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

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ABOUT THIS HOME
2 Bedroom Homes for Sale in Windsor County, VT
This 2-bedroom Sugarhill Condo, perched up at the top of the hill, is a beautiful, bright, and peaceful place to be. With a large deck out back, you can enjoy this lovely time of year and see the ridgeline through the trees. As you step inside, the tile in the entryway is the perfect touch for all the seasons Vermont offers. The open-concept first-floor living room is an excellent space for families to gather and sit in front of the wood-burning fireplace after a day of enjoying all the Quechee Lakes amenities. The updated kitchen adds a warm, welcoming feel to the home. Upstairs, the cozy two bedrooms share a full bathroom, each with its own individual vanity. The large walk-in closet is a

$345,000

2 beds1.5 baths1,472 sq ft

291 Sugarhill Ln Unit 1B, Hartford, VT 05059

Large deck • Updated kitchen • Large walk-in closet

ABOUT THIS HOME
2 Bedroom Homes for Sale in Windsor County, VT
Experience the ultimate four-season lifestyle in this desirable end-unit condo at Quechee Lakes. Perfectly situated for both relaxation and adventure, this home offers ultimate convenience with both the Highland Golf Course and Lakeland Golf Courses just steps from your door, and the best of the Quechee Club just a short stroll away. Enjoy the ease of a first-floor primary bedroom and an open, sunny main-level living space centered around the gas fireplace. There's a flex room that would work great as an office, den, playroom, or just some extra storage. Take advantage of Year-Round Recreation beyond golf, Lake Pinneo is just steps away, and you’re minutes from Ski Quechee, tennis and

$495,000

2 beds2 baths1,346 sq ft

111 Lakeland Dr Unit D, Quechee, VT 05059

End-unit condo • Gas fireplace • Tennis courts

ABOUT THIS HOME
2 Bedroom Homes for Sale in Windsor County, VT
Take a look at this home in mid-Vermont- close to the premier Killington Mountain Ski Resort. This property is on an open 2 acre lot with plenty of sun and space for pets, gardens or greenhouses. An adjoining 1 acre house lot can be purchased separately. This Stockbridge home has an extra living apartment below- accessible by a separate driveway, that provides options for extended family, renters or vacationers- and allows space for ski vacationers to spread out or mom and pop to have privacy. While technically it's a 2 bedroom, the layout could accommodate 6-8 with a little creativity. Or make it your forever home in the heart of Vermont with small towns Stockbridge and Rochester providing

$449,000

2 beds2.5 baths2,200 sq ft

339 Ranney Rd, Stockbridge, VT 05772

Open 2 acre lot • Separate driveway • 2.2 acre lot

VIDEO TOUR

ABOUT THIS HOME
2 Bedroom Homes for Sale in Windsor County, VT
Downtown Ludlow Convenience - Welcome to Mill #212, a beautifully updated condo in the heart of Ludlow. Just minutes to Okemo Mountain and directly on the shuttle route, this furnished unit combines comfort with convenience. Inside, you’ll find exposed beams, modern updates throughout, and an open living space that flows seamlessly to a private deck overlooking the Black River. Enjoy the ease of being steps from shops, dining, and village amenities while still feeling tucked away. With a proven rental history, this home offers excellent rental potential as well as a perfect Vermont retreat. Visit the Okemo real estate community today. Taxes are based on the town assessment.

$220,000

2 beds1.5 baths1,019 sq ft

145 Main St #212, Ludlow, VT 05149

Private deck • Rental potential • Steps from shops

ABOUT THIS HOME
2 Bedroom Homes for Sale in Windsor County, VT
Welcome to F101, a perfectly located 2-bedroom, 2-bath condominium offering exclusive slopeside access and abundant sunlight from its Southern exposure. The unit boasts a desirable open floor plan and a private entrance for ultimate convenience. Sold fully furnished, this affordable gem provides an unparalleled mountain lifestyle. Residents enjoy the exclusive Day Lodge amenities, including the heated indoor/outdoor pool, hot tub, sauna, gym facilities, and a wonderful on-site dining option. Inquire now to schedule your private showing.

$595,000

2 beds2 baths976 sq ft

17 Daybreak Dr Unit F101, Ludlow, VT 05149

Open floor plan • Hot tub • Sauna

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

$39,000,000

2 beds5.5 baths9,950 sq ft

650 Francis Rd, Barnard, VT 05031

Property at 33 Mountain Ave, Woodstock, VT 05091, 2 beds, 3.5 baths

$1,295,000

2 beds3.5 baths2,280 sq ft

33 Mountain Ave, Woodstock, VT 05091

Property at 3803 Woodstock Rd, White River Junction, VT 05001, 2 beds, 1 bath

$899,000

2 beds1 bath1,278 sq ft

3803 Woodstock Rd, White River Junction, VT 05001

Property at 46 Ledgeside Ter, White River Junction, VT 05001, 2 beds, 1 bath

$150,000

2 beds1 bath1,296 sq ft

46 Ledgeside Ter, White River Junction, VT 05001

Property at 402 Marsh Family Rd, Hartford, VT 05047, 2 beds, 2.5 baths

$399,000

2 beds2.5 baths2,332 sq ft

402 Marsh Family Rd, Hartford, VT 05047

Property at 253 Old Quechee Rd Unit 6D, White River Junction, VT 05059, 2 beds, 1.5 baths

$219,000

2 beds1.5 baths1,063 sq ft

253 Old Quechee Rd Unit 6D, White River Junction, VT 05059

Property at 36 Juniper Dr Unit 6B, White River Junction, VT 05001, 2 beds, 1.5 baths

$329,000

2 beds1.5 baths1,225 sq ft

36 Juniper Dr Unit 6B, White River Junction, VT 05001

Property at 106 Contro Rd, Chester, VT 05143, 2 beds, 2.5 baths

$289,000

2 beds2.5 baths1,475 sq ft

106 Contro Rd, Chester, VT 05143

Property at 1163 Baker Turn Rd Unit 2E, Hartford, VT 05059, 2 beds, 1.5 baths

$374,000

2 beds1.5 baths1,320 sq ft

1163 Baker Turn Rd Unit 2E, Hartford, VT 05059

Property at 1079 Fletcher Hill Rd, Woodstock, VT 05071, 2 beds, 2 baths

$425,000

2 beds2 baths1,440 sq ft

1079 Fletcher Hill Rd, Woodstock, VT 05071

Property at 4351 Vermont RT 11 W, Chester, VT 05143, 2 beds, 1 bath

$149,900

2 beds1 bath1,120 sq ft

4351 Vermont RT 11 W, Chester, VT 05143

Property at 224 QIV Jackson Gore Inn Unit 224 QIV, Ludlow, VT 05149, 2 beds, 2 baths

$95,000

2 beds2 baths1,025 sq ft

224 QIV Jackson Gore Inn Unit 224 QIV, Ludlow, VT 05149

Property at 1001 Woodstock Rd, White River Junction, VT 05001, 2 beds, 2 baths

$379,900

2 beds2 baths1,584 sq ft

1001 Woodstock Rd, White River Junction, VT 05001

Property at 696 Route 100 N, Ludlow, VT 05149, 2 beds, 1 bath

$415,000

2 beds1 bath1,100 sq ft

696 Route 100 N, Ludlow, VT 05149

Property at 29 Markham Ln, Weston, VT 05161, 2 beds, 1 bath

$299,000

2 beds1 bath750 sq ft

29 Markham Ln, Weston, VT 05161

Property at 403 Horseshoe Way, South Woodstock, VT 05071, 2 beds, 1.5 baths

$845,000

2 beds1.5 baths1,714 sq ft

403 Horseshoe Way, South Woodstock, VT 05071

Property at 1500 Brownsville Hartland Rd, West Windsor, VT 05089, 2 beds, 1 bath

$115,000

2 beds1 bath720 sq ft

1500 Brownsville Hartland Rd, West Windsor, VT 05089

Property at 1782 Blackmer Blvd, Stockbridge, VT 05772, 2 beds, 1 bath

$425,000

2 beds1 bath1,092 sq ft

1782 Blackmer Blvd, Stockbridge, VT 05772

Property at 1873 Old River Rd, White River Junction, VT 05001, 2 beds, 1 bath

$425,000

2 beds1 bath908 sq ft

1873 Old River Rd, White River Junction, VT 05001

Property at 145 Main St #210, Ludlow, VT 05149, 2 beds, 1 bath

$215,000

2 beds1 bath892 sq ft

145 Main St #210, Ludlow, VT 05149

Property at 1438 Gravelin Rd, Perkinsville, VT 05151, 2 beds, 1 bath

$169,500

2 beds1 bath1,500 sq ft

1438 Gravelin Rd, Perkinsville, VT 05151

Property at 396 S Main St, Bethel, VT 05032, 2 beds, 2 baths

$205,000

2 beds2 baths1,420 sq ft

396 S Main St, Bethel, VT 05032

Property at 891 Route 100, Weston, VT 05161, 2 beds, 1 bath

$245,000

2 beds1 bath864 sq ft

891 Route 100, Weston, VT 05161

Property at 1452 Tyson Rd, Reading, VT 05062, 2 beds, 1 bath

$475,000

2 beds1 bath1,020 sq ft

1452 Tyson Rd, Reading, VT 05062

Property at 238 Q1 Jackson Gore Inn Unit 238 Q1, Ludlow, VT 05149, 2 beds, 2 baths

$95,000

2 beds2 baths1,025 sq ft

238 Q1 Jackson Gore Inn Unit 238 Q1, Ludlow, VT 05149

Property at 60 Spencer Hollow Rd, Springfield, VT 05156, 2 beds, 3 baths

$859,000

2 beds3 baths2,250 sq ft

60 Spencer Hollow Rd, Springfield, VT 05156

Property at 78 Division St, Hartford, VT 05088, 2 beds, 2 baths

$339,000

2 beds2 baths1,451 sq ft

78 Division St, Hartford, VT 05088

Property at 2359 VT Route 107, Bethel, VT 05032, 2 beds, 2 baths

$235,995

2 beds2 baths1,076 sq ft

2359 VT Route 107, Bethel, VT 05032

Property at 19 Kettlebrook Rd Unit D5, Ludlow, VT 05149, 2 beds, 2 baths

$649,000

2 beds2 baths1,349 sq ft

19 Kettlebrook Rd Unit D5, Ludlow, VT 05149

Property at 442 E Woodstock Rd Unit 4A, Woodstock, VT 05091, 2 beds, 1 bath

$239,000

2 beds1 bath1,190 sq ft

442 E Woodstock Rd Unit 4A, Woodstock, VT 05091

Property at 691 Dartt Hill Rd, Bethel, VT 05032, 2 beds, 1 bath

$649,000

2 beds1 bath1,196 sq ft

691 Dartt Hill Rd, Bethel, VT 05032

Property at 104 Deer Run #13, Brownsville, VT 05037, 2 beds, 1.5 baths

$240,000

2 beds1.5 baths1,140 sq ft

104 Deer Run #13, Brownsville, VT 05037

Property at 683 Reservoir Rd, White River Junction, VT 05001, 2 beds, 2.5 baths

$1,395,000

2 beds2.5 baths2,112 sq ft

683 Reservoir Rd, White River Junction, VT 05001

Property at 144 Lodge Rd #6, Ludlow, VT 05149, 2 beds, 2.5 baths

$795,000

2 beds2.5 baths1,248 sq ft

144 Lodge Rd #6, Ludlow, VT 05149

Property at 251 Route 100 N, Ludlow, VT 05149, 2 beds, 1 bath

$1,700,000

2 beds1 bath988 sq ft

251 Route 100 N, Ludlow, VT 05149

Property at Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149, 2 beds, 3 baths

$100,000

2 beds3 baths1,367 sq ft

Jackson Gore Adams House Unit 606/608 QII, Ludlow, VT 05149

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2 Bedroom Homes for Sale in Windsor County

There are currently 53 2 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 102 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 87 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 Mon Dec 29 2025 on the search page

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