Windham Homes under $1 million

Welcome to Windham, a hidden gem nestled in the scenic landscapes of New England! This charming town, located in Windham County, Connecticut, offers the perfect blend of small-town charm and modern conveniences. With its rich history, vibrant community, and stunning natural beauty, Windham is an ideal place for families, young professionals, and retirees alike.

One of the most appealing aspects of Windham is its diverse range of homes available, especially for those seeking properties under $1 million. Here, you can find beautiful single-family homes, cozy townhouses, and even spacious multi-family residences, all offering great value for your investment. The real estate market in Windham is thriving, providing opportunities for first-time buyers and seasoned investors alike.

Imagine waking up in a charming colonial home, surrounded by lush greenery and the soothing sounds of nature. Many of these homes boast modern amenities while retaining their classic New England charm. With prices typically under $1 million, you can enjoy a comfortable lifestyle without breaking the bank.

Windham is also known for its excellent schools, vibrant parks, and a strong sense of community. Whether you’re exploring the picturesque streets or enjoying local festivals, there’s always something happening in this welcoming town.

If you’re looking for a place that combines affordability with charm, Windham is the perfect choice. Come discover your dream home in this delightful town where history meets contemporary living!

Newest Windham Homes under $1 million

$279,900

2 Beds ⋅ 1 Baths ⋅ 5113582 MLS

Welcome to low-maintenance living in desirable Windham! This beautifully kept 2-bedroom, 1-bathroom garden-style condo at Country Manor offers an ideal blend of comfort, privacy, and convenience. Step inside to a sun-filled layout featuring a full kitchen, spacious living room, full bathroom, and generous closet space throughout. Enjoy easy single-level living on the first floor with direct access to your private deck, perfect for relaxing in a quiet, country-like setting at the end of a dead-end street. Standout features include an assigned space in the shared heated garage underneath, an additional dedicated outdoor parking spot, private in-unit laundry, and locked basement storage. The low-stress condo lifestyle gets even better: the low monthly condo fee covers heat, hot water, water/sewer, trash, snow removal, and grounds maintenance. Commuters will love the convenient access to I-93, Route 111, local shopping, and dining. Move right in and make this Windham home yours!

6 Colonial Rd Unit 1, Windham

$750,000

4 Beds ⋅ 2 Baths ⋅ 5113528 MLS

Lovingly cared for by its original owner, this updated Contemporary offers 4 bedrooms, 2 full baths, and over 2,600 square feet of inviting living space on more than an acre of land. Step inside to a spacious living room showcasing soaring vaulted ceilings, exposed wood beams, and a wood burning fireplace that creates a warm and welcoming focal point. The updated kitchen features quartz countertops, new appliances, and an adjoining dining area ideal for everyday living and entertaining. A sunroom brings the outdoors in, offering a light filled retreat overlooking the peaceful backyard. The first floor primary bedroom features a walk in closet, while three additional bedrooms offer plenty of space for family, guests, or a home office. Recent improvements include brand new hardwood flooring throughout the first floor, new carpeting in all bedrooms, fresh interior paint, and numerous other updates. Outside, a large, recently updated deck overlooks the private, level backyard, creating an ideal setting for outdoor dining, entertaining, or simply relaxing. A new walkway, two car garage, and unfinished lower level with excellent storage and future possibilities add to the home's appeal. Ideally situated just minutes from I-93, this location offers convenient access to Boston and destinations throughout Southern New Hampshire, while the nearby Windham Rail Trail provides miles of scenic walking and biking. With its distinctive architecture, thoughtful improvements, private setting, and convenient Windham location, this home offers the space, comfort, and the lifestyle you've been searching for. **OPEN HOUSE - SATURDAY, OCT 10TH & SUNDAY, OCT 11TH | 11 AM–1 PM**

19 Fordway Ext, Windham

$775,000

2 Beds ⋅ 4 Baths ⋅ 5113397 MLS

Windham Meadows! This exceptional detached ranch-style condominium offers an impressive 4,200 sq ft of finished living space, 2-car garage, and an thoughtfully designed floorplan. From the grand foyer, you will appreciate the spaciousness, quality, and comfort this beautiful home has to offer. The formal dining room flows into the generously sized eat-in kitchen, featuring hardwood floors, a gas range, gleaming countertops, abundant cabinetry, & desk area, The spacious living room is perfect for entertaining w/ a gas fireplace and plenty of room for larger furniture. One of the home's true highlights is the stunning sunroom, filled with natural light and overlooks the backyard, with direct access to the deck. The 1st floor primary suite is a serene retreat, offering a separate sitting area with its own gas fireplace, perfect for relaxing before bedtime. The beautifully appointed primary bath features a Safe Step Tub installed this past summer, double vanity, and a separate shower, creating a comfortable and relaxing space. A laundry room and convenient 1/2 bath completes the 1st floor. Upstairs, a beautiful balcony overlooks the living room below, adding an open and elegant feel to the home. The spacious 2nd bedroom offers direct access to a 3/4 bath, while an additional area provides the perfect flex space for an office, reading nook, or guest area. A Murphy-style bed provides a convenient sleeping option for overnight guests.The lower level is an incredible extension of the living space, with 2 walk-out areas to the exterior. Whether you envision a music room, movie nights, or simply an area to relax, the possibilities are endless. A separate office w/ new flooring provides an ideal work-from-home space & storage areas Outside, enjoy the privacy of the backyard patio, a wonderful place to sit beneath the stars at night. A standby generator provides added peace of mind. This home is not to be missed. OPEN HOUSES: Fri, 10/9 from 3:30–5:30 PM & Sat: 10:30-12:00PM

3 Misty Meadow Rd, Windham

$429,900

2 Beds ⋅ 2 Baths ⋅ 5113155 MLS

Looking for a home in highly desirable Windham, NH without the price tag of a traditional single-family property? This conveniently located townhome-style condo offers a rare opportunity in a community where homes seldom become available. Featuring nearly 2,000 square feet with 2 bedrooms, 2 baths, a finished walkout lower level, and a 1-car garage, this home offers the space and flexibility today's buyers are searching for. Inside, a fresh neutral color palette creates a bright, welcoming feel. The eat-in kitchen offers comfortable everyday living with a slider overlooking a peaceful wooded backdrop—perfect for morning coffee or relaxing outdoors. Upstairs are two spacious bedrooms, including a primary bedroom with a second-story loft, ideal for a home office, reading nook, workout area, or private retreat. The finished walkout lower level adds valuable living space and direct access to the backyard, making it perfect for a family room, guest space, home gym, or recreation room. Enjoy low-maintenance EZ living while being close to Windham shopping, dining, schools, recreation, and major commuter routes. A rare combination of location, space, garage parking, and value in Windham, New Hampshire! (Pets are WELCOME, 2 per household)

16 Braemar Rd, Windham

$1,000,000

4 Beds ⋅ 4 Baths ⋅ 5113090 MLS

Opportunities like this do not come around often. Set on a desirable cul-de-sac in one of Windham’s established neighborhoods, where homes are rarely offered for sale, this beautifully maintained Colonial delivers the location, space, and lifestyle buyers have been waiting for. Offering 2,838 square feet of living space on .69 acres, the home features four bedrooms, 3.5 baths, a dedicated home office, and a spacious, functional layout with plenty of storage throughout. The kitchen is finished with granite countertops and a center island, creating a welcoming space for everyday living and entertaining, while freshly painted interiors give the home a bright, move-in-ready feel. Need even more room? A finished walk-up attic provides valuable additional living space and flexibility for a guest room, media room, playroom, or bonus area. The walkout basement offers even more potential and could easily be finished to create additional living, recreation, or entertaining space while still providing excellent storage. Meticulously maintained inside and out, the pride of ownership is immediately apparent. The property abuts conservation land, adding to the peaceful setting and providing a beautiful natural backdrop. Step outside to a beautiful patio and firepit area designed for summer evenings, fall gatherings, and effortless outdoor entertaining. Tucked into a sought-after neighborhood yet just minutes from major highways, shopping, dining, schools, and everything Windham has to offer, this home provides the neighborhood setting buyers want with the convenience they need. A rare opportunity in a neighborhood where homeowners tend to stay. This is one you will not want to miss.

7 Porcupine Rd, Windham

$575,000

3 Beds ⋅ 1 Baths ⋅ 5113081 MLS

Exceptional value and Location in Windham! Full of character, history, and potential, this distinctive 3-bedroom, 3/4-bath home dating to 1810 offers a unique opportunity to own a property that simply cannot be replicated. The updated kitchen and bathroom creates a blend of historic charm and a more modern living space. Set on .75 acres, the property is home to beautiful established perennial gardens and offers a wonderfully private backyard with a large patio. Its an inviting setting for outdoor entertaining, summer gatherings, gardening, or simply enjoying your own peaceful retreat. Location is a standout feature: Walk to the Windham Town Beach and Rogers Field, and only a short two mile trip to all 4 public schools and the Clyde Pond walking trails. The current owners-of over 30 years have made several thoughtful updates including: full kitchen remodel (2019), bathroom remodel (2022), new furnace (2025), and blown in basement insulation (2026), and too many more to list (see attached file in listing docs). These improvements provide a solid foundation while leaving plenty of opportunity for the next owner to bring their own vision and design ideas. Whether you are drawn to the charm of an early 19th-century home, the privacy of the landscaped grounds, or the opportunity to create something truly special, this property offers a rare combination of history, location, updates, and potential. Come see the possibilities and imagine what you can make of this one-of-a-kind property! One upstairs bedroom does not have a closet. Full list of updates/FAQs in the listing documents.

22 Cobbetts Pond 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

$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

$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

$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

$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

$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

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