Browse All Properties for Sale with Natural Light

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

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

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
PENDING 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

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

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

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

17 Fairview Ter, Windsor $126,000

What a convenient location – this two bedroom home offers one level living with many upgrades including newer bathroom, flooring and roof to name a few; it is just waitin...

2 Beds
1 Baths
4976048 MLS
CLOSED Status

6 Buena Vista Ct, Windsor $305,000

Charming Cape with a spacious L addition and attached barn with storage above. Features include 3 bedrooms and a full bath upstairs, and a bedroom with a half bath on the...

4 Beds
2 Baths
5008240 MLS
CLOSED Status

3223 County Rd, Windsor $821,500

Welcome to this exquisite four-bedroom, two-bathroom Colonial home, built in 1801, nestled on a sprawling 10.4-acre lot in Windsor, Vermont. This charming residence boast...

4 Beds
2 Baths
5001343 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

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

1528 Rte 5 S, Windsor $1,640,000

Extraordinary opportunity to own one of the 'finest homes in the Upper Valley' formerly known as 'Gilnocky Farm' located in Windsor, the 'Birthplace of Vermont' is privat...

6 Beds
7 Baths
4949295 MLS
CLOSED Status

18 Pine St, Windsor $370,000

Charming Victorian in a quiet neighborhood in historic Windsor, VT. Enjoy the trails in abutting Paradise Park or sip your coffee in your backyard overlooking beautiful L...

3 Beds
2 Baths
4986619 MLS
CLOSED Status

2305 County Rd, Windsor $352,000

Fondly referred to as "Lil Red", this historic 1849 home was originally the 6th District Schoolhouse! Meticulously renovated in 2014 all while maintaining that classic Ve...

2 Beds
2 Baths
4979628 MLS
CLOSED Status

493 County Road Unit 190000.493, Windsor image

493 County Road Unit 190000.493, Windsor $239,000

Delayed showing at Open House Saturday 19th of August from 10 to 12:00 Walk to town and hiking trails, from the adorable Post and Beam constructed home. With just a few...

2 Beds
2 Baths
4965418 MLS
CLOSED Status

4 Old Mill Pond Rd Unit 4, Windsor image

4 Old Mill Pond Rd Unit 4, Windsor $270,000

Old Mill Pond Condominiums offer an idyllic haven in the heart of Windsor. Imagine enjoying mountain views, pond access, and amenities such as an in-ground pool and tenni...

3 Beds
4 Baths
5000223 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

54 Hillside Dr, Windsor $253,000

Nestled just off the main road, this charming split-level home offers the perfect blend of privacy and convenience. Located just moments from town, you'll enjoy the peace...

3 Beds
1 Baths
5019305 MLS
CLOSED Status

2768 Hunt Rd, Windsor $1,350,000

Fox Penny Farm, an established horse farm on 62 acres of open fields, trails, and woods on the Windsor/West Windsor line with westerly views of Mt Ascutney, is now offere...

3 Beds
3 Baths
5001669 MLS
CLOSED Status

119 Ascutney St, Windsor $277,000

OPEN HOUSE Saturday, June 15th 10-12 PM! Nestled on the edge of Windsor Village, this charming cape-style home has a well-maintained allure and picturesque appeal, inviti...

4 Beds
2 Baths
5000569 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

255 Channing Dr, Windsor $350,000

Extremely well maintained 3 bedroom / 2 bath ranch style home located in the Juniper Terrace neighborhood. The home offers a Buderus boiler, radiant floors, open floor pl...

3 Beds
2 Baths
5051572 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

96 Dairy Ln, Windsor $400,000

OWNERS SAY SELL before Winter. Check out the new PRICE! Nestled on 1.34 picturesque acres in historic Windsor, this classic 4-bedroom Colonial blends timeless charm wit...

4 Beds
3 Baths
5054676 MLS
CLOSED Status

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