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$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
$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
$429,900
2 Beds ⋅ 1 Baths ⋅ 5091573 MLS
Your Dream Lake Escape on Shadow Lake Awaits! Seize this incredible opportunity to create a custom retreat on the highly desirable Shadow Lake. Offering 46 feet of private water frontage on the serene north side, this end-of-the-road lot is an absolute gem. A beautiful babbling brook runs down the property, enhancing the tranquil setting. Whether you choose to renovate the existing structure or completely tear down and build new, the path is clear: all state plans are already approved and available! Town permit has expired and needs approvals, but all plans will be shared. Enjoy the privacy of a large lot that abuts state land and provides plenty of parking. This peaceful waterfront location is also a commuter's dream, only 45 minutes from Boston and conveniently close to Salem's vibrant shopping, restaurants, and the Tuscan Village area. Property sold AS IS. Buyers must be accompanied by their agent and enter the existing structure at their own risk.

5 Allen Rd, Windham
$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
$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
$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
$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
$253,000
2 Beds ⋅ 1 Baths ⋅ 5085393 MLS
Tucked away on a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in a clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling, newly supported, and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. Price increase reflects work done to reinforce roof structure. If you have been looking for a true Vermont getaway, this property delivers!

51 Golding Rd, 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
$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
$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
$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
$299,000
1 Beds ⋅ 1 Baths ⋅ 5083456 MLS
**ACCEPTING BACKUP OFFERS; SHOWINGS STILL AVAILABLE. Rare opportunity to own your own private retreat just steps from the community beach, boat launch, and small marina on sought-after Cobbetts Pond in Windham, NH. Set on a generous half-acre lot, this charming one-room seasonal camp offers a unique chance to enjoy the outdoors and create your own getaway in a peaceful, natural setting. Surrounded by trees and open space, the property provides a sense of privacy while still being part of a lakeside community. Whether you’re looking for a weekend escape, a summer retreat, or a place to build future plans, the possibilities here are compelling. An outhouse is located on site, and the property is serviced by private water. Spend your days swimming, kayaking, fishing, or simply relaxing by the water at nearby Cobbetts Pond, known for its scenic beauty and recreational appeal. Located in desirable Windham, residents enjoy a balance of quiet living and convenience, with access to highly regarded schools, local shops, dining, and easy commuting via I-93 to Manchester, Nashua, and Boston. This is a unique chance to secure a slice of the Cobbetts Pond lifestyle with space, privacy, and potential. Photos may be digitally enhanced.

10 First St, 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
$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
$250,000
5 Beds ⋅ 2 Baths ⋅ 5024743 MLS
Great location for primary or vacation home. Near Burbee Pond in Windhame. 2.6 acres and possibly small commercial. 4 Plus bedrooms with one full bath and a half bath on main floor. Home is ready for your improvements. Close to ski resorts!

1614 Burbee Pond 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
$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

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