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

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

$2,200,000

5077735 MLS

Exceptional opportunity to own a newly constructed triplex in desirable Windham. Located within a 55+ development with an 80/20 occupancy rule in place, this property is being sold as one complete package and will be delivered as three fully finished, rent ready units. Each thoughtfully designed unit offers approximately 1,900 to 2,265 square feet of living space, featuring open concept main living areas, spacious kitchens with center island seating, primary suites with private baths and walk in closets, additional bedrooms, dedicated laundry, attached garages, and private patios. The layouts provide comfortable, low maintenance living designed to appeal to today’s active adult renter. With over 6,400 square feet of total living area across all three units, this property presents strong income producing potential in a high demand rental market. As new construction, investors benefit from energy efficient systems, updated finishes, and minimal near term maintenance concerns. Approved by the Town of Windham for rental use only, the units must remain rentals, making this an ideal turnkey addition to an investment portfolio in one of Southern New Hampshire’s most sought after communities.

84 86, 88 Ryan Farm Rd Unit 1, 2, 3, Windham

$2,197,000

5 Beds ⋅ 6 Baths ⋅ 5083968 MLS

From the inspired vision of its designer, this exquisite custom Colonial, built by DiPietro Homes, is a true statement in craftsmanship, elegance, and timeless design. Architecturally distinctive and thoughtfully curated, this 4,800-square-foot masterpiece was created for luxurious everyday living and effortless entertaining. Set against a private wooded backdrop, the outdoor living experience is nothing short of spectacular. The backyard oasis features a heated pool, firepit, and a beautifully designed cabana complete with a fridge, grill, sink, and bath, anchored by a striking double-sided fireplace—creating the ultimate space for hosting and relaxing. A detached garage stands on its own, adding both function and presence while complementing the estate-like feel of the property. Inside, every detail reflects uncompromising quality, from the soaring 18-foot ceilings and stunning coffered ceiling detail in the great room to the seamless flow that makes this home as functional as it is impressive. At the heart of the home, the designer kitchen opens beautifully to the grand great room, while an inviting keeping room just off the eat-in kitchen offers a cozy fireplace and direct access to the expansive deck—creating the perfect setting for both relaxed mornings and evening entertaining. With five en-suites to include a first-floor en-suite, the layout offers exceptional flexibility for guests, multigenerational living, or evolving lifestyle needs. The primary suite is a private sanctuary, featuring a gorgeous bath, a cozy fireplace, a private hideaway office, and a spacious walk-in closet—designed for both comfort and function. Ideally located just minutes to I-93, shopping, and dining, this exceptional property offers the perfect balance of privacy and convenience while being located just 45 minutes to Boston. Open House Friday, 4/24 4:00 - 6:00 and Sunday 4/25 10:00- 1:00

5 Ryan Farm Rd, Windham

$1,895,000

2 Beds ⋅ 4 Baths ⋅ 5093921 MLS

Custom-built waterfront home on Cobbetts Pond with 50 feet of private frontage, private dock, sandy-bottom shoreline, and excellent swimming. Built-in 2016, this exceptional property combines classic New England lake-house charm with modern amenities, efficiency, and convenience. Thoughtfully designed and expertly crafted, the home features extensive custom woodwork, wood ceilings, shiplap detailing, rich walnut finishes, and exceptional craftsmanship throughout. The open-concept floor plan offers bright, coastal-inspired living spaces with abundant natural light and beautiful water views. A stunning stone fireplace anchors the main living area, and a walk-in pantry, while the custom walnut island and breakfast nook create a warm, inviting atmosphere. Designed for both everyday living andentertaining, the home includes a designated office area, guest bedroom, nursery, second-floor laundry, and a spacious upper-level hallway lined with custom built-in bookshelves. The primary suite serves as a private retreat with a waterfront deck, walk-in closet, and spa-inspired bath. The screened porch and adjoining deck provide the perfect setting for relaxing or entertaining, while the level backyard offers easy access to the shoreline, private dock, and sandy swimming area. The walk-out lower level offers a unique lodge-inspired retreat with custom log-style walls and ceilings, plus a full kitchen and 3/4 bath—ideal for guests, recreation, extended family, or potential in-law accommodations. A detached heated garage provides storage for vehicles, watercraft or lake gear, while the unfinished attic above offers additional storage space. Walkout to patio area. Additional storage under the porch. Enjoy boating, fishing, kayaking, paddleboarding, swimming, and year-round waterfront living from this exceptional Cobbetts Pond property. Rarely available, this newer custom-built home offers the perfect blend of lake-house character, luxury, craftsmanship, and modern comfort.

50 Gaumont Rd, Windham

$1,849,000

6 Beds ⋅ 5 Baths ⋅ 5087373 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 ft is 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 is a 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

$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

$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 ⋅ 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

$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

$1,550,000

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

$1,375,000

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

$1,374,900

4 Beds ⋅ 4 Baths ⋅ 5080849 MLS

Cobbetts Pond Area Home on 1.87 Acres | 4,254 Sq Ft | Gourmet Kitchen | Theater Located approximately 300 yards from Cobbetts Pond, this 4-bedroom, 3.5-bath home offers 4,254 sq ft of finished above-grade living space on a private 1.87-acre wooded lot with seasonal views of the pond. The home features a spacious layout designed for both everyday living and entertaining, anchored by a gourmet kitchen with center island, walk-in pantry, and custom cherry cabinetry, with seamless flow into the main living areas. Hardwood floors, natural light, and a handcrafted masonry wood-burning fireplace add warmth and character. A standout feature is the finished walk-up attic, currently configured as a dedicated theater and game room—creating a distinct entertainment space not commonly found in similar homes. The primary suite includes a custom bath and a separate bonus room ideal for a home office, private gym, nursery, or additional closet space. Two additional bedrooms feature walk-in closets, including one with a private en suite bath and another with direct access to a shared hall bath. The walkout lower level includes a bathroom and radiant heat rough-in. Radiant heat is also roughed in within the 3-car garage. Set back from the road and located near Griffin Park with convenient access to I-93, this property offers a combination of space, comfort, and proximity to Cobbetts Pond in an established Windham setting.

16 Horseshoe 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

$1,249,900

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

$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

$1,100,000

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

$1,089,000

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

$1,075,000

4 Beds ⋅ 3 Baths ⋅ 5095130 MLS

Tucked quietly away from the road on a private, beautifully maintained 3.46-acre lot, this impressive 3700plus -square-foot home offers the perfect blend of privacy and convenience. Ideally located just 5–10 minutes from schools, shopping, and recreational amenities, you'll enjoy a peaceful setting without sacrificing accessibility. (DELAYED SHOWINGS UNTIL 6/26) The level backyard provides ample space for outdoor activities, featuring a swing set, a storage shed, and plenty of room for a volleyball game, soccer, or even a seasonal ice rink. Beyond the stockade fence, you'll find raised garden beds ready for planting. Nature enthusiasts will appreciate direct access to the town forest, with more than 350 acres of trails and outdoor adventures right beyond the property. School busses drop off and pick up is at the driveway! Inside, the home is equally impressive, showcasing updated bathrooms, brand-new kitchen countertops, and a stylish new backsplash. The finished third floor offers flexible living space, while the basement is currently configured as a home gym. With its spacious layout, modern updates, and elevated setting that creates a true "top of the world" feeling, this exceptional property is a must-see.

12 Longmeadow Rd, Windham

$1,075,000

3 Beds ⋅ 3 Baths ⋅ 5074917 MLS

16 Arbor 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

$1,050,000

3 Beds ⋅ 3 Baths ⋅ 5074996 MLS

4 Arbor 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

$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

$1,025,000

4 Beds ⋅ 3 Baths ⋅ 5093997 MLS

+++Open House Canceled Sunday+++ Welcome to this exceptional Windham home, perfectly situated on over four private acres in one of town’s most convenient and desirable locations. Offering the ideal combination of space, comfort, and privacy, this property is just minutes from shopping, schools, and major commuting routes while providing a peaceful retreat from the everyday. The thoughtfully designed floor plan features a sought after first floor primary suite, allowing for easy one-level living. A dedicated first floor office provides the perfect work-from-home space, while the spacious mudroom and first floor laundry room help keep daily life organized. The oversized living room is the heart of the home, highlighted by a cozy fireplace and beautiful views of the private backyard. Step outside and enjoy everything this property has to offer. Relax on the charming wraparound farmer’s porch, entertain around the inground pool featuring a new liner and pool cover installed in 2025, or simply take in the serenity of the expansive lot surrounded by nature. New carpet, a freshly seal coated driveway and a brand new roof installed in 2026 add to the home’s appeal and peace of mind. The finished walkout basement offers incredible additional living space, including a dedicated theater room, along with abundant storage options for all your needs. The attached three car garage provides plenty of room for vehicles, tools, and recreational equipment. For added confidence, the home has already undergone a pre septic inspection and water test, offering valuable peace of mind for the next owner. Pride of ownership combined with its private setting, extensive amenities, and outstanding Windham location, this is a rare opportunity to enjoy the lifestyle you’ve been looking for. Showings begin Friday, June 12th. Welcome home!

7 Wilson Rd, Windham

$997,000

4 Beds ⋅ 4 Baths ⋅ 5084775 MLS

Welcome to Walker’s Woods Estates, where elevated design meets effortless living. This custom-built Colonial offers 2,800 square feet of beautifully curated space, blending today’s most coveted finishes with a fresh, modern feel. Step inside to an open-concept layout perfect for both everyday living and entertaining. The stunning kitchen is the centerpiece of the home, showcasing today’s most sought-after finishes, abundant cabinetry, and a spacious walk-in pantry that adds both style and function. Flow seamlessly into the inviting family room, anchored by a cozy gas fireplace, creating the perfect space to gather. A generously sized dining room offers an elegant setting for hosting holidays and special occasions, while the home’s smart layout provides comfort and versatility throughout. Upstairs, you’ll find four well-appointed bedrooms, including a spacious primary suite, along with the convenience of a second-floor laundry room—making daily living effortless. Set within one of the area’s most desirable neighborhoods, this home offers the perfect balance of luxury, functionality, and location. A true standout!

44 Sheffield St, 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

$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

$900,000

3 Beds ⋅ 2 Baths ⋅ 5088057 MLS

Set on over 2 acres in sought-after Windham, this beautifully updated 3-bedroom, 2-bath single-family home offers the perfect blend of comfort, convenience, and opportunity. Known for its highly regarded school district and ideal commuter location with easy access to major highways, Windham continues to be one of Southern New Hampshire’s most desirable communities. Inside, you’ll find a spacious and functional layout designed for everyday living and entertaining alike, with thoughtful updates throughout the home. The flexible floor plan also offers the ability for a fourth bedroom, in-law suite, office, or private guest space, creating added versatility to fit a variety of living needs. The attached 2-car garage adds convenience and additional storage, while the expansive lot provides privacy, room to enjoy the outdoors, and potential subdivision opportunities for future value or development potential (buyer to perform due diligence). Whether you’re looking for a move-in ready home, extra land, or long-term investment potential, this property checks all the boxes. Property to be sold as-is, as seen. Septic system requires certification for use. Seller is open to offering the dwelling with approximately 1 acre for $750,000, providing a unique opportunity and added flexibility for buyers.

6 Maple St, 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

$899,999

2 Beds ⋅ 4 Baths ⋅ 5091287 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. Based off recent Cobetts Pond sales and market analysis this home completed would be worth over 2.3 million dollars. 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

$877,900

4 Beds ⋅ 3 Baths ⋅ 5093037 MLS

TIMELESS CHARM | Presenting 45 Blossom Road. This home has been lovingly cared for by the same family for more than 22 years. The property is set on a peaceful, beautiful lot, with over two acres of private, country landscape. There is plenty of room to relax, garden, or entertain. Enjoy the large deck - ideal for summer gatherings, morning coffee, listening to nature. Set in one of Windham’s most well established neighborhoods, close to schools and major commuter routes, this 4-bedroom, 2.5-bath home offers nearly 3,000 square feet of finished living space. The spacious layout includes a kitchen that offers stainless steel appliances, granite counters, and a soft, Italian tiled backsplash. The adjoining family room is truly impressive, highlighted by soaring two-story ceilings, abundant natural light, and a stunning custom brick fireplace with a built-in blower system—creating a warm and inviting space for gathering with guests and friends. The main level also offers a formal dining room perfect for entertaining, a spacious den, or home office with elegant French doors, and a convenient first-floor laundry room, half bath, with ample storage. The attached garage provides the foundation for a home filled with memories. Upstairs, the expansive primary suite provides a private retreat with generous closet space and a beautifully renovated spa-like bath, featuring a custom tiled shower, pedestal soaking tub, and radiant heat tiled floors. Three additional generously sized bedrooms and a full bath provide flexibility for guests, or remote work. This home has been truly cherished for decades. Come and make this home as special as we have! Don’t miss your opportunity to live in one of Southern New Hampshire’s most desirable communities, with top-rated schools, and a close commute to Boston.

45 Blossom Rd, Windham

$874,900

4 Beds ⋅ 3 Baths ⋅ 5094783 MLS

Welcome home to this beautifully remodeled 4-bedroom, 3-bathroom Colonial, situated on a newly cleared, private 1+ acre lot. Spanning 2,880 square feet of bright and airy living space, this home seamlessly blends classic elegance with modern Interior Highlights: Open-Concept Living: Ideal for entertaining and everyday life. Cozy Fireplace: The perfect centerpiece for the main living area. Vaulted Sunroom: Drenched in natural light, offering a peaceful retreat. Finished Basement: Flexible bonus space for a home gym, media room, or play area. Outdoor Oasis: Step outside to your private backyard paradise, featuring a brand-new deck and patio perfect for summer BBQs. Shoot hoops or play pickleball on your own sport court—a rare backyard luxury! Unbeatable Location: Enjoy a central location with the ultimate convenience of a front-door school bus stop for Windham's top-rated school district. This gem won't last long. Schedule your private tour today!

10 Oriole 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

$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

$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

$825,000

3 Beds ⋅ 3 Baths ⋅ 5094260 MLS

**OFFER DEADLINE SET FOR MONDAY AT 12 NOON** Offered for the very first time since custom built 30 years ago, this extraordinary Windham estate is a rare opportunity to own a property that has been well loved for and thoughtfully enhanced over decades. Perched on 3.13 private acres, this unique Colonial offers 3 bedrooms, 2.5 baths, and welcomes you with timeless New England charm, highlighted by a distinctive two-story turret and wraparound porch featuring intricate arch detailing. The professionally manicured grounds just create the truly storybook setting. Inside, you'll discover one of the home's most remarkable features; a stunning peninsula saltwater aquarium that serves as a living centerpiece at the heart of the home! Designed with an automated filtration system for minimal upkeep, you'll enjoy all of the beauty and tranquility of a thriving reef ecosystem including a variety of stunning bright specialty fish and coral, with little more than just feeding them each evening! Step outside and relax beneath the retractable awning on the spacious 20' x 14' deck. Then, stroll among mature specimen plantings throughout including rare Japanese Maple tree varieties. While you experience your own private retreat, a cascading waterfall into two picturesque koi ponds creates a peaceful soundtrack to everyday life. As if that wasn't an impressive list of features, the abutting hiking/walking trails of Deer Leap with unfiltered views of and private access to Rock Pond beyond the property line, are additional experiences you're privy to with this home! A partially finished lower level, 2 car garage, front & back yard irrigation system, and a standby generator add to the year round comfort and peace of mind. Properties like this are rarely available... a home where architecture, nature, and lifestyle come together to create something truly special; a living destination! Seller to find suitable housing.

76 Marblehead Rd, Windham

$809,900

4 Beds ⋅ 3 Baths ⋅ 5092014 MLS

Welcome to this inviting Gambrel Colonial tucked away on a peaceful cul-de-sac with deeded access to beautiful Canobie Lake. With 2,472 sq. ft. of living space, this home offers room to gather, unwind, and grow. Thoughtfully designed with 8 rooms, 4 bedrooms, and 3 full baths, the home features dual primary suites - one on each floor - providing exceptional versatility and is ideal for multi-generational living or guest accommodations. The heart of the home is the stunning gourmet kitchen, showcasing quartz countertops, an AGA 6-burner gas range, and rich Quaker Maid cabinetry. The family room features a fireplace with a wood-burning stove and marble-tile hearth and surround, and custom wainscoting. A separate, 1st floor laundry room is a nice plus. Hardwood flooring flows throughout the main living areas, adding warmth and character. Set on 0.69 acres, this property provides a sense of privacy while still being close to everything, including easy access to Rt. 93 that's only a short distance away. A 2-stall attached garage with newer garage doors completes the package. This is a home designed for both everyday living and memorable moments. The in-ground pool hasn't been used in 10 +/- years.

17 Rolling Ridge 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

$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

$790,000

3 Beds ⋅ 3 Baths ⋅ 5100937 MLS

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

$775,000

2 Beds ⋅ 3 Baths ⋅ 5052236 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

$699,900

3 Beds ⋅ 2 Baths ⋅ 5094288 MLS

119 Haverhill Rd. This home features 3 beds, 2 baths, finished walkout basement, and 2-car attached garage. Entertain or just relax on your 30 foot Trex-Deck and enjoy the private, shady backyard. Granite countertops, hardwood floors, and new Andersen doors bring style to this large ranch. Newer Heating system is just few years old and new well. Set back from Route 111, this home is conveniently located minutes from your local amenities and I-93 for quick commutes. Located in the acclaimed Windham School District. Enjoy Deer Leap, Griffin Park, the Windham Rail Trail, and so much more in this thriving community.

119 Haverhill Rd, Windham

$695,000

4 Beds ⋅ 3 Baths ⋅ 5058009 MLS

Welcome to your brand-new, 2,400 sq ft dream home! This modern, open-concept residence shines with high ceilings and abundant natural light. The gourmet kitchen is a showstopper, boasting custom cabinetry, stone countertops, a large island, and state-of-the-art appliances. The luxurious primary suite features a double vanity, custom shower, and walk-in closet. Upstairs, find three spacious additional bedrooms and a well-appointed shared bathroom. An attached two-car garage provides easy access and ample storage. Enjoy the outdoors from your covered front porch or in the nicely sized backyard. Perfectly situated for year-round enjoyment, you're minutes from Magic, Stratton, Bromley, and Okemo ski resorts, Lowell Lake plus charming towns like Weston, Grafton, Chester, and Manchester for dining and entertainment. New construction is rare - seize this special opportunity! Call today for a private tour.

717 Horsenail Hill Rd, 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

$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

$620,000

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

$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

$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

$580,000

2 Beds ⋅ 3 Baths ⋅ 5047299 MLS

PRICED TO SELL! Opportunities like this don't happen often. Now is the time to take advantage of this mixed used space in a great location! Single Familiy home plus a commercial unit for endless possibilites. Price reduction reflects improvements needed. Property sold as is.

2 Brown 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

$550,000

2 Beds ⋅ 2 Baths ⋅ 5055471 MLS

Welcome to Phase 2 at Del Ray Place. This 55+ duplex unit townhouse features luxurious finishes! Discover your dream home in this beautifully finished duplex unit in building 3. This is where quality meets convenience! This exceptional 2-bedroom, 2-bathroom unit offers an inviting and versatile living space perfect for those seeking comfort and style. This community is designed for residents aged 55 and older, making it an ideal choice for those looking to invest in a vibrant and inclusive neighborhood. With one of the bedrooms conveniently located on the first floor, this unit offers easy accessibility and privacy for guests or family members. Don’t miss out on this rare opportunity to own a gorgeous condo in a sought-after community. Schedule a showing today and experience the perfect blend of luxury and convenience! GPS Del Ray Drive. Road is across from it. Drive all the way to the top. Agent is related to seller. To be completed spring 2026. Photos are for design finishing purposes only. Actual layout of the home will differ from photos.

4 Cypress Ln Unit 10, Windham

$549,000

2 Beds ⋅ 2 Baths ⋅ 5060691 MLS

Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out—new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam board, and the foundation is sealed with full drainage installed around the perimeter. Step inside to a light-filled interior with new flooring, walls, and fixtures throughout. The spacious kitchen features Big Chill appliances and opens to a lovely front porch overlooking the old stone walls that border the property. A fenced-in yard makes this ideal for pets, and the water filtration system with UV light ensures clean living. You’ll also find a new washer and dryer, a new septic system, and thoughtful design throughout. Close to skiing at Magic (10 min), Bromley and Stratton (20–25 min), and just 15 minutes to downtown Londonderry. Hike, bike, or snowmobile with access to VAST trails and Timber Ridge nearby. Come see what makes this rare offering a great opportunity!

794 White 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

$499,900

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 building and septic plans are already approved and available! 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

$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

$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

$395,000

3 Beds ⋅ 2 Baths ⋅ 5091399 MLS

Discover your perfect Vermont getaway in this well-maintained 3 BR, 2 BA home. Designed for both relaxation and year-round adventure, this property places you minutes from southern Vermont's best skiing and charming village life. The first level offers ultimate convenience, featuring a roomy, tiled mud room for all your gear, two comfortable BRs, full bath and a private primary suite complete with ensuite bath. The home's upper level is dedicated to spacious, comfortable living. To the right, a bright living area beckons, with a pair of sliding glass doors leading out to your brand new deck—the perfect place to enjoy a quiet cup of coffee, or glass of wine. The layout flows seamlessly into a large dining room, ideal for hosting delicious meals and great conversations with your favorite people. The well-appointed kitchen is ready to inspire your culinary creativity, or simply handle a quick snack. Perfectly nestled on a quiet road, the location is unbeatable for the outdoor enthusiast. You are just 10 minutes to Magic Mountain, a quick 20 minutes to Stratton or Bromley, and under 30 minutes to Okemo. Your four-season mountain adventure starts here. SHOWINGS BEGIN WITH OPEN HOUSE - SATURDAY, 5/30 & SUNDAY, 5/31 2 - 4PM.

315 Windham Springs Rd, Windham

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