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$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

$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

$1,600,000
3 Beds 3 Baths 5106815 MLS
Welcome to 6 Rosewood Street, a beautifully maintained 3–4 bedroom home with a desirable in-law suite! An amazing 30x40’ detached 2 car garage, with 14’ doors, and attached 3 car, with 8’ doors. This home has quality, craftsmanship, and thoughtful details that are often hard to find. This exceptional home features high-end materials, quality finishes, and a level of care that is evident throughout. Designed for one-level living, the home offers an inviting and functional layout with the flexibility to meet a variety of needs. A stunning see-through gas fireplace creates a warm and elegant focal point, adding ambiance and character to the living spaces. From the moment you enter, you’ll appreciate the attention to detail, superior materials, and pride of ownership throughout. This is a home that offers the feeling of new construction without the wait, uncertainty, or compromises that can come with building new. Located on a quiet cul-de-sac while remaining convenient to Windham’s schools, shopping, restaurants, and major commuter routes, 6 Rosewood Street is a rare opportunity to own a truly special home in one of Southern New Hampshire’s most desirable communities. Open House 9/13 1-3PM

6 Rosewood St, Windham

$775,000
3 Beds 3 Baths 5105067 MLS
Price Improvement. Beautifully maintained traditional home in desirable Windham, NH, ready for its next chapter! Exceptional curb appeal welcomes you with a sprawling, irrigated lawn framed by mature trees and vibrant perennial plantings. The main level boasts gleaming hardwood floors throughout, and a massive front-to-back living room anchored by a cozy wood-burning stove. The sunny, open-concept kitchen features premium granite countertops and flows seamlessly into the vaulted great room. Upstairs houses 3 spacious bedrooms, a dedicated home office, laundry with washer/dryer, and a massive walk-up attic for storage or expansion. The finished lower level works well as a game room/playroom and includes a large walk-in storage closet along with a work shop. You will have Ultimate peace of mind with major component upgrades: a brand-new high-efficiency 5-zone boiler, on-demand hot water system, a newer roof with a 30-year architectural shingles , and a newly updated rear deck perfect for barbecues and entertaining. Turn-key perfection! Do not miss the chance to call this house YOUR home!

33 Oriole 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

$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

$1,209,000
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

$1,065,000
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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