Windham Real Estate - Search all Windham, NH homes & condos for sale

TIMELESS ELEGANCE. Exceptional craftsmanship. Luxury on a grand scale. This extraordinary custom-built residence offers over 7,000 square feet of sophisticated living space, where classic architecture, exquisite craftsmanship, and attention to detail create a home of remarkable distinction. From the moment you enter, the grandeur is undeniable. Soaring ceilings, impressive architectural details, extensive custom millwork, and beautifully appointed interiors showcase a level of craftsmanship rarely found in today's homes. The spectacular chef's kitchen is a culinary dream, featuring exceptional design, a large built-in French door refrigerator, and the perfect setting for everything from intimate gatherings to lavish entertaining. Expansive living spaces are designed to entertain on the grandest of scales, while French doors provide access to the deck and lower level, creating a seamless connection to the outdoors. A fully equipped private movie theatre with nine seats and audiovisual equipment delivers an exceptional cinematic experience. The dedicated fitness room, complete with mirrors, treadmill, Tonal workout system, and elliptical, brings the convenience of a private gym home. Four beautifully appointed en-suite bedrooms provide luxurious private retreats, while an elevator offers effortless access between levels. Additional amenities include a garage with EV charging and a whole-house water softening system. Rich in character, grand in scale, and extraordinary in every detail, this residence is a celebration of timeless architecture and refined living. A rare opportunity to experience a level of craftsmanship and elegance that truly sets this home apart.

20 Bennington Rd, Windham

$2,700,000

4 Beds ⋅ 6 Baths ⋅ 5104676 MLS

UNFORGETTABLE LUXURY | Distinctive, sophisticated and designed to leave a lasting impression, this exceptional custom Colonial by renowned builder DiPietro Homes offers 6,000+ sq. ft. of beautifully appointed living space. Thoughtfully enhanced with on-trend updates and improvements, this remarkable home blends exceptional craftsmanship with a fresh, elevated style for today's luxury lifestyle. From the moment you enter, custom millwork and impressive architectural details set this home apart. At the heart of the home, the stunning family room features a coffered ceiling and wood-burning fireplace, opening seamlessly to a showstopping chef's kitchen designed for both everyday living and effortless entertaining. Full-size refrigerator and freezer, generous workspace and a Butler's Pantry complement this thoughtfully designed space. An elegant dining room, private office and functional mudroom complete the main level. Upstairs, the luxurious primary suite is an unforgettable retreat with its own fireplace and spa-inspired bath featuring a soaking tub and steam shower. With 4 bedrooms, 5 bathrooms, a bonus room and a finished lower level offering a recreation room, full kitchen, built-ins and bath, there is exceptional space and versatility throughout. Outside, your private backyard awaits, complete with an in-ground saltwater pool with waterfall and a covered seating area perfect for relaxing, entertaining and enjoying summer days outdoors. Conveniently located near I-93, schools, shopping and community amenities, with Boston approximately 45 minutes away. A truly unforgettable home where luxury, comfort and exceptional design come together.

17 Bennington Rd, Windham

$2,475,000

5 Beds ⋅ 5 Baths ⋅ 5099785 MLS

Nestled in one of West Windham’s most sought-after neighborhoods on Heritage Hill Road, this exceptional 4-acre estate offers an unparalleled blend of ultra-privacy, custom craftsmanship, and modern luxury. Masterfully designed to be built by DJ Builders, Southern New Hampshire’s premier custom builder renowned for an uncompromising commitment to quality, this one-of-a-kind residence will sit far off the street, offering the perfect opportunity for a private, gated driveway. Inside, the proposed plan features over 4,400 square feet of exquisite living space defined by the finest materials, custom millwork, and stone accents, including five spacious bedrooms (with both a first-floor and a second-floor primary suite), 4.5 baths, and adaptable flex space. Outside, a separate 3-car detached building provides the ultimate canvas for a car enthusiast, or it can be modified into a spectacular pool/guest house. While this featured plan is spectacular, the builder is also completely open to customizing a different design to perfectly suit your vision for this incredible lot. Please do not enter the lot without a confirmed appointment. Note: Photos are artist renderings/digitally altered and represent the home's potential build.

41 Heritage Hill Rd, Windham

$1,850,000

3 Beds ⋅ 4 Baths ⋅ 5112423 MLS

Year round dream home or vacation retreat on Cobbetts Pond. Welcome to 24 Turtle Rock Road in Windham, where four-season lakefront living meets comfort, privacy, and exceptional outdoor entertainment. Set along 77 ft of frontage on sought after sunny side of Cobbetts Pond, this beautifully remodeled and expanded 3 bedroom, 4 bathroom home offers the perfect opportunity for a year round residence, vacation retreat, or both. A substantial addition and extensive remodel completed in 2017 transformed the property, creating a spacious and inviting home designed to take full advantage of its spectacular setting. The primary suite features his and hers walk-in closets and gorgeous bathroom. Additional major updates including a newer roof, siding, septic system, and HVAC systems provide added peace of mind. Situated on a .29-acre lot, the property offers plenty of parking, an attached 2 car garage, storage shed, and ample outdoor space for entertaining. Step outside to your own outdoor kitchen, ideal for summer cookouts, lakeside gatherings, and making memories with family and friends. One of the home's most inviting spaces is the four-season sunroom, where you can enjoy your morning coffee while taking in beautiful views of Cobbetts Pond. Large windows bring the outdoors in and create a peaceful place to appreciate the changing seasons and embrace the lakefront lifestyle. Your private beach and 77 ft of water frontage provide a wonderful setting for swimming, relaxing, boating, fishing, ice skating, or simply enjoying the serenity of the water. From summer days on the lake to crisp fall mornings, snowy winter adventures, and peaceful spring afternoons, this property offers the opportunity to enjoy true four-season waterfront living. With its substantial 2017 addition and remodel, 3 bedrooms, 4 bathrooms, major system updates, four-season room, outdoor kitchen, private beach, and 77 ft of Cobbetts Pond frontage, 24 Turtle Rock Road is truly a rare opportunity.

24 Turtle Rock Rd, Windham

$1,625,000

4 Beds ⋅ 3 Baths ⋅ 5111633 MLS

Imagine welcoming the holidays in a beautiful new home, with nothing left to do but unpack, settle in, and enjoy! A striking 100-foot custom stone wall welcomes you to 141 Londonderry Road, an exceptional property set back from the road, beautifully landscaped estate in desirable Windham. The home enjoys a sense of privacy and grandeur, with expansive, meticulously manicured Kentucky bluegrass leading the way to the residence. The property also abuts town-owned land with multiple trails, offering the unique opportunity to enjoy nature and explore directly from your own backyard. Built just a few years ago. lightly lived in as it was used as a second home. At the center of the home is a beautifully appointed culinary kitchen featuring custom, generous cabinetry with expansive quartz countertops.The kitchen flows seamlessly into the family room, where a shiplap fireplace creates a inviting focal point. Just beyond, a spacious deck extends the living space outdoors, providing an ideal setting for morning coffee, al fresco dining, or simply taking in the peaceful surroundings. The spacious primary suite provides a peaceful retreat, complete with two generous closets and an adjoining unfinished room that offers exceptional flexibility. The walk-out unfinished lower level with high ceilings and abundant potential, additional living space. Practicality has not been overlooked, either. The 3 car garage features customized cabinetry, an attractive solution for storing tools and equipment. Enjoy the best of both worlds with a private Windham setting just over an hour from Boston, while keeping the beaches and mountains within easy reach.

141 Londonderry Rd, Windham

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 5106815 MLS

Welcome to 6 Rosewood Street, a beautifully maintained 3–4 bedroom Custom Ranch home with a desirable in-law suite! An amazing 30x40’ detached 2 car garage, with 14’ doors, and attached 3 car, with 8’ doors. This home has quality, craftsmanship, and thoughtful details that are often hard to find. This exceptional home features high-end materials, quality finishes, and a level of care that is evident throughout. Designed for one-level living, the home offers an inviting and functional layout with the flexibility to meet a variety of needs. A stunning see-through gas fireplace creates a warm and elegant focal point, adding ambiance and character to the living spaces. From the moment you enter, you’ll appreciate the attention to detail, superior materials, and pride of ownership throughout. This is a home that offers the feeling of new construction without the wait, uncertainty, or compromises that can come with building new. Located on a quiet cul-de-sac while remaining convenient to Windham’s schools, shopping, restaurants, and major commuter routes, 6 Rosewood Street is a rare opportunity to own a truly special home in one of Southern New Hampshire’s most desirable communities. Quick Close Possible.

6 Rosewood St, Windham

$1,450,000

4 Beds ⋅ 3 Baths ⋅ 5092176 MLS

Welcome to this beautifully maintained home that combines comfort, style, and functionality. Featuring spacious living areas filled with natural light, this residence offers an open and inviting floor plan perfect for both everyday living and entertaining. The modern kitchen boasts ample cabinetry, quality appliances, and generous counter space, flowing seamlessly into the dining, sunroom and family rooms. The home includes generously sized bedrooms, including a relaxing primary suite with a private bath and walk-in closet. Thoughtful updates and well-appointed finishes throughout create a warm and welcoming atmosphere. Outside, enjoy a beautifully landscaped yard with plenty of space for outdoor gatherings, gardening, or simply relaxing. Conveniently located near schools, shopping, dining, this property offers the perfect blend of privacy and accessibility. Move-in ready and full of charm, this home is an exceptional opportunity for anyone seeking comfort, convenience, and lasting value. Showings begin June 4, 2026.

3 Aberdeen St, Windham

$1,225,000

4 Beds ⋅ 3 Baths ⋅ 5107896 MLS

*Accepting BackUp Offers* Welcome to this exceptional 4-bedroom, 3-bath home, built in 2006 and ideally situated on a 1.10-acre corner lot in Windham’s highly sought-after Spruce Pond neighborhood. Offering elegant finishes, soaring ceilings, hardwood floors, a fully fenced yard, and a standby generator, this impressive property blends style, comfort, and everyday functionality. A grand foyer sets the tone for the beautifully designed spaces beyond. At the heart of the first floor is a stunning kitchen featuring detailed cabinetry, a distinctive wood ceiling, and an expansive granite island. The kitchen flows seamlessly into the dining area and dramatic living room, where 20-foot ceilings and a wood-burning fireplace create an unforgettable setting for entertaining or relaxing at home. Pet owners will appreciate the thoughtfully designed dog room, complete with space for crates and a convenient dog door providing direct access to the fenced yard. Upstairs, the spacious primary suite offers two closets and a luxurious bath with a tiled shower and separate soaking tub. Three additional generously sized bedrooms, a full bath, and a dedicated laundry room complete the second level. The expansive unfinished lower level features high ceilings and presents an exceptional opportunity to create additional living and entertaining space tailored to your lifestyle. Envision a sophisticated home theater, game room, fitness studio, wine cellar, or private retreat- the possibilities are truly endless. Outside, the inviting backyard includes a separate fenced area for dogs and plenty of room for a future pool, playset, or other outdoor amenities. Located in a desirable community known for Windham’s exceptional school system, this beautifully maintained home is a must-see. (9/25)Open House - Canceled

3 Duston Rd, Windham

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 5101244 MLS

Experience elevated living in one of Windham’s premier neighborhoods. Situated in the highly sought-after Spruce Pond community, this beautifully designed home offers luxury features, exceptional living spaces, and a thoughtfully designed floor plan. Step inside to a grand two-story foyer flanked by a private home office and formal living room. That effortlessly flows into a oversized dining room, and convenient first-floor powder room. At the heart of the home, the gourmet kitchen is beautifully appointed with premium JennAir appliances, a large center island, abundant cabinetry, and an inviting eat-in area that opens seamlessly to the impressive family room featuring soaring vaulted ceilings, a stunning fireplace, and newly installed hardwood flooring. Step outside to the oversized composite deck, creating the perfect setting for outdoor entertaining with a large level backyard. Upstairs, retreat to the luxurious primary suite featuring an oversized bedroom, an expansive walk-in closet, and a spa-inspired bath with heated floors. Three additional generously sized bedrooms and a full bath complete the second level. The finished lower level offers exceptional flexibility with space ideal for a home theater, game room, fitness studio, playroom, guest retreat, or an additional home office, plus unfinished space ready for future expansion, storage, or customization. Designed with comfort and convenience in mind, additional premium features include a whole-house central vacuum system, 8-zone irrigation system, efficient 3-zone HVAC, security system, and exceptional storage throughout. Ideally located in one of Windham’s most desirable neighborhoods with top-rated schools, shopping, dining, and major commuter routes, 15 Northland offers the perfect blend of luxury, comfort, and everyday convenience.

15 Northland Rd, Windham

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 5098632 MLS

The one you’ve been waiting for. Perfectly positioned on a private, oversized 2.35 acre lot in one of Windham’s most coveted neighborhoods, this beautifully updated home offers the ideal blend of luxury, comfort, and convenience. At the heart of the home is a stunning, brand-new designer chef’s kitchen that truly steals the show. Thoughtfully appointed with custom cabinetry, quartz countertops with a full height quartz backsplash, premium built-in appliances including double wall ovens, a built in espresso machine, warming drawer, pot filler, and an oversized center island, this exceptional space was designed for effortless entertaining and everyday living. Continuing through the home, you’ll appreciate the dramatic two story foyer, custom built in mudroom with a dedicated desk area, and convenient first floor half bath. The kitchen flows seamlessly into the dining room, family room, living room, heated sunroom, and outdoor deck, creating an inviting layout perfect for everyday living and entertaining. Upstairs, you’ll find four generously sized bedrooms and two full baths, including a luxurious primary suite featuring a private en suite bath, an oversized custom walk-in closet with built-ins, and an adjoining flex room ideal for a private office, nursery, fitness studio, dressing room with a center island, or creative space. Three additional spacious bedrooms and a well appointed full bath complete the second level. The oversized walk up unfinished attic offers abundant storage and endless potential to create additional living space tailored to your needs. The finished lower level provides incredible bonus space for movie nights, game days, a home gym, playroom, or whatever suits your needs. Step outside to your own backyard retreat featuring a composite deck overlooking a paver patio with a hot tub hook up. Two portable garages provide additional storage for vehicles, equipment, tools, or hobbies.

8 Bear Hill Rd, Windham

$1,125,000

4 Beds ⋅ 4 Baths ⋅ 5111708 MLS

Welcome home to this inviting Colonial located on a desirable cul de sac road in highly sought after Windham, New Hampshire! Set back from the road on a private lot, this home offers a wonderful combination of comfortable living, incredible outdoor spaces, and a convenient location close to Windham’s excellent schools, shopping, restaurants, and major commuting roads. Step inside to the heart of the home, where the custom designer eat in white kitchen features beautiful finishes and plenty of space for everyday living and entertaining. A formal dining room and spacious living room with built ins add to the charm and functionality of the first floor. Upstairs, the spacious primary suite offers a private bath and extra-large walk-in closet, along with additional bedrooms for family and guests. One of the additional bedrooms has a private full bath. The home also offers an abundance of bonus closets throughout, making storage easy and convenient. The basement adds even more flexibility with a bonus office and additional bonus room, perfect for a home office, gym, playroom, or whatever suits your needs. Now step outside and prepare to fall in love with the backyard! The enormous deck features a commercial grade sun shade, outdoor kitchen, and plenty of room for entertaining. The extra large three season room is sure to become your favorite place to unwind, bringing the outside in and offering the perfect spot to relax and enjoy the peaceful, private setting. Bonus…this incredible bonus space is not included in the listed square footage. The inground pool completes this incredible outdoor oasis and provides the perfect setting for summer fun and entertaining. A wonderful Windham location offering space, privacy, and amenities both inside and out. Showings begin Saturday, October 3rd. We can’t wait for you to see this special home!

34 Glance Rd, Windham

$1,100,000

2 Beds ⋅ 3 Baths ⋅ 5108732 MLS

You don’t have to be directly on the water to live like you are. This one-of-a-kind custom home was thoughtfully designed from the ground up to take full advantage of its setting and incredible pond views. Modern board-and-batten siding, dramatic black-trimmed windows, warm natural wood accents, contemporary railings, architectural rooflines, and integrated soffit lighting create a home that truly stands apart. Inside, the pond is part of everyday living. From nearly every room and level, expansive windows draw your eye to the water. Upstairs, both bedrooms feature private decks - perfect for morning coffee, an evening glass of wine, or simply enjoying the view. And the best part? Deeded beach rights with a footpath leading directly to the beach and water. You get the beauty and enjoyment of waterfront living without owning the shoreline. The lower level also offers exciting potential; with a wet-bar that contains a mini fridge with sink, full bathroom and a closet. The basement could be used as an additional bedroom/flexible space or future Airbnb-oriented use. You get the views. You get the beach access. You get a spectacular custom-built home designed around the pond - and the short walk between them makes it all the more special.

14 Second St, Windham

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 5078493 MLS

This stunning NEW CONSTRUCTION modern farmhouse combines contemporary elegance with classic charm. Situated in a wooded cul-de-sac, this duplex boasts a spacious layout spanning nearly 2,800 square feet across two thoughtfully designed levels. Step inside the oversized foyer and be greeted by an abundance of natural light streaming through large black windows. The main floor features a beautifully designed kitchen complete with Fisher Paykel appliances, ample cabinet and counter space, quartz countertops, and an over-sized island with built-in sink & seating, perfect for culinary enthusiasts and entertaining guests. The living room invites relaxation with its cozy fireplace and stylish accents, creating a warm and inviting atmosphere. The bar features glass front cabinets, quartz countertop, &refrigeration. There is also a large dining area with sliding glass doors overlooking the private patio. The first-floor primary bedroom offers a walk-in closet & private bath featuring dual vanities and a large walk-in glass tile shower. Upstairs are two additional spacious bedrooms, a large loft, and a full bathroom, providing comfort and convenience for family and guests. Additional features include two car garage, central air conditioning, & first-floor laundry room. With easy access to major highways &nature trails, this location offers the perfect blend of convenience and serenity.

64 Trails Edge Rd, Windham

$1,099,900

3 Beds ⋅ 3 Baths ⋅ 5101380 MLS

Set on a beautifully landscaped corner lot in one of Windham's most sought-after neighborhoods, this meticulously maintained Colonial reflects exceptional pride of ownership and offers the perfect balance of timeless design, thoughtful updates, and exceptional outdoor living. At the heart of the home is a spacious kitchen featuring a large center island, GE Café appliances, and an open layout that flows seamlessly into the inviting family room with a wood-burning fireplace. Elegant dining room details, including shadow boxes and chair rail, add warmth and character, while new carpeting throughout the second-floor bedrooms enhances the home's fresh, updated feel. Upstairs, a versatile bonus room with custom built-ins provides the perfect space for a playroom, media room, home office, or additional living area. The outdoor living spaces are equally impressive, offering a private retreat designed for both relaxation and effortless entertaining. A heated saltwater pool anchors the backyard, complemented by maintenance-free fencing, an expansive level lawn, and a 30' x 30' basketball court. Whether hosting friends, spending time with family, or enjoying a quiet evening outdoors, this exceptional setting was designed to be enjoyed. Additional highlights include a high-bay garage with new garage doors, a full walk-up attic offering outstanding storage or future expansion potential, forced hot air heat, whole-house humidifier, buried 500-gallon propane tank, and an updated 1,500-gallon stone and pipe septic system. Offering an exceptional combination of quality craftsmanship, thoughtful updates, and an unmatched level of care, this is a rare opportunity to own a truly move-in-ready home in one of Windham's premier neighborhoods.

8 Leni Rd, Windham

$1,089,000

4 Beds ⋅ 3 Baths ⋅ 5083994 MLS

EXPERIENCE ELEGANT NEW ENGLAND LIVING IN THIS SPACIOUS WINDHAM COLONIAL ON 1.39 ACRES! This 4-bedroom, 3-bath home offers 3,707 sq ft in a wooded setting in desirable Windham, NH. Sun-filled interiors feature vaulted ceilings, skylights, and a fireplace. The kitchen with center island opens to the main living areas, ideal for everyday living and entertaining. A new deck overlooks the grounds. The 3-car garage adds convenience. Recent updates include new roof, furnace, electrical, and radon mitigation system. Solar panels are leased with approximately 3 years remaining and will need to be reinstalled. Located in a great neighborhood with access to commuter routes and nearby amenities. DON’T MISS THIS OPPORTUNITY TO OWN IN ONE OF WINDHAM’S MOST DESIRABLE COMMUNITIES!

5 Bedros St, Windham

$889,900

2 Beds ⋅ 3 Baths ⋅ 5115586 MLS

Introducing an exceptional new luxury duplex community in one of Windham's most desirable locations. Thoughtfully designed for today's lifestyle, these stunning new homes combine modern elegance, quality craftsmanship, and energy-conscious construction to create the perfect balance of comfort, style, and convenience. Step inside and discover bright, open living spaces enhanced by soaring ceilings, oversized windows, and carefully curated finishes throughout. The heart of each home features a beautifully appointed kitchen with quartz countertops, stylish accents, and seamless flow into the spacious living area, where a cozy fireplace creates the perfect gathering place for family and friends. Designed with flexibility in mind, these homes offer versatile living areas and multipurpose flex spaces to accommodate work, hobbies, guests, or changing lifestyle needs. Enjoy effortless indoor-outdoor living with a welcoming covered front porch and a private patio or deck for relaxing and entertaining. Upstairs, retreat to a luxurious primary suite featuring dual vanities, a custom tiled shower with glass enclosure, and two generous walk-in closets. A second bedroom, full bath, expansive loft, and convenient second-floor laundry provide both comfort and functionality. Additional features include a two-car garage, full unfinished basement offering future expansion potential, and several green-building features designed to help reduce energy costs while supporting a low-maintenance, executive lifestyle. Ideally situated near major highways, shopping, dining, recreation, nature trails, and Windham's highly regarded schools, this exciting new community offers the perfect combination of luxury, convenience, and modern living. *** This is a construction site and for your safety it is shown by appointment ONLY (or at the scheduled open house) *** GPS 47 North Lowell Rd.

11 Campbell Way Unit 5, Windham

$889,900

2 Beds ⋅ 3 Baths ⋅ 5114510 MLS

Introducing an exceptional new luxury duplex community in one of Windham's most desirable locations. Thoughtfully designed for today's lifestyle, these stunning new homes combine modern elegance, quality craftsmanship, and energy-conscious construction to create the perfect balance of comfort, style, and convenience. Step inside and discover bright, open living spaces enhanced by soaring ceilings, oversized windows, and carefully curated finishes throughout. The heart of each home features a beautifully appointed kitchen with quartz countertops, stylish accents, and seamless flow into the spacious living area, where a cozy fireplace creates the perfect gathering place for family and friends. Designed with flexibility in mind, these homes offer versatile living areas and multipurpose flex spaces to accommodate work, hobbies, guests, or changing lifestyle needs. Enjoy effortless indoor-outdoor living with a welcoming covered front porch and a private patio or deck for relaxing and entertaining. Upstairs, retreat to a luxurious primary suite featuring dual vanities, a custom tiled shower with glass enclosure, and two generous walk-in closets. A second bedroom, full bath, expansive loft, and convenient second-floor laundry provide both comfort and functionality. Additional features include a two-car garage, full unfinished basement offering future expansion potential, and several green-building features designed to help reduce energy costs while supporting a low-maintenance, executive lifestyle. Ideally situated near major highways, shopping, dining, recreation, nature trails, and Windham's highly regarded schools, this exciting new community offers the perfect combination of luxury, convenience, and modern living. *** This is a construction site and for your safety it is shown by appointment ONLY (or at the scheduled open house) *** GPS 47 North Lowell Rd.

7 Campbell Way Unit 3, Windham

$884,900

2 Beds ⋅ 3 Baths ⋅ 5108741 MLS

Introducing an exceptional new luxury duplex community in one of Windham's most desirable locations. Thoughtfully designed for today's lifestyle, these stunning new homes combine modern elegance, quality craftsmanship, and energy-conscious construction to create the perfect balance of comfort, style, and convenience. Step inside and discover bright, open living spaces enhanced by soaring ceilings, oversized windows, and carefully curated finishes throughout. The heart of each home features a beautifully appointed kitchen with quartz countertops, stylish accents, and seamless flow into the spacious living area, where a cozy fireplace creates the perfect gathering place for family and friends. Designed with flexibility in mind, these homes offer versatile living areas and multipurpose flex spaces to accommodate work, hobbies, guests, or changing lifestyle needs. Enjoy effortless indoor-outdoor living with a welcoming covered front porch and a private patio or deck for relaxing and entertaining. Upstairs, retreat to a luxurious primary suite featuring dual vanities, a custom tiled shower with glass enclosure, and two generous walk-in closets. A second bedroom, full bath, expansive loft, and convenient second-floor laundry provide both comfort and functionality. Additional features include a two-car garage, full unfinished basement offering future expansion potential, and several green-building features designed to help reduce energy costs while supporting a low-maintenance, executive lifestyle. Ideally situated near major highways, shopping, dining, recreation, nature trails, and Windham's highly regarded schools, this exciting new community offers the perfect combination of luxury, convenience, and modern living. *** This is a construction site and for your safety it is shown by appointment ONLY (or at the scheduled open house) *** GPS 47 North Lowell Rd.

5 Campbell Way Unit 2, Windham

$875,000

3 Beds ⋅ 3 Baths ⋅ 5102352 MLS

Be HOME for the HOLIDAYS....WINDHAM location perfect minutes away from Tuscan Village and mega restaurants/shopping. Seller is relocating! NEWLY updated throughout and move in ready...not a flip but seller relocation so quick close possible. Offering 3 levels of finished living space with custom millwork and new flooring for durability and easy maintenance/all new lighting/ cabinetry/ popcorn ceilings removed and so much more (see upgrades list). The light and bright WOW kitchen with floor lighting has soft close cabinetry, quartz countertops, a full-height quartz backsplash, Smart double wall ovens and cooktop surface, a Smart refrigerator, a dedicated beverage station, a walk-in pantry, a convertible refrigerator/freezer....open to the dining area/foyer areas. The updated 3 bathrooms are elegant and the 3 upstairs bedrooms are all updated.... The Primary has a large walk in closet and private update tiled shower...and one of the 2 other bedrooms has custom closets for all the designer desires! The WOW finished lower level offers exceptional additional living space with upscale marble flooring, a second beverage station, and ample room for recreation and entertaining and adding a bathroom. Refer to the Improvements List: Additional fresh interior/exterior paint, updated lighting, and new garage doors/insulated garage and mudroom. There's a 3 Season Porch which provides a peaceful private setting to enjoy your outdoor dining. Additional highlights smart home security system. Mega convenient to 3 highways/Boston-commuting and RAIL TRAIL hiking/biking. TOP SCHOOLS and only 40 minutes to Boston. VISit Today! OPEN HOUSE Saturday 12-2

3 Aladdin Rd, Windham

$869,900

2 Beds ⋅ 3 Baths ⋅ 5093852 MLS

Introducing an exceptional new luxury duplex community in one of Windham's most desirable locations. Thoughtfully designed for today's lifestyle, these stunning new homes combine modern elegance, quality craftsmanship, and energy-conscious construction to create the perfect balance of comfort, style, and convenience. Step inside and discover bright, open living spaces enhanced by soaring ceilings, oversized windows, and carefully curated finishes throughout. The heart of each home features a beautifully appointed kitchen with quartz countertops, stylish accents, and seamless flow into the spacious living area, where a cozy fireplace creates the perfect gathering place for family and friends. Designed with flexibility in mind, these homes offer versatile living areas and multipurpose flex spaces to accommodate work, hobbies, guests, or changing lifestyle needs. Enjoy effortless indoor-outdoor living with a welcoming covered front porch and a private patio or deck for relaxing and entertaining. Upstairs, retreat to a luxurious primary suite featuring dual vanities, a custom tiled shower with glass enclosure, and two generous walk-in closets. A second bedroom, full bath, expansive loft, and convenient second-floor laundry provide both comfort and functionality. Additional features include a two-car garage, full unfinished basement offering future expansion potential, and several green-building features designed to help reduce energy costs while supporting a low-maintenance, executive lifestyle. Ideally situated near major highways, shopping, dining, recreation, nature trails, and Windham's highly regarded schools, this exciting new community offers the perfect combination of luxury, convenience, and modern living. *** This is a construction site and for your safety it is shown by appointment ONLY (or at the scheduled open house) *** GPS 47 North Lowell Rd.

4 Campbell Way, Windham

$859,900

2 Beds ⋅ 3 Baths ⋅ 5093777 MLS

Introducing an exceptional new luxury duplex community in one of Windham's most desirable locations. Thoughtfully designed for today's lifestyle, these stunning new homes combine modern elegance, quality craftsmanship, and energy-conscious construction to create the perfect balance of comfort, style, and convenience. Step inside and discover bright, open living spaces enhanced by soaring ceilings, oversized windows, and carefully curated finishes throughout. The heart of each home features a beautifully appointed kitchen with quartz countertops, stylish accents, and seamless flow into the spacious living area, where a cozy fireplace creates the perfect gathering place for family and friends. Designed with flexibility in mind, these homes offer versatile living areas and multipurpose flex spaces to accommodate work, hobbies, guests, or changing lifestyle needs. Enjoy effortless indoor-outdoor living with a welcoming covered front porch and a private patio or deck for relaxing and entertaining. Upstairs, retreat to a luxurious primary suite featuring dual vanities, a custom tiled shower with glass enclosure, and two generous walk-in closets. A second bedroom, full bath, expansive loft, and convenient second-floor laundry provide both comfort and functionality. Additional features include a two-car garage, full unfinished basement offering future expansion potential, and several green-building features designed to help reduce energy costs while supporting a low-maintenance, executive lifestyle. Ideally situated near major highways, shopping, dining, recreation, nature trails, and Windham's highly regarded schools, this exciting new community offers the perfect combination of luxury, convenience, and modern living. *** This is a construction site and for your safety it is shown by appointment ONLY (or at the scheduled open house) *** GPS 47 North Lowell Rd.

2 Campbell Way, Windham

$850,000

3 Beds ⋅ 2 Baths ⋅ 5109928 MLS

Your chance to own waterfront in Windham, NH! Welcome to 21 Oak Street, a charming A-frame waterfront home set along 48 feet of shoreline on private Cobbetts Pond. Soaring windows fill the open-concept living space with natural light while showcasing beautiful pond views. The home offers two first-floor bedrooms, plus a loft-style third bedroom with a half bath upstairs. Outside, a rare flat waterfront lot, patio, private dock, and beautiful sunsets set the stage for lake life. Launch your boat at the town beach and keep it right at your dock, ready for boating, tubing, jet skiing, kayaking, and more. With plenty of parking and a shed for the water toys, this is your chance to enjoy the waterfront lifestyle right here in southern NH. Private showings available immediately.

21 Oak St, Windham

$799,000

4 Beds ⋅ 5 Baths ⋅ 5086432 MLS

Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A dedicated entry drop zone keeps gear organized after long days outdoors. The layout offers strong separation of space across three levels, including an en-suite primary, additional bedrooms, and a top-floor loft ideal for overflow sleeping or a recreation zone. The lower level adds a second living area with a wood-burning stove, plus guest accommodations. Outdoor living is equally dialed in, with an upper deck featuring a brand-new hot tub, a newly built firepit, and a natural landscape that includes meadow, stream, and wooded acreage. A three-car garage adds practical year-round convenience. Located within a 20-minute drive to Stratton, Magic, and Bromley, and directly adjacent to the VAST snowmobile trail system, this property offers immediate access to Vermont’s top winter and summer activities.

1035 Vt Route 121, Windham

$775,000

2 Beds ⋅ 4 Baths ⋅ 5113397 MLS

Windham Meadows! This exceptional detached ranch-style condominium offers an impressive 4,200 sq ft of finished living space, 2-car garage, and an thoughtfully designed floorplan. From the grand foyer, you will appreciate the spaciousness, quality, and comfort this beautiful home has to offer. The formal dining room flows into the generously sized eat-in kitchen, featuring hardwood floors, a gas range, gleaming countertops, abundant cabinetry, & desk area, The spacious living room is perfect for entertaining w/ a gas fireplace and plenty of room for larger furniture. One of the home's true highlights is the stunning sunroom, filled with natural light and overlooks the backyard, with direct access to the deck. The 1st floor primary suite is a serene retreat, offering a separate sitting area with its own gas fireplace, perfect for relaxing before bedtime. The beautifully appointed primary bath features a Safe Step Tub installed this past summer, double vanity, and a separate shower, creating a comfortable and relaxing space. A laundry room and convenient 1/2 bath completes the 1st floor. Upstairs, a beautiful balcony overlooks the living room below, adding an open and elegant feel to the home. The spacious 2nd bedroom offers direct access to a 3/4 bath, while an additional area provides the perfect flex space for an office, reading nook, or guest area. A Murphy-style bed provides a convenient sleeping option for overnight guests.The lower level is an incredible extension of the living space, with 2 walk-out areas to the exterior. Whether you envision a music room, movie nights, or simply an area to relax, the possibilities are endless. A separate office w/ new flooring provides an ideal work-from-home space & storage areas Outside, enjoy the privacy of the backyard patio, a wonderful place to sit beneath the stars at night. A standby generator provides added peace of mind. This home is not to be missed.Quick Closing Preferred! OPEN HOUSE SUNDAY 10/18: 11:30am-1:30pm

3 Misty Meadow Rd, Windham

$759,900

2 Beds ⋅ 3 Baths ⋅ 5113721 MLS

Rare offering in one of the most desirable 55 + communities in southern New Hampshire. Chadwick Place in Windham affords the ease of condominium ownership and living in an attractively landscaped, private and natural setting in close proximity to major commuting routes, amenities and services in the sought-after town of Windham. This free-standing, contemporary cape style unit has an open concept, correctly proportioned floorplan offering two bedrooms with en-suite baths, large living room, upscale kitchen with granite countertops and island, high quality cabinetry and appliances and ample room for dining. The second floor includes a large family room and a "bonus" room in addition to the bedroom and bathroom which affords great flexibility for lifestyle uses and utility. Hardwood and tile flooring throughout, gas fireplace, private deck, 2 bay attached garage, central air conditioning, ceiling fans and a full basement are among the many features and amenities included. All major systems, mechanicals and building components have been diligently maintained in this "like new" home. Welcome to Chadwick Place !

6 Chadwick Cir, Windham

$750,000

4 Beds ⋅ 2 Baths ⋅ 5113528 MLS

Lovingly cared for by its original owner, this updated Contemporary offers 4 bedrooms, 2 full baths, and over 2,600 square feet of inviting living space on more than an acre of land. Step inside to a spacious living room showcasing soaring vaulted ceilings, exposed wood beams, and a wood burning fireplace that creates a warm and welcoming focal point. The updated kitchen features quartz countertops, new appliances, and an adjoining dining area ideal for everyday living and entertaining. A sunroom brings the outdoors in, offering a light filled retreat overlooking the peaceful backyard. The first floor primary bedroom features a walk in closet, while three additional bedrooms offer plenty of space for family, guests, or a home office. Recent improvements include brand new hardwood flooring throughout the first floor, new carpeting in all bedrooms, fresh interior paint, and numerous other updates. Outside, a large, recently updated deck overlooks the private, level backyard, creating an ideal setting for outdoor dining, entertaining, or simply relaxing. A new walkway, two car garage, and unfinished lower level with excellent storage and future possibilities add to the home's appeal. Ideally situated just minutes from I-93, this location offers convenient access to Boston and destinations throughout Southern New Hampshire, while the nearby Windham Rail Trail provides miles of scenic walking and biking. With its distinctive architecture, thoughtful improvements, private setting, and convenient Windham location, this home offers the space, comfort, and the lifestyle you've been searching for.

19 Fordway Ext, Windham

$749,900

3 Beds ⋅ 3 Baths ⋅ 5107088 MLS

Location, location… did I mention location? Set on 1.5 acres in a peaceful neighborhood, this comfortable and versatile three-bedroom, three-bathroom home is part of the sought-after Windham school district and offers an easy commute, with Boston less than an hour away. Step inside to a spacious, living room flooded with natural light and anchored by an oversized brick fireplace, perfect for cozy autumn evenings. Just off of the living room, you’ll find an office or bonus room ready to suit your needs. The updated eat-in kitchen features stainless steel appliances, generous cabinetry, and peninsula seating - ideal for casual meals, morning coffee, or gathering with friends. A dedicated dining area with a slider provides easy access to the wraparound back deck. Upstairs, the primary bedroom includes a private bathroom, along with two additional bedrooms and a full bathroom. Newer luxury vinyl plank flooring flows throughout the home. Downstairs, an expansive lower-level room with impressive ceiling height offers endless possibilities for a family room, home theater, gym, playroom or combination of uses. Outside, the generous lot offers privacy, and room to play. Newer roof! Come discover the space, versatility, and location that make this property such a special place to call home!

7 Twin St, Windham

$749,900

5107072 MLS

WATERFRONT OPPORTUNITY on Cobbetts Pond in desirable Windham! Discover the potential of 8 Cross Street, ideally positioned to enjoy the lifestyle and recreation that make this area so special. Whether you're looking for a private retreat, investment opportunity, or the chance to create something entirely your own, this property offers tremendous possibilities. Imagine waking up just steps from the water and spending summer days boating, jet skiing, swimming, fishing and kayaking on beautiful Cobbetts Pond. The nearby town beach is just around the corner, offering even more access to the water and outdoor recreation. For those looking to think bigger, ther is an opportunity to acquire the neighboring property at 6 Cross Street and explore combining the parcels for a larger homesite, custom dream home or potential family compound, subject to Town of Windham approvals, zoning, permitting and all applicable regulations. Windham offers an ideal Southern New Hampshire location with top-rated schools, a highly desirable residential community, and convenient access to I-93. Enjoy nearby parks, trails, restaurants and shopping, while Tuscan Village in neighboring Salem provides premier shopping, dining, entertainment and additional amenities. Waterfront living, recreational opportunities, future potential and an outstanding Southern New Hampshire location come together at 8 Cross Street. Bring your vision and explore the possibilities. Buyers to conduct their own due diligence regarding development potential, lot combination, permitted uses, building plans and all required Town approvals.

8 Cross St, Windham

$749,900

3 Beds ⋅ 1 Baths ⋅ 5107071 MLS

Rare opportunity to create your own vision in desirable Windham, NH! Enjoy the small 3-bedroom, 1-bath cottage as a summer getaway or use the property as the foundation for your future building plans. The value here is truly in the land and the incredible waterfront setting. This property offers the potential to acquire an adjoining parcel in one of the area's most sought-after waterfront settings on Cobbetts Pond. Pair this property with the neighboring parcel at 6 Cross St and explore the possibility of creating an exceptional combined property for a custom dream home or potentially a private family compound, subject to Town of Windham approvals and all applicable zoning, permitting and regulatory requirements. Cobbetts Pond offers approximately 302 acres water for swimming, boating, jet skiing, fishing and summer recreation. The town beach is conveniently located just around the corner, adding another wonderful option for enjoying the water and outdoors. Enjoy the tranquility of this special setting while remaining conveniently close to Griffin Park, walking trails, local shops, restaurants and I-93. Windham offers an attractive Southern New Hampshire lifestyle, a strong sense of community and a highly regarded school system. Nearby Tuscan Village in Salem provides additional shopping, dining, entertainment and conveniences. Whether you're looking to secure additional land, create a larger private retreat, or explore future development possibilities, this is an opportunity worth investigating. Buyers should conduct their own due diligence regarding permitted uses, lot combination, access, building potential and all Town approvals. Bring your vision and explore the possibilities of creating something truly special in Windham!

6 Cross St, Windham

$719,900

4 Beds ⋅ 2 Baths ⋅ 5106941 MLS

Welcome to 13 Patricia Street! This well-cared-for home is ready for the next family to create their family memories. This home has great curb appeal, ready and welcoming. Beautiful hardwood floors on the second level in all bedrooms. Spacious living area on the main floor with an enclosed three-season area for morning coffee! An updated kitchen that looks out to the beautiful in-ground swimming pool and jacuzzi hot tub to relax. The grounds feature an irrigation system that has kept the lawn green. Lots of natural lighting in the kitchen with skylights and plenty of cabinet space. Book your showing today!

13 Patricia St, Windham

$695,000

3 Beds ⋅ 3 Baths ⋅ 5107952 MLS

Brand-new construction in beautiful Windham, Vermont! This thoughtfully designed three-bedroom home with an additional bonus room offers the comfort, efficiency, and ease of new construction paired with a peaceful Vermont setting. Filled with natural light, the home features bright, welcoming living spaces and a versatile floor plan designed for both everyday living and weekend escapes. The bonus room provides valuable flexibility for a home office, guest space, playroom, or den. An attached two-car garage makes Vermont living especially convenient, providing sheltered parking along with plenty of room for skis, bikes, outdoor gear, and storage. Outside, the yard offers space to relax, play, garden, or entertain, while the firepit creates the perfect gathering spot for summer evenings, crisp fall nights, and après-ski get-togethers. Located in the quiet mountain community of Windham, this property puts four-season recreation within easy reach. Five major ski areas—Stratton, Bromley, Magic Mountain, Okemo, and Mount Snow—are all located within approximately 35 miles of town, providing an incredible variety of winter adventures. When the snow melts, explore nearby hiking and biking trails, enjoy fishing, paddling and swimming, or spend the day at destinations such as Lowell Lake and Jamaica State Parks. The greater Windham region is known for its extensive trail network and abundant opportunities for hiking, mountain biking, snowshoeing, cross-country skiing, and snowmobiling. Whether you're searching for a full-time Vermont residence or a low-maintenance mountain getaway, this newly built home offers a wonderful combination of modern comfort, outdoor space, and access to everything that makes Southern Vermont special.

717 Horsenail Hill Rd, Windham

$689,000

3 Beds ⋅ 3 Baths ⋅ 5114760 MLS

Tucked away in a quiet Windham neighborhood, this beautifully updated ranch offers abundant natural light and more space than it looks! Freshly painted interiors, plus new carpet and wood flooring, create a welcoming feel throughout. At the heart of the home, a brand new kitchen features quartz countertops and a center island, perfect for entertaining. The kitchen connects to the dining room, with a sunken great room directly off the kitchen for easy everyday living. The main level features three bedrooms, including a primary bedroom with a private half bath, plus a full bathroom. The finished lower level adds 1,214 square feet, with a kitchenette, bedroom, living room, full bathroom, and laundry, offering flexible space for a variety of needs. Additional improvements include vinyl siding, a newer roof, upgraded electrical, and a new oil tank. An oversized corner lot offers plenty of outdoor space and a large storage shed. Enjoy a peaceful neighborhood setting just minutes from Golden Brook School, major highways, and Windham’s parks and recreation.

7 Tokanel Rd, Windham

$665,000

2 Beds ⋅ 3 Baths ⋅ 5107469 MLS

OPEN HOUSES CANCELLED Beautifully maintained and privately situated at the top of The Villages at Windham, this open-concept condominium offers comfortable one-level living in one of the community’s most desirable locations. Set on a quiet cul-de-sac and abutting conservation land, the home enjoys an exceptional sense of privacy, space, and connection to nature. The main level features a welcoming flow between the kitchen, dining, and living areas, highlighted by a gas fireplace and a composite deck conveniently located off the kitchen. Two bedrooms, an updated primary bathroom, first-floor laundry, and central air make everyday living exceptionally comfortable and convenient. A spacious finished daylight lower level offers outstanding flexibility for a family room, home office, guest accommodations, gym, or hobby space and includes daylight windows, a three-quarter bath, and a walkout slider to the outdoors. Additional highlights include a recently installed standby generator and a two-car garage with polyurea flooring offering a lifetime transferrable warranty to the new owner. The Villages at Windham offers an active neighborhood atmosphere, excellent walkability, and a picturesque community pond. Best of all, this is not an age-restricted community, making it a rare opportunity to enjoy low-maintenance living, privacy, flexibility, and space in a premier Windham location. Join us at the first Open House Wednesday 9/2/26 from 4:00- 6:00 PM

60 Gordon Mountain Rd, Windham

$650,000

2 Beds ⋅ 3 Baths ⋅ 5111390 MLS

Welcome to The Willows! Enjoy the ease of low-maintenance living in this beautifully appointed 2-bedroom, 2½-bath detached condominium in a desirable 55+ community. This inviting home offers a comfortable, easy-flowing floor plan with thoughtfully designed spaces for everyday living and entertaining. The eat-in kitchen features granite countertops and opens directly to the screened-in porch, creating a wonderful extension of the living space and the perfect setting for morning coffee, casual dining, or relaxing with friends. The screened porch lets you enjoy the outdoors in comfort throughout the seasons. Two spacious bedrooms provide plenty of privacy, while a versatile additional room offers the flexibility to use as a home office, study, den, or hobby room. A one-car garage provides convenient parking and additional storage. At The Willows, enjoy the privacy of a detached home with the ease and convenience of condominium living. Whether you're looking to downsize, simplify, or simply enjoy more time doing the things you love, this home offers the perfect combination of comfort, flexibility, and low-maintenance living in a welcoming 55+ community. Showings start Sunday 9/27.

20 Addison Rd, Windham

$599,000

5 Beds ⋅ 4 Baths ⋅ 5111512 MLS

Have it all on Timber Ridge! This spacious Windham colonial offers four bedrooms in the main house plus a recently renovated one bedroom accessory dwelling unit on the lower level, creating valuable flexibility and rental potential. Set in the mountains, the home welcomes you with a covered front porch and attached two car garage, making four season living that much easier. Inside, a dramatic multi story foyer with floor to ceiling window opens to warm wood floors and a comfortable layout with plenty of room to gather. The kitchen features a breakfast bar island and ample cabinetry, flowing into the dining area and out to the back deck, which was replaced last year. Upstairs, the primary suite includes a private bath and large walk in closet, with two additional bedrooms and a shared full bath nearby. The walk out lower level accessory dwelling unit has been recently renovated and includes its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat serves the main and lower levels, while newer heat pumps provide instant, efficient heating and cooling. Whether you are looking for a full time home or a Vermont getaway, this property offers the space, flexibility, and mountain setting to enjoy Southern Vermont in every season. Upstairs, the primary suite includes a private bath and large walk in closet, with additional bedrooms and a shared full bath nearby. The walk out lower level offers even more flexibility with a separate apartment featuring its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat on the main and lower levels adds comfort throughout, with mini splits offering efficient ancillary heating and air conditioning in the warmer months. Whether you are looking for a full time home or a Vermont escape, this is a place to spread out, settle in, and enjoy mountain living in every season.

71 Lower Birch Cir, Windham

$575,000

3 Beds ⋅ 1 Baths ⋅ 5113081 MLS

Exceptional value and Location in Windham! Full of character, history, and potential, this distinctive 3-bedroom, 3/4-bath home dating to 1810 offers a unique opportunity to own a property that simply cannot be replicated. The updated kitchen and bathroom creates a blend of historic charm and a more modern living space. Set on .75 acres, the property is home to beautiful established perennial gardens and offers a wonderfully private backyard with a large patio. Its an inviting setting for outdoor entertaining, summer gatherings, gardening, or simply enjoying your own peaceful retreat. Location is a standout feature: Walk to the Windham Town Beach and Rogers Field, and only a short two mile trip to all 4 public schools and the Clyde Pond walking trails. The current owners-of over 30 years have made several thoughtful updates including: full kitchen remodel (2019), bathroom remodel (2022), new furnace (2025), and blown in basement insulation (2026), and too many more to list (see attached file in listing docs). These improvements provide a solid foundation while leaving plenty of opportunity for the next owner to bring their own vision and design ideas. Whether you are drawn to the charm of an early 19th-century home, the privacy of the landscaped grounds, or the opportunity to create something truly special, this property offers a rare combination of history, location, updates, and potential. Come see the possibilities and imagine what you can make of this one-of-a-kind property! One upstairs bedroom does not have a closet. Full list of updates/FAQs in the listing documents.

22 Cobbetts Pond Rd, Windham

$575,000

3 Beds ⋅ 2 Baths ⋅ 5106558 MLS

NEW TO MARKET! Here is a charming Colonial is nestled on just under an acre in highly desirable Windham, New Hampshire. The inviting 3-bedroom, 1.5-bath home offers comfortable living space and an outstanding opportunity to enjoy one of southern New Hampshire's most sought-after communities. Main level features a welcoming living room with a cozy fireplace, a bright kitchen, dining room, convenient half bath, and easy access to the side deck, creating a natural flow for everyday living and entertaining. Upstairs, you'll find three comfortable bedrooms and a full bath, providing plenty of space for family, guests, or a home office. The basement expands the living space with a finished rec room. Two sheds in the yard provide additional space for tools, equipment, and outdoor gear. Step outside to your lovely side deck and enjoy morning coffee, summer meals, or gatherings with friends while taking advantage of the spacious lot. Oil-fired hot-water heat, private water, and private septic provide dependable comfort and functionality. Located in the highly desirable town of Windham, this home is close to excellent schools, scenic trails, parks, golf, shopping, restaurants, and abundant outdoor recreation. Families will appreciate Windham's highly regarded school system and strong community atmosphere, while commuters will love the convenient access to Route 93 and nearby Manchester and Boston. The nearby Tuscan Village destination adds premier shopping, dining, entertainment, fitness, and year-round events just a short drive away. With its desirable location, generous lot, comfortable layout, and endless potential, this is an exceptional opportunity to make Windham your home. Photos may be digitally enhanced.

2 Morrison Rd, Windham

$575,000

3 Beds ⋅ 2 Baths ⋅ 5085144 MLS

Gambrel-style home set on a private 0.95-acre lot at the end of a quiet cul-de-sac in highly desirable Windham. This 3-bedroom, 1.5-bath home offers 1,536 sq. ft. of comfortable living space with a classic and functional layout. The main level features a living room with a brick fireplace that is open to the kitchen along with a separate dining room, half bath and laundry. Upstairs, you’ll find three bedrooms, a full bath and pull down attic stairs. A two car garage under and basement storage area are also features of this home. There is a large deck off the kitchen overlooking the wooded backyard and a large shed for additional storage. Open House Sunday April 26th from 12-2:00

12 Blueberry Rd, Windham

$519,000

6 Beds ⋅ 5 Baths ⋅ 5108718 MLS

Set on a scenic country property in Windham, this expansive home offers exceptional space, flexibility and a setting with real character. Currently used as a large single-family residence, the home was originally built as a three-family property, with a common entrance serving two living areas and a separate entrance to the garden-level apartment. A central stairwell can connect the spaces, creating options for a large household, multi-generational living, guests, home offices or future reconfiguration. The three living areas include full kitchens, generous living rooms and a total of six bedrooms, with expansive rooms and large windows throughout. There is also ample storage and flexible space for a workshop, studio or dedicated home office. The grounds are where this property becomes especially memorable. Shaped over the years by an artist’s eye and a love of the land, the organic gardens feel established, abundant and wonderfully personal, with fruit trees, flowering shrubs, mature plantings and productive raised beds built at waist height. Several decks and screened porches invite you to slow down and take in the setting, while the property unfolds into a pond, large meadow, playing field, trout stream and walking trails, with views toward Turkey Mountain Ridge. There is a quiet, almost timeless quality here that is increasingly hard to find. Located off the beaten path in picturesque Windham, yet convenient to Southern Vermont skiing, hiking and year-round recreation, the property offers room to live, create, gather and breathe. The home does need TLC and updating, but its scale, versatile layout, organic gardens, land and natural setting make it a true diamond in the rough with tremendous potential.

1113 Old Cheney Rd, Windham

$499,000

2 Beds ⋅ 2 Baths ⋅ 5104617 MLS

Bring your vision to life on 33.34 acres in the scenic hills of Windham, Vermont. This partially completed home offers a rare opportunity to finish a thoughtfully designed residence surrounded by open meadows, established trails, and an idyllic rural setting. Designed with a 4 bedroom septic system, the home is ready for the next owner to complete the interior and exterior finishes. The clapboard siding remains unfinished, and the lower level walk out basement is plumbed for a third full bathroom, offering additional flexibility for finished living space. A substantial 24' x 48' completed foundation is in place for the planned garage. It will accommodate a 24' x 24' two car garage plus an additional 24' x 24' area of approximately 552 square feet, ready to be finished and purposed according to your needs, ideal for a workshop, studio, storage, recreation space, or other use. The land is equally appealing, with expansive meadows featuring tillable soils formerly used to grow organic fruits and vegetables, established trails, mature woods, and high quality gravel on the property. Adding to the sense of privacy and protected open space, the property abuts a National Wildlife Refuge along its western and northern boundaries. Enjoy gardening, exploring the trails, working on projects, or simply taking in the peaceful Vermont landscape. Conveniently located within reach of Stratton, Magic, and Bromley Mountains and the villages of Londonderry, Chester, and Grafton. An exceptional opportunity to complete a substantial Vermont property and create something truly your own.

5855 Windham Hill Rd, Windham

$479,000

3 Beds ⋅ 2 Baths ⋅ 5108371 MLS

Tucked into the peaceful woods of Windham, Vermont, this cherished Timber Ridge residence offers a rare opportunity to own a piece of true Vermont legacy. Custom built and lovingly held by the same family across three generations, this home is filled with decades of storied memories, seasonal celebrations, and effortless mountain living. Set on a picturesque one acre wooded parcel, the home’s expansive wrapping decks elevate you straight into the canopy, creating an immersive, treehouse like atmosphere. Whether you are sipping morning coffee surrounded by autumn foliage or relaxing after a day on the slopes, the setting offers complete tranquility and privacy. Open House on September 26, 10am -12:00 Inside, the layout balances comfort, versatility, and classic rustic charm. Enjoy seamless single level living with a spacious primary suite located right on the main floor. The home features three dedicated bedrooms (currently designated as four on the town lister card), offering ample space for a crowd. A finished bonus room, previously used as a home office , adapts easily to a bunk room, play area, or secondary media lounge. The pellet stove keeps it warm and the separate entrance allows for privacy. A dedicated workshop provides the ideal footprint for tuning skis, maintaining gear, or tackling creative hands on projects. Located in the heart of the Green Mountains, Timber Ridge serves as an exceptional four season basecamp. Winter enthusiasts will appreciate having five major ski areas within a 30-minute drive, while summer brings endless outdoor recreation, from nearby lakes, ponds, and hidden waterfalls to vibrant local farmers markets, hiking trails, and artisanal shops. This special home stands ready to welcome its next chapter and a new generation of mountain memories.

756 Birch Hill Rd, Windham

$449,900

2 Beds ⋅ 2 Baths ⋅ 5112738 MLS

Welcome to 21 Braemar Road in Windham’s Braemar Woods community. This fully renovated 2-bedroom, 1.5-bath townhouse offers a fresh, modern interior designed for low-maintenance living. The main level features a new kitchen with quartz counters, tile backsplash, quality cabinetry and all new stainless-steel appliances. COREtec luxury flooring extends into the living room with an electric fireplace and granite surround. A renovated half bath with laundry and new washer/dryer completes this floor. Upstairs are two generous bedrooms with new flooring, ceiling fans and recessed lighting; one bedroom opens to a spacious, skylit loft—ideal for an office, or flexible bonus space. The renovated full bath offers a double-sink vanity and grout-free solid-surface tub surround. Major updates include a new Mitsubishi heat-pump system, hot-water heater, windows, lighting, fixtures, doors, trim, hardware and paint, plus spray-foam insulation for improved efficiency. A security system with home automation is included with no subscription required. Enjoy a new composite deck, unfinished basement with ample storage, one-stall garage and additional parking. Monthly $490 HOA covers landscaping, trash, municipal water, sewer and common-area maintenance. No age restriction; pets permitted per Association rules. Roof replacement planned for 2027; seller will pay the remaining confirmed balance of the original roof assessment at or before closing. Convenient to schools, shopping and major routes.

21 Braemar Rd, Windham

$449,900

2 Beds ⋅ 3 Baths ⋅ 5112487 MLS

Dreaming of a new home for the holidays? Still time to get in and with a REFRESHED price! Enjoy the ease of first-floor living in this beautifully maintained townhouse located in a sought-after 55+ community in Windham. Thoughtfully designed with comfort and convenience in mind, this home offers an open-concept floor plan, soaring vaulted ceilings, a private primary suite, and inviting sun-filled living spaces that make everyday living feel effortless. The open-concept kitchen flows seamlessly into the living room, creating the perfect space for entertaining. The private first-floor primary suite overlooks the backyard and features a spacious attached bath with a walk-in shower, creating a peaceful retreat. A versatile bonus room provides additional living space and leads to a sunroom, perfect for enjoying your morning coffee or unwinding with a good book. Step outside to the private deck and take in the tranquil surroundings. Convenient first-floor laundry and a half bath add to the home's practicality, while the attached one-car garage offers easy access and additional storage. Upstairs, you'll find a generous loft second bedroom, a full bath, and an oversized walk-in closet, making it an ideal space for guests or hobbies. The unfinished basement provides endless possibilities for storage, a workshop, home gym, or future expansion. Enjoy the benefits of a low HOA fee and access to the community clubhouse, all while being conveniently located near Windham's shopping, dining, and commuter routes. Comfort, convenience, and community await. Don't miss this exceptional opportunity!

33 Brookview Rd, Windham

$439,000

2 Beds ⋅ 3 Baths ⋅ 5112368 MLS

Welcome home to Whispering Winds, one of Windham’s premier 55+ active adult communities! Situated at 59 Pleasant St, this stunning mid-unit condo offers a thoughtful floor plan designed for effortless, one-level living paired with incredible bonus space. Step inside to an airy layout featuring soaring cathedral ceilings and rich hardwood flooring. The main living area flows seamlessly into a bright kitchen and comfortable dining area, leading out to your private backyard patio—perfect for morning coffee or outdoor relaxation. The main level offers convenience with a primary suite, full bathroom, and central air conditioning powered by efficient gas heat. Upstairs, you'll find a versatile loft area alongside additional living space ideal for a second bedroom, home office, or guest suite. Key Features & Highlights: * Spacious Living: 1,522 sq. ft. of above-grade living area across 1.5 stories with 4 rooms, 2 full bathrooms, and 1 half bath. * Bonus Space: Includes a partially finished basement for extra rec space or storage, plus an attached garage and a charming wood deck/patio. * Modern Comforts: Central A/C, forced air gas heating, and low-maintenance community utilities. * Prime Location: Peaceful setting within a highly desirable, well-maintained neighborhood. Don't miss the opportunity to enjoy relaxed, low-maintenance condo living at its finest! OPEN HOUSES THIS WEEKEND! Sat 10/17 & Sun 10/18 @ 10am-12pm

59 Pleasant St, Windham

$429,900

2 Beds ⋅ 1 Baths ⋅ 5091573 MLS

Your Dream Lake Escape on Shadow Lake Awaits! Seize this incredible opportunity to create a custom retreat on the highly desirable Shadow Lake. Offering 46 feet of private water frontage on the serene north side, this end-of-the-road lot is an absolute gem. A beautiful babbling brook runs down the property, enhancing the tranquil setting. Whether you choose to renovate the existing structure or completely tear down and build new, the path is clear: all state plans are already approved and available! Town permit has expired and needs approvals, but all plans will be shared. Enjoy the privacy of a large lot that abuts state land and provides plenty of parking. This peaceful waterfront location is also a commuter's dream, only 45 minutes from Boston and conveniently close to Salem's vibrant shopping, restaurants, and the Tuscan Village area. Property sold AS IS. Buyers must be accompanied by their agent and enter the existing structure at their own risk.

5 Allen Rd, Windham

$410,000

1 Beds ⋅ 1 Baths ⋅ 5114186 MLS

This pint-sized home packs a punch! Tucked away from the road on a private .46-acre lot, this charming, fully remodeled home offers the perfect blend of character, comfort, and modern updates. Step inside to discover beautiful hardwood floors, a stylish new kitchen, and an inviting living room featuring a cozy wood-burning fireplace. The covered front porch is the perfect spot to enjoy your morning coffee or unwind while taking in the peaceful surroundings. Outside, the spacious lot offers plenty of room to relax, garden, or entertain, along with a convenient storage shed. Big on charm and low on maintenance, this little gem is a fantastic alternative to condo living, offering the freedom of homeownership without the condo fees! Whether you're a first-time buyer, looking to downsize and enjoy easy single-level living, or exploring the potential for a short-term rental (subject to local regulations), this adorable Windham home offers endless possibilities. Small in size, but big on appeal -don't miss this darling home in desirable Windham.

24a Range Rd, Windham

$399,000

2 Beds ⋅ 3 Baths ⋅ 5109111 MLS

Welcome to this desirable townhouse in popular Windham, NH, offering an ideal blend of space, flexibility and value with no age restrictions and pets allowed. The main level features a comfortable family room with fireplace, dining area and kitchen, creating an easy layout for everyday living and entertaining. A convenient half bath with laundry completes the first floor. Upstairs, the spacious primary bedroom suite includes a bonus loft area that can easily serve as a home office, reading nook, craft space or whatever fits your lifestyle. The second bedroom offers the added convenience of its own private bath, making it perfect for guests. Need even more space? The basement offers two additional bonus rooms with endless possibilities for a home gym, office, hobby room, playroom or media space. An attached one car garage, central air and a condo fee that includes water, sewer, trash, snow removal and lawn care add to the convenience. The home could use some fresh paint and new carpet, giving you the opportunity to add your own personal touches and make it truly yours. Priced with this in mind, there is excellent potential to build instant equity, and the seller is offering a concession toward painting to help get you started. Bring your vision and take advantage of this opportunity to own a home in one of Windham’s sought after communities! Welcome Home!

61 Stacey Cir, Windham

$375,000

2 Beds ⋅ 3 Baths ⋅ 5114767 MLS

Sitting on a high hillside, this home was built for those who love the Earth and want to live lightly on it. From this peaceful haven, you can watch and enjoy the changing seasons and a diversity of Vermont wildlife. Raised organic garden beds provide the opportunity for fresh fruits and vegetables. Its 2.06 acres are mostly forested, but it has clear views to the west of the Turkey Mountain Ridge that are sure to delight you. The property is off the beaten path, yet near Southern Vermont ski mountains and various nature trails. One trail is easily accessed from the house through friendly neighbors’ land to an ancient road and beautiful brook. The home is energy efficient and all electric except for a propane cooktop, and it comes with a net-metered solar array that generates much of the energy used by the house. It is a tall home of three stories, each with about 560 sq. ft. The top floor provides an elevated view of the natural surroundings. It includes a lookoff, the kitchen, dining area, bedroom, and bathroom. The middle floor has a front porch entrance, living room, main bedroom, and bathroom. The lower floor has private outdoor entrances and two rooms with a mini-kitchen, bathroom, and utility room. Attached is a large shed that has served as a workshop, a storage area, and a chicken coop. The folks who built the house live next door and rent part of their land for a community solar field. Children and adults will love exploring the area which is rich in geologic and human history. If you love the land and want a home that honors Nature, this is the place for you.

1275 Old Cheney Rd, Windham

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How much is your home worth?