Windham New Hampshire homes for sale starting at Fifty Thousand Dollars

$4,650,000 - Windham, NH

6 Lancaster Road Windham, NH - SUBDIVISION POTENTIAL | Welcome to Windows & Woods – a 16+ acre private, gated estate with subdivision potential off Karen Rd. With its 2 legal accessory apartments (currently generating $56K+ in income per year), this property has so much to offer the discerning buyer. Featuring over 12,000 square feet of living space, the property also includes a spa with lap pool, wine cellar, six garages, carriage house, 59' x 19' Azek deck and tennis court. Exceptional details throughout, with a welcoming feel from the moment one enters the magnificent two story foyer. Multiple gathering spaces indoors and out accommodate full scale entertaining with ease. Main level features all oversized rooms, extensive millwork and high end finishes. Kitchen with adjacent butler’s pantry and spacious breakfast area features Kenyan African hardwood flooring, granite peninsula, island and countertops and appliances by Sub Zero, Viking and Thermador - perfect for the inspired home chef. Completing the expansive first floor is a formal dining room (with lower level access to the wine cellar), living room, library, enormous family room with wet bar and refrigeration, en-suite bedroom and powder room. A heated breezeway connects main house to the oversized garages and carriage house. Add to this a Massive owner's suite, 3 other bedrooms and baths (2 recently painted), theater and gym. A tranquil setting and magnificent property only 40 minutes to Boston. Many more details – list available.

$3,950,000 - Windham, NH

32 Burnham Road Windham, NH - Located in one of Windham’s most desirable executive neighborhoods and just minutes from schools, this extraordinary home blends luxury and fun - designed to impress at every turn. Enter the foyer and take in the soaring great room with fir timber accents and a stunning double-sided stone fireplace. The chef’s kitchen features high-end appliances, stone surround, and a spacious walk-in pantry and connected built-in lined mudroom. A curved wrought iron staircase ties the levels together. Upstairs, four bedrooms each include en suite baths, with a separate guest suite for added privacy. The primary retreat boasts a knotty pine ceiling, large walk-in closet, and private balcony with mountain views. The finished basement offers rustic charm with timber ceilings, live edge bar, second full kitchen, media and family rooms, plus two flex rooms and a bright sunroom ready for a hot tub or lap pool. A 3.5-car main floor garage adds convenience. The showstopper? An indoor basketball half-court with gym, loft lounge, wet bar, and home office overlooking the court. With two oversized garage doors, the space easily doubles as a car showroom. Outside, enjoy your personal resort: sport court, lush yard, in-ground saltwater pool with waterfall and slide, and two sheds. A 700+ sq ft pool house includes its own kitchen, fireplace, and bath. This is the dream home that has it all..

$3,300,000 - Windham, NH

25 N Shore Road Windham, NH - Luxury Waterfront Property on Cobbetts Pond. This extraordinary estate offers luxury, comfort, and convenience, minutes from 93 and 30 minutes from Boston. Stone steps gracefully lead you to a private, tranquil paradise, where lush landscaping meets waterfront —a retreat embraced by cascading waterfalls and majestic rock walls. Relax to the sound of natural waterfalls all day and night. Designed with lake living in mind, this custom-built residence features a state-of-the-art gourmet kitchen on the main level and a summer kitchen on the 1st floor for easy access to a yard, four spacious bedrooms, and four luxurious bathrooms across 4,500 square feet of beautifully finished living space. The thoughtful floor plan ensures privacy and private retreats for every household member. Enjoy breathtaking panoramic water views from nearly every room, three double-sided fireplaces enhanced by high-end finishes, and a layout that embraces the natural beauty of the waterfront. Entertain on multiple decks, gather around the stunning custom kitchen island, or take in the serenity of your surroundings from 184 feet of private shoreline complete with boat docks. An unfinished future living space above the 4-car garage with two decks could be a fantastic guest retreat—extra storage in the walk-up attic. Enjoy a beautifully manicured yard above and a serene, picturesque one on the water’s edge. A rare and enchanting setting you won’t want to miss! Minutes from Shopping, Dining & Windham Schools

$1,997,000 - Windham, NH

19 Cardiff Road Windham, NH - Absolutely stunning and impeccably updated, this gorgeous Colonial showcases top-of-the-line finishes and a true chef’s dream kitchen straight from the pages of a culinary magazine. Every inch of this home is a designer’s envy—from exquisite custom built-ins and millwork to fresh interior paint, new carpeting, and flooring throughout. The expansive layout includes a beautifully finished walk-up third floor, a custom walk-in dressing room that feels like a private boutique, and a finished walk-out lower level offering flexible space for entertaining, a gym, or additional living area. Step outside to your own private resort—complete with a new composite deck, heated in-ground pool surrounded by stylish decking, and a pool house that makes every day feel like a vacation. Whether hosting guests or enjoying a quiet escape, this resort-like backyard oasis offers the ultimate in luxury living. Don’t miss the opportunity to own a home that blends designer elegance with comfortable sophistication.

$1,525,000 - Windham, NH

40 Ryan Farm Road Windham, NH - Perched atop Great Mountain View Estates, this Stately Custom-Built Colonial offers Breathtaking Southern Views and Impeccable Selections by its Original Owners. A Soaring Open Foyer sets the tone for elegance, leading to a Two-Story Great Room with a Floor-to-Ceiling Gas Fireplace, Grand Palladian Windows, and a Dramatic Catwalk. The Chef’s Dream Kitchen features a large Island, 5-Burner Gas Cooktop with Hood, Double Ovens, and a Wine Cooler, perfect for entertaining. A Sunroom off the Kitchen with a Cathedral Ceiling and walls of windows fills the space with natural light. The first floor also includes a formal Dining Room, Private Office with custom built-ins, Living Room, Laundry, and 1/2 Bath. Upstairs, the Luxurious Primary Suite boasts a Walk-in Closet, Jacuzzi Tub, and Tiled Shower, accompanied by three additional generous Bedrooms and a Full Bath. A Walk-Up Attic provides expansion potential or easy storage. Step outside to a Brand-New Trex Deck overlooking the level, private backyard with a shed. The Modern Finished Walkout Basement features Full Windows, Plank Flooring, and a 1/2 Bath, making it ideal for a Future in-ground pool. A three-car garage and Generator completes this exceptional home. Don't miss this rare opportunity to enjoy all that Windham has to offer, an Easy Commuter Location and the Top Rated Schools!

$1,500,000 - Windham, NH

23 Osgood Street Windham, NH - Welcome to 23 Osgood—a stunning, custom-built home offering over 5,300 sq. ft. of thoughtfully designed living space on 1.3+ private acres. Tucked at the very end of a quiet cul-de-sac and abutting 250 acres of protected town land with trails, this is the perfect retreat for nature lovers and those seeking privacy. Inside, you'll find architect-designed soaring two-story ceilings, maple floors with elegant inlay, and a dramatic glass-panel staircase. The open-concept is ideal for entertaining, with a chef’s kitchen featuring granite counters, sleek black appliances, and custom maple cabinetry with glass uppers. The expansive primary suite on the main floor features dual walk-in closets, a soaking tub, and a separate shower. Each of the four spacious bedrooms includes a private bath and walk-in closet, offering comfort and flexibility for multigenerational living or guests. Multiple office spaces support a seamless work-from-home lifestyle. Enjoy the peaceful outdoor setting with a sun-filled front patio, curved driveway, and a 3-car garage. Original-owner pride is evident throughout, and the home’s southern exposure fills every room with natural light. Minutes from I-93 for easy commuting, this home offers the perfect blend of luxury, space, and tranquility. Don’t miss your chance to own one of Windham’s most unique and well-cared-for properties.

$1,499,000 - Windham, NH

7 Golfview Road Windham, NH - Nestled at the end of a quiet cul-de-sac in the highly desirable Windham Country Club neighborhood, this home is a true showstopper. From the moment you arrive, the stunning curb appeal sets the tone for what’s inside. Thoughtfully designed for year-round resort-style living, this home is an entertainer’s dream, featuring a gorgeous built-in pool, pool house with a bathroom, and an in-home bar that flows seamlessly into a spectacular entertaining space. The state-of-the-art custom kitchen is the heart of the home—elegant and functional—perfect for hosting gatherings of any size. The family room impresses with soaring ceilings, a dramatic fireplace, and natural light pouring in from every angle. Working from home? Enjoy the flexibility of two first-floor office spaces. The first-floor primary suite is a private retreat, offering a spa-like bathroom and a luxurious custom walk-in closet. Upstairs, you'll find three additional bedrooms and a bath, while the finished lower level provides ideal space for a home gym, playroom, or media room. All this, located in one of Windham’s most sought-after communities, with top-rated schools, golf at your doorstep, and easy access to everything. This is more than a home—it’s a lifestyle. Don’t miss your chance to own this incredible 4-bed, 4-bath estate in one of Windham’s most coveted locations.

$1,407,000 - Windham, NH

17 Glendenin Road Windham, NH - So sorry but OPEN HOUSE CANCELLED...... Even more impressive in person. Wood Meadow Estates .....e is a neighborhood setting, and this as new 17 Glendenin home has a stunning contemporary open floorplan Wood Meadow Estates. A Signature Rocco custom built home has quality throughout - hardwood floors, quartz surfaces, high end appliances. The great room features chamfered ceilings and a stacked-stone gas fireplace. It is open to the dining room which opens to the sun room - a great place to watch nature. Fabulous center island with breakfast bar seating, overlooks the dining and family room. Enviable kitchen with farmers sink, gas range and custom exhaust hood plus a customized shelving walk-in pantry. The 1st floor also offers a guest bedroom/den and a 3/4 bath, plus a large office with French doors and living room/music room (check out the vinyls)! On the second floor, the primary bedroom features a tray ceiling, luxurious primary bath with soaking tub and glass door shower and two HUGE walk-in closets. There are three other bedrooms - one with a private bath, the other two share a full bath. A large laundry room is conveniently located on the 2nd level. The day-light walkout lower level could be finished for additional living space and is prep'd for a bathroom. Services include public water, central air, EV hookup & irrigation system. Nothing to do but move in! Landscaped private yard adjoins town owned land/See Docs. Great town/schools.

$1,400,000 - Windham, NH

7 Buckhide Road Windham, NH - EXCEPTIONAL DESIGN | Step into timeless elegance with this stunning four-bedroom, four-bath home, offering a unique and thoughtfully designed floor plan perfect for modern living. From the moment you enter, you’ll be captivated by the two-story family room, featuring a grand fireplace and expansive windows that bathe the space in natural light. The first-floor primary suite is a true retreat, boasting generous space, luxurious finishes, and a spa-like bath. A second ensuite bedroom on the first floor adds flexibility, making it perfect for guests or multigenerational living. The formal dining room exudes sophistication, while the sunroom provides a tranquil space to relax and unwind. Upstairs, you’ll find two spacious bedrooms connected by a Jack and Jill bath, along with a versatile loft area ideal for a home office, playroom, or additional lounge space. Throughout the home, extensive custom millwork and coffered ceilings create a sense of refined craftsmanship. The unfinished walkout lower level is already prepped for a bath, offering endless possibilities for an in-law suite, entertainment area, or additional living space. A third bay garage discreetly located around the back provides ideal storage for lawn equipment, recreational vehicles, or extra toys. This one-of-a-kind home is designed for those who appreciate exceptional quality, custom details, and a spacious yet functional layout. Don’t miss this rare opportunity to make it yours!

$1,375,000 - Windham, NH

28 Woodvue Road Windham, NH - Welcome to your dream home! This beautifully updated contemporary ranch is perfectly situated on a gorgeous Canobie lakefront lot in one of the area’s most sought-after neighborhoods. With breathtaking water views, an open-concept layout, and premium upgrades throughout, this home offers the ideal blend of luxury, comfort, and style. Step inside to discover a spacious and light-filled interior featuring soaring ceilings, hardwood floors, sleek finishes, and seamless flow from the living room to the kitchen, dining area and 4 season room—perfect for entertaining or relaxing with family. Large windows fill the lake side of the house for a view from almost every room. Stunning marble fireplace with built-ins in sunken living room. The gourmet kitchen boasts high-end appliances, custom cabinetry, granite countertops, and a large island ideal for gatherings. Master suite offers updated bath and ample closet space. Large, open, walk-out basement offers additional space to entertain! Guest bedroom and office, beautiful living room with wood burning fire place, laundry and additional 1/2 bath.Many upgrades and additional features...stand-by generator, central AC, newer metal roof to name a few. Enjoy tranquil mornings and stunning sunsets from your private backyard oasis, where the lake becomes an extension of your living space. Gorgeous lot provides plenty of space for outdoor living, brand new patio, private dock and over 150 feet of lake frontage. 3 bedroom septic

Windham, New Hampshire listings for sale

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