Homes in ZIP Code 05089

/48
$500,000
- 3 Beds
- 3 Baths
- 1,826 Sq Ft
789 Hammond Hill Rd, West Windsor, VT 05089

"The Hideaway House - A Private Sanctuary”: This light-filled contemporary retreat located high on a hill in fashionable West Windsor is the quintessential "Goldilocks" Vermont property. It offers a private woodland sanctuary where quiet tranquility and architectural highlights meet. Tucked into a secluded 5.52-acre wooded bowl and set back over 200 ft. from the road, this tasteful 3BR/3BA home

Ross Doody

Century 21 Highview Realty

(802) 523-2984

789 Hammond Hill Rd, West Windsor, VT 05089
/2

Call for Price

Apartment for Rent

1 - 2 Beds

1 Vt Route 12, Hartland, VT 05048

1 Vt Route 12, Hartland, VT 05048
/2
$4,350,000 Sold Dec 12, 2025

700 Barton Rd, West Windsor, VT 05089
- 3 Beds
- 3.5 Baths
- 3,884 Sq Ft
- Built 2006
Last Sold Summary
- $1,120/SF
- 0 Days On Market
Last Listing Agent Story Jenks LandVest, Inc/Woodstock

700 Barton Rd, West Windsor, VT 05089

/20
Not Listed For Sale

51 River St, Windsor, VT 05089
- 4 Beds
- 4 Baths
- 2,509 Sq Ft
- Built 1875
51 River St, Windsor, VT 05089

Last Sold Summary
- $92/SF
- 20 Days On Market
Last Sold Price $230,000

Last Listing Agent Ara Cardew BHG Masiello Keene

/39
$415,000 Under Contract
- 3 Beds
- 2 Baths
- 1,932 Sq Ft
5 Brownsville Rd, Hartland, VT 05048

Formerly Hartland Schoolhouse #11, this charming antique brick colonial in a village location, is just a 6 minute drive from an I-91 entrance/exit. Beautiful natural light in the 3 bedrooms, 2 baths. Indian shutters, lovely old wood floors and moldings and a surprisingly open floor plan. A very easy commute to Dartmouth College or Dartmouth Health.

Jane Darrach Martha E. Diebold/Hanover

5 Brownsville Rd, Hartland, VT 05048
/2

$1,525 per month

27 Maple Street

2 Beds

27 Maple St, Windsor, VT 05089

27 Maple St, Windsor, VT 05089
/23
$255,000 Sold Jul 01, 2025

59 Weston Heights, Windsor, VT 05089
- 4 Beds
- 1 Bath
- 1,008 Sq Ft
- Built 1942
Last Sold Summary
- $253/SF
- 90 Days On Market
Current Estimated Value $261,601

Last Listing Agent Don Chabot Town and Country Realty

59 Weston Heights, Windsor, VT 05089

/40
Est $1,473,385 Not Listed For Sale

89 Silver Hill Rd, West Windsor, VT 05089
- 3 Beds
- 2.5 Baths
- 4,200 Sq Ft
- Built 2020
89 Silver Hill Rd, West Windsor, VT 05089

Last Sold Summary
- 5% Above List Price
- $333/SF
- 46 Days On Market
Last Sold Price $1,400,000

Last Listing Agent Danny Kogut Williamson Group Sothebys Intl. Realty

/41
$1,576,000
- 9,455 Sq Ft
14 Summarsell Dr Unit 16, Hartland, VT 05048

This charming converted farmstead features two primary buildings on one parcel, combining classic Vermont character with solid investment returns. The property offers a diverse mix of one-, two-, and four-bedroom apartments, plus one commercial unit currently leased to a local bath and body company. Additional income comes from a three-bay garage, a shed, and a storage container — all fully

Loren Wehmeyer Tesla Realty Group, LLC

14 Summarsell Dr Unit 16, Hartland, VT 05048
/41
$315,000 Sold Nov 21, 2025

1 Dorrance St, Windsor, VT 05089
- 2 Beds
- 1.5 Baths
- 1,649 Sq Ft
- Built 1945
Last Sold Summary
- 4% Below List Price
- $191/SF
- 7 Days On Market
Current Estimated Value $307,796

Last Listing Agent Evan Russell Real Broker LLC

1 Dorrance St, Windsor, VT 05089

/14
Est $185,000 Not Listed For Sale

17 Fairview Terrace, Windsor, VT 05089
- 2 Beds
- 1 Bath
- 768 Sq Ft
- Built 1950
17 Fairview Terrace, Windsor, VT 05089

Last Sold Summary
- 47% Above List Price
- $164/SF
- 5 Days On Market
Last Sold Price $126,000

Last Listing Agent Berna Rexford Four Seasons Sotheby's Int'l Realty

/16
$96,232 New Construction
- 2 Beds
- 2 Baths
- 777 Sq Ft
517 Back Mountain Rd, Windsor, VT 05089

Welcome to 517 Back Mountain Rd., Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 model manufactured home offers 2 bedrooms, 2 bathrooms, and 777 sq. ft. (13'4"x58) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

Kate Barry EXP Realty

517 Back Mountain Rd, Windsor, VT 05089
/24
$60,000 Sold Dec 18, 2025

5 Clough Ave, West Windsor, VT 05089
- 3 Beds
- 1 Bath
- 1,392 Sq Ft
- Built 1920
Last Sold Summary
- 25% Below List Price
- $43/SF
- 13 Days On Market
Current Estimated Value $165,000

Last Listing Agent Derek Greene Derek Greene

5 Clough Ave, West Windsor, VT 05089

/38
Est $349,890 Not Listed For Sale

87 Kennedy Dr, Windsor, VT 05089
- 3 Beds
- 1.5 Baths
- 955 Sq Ft
- Built 1942
87 Kennedy Dr, Windsor, VT 05089

Last Sold Summary
- 13% Above List Price
- $325/SF
- 2 Days On Market
Last Sold Price $310,000

Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

/16
$390,000 Under Contract
- 3 Beds
- 1 Bath
- 1,620 Sq Ft
181 Banister Rd, Windsor, VT 05089

Over 10 acres of beautiful fields and pasture with long range views and stone walls lining the property. Mature trees dot the perimeter and a lovely stream runs along the roadside. There is a multilevel functioning barn with water and electricity and a small gated paddock off to the side. Located in the heart of Horse Country, this would be and ideal equestrian property or a great place to raise

Dan Noble Snyder Donegan Real Estate Group

181 Banister Rd, Windsor, VT 05089
/30
$335,000 Sold Jun 02, 2025

77 Taylor Dr, Windsor, VT 05089
- 8 Beds
- 4 Baths
- 5,088 Sq Ft
- Built 1860
Last Sold Summary
- 7% Below List Price
- $66/SF
- 126 Days On Market
Current Estimated Value $358,984

Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

77 Taylor Dr, Windsor, VT 05089

/17
Est $258,074 Not Listed For Sale

93 Weston Heights, Windsor, VT 05089
- 3 Beds
- 1 Bath
- 1,064 Sq Ft
- Built 1942
93 Weston Heights, Windsor, VT 05089

Last Sold Summary
- 32% Above List Price
- $184/SF
- 11 Days On Market
Last Sold Price $195,500

Last Listing Agent Amy Messina Town and Country Realty

/33
$339,000
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
7 Best Rd, West Windsor, VT 05089

Nestled on a picturesque 2.9 acres along Hartland-Brownsville Rd, this property offers the perfect blend of privacy and convenience offering sweeping views and mature trees. This unique property features a 1994 Skyline doublewide home with a newer attached 2 car garage. Step into the heart of the main home and be greeted by an abundance of natural light streaming through large windows that

Seth Barbiero EXP Realty

7 Best Rd, West Windsor, VT 05089
/17
$40,000 Sold Oct 06, 2025

138 Ascutney St, Windsor, VT 05089
- 2 Beds
- 1 Bath
- 434 Sq Ft
- Built 1952
Last Sold Summary
- 4% Above List Price
- $92/SF
- 6 Days On Market
Last Listing Agent DJ Chabot Town and Country Realty

138 Ascutney St, Windsor, VT 05089

/26
Est $239,336 Not Listed For Sale

1092 Weeden Hill Rd, Windsor, VT 05089
- 3 Beds
- 1.5 Baths
- 1,452 Sq Ft
- Built 1863
1092 Weeden Hill Rd, Windsor, VT 05089

Last Sold Summary
- 79% Above List Price
- $92/SF
- 35 Days On Market
Last Sold Price $134,000

Last Listing Agent Geoff Eckler Real Broker LLC

/19
$110,000
- 2 Beds
- 1 Bath
- 720 Sq Ft
1500 Brownsville-Hartland Rd, West Windsor, VT 05089

Here's a chance to own your own property in West Windsor. This 3/4 +/- acre of land abuts one side up to Beaver Brook and you get views of Mt. Ascutney on the other side. This older mobile home with basement, offers the perfect opportunity for an investor. Restore the homes vintage charm or you could modernize the site with a new mobile unit. This was constructed as a 2-bedroom 1 bath home. One

Ann Jacques Century 21 Highview Realty

1500 Brownsville-Hartland Rd, West Windsor, VT 05089
/11
$240,000 Sold Jul 21, 2025

338 Us Route 5 S, Windsor, VT 05089
- 6 Beds
- 2 Baths
- 2,504 Sq Ft
- Built 1840
Last Sold Summary
- $96/SF
- 7 Days On Market
Current Estimated Value $252,368

Last Listing Agent Kevin Holmes Blue Slate Realty

338 Us Route 5 S, Windsor, VT 05089

/25
Est $247,884 Not Listed For Sale

153 State St, Windsor, VT 05089
- 4 Beds
- 1.5 Baths
- 1,600 Sq Ft
- Built 1830
153 State St, Windsor, VT 05089

Last Sold Summary
- 34% Above List Price
- $116/SF
- 10 Days On Market
Last Sold Price $185,000

Last Listing Agent Don Chabot Town and Country Realty

/11
$87,826 New Construction
- 1 Bed
- 1 Bath
- 643 Sq Ft
23 Cubb Ct, Windsor, VT 05089

Welcome to 23 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 manufactured home offers 1 bedroom, 1 bathroom, and 643 sq. ft. (13'4"x48) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features energy-efficient

Kate Barry EXP Realty

23 Cubb Ct, Windsor, VT 05089
/26
$94,900 Sold Dec 04, 2025

16 Day St, Windsor, VT 05089
- 2 Beds
- 1 Bath
- 660 Sq Ft
- Built 1930
Last Sold Summary
- $144/SF
- 4 Days On Market
Current Estimated Value $157,244

Last Listing Agent Robert Balewicz Evergreen Realty of Vermont

16 Day St, Windsor, VT 05089

/32
Est $331,163 Not Listed For Sale

18 Pine St, Windsor, VT 05089
- 3 Beds
- 1.5 Baths
- 1,721 Sq Ft
- Built 1868
18 Pine St, Windsor, VT 05089

Last Sold Summary
- 10% Below List Price
- $215/SF
- 4 Days On Market
Last Sold Price $370,000

Last Listing Agent Dana Waters Dark Horse Realty

/19
$275,000
- Land
- 5 Acres
- $55,000 per Acre
95 Jenne Rd, Hartland, VT 05048

5 acres of peacefully quiet land that are situated in an area well known to the equestrian community! Both the surrounding neighbors, on this seldom traveled country road, and numerous other properties in this broad community present as substantial privately sited homes. As you meander up Jenne Road to reach the parcel the classic large maple trees that typify the borders of pastoral Vermont

John Wetmore Wetmore Real Estate

95 Jenne Rd, Hartland, VT 05048
/32
$350,000 Sold May 30, 2025

30 Union St, Windsor, VT 05089
- 4 Beds
- 4.5 Baths
- 3,990 Sq Ft
- Built 1900
Last Sold Summary
- 19% Below List Price
- $88/SF
- 232 Days On Market
Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

30 Union St, Windsor, VT 05089

/39
Est $394,529 Not Listed For Sale

1670 Marton Rd, Windsor, VT 05089
- 3 Beds
- 2 Baths
- 1,408 Sq Ft
- Built 1957
1670 Marton Rd, Windsor, VT 05089

Last Sold Summary
- 13% Above List Price
- $249/SF
- 7 Days On Market
Last Sold Price $350,000

Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

/11
$98,995 New Construction
- 3 Beds
- 2 Baths
- 880 Sq Ft
84 Cubb Ct, Windsor, VT 05089

Welcome to 84 Cubb Court, , Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-66 model manufactured home offers 3 bedrooms, 2 bathrooms, and 880 sq. ft. (13'4"x66) of thoughtfully designed living space. Step inside to an open-concept layout with stylish finishes, a bright living area, and a well-appointed kitchen. The home features

Kate Barry EXP Realty

84 Cubb Ct, Windsor, VT 05089
/38
$400,000 Sold Dec 19, 2025

96 Dairy Ln, Windsor, VT 05089
- 4 Beds
- 2.5 Baths
- 2,272 Sq Ft
- Built 1992
Last Sold Summary
- 13% Below List Price
- $176/SF
- 85 Days On Market
Current Estimated Value $400,274

Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

96 Dairy Ln, Windsor, VT 05089

/4
Est $223,557 Not Listed For Sale

17 Maple St, Windsor, VT 05089
- 3 Beds
- 1 Bath
- 1,024 Sq Ft
- Built 1850
17 Maple St, Windsor, VT 05089

Last Sold Summary
- 17% Above List Price
- $186/SF
- 29 Days On Market
Last Sold Price $190,800

Last Listing Agent Justin Ranney Coldwell Banker Homes Unlimited

/7
$650,000
- Land
- 105.46 Acres
- $6,163 per Acre
0 Vermont 131, Ascutney, VT 05030

Views of the surrounding hills including Mount Ascutney, Little Ascutney and Hawks Mountain. A large parcel with great variety. 35 acres of level cropland. Other fields, forest and transitional areas. Streams running through the land.20 minutes to skiing at Okemos. On the VAST trail system and only a short distance to I91 Exit 8.

Matthew Spittle Vermont Horse Country Real Estate

0 Vermont 131, Ascutney, VT 05030
/18
$219,000 Sold Sep 02, 2025

66 Union St, Windsor, VT 05089
- 3 Beds
- 2 Baths
- 1,743 Sq Ft
- Built 1856
Last Sold Summary
- 14% Below List Price
- $126/SF
- 56 Days On Market
Current Estimated Value $227,460

Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

66 Union St, Windsor, VT 05089

/23
Est $197,062 Not Listed For Sale

149 Main St, Windsor, VT 05089
- 2 Beds
- 2.5 Baths
- 1,165 Sq Ft
- Built 1795
149 Main St, Windsor, VT 05089

Last Sold Summary
- 79% Above List Price
- $94/SF
- 82 Days On Market
Last Sold Price $110,000

Last Listing Agent Amy Messina Town and Country Realty

/16
$390,000 Under Contract
- Land
- 10.2 Acres
- $38,235 per Acre
181 Banister Rd, West Windsor, VT 05037

Over 10 acres of beautiful fields and pasture with long range views and stone walls lining the property. Mature trees dot the perimeter and a lovely stream runs along the roadside. There is a multilevel functioning barn with water and electricity and a small gated paddock off to the side. Located in the heart of Horse Country, this would be and ideal equestrian property or a great place to raise

Dan Noble Snyder Donegan Real Estate Group

181 Banister Rd, West Windsor, VT 05037
/28
$395,900 Sold Nov 13, 2025

58 Morningside Dr, Windsor, VT 05089
- 3 Beds
- 1.5 Baths
- 1,680 Sq Ft
- Built 1957
Last Sold Summary
- 1% Below List Price
- $236/SF
- 17 Days On Market
Current Estimated Value $382,770

Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

58 Morningside Dr, Windsor, VT 05089

/40
Est $461,779 Not Listed For Sale

29 Main St, Windsor, VT 05089
- 4 Beds
- 3 Baths
- 3,024 Sq Ft
- Built 1840
29 Main St, Windsor, VT 05089

Last Sold Summary
- 5% Below List Price
- $160/SF
- 2 Days On Market
Last Sold Price $485,000

Last Listing Agent Kate Jarvis Williamson Group Sothebys Intl. Realty

/57
$565,000
- 4 Beds
- 2 Baths
- 2,212 Sq Ft
298 Jenneville Rd, Windsor, VT 05089

PRICE REDUCED! Welcome to "Valley Brook Farm", an historic cape in the middle of horse country on 12.92 acres with barns, rolling & level pasture, a swimming pond, and brook. Located in the heart of the nationally renowned Green Mountain Horse Association trail network. Nestled on scenic & bucolic Jenneville Road, this c. 1820 cape offers the warmth of wide pine floors, post-and-beam character,

John Bassette Bassette Real Estate Group

298 Jenneville Rd, Windsor, VT 05089
/2
$305,000 Sold Aug 26, 2025

8 Old Mill Pond Rd, Windsor, VT 05089
- 3 Beds
- 5 Baths
- 1,754 Sq Ft
- Built 1989
Last Sold Summary
- $174/SF
- 0 Days On Market
Current Estimated Value $308,265

Last Listing Agent Katie Ladue Gilbert BHHS Verani Upper Valley

8 Old Mill Pond Rd, Windsor, VT 05089

Showing Results 1 - 40, Page 1 of 18

Vermont Windsor County Windsor 05089

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