Multi Family homes for sale & real estate in Windham County, VT

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ABOUT THIS HOME
Multi Family Home for sale in Windham County, VT:
This is your chance to own in downtown Londonderry! You have the option of commercial, residential or BOTH. One unit is currently set up for residential use with living area and 3/4 bath on the first level and three bedrooms and full bath on the second floor. The second unit has been used for commercial use in the past with open space and 1/2 bath on the first floor with 3 rooms and 2 full baths on the second floor. Should you choose to live in all or part you would be close to skiing at Bromley, Magic, Okemo and Stratton as well as nearby shopping/dining in Weston and Manchester. If you like outdoor activities you would have most options near by including hiking, biking and horseback r

$299,000

6 beds3 baths3,942 sq ft

2072 N Main St, Londonderry, VT 05148

Separate utilities • New furnace • Hot water heater

ABOUT THIS HOME
Multi Family Home for sale in Windham County, VT:
Discover a superb investment or owner-occupant opportunity in the heart of downtown Bellows Falls, Vermont. This well-maintained two-story multi-family building offers two separate units, each featuring two bedrooms and one full bathroom. The property is dressed in durable vinyl siding for low-maintenance appeal and is fully insulated in the basement, exterior walls, and attic—enhancing energy efficiency and year-round comfort. A vapor-barrier system installed in the basement roughly seven years ago adds long-term protection and value. Just minutes from Interstate 91 (Exit 5 or 6) and within walking distance of the village core—including local restaurants, coffee shops and the h

$199,000

— beds— baths2,139 sq ft

34 Williams St, Bellows Falls, VT 05101

Commuter convenience • Durable vinyl siding • Vapor-barrier system

ABOUT THIS HOME
Multi Family Home for sale in Windham County, VT:
OPEN HOUSE 11/13 4-5:30PM This turnkey income generator is now move in ready! One side is vacant and ready for your plans, the other has a successful Airbnb rental history and was completely renovated in 2018. Both have in-unit washer/dryer/ hook up. Enter through the thoughtfully crafted mudroom with generous built-in storage. The open-concept kitchen, dining, and living areas create an inviting downstairs living space, while the private second floor houses the bedrooms and full bath. The Airbnb unit is available to come completely furnished as seen in photos. The other unit is a mirror image with strong rental history. This Multi-Family home features a two-car garage, mature landscaping,

$415,000

6 beds2 baths2,048 sq ft

58-60 Frost Pl, Brattleboro, VT 05301

Renovated kitchen • Completely renovated • In-unit washer dryer

ABOUT THIS HOME
Multi Family Home for sale in Windham County, VT:
Great opportunity for starting or expanding your investment portfolio. Good rental income and affordable property. Nice location. Good parking for tenants and private porches. Minimal yard maintenance.

$89,000

5 beds3 baths2,108 sq ft

321 Williams St, Brattleboro, VT 05301

Fully rented • Private porches • 6,969 sq ft lot

ABOUT THIS HOME
Multi Family Home for sale in Windham County, VT:
MOTIVATED SELLER: Charming Two-Unit Multi-Family on Quiet In-Town Street – Ideal for Investors or Owner-Occupants! Tucked away on a peaceful side street yet just minutes from shopping, dining, and public transportation, this two-family property offers the perfect blend of convenience and comfort. The current owners have updated all the electrical in both units. Each unit features spacious, light-filled rooms with large windows that bring in an abundance of natural light. Both units include enclosed porches—ideal for relaxing or extra storage—and enjoy access to off-street parking, a rare find in such a central location. Whether you're looking to live in one unit and rent

$310,000

4 beds2 baths2,408 sq ft

78-80 Central St, Brattleboro, VT 05301

Quiet in town street • Updated electrical • Enclosed porches

Property at 176 High St, Brattleboro, VT 05301, 5 beds, 4 baths

$479,000

5 beds4 baths3,064 sq ft

176 High St, Brattleboro, VT 05301

Property at 633-635 Route 100, Stratton, VT 05360, 4 beds, 5 baths

$795,000

4 beds5 baths3,409 sq ft

633-635 Route 100, Stratton, VT 05360

Property at 69-71 Elliot St, Brattleboro, VT 05301, 7 baths

$1,150,000

— beds7 baths6,442 sq ft

69-71 Elliot St, Brattleboro, VT 05301

Property at 89 Gates Pond Rd, Whitingham, VT 05361, 7 beds, 4 baths

$339,000

7 beds4 baths3,000 sq ft

89 Gates Pond Rd, Whitingham, VT 05361

Property at 556 S Main St, Brattleboro, VT 05301, 6 beds, 2 baths

$270,000

6 beds2 baths2,112 sq ft

556 S Main St, Brattleboro, VT 05301

Property at 25 Cottage St, Brattleboro, VT 05301, 6 beds, 4 baths

$380,000

6 beds4 baths3,264 sq ft

25 Cottage St, Brattleboro, VT 05301

Property at 10 Birge St, Brattleboro, VT 05301, 5 beds, 4 baths

$370,000

5 beds4 baths3,002 sq ft

10 Birge St, Brattleboro, VT 05301

Property at 573 S Main St, Brattleboro, VT 05301, 2 beds, 4 baths

$350,000

2 beds4 baths3,312 sq ft

573 S Main St, Brattleboro, VT 05301

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ABOUT THIS HOME
Multi Family Home for sale in Windham County, NH:
RETIRED OWNER-BUILDER SAYS SELL!! THIS INCLUDES A SEPARATE 4-UNIT BUILDING AND SEPARATE 5- UNIT BUILDING WITH UNFINISHED UNIT AND A OFFICE-GARAGE W/ BATH THAT COULD POSSIBLY BE CONVERTED TO 2 MORE APARTMENTS. BELOW MARKET RENTS WITH GOOD UPSIDE!

$875,000

— beds— baths8,900 sq ft

71-77 River St, Charlestown, NH 03603

1.22 acre lot • Car-dependent

3D WALKTHROUGH

ABOUT THIS HOME
Multi Family Home for sale in Windham County, VT:
Here's a great opportunity to own a property on Chester's busy Main Street, Route 103 and Route 11. Situated between the Jiffy Mart and the General Dollar Store, there are many possibilities here for a commercial enterprise. Or you can use one unit for a nice business office and continue to rent the other two existing apartments. Presently, all three units are vacant. Easy to show! There is good road frontage for plenty of parking. Consider the options here and take a look today!

$299,000

— beds— baths2,702 sq ft

41 VT Route 103 S, Chester, VT 05143

0.5 acre lot • Car-dependent

ABOUT THIS HOME
Multi Family Home for sale in Windham County, NH:
Exceptional investment opportunity with two strong income streams and development potential! This well-maintained property features 23 residential apartments and 78 storage units across 14 acres in a convenient yet peaceful setting. The residential component includes 1 studio, 20 one-bedroom units, and 2 two-bedroom units, offering a strong mix of rental options that attract long-term tenants. The apartments are set in a quiet location with open views and easy parking, providing tenants with the serenity of country living while maintaining easy access to Claremont and the Upper Valley. In addition to the residential buildings, the property includes 78 storage units totaling 7,800 rentable s

$3,322,000

— beds23 baths16,341 sq ft

3507 Claremont Rd, Charlestown, NH 03603

14 acre lot • Car-dependent

ABOUT THIS HOME
Multi Family Home for sale in Windham County, NH:
Excellent 14-Unit Investment Opportunity – North Walpole, NH Discover a solid, income-producing property that checks all the boxes for both stability and future upside! These two side-by-side apartment buildings offer a total of 13 well-maintained units and a 14th unit to be finished. The owners have already completed updates in nearly every apartment, featuring modern kitchens, fresh paint, new flooring, and other thoughtful improvements—only one unit remains ready for your finishing touch. With long-term attentive tenants, these buildings run smoothly and enjoy an excellent reputation in the neighborhood. Additional highlights include a one-car garage that can generate extra

$1,350,000

— beds— baths11,690 sq ft

5 9 Merchant St, North Walpole, NH 03609

0.33 acre lot • Garage • Somewhat walkable

ABOUT THIS HOME
Multi Family Home for sale in Windham County, VT:
This nicely laid out Two family plus carriage house has great potential! With key updates like updated roofing and double paned vinyl windows in the second floor unit. The carriage house boasts much potential with new siding materials on sight and currently the interior is being worked on for a renter that is already in place.

$126,000

6 beds3 baths2,377 sq ft

6-8 Crescent St, Springfield, VT 05156

0.33 acre lot • Somewhat walkable

ABOUT THIS HOME
Multi Family Home for sale in Windham County, VT:
This Unique property features a large 3 unit building all featuring 2 bedrooms and 1 bathroom, with an additional carriage house with 2 bedrooms and 1 bathroom aswell. With a new heating system replaced in 2023 and many other key updates.

$249,000

8 beds4 baths3,312 sq ft

715-717 Giddings St, North Springfield, VT 05150

0.5 acre lot • Car-dependent

Property at 57 River St, Springfield, VT 05156, 7 beds, 4 baths

$249,000

7 beds4 baths3,294 sq ft

57 River St, Springfield, VT 05156

Property at 51 Merrill St, Springfield, VT 05156, 6 beds, 4 baths

$186,000

6 beds4 baths2,304 sq ft

51 Merrill St, Springfield, VT 05156

Property at 7 Common St, Springfield, VT 05156, 8 beds, 15 baths

$379,000

8 beds15 baths4,936 sq ft

7 Common St, Springfield, VT 05156

Property at 3 Wall St, Springfield, VT 05156, 4 beds, 4 baths

$249,000

4 beds4 baths2,767 sq ft

3 Wall St, Springfield, VT 05156

Property at 15 S Holden Rd, Warwick, MA 01378, 7 beds, 5 baths

$699,000

7 beds5 baths4,159 sq ft

15 S Holden Rd, Warwick, MA 01378

Property at 3+5 Church St, Colrain, MA 01340, 6 beds, 2 baths

$300,000

6 beds2 baths2,392 sq ft

3+5 Church St, Colrain, MA 01340

Property at 921 Mohawk Trl, North Adams, MA 01247, 4 beds, 2 baths

$329,000

4 beds2 baths1,672 sq ft

921 Mohawk Trl, North Adams, MA 01247

Property at 20-22 Green Rd, North Walpole, NH 03609, 4 beds, 2 baths

$189,900

4 beds2 baths1,032 sq ft

20-22 Green Rd, North Walpole, NH 03609

Property at 454 Gidding St, North Springfield, VT 05150

$410,000

— beds— baths3,950 sq ft

454 Gidding St, North Springfield, VT 05150

Property at 3 Olney St, North Springfield, VT 05150

$410,000

— beds— baths2,381 sq ft

3 Olney St, North Springfield, VT 05150

Property at 38 Railroad St, Charlestown, NH 03603

$925,000

— beds— baths4,506 sq ft

38 Railroad St, Charlestown, NH 03603

Property at 22 Church St, North Walpole, NH 03609, 4 beds, 2 baths

$268,000

4 beds2 baths2,207 sq ft

22 Church St, North Walpole, NH 03609

Property at 52 Dell St, Charlestown, NH 03603, 6 beds, 2 baths

$575,000

6 beds2 baths4,884 sq ft

52 Dell St, Charlestown, NH 03603

Property at 6982 Main St, Readsboro, VT 05350, 9 beds

$250,000

9 beds— baths3,810 sq ft

6982 Main St, Readsboro, VT 05350

Multi Family Homes for Sale in Windham County

There are currently 13 multi family homes for sale in Windham County at a median listing price of $350K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windham County stay on the market for 159 days. This map is refreshed with the newest listings in Windham County every 15 minutes.

In the past month, 76 homes have been sold in Windham County. In addition to houses in Windham County, there were also 100 condos, 6 townhouses, and 13 multi-family units for sale in Windham County last month. Find your dream home in Windham 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 Windham County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windham County. If you're looking to sell your home in the Windham County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windham 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 Nov 24 2025 on the search page

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