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$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

$1,375,000
5 Beds 4 Baths 5109182 MLS
Welcome Home to Luxury & Space in Windham! Nestled on a quiet cul-de-sac on a private .89 acre lot, this stunning colonial offers sophisticated craftsmanship, modern amenities, and multi-level living. Designed with exceptional attention to detail, this light-filled home delivers the perfect layout for both daily living and large scale entertaining. The heart of the home is the Gourmet Chef's Kitchen equipped with a center island, granite countertops, double wall ovens, gas cooktop, mini fridge, and stainless steel appliances. The oversized kitchen effortlessly opens into the family room with a fireplace featuring detailed crown molding and rich hardwood flooring throughout. The dedicated formal dining room and private home office is accented by wainscoting and a high-ceiling entry foyer with hardwood staircase. Upstairs you will be impressed with the generous sized primary bedroom suite featuring an updated full bath with soaking tub, separate shower, double sinks and large walk in closet. There are 3 additional bedrooms, a full bath and laundry room on this level. The expansive 3rd floor has a home theater with chairs, projector and screen. There is also a bedroom and bonus room. Need more space? The finished walkout basement offers a bar, sauna, game room and plenty of storage space. Step outside into your own private resort-style oasis. The beautifully landscaped backyard is designed for high-end entertaining and everyday relaxation, highlighted by a sparkling heated saltwater pool complete with a relaxing waterfall feature. Host summer gatherings with ease at the fully equipped outdoor kitchen, or step into the dedicated pool house for shade, convenience, and extra storage. Whether lounging by the water or dining under the stars, this outdoor retreat delivers the ultimate setting for luxury outdoor living. THIS PROPERTY IS A GEM! Don't Delay! Schedule your private showing today!

24 Nathan Rd, 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

$1,175,000
4 Beds 4 Baths 5107701 MLS
Set on a quiet street in Windham's sought-after Wood Meadow Estates, this DiPietro Homes Colonial is genuinely turnkey, with nothing left to do but move in. Offering 4 bedrooms, 3.5 baths, approximately 3,188 square feet, and a first-floor office on a private 0.53-acre lot, it pairs the ease of newer construction with custom finishes and indoor-outdoor living ready to enjoy. The home lives beautifully, with an open layout where daily life and entertaining unfold with equal ease, showcasing stained hardwood floors, crown molding, wainscoting, and a cathedral-ceilinged entry with a turned staircase. At its heart, a stunning eat-in kitchen features custom Cabico cabinetry, quartz counters, a large center island, Jenn-Air appliances with a six-burner gas range, a walk-in pantry, and glass-front uppers with integrated lighting, opening to a family room anchored by a gas fireplace with stone surround. A French-doored office, wainscoted dining room, half bath, and mudroom-to-laundry layout complete the first floor. Upstairs, the primary suite offers a cathedral ceiling, walk-in closet, and spa-inspired bath with dual vanities, a soaking tub, and glass-enclosed shower. Three additional bedrooms, one with a private bath, flex easily as guest rooms, office, or fitness space, with another full bath nearby. Outdoors is built for entertaining and unwinding alike: a composite deck with motorized awning, a stone paver patio with built-in firepit, and a hot tub, all within a fully fenced backyard. Full basement with windows, bulkhead access, and expansion potential.Twilight open house Fri 9/11, 5-7 PM; also Sat 9/12 & Sun 9/13, 12-2 PM. No showings prior.

28 Settlers Ridge Rd, Windham

$1,149,000
4 Beds 3 Baths 5104975 MLS
Welcome to Walker’s Wood Estates! An exceptional custom Colonial where refined craftsmanship and timeless elegance combine! Offering over 3,500 sq. ft. of impeccably appointed living space, this distinguished residence presents 4 bedrooms, 3 baths and designer finishes throughout. Enter through an inviting 2 story foyer to an expansive, light filled open concept layout anchored by gleaming hardwood floors throughout and meticulous millwork. The chef’s kitchen is the heart of the home with granite countertops, double wall ovens, breakfast bar, stainless appliances and a generous eat in area opening to the family room. The gracious family room, warmed by a gas fireplace, features oversized French doors leading to a large deck overlooking the private, fully fenced grounds ideal for entertaining. A luminous sunroom provides a peaceful retreat, while the formal dining room, enhanced by a tray ceiling and wainscoting, sets the stage for elegant gatherings. The refined study is an architectural highlight, boasting intricate millwork and coffered ceilings a perfect executive workspace or library! The luxurious primary suite is a true sanctuary with a gas fireplace, vaulted ceiling, custom walk in closets and a spa inspired bath with soaking tub, dual vanities & a walk in shower. Three additional well proportioned bedrooms and a full bath complete the upper level. Thoughtful recent updates include fresh interior paint, custom wood blinds and professionally serviced major mechanicals. Outside, the fully fenced yard offers a gas firepit with seating wall, grill hookup and irrigation. A private oasis for relaxation and entertaining! Practical luxuries include a three car garage, full basement & abundant storage. Prime location near Rtes. 93 & 111, premier shopping, top rated schools, parks, golf and recreation, this turnkey home blends elevated design with effortless living! Quick closing possible- an extraordinary opportunity! Don't miss out! OH Sat 11-12:30 & Sun 11-1

37 Sheffield St, Windham

$2,800,000
4 Beds 6 Baths 5104676 MLS
UNFORGETTABLE LUXURY | Distinctive, sophisticated and designed to leave a lasting impression, this exceptional custom Colonial by renowned builder DiPietro Homes offers 6,000+ sq. ft. of beautifully appointed living space. Thoughtfully enhanced with on-trend updates and improvements, this remarkable home blends exceptional craftsmanship with a fresh, elevated style for today's luxury lifestyle. From the moment you enter, custom millwork and impressive architectural details set this home apart. At the heart of the home, the stunning family room features a coffered ceiling and wood-burning fireplace, opening seamlessly to a showstopping chef's kitchen designed for both everyday living and effortless entertaining. Full-size refrigerator and freezer, generous workspace and a Butler's Pantry complement this thoughtfully designed space. An elegant dining room, private office and functional mudroom complete the main level. Upstairs, the luxurious primary suite is an unforgettable retreat with its own fireplace and spa-inspired bath featuring a soaking tub and steam shower. With 4 bedrooms, 5 bathrooms, a bonus room and a finished lower level offering a recreation room, full kitchen, built-ins and bath, there is exceptional space and versatility throughout. Outside, your private backyard awaits, complete with an in-ground saltwater pool with waterfall and a covered seating area perfect for relaxing, entertaining and enjoying summer days outdoors. Conveniently located near I-93, schools, shopping and community amenities, with Boston approximately 45 minutes away. A truly unforgettable home where luxury, comfort and exceptional design come together.

17 Bennington Rd, Windham

$989,000
4 Beds 3 Baths 5103615 MLS
PRICE IMPROVEMENT! Welcome home to Jackman Ridge, one of the area’s most desirable neighborhoods! Perfectly situated offering convenient highway access for commuters and close proximity to the popular rail trail for outdoor recreation. This Beautifully Maintained 4 bedroom, 2.5 bath home features Newer Hardwood flooring across both the 1st and 2nd levels. The heart of the home is the Updated White Kitchen, boasting Quartzite Countertops, Crisp White Cabinetry, Tile Backsplash, SS Appliances, and a Gas Range. Entertain effortlessly in the Dining Room complete with classic wainscoting, or host gatherings in the Expansive Family Room. A 1st Floor Office provides an ideal setup for remote work, alongside an Updated 1/2 Bath and convenient 1st floor laundry. Upstairs, retreat to the Primary Suite, complete with a Cathedral Ceiling, Walk-In Closet, and a Private Ensuite Bath. Three additional Generously Sized Bedrooms share a full bath, providing plenty of space and comfort. Head down to the Finished Lower Level, perfect for a game room, home gym, or bonus media lounge. Step outside to your outdoor haven featuring a Spacious Patio for summer barbecues, a manicured yard supported by an irrigation system, and a handy storage shed. Modern mechanical comforts abound with Central Air Conditioning, a 2-Car Attached Garage, and a GenTran transfer switch setup for seamless back up power generator hookup. Move right in and start enjoying life at Jackman Ridge!

39 Jackman Ridge Rd, Windham

$995,000
4 Beds 4 Baths 5103579 MLS
Set on a beautifully landscaped wooded lot in Windham, NH, this impressive 5,000+ sq. ft. home offers the space, flexibility, and amenities today’s buyers are looking for. Served by the highly regarded Windham School District. Designed for effortless entertaining, the heart of the home is a massive chef’s kitchen with abundant custom cabinetry, expansive prep and serving space, double dishwashers, wine fridge, stainless steel appliances, oversized island seating, and direct access to the deck for seamless indoor-outdoor gatherings. The main level features warm hardwood floors, a spacious dining room, dramatic living room with soaring ceilings, walls of windows, and a stunning floor-to-ceiling stone fireplace, plus a sun-filled bonus room ideal for work, relaxation, or additional lounge space. Throughout the home, generous rooms provide exceptional versatility, including a game room, media room, fitness room, and multiple areas for hobbies, guests, and recreation. The media room with bar area extends the lifestyle with room for movie nights, game-day events, and casual entertaining. Outside, enjoy a large deck, patio, and private backyard setting surrounded by mature trees, perfect for cookouts, celebrations, and relaxing evenings. With its distinctive architecture, flexible floor plan, and incredible entertaining spaces, this Windham home is a rare opportunity to enjoy comfort, convenience, and room for everyone.

17 Galway Rd, Windham

$1,099,900
3 Beds 3 Baths 5101380 MLS
Set on a beautifully landscaped corner lot in one of Windham's most sought-after neighborhoods, this meticulously maintained Colonial reflects exceptional pride of ownership and offers the perfect balance of timeless design, thoughtful updates, and exceptional outdoor living. At the heart of the home is a spacious kitchen featuring a large center island, GE Café appliances, and an open layout that flows seamlessly into the inviting family room with a wood-burning fireplace. Elegant dining room details, including shadow boxes and chair rail, add warmth and character, while new carpeting throughout the second-floor bedrooms enhances the home's fresh, updated feel. Upstairs, a versatile bonus room with custom built-ins provides the perfect space for a playroom, media room, home office, or additional living area. The outdoor living spaces are equally impressive, offering a private retreat designed for both relaxation and effortless entertaining. A heated saltwater pool anchors the backyard, complemented by maintenance-free fencing, an expansive level lawn, and a 30' x 30' basketball court. Whether hosting friends, spending time with family, or enjoying a quiet evening outdoors, this exceptional setting was designed to be enjoyed. Additional highlights include a high-bay garage with new garage doors, a full walk-up attic offering outstanding storage or future expansion potential, forced hot air heat, whole-house humidifier, buried 500-gallon propane tank, and an updated 1,500-gallon stone and pipe septic system. Offering an exceptional combination of quality craftsmanship, thoughtful updates, and an unmatched level of care, this is a rare opportunity to own a truly move-in-ready home in one of Windham's premier neighborhoods.

8 Leni Rd, Windham

$1,200,000
4 Beds 3 Baths 5101244 MLS
Experience elevated living in one of Windham’s premier neighborhoods. Situated in the highly sought-after Spruce Pond community, this beautifully designed home offers luxury features, exceptional living spaces, and a thoughtfully designed floor plan. Step inside to a grand two-story foyer flanked by a private home office and formal living room. That effortlessly flows into a oversized dining room, and convenient first-floor powder room. At the heart of the home, the gourmet kitchen is beautifully appointed with premium JennAir appliances, a large center island, abundant cabinetry, and an inviting eat-in area that opens seamlessly to the impressive family room featuring soaring vaulted ceilings, a stunning fireplace, and newly installed hardwood flooring. Step outside to the oversized composite deck, creating the perfect setting for outdoor entertaining with a large level backyard. Upstairs, retreat to the luxurious primary suite featuring an oversized bedroom, an expansive walk-in closet, and a spa-inspired bath with heated floors. Three additional generously sized bedrooms and a full bath complete the second level. The finished lower level offers exceptional flexibility with space ideal for a home theater, game room, fitness studio, playroom, guest retreat, or an additional home office, plus unfinished space ready for future expansion, storage, or customization. Designed with comfort and convenience in mind, additional premium features include a whole-house central vacuum system, 8-zone irrigation system, efficient 3-zone HVAC, security system, and exceptional storage throughout. Ideally located in one of Windham’s most desirable neighborhoods with top-rated schools, shopping, dining, and major commuter routes, 15 Northland offers the perfect blend of luxury, comfort, and everyday convenience.

15 Northland Rd, Windham

$1,050,000
2 Beds 4 Baths 5101174 MLS
Where Every Day Feels Like a Getaway with stunning views of Cobbetts Pond in Windham, NH. Morning light spills across the water as you step onto your private balcony, coffee in hand, watching the lake wake up for the day. By afternoon, you're out on the boat. By evening, you're gathered under the covered porch as the sun drops over the shoreline. This is more than a beautifully renovated home. It's a place where everyday life feels like a getaway. The main living spaces reimagined from top to bottom; every detail here reflects lasting quality and timeless design. At the heart of the home, a lovely seating area open to the upper level, an open-concept gourmet kitchen that flows into the sun room and a generous gathering space in the lower level with a wet bar set the stage for entertaining. The first floor primary suite is a peaceful retreat with a spa-inspired bath and a new slider out to the deck, added to enjoy those lake views. Set on a corner lot, two levels of expansive Trex decking overlooking the lake, beautifully landscaped grounds, and a newly added three-season sunroom to relax through every season. Deeded waterfront ownership brings a private sandy beach, boat launch, kayak storage, and an opportunity for future dock space, making the lake a natural extension of the front yard. ALL NEW: roof, siding, windows, doors, plumbing, electrical wiring, HVAC runs, insulation, whole-house generator, whole-house water system and MORE! Every major investment has already been made. Whether you're hosting friends and family, launching the kayak for an afternoon on the water, or simply taking in the view, this is a home built for lasting memories. Located in highly desirable Windham, NH, you'll enjoy award-winning schools, nearby golf courses, walking trails, and convenient access to Tuscan Village with its outstanding shopping, restaurants, and year-round events, all while remaining close to Rte 93 for an easy commute . Life is simply better at the lake.

2 Fox St, Windham

$1,209,000
4 Beds 4 Baths 5099815 MLS
Amazing Opportunity to live in Highly Desirable Castle Reach! Situated on a Beautifully Landscaped, Level 1-acre lot with a RARE 4-CAR Attached Garage, this Meticulously Maintained Home features an Incredible, PRIVATE MULTIGENERATIONAL FLEX WING (added in 2019). Complete with Hardwood Floors, a Kitchenette, a 3/4 Bath, and custom built-ins, this standout space is perfect for an In-Law Suite, Guest Wing and Private Home Office. The main home's 1st floor features an Entertainer’s Dream Kitchen and adjacent Family Room, both boasting Brand-New Modern HW Flooring. The Chef’s Kitchen is fully equipped with an adjacent butler's pantry, 48” Viking Range Top with Grill and Exterior Exhaust Hood, Double Convection Wall Ovens, Wine Fridge and all New Appliances in 2025. The seamless flow is complemented by a Formal Dining Room and 1st Floor Office. Upstairs, the Spacious Primary Suite features Vaulted Ceilings and a Large Walk-In Closet with custom built-ins, alongside a convenient 2nd floor laundry room. Extending your living space is a Recently Finished Lower Level complete with a cozy Electric Fireplace. Step out to a Private Backyard Oasis featuring an expansive 15x40 Brick Patio, the ultimate setup for outdoor entertaining with plenty of fenced flat yard left over for a future pool. Bathrooms have been beautifully updated with brand-new, stylish vanities. Additional details include an Irrigation System and a Kohler Standby Generator for absolute peace of mind. A rare find combining space and extensive modern updates in a Premier Neighborhood!

50 Overton Rd, Windham

$1,500,000
4 Beds 4 Baths 5099575 MLS
Timeless elegance meets modern luxury in this exceptional custom Colonial, privately set on 3.5 meticulously landscaped acres. Offering 4 spacious bedrooms and a beautifully appointed walk-out lower-level in-law suite, this remarkable home blends sophistication, comfort, and versatility. A grand two-story foyer welcomes you into a home showcasing impeccable craftsmanship, classic architecture, and custom millwork throughout. The thoughtfully designed floor plan features a private home office, elegant formal dining room, and an inviting family room centered around a stunning fireplace. The expansive chef's kitchen flows seamlessly into the main living areas, creating the ideal space for everyday living and entertaining. It is equipped with a custom cabinet-front refrigerator, plus an additional stainless steel refrigerator offering expanded refrigerated storage. Just beyond, a sun-filled four-season room overlooks the private backyard and opens to the expansive composite deck. Privately situated at the opposite end of the home, the first-floor media room features custom millwork, a built-in bar, and the perfect setting for entertaining. Designed with both luxury and practicality in mind, the home offers central air conditioning throughout, while strategically placed mini-split systems provide individualized comfort and energy-efficient climate control in frequently occupied spaces. The luxurious primary suite features a spa-inspired bath, while the additional bedrooms are generously sized. The walk-out lower level offers a complete in-law suite with its own living space, ideal for multigenerational living, guests, or an au pair. Outside, the expansive composite deck overlooks a spectacular gunite inground pool surrounded by professionally designed landscaping, creating exceptional privacy. A classic farmer's porch completes this extraordinary property, where timeless architecture, refined finishes, and effortless indoor-outdoor living come together.

5 Sherwood Rd, Windham

$1,200,000
4 Beds 3 Baths 5098632 MLS
The one you’ve been waiting for. Perfectly positioned on a private, oversized 2.35 acre lot in one of Windham’s most coveted neighborhoods, this beautifully updated home offers the ideal blend of luxury, comfort, and convenience. At the heart of the home is a stunning, brand-new designer chef’s kitchen that truly steals the show. Thoughtfully appointed with custom cabinetry, quartz countertops with a full height quartz backsplash, premium built-in appliances including double wall ovens, a built in espresso machine, warming drawer, pot filler, and an oversized center island, this exceptional space was designed for effortless entertaining and everyday living. Continuing through the home, you’ll appreciate the dramatic two story foyer, custom built in mudroom with a dedicated desk area, and convenient first floor half bath. The kitchen flows seamlessly into the dining room, family room, living room, heated sunroom, and outdoor deck, creating an inviting layout perfect for everyday living and entertaining. Upstairs, you’ll find four generously sized bedrooms and two full baths, including a luxurious primary suite featuring a private en suite bath, an oversized custom walk-in closet with built-ins, and an adjoining flex room ideal for a private office, nursery, fitness studio, dressing room with a center island, or creative space. Three additional spacious bedrooms and a well appointed full bath complete the second level. The oversized walk up unfinished attic offers abundant storage and endless potential to create additional living space tailored to your needs. The finished lower level provides incredible bonus space for movie nights, game days, a home gym, playroom, or whatever suits your needs. Step outside to your own backyard retreat featuring a composite deck overlooking a paver patio with a hot tub hook up. Two portable garages provide additional storage for vehicles, equipment, tools, or hobbies.

8 Bear Hill Rd, Windham

$859,900
4 Beds 3 Baths 5094783 MLS
Welcome home to this beautifully remodeled 4-bedroom, 3-bathroom Colonial, situated on a newly cleared, private 1+ acre lot. Spanning 2,880 square feet of bright and airy living space, this home seamlessly blends classic elegance with modern Interior Highlights: Open-Concept Living: Ideal for entertaining and everyday life. Cozy Fireplace: The perfect centerpiece for the main living area. Vaulted Sunroom: Drenched in natural light, offering a peaceful retreat. Finished Basement: Flexible bonus space for a home gym, media room, or play area. Outdoor Oasis: Step outside to your private backyard paradise, featuring a brand-new deck and patio perfect for summer BBQs. Shoot hoops or play pickleball on your own sport court—a rare backyard luxury! Unbeatable Location: Enjoy a central location with the ultimate convenience of a front-door school bus stop for Windham's top-rated school district. This gem won't last long. Schedule your private tour today!

10 Oriole Rd, Windham

$1,065,000
3 Beds 3 Baths 5077771 MLS
This stunning NEW CONSTRUCTION modern farmhouse combines contemporary elegance with classic charm. Situated in a wooded cul-de-sac, this duplex boasts a spacious layout spanning nearly 2,800 square feet across two thoughtfully designed levels. Step inside the oversized foyer and be greeted by an abundance of natural light streaming through large black windows. The main floor features a beautifully designed kitchen complete with Fisher Paykel appliances, ample cabinet and counter space, quartz countertops, and an over-sized island with built-in sink & seating, perfect for culinary enthusiasts and entertaining guests. The living room invites relaxation with its cozy fireplace and stylish accents, creating a warm and inviting atmosphere. The bar features glass front cabinets, quartz countertop, &refrigeration. There is also a large dining area with sliding glass doors overlooking the private patio. The first-floor primary bedroom offers a walk-in closet & private bath featuring dual vanities and a large walk-in glass tile shower. Upstairs are two additional spacious bedrooms, a large loft, and a full bathroom, providing comfort and convenience for family and guests. Additional features include two car garage, central air conditioning, & first-floor laundry room. With easy access to major highways &nature trails, this location offers the perfect blend of convenience and serenity.

55 Trails Edge Rd, Windham

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