4 Bedroom homes for sale & real estate in Windsor County, VT

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NEW 1 DAY AGOVIDEO TOUR

ABOUT THIS HOME
4 Bedroom Homes for Sale in Windsor County, VT
Welcome to Okemo Pines! This luxurious four-bedroom, three-and-a-half-bath timber frame home offers an open-concept main floor with white oak floors and customizable bonus rooms. The great room features a cathedral ceiling, ample windows that frame the views, and a fieldstone fireplace. The chef's kitchen includes a farmer's sink, custom cherry cabinetry, and a walk-in pantry. The main level hosts a luxurious primary suite with a walk-in closet. Upstairs offers two additional bedrooms and an office The lower level features the fourth bedroom, a full bath, a den, and a sunny game/billiards room. The property includes an attached two-car garage and is ideally located just a minute's drive fr

$1,400,000

4 beds3.5 baths4,487 sq ft

42 Cedar Dr, Ludlow, VT 05149

Timber frame home • Ample windows • Cathedral ceiling

NEW 10 HRS AGO

ABOUT THIS HOME
4 Bedroom Homes for Sale in Windsor County, VT
A circa 1734 Cape, displaying museum quality authentic detailing, in a setting worthy of a Vermont Life Magazine cover! Originally sited in N. H. , the Cape was patiently dismantled, with components meticulously cataloged, and then relocated to an idyllic Vermont hilltop setting! The interior seamlessly blends early New England architectural features with benefits of contemporary design amenities. Authentic post and beam construction, gunstock corner posts, exposed beams, extraordinary wide board floors, 4 brick fireplaces, wide board sheathing and hand planed surfaces are desirable components! The advantage of contemporary mechanical systems, a full size cement basement and whole house bac

$3,490,000

4 beds4.5 baths2,894 sq ft

1726 Skitchewaug Trl, Springfield, VT 05156

Wide board floors • Brick fireplaces • Cement basement

ABOUT THIS HOME
4 Bedroom Homes for Sale in Windsor County, VT
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 primary bedroom, and three more bedrooms upstairs. Main level laundry and lots of storage space in the basement. Two car garage with electric car charger. Recent improvements include paved driveway, mini splits and lifetime guttering. Located in a quiet Vermont neighborhood with convenient access to I 91 and I 89 also close enough to shopping needs in West Lebanon, lots of your boxes are checked. Easy commute to Ski areas, local hospitals or Dartmouth College.

$615,000

4 beds2.5 baths2,468 sq ft

223 Taylor Dr, Windsor, VT 05089

Paved driveway • Main level laundry • Spacious living room

OPEN SAT, 2PM TO 4PM3D & VIDEO TOUR

ABOUT THIS HOME
4 Bedroom Homes for Sale in Windsor County, VT
Open House Saturday 12/20 2:00-4:00. Nestled in the heart of the Quechee Club community with a seasonal view across the valley, just 7 miles east of Woodstock, this spacious four-bedroom, four bathroom home offers the best of Vermont living. Quechee Lakes is a private, full-amenity resort with two championship golf courses, a private lake and beach, tennis and pickleball, indoor/outdoor pools, a fitness center, and a racquet complex. In winter, enjoy downhill skiing at the Quechee Ski Hill and relax over breakfast in the base lodge, plus cross-country trails, snowshoeing, and skating. Just minutes away, Quechee Village features its historic covered bridge, river views, and the renowned Simo

$499,000

4 beds3 baths2,258 sq ft

79 Clarina Nichols Ln, Hartford, VT 05059

Fitness center • Indoor outdoor pools • 0.93 acre lot

ABOUT THIS HOME
4 Bedroom Homes for Sale in Windsor County, VT
Effortless Style Meets Vermont Village Living Sweeping arches, sun-soaked spaces, and vintage charm, this Ludlow Village home is the perfect blend of character and modern comfort. Lovingly cared for over 33 years, it's been thoughtfully renovated to keep the history intact while adding all the upgrades you want. Wake up to southern light streaming into your sunroom, sip coffee on the elevated deck with mountain views, or gather friends around the patio's hot tub and gas fire pit after a day on the slopes. With Okemo Mountain Resort just minutes away, you can ski in winter, golf in summer, and explore pristine lakes all year long. Inside, high-speed internet keeps you connected while heated

$799,000

4 beds2 baths2,516 sq ft

14 Gill Ter, Ludlow, VT 05149

Hot tub • High-speed internet • Elevated deck

Property at 298 Jenneville Rd, Hartland, VT 05048, 4 beds, 2 baths

$635,000

4 beds2 baths2,212 sq ft

298 Jenneville Rd, Hartland, VT 05048

Property at 79 Merrill St, Springfield, VT 05156, 4 beds, 2.5 baths

$199,000

4 beds2.5 baths2,048 sq ft

79 Merrill St, Springfield, VT 05156

Property at 598 E Woodstock Rd, Woodstock, VT 05091, 4 beds, 3 baths

$795,000

4 beds3 baths3,190 sq ft

598 E Woodstock Rd, Woodstock, VT 05091

Property at 1362 Barnard Rd, Woodstock, VT 05091, 4 beds, 2 baths

$2,395,000

4 beds2 baths3,000 sq ft

1362 Barnard Rd, Woodstock, VT 05091

Property at 1806 Route 100 S, Rochester, VT 05767, 4 beds, 2 baths

$399,000

4 beds2 baths2,554 sq ft

1806 Route 100 S, Rochester, VT 05767

Property at 307 Remick Rd, White River Junction, VT 05001, 4 beds, 3 baths

$1,100,000

4 beds3 baths2,640 sq ft

307 Remick Rd, White River Junction, VT 05001

Property at 125 Shurtleff Ln, Woodstock, VT 05091, 4 beds, 4 baths

$1,300,000

4 beds4 baths3,195 sq ft

125 Shurtleff Ln, Woodstock, VT 05091

Property at 3914 South Rd, Woodstock, VT 05071, 4 beds, 3 baths

$725,000

4 beds3 baths3,584 sq ft

3914 South Rd, Woodstock, VT 05071

Property at 13 Bullard St, White River Junction, VT 05001, 4 beds, 2 baths

$479,000

4 beds2 baths1,568 sq ft

13 Bullard St, White River Junction, VT 05001

Property at 411 Wood Rd, Hartford, VT 05059, 4 beds, 3.5 baths

$1,425,000

4 beds3.5 baths4,204 sq ft

411 Wood Rd, Hartford, VT 05059

Property at 1668 Hartford Ave, Hartford, VT 05001, 4 beds, 2 baths

$379,000

4 beds2 baths1,296 sq ft

1668 Hartford Ave, Hartford, VT 05001

Property at 58 Depot St, Chester, VT 05153, 4 beds, 2 baths

$249,000

4 beds2 baths2,016 sq ft

58 Depot St, Chester, VT 05153

Property at 1607 Massey Rd, Springfield, VT 05156, 4 beds, 2 baths

$895,000

4 beds2 baths4,144 sq ft

1607 Massey Rd, Springfield, VT 05156

Property at 9 Fairview St, Springfield, VT 05156, 4 beds, 1.5 baths

$200,000

4 beds1.5 baths1,482 sq ft

9 Fairview St, Springfield, VT 05156

Property at 187 Hopson Rd, Norwich, VT 05055, 4 beds, 2.5 baths

$1,495,000

4 beds2.5 baths2,710 sq ft

187 Hopson Rd, Norwich, VT 05055

Property at 46 Runnals Rd, White River Junction, VT 05001, 4 beds, 4 baths

$585,000

4 beds4 baths3,934 sq ft

46 Runnals Rd, White River Junction, VT 05001

Property at 5798 W Woodstock Rd, Woodstock, VT 05091, 4 beds, 2 baths

$439,000

4 beds2 baths1,617 sq ft

5798 W Woodstock Rd, Woodstock, VT 05091

Property at 513 Deer Brook Way Lot 16, Woodstock, VT 05091, 4 beds, 2.5 baths

$1,295,000

4 beds2.5 baths2,668 sq ft

513 Deer Brook Way Lot 16, Woodstock, VT 05091

Property at 166 Robbins Hl, Hartford, VT 05059, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths4,336 sq ft

166 Robbins Hl, Hartford, VT 05059

Property at 2 Pond St, Ludlow, VT 05149, 4 beds, 1 bath

$269,000

4 beds1 bath1,554 sq ft

2 Pond St, Ludlow, VT 05149

Property at 760 E Ash Rd, Plymouth, VT 05056, 4 beds, 3.5 baths

$715,000

4 beds3.5 baths2,654 sq ft

760 E Ash Rd, Plymouth, VT 05056

Property at 35 Stevens Rd, Cavendish, VT 05142, 4 beds, 3 baths

$674,000

4 beds3 baths3,100 sq ft

35 Stevens Rd, Cavendish, VT 05142

Property at 198 Piper Hill Rd, Weston, VT 05161, 4 beds, 2.5 baths

$1,995,000

4 beds2.5 baths3,839 sq ft

198 Piper Hill Rd, Weston, VT 05161

Property at 157 Thompson Rd, Chester, VT 05143, 4 beds, 2.5 baths

$995,000

4 beds2.5 baths2,772 sq ft

157 Thompson Rd, Chester, VT 05143

Property at 1226 E Ash Rd Unit L34, Plymouth, VT 05056, 4 beds, 3 baths

$419,000

4 beds3 baths1,920 sq ft

1226 E Ash Rd Unit L34, Plymouth, VT 05056

Property at 215 Elm Hill St, Springfield, VT 05156, 4 beds, 2.5 baths

$379,000

4 beds2.5 baths2,240 sq ft

215 Elm Hill St, Springfield, VT 05156

Property at 3364 W Woodstock Rd, Woodstock, VT 05091, 4 beds, 3 baths

$549,000

4 beds3 baths2,470 sq ft

3364 W Woodstock Rd, Woodstock, VT 05091

Property at 16 Church St, Woodstock, VT 05091, 4 beds, 3 baths

$1,295,000

4 beds3 baths3,089 sq ft

16 Church St, Woodstock, VT 05091

Property at 3 Olney Rd, North Springfield, VT 05150

$215,000

— beds— baths2,381 sq ft

3 Olney Rd, North Springfield, VT 05150

Property at 40 Union St, White River Junction, VT 05001, 4 beds, 2 baths

$329,000

4 beds2 baths1,373 sq ft

40 Union St, White River Junction, VT 05001

Property at 412 Skyland Ln, Woodstock, VT 05091, 4 beds, 4.5 baths

$6,750,000

4 beds4.5 baths5,087 sq ft

412 Skyland Ln, Woodstock, VT 05091

Property at 490 W Hill Rd, Ludlow, VT 05149, 4 beds, 2.5 baths

$795,000

4 beds2.5 baths2,663 sq ft

490 W Hill Rd, Ludlow, VT 05149

Property at 85 Pallottas Hill Rd, Ludlow, VT 05149, 4 beds, 2 baths

$5,500,000

4 beds2 baths3,150 sq ft

85 Pallottas Hill Rd, Ludlow, VT 05149

Property at 6077 VT Route 12, Barnard, VT 05031, 4 beds, 3 baths

$795,000

4 beds3 baths2,099 sq ft

6077 VT Route 12, Barnard, VT 05031

Property at 166 Woods West Rd, Ludlow, VT 05149, 4 beds, 3.5 baths

$1,250,000

4 beds3.5 baths4,177 sq ft

166 Woods West Rd, Ludlow, VT 05149

Property at 254 Town Line Rd, Plymouth, VT 05056, 4 beds, 3.5 baths

$2,499,000

4 beds3.5 baths5,079 sq ft

254 Town Line Rd, Plymouth, VT 05056

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4 Bedroom Homes for Sale in Windsor County

There are currently 69 4 bedroom homes in Windsor County. 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 101 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 86 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 94 condos, 4 townhouses, and 27 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 2025 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 Sat Dec 20 2025 on the search page

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