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$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
$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
$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
$809,900
4 Beds ⋅ 3 Baths ⋅ 5092014 MLS
Welcome to this inviting Gambrel Colonial tucked away on a peaceful cul-de-sac with deeded access to beautiful Canobie Lake. With 2,472 sq. ft. of living space, this home offers room to gather, unwind, and grow. Thoughtfully designed with 8 rooms, 4 bedrooms, and 3 full baths, the home features dual primary suites - one on each floor - providing exceptional versatility and is ideal for multi-generational living or guest accommodations. The heart of the home is the stunning gourmet kitchen, showcasing quartz countertops, an AGA 6-burner gas range, and rich Quaker Maid cabinetry. The family room features a fireplace with a wood-burning stove and marble-tile hearth and surround, and custom wainscoting. A separate, 1st floor laundry room is a nice plus. Hardwood flooring flows throughout the main living areas, adding warmth and character. Set on 0.69 acres, this property provides a sense of privacy while still being close to everything, including easy access to Rt. 93 that's only a short distance away. A 2-stall attached garage with newer garage doors completes the package. This is a home designed for both everyday living and memorable moments. The in-ground pool hasn't been used in 10 +/- years.

17 Rolling Ridge Rd, Windham
$800,000
4 Beds ⋅ 4 Baths ⋅ 5100902 MLS
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
$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
$799,900
5107072 MLS
WATERFRONT OPPORTUNITY on Cobbetts Pond in desirable Windham! Discover the potential of 8 Cross Street, ideally positioned to enjoy the lifestyle and recreation that make this area so special. Whether you're looking for a private retreat, investment opportunity, or the chance to create something entirely your own, this property offers tremendous possibilities. Imagine waking up just steps from the water and spending summer days boating, jet skiing, swimming, fishing and kayaking on beautiful Cobbetts Pond. The nearby town beach is just around the corner, offering even more access to the water and outdoor recreation. For those looking to think bigger, ther is an opportunity to acquire the neighboring property at 6 Cross Street and explore combining the parcels for a larger homesite, custom dream home or potential family compound, subject to Town of Windham approvals, zoning, permitting and all applicable regulations. Windham offers an ideal Southern New Hampshire location with top-rated schools, a highly desirable residential community, and convenient access to I-93. Enjoy nearby parks, trails, restaurants and shopping, while Tuscan Village in neighboring Salem provides premier shopping, dining, entertainment and additional amenities. Waterfront living, recreational opportunities, future potential and an outstanding Southern New Hampshire location come together at 8 Cross Street. Bring your vision and explore the possibilities. Buyers to conduct their own due diligence regarding development potential, lot combination, permitted uses, building plans and all required Town approvals.

8 Cross St, Windham
$799,900
3 Beds ⋅ 1 Baths ⋅ 5107071 MLS
Rare opportunity to create your own vision in desirable Windham, NH! Enjoy the small 3-bedroom, 1-bath cottage as a summer getaway or use the property as the foundation for your future building plans. The value here is truly in the land and the incredible waterfront setting. This property offers the potential to acquire an adjoining parcel in one of the area's most sought-after waterfront settings on Cobbetts Pond. Pair this property with the neighboring parcel at 6 Cross St and explore the possibility of creating an exceptional combined property for a custom dream home or potentially a private family compound, subject to Town of Windham approvals and all applicable zoning, permitting and regulatory requirements. Cobbetts Pond offers approximately 302 acres water for swimming, boating, jet skiing, fishing and summer recreation. The town beach is conveniently located just around the corner, adding another wonderful option for enjoying the water and outdoors. Enjoy the tranquility of this special setting while remaining conveniently close to Griffin Park, walking trails, local shops, restaurants and I-93. Windham offers an attractive Southern New Hampshire lifestyle, a strong sense of community and a highly regarded school system. Nearby Tuscan Village in Salem provides additional shopping, dining, entertainment and conveniences. Whether you're looking to secure additional land, create a larger private retreat, or explore future development possibilities, this is an opportunity worth investigating. Buyers should conduct their own due diligence regarding permitted uses, lot combination, access, building potential and all Town approvals. Bring your vision and explore the possibilities of creating something truly special in Windham!

6 Cross St, 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
$775,000
3 Beds ⋅ 3 Baths ⋅ 5108121 MLS
OFFER DEADLINE TUESDAY 9/8 4:00pm. Gorgeous custom cape set in a beautiful cul-de-sac neighborhood, with easy access to I-93 at exit 3. You’re sure to appreciate that the home is set back on a professionally landscaped lot. The entrance opens to the formal dining room, with hardwoods and vaulted ceiling with skylights, all opening to a balcony. Enjoy the gorgeous custom kitchen, with big center island, granite counters and stainless-steel appliances. A vaulted ceiling living room is located off the front foyer. The office/den opens to a dramatic two-story solarium, with handsome wood ceilings, taking in the views of surrounding woodlands. The family room is open to the kitchen and features hardwood floors and a stone fireplace. Tucked privately off the dining room is a beautiful sunroom, featuring the warmth of wood walls, with vaulted ceiling and skylights. Completing the first floor is a powder room with an elegant vanity and a laundry area. The second-floor features three bedrooms with lovely updated baths. The spacious primary suite features a brand-new private, 3/4 bath. The interior is all freshly painted and new carpeting in bedrooms. The walk-out lower level features a huge gathering room with daylight windows, and sliders to the patio. The mudroom offers direct access to two-car garage. The outdoor living space has a wonderful patio area and a huge deck. You will also find raised beds for your gardening needs. This home has a warm and inviting appeal with dramatic cotemporary features. Don’t hesitate… this is an excellent value in sought after Windham NH.

38 Sharon Rd, Windham
$775,000
3 Beds ⋅ 3 Baths ⋅ 5105067 MLS
Price Improvement. Beautifully maintained traditional home in desirable Windham, NH, ready for its next chapter! Exceptional curb appeal welcomes you with a sprawling, irrigated lawn framed by mature trees and vibrant perennial plantings. The main level boasts gleaming hardwood floors throughout, and a massive front-to-back living room anchored by a cozy wood-burning stove. The sunny, open-concept kitchen features premium granite countertops and flows seamlessly into the vaulted great room. Upstairs houses 3 spacious bedrooms, a dedicated home office, laundry with washer/dryer, and a massive walk-up attic for storage or expansion. The finished lower level works well as a game room/playroom and includes a large walk-in storage closet along with a work shop. You will have Ultimate peace of mind with major component upgrades: a brand-new high-efficiency 5-zone boiler, on-demand hot water system, a newer roof with a 30-year architectural shingles , and a newly updated rear deck perfect for barbecues and entertaining. Turn-key perfection! Do not miss the chance to call this house YOUR home!

33 Oriole 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
$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
$695,000
3 Beds ⋅ 3 Baths ⋅ 5107952 MLS
Brand-new construction in beautiful Windham, Vermont! This thoughtfully designed three-bedroom home with an additional bonus room offers the comfort, efficiency, and ease of new construction paired with a peaceful Vermont setting. Filled with natural light, the home features bright, welcoming living spaces and a versatile floor plan designed for both everyday living and weekend escapes. The bonus room provides valuable flexibility for a home office, guest space, playroom, or den. An attached two-car garage makes Vermont living especially convenient, providing sheltered parking along with plenty of room for skis, bikes, outdoor gear, and storage. Outside, the yard offers space to relax, play, garden, or entertain, while the firepit creates the perfect gathering spot for summer evenings, crisp fall nights, and après-ski get-togethers. Located in the quiet mountain community of Windham, this property puts four-season recreation within easy reach. Five major ski areas—Stratton, Bromley, Magic Mountain, Okemo, and Mount Snow—are all located within approximately 35 miles of town, providing an incredible variety of winter adventures. When the snow melts, explore nearby hiking and biking trails, enjoy fishing, paddling and swimming, or spend the day at destinations such as Lowell Lake and Jamaica State Parks. The greater Windham region is known for its extensive trail network and abundant opportunities for hiking, mountain biking, snowshoeing, cross-country skiing, and snowmobiling. Whether you're searching for a full-time Vermont residence or a low-maintenance mountain getaway, this newly built home offers a wonderful combination of modern comfort, outdoor space, and access to everything that makes Southern Vermont special.

717 Horsenail Hill Rd, Windham
$665,000
2 Beds ⋅ 3 Baths ⋅ 5107469 MLS
OPEN HOUSES CANCELLED Beautifully maintained and privately situated at the top of The Villages at Windham, this open-concept condominium offers comfortable one-level living in one of the community’s most desirable locations. Set on a quiet cul-de-sac and abutting conservation land, the home enjoys an exceptional sense of privacy, space, and connection to nature. The main level features a welcoming flow between the kitchen, dining, and living areas, highlighted by a gas fireplace and a composite deck conveniently located off the kitchen. Two bedrooms, an updated primary bathroom, first-floor laundry, and central air make everyday living exceptionally comfortable and convenient. A spacious finished daylight lower level offers outstanding flexibility for a family room, home office, guest accommodations, gym, or hobby space and includes daylight windows, a three-quarter bath, and a walkout slider to the outdoors. Additional highlights include a recently installed standby generator and a two-car garage with polyurea flooring offering a lifetime transferrable warranty to the new owner. The Villages at Windham offers an active neighborhood atmosphere, excellent walkability, and a picturesque community pond. Best of all, this is not an age-restricted community, making it a rare opportunity to enjoy low-maintenance living, privacy, flexibility, and space in a premier Windham location. Join us at the first Open House Wednesday 9/2/26 from 4:00- 6:00 PM

60 Gordon Mountain Rd, Windham
$649,000
3 Beds ⋅ 2 Baths ⋅ 5100164 MLS
Welcome to year round tranquility in desirable Windham! Built in 2018, this beautifully maintained 3 bedroom, 2 full bath home offers the perfect blend of modern style and relaxed living with deeded water access to Cobbetts Pond. The light and bright open-concept floor plan features stunning dark hardwood floors throughout, creating warmth and elegance in every room. The kitchen shines with quartz countertops, stainless steel appliances, and seamless flow into the living and dining areas, making entertaining effortless. A spacious dining area, first-floor bedroom or office, and a full bath complete the main level and provide flexibility for guests or remote work. Upstairs, the spacious primary bedroom offers a vaulted ceiling, oversized window seat, abundant natural light, and generous closet space. A second bedroom, convenient second floor laundry area, and an additional full bath complete the upper level. Enjoy peace of mind with the recently added Generac standby generator. Ideally located just minutes from Route 93, commuting is easy while shopping, restaurants, and everyday conveniences are all close by. Experience the best of Windham living with modern comfort and the recreational lifestyle that comes with deeded access to beautiful Cobbetts Pond.

12 Grove St, Windham
$599,000
3 Beds ⋅ 2 Baths ⋅ 5108856 MLS
Set on 1.84 acres in a desirable Windham location, this 3-bedroom, 2-bath split-level offers space, privacy, and plenty of potential to make it your own. Tucked away on a dead-end road and situated across from a former apple farm, the property enjoys a peaceful setting while still being convenient to everything Windham has to offer. An added bonus is direct access to the rail trail right from the property, perfect for walking, biking, and enjoying the outdoors. Inside, hardwood flooring runs throughout much of the main level, while a spacious sunroom and wood-burning stove add warmth and character. Step outside onto the deck overlooking the private backyard, offering a wonderful setting to relax, entertain, or simply enjoy the surrounding natural landscape. The finished lower level provides additional living space with flexibility for a family room, home office, gym, or more, and a two-car garage offers added convenience and storage. Ready for your personal touches and updates, this home presents an exciting opportunity to create something truly your own in one of Windham’s most desirable communities. With nearly two acres, a peaceful setting, and a versatile layout, there is so much potential to make this property shine.

36 Governor Dinsmore Rd, Windham
$579,900
4 Beds ⋅ 2 Baths ⋅ 5098749 MLS
PRICE IMPROVEMENT! Welcome to 2 Marblehead Road, an updated ranch set on a private 0.83-acre lot in desirable Windham, NH, just two blocks from the Windham Town Beach at Cobbetts Pond. This 4-bedroom, 1.5-bath home is made for the buyer who isn't afraid to roll up their sleeves, because many of the big-ticket items here are already done. Start with the kitchen, renovated just five years ago with stainless steel appliances, a gas cooktop, and ample cabinetry. It opens into a large, updated great room and open-concept dining area, a layout you rarely find in a ranch of this style and one that makes everyday living and entertaining effortless. The bedrooms and dining room have fresh paint and are ready to move into today. Luxury vinyl plank runs through the main living room, kitchen, and hallway, while the bedrooms and dining room feature original hardwood waiting to be refinished and shown off. Classic ranch architecture keeps all four bedrooms tucked into their own quiet wing, well away from the main living space. The bath is dated and ready for your vision, and with a little creativity, an en-suite can be carved out of the primary bedroom. A walk-out basement adds roughly 1300 square feet of partially finished space below. It could use some TLC, but the bones are there for a family room, home office, or hobby space, etc. That is the honest pitch: what is left here is cosmetic, not structural. Fixtures, finishes, and a weekend or two of sweat equity are what make a home unique and special; while the kitchen, the great room, the layout, the lot, and the location are already exactly where you want them. Outside, a paved driveway, garden space, and an expansive private lot give you room to spread out, all moments from swimming, kayaking, and lakeside recreation at Cobbetts Pond. Located within the highly regarded Windham School District, with easy access to I-93 for the commute south. Bring your vision and your paintbrush, and make this one yours.

2 Marblehead 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
$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
$569,000
6 Beds ⋅ 5 Baths ⋅ 5108718 MLS
Set on a scenic country property in Windham, this expansive home offers exceptional space, flexibility and a setting with real character. Currently used as a large single-family residence, the home was originally built as a three-family property, with a common entrance serving two living areas and a separate entrance to the garden-level apartment. A central stairwell can connect the spaces, creating options for a large household, multi-generational living, guests, home offices or future reconfiguration. The three living areas include full kitchens, generous living rooms and a total of six bedrooms, with expansive rooms and large windows throughout. There is also ample storage and flexible space for a workshop, studio or dedicated home office. The grounds are where this property becomes especially memorable. Shaped over the years by an artist’s eye and a love of the land, the organic gardens feel established, abundant and wonderfully personal, with fruit trees, flowering shrubs, mature plantings and productive raised beds built at waist height. Several decks and screened porches invite you to slow down and take in the setting, while the property unfolds into a pond, large meadow, playing field, trout stream and walking trails, with views toward Turkey Mountain Ridge. There is a quiet, almost timeless quality here that is increasingly hard to find. Located off the beaten path in picturesque Windham, yet convenient to Southern Vermont skiing, hiking and year-round recreation, the property offers room to live, create, gather and breathe. The home does need TLC and updating, but its scale, versatile layout, organic gardens, land and natural setting make it a true diamond in the rough with tremendous potential.

1113 Old Cheney Rd, Windham
$550,000
2 Beds ⋅ 2 Baths ⋅ 5055471 MLS
Welcome to Phase 2 at Del Ray Place. This 55+ duplex unit townhouse features luxurious finishes! Discover your dream home in this beautifully finished duplex unit in building 3. This is where quality meets convenience! This exceptional 2-bedroom, 2-bathroom unit offers an inviting and versatile living space perfect for those seeking comfort and style. This community is designed for residents aged 55 and older, making it an ideal choice for those looking to invest in a vibrant and inclusive neighborhood. With one of the bedrooms conveniently located on the first floor, this unit offers easy accessibility and privacy for guests or family members. Don’t miss out on this rare opportunity to own a gorgeous condo in a sought-after community. Schedule a showing today and experience the perfect blend of luxury and convenience! GPS Del Ray Drive. Road is across from it. Drive all the way to the top. Agent is related to seller. To be completed spring 2026. Photos are for design finishing purposes only. Actual layout of the home will differ from photos.

4 Cypress Ln Unit 10, Windham
$549,000
2 Beds ⋅ 2 Baths ⋅ 5060691 MLS
Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam board, and the foundation is sealed with full drainage installed around the perimeter. Step inside to a light-filled interior with new flooring, walls, and fixtures throughout. The spacious kitchen features Big Chill appliances and opens to a lovely front porch overlooking the old stone walls that border the property. A fenced-in yard makes this ideal for pets, and the water filtration system with UV light ensures clean living. You’ll also find a new washer and dryer, a new septic system, and thoughtful design throughout. Close to skiing at Magic (10 min), Bromley and Stratton (20–25 min), and just 15 minutes to downtown Londonderry. Hike, bike, or snowmobile with access to VAST trails and Timber Ridge nearby. Come see what makes this rare offering a great opportunity!

794 White Rd, Windham
$500,000
2 Beds ⋅ 1 Baths ⋅ 5097320 MLS
HUGE $65,000 PRICE IMPROVEMENT! Exceptional value in Windham! Welcome to 31 Ministerial Road, where the expensive work has already been done. In today's market, finding a truly move-in-ready home is becoming increasingly rare. Here, you can move in with confidence knowing nearly every major component has already been updated, allowing you to enjoy your new home instead of planning costly renovations. Major improvements include the roof, heating system, plumbing, electrical, hot water tank, gutters, well pump, pressure tank, newer windows (2022), and a newly paved driveway. Inside, you'll find updated flooring, fresh paint throughout, a beautifully renovated full bathroom with an acrylic tub and tile surround, and a kitchen featuring newer appliances installed in 2022. These aren't just cosmetic updates they're the costly improvements that provide lasting value and peace of mind for years to come. Whether you're a first-time buyer, downsizing, or simply looking for a home where the major expenses have already been taken care of, this property offers an opportunity that's becoming harder to find. Instead of budgeting for a new roof, mechanical systems, windows, or renovations, you can move right in and enjoy your investment from day one. Adding to its appeal is an incredible 9.10-acre lot offering privacy, room to explore, and potential future subdivision possibilities (buyer to perform all due diligence), creating additional long-term value. Conveniently located near highly rated schools, shopping, restaurants, Cobbett's Pond, and I-93, this property combines extensive updates, acreage, convenience, and future potential. With a HUGE $65,000 PRICE IMPROVEMENT, this is an exceptional opportunity you won't want to miss. Schedule your private showing today!

31 Ministerial Rd, 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
$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
$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
$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
$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

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