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$4,948,364
16 Beds ⋅ 8 Baths ⋅ 5068991 MLS

9 Ironwood Rd, Windham
$4,200,000
7 Beds ⋅ 9 Baths ⋅ 5062596 MLS
Discover one of the area’s most extraordinary private estates magnificent Georgian brick mansion set on 16.5 south-facing acres. This stately three-story residence combines timeless architectural elegance with unparalleled craftsmanship. A full-length brick wall with custom wrought-iron gates and manicured boxwood hedging establishes a striking streetside presence. The exterior boasts a rare slate roof, six oversized heated garages, and a full walk-out basement all meticulously maintained. The grounds are equally exceptional. Towering mature trees, including three spectacular Japanese maples, frame the estate. Massive granite slabs define the landscape, while thoughtfully placed power outlets and pristine landscaping support refined outdoor living. A private tennis court completes the resort-style experience. As impressive as the exterior is, the true grandeur is revealed inside. Soaring ceilings, stately proportions, and exquisite details throughout create a lasting impression of elegance and sophistication, a rare offering for those seeking privacy, presence, and possibility.

6 Lancaster Rd, Windham
$3,400,000
4 Beds ⋅ 6 Baths ⋅ 5051756 MLS
This exquisite property embodies the essence of New England architecture, combining classic design elements with contemporary comforts to create a sanctuary perfect for both relaxation and entertaining. Step inside to discover an expansive floor plan that seamlessly blends sophistication and warmth. The grand foyer, adorned with custom millwork and a sweeping staircase, sets the tone for the rest of the home. High ceilings and large windows flood the space with natural light, creating an inviting, comfortable atmosphere. The heart of the home is the gourmet kitchen, a chef's delight featuring top-of-the-line Wolf and Subzero appliances, NH made custom cabinetry, generous center island with seating, and a separate island that includes beverage storage and a wet bar that opens to the dining area. This property boasts a total of four spacious ensuite bedrooms, each designed with comfort and tranquility in mind. The 1st fl primary ensuite is a true oasis that needs to been seen. Three additional beautifully appointed bedrooms on the 2nd level with gathering space and another laundry area. Step outdoors to the custom-built outdoor kitchen, built-in fire pit, and a heated, salt water in-ground pool with soaking deck. Have peace of mind with two stand by generators that power the home. Garage parking for 7 vehicles or all of the toys. Stately situated at the top of the cul-de-sac within a gated community. This residence is sure to captivate your heart. Owner is a licensed broker.

16 Lavender Ln, Windham
$3,100,000
5 Beds ⋅ 7 Baths ⋅ 5067107 MLS
Step into timeless elegance at 39 Overton Road—a residence where sophistication, craftsmanship, and comfort converge across 7,803 finished square feet of extraordinary living space. Perfectly sited on over 2 acres in one of Windham’s most coveted neighborhoods, this 5-bed, 7-bath estate captures the essence of refined living. A stately stone façade, manicured grounds, and grand entry set the tone for the quality found within. Inside, radiant floor heating, rich hardwood flooring, and custom millwork accent spacious, light-filled rooms designed for both grand entertaining and everyday comfort. The gourmet kitchen serves as the heart of the home, complemented by formal and casual gathering areas and four fireplaces, adding warmth & charm. A richly appointed office provides an inspiring workspace with timeless appeal. The opulent primary suite is a true retreat with a spa-inspired bath, dual walk-in closets, and serene views. Upstairs bedrooms each feature private or en-suite baths, ensuring comfort for family and guests. The walkout lower level expands the living space with areas for recreation or fitness, complete with a convenient ¾ bath. A walk-up third floor provides endless potential for future expansion or storage. Outdoors, enjoy your own private oasis with an in-ground pool, expansive patio, and lush landscaped grounds ideal for entertaining. This remarkable home defines luxury, elegance, and timeless design in Windham.

39 Overton Rd, Windham
$2,500,000
5 Beds ⋅ 3 Baths ⋅ 5106785 MLS

29-31 Walkeys Rd, Windham
$2,500,000
3 Beds ⋅ 4 Baths ⋅ 5095357 MLS
Discover a Rare, Masterfully Redesigned Waterfront Sanctuary on Canobie Lake offering the ultimate blend of Acreage, Privacy, and Resort-Style Living at the very end of a peaceful road. This Impeccably Renovated 3-bedroom, 3.5 bath home boasts nearly 4,000 square feet of living space where every single room frames Breathtaking, Unobstructed Water Views. Inside, an open-concept Vaulted Great Room flows effortlessly into a Completely Modernized Gourmet Kitchen outfitted with professional grade appliances, custom cabinetry, and quartz countertops, while pristine Hardwood Floors lead to a luxurious Primary Suite and spa-like bath. The expansive Lower Level provides a seamless transition to the outdoors, featuring multiple decks, patios, a Private Boat Launch, and a Dock just steps from the lakefront. Complete with a whole-house Generator, Outdoor Kitchen and Hot Tub, this home is being sold with an Adjacent 2.49-ACRE LOT (66 W Shore Road), securing Unparalleled Privacy, room to expand your private paradise or an investment opportunity. Available for a quick closing to enjoy the summer!

97 W Shore Rd, Windham
$2,500,000
5 Beds ⋅ 3 Baths ⋅ 5082503 MLS
Rare peninsula estate on Cobbetts Pond with over 449± feet of pristine waterfront across two exceptional lots. This private, generational property offers unmatched seclusion with protected marshland at the rear and breathtaking sunset views. The 4-bedroom, 3.5-bath home features an open-concept layout with panoramic water views, a designer kitchen centered around a large island, and seamless flow into the dining and living areas. The spacious primary suite includes a private deck and luxurious bath. Enjoy multiple outdoor living spaces, including a wraparound deck, patio, and private beach with ample dock potential. A separate lot #29 includes a new state-of-the-art 2022 garage with a basement for 2 more cars and your water toys plus storage, a 4+ car garage with a bonus room, and an expansive upper-level retreat with stunning views. A rare opportunity for luxury lakefront living.

29-31 Walkeys Rd, Windham
$2,500,000
5060370 MLS
Attention developers and visionaries! A rare and exciting opportunity awaits in one of Windham, New Hampshire’s most desirable locations. This 7 to potentially 12-acre parcel, formerly home to the beloved Delahunty’s Nursery, offers exceptional potential for a wide range of commercial or mixed-use development. ?? Property Highlights: Gently landscaped and partially developed Existing infrastructure suitable for a nursery or garden center Ideal for Medical, Banking, Office, or Tech Campus use High-visibility, well-known landmark location Flexible layout for multi-unit office or commercial suites This property has been a cornerstone of the community for decades and is now ready for a new chapter. Whether you’re planning to revitalize the nursery, build cutting-edge office spaces, or create a campus of medical or professional services, this land offers the space, location, and legacy to bring your vision to life. Don't miss your chance to own a piece of Windham’s history and future. Reach out today and explore the endless potential of this incredible development opportunity.

41 Range Rd, Windham
$2,200,000
4 Beds ⋅ 4 Baths ⋅ 5103616 MLS
Welcome to this Waterfront Sanctuary of Unrivaled Craftsmanship on Canobie Lake! Offering 150 feet of shoreline, this exceptional residence is designed to capture lake views from nearly every room while blending timeless elegance with luxury. Framed by Manicured Boxwood Shrubs and a Circular Drive, this Custom Home showcases Architectural Charm and Refined Details. Nestled on a Private, Professionally Landscaped Lot along the Crystal-Clear Waters of Canobie Lake-- a highly coveted Class A Fishery known for peaceful coves, exceptional boating, and very limited public access. Step inside to an Expansive, Single-level Open Floor Plan filled with Natural Light from walls of windows, highlighting Gleaming Hardwood Floors and Soaring Tongue and Groove Cathedral Ceilings. Designed for everyday living and entertaining, the main living area features the first of 4 fireplaces and flows into a true Chef’s Kitchen, equipped with an Oversized island, dual Refrigeration, 6-burner Gas Range, Double Ovens and a Butler’s Pantry complete with a second sink and dishwasher. Unwind in the Sunroom beside another Fireplace or step onto the Expansive Trex Deck overlooking the Tranquil Waterfront. The Primary Suite serves as a retreat, offering double closets and an Updated, Spa-inspired Bath with a Large Tiled Shower featuring Dual Shower Heads. Every bathroom has been thoughtfully renovated with exquisite finishes. The Finished Walkout Lower Level offers exceptional versatility with a Private In-Law Apartment featuring its own Chef’s Kitchen with a 6-burner gas range, double ovens, spacious living area and direct access to the covered lower patio. Rare for lakefront living, this home also includes a Spacious 3-Car Garage, abundant storage, and extensive updates. Minutes from shopping, dining and I-93 for an easy commute to Manchester and Boston, this exceptional home delivers an extraordinary lifestyle where Waterfront living meets Turnkey Luxury.

22 Woodvue Rd, Windham
$2,200,000
5 Beds ⋅ 6 Baths ⋅ 5083968 MLS
From the inspired vision of its designer, this exquisite custom Colonial, built by DiPietro Homes, is a true statement in craftsmanship, elegance, and timeless design. Architecturally distinctive and thoughtfully curated, this 4,800-square-foot masterpiece was created for luxurious everyday living and effortless entertaining. Set against a private wooded backdrop, the outdoor living experience is nothing short of spectacular. The backyard oasis features a heated pool, firepit, and a beautifully designed cabana complete with a fridge, grill, sink, and bath, anchored by a striking double-sided fireplace - creating the ultimate space for hosting and relaxing. A detached garage stands on its own, adding both function and presence while complementing the estate-like feel of the property. Inside, every detail reflects uncompromising quality, from the soaring 18-foot ceilings and stunning coffered ceiling detail in the great room to the seamless flow that makes this home as functional as it is impressive. At the heart of the home, the designer kitchen opens beautifully to the grand great room, while an inviting keeping room just off the eat-in kitchen offers a cozy fireplace and direct access to the expansive deck - creating the perfect setting for both relaxed mornings and evening entertaining. With five en-suites to include a first-floor en-suite, the layout offers exceptional flexibility for guests, multigenerational living, or evolving lifestyle needs. The primary suite is a private sanctuary, featuring a gorgeous bath, a cozy fireplace, a private hideaway office, and a spacious walk-in closet - designed for both comfort and function. Ideally located just minutes to I-93, shopping, and dining, this exceptional property offers the perfect balance of privacy and convenience while being located just 45 minutes to Boston.

5 Ryan Farm Rd, Windham
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 5080001 MLS
Rare Windham offering - an extraordinary, fully reimagined estate by Jeanson Contracting set on 4+ private acres. Blending timeless design with modern luxury, this home is crafted for elevated living and refined entertaining. A grand two-story foyer introduces elegant formal spaces, including a dining room and private office with custom built-ins. The designer kitchen is a true centerpiece, featuring an oversized waterfall island overlooking the eat-in area and living room, premium Thermador appliances, custom cabinetry, and a butler’s pantry connecting seamlessly to the dining room. Enjoy a seamless indoor-outdoor lifestyle with a three-season porch and expansive deck overlooking the private, tree-lined grounds. The first level also offers two bedrooms and well-appointed baths for flexible living. Upstairs, a dramatic family room with soaring ceilings, fireplace, and built-ins creates a stunning retreat. The primary suite offers vaulted ceilings, a walk-in closet, and a spa-like bath with dual showers and soaking tub. Two additional bedrooms, full bath, and second-floor laundry complete the level. 5-car garage (2-car garage is heated), dual driveways, sport court, and a finished lower level with full bath. Extensive upgrades include new roof, septic, plumbing, electrical, HVAC with central AC, Andersen windows, Thermatru doors, new decking, and smart home features. Generator, RV hookup, and irrigation. Minutes to shopping, dining, and commuter routes. Open Houses 3/21 & 3/22 12–1:30PM.

9 Floral St, Windham
$2,125,000
4 Beds ⋅ 5 Baths ⋅ 5064141 MLS
Welcome to Your Dream Home with an Outdoor Oasis! This stunning custom-built residence offers over 5,400 sq. ft. of luxurious living space, featuring 4 bedrooms and 5 baths in one of Windham’s most sought-after neighborhoods. Step inside to a grand bridal staircase flanked by a private office and formal dining room. The open-concept family room flows seamlessly into a designer kitchen, complete with an oversized island, double-stacked cabinets, Sub-Zero refrigerator & freezer, Wolf range, double ovens, and built-in refrigerator drawers. A walk-in pantry and mudroom with custom built-ins provide everyday convenience. Upstairs, discover an expansive primary bedroom suite with two custom walk-in closets and a spacious bath featuring double vanities, a large tiled shower, and a jacuzzi tub. The second floor also includes a laundry room, two large bedrooms with a Jack-and-Jill bathroom, and a fourth bedroom with its own private en-suite bath. The finished walkout basement, complete with a ¾ bath, opens to a resort-style backyard. Outdoor highlights include a heated in-ground pool with waterfall, pool house with bathroom, large cabana, outdoor kitchen, pizza oven, and built-in fire pit—all surrounded by mature landscaping. Additional features include an alarm system, speaker system, irrigation system, reverse osmosis system, on-demand generator, walk-up attic, 3-car garage with custom storage, and so much more.

9 Orchard Blossom Rd, Windham
$2,000,000
4 Beds ⋅ 4 Baths ⋅ 5067056 MLS
Nestled on a private 4.64-acre setting with a picturesque pond view and abutting 34 acres of protected conservation land, this custom-built Craftsman Farmhouse defines luxury living. Designed with meticulous attention to detail, the residence showcases 4 bedrooms, 3.5 baths, and an unparalleled 6-car garage capacity. Inside, gleaming hardwood floors and crown molding create a welcoming elegance across the open-concept first floor. The gourmet kitchen features Thermador stainless steel appliances, Quartz surfaces, an oversized island, and tall custom cabinetry, opening seamlessly to the fireplaced living room and dining area, each offering sweeping views of the pond and landscape. A four-season room and home office extend the living space with comfort and function. Upstairs features a luxurious primary suite, complete with dual walk-in closets and a spa-inspired bath boasting a soaking tub, walk-in shower, and water closet. Additional bedrooms, a spacious laundry suite and full bath complete the floor. The finished lower level offers a large media/game room, a versatile bonus room ideal for a private gym or guest quarters, and a full bath for ultimate convenience. Beyond the residence, an attached 3-car garage provides everyday ease, while across the grounds an impressive detached 3-car garage presents endless opportunities.This property combines privacy and natural beauty, creating a timeless retreat in one of Windham’s most coveted settings. Showings begin at OH 10/25 11am

63 Mammoth Rd, Windham
$1,900,000
4 Beds ⋅ 5 Baths ⋅ 5082300 MLS
Experience Unparalleled Luxury in this Magazine Quality Home, perfectly positioned in a highly desirable Cul De Sac neighborhood with an effortless commute. Bathed in Natural Light from a myriad of Oversized Windows, the interior showcases Custom Moldings, High Ceilings, and Hardwood Floors throughout. The heart of the home is a Gourmet Dream Kitchen, featuring lighted top cabinetry, an eat in island with prep sink, walk-in pantry, and a dedicated wine cooler, all anchored by Professional Grade Appliances. The kitchen flows seamlessly into a Magnificent Family Room adorned with Coffered Ceilings and Custom Built-in Bookshelves, where patio doors open to an Outdoor Oasis. Spend your summers on the oversized deck or retreating to the Heated Inground Pool and Quaint Cabana. The main level also offers a formal dining room, gracious living room, and private first-floor office. Ascend to the Sprawling Primary Suite, a true sanctuary featuring a Tile Steam Shower, Standalone Soaking Tub, and Dual Vanities. The Massive Walk-in Closet offers direct access to a Private Gym or 2nd Office, providing a level of convenience rarely found. The upper level continues to impress with a Guest Suite featuring a Private Bath, two additional Bedrooms connected by a Jack-and-Jill Bath, and a versatile Bonus Room. The Finished Walk-out Lower Level serves as the ultimate entertainment hub, complete with a dry bar and 3/4 bath. From the thoughtful finishes to the Exceptional Layout, every inch of this home reflects a commitment to Craftsmanship and Modern Elegance.

12 Orchard Blossom Rd, Windham
$1,850,000
5 Beds ⋅ 6 Baths ⋅ 5090744 MLS
A rare offering of timeless elegance and exceptional craftsmanship, this truly one-of-a-kind French provincial estate is privately set at the end of a cul-de-sac on 3.6 beautifully landscaped acres. Perched gracefully above the road, the estate setting creates a commanding presence while offering remarkable privacy and a spectacular backyard retreat complete with an inground pool with water fall and an outdoor kitchen surrounded by mature trees and lush grounds. Spanning approximately 6,500 square feet, this meticulously maintained home showcases thoughtful updates throughout, including a beautifully renovated kitchen and designer-inspired bathrooms that blend sophistication with modern comfort. Rich woodwork, custom details, and multiple fireplaces create warmth and character rarely found in today’s homes. Designed for both grand entertaining and everyday living, the main level features an impressive billiard room with fireplace, an expansive Great Room with soaring ceilings, fireplace, custom bar, and an adjoining three-season room overlooking the breathtaking backyard oasis. Glass doors spanning the back of the home create seamless access to the spectacular outdoor living areas, while a formal living room with fireplace and an elegant, oversized dining room provide the perfect setting for hosting gatherings both large and intimate. The home also offers the convenience of laundry rooms on both the first and second floors. The impressive west wing offers incredible flexibility with a large multipurpose room, ideal for a gym, yoga studio, and an additional room with bath ideal for overnight guests or extended family, as well as a cedar closet. The second floor offers four spacious bedrooms, including a luxurious primary suite complete with a recently updated designer bath. An additional private office/den provides the perfect work-from-home space or quiet retreat. This extraordinary estate combines luxury, comfort, and lifestyle in one unforgettable property.

54 Sharon Rd, Windham
$1,800,000
4 Beds ⋅ 4 Baths ⋅ 5101534 MLS
Designed to Live Like a Ranch...With Space When You Want It. Experience the ease of luxury single level living in this exceptional custom ranch, thoughtfully designed for comfort, flexibility, and sophisticated style in one of Windham's most desirable neighborhoods. Nearly new and impeccably crafted, this 4 bedroom, 4 bath home is just minutes from Tuscan Village, major commuter routes, dining, shopping, and recreation. The gourmet kitchen is the heart of the home, featuring premium appliances, an oversized waterfall island with seating, abundant prep space, and a walk-in pantry. The open-concept design flows seamlessly into the dining and living areas, highlighted by a cozy fireplace, stylish wet bar and direct access to the covered deck and hot tub, perfect for relaxing or entertaining year round. Designed for today's lifestyle, the thoughtfully planned layout includes two private ensuite bedrooms, ideal for guests or multigenerational living. The luxurious primary suite offers a gas fireplace, radiant heated floors, spa-inspired bath, and an expansive custom walk-in closet. Two additional bedrooms share a beautifully appointed Jack-and-Jill bath. The finished walkout lower level provides exceptional flexibility with a professionally designed wellness studio featuring mirrored walls and premium fitness equipment, along with additional space for a media room, recreation area, hobbies, or entertaining. Unfinished space with plumbing already in place for a future bath offers room to expand as your needs evolve. Additional highlights include owned solar panels, whole-home ethernet wiring, energy-efficient construction, smart irrigation, security system, fenced yard, and deeded access to walking trail connecting to the Windham Rail Trail. Offering the convenience of one-level living with the flexibility to entertain, pursue your passions, and host family and friends, this exceptional home is designed to adapt beautifully to every stage of life. Quick Close Possible!!

7 Lilac Ridge Rd, Windham
$1,690,000
5 Beds ⋅ 5 Baths ⋅ 5090288 MLS

36 Burnham Rd, Windham
$1,680,745
4 Beds ⋅ 4 Baths ⋅ 5035410 MLS
Welcome to Highclere, an exclusive 32 lot subdivision in Windham, showcasing Safari Construction's newest build; featuring a 4 bedroom, 4 bathroom colonial style home with a 3-car garage. The main level offers high ceilings throughout and an open concept kitchen, dining and great room with a gas fireplace and an 8 foot tall 4 panel slider leading to the rear composite deck that connects to the kitchen. It also has a corner office and a family den or bonus room. The second level has the 4 bedrooms, 3 bathrooms, a flex space and upstairs laundry. The primary suite features tray ceilings, two walk-in closets and the primary bathroom with radiant heated floors, curbless walk-in shower, soaking tub and a double sink vanity. The basement is ready to be finished with radiant heat installed in the slab. This home just finished sheetrock and is ready for its new owner to design the interior, featuring a generous allowance on everything from cabinetry, countertops, flooring, plumbing and electrical fixtures, shower glass, appliances to landscaping and more.

5 Highclere Rd, Windham
$1,575,000
5 Beds ⋅ 4 Baths ⋅ 5082380 MLS
Crafted by DiPietro Homes, this beautifully designed custom residence showcases exceptional quality, thoughtful design, and timeless craftsmanship throughout. Step into a light-filled interior where soaring ceilings and a modern open-concept layout create an effortless flow for both everyday living and entertaining. At the heart of the home is a stunning kitchen, complete with high-end finishes, custom cabinetry, and a large center island that seamlessly connects to the main living and dining spaces. The first floor also features a dedicated home office—ideal for today’s lifestyle—alongside a luxurious primary suite offering a private retreat with refined finishes and direct access to the outdoor composite decking, perfect for morning coffee or unwinding at the end of the day. Upstairs, you’ll find four generously sized bedrooms, including one en-suite, along with three additional bedrooms and full bath that provide flexibility for family, guests, or additional workspace. With five bedrooms, a first-floor office, and elevated design throughout, this exceptional home delivers the perfect balance of luxury, comfort, and functionality—an outstanding opportunity to own a truly custom-built residence. Open House Saturday 4/11 from 11-1 and Sunday 4/12 11-1

24 Settlers Rdg, Windham
$1,550,000
4 Beds ⋅ 4 Baths ⋅ 5096319 MLS
Private | Polished | Perfect. Welcome to one of Windham's most extraordinary homes where professional design, resort-style outdoor living, and an unbeatable private setting come together in perfect harmony. This stunning 4-bedroom, 3.5 bath residence is tucked away on a lush private lot in one of Windham's most beloved family-friendly neighborhoods. Inside, every detail has been intentionally and thoughtfully curated. The professionally designed interior creates an atmosphere that feels both elevated and warmly livable. A rare climate-controlled wine room, chef's kitchen, and five star resort quality master spa bath adds a level of sophistication that sets this home apart. The gorgeous sunroom, bathed in natural light, serves as the perfect transition between the beauty indoors and the spectacular world just outside. And what a world it is! Step through to your own backyard retreat featuring a sparkling in-ground pool, a professionally designed outdoor kitchen, elevated paver patio, and generous open space ideal for play, entertaining, and making memories all season long. This is the yard families dream about. With 4 spacious bedrooms, a thoughtful bath configuration, smart updates and upgrades, an unfinished basement ready for your personal vision, and the prestige of top-rated Windham schools, this home checks every box, and then some! This one of a kind opportunity is waiting for you! Call today to schedule your private showing.

36 Northland Rd, Windham
$1,500,000
4 Beds ⋅ 2 Baths ⋅ 5096240 MLS
Experience the best of lake life in this beautifully renovated waterfront retreat on sought-after Cobbetts Pond. Offering over 2,400 square feet of thoughtfully designed living space, this exceptional home features four bedrooms, including a custom-built bunk room perfect for hosting family and guests, two updated bathrooms, bamboo flooring throughout, and mini-split systems in every bedroom and the main living areas for year-round comfort. A durable metal roof provides peace of mind, making this truly a turn-key property. With 50 feet of private waterfront, a boat dock, and stunning lake views, every day feels like a vacation. The open and inviting layout was designed for gathering, while expansive composite decking extends your living space outdoors, providing ample room for entertaining, dining al fresco, or simply unwinding while watching spectacular sunsets over the water. Gather around the fire pit for s'mores under the stars and create memories that will last a lifetime. Outdoor living takes center stage with a remarkable custom outdoor kitchen featuring a premium Coyote oversized grill, Asado built-in smoker, granite bar, and plenty of space for hosting family and friends after a day on the lake. Whether boating, swimming, paddleboarding, kayaking, or fishing, the private waterfront offers endless opportunities to enjoy the lake lifestyle. Coveted Cobbetts Pond is one of Southern New Hampshire's premier recreational lakes, known for its crystal-clear waters, vibrant boating community, and year-round enjoyment. Conveniently located just minutes from shopping, dining, and major highways, it offers the perfect blend of everyday convenience and vacation-style living. A rare opportunity to own a beautifully renovated waterfront home in one of Southern New Hampshire's most desirable lake communities - all that's left to do is unpack and enjoy.

64 Turtle Rock Rd, Windham
$1,477,500
5 Beds ⋅ 4 Baths ⋅ 5067033 MLS
Welcome to your own slice of lakefront paradise on Canobie Lake in Windham, NH. This exceptional property offers 305 feet of pristine water frontage on .91 acres, plus an additional 117 feet of frontage on an adjacent .70-acre lot—included in the sale. Together, these two parcels create an unparalleled waterfront retreat with sweeping views, privacy, and endless potential. The raised ranch home offers terrific bones and a versatile layout that’s perfect for single-level living, with the added bonus of a fully finished walkout lower level. The main floor features 2 bedrooms and 2 bathrooms, a spacious kitchen, formal dining room, and an expansive living room with picture windows framing breathtaking lake views. The lower level includes 3 additional bedrooms, 2 bathrooms, a massive family room, and a screened-in porch—ideal for entertaining or hosting guests. For decades, the current homeowners have cherished the serenity of this special place—listening to the call of loons, watching herons glide across the water, and spotting eagles and hawks soaring above. Whether you’re seeking a peaceful year-round residence or a vacation getaway, this property offers the best of both worlds. A waterfront lot like this—nearly 1.6 acres combined with over 420 feet of frontage—is a truly rare find on Canobie Lake. Don’t miss your chance to make it your own and start creating lifelong memories in one of Southern New Hampshire’s most cherished lake communities.

24 Rolling Ridge Rd, Windham
$1,475,000
3 Beds ⋅ 2 Baths ⋅ 5075059 MLS
SUNDAY OPEN HOUSE CANCELLED!! Set on the shores of beautiful Cobbetts Pond, this exceptional waterfront home offers a rare opportunity to own one of the largest lots on the pond, spanning 0.7 acres with 88 feet of direct frontage. Enjoy year-round recreation right from your backyard - boating, swimming, kayaking, paddle boarding, fishing, ice skating, and ice fishing - all on one of Windham’s most sought-after bodies of water. A gentle beach entry provides easy and accessible access to the water, making it ideal for all ages. Inside, the home is designed to maximize its breathtaking setting, with a stunning great room featuring floor-to-ceiling windows, sweeping water views, and a gas fireplace that anchors the space. The main level offers convenient one-floor living with a bedroom and full bathroom, plus a large home office perfect for remote work or overflow guest space. Upstairs, you’ll find a second living area, a second bedroom, and a full en-suite bathroom, creating a flexible layout ideal for hosting family and friends. Additional highlights include an attached two-car garage and a peaceful waterfront setting that feels like a private retreat, while remaining close to Windham’s amenities and commuter routes A truly rare Cobbetts Pond property, and an unmatched waterfront lifestyle! Showings begin Fri, Jan 30th, with open houses Sat, Jan 31st 12-2:30 pm.

47 Cobbetts Pond Rd, Windham
$1,450,000
4 Beds ⋅ 4 Baths ⋅ 5078716 MLS
Stunning 2019 home in sought-after Windham NH in a 32 lot high end subdivision in highly desired Windham NH for its excellent school systems and easy access for commuting between NH and Massachusetts. This home features five bedrooms and three and a half bathrooms offering a versatile layout ideal for everyday living and entertaining. The property includes a pool, patio, firepit, covered deck, and a heated oversize 4-car garage with a workshop that features 14-foot ceilings- perfect for accommodating car lifts, extra storage, or easily convert one bay to a golf simulator or pool table space. The home offers two primary bedroom options, each with a full en suite bathroom. The one on the first floor includes private access to outdoor living areas; or the second on the upper floor is nearer the other bedrooms. With three additional bedrooms, the home provides flexibility for a variety of living arrangements. The three and a half bathrooms include modern fixtures and finishes. A full footprint unfinished walk-out basement with lots of natural light gives the opportunity for additional expansion if desired. The expansive indoor and outdoor living spaces are well suited for entertaining. The patio, wrap-around farmers porch and covered rear deck create seamless transitions between the interior and exterior of the home. The four-car garage is ideal for car enthusiasts or hobbyists needing secure, heated indoor workspace and storage for boats or toys. A thoughtful layout, with high quality construction, that has been meticulously maintained makes this home an opportunity for comfortable and functional living.

18 Highclere Rd, Windham
$1,450,000
5 Beds ⋅ 4 Baths ⋅ 5078549 MLS
New Price, New Possibilities! Discover unmatched versatility and significant Rental Income Potential in the highly sought-after Castle Reach neighborhood. This isn't just a home; it’s a lifestyle compound featuring a sprawling main residence and a Private, Two-Story Legal ADU with its own separate entrance, perfect for RENTAL INCOME offsetting your mortgage, a private office, or high-end independent living. Inside, light pours through oversized windows into a Soaring Great Room, while newly refinished hardwoods lead you to a chef’s kitchen. The Primary Suite serves as a genuine sanctuary, complete with a private sitting room and spa-inspired bath. Whether you need a sophisticated home office, a high-end gym in the finished lower level, or a luxury guest house, this property delivers. Enjoy summer evenings on the Massive Composite Deck, an expansive bridge between the main house and the Exceptional Secondary Suite, which features its own kitchen, living area, bedroom, bath and full basement. Rare 4-Car Garage included! Take advantage of this unique setup to enjoy luxury living while letting the ADU work for you!! Home Warranty Included.

20 Hancock Rd, Windham
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 5078392 MLS
Perfectly positioned to capture breathtaking panoramic views, this exceptional home offers a rare blend of space, thoughtful updates, and elevated everyday living. Featuring 4 bedrooms, 3 bathrooms, and 4,462 square feet of living space, the home showcases a beautifully designed layout for functionality and effortless entertaining. At the heart of the home is the kitchen with a center island, opening to a bright breakfast area and connecting to the oversized screened-in porch—an incredible space to relax, entertain, or enjoy the breathtaking views. The main level also includes a spacious family room, formal dining room with custom built-ins and tile backsplash, and a living room, creating multiple areas for gathering. A private office with custom built-ins provides an ideal work-from-home space, along with a flex room off the family room currently used as a second office that could easily serve as a sunroom or versatile living area. The upper level features a well-designed bedroom layout, including a spacious primary suite with two walk-in closets and a private bath. Three additional bedrooms and a full bath with double sinks offer comfortable accommodations. The finished lower level adds valuable living space with recreation and workout areas, along with flexible rooms ideal for hobbies, guests, or extended living. An oversized mudroom welcomes you as you enter, while pet lovers will appreciate the dog wash station and custom built-in crate. The lower level also provides walk-out access to an oversized patio perfect for entertaining, with space for outdoor seating, a hot tub, and a TV area. Additional highlights include a 3-car garage, solar panels for energy efficiency, smart home with surround sound system, walk-up unfinished attic for additional storage, and a fenced in backyard. Open House Saturday (3/7) and Sunday (3/8) from 1–3 PM—come for the breathtaking views, stay for the Celtics/Bruins game and the most delicious cookies in this sweet place to call home.

22 Ryan Farm Rd, Windham
$1,375,000
4 Beds ⋅ 4 Baths ⋅ 5093597 MLS
A meticulously maintained one-owner home set on over 2 private acres in a sought-after cul-de-sac neighborhood. This 4 bedroom, 4 bathroom home offers the perfect blend of space, comfort, and privacy. Step inside to discover a grand open floor plan highlighted by hardwood flooring throughout, creating a seamless flow for everyday living and entertaining. The spacious kitchen features cherry cabinetry, granite countertops, and ample workspace, opening to living and dining areas designed to bring family and friends together. Upstairs, you'll find generously sized bedrooms along with the convenience of second-floor laundry. The spacious primary suite offers a large walk-in closet and a private bath complete with a relaxing jetted tub. The fully finished basement expands your living space even further, offering endless possibilities for a home gym, playroom, office, or guest space. A second laundry area in the lower level adds extra convenience and functionality. With abundant organized storage throughout the basement and garage, everything has its place. Outside, enjoy your own private retreat. The screened-in porch with soaring ceilings overlooks beautifully landscaped grounds, providing the perfect place to relax and unwind. The backyard offers a serene and private setting, while the detached shed with electricity and a gas hookup presents countless opportunities for a workshop, studio, storage, or hobby space. Additional highlights include a three-car garage, long private driveway, irrigation system, mature landscaping, and exceptional pride of ownership throughout. Conveniently located just minutes from Windham's beloved Griffin Park, shopping, restaurants, and major highways, this home offers the perfect balance of privacy and accessibility. An opportunity to own a lovingly cared-for home in one of Windham's most desirable neighborhoods.

10 Cristy Rd, Windham
$1,360,000
4 Beds ⋅ 4 Baths ⋅ 5079811 MLS
Welcome to a private retreat where comfort, elegance, and exceptional amenities come together in one beautiful home designed for both elegant entertaining and everyday comfort. At the heart of the home is an expansive chef's kitchen with professional-grade appliances, seamlessly connecting to the main living areas and a stylish wet bar making gatherings effortless. Just beyond, a stunning four season room offers panoramic views of the backyard creating a light-filled space to relax and enjoy every season. The primary suite provides a peaceful escape, complete with it's own fireplace for quiet evenings ad cozy mornings. The finished walkout lower level adds incredible versatility with a kitchenette and bath, perfect for extended living, guests, or entertaining. Step outside and experience your own resort-style oasis. A breathtaking heated gunite pool with waterfall and hot tub anchors the beautifully landscaped private backyard surrounded by lush and mature woodlands. Additional highlights include a detached garage and automatic generator for added convenience and peace of mind. A rare opportunity to enjoy luxury living in one of Windham’s most desirable locations. Interior photos will be uploaded Saturday. Open House Sunday, March 22 11:00 - 1:00.

6 Westchester Rd, Windham
$1,325,000
4 Beds ⋅ 4 Baths ⋅ 5080849 MLS
Cobbetts Pond Area Home on 1.87 Acres | 4,254 Sq Ft | Gourmet Kitchen | Theater Located approximately 300 yards from Cobbetts Pond, this 4-bedroom, 3.5-bath home offers 4,254 sq ft of finished above-grade living space on a private 1.87-acre wooded lot with seasonal views of the pond. The home features a spacious layout designed for both everyday living and entertaining, anchored by a gourmet kitchen with center island, walk-in pantry, and custom cherry cabinetry, with seamless flow into the main living areas. Hardwood floors, natural light, and a handcrafted masonry wood-burning fireplace add warmth and character. A standout feature is the finished walk-up attic, currently configured as a dedicated theater and game room—creating a distinct entertainment space not commonly found in similar homes. The primary suite includes a custom bath and a separate bonus room ideal for a home office, private gym, nursery, or additional closet space. Two additional bedrooms feature walk-in closets, including one with a private en suite bath and another with direct access to a shared hall bath. The walkout lower level includes a bathroom and radiant heat rough-in. Radiant heat is also roughed in within the 3-car garage. Set back from the road and located near Griffin Park with convenient access to I-93, this property offers a combination of space, comfort, and proximity to Cobbetts Pond in an established Windham setting.

16 Horseshoe Rd, Windham
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 5102164 MLS
SUNDAY 8/2 OPEN HOUSE CANCELED!!!! Luxury, privacy, and timeless craftsmanship come together in this exceptional custom-built home in Windham’s highly sought-after Spruce Pond neighborhood. Built in 2010, this stunning residence showcases exquisite custom millwork, elegant trim detail, custom built-ins, and exceptional craftsmanship throughout. Designed for both everyday living and entertaining, the thoughtfully crafted floor plan features a dedicated home office, elegant dining room, and an open-concept layout you’ll love. The chef’s kitchen boasts custom cabinetry, a large oversized center island, stainless steel appliances, abundant workspace, and a sun-filled eat-in dining area that effortlessly flows into the spacious family room with a beautiful fireplace, creating the perfect gathering space for family and friends. Just off the kitchen, the custom mudroom offers beautiful built-in storage, combining style and functionality. Escape to the luxurious primary suite, featuring two oversized custom walk-in closets and a spa-inspired ensuite with a soaking tub, double vanity, and an impressive tiled walk-in shower. Three additional spacious bedrooms and beautifully appointed bathrooms provide comfort for family and guests. An unfinished walk out basement. Step outside to your own private backyard oasis. Surrounded by mature trees for exceptional privacy, this resort-style setting features a sparkling in-ground pool, expansive patio, beautifully landscaped grounds, and a large, level backyard with plenty of room to play. Car enthusiasts will appreciate the oversized three-car garage featuring custom built-in cabinetry and storage. As an added bonus, the seller is willing to leave the professionally installed car lift, making this an incredible opportunity for collectors, hobbyists, or anyone in need of premium garage space. Additional highlights include an expansive unfinished lower level ready for your vision and an oversized laundry room.

9 Jacob Rd, Windham

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