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$749,900
4 Beds ⋅ 3 Baths ⋅ 5109291 MLS
Welcome to a truly unforgettable property where amazing grounds, winding stone pathways, a koi pond with cascading waterfall, and an in-ground pool create the setting for a spectacular private retreat. 34 Sharon Road is a one-of-a-kind Garrison offering remarkable craftsmanship, an enchanting garden setting, and incredible potential for its next chapter. Set among mature trees and extensive stonework, this 4 bedrooms, 2.5 baths home offers 2,780 sq. ft. of official living area, plus a four-season greenhouse and striking Hartford conservatory. Inside, hardwood floors and exceptional custom trim create warmth and character throughout. The showstopping family room features a soaring vaulted ceiling, dramatic exposed beams, rich wood detailing, and an impressive floor-to-ceiling brick fireplace. The custom kitchen includes maple cabinetry, granite countertops, a center island, and two ranges—including a professional-grade Viking range with matching hood. Generous living and entertaining spaces provide a flexible layout ready to be reimagined. All four bedrooms are located upstairs, including a primary suite with its own en-suite bathroom. The unfinished lower level offers lots of potential, including a spacious work area, loads of storage, and access to a two-car garage. Whether used for hobbies, projects, recreation, or additional storage, this lower level provides valuable flexibility. The Asian-inspired gardens and water features make the outdoor setting truly special. The distinctive conservatory and four-season greenhouse with built-in heat lines offer exciting possibilities for gardeners, artists, or anyone dreaming of a truly unique sanctuary. The home and grounds require work and have deferred maintenance. Property is being sold as-is. Bring your creativity and unlock the full potential of this hidden Windham gem! Come visit the Open House 9/12 (Sat) and 9/13 (Sun) from 1:30PM-3:00PM

34 Sharon Rd, Windham
$824,900
3 Beds ⋅ 2 Baths ⋅ 5109201 MLS
Gorgeous custom built ranch in highly desirable Windham Estates. Stunning facade and recessed entryway add to the most inviting curb appeal. Foyer is open to kitchen and expansive living room. Gas fireplace flanked by built in shelving with crown moldings and warm toned hardwood flooring throughout. Tall maple cabinetry with stainless appliances, center island and 6 foot patio doors highlight the beautifully equipped kitchen. Pantry and laundry room are conveniently tucked away off the main living area. Flex space adjacent to kitchen, ideal den or home office overlooks wooded landscape and fenced inground pool area. Primary en Suite with double sinks and walk in shower with designer tile and stone tops. Additional bedrooms and full bath are well sized and neutral tones continue with the cohesive floorplan. Deck and screened porch make entertaining poolside comfortable for enjoyable seasonal living. Generator, central air, central vac, irrigation and direct entry attached two car garage. True one level living in almost 2100 sf with quality upgrades are a rare find in this sought after community. Top performing school system in Southern NH's most coveted town. Come see this gem! OPEN HOUSES Friday 9/11, 4pm-6pm, Saturday 9/12, 10am-12 and Sunday 9/13, 10am-12.

8 Rolling Ridge Rd, Windham
$1,375,000
5 Beds ⋅ 4 Baths ⋅ 5109182 MLS
Welcome Home to Luxury & Space in Windham! Nestled on a quiet cul-de-sac on a private .89 acre lot, this stunning colonial offers sophisticated craftsmanship, modern amenities, and multi-level living. Designed with exceptional attention to detail, this light-filled home delivers the perfect layout for both daily living and large scale entertaining. The heart of the home is the Gourmet Chef's Kitchen equipped with a center island, granite countertops, double wall ovens, gas cooktop, mini fridge, and stainless steel appliances. The oversized kitchen effortlessly opens into the family room with a fireplace featuring detailed crown molding and rich hardwood flooring throughout. The dedicated formal dining room and private home office is accented by wainscoting and a high-ceiling entry foyer with hardwood staircase. Upstairs you will be impressed with the generous sized primary bedroom suite featuring an updated full bath with soaking tub, separate shower, double sinks and large walk in closet. There are 3 additional bedrooms, a full bath and laundry room on this level. The expansive 3rd floor has a home theater with chairs, projector and screen. There is also a bedroom and bonus room. Need more space? The finished walkout basement offers a bar, sauna, game room and plenty of storage space. Step outside into your own private resort-style oasis. The beautifully landscaped backyard is designed for high-end entertaining and everyday relaxation, highlighted by a sparkling heated saltwater pool complete with a relaxing waterfall feature. Host summer gatherings with ease at the fully equipped outdoor kitchen, or step into the dedicated pool house for shade, convenience, and extra storage. Whether lounging by the water or dining under the stars, this outdoor retreat delivers the ultimate setting for luxury outdoor living. THIS PROPERTY IS A GEM! Don't Delay! Schedule your private showing today!

24 Nathan Rd, Windham
$415,000
2 Beds ⋅ 3 Baths ⋅ 5109138 MLS
Enjoy low-maintenance living at Hardwood Heights in Windham, offering comfort, space, and character. Skylights fill the home with natural light, while the fireplace adds warmth and charm. Fresh interior paint, new baseboards, durable vinyl flooring, and a brand-new heating and cooling system make this home move-in ready. The spacious kitchen flows into the dining and living areas, while the upstairs bedrooms offer recessed lighting, ceiling fans, powered skylight shades, and en-suite bathrooms. The updated primary bath features a newer tub and shower. A private deck, partially finished lower level, and generous garage storage provide added flexibility and convenience. Close to shopping, dining, and major commuter routes. Welcome home! Showings begin at the open house on Saturday 9/12 @ 2pm.

62 Stacey Cir, Windham
$399,000
2 Beds ⋅ 3 Baths ⋅ 5109111 MLS
Welcome to this desirable townhouse in popular Windham, NH, offering an ideal blend of space, flexibility and value with no age restrictions and pets allowed. The main level features a comfortable family room with fireplace, dining area and kitchen, creating an easy layout for everyday living and entertaining. A convenient half bath with laundry completes the first floor. Upstairs, the spacious primary bedroom suite includes a bonus loft area that can easily serve as a home office, reading nook, craft space or whatever fits your lifestyle. The second bedroom offers the added convenience of its own private bath, making it perfect for guests. Need even more space? The basement offers two additional bonus rooms with endless possibilities for a home gym, office, hobby room, playroom or media space. An attached one car garage, central air and a condo fee that includes water, sewer, trash, snow removal and lawn care add to the convenience. The home could use some fresh paint and new carpet, giving you the opportunity to add your own personal touches and make it truly yours. Priced with this in mind, there is excellent potential to build instant equity, and the seller is offering a concession toward painting to help get you started. Bring your vision and take advantage of this opportunity to own a home in one of Windham’s sought after communities! Showings begin Friday, September 11th in the afternoon. Welcome Home!

61 Stacey Cir, Windham
$884,900
2 Beds ⋅ 3 Baths ⋅ 5108741 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.

5 Campbell Way Unit 2, Windham
$499,000
3 Beds ⋅ 2 Baths ⋅ 5108371 MLS
Tucked into the peaceful woods of Windham, Vermont, this cherished Timber Ridge residence offers a rare opportunity to own a piece of true Vermont legacy. Custom built and lovingly held by the same family across three generations, this home is filled with decades of storied memories, seasonal celebrations, and effortless mountain living. Set on a picturesque one acre wooded parcel, the home’s expansive wrapping decks elevate you straight into the canopy, creating an immersive, treehouse like atmosphere. Whether you are sipping morning coffee surrounded by autumn foliage or relaxing after a day on the slopes, the setting offers complete tranquility and privacy. Inside, the layout balances comfort, versatility, and classic rustic charm. Enjoy seamless single level living with a spacious primary suite located right on the main floor. The home features three dedicated bedrooms (currently designated as four on the town lister card), offering ample space for a crowd. A finished bonus room, previously used as a home office , adapts easily to a bunk room, play area, or secondary media lounge. The pellet stove keeps it warm and the separate entrance allows for privacy. A dedicated workshop provides the ideal footprint for tuning skis, maintaining gear, or tackling creative hands on projects. Located in the heart of the Green Mountains, Timber Ridge serves as an exceptional four season basecamp. Winter enthusiasts will appreciate having five major ski areas within a 30-minute drive, while summer brings endless outdoor recreation, from nearby lakes, ponds, and hidden waterfalls to vibrant local farmers markets, hiking trails, and artisanal shops. This special home stands ready to welcome its next chapter and a new generation of mountain memories.

756 Birch Hill Rd, Windham
$1,275,000
4 Beds ⋅ 3 Baths ⋅ 5107896 MLS
Welcome to this exceptional 4-bedroom, 3-bath home, built in 2006 and ideally situated on a 1.10-acre corner lot in Windham’s highly sought-after Spruce Pond neighborhood. Offering elegant finishes, soaring ceilings, hardwood floors, a fully fenced yard, and a standby generator, this impressive property blends style, comfort, and everyday functionality. A grand foyer sets the tone for the beautifully designed spaces beyond. At the heart of the first floor is a stunning kitchen featuring detailed cabinetry, a distinctive wood ceiling, and an expansive granite island. The kitchen flows seamlessly into the dining area and dramatic living room, where 20-foot ceilings and a wood-burning fireplace create an unforgettable setting for entertaining or relaxing at home. Pet owners will appreciate the thoughtfully designed dog room, complete with space for crates and a convenient dog door providing direct access to the fenced yard. Upstairs, the spacious primary suite offers two closets and a luxurious bath with a tiled shower and separate soaking tub. Three additional generously sized bedrooms, a full bath, and a dedicated laundry room complete the second level. The expansive unfinished lower level features high ceilings and presents an exceptional opportunity to create additional living and entertaining space tailored to your lifestyle. Envision a sophisticated home theater, game room, fitness studio, wine cellar, or private retreat- the possibilities are truly endless. Outside, the inviting backyard includes a separate fenced area for dogs and plenty of room for a future pool, playset, or other outdoor amenities. Located in a desirable community known for Windham’s exceptional school system, this beautifully maintained home is a must-see. Open House Sunday, Sept. 13th 12-2pm.

3 Duston Rd, Windham
$799,900
3 Beds ⋅ 3 Baths ⋅ 5107088 MLS
Location, location… did I mention location? Set on 1.5 acres in a peaceful neighborhood, this comfortable and versatile three-bedroom, three-bathroom home is part of the sought-after Windham school district and offers an easy commute, with Boston less than an hour away. Step inside to a spacious, living room flooded with natural light and anchored by an oversized brick fireplace, perfect for cozy autumn evenings. Just off of the living room, you’ll find an office or bonus room ready to suit your needs. The updated eat-in kitchen features stainless steel appliances, generous cabinetry, and peninsula seating - ideal for casual meals, morning coffee, or gathering with friends. A dedicated dining area with a slider provides easy access to the wraparound back deck. Upstairs, the primary bedroom includes a private bathroom, along with two additional bedrooms and a full bathroom. Newer luxury vinyl plank flooring flows throughout the home. Downstairs, an expansive lower-level room with impressive ceiling height offers endless possibilities for a family room, home theater, gym, playroom or combination of uses. Outside, the generous lot offers privacy, and room to play. Newer roof! Come discover the space, versatility, and location that make this property such a special place to call home!

7 Twin St, 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
$759,900
4 Beds ⋅ 2 Baths ⋅ 5106941 MLS
Welcome to 13 Patricia Street! This well-cared-for home is ready for the next family to create their family memories. This home has great curb appeal, ready and welcoming. Beautiful hardwood floors on the second level in all bedrooms. Spacious living area on the main floor with an enclosed three-season area for morning coffee! An updated kitchen that looks out to the beautiful in-ground swimming pool and jacuzzi hot tub to relax. Grounds feature an irrigation system that has kept the lawn green. Lots of natural lighting in the kitchen with skylights and plenty of cabinet space. This family home will not last long.

13 Patricia St, 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
$2,800,000
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
$995,000
4 Beds ⋅ 4 Baths ⋅ 5103579 MLS
Set on a beautifully landscaped wooded lot in Windham, NH, this impressive 5,000+ sq. ft. home offers the space, flexibility, and amenities today’s buyers are looking for. Served by the highly regarded Windham School District. Designed for effortless entertaining, the heart of the home is a massive chef’s kitchen with abundant custom cabinetry, expansive prep and serving space, double dishwashers, wine fridge, stainless steel appliances, oversized island seating, and direct access to the deck for seamless indoor-outdoor gatherings. The main level features warm hardwood floors, a spacious dining room, dramatic living room with soaring ceilings, walls of windows, and a stunning floor-to-ceiling stone fireplace, plus a sun-filled bonus room ideal for work, relaxation, or additional lounge space. Throughout the home, generous rooms provide exceptional versatility, including a game room, media room, fitness room, and multiple areas for hobbies, guests, and recreation. The media room with bar area extends the lifestyle with room for movie nights, game-day events, and casual entertaining. Outside, enjoy a large deck, patio, and private backyard setting surrounded by mature trees, perfect for cookouts, celebrations, and relaxing evenings. With its distinctive architecture, flexible floor plan, and incredible entertaining spaces, this Windham home is a rare opportunity to enjoy comfort, convenience, and room for everyone.

17 Galway Rd, Windham
$925,000
3 Beds ⋅ 3 Baths ⋅ 5102352 MLS
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!

3 Aladdin 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
$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
$800,000
4 Beds ⋅ 4 Baths ⋅ 5100902 MLS
Under contract pending buyer's home sale. Back-up offers are welcome. 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
$1,209,000
4 Beds ⋅ 4 Baths ⋅ 5099815 MLS
Amazing Opportunity to live in 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 MULTIGENERATIONAL 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
$1,375,000
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
$1,500,000
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 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. It is 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 spectacular gunite inground pool surrounded by professionally designed 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
$375,000
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
$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
$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. 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, while a walk-in pantry, custom walnut island, and breakfast nook create a warm, inviting atmosphere. Designed for both everyday living and entertaining, 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
$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
$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
$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
$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
$575,000
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

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