Homes with a View for Sale in Windsor County, VT

221 homes

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FLOOR PLAN

ABOUT THIS HOME
Home with View for sale in Windsor County, VT:
Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful perennial gardens, antique moss covered stonewalls, an apple orchard, large swimming pond and a privately sited tennis court. The Estate is meticulously cared for and combines antique craftsmanship with modern touches. The Main house consists of 5 bedrooms including a first floor primary suite with

$2,950,000

8 beds6.5 baths6,200 sq ft

5798 South Rd, South Woodstock, VT 05071

Large swimming pond • Apple orchard • 6 horse stables

VIDEO TOUR

ABOUT THIS HOME
Home with View for sale in Windsor County, VT:
Offered as a fully curated legacy estate, Honey Hill Farm encompasses 264.4 extraordinary acres of pastoral beauty, panoramic mountain views, and an unrivaled network of private trails, with an additional contiguous 42.6-acre parcel available for purchase. More than a luxury property, Honey Hill offers the experience of a private park, with nearly 10 miles of trails winding through forests, open meadows, cascading brooks, waterfalls, and around a spring-fed pond. Whether for hiking, cross-country skiing, horseback riding, mountain biking, or quiet exploration, the land offers a seldom-found level of privacy and recreation. The main residence has been masterfully reimagined through a full-sc

$12,950,000

5 beds8.5 baths8,827 sq ft

3147 Mount Hunger Rd, Barnard, VT 05091

Private trails • Four-season room • Gourmet kitchen

VIDEO TOUR

ABOUT THIS HOME
Home with View for sale in Windsor County, VT:
Beautifully renovated farmhouse offering the perfect blend of timeless New England charm and modern convenience. Situated on a private, low-maintenance lot with both town water and sewer, this inviting home is just a short stroll to Main Street's shops and restaurants and only three minutes from Okemo Mountain Resort. The heart of the home is the spectacular oversized great room, filled with natural light from expansive windows overlooking the peaceful backyard. French doors open to a spacious covered porch, creating the perfect setting for morning coffee, outdoor dining, or simply relaxing while enjoying the tranquil surroundings. The sun-filled eat-in kitchen features granite countertops,

$750,000

3 beds2.5 baths3,110 sq ft

19 Lawridge Hts, Ludlow, VT 05149

Renovated farmhouse • Covered porch • Expansive windows

3D WALKTHROUGH

ABOUT THIS HOME
Home with View for sale in Windsor County, VT:
Between Woodstock and Killington, on 13.68 private acres near the north branch of the Ottauquechee River, this one-owner estate was built from the ground up with uncommon care. Offered at $1,150,000, below its April 2026 appraisal. Four bedrooms, five baths and 4,352 finished square feet, with radiant floor heat throughout, a new furnace and boiler, a standing seam metal roof, a private well known for its delicious water, and high-speed internet at the house. The epicurean kitchen and adjoining scullery were designed for serious cooking: gas range, range hood, island, walk-in pantry, wine cooler and a bar, with two dining rooms for gathering. Three or more wood-burning fireplaces. The prima

$1,150,000

4 beds4.5 baths4,352 sq ft

884 Bridgewater Center Rd, Bridgewater Corners, VT 05034

Primary suite wing • Two dining rooms • Adjoining scullery

3D WALKTHROUGH

ABOUT THIS HOME
Home with View for sale in Windsor County, VT:
"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, mature trees, beautiful gardens, and a protected front-and-center view of Mt. Ascutney to the West and the Connecticut River to the East. This private peaceful setting includes an inground pool for those hot summer days, and two porches: one open air and one screened-in, with views into the New Hampshire hillsides. Inside, the house is open and bright with a wonderful flow throughout. The large living room features a wood-burning fireplace and plenty of windows streaming in lots of natural light. The formal dinin

$1,399,000

4 beds3.5 baths4,000 sq ft

145 The Plateau, Windsor, VT 05089

Private road • Screened-in porch • Built-in cabinets

Property at 66 Hollow Farm Rd, Woodstock, VT 05091, 5 beds, 3.5 baths

$2,650,000

5 beds3.5 baths4,843 sq ft

66 Hollow Farm Rd, Woodstock, VT 05091

Property at 1834 Tyson Rd, Reading, VT 05062, 4 beds, 3 baths

$659,000

4 beds3 baths2,428 sq ft

1834 Tyson Rd, Reading, VT 05062

Property at 847 Simonsville Rd, Andover, VT 05143, 3 beds, 2 baths

$350,000

3 beds2 baths1,352 sq ft

847 Simonsville Rd, Andover, VT 05143

Property at 167 Limey Ln, North Pomfret, VT 05053, 3 beds, 1.5 baths

$775,000

3 beds1.5 baths2,128 sq ft

167 Limey Ln, North Pomfret, VT 05053

Property at 915 Peterkin Hill Rd, South Woodstock, VT 05091, 5 beds, 5 baths

$2,300,000

5 beds5 baths3,489 sq ft

915 Peterkin Hill Rd, South Woodstock, VT 05091

Property at 84 Old Barn Ln, Brownsville, VT 05037, 4 beds, 3 baths

$574,900

4 beds3 baths3,200 sq ft

84 Old Barn Ln, Brownsville, VT 05037

Property at 115 Eastman Rd, South Woodstock, VT 05071, 3 beds, 3.5 baths

$5,875,000

3 beds3.5 baths5,384 sq ft

115 Eastman Rd, South Woodstock, VT 05071

Property at 49 Pleasant St, Ludlow, VT 05149, 6 beds, 5 baths

$599,999

6 beds5 baths4,184 sq ft

49 Pleasant St, Ludlow, VT 05149

Property at 90 Limey Ln, North Pomfret, VT 05053, 3 beds, 1 bath

$499,500

3 beds1 bath1,024 sq ft

90 Limey Ln, North Pomfret, VT 05053

Property at 55 County Rd, Windsor, VT 05089, 3 beds, 3 baths

$1,625,000

3 beds3 baths4,922 sq ft

55 County Rd, Windsor, VT 05089

Property at 188 Wall St, Springfield, VT 05156, 3 beds, 2 baths

$359,000

3 beds2 baths2,100 sq ft

188 Wall St, Springfield, VT 05156

Property at 1821 Chateauguay Rd, Barnard, VT 05031, 3 beds, 2 baths

$379,000

3 beds2 baths1,635 sq ft

1821 Chateauguay Rd, Barnard, VT 05031

Property at 62 Okemo Trailside Ext Unit 9C, Ludlow, VT 05149, 3 beds, 2 baths

$579,000

3 beds2 baths1,470 sq ft

62 Okemo Trailside Ext Unit 9C, Ludlow, VT 05149

Property at 58 Lakeshore Dr, Ludlow, VT 05149, 4 beds, 3 baths

$3,500,000

4 beds3 baths2,571 sq ft

58 Lakeshore Dr, Ludlow, VT 05149

Property at 328 Gravelin Rd, Perkinsville, VT 05151, 4 beds, 4.5 baths

$1,600,000

4 beds4.5 baths4,636 sq ft

328 Gravelin Rd, Perkinsville, VT 05151

Property at 2706 E Woodstock Rd, Woodstock, VT 05091, 4 beds, 3.5 baths

$1,695,000

4 beds3.5 baths4,800 sq ft

2706 E Woodstock Rd, Woodstock, VT 05091

Property at 62 Moon Shadow Dr, Ludlow, VT 05149, 5 beds, 4.5 baths

$4,999,000

5 beds4.5 baths9,170 sq ft

62 Moon Shadow Dr, Ludlow, VT 05149

Property at 320 W Rowe Hill Rd, Brownsville, VT 05037

$255,000

Studio— baths— sq ft

320 W Rowe Hill Rd, Brownsville, VT 05037

Property at 156 Main St, Ludlow, VT 05149, 10 beds, 7 baths

$1,550,000

10 beds7 baths7,566 sq ft

156 Main St, Ludlow, VT 05149

Property at 5893 Stage Rd, Barnard, VT 05031, 7 beds, 8 baths

$3,750,000

7 beds8 baths9,615 sq ft

5893 Stage Rd, Barnard, VT 05031

Property at 1641 W Hill Rd, Rochester, VT 05767, 3 beds, 3 baths

$640,000

3 beds3 baths2,697 sq ft

1641 W Hill Rd, Rochester, VT 05767

Property at 1440 Stevens Rd, Bridgewater Corners, VT 05035, 1 bed

$199,000

1 bed— baths448 sq ft

1440 Stevens Rd, Bridgewater Corners, VT 05035

Property at 366 Crimson Hawk Rd Unit S1-24, Plymouth, VT 05056, 3 beds, 2 baths

$475,000

3 beds2 baths1,308 sq ft

366 Crimson Hawk Rd Unit S1-24, Plymouth, VT 05056

Property at 764 Upper Sparrow Hawk Rd, Rochester, VT 05767, 3 beds, 2.5 baths

$1,125,000

3 beds2.5 baths2,520 sq ft

764 Upper Sparrow Hawk Rd, Rochester, VT 05767

Property at 1319 Brandon Mountain Rd, Rochester, VT 05767, 3 beds, 3 baths

$399,000

3 beds3 baths2,184 sq ft

1319 Brandon Mountain Rd, Rochester, VT 05767

Property at 650 Francis Rd, Barnard, VT 05031, 2 beds, 5.5 baths

$25,000,000

2 beds5.5 baths9,950 sq ft

650 Francis Rd, Barnard, VT 05031

Property at 2394 Fletcher Hill Rd, Woodstock, VT 05091, 2 beds, 2.5 baths

$1,895,000

2 beds2.5 baths2,944 sq ft

2394 Fletcher Hill Rd, Woodstock, VT 05091

Property at 1104 Main St, Cavendish, VT 05142, 3 beds, 4 baths

$730,000

3 beds4 baths3,590 sq ft

1104 Main St, Cavendish, VT 05142

Property at 53 Moon Shadow Dr, Ludlow, VT 05149, 7 beds, 6.5 baths

$4,450,000

7 beds6.5 baths6,245 sq ft

53 Moon Shadow Dr, Ludlow, VT 05149

Property at 1300 Mountain Rd, Ludlow, VT 05149, 4 beds, 5 baths

$1,500,000

4 beds5 baths2,887 sq ft

1300 Mountain Rd, Ludlow, VT 05149

Property at 44 Freeman Rd Unit B2, Proctorsville, VT 05153, 3 beds, 3.5 baths

$599,000

3 beds3.5 baths2,203 sq ft

44 Freeman Rd Unit B2, Proctorsville, VT 05153

Property at 1497 Bowman Rd, Barnard, VT 05031, 5 beds, 7 baths

$2,200,000

5 beds7 baths7,322 sq ft

1497 Bowman Rd, Barnard, VT 05031

Property at 33 Acorn St, White River Junction, VT 05001, 5 beds, 4.5 baths

$625,000

5 beds4.5 baths4,482 sq ft

33 Acorn St, White River Junction, VT 05001

Property at 406 Mt View Loop, Rochester, VT 05767, 2 beds, 1.5 baths

$465,000

2 beds1.5 baths1,008 sq ft

406 Mt View Loop, Rochester, VT 05767

Property at 114 Oak Ridge Way, Woodstock, VT 05091, 4 beds, 3.5 baths

$2,500,000

4 beds3.5 baths5,127 sq ft

114 Oak Ridge Way, Woodstock, VT 05091

Property at 1726 Skitchewaug Trl, Springfield, VT 05156, 4 beds, 4.5 baths

$2,790,000

4 beds4.5 baths2,894 sq ft

1726 Skitchewaug Trl, Springfield, VT 05156

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Homes with a View for Sale in Windsor County

There are currently 221 homes with a view homes for sale in Windsor County at a median listing price of $569K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windsor County stay on the market for 70 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 63 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 99 condos, 0 townhouses, and 21 multi-family units for sale in Windsor County last month. Find your dream home in Windsor County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Windsor County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windsor County. If you're looking to sell your home in the Windsor County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windsor County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Copyright 2026 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Wed Aug 26 2026 on the search page

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