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

122 homes

Sort:

Recommended

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Chittenden County, VT:
Charming and comfortable home set on an attractive 2 acre lot with open, gently rolling side and rear yards bordered by woods for added privacy. The large lawn offers plenty of room for gardens, recreation, or future landscaping ideas. An atrium door off the dining area opens to a spacious deck overlooking the backyard, perfect for relaxing or entertaining. Inside, the home offers four bedrooms, one full bath, a large kitchen, convenient first-floor laundry, and a spacious, dry basement providing excellent storage. Natural-stained cedar siding, a welcoming front sitting porch, and an oversized two-car garage add to the appeal. This home is a true blank canvas. Neat, comfortable, and afforda

$299,000

4 beds1 bath1,559 sq ft

155 W Milton Rd, Milton, VT 05468

Spacious deck • 1.93-acre lot • Front sitting porch

NEW 28 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Chittenden County, VT:
Investor opportunity in a coveted South End/Hill Section Burlington location! Iconic multi-family with 6 easy-to-rent, nicely updated apartments. Featuring newer kitchens, bathrooms, and heating units. Very well-maintained with pet-friendly hardwood and tile floors throughout. Ample off-street parking, plus 2-bay garage, on-site tenant storage, and washer/dryers on a low maintenance . 07-acre lot. Rear porches add valuable outdoor living space, with some units offering exceptional lake views - an attractive combination of location, amenities, and functionality!

$1,200,000

6 beds6 baths3,231 sq ft

141-143 Howard St, Burlington, VT 05401

South end location • Heating units • Newer kitchens

NEW 27 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Chittenden County, VT:
Strong Burlington real estate investment opportunity. Located at the gateway to downtown, this updated and well-maintained 4-unit property offers 2,084 finished square feet on a . 13-acre lot. The property features a mix of desirable studio and two-bedroom units with newer kitchens, bathrooms, and fresh paint, creating clean, modern living spaces. Additional tenant amenities include off-street parking and on-site laundry. Major building improvements include a new roof installed in 2023 and new boiler installed in summer 2026. With its exceptional location, attractive unit mix, updated interiors, and recent major systems upgrades, this property offers a compelling combination of tenant appea

$860,000

6 beds4 baths2,084 sq ft

476-478 St. Paul St, Burlington, VT 05401

New boiler • Updated interiors • Off-street parking

ABOUT THIS HOME
Vintage Home for sale in Chittenden County, VT:
Development potential! A rare opportunity to own a single-family home on 6.8 acres within Williston’s Village Zoning District. In the heart of historic Williston Village, this property offers an exceptionally large and usable lot with exciting possibilities in a location where acreage like this is hard to find. Just across the street from the Williston Community Center and Village Green, enjoy easy access to ice skating, volleyball, soccer, biking and hiking trails, summer concerts, and even a front row seat to the Fourth of July parade from your own covered porch. Williston Central School and Dorothy Alling Memorial Library are also just a stone’s throw away. The renovated home

$399,900

1 bed1 bath1,175 sq ft

7786 Williston Rd, Williston, VT 05495

Covered porch • Usable lot • Single-family home

ABOUT THIS HOME
Vintage Home for sale in Chittenden County, VT:
INVESTMENT OPPORTUNITY in Burlington! Well-maintained six-unit apartment property offering a strong combination of income, parking, and flexible space. The property features 12 bedrooms across six units, with all units having been improved over the years and a history of steady rental income. A unique detached cottage unit adds additional appeal and flexibility for tenants or an owner looking for a separate living/work space. The property also offers an impressive 14 parking spaces, plus garage/storage space and convenient coin-operated laundry. Ideally located on North Avenue with easy access to Burlington amenities, shopping, dining, schools, parks, Lake Champlain, and downtown. A solid o

$1,095,000

12 beds6 baths7,039 sq ft

380-382 North Ave, Burlington, VT 05401

14 parking spaces • 0.3 acre lot • Garage

Property at 59 Elm St, Winooski, VT 05404, 4 beds, 2 baths

$475,000

4 beds2 baths1,344 sq ft

59 Elm St, Winooski, VT 05404

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

$1,000,000

4 beds4 baths2,447 sq ft

1 Sage Rd, Underhill, VT 05490

Property at 104 Wildwood Dr, Burlington, VT 05408, 3 beds, 2 baths

$649,500

3 beds2 baths1,616 sq ft

104 Wildwood Dr, Burlington, VT 05408

Property at 106 Ledge Rd, Burlington, VT 05401, 4 beds, 4 baths

$1,750,000

4 beds4 baths4,063 sq ft

106 Ledge Rd, Burlington, VT 05401

Property at 18 Victory Dr, South Burlington, VT 05403, 3 beds, 1 bath

$449,000

3 beds1 bath1,728 sq ft

18 Victory Dr, South Burlington, VT 05403

Property at 2168 Porters Point Rd, Colchester, VT 05446, 3 beds, 1 bath

$624,900

3 beds1 bath784 sq ft

2168 Porters Point Rd, Colchester, VT 05446

Property at 446 Colchester Ave, Burlington, VT 05401, 5 beds, 2.5 baths

$374,900

5 beds2.5 baths1,765 sq ft

446 Colchester Ave, Burlington, VT 05401

Property at 154 VT Route 15, Jericho, VT 05465, 3 beds, 1 bath

$379,900

3 beds1 bath1,249 sq ft

154 VT Route 15, Jericho, VT 05465

Property at 7 River Rd, Jericho, VT 05465, 2 beds, 1 bath

$338,000

2 beds1 bath1,310 sq ft

7 River Rd, Jericho, VT 05465

Property at 7 Rumsey Ln, Burlington, VT 05401, 3 beds, 1 bath

$440,000

3 beds1 bath1,100 sq ft

7 Rumsey Ln, Burlington, VT 05401

Property at 22 Park St, Underhill, VT 05489, 3 beds, 1 bath

$1,000,000

3 beds1 bath1,859 sq ft

22 Park St, Underhill, VT 05489

Property at 105 Oakwood Dr, South Burlington, VT 05403, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths1,958 sq ft

105 Oakwood Dr, South Burlington, VT 05403

Property at 41 Manseau St, Winooski, VT 05404, 3 beds, 1 bath

$419,000

3 beds1 bath1,144 sq ft

41 Manseau St, Winooski, VT 05404

Property at 26 Pennington Dr, Burlington, VT 05408, 4 beds, 2 baths

$499,900

4 beds2 baths2,002 sq ft

26 Pennington Dr, Burlington, VT 05408

Property at 105 Saratoga Ave, Burlington, VT 05408, 3 beds, 1 bath

$444,900

3 beds1 bath1,152 sq ft

105 Saratoga Ave, Burlington, VT 05408

Property at 17 Maplewood Ave, Milton, VT 05468, 4 beds, 2 baths

$549,000

4 beds2 baths2,512 sq ft

17 Maplewood Ave, Milton, VT 05468

Property at 208 White Cap Rd, Colchester, VT 05446, 2 beds, 2 baths

$530,000

2 beds2 baths1,537 sq ft

208 White Cap Rd, Colchester, VT 05446

Property at 11 Mohawk Ave, Essex Junction, VT 05452, 4 beds, 2 baths

$389,900

4 beds2 baths2,272 sq ft

11 Mohawk Ave, Essex Junction, VT 05452

Property at 42 Audet St, Winooski, VT 05404, 2 beds, 1 bath

$349,000

2 beds1 bath746 sq ft

42 Audet St, Winooski, VT 05404

Property at 410B Dalton Dr, Colchester, VT 05446, 3 beds, 1.5 baths

$525,000

3 beds1.5 baths2,520 sq ft

410B Dalton Dr, Colchester, VT 05446

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

$399,900

3 beds1 bath1,300 sq ft

20 Pennington Dr, Burlington, VT 05408

Property at 5124 Williston Rd, Williston, VT 05495, 4 beds, 1.5 baths

$489,000

4 beds1.5 baths1,440 sq ft

5124 Williston Rd, Williston, VT 05495

Property at 789 S Prospect St, Burlington, VT 05401, 4 beds, 3 baths

$800,000

4 beds3 baths3,976 sq ft

789 S Prospect St, Burlington, VT 05401

Property at 184 Prospect Pkwy, Burlington, VT 05401, 3 beds, 2 baths

$595,000

3 beds2 baths1,713 sq ft

184 Prospect Pkwy, Burlington, VT 05401

Property at 92 West St Unit B, Winooski, VT 05404, 2 beds, 1 bath

$219,000

2 beds1 bath780 sq ft

92 West St Unit B, Winooski, VT 05404

Property at 94 Mallets Bay Ave, Winooski, VT 05404, 8 beds, 3 baths

$864,900

8 beds3 baths2,640 sq ft

94 Mallets Bay Ave, Winooski, VT 05404

Property at 47 McIntosh Ave, South Burlington, VT 05403, 4 beds, 1.5 baths

$499,900

4 beds1.5 baths1,651 sq ft

47 McIntosh Ave, South Burlington, VT 05403

Property at 67 Hadley Rd, South Burlington, VT 05403, 3 beds, 2 baths

$317,500

3 beds2 baths1,731 sq ft

67 Hadley Rd, South Burlington, VT 05403

Property at 103 Gravelle Rd, Milton, VT 05468, 3 beds, 1 bath

$436,000

3 beds1 bath1,752 sq ft

103 Gravelle Rd, Milton, VT 05468

Property at 156 Beach Rd, Colchester, VT 05446, 3 beds, 1 bath

$610,000

3 beds1 bath1,056 sq ft

156 Beach Rd, Colchester, VT 05446

Property at 94 Church St Unit B, Burlington, VT 05401, 3 beds, 2.5 baths

$2,500,000

3 beds2.5 baths2,442 sq ft

94 Church St Unit B, Burlington, VT 05401

Property at 8 Krug Rd, Underhill, VT 05489, 3 beds, 2 baths

$465,000

3 beds2 baths1,593 sq ft

8 Krug Rd, Underhill, VT 05489

Property at 162 Weaver St, Winooski, VT 05404, 2 beds, 2 baths

$429,000

2 beds2 baths1,348 sq ft

162 Weaver St, Winooski, VT 05404

Property at 50 N Cove Rd, Burlington, VT 05408, 4 beds, 2 baths

$425,000

4 beds2 baths2,052 sq ft

50 N Cove Rd, Burlington, VT 05408

Property at 358 North Ave, Burlington, VT 05401, 3 beds, 1 bath

$445,000

3 beds1 bath1,440 sq ft

358 North Ave, Burlington, VT 05401

Property at 59-61 Church St #2, Richmond, VT 05477, 5 beds, 4 baths

$675,000

5 beds4 baths2,560 sq ft

59-61 Church St #2, Richmond, VT 05477

Viewing page 1 of 3

Vintage Homes for Sale in Chittenden County

There are currently 122 vintage homes for sale in Chittenden County at a median listing price of $569K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chittenden County stay on the market for 62 days. This map is refreshed with the newest listings in Chittenden County every 15 minutes.

In the past month, 164 homes have been sold in Chittenden County. In addition to houses in Chittenden County, there were also 257 condos, 0 townhouses, and 52 multi-family units for sale in Chittenden County last month. Find your dream home in Chittenden 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 Chittenden County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chittenden County. If you're looking to sell your home in the Chittenden County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chittenden 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 Chittenden County, VT

Cities

Nearby Counties

Nearby Counties with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in Chittenden County, VT

How to buy a house in Chittenden 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
$499,900
Stowe homes for sale
$1,061,950
Woodstock homes for sale
$975,000
Montpelier homes for sale
$438,900
Brattleboro homes for sale
$289,500
South Burlington homes for sale
$649,950
Waterbury homes for sale
$432,500
Rutland homes for sale
$305,000
Ludlow homes for sale
$597,000
Shelburne homes for sale
$650,000
Waitsfield homes for sale
$515,000
Middlebury homes for sale
$499,000
Manchester homes for sale
$997,000
Bennington homes for sale
$255,000
Norwich homes for sale
$849,000

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 Fri Oct 09 2026 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

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.