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1 Telo Rd, Windham
$1,090,000
4 Beds ⋅ 3 Baths ⋅ 5106972 MLS
PRIVACY, SPACE & EXCEPTIONAL LIVING ON 2.57 ACRES IN WINDHAM. Set on beautifully landscaped grounds, this impressive residence offers a rare combination of substantial living space, and incredible versatility in one of Windham’s most desirable communities. Offering 4 Levels of living space, 11 rooms, 4 bedrooms, 2½ baths, and an oversized two-car garage. Designed for today’s lifestyle, the main level features an open, inviting floor plan with a spacious kitchen at the heart of the home and generous fireplace living and family rooms that flow beautifully for everyday living and entertaining, including a sunroom that leads to an oversized deck. Upstairs, the spacious primary suite offers two closets and a private en-suite bath complete with a jetted tub and walk-in shower. An expansive open bonus area creates unexpected additional living space and can easily accommodate a home office, fitness area, music or study space, or a comfortable second-floor retreat plus 2 more bedrooms & bath. The walk-up third floor offers yet another space currently used as an oversized bedroom and lounge/pool table area. The oversized finished basement, with heat and A/C in separate zones, provides even more flexibility for recreation, media, home offices, or additional living space, plus a separate laundry area and abundant storage. Extensive improvements include PEX plumbing for hot and cold water, updated electrical wiring, replacement windows, recessed lighting, zoned heating and central air conditioning, along with energy-efficiency upgrades. Relax in the outdoor sun-dance hot tub, enjoy the peaceful surroundings, and experience a property that feels like a private retreat with an oversized deck, fire pit area, large shed, and beautiful yard. Windham schools; close to Tuscan Village, a Windham community that loves involvement if you want. Minutes to shopping and highways.

1 Telo Rd, Windham

6 Rosewood St, Windham
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 5106815 MLS
Welcome to 6 Rosewood Street, a beautifully maintained 3–4 bedroom Custom Ranch home with a desirable in-law suite! An amazing 30x40’ detached 2 car garage, with 14’ doors, and attached 3 car, with 8’ doors. This home has quality, craftsmanship, and thoughtful details that are often hard to find. This exceptional home features high-end materials, quality finishes, and a level of care that is evident throughout. Designed for one-level living, the home offers an inviting and functional layout with the flexibility to meet a variety of needs. A stunning see-through gas fireplace creates a warm and elegant focal point, adding ambiance and character to the living spaces. From the moment you enter, you’ll appreciate the attention to detail, superior materials, and pride of ownership throughout. This is a home that offers the feeling of new construction without the wait, uncertainty, or compromises that can come with building new. Located on a quiet cul-de-sac while remaining convenient to Windham’s schools, shopping, restaurants, and major commuter routes, 6 Rosewood Street is a rare opportunity to own a truly special home in one of Southern New Hampshire’s most desirable communities. Quick Close Possible.

6 Rosewood St, Windham

2 Morrison Rd, Windham
$575,000
3 Beds ⋅ 2 Baths ⋅ 5106558 MLS
NEW TO MARKET! Here is a charming Colonial is nestled on just under an acre in highly desirable Windham, New Hampshire. The inviting 3-bedroom, 1.5-bath home offers comfortable living space and an outstanding opportunity to enjoy one of southern New Hampshire's most sought-after communities. Main level features a welcoming living room with a cozy fireplace, a bright kitchen, dining room, convenient half bath, and easy access to the side deck, creating a natural flow for everyday living and entertaining. Upstairs, you'll find three comfortable bedrooms and a full bath, providing plenty of space for family, guests, or a home office. The basement expands the living space with a finished rec room. Two sheds in the yard provide additional space for tools, equipment, and outdoor gear. Step outside to your lovely side deck and enjoy morning coffee, summer meals, or gatherings with friends while taking advantage of the spacious lot. Oil-fired hot-water heat, private water, and private septic provide dependable comfort and functionality. Located in the highly desirable town of Windham, this home is close to excellent schools, scenic trails, parks, golf, shopping, restaurants, and abundant outdoor recreation. Families will appreciate Windham's highly regarded school system and strong community atmosphere, while commuters will love the convenient access to Route 93 and nearby Manchester and Boston. The nearby Tuscan Village destination adds premier shopping, dining, entertainment, fitness, and year-round events just a short drive away. With its desirable location, generous lot, comfortable layout, and endless potential, this is an exceptional opportunity to make Windham your home. Photos may be digitally enhanced.

2 Morrison Rd, Windham

33 Oriole Rd, Windham
$719,900
3 Beds ⋅ 3 Baths ⋅ 5105067 MLS
Be home for the holidays! Windham Home in a highly desirable neighborhood featuring 9 rooms, a home office, finished basement, and a walk-up attic, 33 Oriole Road is ready for a quick move-in. Positioned for a fast closing, this beautiful 3-bedroom, 3-bathroom Colonial sits on a 2.03-acre lot. Enjoy total peace of mind with excellent structural and mechanical updates, including a newer roof, an updated back deck, a brand-new 5-zone boiler, and a high-efficiency on-demand water heater. Outside features include beautiful front lawn, 10x16 Shed with power, irrigation, and perennial flowers that bloom all spring and summer. Step inside to find gleaming hardwood floors spanning the main level. Entertain in the front-to-back living room. Prepare holiday meals in the sunny kitchen equipped with premium granite countertops, which flows seamlessly into a vaulted great room full of natural light, creating an ideal setup for entertaining. Upstairs includes three bedrooms, office/nursery, second-floor laundry, and a massive walk-up attic offering storage or future expansion potential. The lower level features a finished climate-controlled bonus room boasting new carpeting alongside a separate workshop and storage area. Complete all this with a 2-car garage, central vacuum, and security system this turnkey home is ready for you to unpack and celebrate the season. Sellers say "make me an offer". Schedule a tour today!

33 Oriole Rd, Windham

37 Sheffield St, Windham
$1,149,000
4 Beds ⋅ 3 Baths ⋅ 5104975 MLS
Welcome to Walker’s Wood Estates! An exceptional custom Colonial where refined craftsmanship and timeless elegance combine! Offering over 3,500 sq. ft. of impeccably appointed living space, this distinguished residence presents 4 bedrooms, 3 baths and designer finishes throughout. Enter through an inviting 2 story foyer to an expansive, light filled open concept layout anchored by gleaming hardwood floors throughout and meticulous millwork. The chef’s kitchen is the heart of the home with granite countertops, double wall ovens, breakfast bar, stainless appliances and a generous eat in area opening to the family room. The gracious family room, warmed by a gas fireplace, features oversized French doors leading to a large deck overlooking the private, fully fenced grounds ideal for entertaining. A luminous sunroom provides a peaceful retreat, while the formal dining room, enhanced by a tray ceiling and wainscoting, sets the stage for elegant gatherings. The refined study is an architectural highlight, boasting intricate millwork and coffered ceilings a perfect executive workspace or library! The luxurious primary suite is a true sanctuary with a gas fireplace, vaulted ceiling, custom walk in closets and a spa inspired bath with soaking tub, dual vanities & a walk in shower. Three additional well proportioned bedrooms and a full bath complete the upper level. Thoughtful recent updates include fresh interior paint, custom wood blinds and professionally serviced major mechanicals. Outside, the fully fenced yard offers a gas firepit with seating wall, grill hookup and irrigation. A private oasis for relaxation and entertaining! Practical luxuries include a three car garage, full basement & abundant storage. Prime location near Rtes. 93 & 111, premier shopping, top rated schools, parks, golf and recreation, this turnkey home blends elevated design with effortless living! Quick closing possible- an extraordinary opportunity! Don't miss out! OH Sat 11-12:30 & Sun 11-1

37 Sheffield St, Windham

17 Bennington Rd, Windham
$2,700,000
4 Beds ⋅ 6 Baths ⋅ 5104676 MLS
UNFORGETTABLE LUXURY | Distinctive, sophisticated and designed to leave a lasting impression, this exceptional custom Colonial by renowned builder DiPietro Homes offers 6,000+ sq. ft. of beautifully appointed living space. Thoughtfully enhanced with on-trend updates and improvements, this remarkable home blends exceptional craftsmanship with a fresh, elevated style for today's luxury lifestyle. From the moment you enter, custom millwork and impressive architectural details set this home apart. At the heart of the home, the stunning family room features a coffered ceiling and wood-burning fireplace, opening seamlessly to a showstopping chef's kitchen designed for both everyday living and effortless entertaining. Full-size refrigerator and freezer, generous workspace and a Butler's Pantry complement this thoughtfully designed space. An elegant dining room, private office and functional mudroom complete the main level. Upstairs, the luxurious primary suite is an unforgettable retreat with its own fireplace and spa-inspired bath featuring a soaking tub and steam shower. With 4 bedrooms, 5 bathrooms, a bonus room and a finished lower level offering a recreation room, full kitchen, built-ins and bath, there is exceptional space and versatility throughout. Outside, your private backyard awaits, complete with an in-ground saltwater pool with waterfall and a covered seating area perfect for relaxing, entertaining and enjoying summer days outdoors. Conveniently located near I-93, schools, shopping and community amenities, with Boston approximately 45 minutes away. A truly unforgettable home where luxury, comfort and exceptional design come together.

17 Bennington Rd, Windham

5855 Windham Hill Rd, Windham
$499,000
2 Beds ⋅ 2 Baths ⋅ 5104617 MLS
Bring your vision to life on 33.34 acres in the scenic hills of Windham, Vermont. This partially completed home offers a rare opportunity to finish a thoughtfully designed residence surrounded by open meadows, established trails, and an idyllic rural setting. Designed with a 4 bedroom septic system, the home is ready for the next owner to complete the interior and exterior finishes. The clapboard siding remains unfinished, and the lower level walk out basement is plumbed for a third full bathroom, offering additional flexibility for finished living space. A substantial 24' x 48' completed foundation is in place for the planned garage. It will accommodate a 24' x 24' two car garage plus an additional 24' x 24' area of approximately 552 square feet, ready to be finished and purposed according to your needs, ideal for a workshop, studio, storage, recreation space, or other use. The land is equally appealing, with expansive meadows featuring tillable soils formerly used to grow organic fruits and vegetables, established trails, mature woods, and high quality gravel on the property. Adding to the sense of privacy and protected open space, the property abuts a National Wildlife Refuge along its western and northern boundaries. Enjoy gardening, exploring the trails, working on projects, or simply taking in the peaceful Vermont landscape. Conveniently located within reach of Stratton, Magic, and Bromley Mountains and the villages of Londonderry, Chester, and Grafton. An exceptional opportunity to complete a substantial Vermont property and create something truly your own.

5855 Windham Hill Rd, Windham

39 Jackman Ridge Rd, Windham
$989,000
4 Beds ⋅ 3 Baths ⋅ 5103615 MLS
PRICE IMPROVEMENT! Welcome home to Jackman Ridge, one of the area’s most desirable neighborhoods! Perfectly situated offering convenient highway access for commuters and close proximity to the popular rail trail for outdoor recreation. This Beautifully Maintained 4 bedroom, 2.5 bath home features Newer Hardwood flooring across both the 1st and 2nd levels. The heart of the home is the Updated White Kitchen, boasting Quartzite Countertops, Crisp White Cabinetry, Tile Backsplash, SS Appliances, and a Gas Range. Entertain effortlessly in the Dining Room complete with classic wainscoting, or host gatherings in the Expansive Family Room. A 1st Floor Office provides an ideal setup for remote work, alongside an Updated 1/2 Bath and convenient 1st floor laundry. Upstairs, retreat to the Primary Suite, complete with a Cathedral Ceiling, Walk-In Closet, and a Private Ensuite Bath. Three additional Generously Sized Bedrooms share a full bath, providing plenty of space and comfort. Head down to the Finished Lower Level, perfect for a game room, home gym, or bonus media lounge. Step outside to your outdoor haven featuring a Spacious Patio for summer barbecues, a manicured yard supported by an irrigation system, and a handy storage shed. Modern mechanical comforts abound with Central Air Conditioning, a 2-Car Attached Garage, and a GenTran transfer switch setup for seamless back up power generator hookup. Move right in and start enjoying life at Jackman Ridge!

39 Jackman Ridge Rd, Windham

2148 Abbott Rd, Windham
$815,000
4 Beds ⋅ 3 Baths ⋅ 5103519 MLS
Set on 53 private acres with mountain views, this four-bedroom, three-bath home offers the space and setting to enjoy every season. Built in 2007 and located just a short drive from Stratton, Bromley, Magic, and Okemo, it's equally suited as a full-time residence or a mountain retreat. The heart of the home is a welcoming great room with a floor-to-ceiling stone fireplace and a wall of windows that frames the surrounding landscape. The open-concept kitchen, dining, and living areas make it easy to gather after a day outdoors. A spacious primary suite provides a comfortable retreat, while a loft, game room, walk-out lower level, and oversized mudroom offer room for everyone and all the gear that comes with Vermont living. An attached two-car garage adds everyday convenience. The home is offered furnished. Steps from the house, and into the meadow is a 22' x 30' barn that expands the possibilities. Three overhead doors make it ideal for storing snowmobiles, ATVs, tractors, or other equipment, and there's room for horses as well. The unfinished second floor is already equipped with lighting and six windows that fill the space with natural light, ready for a workshop, studio, or future expansion. The VAST trail is at the end of the road, ride your snowmoobile direct from the house to miles of connected trails. Stone steps built into a classic Vermont stone wall lead from the house to the meadow below, adding to the property's charm and connection to the landscape. Whether your weekends are spent skiing, snowmobiling, hiking, or simply enjoying the peace and quiet, this property offers the best of Vermont living. As the wall art inside the home suggests: "Snowmobile. Ski. Rest."

2148 Abbott Rd, Windham

33 Coburn Rd, Windham
$349,900
5103252 MLS
Don't miss this rare opportunity in Windham, NH! Discover 3.22 +/- private acres offering the perfect setting to bring your dream home to life. This remarkable parcel offers the perfect canvas for your custom home, an ADU, and outdoor spaces designed for the way you live. Bring your vision. Bring your plans. Bring your builder. With no builder tie-in, you have the freedom to build on your terms and create a home that reflects your lifestyle. Whether you envision a private estate, multigenerational living, or simply room to spread out and enjoy your surroundings, this property delivers the space, flexibility and privacy that are becoming increasingly rare. Large private homesites like this seldom come to market in Windham. If you've been waiting for the perfect place to build your forever home, this is the opportunity you've been searching for. Rare. Private. Timeless. Your vision begins here.

33 Coburn Rd, Windham

3 Aladdin Rd, Windham
$899,000
3 Beds ⋅ 3 Baths ⋅ 5102352 MLS
HOME for the HOLIDAYS....WINDHAM location perfect minutes away from Tuscan Village and mega restaurants/shopping. NEWLY updated throughout and move in ready...not a flip but seller relocation so quick close possible. Offering 3 levels of finished living space with custom millwork and new flooring for durability and easy maintenance/all new lighting/ cabinetry/ popcorn ceilings removed and so much more (see upgrades list). The light and bright WOW kitchen with floor lighting has softclose cabinetry, quartz countertops, a full-height quartz backsplash, Smart double wall ovens and cooktop surface, a Smart refrigerator, a dedicated beverage station, a walk-in pantry, a convertible refrigerator/freezer....open to the dining area/foyer areas. The updated 3 bathrooms are elegant and the 3 upstairs bedrooms are all updated.... The Primary has a large walk in closet and private update tiled shower...and one of the 2 other bedrooms has custom closets for all the designer desires! The WOW finished lower level offers exceptional additional living space with upscale marble flooring, a second beverage station, and ample room for recreation and entertaining and adding a bathroom. Refer to the Improvements List: Additional fresh interior/exterior paint, updated lighting, and new garage doors/insulated garage and mudroom. There's a 3 Season Porch which provides a peaceful private setting to enjoy your outdoor dining. Additional highlights smart home security system. THE DETAILS and LIVABILITY Make this an exceptional property in a super convenient RAIL TRAIL hiking/biking. TOP SCHOOLS and only 40 minutes to Boston. VISit Today! OPEN HOUSE Saturday 12-2

3 Aladdin Rd, Windham

8 Leni Rd, Windham
$1,099,900
3 Beds ⋅ 3 Baths ⋅ 5101380 MLS
Set on a beautifully landscaped corner lot in one of Windham's most sought-after neighborhoods, this meticulously maintained Colonial reflects exceptional pride of ownership and offers the perfect balance of timeless design, thoughtful updates, and exceptional outdoor living. At the heart of the home is a spacious kitchen featuring a large center island, GE Café appliances, and an open layout that flows seamlessly into the inviting family room with a wood-burning fireplace. Elegant dining room details, including shadow boxes and chair rail, add warmth and character, while new carpeting throughout the second-floor bedrooms enhances the home's fresh, updated feel. Upstairs, a versatile bonus room with custom built-ins provides the perfect space for a playroom, media room, home office, or additional living area. The outdoor living spaces are equally impressive, offering a private retreat designed for both relaxation and effortless entertaining. A heated saltwater pool anchors the backyard, complemented by maintenance-free fencing, an expansive level lawn, and a 30' x 30' basketball court. Whether hosting friends, spending time with family, or enjoying a quiet evening outdoors, this exceptional setting was designed to be enjoyed. Additional highlights include a high-bay garage with new garage doors, a full walk-up attic offering outstanding storage or future expansion potential, forced hot air heat, whole-house humidifier, buried 500-gallon propane tank, and an updated 1,500-gallon stone and pipe septic system. Offering an exceptional combination of quality craftsmanship, thoughtful updates, and an unmatched level of care, this is a rare opportunity to own a truly move-in-ready home in one of Windham's premier neighborhoods.

8 Leni Rd, Windham

15 Northland Rd, Windham
$1,200,000
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.

15 Northland Rd, Windham

41 Heritage Hill Rd, Windham
$2,475,000
5 Beds ⋅ 5 Baths ⋅ 5099785 MLS
Nestled in one of West Windham’s most sought-after neighborhoods on Heritage Hill Road, this exceptional 4-acre estate offers an unparalleled blend of ultra-privacy, custom craftsmanship, and modern luxury. Masterfully designed to be built by DJ Builders, Southern New Hampshire’s premier custom builder renowned for an uncompromising commitment to quality, this one-of-a-kind residence will sit far off the street, offering the perfect opportunity for a private, gated driveway. Inside, the proposed plan features over 4,400 square feet of exquisite living space defined by the finest materials, custom millwork, and stone accents, including five spacious bedrooms (with both a first-floor and a second-floor primary suite), 4.5 baths, and adaptable flex space. Outside, a separate 3-car detached building provides the ultimate canvas for a car enthusiast, or it can be modified into a spectacular pool/guest house. While this featured plan is spectacular, the builder is also completely open to customizing a different design to perfectly suit your vision for this incredible lot. Please do not enter the lot without a confirmed appointment. Note: Photos are artist renderings/digitally altered and represent the home's potential build.

41 Heritage Hill Rd, Windham

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

10 Poplar Rd, Windham

5 Sherwood Rd, Windham
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 5099575 MLS
One buyer's loss is another buyer's opportunity!Timeless elegance meets modern luxury in this exceptional custom Colonial, privately set on 3.5 meticulously landscaped acres. Offering 4 spacious bedrooms and a beautifully appointed walk-out lower-level in-law suite, this remarkable home blends sophistication, comfort, and versatility. A grand two-story foyer welcomes you into a home showcasing impeccable craftsmanship, classic architecture, and custom millwork throughout. The thoughtfully designed floor plan features a private home office, elegant formal dining room, and an inviting family room centered around a stunning fireplace. The expansive chef's kitchen flows seamlessly into the main living areas, creating the ideal space for everyday living and entertaining.Equipped with a custom cabinet-front refrigerator, plus an additional stainless steel refrigerator offering expanded refrigerated storage. Just beyond, a sun-filled four-season room overlooks the private backyard and opens to the expansive composite deck. Privately situated at the opposite end of the home, the first-floor media room features custom millwork, a built-in bar, and the perfect setting for entertaining. Designed with both luxury and practicality in mind, the home offers central air conditioning throughout, while strategically placed mini-split systems provide individualized comfort and energy-efficient climate control in frequently occupied spaces. The luxurious primary suite features a spa-inspired bath, while the additional bedrooms are generously sized. The walk-out lower level offers a complete in-law suite with its own living space, ideal for multigenerational living, guests, or an au pair. Outside, the expansive composite deck overlooks a gunite inground pool surrounded by professional landscaping, creating exceptional privacy. A classic farmer's porch completes this extraordinary property, where timeless architecture, refined finishes, and effortless indoor-outdoor living come together.

5 Sherwood Rd, Windham

49 Stacey Cir, Windham
$435,000
2 Beds ⋅ 3 Baths ⋅ 5099010 MLS
20% down will be needed. 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

8 Bear Hill 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

4 Campbell Way, 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

2 Campbell Way, 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

3 Aberdeen St, Windham
$1,450,000
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

5 Allen 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

1035 Vt Route 121, 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

51 Golding Rd, Windham
$225,000
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. Home will need a new septic system. If you have been looking for a true Vermont getaway, this property delivers!

51 Golding Rd, Windham

5 Bedros 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

10 First 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

10 First St, Windham
$299,000
5083452 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

64 Trails Edge 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

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