View All Latest Windsor 700+ Sq. Ft. Properties for Sale

Open House Sunday July 26th 10a.m. - 12 p.m.! Single Family or Duplex! Live in it as a spacious 3 bedroom, 2 bath single family home, or take advantage of the current ...

3 Beds
2 Baths
5100530 MLS
ACTIVE Status

24 Cherry St, Windsor $225,000

Offers are in: Best and Final Offers due Monday 7/13/26 at 6pm Looking for an affordable way into homeownership? This ranch features 3 bedrooms and 1 full bath, this s...

3 Beds
1 Baths
5098856 MLS
PENDING Status

466 Estey Ln, Windsor $299,000

Embrace the ultimate Vermont lifestyle with this 1950s ranch, perfectly situated on 6.8 sprawling acres of versatile land at 466 Esty Lane in Windsor. Combining nostalgic...

2 Beds
1 Baths
5096070 MLS
PENDING Status

145 The Plateau, Windsor $1,399,000 ▲

"The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields,...

4 Beds
4 Baths
5095057 MLS
ACTIVE Status

93 Belaski Rd, Windsor $560,000

Exceptional Cape in Historic Windsor: Pool, Views & In-Law Suite Welcome home to this impeccably maintained Cape-style residence, where timeless charm meets modern elega...

3 Beds
3 Baths
5090593 MLS
PENDING Status

2 Pine St, Windsor $510,000 ▼

Come see and appreciate this recently rejuvenated and extraordinary home that includes 6 bedrooms and 4 bathrooms as well as a 2 car garage! Located just off the downtown...

6 Beds
4 Baths
5089288 MLS
ACTIVE Status

162 Rocky Ledge Rd, Windsor $674,000

Tucked away at the end of a quiet dead-end street, this beautifully reimagined contemporary Craftsman offers the perfect blend of privacy, nature, and modern comfort. Set...

3 Beds
3 Baths
5085664 MLS
ACTIVE Status

38 Jarvis St, Windsor $139,000

In the heart of Windsor, this charming opportunity was fully rebuilt in 2018. During the renovation, the foundation was raised to sit securely out of the flood zone, givi...

1 Beds
1 Baths
5085360 MLS
CLOSED Status

29 National St, Windsor $229,000

Take a look at this rare chance to own a BRAND NEW home in the heart of Windsor. Built for efficiency, the house features a raised foundation to keep it out of the flood ...

2 Beds
1 Baths
5085358 MLS
ACTIVE Status

74 Union St, Windsor $329,000 ▼

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
ACTIVE UNDER CONTRACT Status

273 Rte 5 N, Windsor $413,900 ▼

Motivated Seller - Price Improved! Own a remarkable piece of Vermont history in the heart of Windsor. Built circa 1790, this beautifully preserved brick-and-frame Colonia...

4 Beds
3 Baths
5080622 MLS
ACTIVE Status

64 State St, Windsor $425,000

Windsor’s income-producing potential meets turnkey ease in this updated five-unit multifamily, perfectly positioned in Vermont’s historic “Birthplace of Vermont” along th...

5079828 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

223 Taylor Dr, Windsor $530,000

This lovely home has plenty of sunny light filled space. Home features a large kitchen/eating area, with a formal-sized dining room, and spacious living room. First floor...

4 Beds
3 Baths
5072087 MLS
CLOSED Status

473 Taylor Dr, Windsor $426,000

Conveniently located from Interstate 91 and Route 5 in the Taylor Drive neighborhood sits a tidy cape home ready for its new owners. Many choices for bedrooms including...

4 Beds
3 Baths
5071233 MLS
CLOSED Status

5 Clough Ave, Windsor $60,000

Attention investors and DIY enthusiasts! Multiple exit strategies: finish this remodel then either flip, rent or move in! Home being sold as is. Cash preferred but will c...

3 Beds
1 Baths
5068975 MLS
CLOSED Status

2545 County Rd, Windsor $230,000

Welcome to 2545 County Road in Windsor, Vermont! This inviting 3-bedroom, 2-bath raised ranch offers over 2,200 square feet of comfortable living space on a picturesque o...

3 Beds
2 Baths
5068382 MLS
CLOSED Status

68 Jarvis St, Windsor $165,000

68 Jarvis Street — a freshly painted, move-in ready 3-bedroom, 1-bath home on a double lot in downtown Windsor, Vermont. This well-kept property offers just the right amo...

3 Beds
1 Baths
5067807 MLS
CLOSED Status

10 Mckenzie Dr, Windsor $271,000

Step into the timeless appeal of this beautifully maintained 1920s home, ideally situated in the heart of Olde Windsor. The inviting front patio welcomes you into a charm...

3 Beds
2 Baths
5064694 MLS
CLOSED Status

17 Maple St, Windsor $190,800

Well maintained 3+ bedroom cape with lots of recent updates! This home has a fenced yard, standing seam roof, vinyl siding, updated kitchen, a wonderful floor plan and mo...

3 Beds
1 Baths
4959999 MLS
CLOSED Status

6 Bavier Ave, Windsor $200,000

None

2 Beds
1 Baths
5058855 MLS
CLOSED Status

3-5 Foster Ave, Windsor $235,000

Welcome to 3-5 Foster Avenue – A Rare Opportunity with Generational Charm Lovingly cared for by the same owner for over 77 years, this classic duplex is full of warmth, c...

5044374 MLS
CLOSED Status

3 Bavier Ave, Windsor $350,000

None

3 Beds
2 Baths
5001342 MLS
CLOSED Status

333 Brook Rd, Windsor $283,000

This charming raised ranch is nestled on a spacious and level lot with meandering stream, offering both comfort and quiet. Here's your opportunity to experience the perfe...

4 Beds
2 Baths
4981557 MLS
CLOSED Status

338 Us Route 5 S, Windsor $240,000

Imagine waking to the soft glow of dawn filtering through the windows of your charming three-story farmhouse, nestled in the heart of Vermont’s historic birthplace. As yo...

6 Beds
2 Baths
5040488 MLS
CLOSED Status

3 Corrigan Way, Windsor $644,000

Welcome to your serene retreat set on 6.40 acres with very low taxes, this property seamlessly combines rustic charm with modern amenities, offering the perfect blend of ...

3 Beds
3 Baths
5016032 MLS
CLOSED Status

117 Black Pond Rd, Windsor $525,000

Welcome to your dream mountain retreat! This stunning 3-bedroom, 2.5-bathroom home nestled on a sprawling 16-acre lot offers the perfect blend of rustic charm & modern co...

3 Beds
3 Baths
4988658 MLS
CLOSED Status

205 Channing Dr, Windsor $310,000

Welcome to this inviting 2-bedroom, 1.5-bath ranch-style home located just a short distance from Main Street in Windsor, VT. Set on a manageable and sunny .29-acre lot, t...

2 Beds
2 Baths
5045341 MLS
CLOSED Status

30 Union St, Windsor $350,000

Step into timeless elegance with this grand Victorian home, beautifully situated on a charming in-town lot. This stately residence showcases stunning hardwood floors thro...

4 Beds
5 Baths
5018205 MLS
CLOSED Status

918 Us Route 5 N, Windsor $325,000

Discover your dream home in this beautifully renovated 3-bedroom, 2-bath split-level residence, nestled in the serene landscapes of Windsor. This move-in-ready gem boasts...

3 Beds
2 Baths
5018116 MLS
CLOSED Status

2085 Us Route 5 S, Windsor $327,000

Brimming with character and thoughtful upgrades, this lovingly maintained turnkey Colonial offers the perfect balance of rural New England charm and everyday convenience....

3 Beds
1 Baths
5056296 MLS
CLOSED Status

149 Main St, Windsor $110,000

Behind the gated picket fence, is a 1795 dwelling waiting to be restored to its former beauty. Beautiful wooden beams and wood floors. Upon entering the dwelling, there...

2 Beds
3 Baths
4986683 MLS
CLOSED Status

109 Morningside Dr, Windsor $254,000

This charming ranch-style home offers a perfect blend of comfort and convenience, with its spacious deck and meticulously landscaped yard providing an inviting outdoor oa...

3 Beds
2 Baths
4974792 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

223 Taylor Dr, Windsor $500,000

Open house, Sunday, February 18 from 11:00 to 1:00 ~ This beautiful Windsor 4-bedroom home is nestled in a quiet Vermont neighborhood and offers easy access to local shop...

4 Beds
3 Baths
4984697 MLS
CLOSED Status

69 Morningside Dr, Windsor $275,000

Don’t scroll past this listing without flipping through all the pictures! This turn-key 1988 ranch with a full concrete basement and attached garage in a quiet cul-de-sac...

3 Beds
2 Baths
5011948 MLS
CLOSED Status

39 Mountain Rd, Windsor $245,000

Currently used as a vacation home, this property offers plenty of flexibility to suit your needs. Use it as a personal retreat where you can escape on weekends and holida...

2 Beds
1 Baths
5020967 MLS
CLOSED Status

1807 Rte 44, Windsor $180,000

This home is ideal for a builder, investor or new homeowner who can qualify for a conventional or construction loan. Sale price includes a variety of building materials. ...

3 Beds
2 Baths
5017066 MLS
CLOSED Status

138 Camp Rd, Windsor $300,000

Escape to nature at this classic seasonal camp on the crystal-clear White Pond in low tax Windsor, NH. Nestled among tall pines and just steps from the water, this cozy ...

2 Beds
1 Baths
5036793 MLS
CLOSED Status

25 Main St, Windsor $425,000

Built in 1796, the historic Trask House is located on beautiful Main St. in the heart of downtown Windsor. The center hall Federal sits on just under 1/2 acre and has an...

4 Beds
2 Baths
4998054 MLS
CLOSED Status

29 Main St, Windsor $485,000

This stunning 1840's Victorian home is situated in a beautiful area of Windsor, VT. Located across from Lake Runnemede and the Windsor Town Forest, surrounded by lovely a...

4 Beds
3 Baths
4987567 MLS
CLOSED Status

30 Rocky Ledge Rd, Windsor $415,000

Beautiful Low Tax Windsor 2018 Home with Single Floor Easy Living including an Open Floorplan! 5 acres offer wooded and landscaped areas as well as a firepit and backyard...

2 Beds
1 Baths
4997701 MLS
CLOSED Status

32 Ascutney St, Windsor $365,000

This inviting 4-bedroom, 3-bath colonial home offers the perfect blend of traditional charm and modern convenience. Located on a 0.33-acre lot, this property is just a sh...

4 Beds
3 Baths
5041409 MLS
CLOSED Status

9 Main St, Windsor $200,001

A Grand Old Home Full of Character and Potential What a beauty this home once was—and can be again! Brimming with historic charm, this spacious residence is just waiting...

4 Beds
2 Baths
5052179 MLS
CLOSED Status

116 Rocky Ledge Rd, Windsor $605,000

Beautiful One of a Kind Contemporary Ranch with Gorgeous Mountain Views in Low Tax Windsor!The private road leads you to this custom home that has only known one owner & ...

3 Beds
2 Baths
4992351 MLS
CLOSED Status

153 State St, Windsor $185,000

CIRCA 1830 VINTAGE 4 BEDROOM, 2 BATH CAPE W/ FORMAL DR, FAMILY ROOM W/DECK TO FENCED YARD. CONVENIENT LOCATION TO SCHOOL, HOSPITAL, PARADISE PARK, AND VILLAGE SHOPS AND ...

4 Beds
2 Baths
4967128 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

90 Rocky Ledge Rd, Windsor $346,250

Do you enjoy sunsets? Mountain Views? Then this ranch with its 43x10 back deck will fit the bill as you experience gorgeous sunsets and mountains views all year long. ...

2 Beds
1 Baths
4988979 MLS
CLOSED Status

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700+ Sq. Ft. Windsor Real Estate

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