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.

$3,300,000 - Windham, NH

25 N Shore Road Windham, NH - Spectacular 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 views—a retreat embraced by cascading waterfalls and majestic rock walls. Relax to the sound of natural waterfalls all day and night. Delight in perennials flowering in concert from early spring until winter inside truly spectacular gardens. Designed with multigenerational living in mind, this custom-built residence features two state-of-the-art gourmet kitchens, 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, 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 detached building overlooking the water is over 1000 square feet—extra storage in the walk-up attic. Enjoy a beautifully manicured yard above and a serene, picturesque yard right on the water’s edge — perfect for relaxation or entertainment. A rare and enchanting setting you won’t want to miss!

$2,197,000 - 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.

$1,475,000 - 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!

$1,407,000 - 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.

$1,100,900 - Windham, NH

15 Madison Lane Windham, NH - Welcome to Mid Trail Crossing! Windham's finest new 55+ community Gorgeous setting nestled in a wooded private area adjacent to the exclusive Lilac Ridge Subdivision. This is the spacious Magnolia plan. Luxurious kitchen with 3 piece moldings to the 9' ceilings. Bosch appliance package to include double combo ovens and 36" cooktop. Huge walk in pantry, full laundry room! 3 Full baths. Cathedral ceiling in the Primary Suite, vaulted ceiling in the great room. Mud room with bench and cubbies. This home has a 200 ft Sunroom with full foundation that walks out to expansive enlarged deck! VERY limited availability left for a Magnolia so don't miss out! 2 story Clubhouse with numerous amenities for the active adult lifestyle with beautiful views of Mitchell pond and direct access to the rail trail. 3 models being offered starting at 2100 sq ft to 3253 sq ft with full basements. All plans with Primary suite on the first floor, elegant design with front farmer's porch entrance and 2 car garage. Privacy trees to be planted along the back. Generous standard luxury features. The only subdivision in town with true Public water! These are high quality units with many choices to design your dream home! Private location yet close to shopping and highway. The very best Windham has to offer can be found at Mid Trail Crossing! All visitors MUST be accompanied by builder or builder's representative. Tours of the site available by appointment. Agent related to seller

$1,060,000 - Windham, NH

17 Northland Road Windham, NH - Welcome to 17 Northland Road, Windham, NH. Nestled in a serene and private setting in the highly sought after Spruce Pond Estates. This beautiful home features 4-bedrooms and 2.5 baths. Step inside to discover a magnificent 2-story foyer flanked by an office and dining room. This entertainer’s dream features an oversized kitchen that has ample cabinets and granite countertops, stainless steel appliances, and flows into the dining and family room with fireplace. The first floor also features a large walk-in pantry, ½ bath, and sliding doors leading out to an oversized deck. Head upstairs to the second floor and discover the oversized Primary Bedroom – your personal sanctuary with 2 oversized walk-in closets and an ensuite bathroom with jacuzzi and double sinks. The 2nd floor has a laundry room and 3 additional bedrooms and bathroom with double vanity. The lower level features an unfinished basement and oversized 2 car attached garage and a large detached garage. Additional features include garden, irrigation system, and patio. Spruce Pond Estates also has access to the widely popular Windham Rail Trail! Conveniently located near shopping and major highways. Don’t miss this opportunity to live in one of Windham’s premier neighborhoods. Showings begin at the Open House. Come visit us at the Open House on 5/17 10:30AM-12:30PM and 5/18 11:00AM-1PM.

Windham, New Hampshire listings for sale

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