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38 homes for sale in Windsor, VT

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$564,500

3223 County Road,
Windsor, VT, 05089

Beds: 5, Baths: 3, Mls #: 4223848

Style: Colonial, Garage: No

Acreage: 10.04, Year Built: 1820

Beautifully sited and professionally renovated 1820 Vermont colonial. Great care has gone into the restoration and upkeep of this 4 bedroom, 3 bath home with private 2 Bedroom guest quarters (or expan...

1
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$495,000

106 Apothecary Lane,
Windsor, VT, 05089

Beds: 5, Baths: 5, Mls #: 4088914

Style: Colonial, Garage: No

Acreage: 0.92, Year Built: 1791

Cross the longest covered bridge in the United States to our old Vermont mill town where the homestead of Dr. Isaac Green has fireplaced bedchambers all with private baths, and a unique combination of...

788 Weeden Hill Road, Windsor, VT, 05089

24
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$495,000

788 Weeden Hill Road,
Windsor, VT, 05089

Beds: 4, Baths: 3, Mls #: 4169813

Style: W/Addition, Garage: Yes

Acreage: 17.92, Year Built: 1800

MOTIVATED SELLER! Selling for 30% below Investment Costs! This classic Vermont cape has had major upgrades over the years (most recently in 2007)...including a fully automatic KOHLER whole-house propa...

1
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$495,000

106 Apothecary Lane,
Windsor, VT, 05089

Acreage: 0.92, Mls #: 4124677

This property is currently being operated as an owner ocupied historic "Inn at Windsor". It is located on a plateau in the heart of Windsor the birth place of Vermont. It has been lovingly restored wi...

15
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$295,000

514 Taylor Drive,
Windsor, VT, 05089

Beds: 5, Baths: 3, Mls #: 4189594

Style: Cape, Garage: Yes

Acreage: 1.43, Year Built: 2002

This beautiful 5 bedroom, 3 bath, energy efficient home was built by Energy Shield in 2002. This home has been well cared for and has large living spaces with lots of room! Master suite on first floo...

1
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$279,000

Juniper Hill Road,
Windsor, VT, 05089

Acreage: 114.0, Mls #: 4214459

Great opportunity for home site with privacy, long range views with clearing, southern exposure, convenient location with easy acces to I-91; interior woods roads; town sewer line at Juniper Hill Roa...

21
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$250,000

18 Main Street,
Windsor, VT, 05089

Beds: 5, Baths: 4, Mls #: 4215160

Style: Other, Garage: Yes

Acreage: 0.5, Year Built: 1834

Windsor Historic District, Brick & Wood Frame Greek Revival with extensive 2 story ell to the rear; most original features remain, 4 fireplaces(non-functioning); formal dining room with bay window; ha...

369 Juniper hill rd., Windsor, VT, 05089

18
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$209,000

369 Juniper hill rd.,
Windsor, VT, 05089

Beds: 3, Baths: 2, Mls #: 4087124

Style: Cape, Garage: Yes

Acreage: 2.9, Year Built: 1850

Charming 3 bedroom cape,2car garage,and barn with 2.9 acres of beautiful land which abutts the Windsor Town Forest. The lot features a large area of level yard many mature plantings such as apple tree...

1
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$199,900

8 Fairview,
Windsor, VT, 05089

Beds: 4, Baths: 2, Mls #: 4161981

Style: Cape, Garage: Yes

Acreage: 1.46, Year Built: 1820

Beautiful stone home with slate roof, in excellent condition. The home shows its age with charming built-in hutches in the dining room, and a cozy wood fireplace in the living room. The landsacping ...

1
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$199,900

385 Taylor Dr,
Windsor, VT, 05089

Beds: 3, Baths: 2, Mls #: 4184312

Style: Ranch, Garage: No

Acreage: 0.82, Year Built: 2001

Well-maintained, three bedroom (including master suite with cherry floors in master bedroom), two bath Ranch-style home. Recent improvements include: paved driveway; new dishwasher; & some interior pa...

Contingent

11
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$199,900

470 Taylor Drive,
Windsor, VT, 05089

Beds: 4, Baths: 3, Mls #: 4239578

Style: Split Entry, Garage: Yes

Acreage: 1.12, Year Built: 1986

6
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$199,500

47 River Street,
Windsor, VT, 05089

Beds: 4, Baths: 3, Mls #: 4176471

Style: Converted, Garage: No

Acreage: 0.55, Year Built: 1920

Nice investment opportunity or owner occupy and enjoy the benefits of extra income. Property includes 3 well maintained apartments, covered front porch. Also includes 5 individual garage spaces(3 rent...

15
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$199,500

6 Meadow Lane,
Windsor, VT, 05089

Beds: 3, Baths: 2, Mls #: 4224453

Style: Raised Ranch, Garage: Yes

Acreage: 0.47, Year Built: 1976

This home features a nicely landscaped lot with lots of blueberry bushes. Inside you'll find a family room with woodstove, living room with a fireplace, and the kitchen offers an eat-in area and separ...

24
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$199,000

41 North Main St,
Windsor, VT, 05089

Beds: 5, Baths: 2, Mls #: 4121861

Style: Victorian, Garage: No

Acreage: 0.3, Year Built: 1869

You have to see to believe all of the renovations this home has received. This complete transformation leaves you a beautiful kitchen with stainless appliances and soapstone wood stove, a master suit...

22
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$189,500

46 Ascutney Street,
Windsor, VT, 05089

Beds: 3, Baths: 2, Mls #: 4215078

Style: Colonial, Garage: Yes

Acreage: 0.31, Year Built: 1900

No disappointments! Very well maintained home; Kitchen features recent custom cherry cabinetry; formal dining room; living room has French doors to foyer; mostly hardwood floors throughout and origina...

18
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$189,000

7 Fairview Avenue,
Windsor, VT, 05089

Beds: 3, Baths: 2, Mls #: 4228133

Style: Cape, Garage: No

Acreage: 0.41, Year Built: 1900

This absolutely charming cape has it all. Built in the early 1900s, this home has been expanded to provide 3 bedrooms, 2 full baths, an elegant formal dining room and living room and a wonderful eat-i...

8
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$175,000

10 Ascutney Street,
Windsor, VT, 05089

Beds: 4, Baths: 2, Mls #: 4237503

Style: Farmhouse, Garage: Yes

Acreage: 0.23, Year Built: 1890

This attractive village home with detached 2 car garage has endless charming qualities. Exposed beams, beautiful pine flooring, expansive rooms on both levels, completed with a playroom, an office, a...

15
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$167,500

39 Channing Drive,
Windsor, VT, 05089

Beds: 3, Baths: 1, Mls #: 4238375

Style: Ranch, Garage: Yes

Acreage: 0.33, Year Built: 1963

Meticulously maintained home, pride of ownership is evident throughout; charming 3 BR ranch style situated in pleasant residential neighborhood north of Windsor Village; convenient to downtown, countr...

2203 U.S. Route 5 South, Windsor, VT, 05089

22
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$159,000

2203 U.S. Route 5 South,
Windsor, VT, 05089

Beds: 3, Baths: 1, Mls #: 4185460

Style: New Englander, Garage: Yes

Acreage: 0.46, Year Built: 1920

Relax on the deck overlooking the Connecticut River plain. Comfortable home with great feel--lovely wood trim and built-ins, fireplace with woodstove, and a convenient location. Many recent upgrades: ...

Contingent

1
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$153,500

21 Maple Street,
Windsor, VT, 05089

Beds: 4, Baths: 2, Mls #: 4113098

Style: Duplex, Garage: No

Acreage: 0.29, Year Built: 1875

Consider this duplex as either an investment as both units are rented or, consider it for your first home. Living on one side and collecting rent from the other, can give you an opportunity to save f...

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