Windham Homes for Sale

Welcome to Windham, a charming town nestled in the picturesque landscapes of New England. Known for its rich history, vibrant community, and stunning natural beauty, Windham offers an idyllic setting for those seeking a peaceful yet engaging lifestyle. With its scenic parks, lush green spaces, and a plethora of outdoor activities, this town is a haven for nature lovers and adventure seekers alike. Windham boasts excellent schools, friendly neighborhoods, and a welcoming atmosphere that makes it the perfect place for families, retirees, and young professionals.

When it comes to real estate, Windham has an impressive array of homes for sale that cater to diverse tastes and budgets. From quaint single-family homes with charming architectural details to spacious modern residences equipped with the latest amenities, there is something for everyone in this thriving market. Many properties feature stunning views of the surrounding landscapes, allowing residents to enjoy the beauty of nature right from their doorstep.

The local real estate market is characterized by its strong sense of community and a commitment to maintaining the town's unique character. Whether you’re looking for a cozy starter home, an expansive estate, or a charming condo close to local amenities, Windham offers a variety of options to suit your needs.

Explore the homes for sale in Windham today and discover the perfect place to call home in this enchanting town, where every day is filled with the promise of new adventures and cherished memories.

Newest Windham Homes for Sale

$705,000

3 Beds ⋅ 2 Baths ⋅ 5114202 MLS

Welcome to this meticulously maintained and thoughtfully updated 3-bedroom, 2-bathroom home. Nestled on a conveniently located generous lot, the inviting, light filled first floor features warm toned wood flooring, a sleek updated kitchen with granite countertops, breakfast bar and vaulted ceiling. A first-floor bedroom and adjacent full bathroom create a functional layout for any stage in life. Upstairs you’ll find 2 generously sized bedrooms and another full bathroom that can be conveniently accessed by one of the bedrooms or the hallway. Downstairs, the expansive basement, with separate entrance, delivers valuable and versatile extra living space, ideal for a family room, home office, or fitness area, alongside a large dedicated laundry room. The 5-year-old oversized detached garage offers abundant storage and workspace potential with plenty of room for your tools and toys! Outside, enjoy a well-kept yard with thoughtfully designed, established landscaping, ready for relaxing or entertaining. Every corner of this home reflects true pride of ownership and is completely turnkey for its next owner. Showings begin at Open House Friday 4:30-6:00p.

2 Meadow 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

$2,750,000

4 Beds ⋅ 6 Baths ⋅ 5113588 MLS

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

$750,000

4 Beds ⋅ 2 Baths ⋅ 5113528 MLS

***OFFER DEADLINE MONDAY OCT 12th 12:00 ***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

$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

$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

$1,125,000

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

$1,725,000

4 Beds ⋅ 3 Baths ⋅ 5111633 MLS

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 upper level offers well appointed bedrooms. The spacious primary suite provides a peaceful retreat, complete with two generous closets and an adjoining unfinished room that offers exceptional flexibility. Whether envisioned as a private home gym, yoga studio, art studio, office, this additional space can easily be tailored to suit your lifestyle. Throughout the home, thoughtful features support today’s way of living, including a high-end AprilAire filtration system and dedicated server, making it easy to work, stay connected, and enjoy the comforts of home. 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

$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

$299,900

2 Beds ⋅ 1 Baths ⋅ 5111290 MLS

BUILDERS AND INVESTORS! Rare opportunity just steps from the community beach, boat launch, and small marina on sought-after Cobbetts Pond. Set on a 0.37-acre lot, this property is best suited for investors and builders; the existing 2-bedroom, 1-bath cottage (built 1920, approx. 798 sq ft) shows significant deferred maintenance and is not salvageable, making this essentially a lot sale with an established location in a highly desirable lake community. The lot is serviced by private well water; buyers should factor in the cost of establishing permanent utilities and confirm zoning, setback, and septic/well requirements with the Town of Windham before purchase. Surrounded by trees and open space, the property offers privacy while being part of a lakeside neighborhood. Cobbetts Pond is known for swimming, kayaking, fishing, and scenic beauty, and residents of Windham enjoy highly regarded schools, local shops and dining, and easy commuting via I-93 to Manchester, Nashua, and Boston. This is a chance to secure a foothold in the Cobbetts Pond lifestyle with land, location, and long-term potential. Buyer to perform own due diligence regarding rebuild feasibility, permitting, and lot coverage. Photos may be digitally enhanced.

17 First St, Windham

$918,000

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

$749,900

4 Beds ⋅ 3 Baths ⋅ 5109291 MLS

Welcome to a truly unforgettable property where amazing grounds, winding stone pathways, a koi pond with cascading waterfall, and an in-ground pool create the setting for a spectacular private retreat. 34 Sharon Road is a one-of-a-kind Garrison offering remarkable craftsmanship, an enchanting garden setting, and incredible potential for its next chapter. Set among mature trees and extensive stonework, this 4 bedrooms, 2.5 baths home offers 2,780 sq. ft. of official living area, plus a four-season greenhouse and striking Hartford conservatory. Inside, hardwood floors and exceptional custom trim create warmth and character throughout. The showstopping family room features a soaring vaulted ceiling, dramatic exposed beams, rich wood detailing, and an impressive floor-to-ceiling brick fireplace. The custom kitchen includes maple cabinetry, granite countertops, a center island, and two ranges—including a professional-grade Viking range with matching hood. Generous living and entertaining spaces provide a flexible layout ready to be reimagined. All four bedrooms are located upstairs, including a primary suite with its own en-suite bathroom. The unfinished lower level offers lots of potential, including a spacious work area, loads of storage, and access to a two-car garage. Whether used for hobbies, projects, recreation, or additional storage, this lower level provides valuable flexibility. The Asian-inspired gardens and water features make the outdoor setting truly special. The distinctive conservatory and four-season greenhouse with built-in heat lines offer exciting possibilities for gardeners, artists, or anyone dreaming of a truly unique sanctuary. The home and grounds require work and have deferred maintenance. Property is being sold as-is. Bring your creativity and unlock the full potential of this hidden Windham gem! Come visit the Open House 9/12 (Sat) and 9/13 (Sun) from 1:30PM-3:00PM

34 Sharon Rd, Windham

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