Windham Real Estate

Windham Real Estate

Welcome to Windham, New Hampshire – a hidden gem nestled in the heart of Rockingham County! This picturesque town combines the charm of small-town living with the convenience of proximity to major urban centers, making it an ideal place for families, professionals, and nature enthusiasts alike.

Windham boasts a rich history, reflected in its quaint New England architecture and the vibrant community spirit that resonates throughout its neighborhoods. With a population of just over 14,000 residents, this close-knit community prides itself on its excellent schools, ensuring that families have access to top-notch education. The town's commitment to maintaining a family-friendly atmosphere is evident in its many parks, recreational facilities, and community events that bring residents together.

Nature lovers will find Windham particularly appealing, as the town is surrounded by stunning landscapes and outdoor activities. The serene Canobie Lake Park offers a perfect spot for boating and picnicking, while the Windham Town Forest provides miles of scenic trails for hiking, biking, and wildlife observation. For those who enjoy winter sports, nearby ski resorts and snowshoeing trails make it easy to embrace the beauty of the changing seasons.

Conveniently located just 30 miles north of Boston, Windham offers easy access to urban amenities while maintaining its tranquil, suburban charm. With a variety of local shops, restaurants, and cultural attractions, residents can enjoy a vibrant lifestyle without sacrificing the peacefulness of rural living.

Whether you’re looking to buy your first home, downsize, or invest in a property, Windham, NH, presents an exceptional opportunity to experience the best of New England living. Discover your dream home in this enchanting town today!

Newest Listings in Windham

$1,800,000
4 Beds ⋅ 4 Baths ⋅ 5101534 MLS
Designed to Live Like a Ranch...With Space When You Want It. Experience the ease of luxury single level living in this exceptional custom ranch, thoughtfully designed for comfort, flexibility, and sophisticated style in one of Windham's most desirable neighborhoods. Nearly new and impeccably crafted, this 4 bedroom, 4 bath home is just minutes from Tuscan Village, major commuter routes, dining, shopping, and recreation. The gourmet kitchen is the heart of the home, featuring premium appliances, an oversized waterfall island with seating, abundant prep space, and a walk-in pantry. The open-concept design flows seamlessly into the dining and living areas, highlighted by a cozy fireplace, stylish wet bar and direct access to the covered deck and hot tub, perfect for relaxing or entertaining year round. Designed for today's lifestyle, the thoughtfully planned layout includes two private ensuite bedrooms, ideal for guests or multigenerational living. The luxurious primary suite offers a gas fireplace, radiant heated floors, spa-inspired bath, and an expansive custom walk-in closet. Two additional bedrooms share a beautifully appointed Jack-and-Jill bath. The finished walkout lower level provides exceptional flexibility with a professionally designed wellness studio featuring mirrored walls and premium fitness equipment, along with additional space for a media room, recreation area, hobbies, or entertaining. Unfinished space with plumbing already in place for a future bath offers room to expand as your needs evolve. Additional highlights include owned solar panels, whole-home ethernet wiring, energy-efficient construction, smart irrigation, security system, fenced yard, and deeded access to walking trail connecting to the Windham Rail Trail. Offering the convenience of one-level living with the flexibility to entertain, pursue your passions, and host family and friends, this exceptional home is designed to adapt beautifully to every stage of life. Quick Close Possible!!

7 Lilac Ridge Rd, Windham
$985,000
3 Beds ⋅ 3 Baths ⋅ 5101452 MLS
Some neighborhoods you find on Zillow. Castle Reach, you wait for. Homes in this community are rarely offered, making each opportunity truly special. Set along a scenic route near the orchards of Apple Acres Farm and the historic turrets of Searles Castle, this is a Windham location unlike any other. 35 Mockingbird Hill Road puts you in the heart of it. This sun-filled hip roof colonial sits on approximately one acre of beautifully landscaped grounds, with hardwood floors, crown molding, and French doors setting the tone from the front door. Designed with both function and entertaining in mind, the eat-in kitchen features a center island, wall oven, gas cooktop, breakfast nook, and a beverage bar with a built-in refrigerator, all opening to a generous deck that overlooks the private backyard. The vaulted family room with gas fireplace anchors the main level, while a dedicated home office and additional first-floor den offer exceptional flexibility for today’s lifestyle. Upstairs, the primary suite features a tiled bath with whirlpool tub. Thoughtfully designed features include central air, irrigation, and a high-ceiling walkout basement with plumbing in place for a future bath and direct access to a stone patio, offering exceptional flexibility and room to grow. A standout feature of Windham is its exceptional school system, consistently recognized for academic achievement and educational excellence. Beyond the community itself, the location offers convenient access to major roadways and local amenities. A short drive to I-93 provides easy connectivity to Boston and the surrounding region, while nearby destinations including Cobbetts Pond, Windham Country Club, and the town beach offer a variety of recreational opportunities. Rarely available in Castle Reach, this exceptional property offers the opportunity to experience the privacy, quality, and craftsmanship that define this sought-after community. *Showings begin Saturday at the Open House from 10:00 AM–12:30.

35 Mockingbird Hill Rd, Windham
$1,250,000
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. Come visit our Open House on 07/25 & 07/26 from 1:30PM-3PM.

15 Northland Rd, Windham
$1,050,000
2 Beds ⋅ 4 Baths ⋅ 5101174 MLS
Where Every Day Feels Like a Getaway with stunning views of Cobbetts Pond in Windham, NH. Morning light spills across the water as you step onto your private balcony, coffee in hand, watching the lake wake up for the day. By afternoon, you're out on the boat. By evening, you're gathered under the covered porch as the sun drops over the shoreline. This is more than a beautifully renovated home. It's a place where everyday life feels like a getaway. The main living spaces reimagined from top to bottom; every detail here reflects lasting quality and timeless design. At the heart of the home, a lovely seating area open to the upper level, an open-concept gourmet kitchen that flows into the sun room and a generous gathering space in the lower level with a wet bar set the stage for entertaining. The first floor primary suite is a peaceful retreat with a spa-inspired bath and a new slider out to the deck, added to enjoy those lake views. Set on a corner lot, two levels of expansive Trex decking overlooking the lake, beautifully landscaped grounds, and a newly added three-season sunroom to relax through every season. Deeded waterfront ownership brings a private sandy beach, boat launch, kayak storage, and an opportunity for future dock space, making the lake a natural extension of the front yard. ALL NEW: roof, siding, windows, doors, plumbing, electrical wiring, HVAC runs, insulation, whole-house generator, whole-house water system and MORE! Every major investment has already been made. Whether you're hosting friends and family, launching the kayak for an afternoon on the water, or simply taking in the view, this is a home built for lasting memories. Located in highly desirable Windham, NH, you'll enjoy award-winning schools, nearby golf courses, walking trails, and convenient access to Tuscan Village with its outstanding shopping, restaurants, and year-round events, all while remaining close to Rte 93 for an easy commute . Life is simply better at the lake.

2 Fox St, Windham
$1,849,000
6 Beds ⋅ 5 Baths ⋅ 73553289 MLS
Set on nearly five acres of complete privacy, this exceptional estate offering over 5,800 sq ft with a separate guest residence offering over 2,400 sq fti s a rare offering—where scale, versatility, and lifestyle come together in a way seldom found. What sets this property apart is the seamless blend of luxury living and purpose-driven spaces, thoughtfully designed to adapt to the way you live today. The main residence offers four spacious bedrooms, an expansive dining room, and a beautifully scaled family room, all connected by a flowing, open layout. A private third-floor office provides a quiet, tucked-away workspace—ideal for productivity and privacy. At the heart of the home, a custom theatre opens directly to the expansive deck, creating a one-of-a-kind indoor-outdoor entertaining experience. Paired with a dedicated bar and game area, this space delivers the feel of a private club within your own home—perfectly designed for gathering and entertaining. The primary suite isa true retreat—generous in scale with a fireplace, a beautifully updated spa-inspired bath, and its own private deck overlooking the grounds. The secondary residence elevates this property into a true estate compound—far beyond a traditional guest house. Alongside a two-car garage, fitness area, sauna, and full bath, it features a bright, fully independent living area offering complete separation and flexibility for extended family, guests, or live-in support. Outdoors, the property unfolds into a private sanctuary, with an in-ground pool surrounded by lush, open grounds that enhance the home’s sense of privacy and scale. This is more than a home—it’s a property designed for how people truly want to live today: offering privacy, space, and flexibility in a rare estate setting.

117 Castle Hill Rd, Windham
$790,000
3 Beds ⋅ 3 Baths ⋅ 5100937 MLS
OFFER DEADLINE TUESDAY, JULY 28TH AT NOON. Welcome home to 4 Longmeadow Rd, ideally situated in one of Windham's most desirable neighborhoods! This colonial offers 2,904 square feet of finished living space, including a versatile finished basement, all set on a beautifully private 1.26-acre lot. The smart layout offers a functional flow, with all three bedrooms conveniently located on the second floor and a half bath on the main level for guests. Step outside to your own screened-in deck, the perfect spot for morning coffee or evening relaxation overlooking the private, tree-lined yard. Move right in and make it your own with cosmetic updates over time, instead of paying for someone else's design decisions. All in a fantastic location close to top-rated schools, shopping, and easy highway access. Homes in this neighborhood don't last, schedule your showing today!

4 Longmeadow Rd, Windham
$800,000
4 Beds ⋅ 4 Baths ⋅ 5100902 MLS
Windham checks every box and 29 Harris Road makes it easy to move right in before fall! Situated on over an acre just five minutes from Route 93 and a short drive to Tuscan Village, the Rail Trail, and tax-free shopping, this 4-bedroom colonial offers the kind of location that you've been looking for. The updated kitchen anchors the main level with a vaulted ceiling, custom cabinetry, granite counters, stainless appliances, and a dining area warmed by a brick fireplace. The primary suite is conveniently on the first level with laundry and access to the back deck. There are hardwood floors throughout and central AC keeps things comfortable inside all summer long. The 3 additional bedrooms upstairs are oversized and feature tons of closet space. The finished walkout basement with heating, AC, and a half bath is where the flexibility really opens up - use it as a family room, a home office suite, an in-law setup, or a fifth bedroom. The configuration adapts to however you want to live. Outside you'll enjoy the three-car garage, a sprawling fenced yard, and a Tesla Energy Storage System that's already doing the work. You won't want to miss this opportunity!

29 Harris Rd, Windham
$800,000
3 Beds ⋅ 3 Baths ⋅ 5100369 MLS
A rare and unforgettable property where country charm meets contemporary artistry on 5+ private acres. Thoughtfully designed with a creative flair, this one-of-a-kind home features a beautifully updated kitchen with a hidden café bar tucked behind a sliding barn door; perfect for entertaining or enjoying your morning coffee. The first-floor primary suite offers a private retreat with direct access to a deck, creating the ideal spot for a future hot tub escape. Step outside to discover exceptional outdoor living with incredible hardscaping, a charming secret garden, and a dedicated fire pit area perfect for gathering under the stars. Pet lovers will appreciate the convenient dog wash, making cleanup after outdoor adventures a breeze. A 2 car attached garage and a 2 car detached garage provide outstanding flexibility for vehicles, hobbies, a workshop, additional storage, or potential ADU conversion. Distinctive, warm, and full of character, this is a home that simply can't be appreciated through photos alone; it must be experienced in person to truly capture its beauty, creativity, and unforgettable setting. The asking price reflects consideration of the windows' age and condition, creating exceptional value for buyers seeking a well-priced home with room for future improvements. DELAYED SHOWINGS 7/23/26

125 Castle Hill Rd, Windham
$649,000
3 Beds ⋅ 2 Baths ⋅ 5100164 MLS
Welcome to year round tranquility in desirable Windham! Built in 2018, this beautifully maintained 3 bedroom, 2 full bath home offers the perfect blend of modern style and relaxed living with deeded water access to Cobbetts Pond. The light and bright open-concept floor plan features stunning dark hardwood floors throughout, creating warmth and elegance in every room. The kitchen shines with quartz countertops, stainless steel appliances, and seamless flow into the living and dining areas, making entertaining effortless. A spacious dining area, first-floor bedroom or office, and a full bath complete the main level and provide flexibility for guests or remote work. Upstairs, the spacious primary bedroom offers a vaulted ceiling, oversized window seat, abundant natural light, and generous closet space. A second bedroom, convenient second floor laundry area, and an additional full bath complete the upper level. Enjoy peace of mind with the recently added Generac standby generator. Ideally located just minutes from Route 93, commuting is easy while shopping, restaurants, and everyday conveniences are all close by. Experience the best of Windham living with modern comfort and the recreational lifestyle that comes with deeded access to beautiful Cobbetts Pond.

12 Grove St, Windham
$675,000
2 Beds ⋅ 3 Baths ⋅ 5099987 MLS
Remarkable Builders Model Unit in Windham’s most desirable condo village. Location location location. Upgraded hardwood flooring and cabinetry w/softclose doors and drawers, granite countertops, SS appliances, 1 full & 2, 3/4 baths. All systems expertly maintained, move in ready. Primary Suite with customized walk in closet by Elfa closet systems. Gas fireplace in LR. Vaulted ceilings on first level, high ceilings in lower level. Lower level professionally finished w/walk out sliders. Family room, built in cabinets with refrigerator. Personal gym! Equipment available for sale. Attached direct entry 2 car garage. You will love it! Do not wait! Assisted showings begin Friday July 16th. Open house Sat/Sun July 17+18, 11am-1:00pm. Washer/Dryer included with unit. Some furnishings available for sale, separate from unit.

39 Gordon Mountain Rd, Windham
$1,249,900
4 Beds ⋅ 4 Baths ⋅ 5099815 MLS
PRICE IMPROVED! Welcome home to Highly Desirable Castle Reach! Situated on a Beautifully Landscaped, Level 1-acre lot with a Rare 4-Car Attached Garage, this Meticulously Maintained Home features an Incredible, Private Multi-Generational Flex Wing (added in 2019). Complete with Hardwood Floors, a Kitchenette, a 3/4 Bath, and custom built-ins, this standout space is perfect for an In-Law Suite, Guest Wing and Private Home Office. The main home's 1st floor features an Entertainer’s Dream Kitchen and adjacent Family Room, both boasting Brand-New Modern HW Flooring. The Chef’s Kitchen is fully equipped with an adjacent butler's pantry, 48” Viking Range Top with Grill and Exterior Exhaust Hood, Double Convection Wall Ovens, Wine Fridge and all New Appliances in 2025. The seamless flow is complemented by a Formal Dining Room and 1st Floor Office. Upstairs, the Spacious Primary Suite features Vaulted Ceilings and a Large Walk-In Closet with custom built-ins, alongside a convenient 2nd floor laundry room. Extending your living space is a Recently Finished Lower Level complete with a cozy Electric Fireplace. Step out to a Private Backyard Oasis featuring an expansive 15x40 Brick Patio, the ultimate setup for outdoor entertaining with plenty of fenced flat yard left over for a future pool. Bathrooms have been beautifully updated with brand-new, stylish vanities. Additional details include an Irrigation System and a Kohler Standby Generator for absolute peace of mind. A rare find combining space and extensive modern updates in a Premier Neighborhood!

50 Overton Rd, Windham
$2,475,000
5 Beds ⋅ 5 Baths ⋅ 73549528 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 pool/guest house. The builder is also completely open to customize a different design to suit your vision. Photos are digital renderings

41 Heritage Hill Road, Windham
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