, 2 beds, 1.5 baths

$574,500

2 beds1.5 baths1,772 sq ft

315 Route 4A W, Castleton, VT 05735

Property at 150 Ryan Rd, Castleton, VT 05735, 3 beds, 1 bath

$579,000

3 beds1 bath1,118 sq ft

150 Ryan Rd, Castleton, VT 05735

Property at 572 Route 140, Tinmouth, VT 05773, 3 beds, 1.5 baths

$275,000

3 beds1.5 baths1,857 sq ft

572 Route 140, Tinmouth, VT 05773

Property at 1963 Forest Dale Rd, Brandon, VT 05733, 6 beds, 3 baths

$395,000

6 beds3 baths3,443 sq ft

1963 Forest Dale Rd, Brandon, VT 05733

Property at 175 Creek Rd, Castleton, VT 05735, 3 beds, 2 baths

$795,000

3 beds2 baths1,520 sq ft

175 Creek Rd, Castleton, VT 05735

Property at 1333 Route 153, Pawlet, VT 05775, 4 beds, 2.5 baths

$1,750,000

4 beds2.5 baths2,796 sq ft

1333 Route 153, Pawlet, VT 05775

Property at 31 Baxter St, Rutland, VT 05701, 4 beds, 2 baths

$225,000

4 beds2 baths2,474 sq ft

31 Baxter St, Rutland, VT 05701

Property at 2689 VT Route 153, West Pawlet, VT 05775, 5 beds, 1.5 baths

$165,000

5 beds1.5 baths2,067 sq ft

2689 VT Route 153, West Pawlet, VT 05775

Property at 845 Burr Pond Rd, Sudbury, VT 05733, 2 beds, 1 bath

$375,000

2 beds1 bath714 sq ft

845 Burr Pond Rd, Sudbury, VT 05733

Property at 400 River St, Fair Haven, VT 05743, 3 beds, 2.5 baths

$369,900

3 beds2.5 baths3,108 sq ft

400 River St, Fair Haven, VT 05743

Property at 1529 Belmont Rd, Belmont, VT 05730, 3 beds, 1 bath

$350,000

3 beds1 bath1,347 sq ft

1529 Belmont Rd, Belmont, VT 05730

Property at 48-50 Taylor Hill Rd, Proctor, VT 05765, 4 beds, 2 baths

$335,000

4 beds2 baths1,998 sq ft

48-50 Taylor Hill Rd, Proctor, VT 05765

Property at 235 Main St, Poultney, VT 05764, 5 beds, 2 baths

$475,000

5 beds2 baths3,500 sq ft

235 Main St, Poultney, VT 05764

Property at 848, 882, 826 Blue Star Dr, Castleton, VT 05735, 7 beds, 3 baths

$995,000

7 beds3 baths2,750 sq ft

848, 882, 826 Blue Star Dr, Castleton, VT 05735

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Vintage Homes for Sale in Rutland County

There are currently 139 vintage homes for sale in Rutland County at a median listing price of $395K. 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 86 days. This map is refreshed with the newest listings in Rutland County every 15 minutes.

In the past month, 73 homes have been sold in Rutland County. In addition to houses in Rutland County, there were also 57 condos, 0 townhouses, and 46 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 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 Wed Nov 04 2026 on the search page

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