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21 Braemar Rd, Windham
$469,900
2 Beds ⋅ 2 Baths ⋅ 5112738 MLS
Welcome to 21 Braemar Road in Braemar Woods, a smaller, established condominium community in desirable Windham, NH. This extensively renovated 2-bedroom, 1.5-bath townhome offers approximately 1,517 square feet of bright, move-in-ready living space. The main level features new luxury vinyl plank flooring, updated trim, doors, lighting and fixtures throughout. The completely renovated kitchen showcases quartz countertops, stainless steel appliances, tile backsplash, two-tone cabinetry and generous workspace. The adjoining living room offers abundant natural light and a new electric fireplace. A renovated half bath with first-floor laundry adds everyday convenience. Upstairs are two spacious bedrooms, including a bedroom with a versatile loft area, along with a beautifully renovated full bathroom featuring a double vanity, lighted medicine cabinet and updated tub and shower. Major improvements include an efficient Mitsubishi heat-pump heating and cooling system, new hot-water system, updated electrical equipment and a new composite deck. Additional features include an unfinished basement, attached one-stall garage, extra parking and included washer, dryer and all new kitchen appliances. Braemar Woods has no age restriction, and pets are permitted subject to association bylaws. The monthly condominium fee is $490. Conveniently located near shopping, dining, commuter routes and area amenities. Quick closing available.

21 Braemar Rd, Windham

33 Brookview Rd, Windham
$465,000
2 Beds ⋅ 3 Baths ⋅ 5112487 MLS
Enjoy the ease of first-floor living in this beautifully maintained townhouse located in a sought-after 55+ community in Windham. Thoughtfully designed with comfort and convenience in mind, this home offers an open-concept floor plan, soaring vaulted ceilings, a private primary suite, and inviting sun-filled living spaces that make everyday living feel effortless. The open-concept kitchen flows seamlessly into the living room, creating the perfect space for entertaining. The private first-floor primary suite overlooks the backyard and features a spacious attached bath with a walk-in shower, creating a peaceful retreat. A versatile bonus room provides additional living space and leads to a sunroom, perfect for enjoying your morning coffee or unwinding with a good book. Step outside to the private deck and take in the tranquil surroundings. Convenient first-floor laundry and a half bath add to the home's practicality, while the attached one-car garage offers easy access and additional storage. Upstairs, you'll find a generous loft second bedroom, a full bath, and an oversized walk-in closet, making it an ideal space for guests or hobbies. The unfinished basement provides endless possibilities for storage, a workshop, home gym, or future expansion. Enjoy the benefits of a low HOA fee and access to the community clubhouse, all while being conveniently located near Windham's shopping, dining, and commuter routes. Comfort, convenience, and community await. Don't miss this exceptional opportunity!

33 Brookview Rd, Windham

59 Pleasant St, Windham
$439,000
2 Beds ⋅ 3 Baths ⋅ 5112368 MLS
Welcome home to Whispering Winds, one of Windham’s premier 55+ active adult communities! Situated at 59 Pleasant St, this stunning mid-unit condo offers a thoughtful floor plan designed for effortless, one-level living paired with incredible bonus space. Step inside to an airy layout featuring soaring cathedral ceilings and rich hardwood flooring. The main living area flows seamlessly into a bright kitchen and comfortable dining area, leading out to your private backyard patio—perfect for morning coffee or outdoor relaxation. The main level offers convenience with a primary suite, full bathroom, and central air conditioning powered by efficient gas heat. Upstairs, you'll find a versatile loft area alongside additional living space ideal for a second bedroom, home office, or guest suite. Key Features & Highlights: * Spacious Living: 1,522 sq. ft. of above-grade living area across 1.5 stories with 4 rooms, 2 full bathrooms, and 1 half bath. * Bonus Space: Includes a partially finished basement for extra rec space or storage, plus an attached garage and a charming wood deck/patio. * Modern Comforts: Central A/C, forced air gas heating, and low-maintenance community utilities. * Prime Location: Peaceful setting within a highly desirable, well-maintained neighborhood. Don't miss the opportunity to enjoy relaxed, low-maintenance condo living at its finest!

59 Pleasant St, Windham

71 Lower Birch Cir, Windham
$599,000
5 Beds ⋅ 4 Baths ⋅ 5111512 MLS
Have it all on Timber Ridge! This spacious Windham colonial offers four bedrooms in the main house plus a recently renovated one bedroom accessory dwelling unit on the lower level, creating valuable flexibility and rental potential. Set in the mountains, the home welcomes you with a covered front porch and attached two car garage, making four season living that much easier. Inside, a dramatic multi story foyer with floor to ceiling window opens to warm wood floors and a comfortable layout with plenty of room to gather. The kitchen features a breakfast bar island and ample cabinetry, flowing into the dining area and out to the back deck, which was replaced last year. Upstairs, the primary suite includes a private bath and large walk in closet, with two additional bedrooms and a shared full bath nearby. The walk out lower level accessory dwelling unit has been recently renovated and includes its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat serves the main and lower levels, while newer heat pumps provide instant, efficient heating and cooling. Whether you are looking for a full time home or a Vermont getaway, this property offers the space, flexibility, and mountain setting to enjoy Southern Vermont in every season. Upstairs, the primary suite includes a private bath and large walk in closet, with additional bedrooms and a shared full bath nearby. The walk out lower level offers even more flexibility with a separate apartment featuring its own kitchen, living and dining space, oversized bedroom, and full bath. Radiant in floor heat on the main and lower levels adds comfort throughout, with mini splits offering efficient ancillary heating and air conditioning in the warmer months. Whether you are looking for a full time home or a Vermont escape, this is a place to spread out, settle in, and enjoy mountain living in every season.

71 Lower Birch Cir, Windham

20 Addison Rd, Windham
$650,000
2 Beds ⋅ 3 Baths ⋅ 5111390 MLS
Welcome to The Willows! Enjoy the ease of low-maintenance living in this beautifully appointed 2-bedroom, 2½-bath detached condominium in a desirable 55+ community. This inviting home offers a comfortable, easy-flowing floor plan with thoughtfully designed spaces for everyday living and entertaining. The eat-in kitchen features granite countertops and opens directly to the screened-in porch, creating a wonderful extension of the living space and the perfect setting for morning coffee, casual dining, or relaxing with friends. The screened porch lets you enjoy the outdoors in comfort throughout the seasons. Two spacious bedrooms provide plenty of privacy, while a versatile additional room offers the flexibility to use as a home office, study, den, or hobby room. A one-car garage provides convenient parking and additional storage. At The Willows, enjoy the privacy of a detached home with the ease and convenience of condominium living. Whether you're looking to downsize, simplify, or simply enjoy more time doing the things you love, this home offers the perfect combination of comfort, flexibility, and low-maintenance living in a welcoming 55+ community. Showings start Sunday 9/27.

20 Addison Rd, Windham

17 First St, Windham
$299,900
2 Beds ⋅ 1 Baths ⋅ 5111290 MLS
BUILDERS AND INVESTORS! Rare opportunity just steps from the community beach, boat launch, and small marina on sought-after Cobbetts Pond. Set on a 0.37-acre lot, this property is best suited for investors and builders; the existing 2-bedroom, 1-bath cottage (built 1920, approx. 798 sq ft) shows significant deferred maintenance and is not salvageable, making this essentially a lot sale with an established location in a highly desirable lake community. The lot is serviced by private well water; buyers should factor in the cost of establishing permanent utilities and confirm zoning, setback, and septic/well requirements with the Town of Windham before purchase. Surrounded by trees and open space, the property offers privacy while being part of a lakeside neighborhood. Cobbetts Pond is known for swimming, kayaking, fishing, and scenic beauty, and residents of Windham enjoy highly regarded schools, local shops and dining, and easy commuting via I-93 to Manchester, Nashua, and Boston. This is a chance to secure a foothold in the Cobbetts Pond lifestyle with land, location, and long-term potential. Buyer to perform own due diligence regarding rebuild feasibility, permitting, and lot coverage. Photos may be digitally enhanced.

17 First St, Windham

17 Bridle Bridge Rd, Windham
$585,000
3 Beds ⋅ 2 Baths ⋅ 5110086 MLS
Welcome home to this 3 bedroom expanded cape, offering a flexible layout with the convenience of primarily one-level living. The bedrooms, bathrooms, main living areas and laundry are all located on the same floor, including a spacious primary suite with a walk-in closet and private en suite bath. The primary and second bedrooms were part of a major addition completed just five years ago, adding both space and functionality to the home. Downstairs, you’ll find a 2-car garage underneath, a dedicated home office and tons of additional storage space. Out back, enjoy a deck overlooking the private backyard, complete with a greenhouse for gardening enthusiasts. This home also features OWNED solar panels, helping to offset electricity usage. With plenty of space, a practical layout and a great commuter location in desirable Windham, this home is ready for its next owners! Private showings begin immediately.

17 Bridle Bridge Rd, Windham

61 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! Welcome Home!

61 Stacey Cir, Windham

1113 Old Cheney 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

756 Birch Hill 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. Open House on September 26, 10am -12:00 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

717 Horsenail Hill 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

60 Gordon Mountain 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

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

2 Morrison Rd, Windham

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

5855 Windham Hill Rd, Windham

49 Stacey Cir, Windham
$435,000
2 Beds ⋅ 3 Baths ⋅ 5099010 MLS
20% down will be needed. Welcome to this beautifully maintained townhouse offering the perfect combination of comfort, convenience, and value in the desirable Hardwood Heights community. Step inside to an inviting open-concept main level featuring a spacious living room, dining area, and updated kitchen, ideal for both everyday living and entertaining. Just off the kitchen, enjoy your private back deck, perfect for grilling or relaxing outdoors. The first floor also offers the convenience of a laundry area, a charming front porch, and an attached one-car garage. Upstairs, you'll find two generously sized bedrooms. The primary suite features its own private ensuite bath with double closets and private deck. There is also a versatile loft space that's perfect for a home office, fitness area, nursery, reading nook, or additional living space. The second bedroom features a 3/4 ensuite bath. The finished walk-out lower level expands your living area and opens to a private patio overlooking a peaceful wooded backyard, providing the perfect setting to unwind. Additional highlights include forced hot air, central air conditioning, a renovated kitchen, a new water heater, and numerous other updates throughout. Residents of Hardwood Heights enjoy low-maintenance living with community amenities including tennis courts, lawn care, snow removal, and trash service. Conveniently located near shopping, restaurants, major commuting routes, and highly regarded schools, this home truly has it all.

49 Stacey Cir, Windham

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

5 Allen Rd, Windham

51 Golding Rd, Windham
$225,000
2 Beds ⋅ 1 Baths ⋅ 5085393 MLS
This tidy log home is located 30 minutes or less from 5 ski areas! From Windham there are many directions to choose with activities like hiking and biking right out the door and restaurants, shops and recreation within a short drive. On a quiet dead end dirt road in the heart of Windham, this cute Vermont log home offers the kind of peace and privacy that is getting harder to find. Set in the clearing of four acres of wooded land, this property feels like a private retreat, surrounded by conservation land and abundant wildlife. The log home blends rustic charm with comfortable living. The warm wood finishes on the interior, vaulted ceiling, newly supported, and a cozy loft create an atmosphere that invites you to slow down and relax! Immerse in nature while enjoying coffee on the porch or evenings under the stars on the back deck. The West Windham Valley is the home of a beautiful natural waterfall, providing a scenic escape and reminder of the area's untouched beauty. This is an ideal setting for outdoor enthusiasts , nature lovers and anyone seeking a quiet country lifestyle. Home will need a new septic system. If you have been looking for a true Vermont getaway, this property delivers!

51 Golding Rd, Windham

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

10 First St, Windham

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