Refine Search
Map
Sort by
$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
$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
$1,375,000
4 Beds ⋅ 4 Baths ⋅ 5099668 MLS
Welcome to one of Windham's most sought after neighborhoods! Perfectly situated on a quiet cul-de-sac, this meticulously maintained home showcases true pride of ownership at every turn. The private backyard is an outdoor retreat featuring a spacious deck, patio, and hot tub, creating the perfect setting for relaxing or entertaining family and friends. Inside, you'll find a thoughtfully designed floor plan with a first floor office complete with custom built ins, ideal for working from home. The stunning kitchen is the heart of the home, offering an abundance of cabinetry, a built in buffet, generous workspace, and natural light that fills the room. The inviting family room, sunroom drenched in sunshine, formal dining room, and formal living room provide exceptional spaces for everyday living and effortless entertaining. Upstairs, escape to the enormous primary suite featuring soaring ceilings, a spa inspired bath, and a spacious walk in closet. Three additional bedrooms and a convenient second floor laundry room complete the upper level. The finished walkout lower level adds even more living space with a 3/4 bath, making it ideal for a recreation room, guest space, home gym, or media room. An unfinished storage area provides plenty of room for all your seasonal items and extras. Located just minutes from Griffin Park, top rated Windham schools, shopping, restaurants, and major commuting routes, this exceptional home offers the perfect combination of privacy, convenience, and timeless appeal. Don't miss this amazing opportunity to make it yours. Welcome home!

10 Poplar Rd, Windham
$1,599,000
4 Beds ⋅ 4 Baths ⋅ 5099575 MLS
Timeless elegance meets modern luxury in this exceptional custom Colonial, privately set on 3.5 meticulously landscaped acres. Offering four spacious bedrooms and a beautifully designed walk-out lower-level in-law suite, this remarkable home delivers the perfect blend of sophistication, comfort, and versatility. From the moment you enter the grand two-story foyer, you'll appreciate the impeccable craftsmanship, classic architecture, and custom millwork found throughout. The thoughtfully designed floor plan features a private home office, an elegant formal dining room ideal for entertaining, and a warm, inviting family room centered around a stunning fireplace. At the heart of the home, the expansive kitchen opens seamlessly to the living spaces, creating the perfect gathering place for family and friends. Just beyond, a breathtaking sunroom overlooks the private backyard, filling the home with natural light and providing direct access to the expansive composite deck. Privately situated at the opposite end of the home, the first-floor media room is an entertainer's dream, showcasing custom millwork, a beautifully crafted built-in bar, and the perfect setting for movie nights, game days, or hosting guests. The luxurious primary suite serves as a true retreat with a spa-inspired bath, while the additional bedrooms are all exceptionally spacious. The walk-out lower level offers a complete in-law suite with its own living space, providing exceptional flexibility for multigenerational living, extended family, guests, or an au pair. Step outside to your own private resort where the expansive composite deck overlooks a spectacular gunite inground pool, all surrounded by professionally designed landscaping that creates an unmatched sense of privacy across 3.5 acres. A classic farmer's porch welcomes you home, completing this extraordinary property where timeless architecture, luxurious finishes, and seamless indoor-outdoor living come together.

5 Sherwood Rd, Windham
$395,000
4 Beds ⋅ 2 Baths ⋅ 5099541 MLS
In the heat of it all!! With 4 mountains within in about 1/2 hour, this is the perfect spot to get away for skiing and all the other Southern Vermont treasures. Nestled in a sweet meadow, with a wee bit of forest, this home is a perfect home base with plenty of room for everyone. With a lovely flat yard, huge private back deck and large above the ground pool, there are lots of options for entertaining. The guest suite has a private entrance or can be open to the main house. It would work well as a potential rental (check with the town), x generation starter, or an in home caretaker suite. Snug up to the cozy fireplace or wood stove on the crisp winter nights, hunt for fireflies in summer, breathe the clean crisp air of fall. You can't go wrong here.

715 Chase Rd, Windham
$344,000
2 Beds ⋅ 2 Baths ⋅ 5099385 MLS
Set in the quaint village of South Windham, this charming Vermont home offers a warm, comfortable lifestyle with ski areas, outdoor recreation, and four-season adventure all close at hand. Known locally as the “old dance hall,” the property is believed to date to around 1900, possibly reflecting an earlier community use that adds an interesting layer to its history. Lovely pine floors bring warmth and character throughout the home, while a Jøtul wood stove in the living room creates a cozy gathering place. A second wood stove in the basement provides efficient whole-house heat during the colder months. The flexible floor plan includes three bedrooms, with two on the main level and one upstairs, making the home well suited as a starter property, retirement home, or peaceful Vermont getaway. The living spaces open to an expansive deck overlooking a generous backyard with a beautiful backdrop of the surrounding hills. A gentle stream meanders through the property, enhancing the quiet setting and creating a wonderful sense of peace. There is ample room for gardens, outdoor projects, or the makings of a small homestead. With 1.5 baths and approximately 1000+ square feet of unfinished attic space offering potential for additional living area, office space, or storage, the home has room to grow and adapt. Full of charm, history, and practical comfort, this is a special opportunity in one of Vermont’s most peaceful village settings.

3407 Windham Hill Rd, Windham
$435,000
2 Beds ⋅ 3 Baths ⋅ 5099010 MLS
Welcome to this beautifully maintained townhouse offering the perfect combination of comfort, convenience, and value in the desirable Hardwood Heights community. Step inside to an inviting open-concept main level featuring a spacious living room, dining area, and updated kitchen, ideal for both everyday living and entertaining. Just off the kitchen, enjoy your private back deck, perfect for grilling or relaxing outdoors. The first floor also offers the convenience of a laundry area, a charming front porch, and an attached one-car garage. Upstairs, you'll find two generously sized bedrooms. The primary suite features its own private ensuite bath with double closets and private deck. There is also a versatile loft space that's perfect for a home office, fitness area, nursery, reading nook, or additional living space. The second bedroom features a 3/4 ensuite bath. The finished walk-out lower level expands your living area and opens to a private patio overlooking a peaceful wooded backyard, providing the perfect setting to unwind. Additional highlights include forced hot air, central air conditioning, a renovated kitchen, a new water heater, and numerous other updates throughout. Residents of Hardwood Heights enjoy low-maintenance living with community amenities including tennis courts, lawn care, snow removal, and trash service. Conveniently located near shopping, restaurants, major commuting routes, and highly regarded schools, this home truly has it all.

49 Stacey Cir, Windham
$595,000
4 Beds ⋅ 2 Baths ⋅ 5098749 MLS
Price Improvement Welcome to 2 Marblehead Road, a beautifully updated ranch set on a private 0.83-acre lot in desirable Windham, NH. Just two blocks from the Windham Town Beach at Cobbetts Pond. This 4-bedroom, 1.5-bath home offers the best of both worlds: a spacious, open-concept kitchen, dining, and great room built for everyday living and easy entertaining, paired with classic ranch-style architecture that keeps all four bedrooms tucked into their own quiet wing, well away from the main living space. The kitchen was renovated just five years ago and features stainless steel appliances, a gas cooktop, and ample cabinetry, opening into a bright great room finished with a mix of hardwood and luxury vinyl plank flooring throughout. A walk-out basement adds roughly 600 square feet of finished space downstairs, it could use some TLC, but offers excellent potential for a family room, home office, or additional living area for the buyer looking to make it their own. Outside, enjoy a paved driveway, and garden space on an expansive, private lot, all just moments from swimming, kayaking, and lakeside recreation at Cobbetts Pond. Located within the highly regarded Windham School District. A rare combination of space, layout, and lake-town location. Open House on Wednesday July 15, 2026 from 5pm - 7pm

2 Marblehead 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
$920,000
4 Beds ⋅ 3 Baths ⋅ 5098150 MLS
A HOME FOR ONE LEVEL OR EXTENDED FAMILY LIVING!! OFFERS DUE MONDAY evening via PDF only please Welcome to this beautifully updated Royal Barry Wills Cape, where timeless New England charm meets exceptional versatility. This home offers flexible living options, including the convenience of one-level living, a private accessory suite for multi-generational living, extended family, guests, or a home office? the choice is yours. Adding even more value is a delightful surprise apartment above the garage, offering endless possibilities for guests, independent living, rental income (where permitted), or a private studio. Set on over 3 private acres, the property offers a peaceful retreat with a partially fenced backyard, perfect for pets, gardening, or outdoor enjoyment. Nestled in a desirable cul de cac neighborhood, you'll appreciate both the privacy and sense of community. Recent updates include fresh interior and exterior paint, beautiful new flooring, and numerous additional improvements, making this home truly move-in ready. Whether you're looking for flexible living arrangements, room to grow, or simply a classic Royal Barry Wills home with modern updates, this exceptional property is ready to welcome you home.

8 Netherwood Rd, Windham
$585,000
3 Beds ⋅ 1 Baths ⋅ 5098032 MLS
OH Canceled. Accepted Offer. Location, setting, and thoughtful updates come together in this inviting Windham home, set back on a wooded, fenced lot with a peaceful sense of privacy. The bright main living area offers vaulted ceilings, warm wood-style flooring, recessed lighting, and an open flow from the refreshed kitchen to the dining and lounging spaces. The kitchen has been updated with new cabinet doors, hardware, faucet, and plumbing improvements, creating a clean, welcoming space for everyday living and entertaining. A separate living room adds flexibility, while the finished lower level provides additional space for relaxing, working, hobbies, or gathering. The sellers have made meaningful improvements during their ownership, including installing new vinyl siding, a significant exterior upgrade, along with a newer cedar fence around the home and yard. Additional updates include a bathroom vanity, garage door, storm door and hardware, programmable thermostats, a flushed water heater with mixing valve, septic pumping, and a paver patio. Outdoor living is a standout, with a deck overlooking the private yard, paver patio, raised garden beds, shed, and mature natural surroundings. Enjoy close proximity to Foster Pond Reservation, walking and biking trails, shopping, restaurants, Windham Country Club, I-93, and the wonderful Windham public schools. A lovely opportunity to enjoy comfort, convenience, and a serene Windham setting.

65 Londonderry Rd, Windham
$899,999
5097937 MLS
Rare Opportunity on Cobbetts Pond to buy an approved buildable lot (lot only)(existing structure needs to be torn down)– 27 North Shore Road, Windham, NH Bring your dream waterfront vision to life at this exceptional Cobbetts Pond property in highly sought-after Windham, New Hampshire. Located on prestigious North Shore Road, this unique opportunity provides the rare advantage of having all the hard work of approvals already done for you. State and town approvals, permitting, and design work have all been professionally completed, saving valuable time, expense, and uncertainty. Whether you are looking to build a luxury year-round residence or the ultimate lakefront retreat, this property is ready for the next phase. Enjoy the beauty and lifestyle of Cobbetts Pond with boating, swimming, fishing, breathtaking water views and year round fun, all while being conveniently located near major highways, shopping, dining, and top-rated Windham schools. An incredible opportunity to move forward immediately with confidence to build a 3200+ square foot home with 70 feet of lake frontage. Come build your perfect dream home and have instant equity. 27 North Shore Road – where your waterfront dream is ready to begin.

27 N Shore Rd, Windham
$565,000
2 Beds ⋅ 1 Baths ⋅ 5097320 MLS
Welcome to 31 Ministerial Road in Windham, where the expensive work has already been done. In today's market, finding a home that is truly move-in ready is becoming increasingly rare. Here, you can move in with confidence knowing that nearly every major component of the home has already been updated, allowing you to spend your time enjoying your new home instead of planning costly renovations. Over the past several years, this property has undergone an extensive transformation from top to bottom. Major improvements include the roof, heating system, plumbing, electrical, hot water tank, gutters, well pump, pressure tank, newer windows (2022), and a newly paved driveway. Inside, you'll find updated flooring throughout, fresh paint from floor to ceiling, a beautifully renovated full bathroom featuring an acrylic tub with tile surround, and a kitchen equipped with newer appliances installed in 2022. These aren't simply cosmetic upgrades they're the costly improvements that provide long-term value and peace of mind for years to come. Whether you're a first-time buyer, downsizing, or simply looking for a home where the major expenses have already been taken care of, this property offers an opportunity that's becoming harder to find. Rather than budgeting for a new roof, replacing outdated mechanical systems, renovating bathrooms, or updating finishes, you can move right in and begin enjoying your investment from day one. Adding to its appeal is an incredible 9.10-acre lot. Beyond providing privacy and room to enjoy the outdoors, the property may offer future subdivision potential (buyer to perform all due diligence), creating additional long-term value. Conveniently located near highly rated schools, shopping, restaurants, Cobbett's Pond, and Interstate 93, this home combines modern updates, acreage, convenience, and future possibilities into one exceptional package. 31 Ministerial Road deserves your attention. Schedule your showing today.

31 Ministerial Rd, Windham
$864,000
3 Beds ⋅ 3 Baths ⋅ 5096837 MLS
Welcome to this turn-key perfection in one of Windham’s most desirable neighborhoods! A rare opportunity to own a thoughtfully renovated home on 1.6 acres. This modern updated home new white oak hardwood floors throughout , fresh paint, new trim, and a completely renovated kitchen featuring custom cabinetry, premium finishes, and Samsung smart appliances. The spacious primary suite includes a private primary bath, large sized bedrooms and all bathrooms have been beautifully updated. Step outside to a large rear deck overlooking the fully fenced in backyard perfect for relaxing or entertaining. Additional features include central AC, central vacuum, and a two-car garage with new openers. Just a short walk to Griffin Park and minutes from Cobbett’s Pond beach, easy access to Route 93 and local shopping and amenities. This home offers the perfect combination of location, lifestyle, move-in-ready convenience, this home truly has it all. Open house Sat 6/27 11am-1 pm and Sunday 6/28 12-2pm.

60 Horseshoe Rd, Windham
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 5096319 MLS
Private | Polished | Perfect. Welcome to one of Windham's most extraordinary homes where professional design, resort-style outdoor living, and an unbeatable private setting come together in perfect harmony. This stunning 4-bedroom, 3.5 bath residence is tucked away on a lush private lot in one of Windham's most beloved family-friendly neighborhoods. Inside, every detail has been intentionally and thoughtfully curated. The professionally designed interior creates an atmosphere that feels both elevated and warmly livable. A rare climate-controlled wine room, chef's kitchen, and five star resort quality master spa bath adds a level of sophistication that sets this home apart. The gorgeous sunroom, bathed in natural light, serves as the perfect transition between the beauty indoors and the spectacular world just outside. And what a world it is! Step through to your own backyard retreat featuring a sparkling in-ground pool, a professionally designed outdoor kitchen, elevated paver patio, and generous open space ideal for play, entertaining, and making memories all season long. This is the yard families dream about. With 4 spacious bedrooms, a thoughtful bath configuration, smart updates and upgrades, an unfinished basement ready for your personal vision, and the prestige of top-rated Windham schools, this home checks every box, and then some! This one of a kind opportunity is waiting for you! Call today to schedule your private showing.

36 Northland Rd, Windham
$1,599,000
4 Beds ⋅ 2 Baths ⋅ 5096240 MLS
Experience the best of lake life in this beautifully renovated waterfront retreat on sought-after Cobbetts Pond. Offering over 2,400 square feet of thoughtfully designed living space, this exceptional home features four bedrooms, including a custom-built bunk room perfect for hosting family and guests, two updated bathrooms, bamboo flooring throughout, and mini-split systems in every bedroom and the main living areas for year-round comfort. A durable metal roof provides peace of mind, making this truly a turn-key property. With 50 feet of private waterfront, a boat dock, and stunning lake views, every day feels like a vacation. The open and inviting layout was designed for gathering, while expansive composite decking extends your living space outdoors, providing ample room for entertaining, dining al fresco, or simply unwinding while watching spectacular sunsets over the water. Gather around the fire pit for s'mores under the stars and create memories that will last a lifetime. Outdoor living takes center stage with a remarkable custom outdoor kitchen featuring a premium Coyote oversized grill, Asado built-in smoker, granite bar, and plenty of space for hosting family and friends after a day on the lake. Whether boating, swimming, paddleboarding, kayaking, or fishing, the private waterfront offers endless opportunities to enjoy the lake lifestyle. Coveted Cobbetts Pond is one of Southern New Hampshire's premier recreational lakes, known for its crystal-clear waters, vibrant boating community, and year-round enjoyment. Conveniently located just minutes from shopping, dining, and major highways, it offers the perfect blend of everyday convenience and vacation-style living. A rare opportunity to own a beautifully renovated waterfront home in one of Southern New Hampshire's most desirable lake communities - all that's left to do is unpack and enjoy.

64 Turtle Rock Rd, Windham
$1,035,000
4 Beds ⋅ 3 Baths ⋅ 5095954 MLS
OFFER DEADLINE: Monday 6/29 at noon. Welcome to 12 Haskell Road, a beautifully maintained home set on nearly 3 private acres in one of Windham's desirable cul-de-sac neighborhoods. Offering 4 bedrooms and 3 bathrooms, this property combines privacy, comfort, and convenience while being just minutes from shopping, restaurants, schools, and Route 93. Thoughtfully maintained throughout its ownership, this home showcases pride of ownership at every turn. Recent improvements include a new furnace, hot water heater, humidifier, roof, and exterior trim, all completed in 2025. Additional updates include new hardwood stairs and upstairs catwalk flooring, replacement windows, new siding on the rear of the home, an upgraded water filtration system, and crown molding throughout. The kitchen features black granite countertops, stainless steel appliances, and abundant cabinetry. The spacious primary suite offers a fireplace, separate his-and-hers closets, and an en-suite bath with a tiled shower, jacuzzi tub, and granite countertops. Generous room sizes, ample closet space, and abundant natural light make this home as functional as it is inviting. The living room fireplace creates a warm gathering space perfect for New England evenings. A walk-up attic provides convenient storage and future expansion potential, while the basement offers additional storage space. Outside, enjoy a beautifully landscaped yard with irrigation, an expansive front lawn, private backyard, and back deck perfect for relaxing or entertaining. A spacious two-car garage and hardscaped walkway add to the home's curb appeal. Located in a neighborhood with connecting streets ideal for walking, this property offers the perfect balance of privacy, accessibility, and pride of ownership. A rare opportunity to own a truly special home in one of Windham's most sought-after neighborhoods. Schedule your private showing today.

12 Haskell Rd, Windham
$500,000
2 Beds ⋅ 4 Baths ⋅ 5095820 MLS
Welcome to 48 Brookview Road in the desirable Windham Meadows Adult Condominium Community. This spacious end-unit townhouse offers a large footprint of living space with a flexible floor plan designed. The main level features a primary bedroom suite with a private bath, first-floor laundry, a well-appointed kitchen, dining area, and a living room with a soaring cathedral ceiling. A generous loft overlooks the living area and provides additional living or guest space. The finished lower level includes a gas fireplace, full bathroom, and versatile bonus space suitable for a family room, home office, hobby area, or guest accommodations. Additional features include 2 full bathrooms, 1 half bath, bringing the total number of bathrooms to 4 , a one-car attached garage, whole-house generator, and ample storage. Recent improvements include a brand-new CertainTeed architectural shingle roof, with the special assessment already paid in full. The monthly condo fee of $360 includes landscaping, snow removal, road maintenance, and access to the community clubhouse. Conveniently located near shopping, dining, golf, and major commuting routes, this home offers low-maintenance living in one of Windham's established condominium communities. This property has so many possibilities. At least one of the owners must be age 55+ and must reside at the property as a primary residence. *************************OPEN HOUSE*************************** Wednesday 06/24/2026. 4:00pm - 6:30pm EST No showings will be held on Wednesday since there will be OPEN HOUSE on Wednesday. SELLER RESERVES THE RIGHT TO ACCEPT AN OFFER AT ANY TIME! We look forward to seeing you at the Wednesday OPEN HOUSES!

48 Brookview Rd, Windham
$1,025,000
4 Beds ⋅ 3 Baths ⋅ 5095291 MLS
Become the proud new owner of this beautiful four-bedroom Colonial with a two-car attached garage, situated on a one-acre lot in the highly sought-after Castle Reach neighborhood of Windham. This well maintained home has been thoughtfully updated with a brand new roof, refinished hardwood floors, new luxury vinyl plank flooring, fresh paint in several rooms, and a newly stained rear deck. From the moment you arrive, you'll appreciate the mature landscaping and attractive hardscaping that enhance the home's curb appeal. Step inside to a dramatic two-story foyer featuring gleaming hardwood floors and an elegant staircase. The main level offers a spacious, open-concept layout with a well-appointed kitchen featuring abundant cabinetry, an island with seating, and a casual dining area. The family room showcases a floor-to-ceiling stone fireplace, cathedral ceiling, a formal dining room, and an office/flex room. The first-floor primary suite offers a private retreat with new LVP, a huge walk-in closet, and ensuite full bathroom. A laundry area, side entry, and half bath complete the first floor. The second level overlooks the family room below and features new luxury vinyl plank flooring. Here you'll find three additional bedrooms, a full bath, and a large bonus room over the garage, perfect for a home office, playroom, or media room. Enjoy outdoor living on the newly stained two-tiered deck overlooking a private backyard. The full walkout basement offers excellent storage and future expansion potential. Additional features include a newer FHA heating system (approximately five years old), tankless water heater, central ac, public water, irrigation, security, and a rear property line that abuts conservation land. Ideally located in a well-established neighborhood of similar homes with convenient access to Route 93, this property offers the perfect blend of comfort, privacy, and commuter convenience. Open House on Sunday 7/26 from 10am-12pm.

84 Searles Rd, Windham

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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