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5 Bramley Hill Rd, Windham
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 5059074 MLS
Deceptively Spacious – Over 4,100 Sq Ft of Finished Living! This home is much larger than it looks from the outside—step inside and discover over 4,100 square feet of beautifully finished space designed for comfort and flexibility. With two separate wings, each offering its own primary bedroom suite, it’s ideal for multi-generational living, guest accommodations, or a private retreat. Enjoy the peace of mind of a whole-house generator, plus updated kitchen and baths that blend modern style with everyday functionality. The layout offers room to spread out, entertain, and live with ease. Move in Ready! It’s been thoughtfully maintained and priced to reflect today’s market—don’t miss your chance to own this standout property. Schedule your showing today and experience the space and value for yourself!

5 Bramley Hill Rd, Windham

18 Nottingham Rd, Windham
$1,025,000
4 Beds ⋅ 3 Baths ⋅ 5090073 MLS
NEW PRICE! Discover your dream home in the sought-after community of Windham, NH! This stunning single-family residence boasts over 5,000 square feet of beautifully updated living space. Perfect for family living and entertaining. Enjoy peace of mind with a brand-new roof, water heater, oil tank, new carpets, fresh paint and so much more. Relax in the inviting family room featuring cathedral ceilings and a striking stone fireplace, perfect for cozy gatherings. The main floor includes an office and is flooded with natural light, creating a warm and welcoming atmosphere. Step out onto the peaceful back deck, which overlooks tranquil wooded areas, ideal for morning coffee or evening retreats. The master suite includes a full bath with separate shower and tub, two walk-in closets and a versatile bonus room that can serve as a home office or nursery. Second floor laundry, another full bath and 3 additional bedrooms, 2 with double closets, round off the top floor. The expansive finished basement features an additional room, perfect for a music studio, playroom, or home theater. Unfinished space with built in shelving for storage and utilities. A generous 3-car garage provides plenty of space for vehicles and storage. Dreaming of a pool? The well pumps out 50t gallons a minute and can certainly handle it! This home combines modern updates with classic charm, all in a premier neighborhood. Don’t miss your chance to make this beautiful property your own!

18 Nottingham Rd, Windham

17 Nottingham Rd, Windham
$1,025,000
4 Beds ⋅ 3 Baths ⋅ 5084945 MLS
Finally, a full-featured Colonial in the well-established Nottingham Woods subdivision in Windham. This well-maintained home offers four full levels of living space, providing exceptional flexibility and room to grow. On the main floor, an oversized center-entrance layout flows seamlessly from the foyer to the dining room and into the open-concept eat-in kitchen and family room. This level also includes a laundry area, den or front office, half bath, and pantry. The family room is highlighted by a beautiful stone-faced hearth with a gas insert fireplace. Upstairs, you’ll find four generously sized bedrooms, including a standout primary suite with an updated bath, walk-in closet, and versatile bonus room—perfect for a nursery or, fitness space, or expanded closet. The primary suite also offers access to a walk-up attic, ideal for a home office, or workout area. The finished lower level walk out features a spacious bonus area ideal for a recreation room. With its adaptable layout and abundant space, this home offers endless possibilities to suit your lifestyle. Just mins to Rt 93, the Windham golf course, Windham Rail trail and shopping! Schedule your appointment today.

17 Nottingham Rd, Windham

13 Johnson St, Windham
$1,025,000
5 Beds ⋅ 4 Baths ⋅ 5084920 MLS
Welcome Home to this Stunning Recently Remodeled 5 Bedroom 4 Bath Open Concept Colonial nestled on 2 wooded acres on a cul de sac in a great family neighborhood! A large Wrap Around Farmers Porch with Gazebo is perfect for enjoying peaceful nights, and listening to the soothing sounds of the cascading water fall feature just off the porch. Once you walk in you'll notice the beautiful Luxury Vinyl Plank Floors that flow throughout the home. On the main level you have large spacious Kitchen that features Quartz Countertops, Custom Tiled Backsplash and Wall, large Water Fall Edge Kitchen Island with Prep Sink, Double Wall Ovens, Whine Fridge,New Stainless Steel Appliances and new Lighting. Just of the kitchen is a huge Family Room with Vaulted Ceilings, Skylight, corner Wood Burning Woodstove and an inviting Dining Room. Also on the First floor is the Primary Bedroom with Stunning Magazine-Worthy En Suite that showcases the Custom Tiled Shower, Floors and Cabinetry. The half bath with laundry have also been Tastefully Updated and is also on the main level along with an office space that leads a composite deck that overlooks the spacious backyard. A Custom Designed staircase leads you Upstairs to 4 ample sized Bedrooms, a Full Bath, new LVP floors and another updated staircase leads you to the unfinished 3rd floor, offering potential future expansion. The Level Tree Lined Backyard abuts 13 acres of wooded land offers the perfect blend of privacy and space, featuring a Hot Tub with Pergola and still plenty of room for kids and pets to play. Other features of the home are a Walk Out Basement with Family Room and half bath, 3 Car Garage, Whole House Generator Ready, New Walkway, Meticulous Landscaping with Custom Rock Walls, Tankless Hot Water Heater, Irrigation and numerous other updates. Public Open House Saturday 5/9 11am-1pm. Home has 5 bedrooms with 4 bedroom septic design.

13 Johnson St, Windham

98 Trails Edge Rd, Windham
$1,020,000
3 Beds ⋅ 3 Baths ⋅ 5073425 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. If this isn't enough their is fantastic potential in the 1600 sqft basement to add more! With easy access to major highways & nature trails, this location offers the perfect blend of convenience and serenity.

98 Trails Edge Rd, Windham

84 Searles Rd, Windham
$1,012,500
4 Beds ⋅ 3 Baths ⋅ 5095291 MLS
Become the proud new owner of this beautiful four-bedroom Colonial with a two-car attached garage, situated on a one-acre lot in the highly sought-after Castle Reach neighborhood of Windham. This well maintained home has been thoughtfully updated with a brand new roof, refinished hardwood floors, new luxury vinyl plank flooring, fresh paint in several rooms, and a newly stained rear deck. From the moment you arrive, you'll appreciate the mature landscaping and attractive hardscaping that enhance the home's curb appeal. Step inside to a dramatic two-story foyer featuring gleaming hardwood floors and an elegant staircase. The main level offers a spacious, open-concept layout with a well-appointed kitchen featuring abundant cabinetry, an island with seating, and a casual dining area. The family room showcases a floor-to-ceiling stone fireplace, cathedral ceiling, a formal dining room, and an office/flex room. The first-floor primary suite offers a private retreat with new LVP, a huge walk-in closet, and ensuite full bathroom. A laundry area, side entry, and half bath complete the first floor. The second level overlooks the family room below and features new luxury vinyl plank flooring. Here you'll find three additional bedrooms, a full bath, and a large bonus room over the garage, perfect for a home office, playroom, or media room. Enjoy outdoor living on the newly stained two-tiered deck overlooking a private backyard. The full walkout basement offers excellent storage and future expansion potential. Additional features include a newer FHA heating system (approximately five years old), tankless water heater, central ac, public water, irrigation, security, and a rear property line that abuts conservation land. Ideally located in a well-established neighborhood of similar homes with convenient access to Route 93, this property offers the perfect blend of comfort, privacy, and commuter convenience.

84 Searles Rd, Windham

48 Trails Edge Rd, Windham
$1,010,000
3 Beds ⋅ 3 Baths ⋅ 5074916 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 plus an oversized unfinished basement. Step inside the breathtaking 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 a giant 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. The nearby modern clubhouse with workout essentials & an in-ground pool is the perfect place to catch up with your neighbors or host your guests. With easy access to major highways & nature trails, this location offers the perfect blend of convenience and serenity.

48 Trails Edge Rd, Windham

2 Fox St, Windham
$999,999
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

44 Trails Edge Rd, Windham
$996,500
3 Beds ⋅ 3 Baths ⋅ 5066047 MLS
Welcome to Trails Edge located in the desirable town of Windham, New Hampshire! 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.

44 Trails Edge Rd, Windham

35 Mockingbird Hill Rd, Windham
$986,000
3 Beds ⋅ 3 Baths ⋅ 5101452 MLS
Some neighborhoods you find on Zillow. Castle Reach, you wait for. Homes in this community are rarely offered, making each opportunity truly special. Set along a scenic route near the orchards of Apple Acres Farm and the historic turrets of Searles Castle, this is a Windham location unlike any other. 35 Mockingbird Hill Road puts you in the heart of it. This sun-filled hip roof colonial sits on approximately one acre of beautifully landscaped grounds, with hardwood floors, crown molding, and French doors setting the tone from the front door. Designed with both function and entertaining in mind, the eat-in kitchen features a center island, wall oven, gas cooktop, breakfast nook, and a beverage bar with a built-in refrigerator, all opening to a generous deck that overlooks the private backyard. The vaulted family room with gas fireplace anchors the main level, while a dedicated home office and additional first-floor den offer exceptional flexibility for today’s lifestyle. Upstairs, the primary suite features a tiled bath with whirlpool tub. Thoughtfully designed features include central air, irrigation, and a high-ceiling walkout basement with plumbing in place for a future bath and direct access to a stone patio, offering exceptional flexibility and room to grow. A standout feature of Windham is its exceptional school system, consistently recognized for academic achievement and educational excellence. Beyond the community itself, the location offers convenient access to major roadways and local amenities. A short drive to I-93 provides easy connectivity to Boston and the surrounding region, while nearby destinations including Cobbetts Pond, Windham Country Club, and the town beach offer a variety of recreational opportunities. Rarely available in Castle Reach, this exceptional property offers the opportunity to experience the privacy, quality, and craftsmanship that define this sought-after community. *Open House on 8/1 from 10-12pm!

35 Mockingbird Hill Rd, Windham

39 Jackman Ridge Rd, Windham
$983,000
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

1 Squire Armour Rd, Windham
$970,000
4 Beds ⋅ 3 Baths ⋅ 5087280 MLS
Welcome to this stunning, turn-key Colonial nestled in the heart of Windham, directly abutting scenic Griffin Park. Set on a private, beautifully landscaped 1.53-acre lot framed by tall arborvitaes, this home delivers the perfect combination of privacy, space, and unbeatable convenience. Step into the dramatic two-story foyer and instantly feel at home. The thoughtfully designed main level offers exceptional flow for both daily living and effortless entertaining. Highlights include a dedicated home office, a formal dining room, and a versatile sitting area. The oversize kitchen is a true centerpiece, featuring stainless steel appliances, elegant granite countertops, generous workspace, and ample room for family and friends to gather. Just off the kitchen, the impressive great room boasts soaring vaulted ceilings and a warm wood-burning fireplace, the ideal spot for cozy nights in or lively gatherings. Rich hardwood floors flow throughout the home, adding warmth and timeless appeal. Upstairs, four generously sized bedrooms await, anchored by a luxurious primary suite complete with a large walk-in closet and a spa-like private bath. The semifinished basement provides fantastic bonus living space, perfect for a playroom, home gym, media room, or guest suite with plenty of storage and room for future expansion. This meticulously maintained home offers it all: privacy, park-like grounds, and a prime location in one of Windham’s most desirable areas. A true must-see! Don’t miss your chance, join us at one of this weekend’s open houses! Showings begin Friday 5/8.

1 Squire Armour Rd, Windham

25 Squire Armour Rd, Windham
$965,000
4 Beds ⋅ 3 Baths ⋅ 5088019 MLS
+OPEN HOUSE CANCELLED+ Presenting 25 Squire Armour in beautiful Windham, New Hampshire. This four bedroom home offers the perfect combination of space, updates, and an unbeatable location. Just a short walk to Griffin Park, the property provides easy access to recreation, schools, shopping, and major commuting routes. Inside, the spacious layout is ideal for both everyday living and entertaining. The enormous family room flows seamlessly into the kitchen, creating the perfect gathering space for holidays, game days, or relaxed nights at home. A first floor office makes working from home both comfortable and convenient. The primary bedroom features a private bath and walk in closet, while three additional bedrooms provide flexibility for family, guests, or extra workspace. Recent major updates offer peace of mind, including a roof replaced in 2024 and two brand new furnaces installed in May 2026. The partially finished basement adds valuable additional living space with endless possibilities for a playroom, gym, or media room. Outside, enjoy the privacy of the backyard setting and the welcoming outdoor space. This is a wonderful opportunity to own a move in ready home in one of Southern New Hampshire’s most desirable communities.

25 Squire Armour Rd, Windham

8 Corliss Rd, Windham
$960,000
4 Beds ⋅ 3 Baths ⋅ 5080530 MLS
This Contemporary Colonial set on an attractive .71 acre lot in desirable Windham offers public water, 4 bedrooms, 2.5 baths, 9' ceilings throughout and a spacious layout designed for both everyday living and entertaining. A dramatic two-story foyer creates a welcoming and impressive first impression. Conveniently located near Route 111 and I-93, this home provides an easy commute to Massachusetts, the NH Seacoast and Boston, as well as the ME & NH mountains for winter fun! The inviting family room features a gas fireplace and flows from the well laid out kitchen which includes granite countertops, a center island, pantry closet and eat-in dining area with slider leading to a large composite deck. The formal living and dining rooms offer comfortable and flexible gathering spaces. Hardwood flooring runs throughout the first level, with the exception of the kitchen. Upstairs, the oversized primary suite features a tray ceiling, His and Her walk-in closets, and a spacious nook ideal for a home office, gym, or reading area. The primary bath includes a double vanity, linen closet, jetted soaking tub, and separate water closet. A second full bath services the three additional bedrooms, each offering sizable double closets. The second-floor laundry provides added convenience. The finished lower level provides additional living space for guests with a family room, an additional room and storage. The attached direct-entry 2-car garage features epoxy flooring, storage cabinets, and backyard access.

8 Corliss Rd, Windham

6 Bancroft St, Windham
$950,000
3 Beds ⋅ 3 Baths ⋅ 5091155 MLS
Set on a private cul-de-sac lot, this Colonial-style home offers nearly 4 acres of wooded privacy with a layout thoughtfully designed for both everyday living and entertaining. The heart of the home is the stunning eat-in kitchen featuring granite countertops, stainless steel appliances, a spacious center island, abundant cabinetry, and seamless flow into the inviting family room accented by a striking stone fireplace. Newly refinished hardwood floors run throughout the main level, complemented by a sun-filled formal dining room and a first-floor office ideal for remote work or study. Upstairs, the spacious primary suite features a beautifully renovated en suite bath, along with two generously sized bedrooms and another tastefully updated full bath. The finished lower level expands the living space with two versatile rooms perfect for a secondary office, fitness room, guest space, and/or playroom, offering endless flexibility to fit your lifestyle. Step outside to enjoy the peaceful backyard setting from the inviting deck or entertain on the paver patio while overlooking the privacy and natural beauty surrounding the property. A rare combination of wooded serenity, upgraded interior features, and flexible living space in a sought-after Windham location close to schools, shopping, and commuter routes.

6 Bancroft St, Windham

6 Hancock Rd, Windham
$950,000
4 Beds ⋅ 3 Baths ⋅ 5089263 MLS
This impressive, one-owner, 4-bedroom Colonial is nestled in a sought-after neighborhood featuring winding, walkable streets. Step into the two-story foyer, flanked by a formal dining room with elegant French doors and wainscoting, and a bright living room. The heart of the home is an open-concept family room and spacious kitchen, featuring a sunny breakfast nook surrounded by windows. From here, enjoy views of the large, level backyard—perfect for outdoor play—complete with a two-level deck and cozy firepit. Recent updates include fresh paint, refinished hardwood floors throughout the first floor and two upstairs bedrooms, and brand-new carpet in the remaining rooms. The primary suite serves as a true retreat, boasting a spa-like bath with a whirlpool tub, dressing area, and two walk-in closets. Additional highlights include a large walk-up attic with windows and a sprawling basement ready for storage or future expansion. With a 5-year-old roof, a newly repaved driveway, repainted decks, and updated lighting and smoke detectors, this lovingly maintained home is ready for you to move right in.

6 Hancock Rd, Windham

16 Gardner Rd, Windham
$950,000
3 Beds ⋅ 1 Baths ⋅ 5088519 MLS
Cobbetts Pond waterfront with over 200 feet of private shoreline and breathtaking panoramic views from nearly every angle of the home and property. This enchanting year-round cottage sits on an exceptional private lot featuring two dock areas, including one beside the sandy private beach, creating the perfect setting for boating, swimming, fishing, and lakeside living. This storybook retreat offers 3 bedrooms, 1 bath, a cozy living room with a wood-burning stove, a spacious kitchen with ample storage, a dining area with incredible water views, and first-floor laundry for convenience. The front sunroom captures stunning lake views and provides the perfect place to relax year-round. Enjoy multiple outdoor living spaces, including a private patio, sandy beach, expansive dock space, and incredible stonework leading to an upper recreation area once enjoyed for family gatherings and outdoor games. The detached garage is a bonus for your car and toys. Quick to 93 and a short ride to downtown Boston. Tuscan Village is 1 exit away. Centrally located in the Windham School District. SHARE COMMON BEACH/boat ramp. This is 1 of 6 homes that own and pay the taxes on this shared property. Seller to find suitable housing. House sold as is.

16 Gardner Rd, Windham

7 Kent St, Windham
$930,000
4 Beds ⋅ 3 Baths ⋅ 5082509 MLS
WELCOME HOME to this Beautiful 4 Bedroom 3 Bath Colonial featuring over 3100 sq ft of living space in one of Windham's most sought-after neighborhoods AND the home features a Beautiful Inground Pool! This well maintained home blends classic charm with modern updates, with neutral paint colors and abundant natural light throughout! The first floor features a CUSTOM DESIGNED KITCHEN which is perfect for cooking, entertaining and every day life. Features of the kitchen are White Shaker Style Cabinets, Tiled Backsplash, Gas Range with Hood Vent, Double Wall Ovens, Large Kitchen Island featuring Granite Countertops, Built in Microwave and Modern Pendant Lights. Just off the kitchen is a large Family Room with Wood Burning FP Insert, perfect for those cold fall and winter nights. The main level also incudes a formal Dining Room, a spacious Living Room and convenient Laundry Room with ample storage and a half bath. Upstairs, you'll find 4 generously sized bedrooms including a Primary Suite with En Suite Bath and Custom Tiled Shower. Three additional bedrooms share a full bath, offering plenty of space for family, guests or office setup and each bedroom is cooled/heated with a Mini Split system. The finished lower level offers even more versatile living space, featuring a large Bonus/Family Room ideal for entertaining, along with an additional Bedroom, perfect for guests or flex space. Step outside to your own Private Retreat, where a Tree Lined backyard featuring an Expansive Composite Deck overlooking a beautifully maintained Inground Pool with Pool Shed, Covered Porch Enclosure for a Smoker/Grill, and still plenty of yard for the kids and pets, making this home ideal for outdoor entertaining. This Beautifulul Home is in a prime location close to Schools, Shopping and easy access to highways. Open House Sun 11:30am-:12:30p OFFER DEADLINE MONDAY AT 2PM

7 Kent St, Windham

153 Castle Hill Rd, Windham
$925,000
4 Beds ⋅ 3 Baths ⋅ 5090826 MLS
Privately set on 1.36 acres of beautifully curated, estate-like grounds, this custom-built Colonial is a rare offering that blends timeless architecture with refined comfort. Meticulously maintained and thoughtfully appointed, the home offers 4 bedrooms and 3 baths in one of Windham’s most desirable locations, close to top-rated schools, town amenities, and shopping. A dramatic family room welcomes you with vaulted beadboard ceilings and solar tubes that fill the space with natural light. At the heart of the home, the expansive eat-in kitchen is both elegant and functional, appointed with an oversized island, granite countertops, tile flooring, stainless steel appliances, vaulted ceilings, and custom cherry cabinetry. It flows seamlessly into a formal dining room with crown molding, ideal for gracious entertaining and holiday gatherings. A front-to-back living room with a gas fireplace offers warmth and sophistication, while the inviting three-season room with beautiful ship-deck flooring overlooks the lush backyard and provides a tranquil retreat. Upstairs, the spacious primary suite features hardwood floors, a walk-in closet, and a generous bath with a jetted tub. 3 additional bedrooms complete the second floor, including one with stairs to a separate sitting area perfect for a media lounge or homework space. Outdoors, mature landscaping, stone walls, and wooded surroundings create exceptional privacy around a stunning inground gunite pool. The expansive yard offers direct access to the woods, with Clyde Pond just 3 miles away for easy outdoor enjoyment. Additional amenities include an attached 2-car garage with adjacent storage, on-demand generator, irrigation system, and storage shed. Located within the acclaimed Windham school system and moments from the high school, middle school, elementary school, and town center, this distinctive property offers a lifestyle defined by luxury, privacy & convenience. Showings begin Friday, May 29th, 4:00–6:00pm at Open House.

153 Castle Hill Rd, Windham

8 Netherwood Rd, Windham
$924,500
4 Beds ⋅ 3 Baths ⋅ 5098150 MLS
A HOME FOR ONE LEVEL OR EXTENDED FAMILY LIVING!! OFFERS DUE MONDAY evening via PDF only please Welcome to this beautifully updated Royal Barry Wills Cape, where timeless New England charm meets exceptional versatility. This home offers flexible living options, including the convenience of one-level living, a private accessory suite for multi-generational living, extended family, guests, or a home office? the choice is yours. Adding even more value is a delightful surprise apartment above the garage, offering endless possibilities for guests, independent living, rental income (where permitted), or a private studio. Set on over 3 private acres, the property offers a peaceful retreat with a partially fenced backyard, perfect for pets, gardening, or outdoor enjoyment. Nestled in a desirable cul de cac neighborhood, you'll appreciate both the privacy and sense of community. Recent updates include fresh interior and exterior paint, beautiful new flooring, and numerous additional improvements, making this home truly move-in ready. Whether you're looking for flexible living arrangements, room to grow, or simply a classic Royal Barry Wills home with modern updates, this exceptional property is ready to welcome you home.

8 Netherwood Rd, Windham

20 Jackman Ridge Rd, Windham
$920,000
4 Beds ⋅ 3 Baths ⋅ 5102139 MLS
Gracefully set on 2.67 private wooded acres in one of Windham's most desirable locations, this beautifully updated Colonial is a timeless blend of classic architecture, thoughtful design, and modern comfort. Offering 2,924 sqft of thoughtfully designed living space, this exceptional residence provides easy access to the Rail Trail, shopping, dining, and commuter routes. A two-story foyer welcomes you inside, where freshly painted interiors, hardwood flooring throughout much of the home, and abundant natural light create a warm yet sophisticated atmosphere. Elegant glass-pane doors open to the formal dining room, highlighted by a beautiful tray ceiling, while a second glass-pane door leads to one of two private studies, complete with a cozy propane fireplace. A second study and spacious bonus room offer endless flexibility for today's lifestyle. At the heart of the home, the beautifully appointed kitchen features granite countertops, a generous peninsula for gathering, and seamless flow into the adjoining living spaces. The inviting living room is anchored by a propane fireplace, creating a warm and welcoming atmosphere for everyday living and entertaining. Step outside to the brand-new deck overlooking the private wooded backyard, offering the perfect setting for outdoor dining, summer gatherings, or simply relaxing in the peaceful surroundings. The spacious primary suite is a true retreat, entered through elegant solid French doors and highlighted by a soaring vaulted ceiling and beautifully updated ensuite bath. Three additional generously sized bedrooms, updated bathrooms, first-floor laundry, mini-split systems, a whole-house fan, and an attached two-car garage provide comfort and convenience. Thoughtfully maintained with newer siding, new deck, furnace, fresh interior paint, and numerous updates throughout, this home offers peace of mind for years to come. Combining timeless Colonial charm, modern updates, and an exceptional Windham location.

20 Jackman Ridge Rd, Windham

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