Browse All New Englander Style Properties for Sale

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3 Beds
1 Baths
5104328 MLS
CLOSED Status

Discover space, flexibility, and everyday convenience in this charming 4-bedroom, 2-bath home in the heart of Windsor. Thoughtfully designed with a spacious floor plan, t...

4 Beds
2 Baths
5082070 MLS
CLOSED Status

3 Cherry St, Windsor $259,000

Classic Vermont character meets everyday convenience in this sweet in-town New Englander. Set in the heart of Windsor, this three-bedroom, one-bath home puts you steps fr...

3 Beds
1 Baths
5079791 MLS
CLOSED Status

25.5 Union St, Windsor $146,000

Take advantage of this convenient home that places you right in the heart of downtown Windsor, Vermont. Walking distance to the amenities you need. With emergency respons...

2 Beds
1 Baths
4976062 MLS
CLOSED Status

2125 Rte 5 S, Windsor $245,000

With fabulous curb appeal and a welcoming covered porch, this turn-key circa 1940 New England home beautifully blends timeless design with modern comfort. The open-concep...

3 Beds
1 Baths
5037505 MLS
CLOSED Status

17 Clough Ave, Windsor $239,900

OFFERS due Thursday, 8-3-23 at 6pm. Location, location, location. Come tour 17 Clough Avenue, nestled into a quiet neighborhood just a few minutes walk to downtown, the ...

4 Beds
2 Baths
4963151 MLS
CLOSED Status

2156 Rte 5 N, Windsor $244,900

Step into this beautifully taken care of vintage charmer, where classic Vermont character meets modern comfort. The home's original features are intact, including stunnin...

3 Beds
1 Baths
5012243 MLS
CLOSED Status

19 Coolidge Ct, Windsor $175,000

Newly renovated boasting brand-new features and updates. This well loved, 3 bedroom, Windsor home with garage/workshop offers a quick commute to the Upper Valley and a s...

3 Beds
1 Baths
4982094 MLS
CLOSED Status

17 Dewey Ave, Windsor $119,000

Nicely located just walking distance to the school and town amenities. Nice level lot with home just waiting for you to make it your own. Three bedrooms and spacious main...

3 Beds
1 Baths
5015596 MLS
CLOSED Status

43 River St, Windsor $274,000

Charming & spacious home with timeless character. Step into a home where classic charm meets modern convenience! From the moment you enter, you'll be captivated by the wa...

4 Beds
2 Baths
5030090 MLS
CLOSED Status

66 Union St, Windsor $219,000

PRICE JUST IMPROVED! Welcome to this beautifully maintained New Englander nestled in the historic town of Windsor — Vermont's first capital and a gem of the Upper Valley....

3 Beds
2 Baths
5042811 MLS
CLOSED Status

18 County Rd, Windsor $325,000

Enjoy all the conveniences of Village life, with a tranquil view of rolling green horse pastures right from your window. This absolutely-charming antique New Englander ha...

3 Beds
2 Baths
5022365 MLS
CLOSED Status

159 Marcy Ct, Windsor $196,400

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3 Beds
1 Baths
4971554 MLS
CLOSED Status

42 Elm St, Windsor $275,000

OFFER DEADLINE: 3/27/2025 at 2pm. Nestled in the heart of Windsor, VT, this delightful 3-bedroom, 2-bathroom home offers classic New England charm with many recent renova...

3 Beds
2 Baths
5032968 MLS
CLOSED Status

3 Fitch Ct, Windsor $229,000

Ready for the next generation is this lovingly cared for New Englander. Nestled on a quiet side street in the heart of Windsor, VT, this classic 2-bedroom, 2-bath home o...

2 Beds
2 Baths
5036774 MLS
CLOSED Status

31 Maple St, Windsor $215,000

PRICE REDUCTION! Discover classic Vermont charm in this 3-bedroom, 1.5-bathroom home located on a quiet, tree-lined street just steps from downtown Windsor. This home is ...

3 Beds
2 Baths
5050864 MLS
CLOSED Status

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

Windsor New Englander Style Real Estate & Homes

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