Browse All Windsor VT 2 Bedroom Properties for Sale

Welcome to 319 Back Mountain Road in Windsor, Vermont, a comfortable 2-bedroom ranch situated on approximately one acre in a peaceful country setting. The home features a...

2 Beds
1 Baths
5106677 MLS
ACTIVE UNDER CONTRACT Status

143 Ascutney St, Windsor $350,000

Welcome to 143 Ascutney Street, a well-maintained 2-bedroom, 1.5-bath home offering 1,092 square feet of comfortable living space. Thoughtfully cared for over the years, ...

2 Beds
2 Baths
5103773 MLS
PENDING Status

15 Rt 5 N, Windsor $279,000

Completely rebuilt in 2014 (except for the storage room) and set on 2.51 acres spanning both Windsor and Hartland, this 2-bedroom, 1-bath ranch offers comfortable one-lev...

2 Beds
1 Baths
5103442 MLS
ACTIVE UNDER CONTRACT Status

466 Estey Ln, Windsor $299,000

Embrace the ultimate Vermont lifestyle with this 1950s ranch, perfectly situated on 6.8 sprawling acres of versatile land at 466 Esty Lane in Windsor. Combining nostalgic...

2 Beds
1 Baths
5096070 MLS
ACTIVE Status

29 National St, Windsor $229,000

Take a look at this rare chance to own a BRAND NEW home in the heart of Windsor. Built for efficiency, the house features a raised foundation to keep it out of the flood ...

2 Beds
1 Baths
5085358 MLS
ACTIVE Status

6 Bavier Ave, Windsor $200,000

None

2 Beds
1 Baths
5058855 MLS
CLOSED Status

205 Channing Dr, Windsor $310,000

Welcome to this inviting 2-bedroom, 1.5-bath ranch-style home located just a short distance from Main Street in Windsor, VT. Set on a manageable and sunny .29-acre lot, t...

2 Beds
2 Baths
5045341 MLS
CLOSED Status

149 Main St, Windsor $110,000

Behind the gated picket fence, is a 1795 dwelling waiting to be restored to its former beauty. Beautiful wooden beams and wood floors. Upon entering the dwelling, there...

2 Beds
3 Baths
4986683 MLS
CLOSED Status

25.5 Union St, Windsor $146,000

Take advantage of this convenient home that places you right in the heart of downtown Windsor, Vermont. Walking distance to the amenities you need. With emergency respons...

2 Beds
1 Baths
4976062 MLS
CLOSED Status

39 Mountain Rd, Windsor $245,000

Currently used as a vacation home, this property offers plenty of flexibility to suit your needs. Use it as a personal retreat where you can escape on weekends and holida...

2 Beds
1 Baths
5020967 MLS
CLOSED Status

138 Camp Rd, Windsor $300,000

Escape to nature at this classic seasonal camp on the crystal-clear White Pond in low tax Windsor, NH. Nestled among tall pines and just steps from the water, this cozy ...

2 Beds
1 Baths
5036793 MLS
CLOSED Status

30 Rocky Ledge Rd, Windsor $415,000

Beautiful Low Tax Windsor 2018 Home with Single Floor Easy Living including an Open Floorplan! 5 acres offer wooded and landscaped areas as well as a firepit and backyard...

2 Beds
1 Baths
4997701 MLS
CLOSED Status

90 Rocky Ledge Rd, Windsor $346,250

Do you enjoy sunsets? Mountain Views? Then this ranch with its 43x10 back deck will fit the bill as you experience gorgeous sunsets and mountains views all year long. ...

2 Beds
1 Baths
4988979 MLS
CLOSED Status

17 Fairview Ter, Windsor $126,000

What a convenient location – this two bedroom home offers one level living with many upgrades including newer bathroom, flooring and roof to name a few; it is just waitin...

2 Beds
1 Baths
4976048 MLS
CLOSED Status

141 Ascutney St, Windsor $224,900

RECENT UPDATES INCLUDE NEW WIRING, STANDING SEAM ROOF, PLUMBING, HOT WATER HEATER, KITCHEN CABINETS & COUNTERTOPS AND FLOORING, LANDSCAPED GROUNDS WITH A HUGE ARRAY OF FL...

2 Beds
1 Baths
4999012 MLS
CLOSED Status

146 Ascutney St, Windsor $161,710

Come check out this very cute diamond in the rough! This home offers 2 good sized bedrooms with huge closets and a primary with a deck off the bedroom, as well as potenti...

2 Beds
2 Baths
5006169 MLS
CLOSED Status

2305 County Rd, Windsor $352,000

Fondly referred to as "Lil Red", this historic 1849 home was originally the 6th District Schoolhouse! Meticulously renovated in 2014 all while maintaining that classic Ve...

2 Beds
2 Baths
4979628 MLS
CLOSED Status

64 Black Pond Rd, Windsor $156,000

Back on the market until November. Adorable home in low tax Windsor, NH (Tax rate is only $5.47 per thousand) Paved town road. Two bedroom home with large barn for storag...

2 Beds
1 Baths
5007039 MLS
CLOSED Status

493 County Road Unit 190000.493, Windsor image

493 County Road Unit 190000.493, Windsor $239,000

Delayed showing at Open House Saturday 19th of August from 10 to 12:00 Walk to town and hiking trails, from the adorable Post and Beam constructed home. With just a few...

2 Beds
2 Baths
4965418 MLS
CLOSED Status

159 Estey Ln, Windsor $242,000

Discover the potential of this charming 2-bedroom, 2-bathroom ranch property set on 1.10 acres of picturesque land in Windsor, VT. This home offers a canvas for your imag...

2 Beds
2 Baths
4987177 MLS
CLOSED Status

3 Fitch Ct, Windsor $229,000

Ready for the next generation is this lovingly cared for New Englander. Nestled on a quiet side street in the heart of Windsor, VT, this classic 2-bedroom, 2-bath home o...

2 Beds
2 Baths
5036774 MLS
CLOSED Status

39 Dairy Ln, Windsor $355,000

NEW LISTING! Are you looking a great starter home, downsizer or investment property, with a great location? Look no further! 39 Dairy Lane offers an open kitchen dining ...

2 Beds
2 Baths
4985210 MLS
CLOSED Status

108 Cubb Ct, Windsor $96,232

Welcome to 132 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 model manufactured home offers 2 be...

2 Beds
2 Baths
5050701 MLS
ACTIVE Status

1 Dorrance St, Windsor $315,000

Open House 10/4/1025 11Am-1Pm. This lovingly maintained Cape-style home, perfectly set on a 0.18-acre corner lot. With 2 bedrooms, 1.5 bathrooms, a welcoming covered porc...

2 Beds
2 Baths
5063490 MLS
CLOSED Status

16 Day St, Windsor $94,900

"Highest & Best Offer" deadline for submission is 10am EDT, Friday 5/23. This property is eligible under the Freddie Mac First Look Initiative through 06/15/2025. This ...

2 Beds
1 Baths
5041651 MLS
CLOSED Status

517 Back Mountain Rd, Windsor $96,232

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 offe...

2 Beds
2 Baths
5050699 MLS
CLOSED Status

11 Cubb Ct, Windsor $96,232

Welcome to 11 Cubb Court, Windsor, VT, where modern comfort meets affordability in Mount Ascutney MHP! This brand-new Redman 25206-58 manufactured home offers 2 bedrooms,...

2 Beds
2 Baths
5050703 MLS
CLOSED Status

138 Ascutney St, Windsor $40,000

Cash Sale - Being Sold in "As Is - As Seen" Condition. This Trailer (+) addition(s) is on it's own land (Not in a Park). Is is located just a short walk form Kennedy Pon...

2 Beds
1 Baths
5058935 MLS
CLOSED Status

2505 County Rd, Windsor $299,000

Here's a hidden gem for you in the heart of Vermont's magical, tranquil and picturesque countryside. Situated on 22 acres of forest and field sits a modest ranch home t...

2 Beds
1 Baths
5047245 MLS
CLOSED Status

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .

2 Bedroom Windsor Real Estate

Our website features the best real estate search for 2 bedroom properties available in Windsor and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!