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$859,900
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

$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

$1,795,000
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. Builtin 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

$1,550,000
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
This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. 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 the 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

$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

$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

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