Windham Homes with Garden Exterior Features

Welcome to Windham, a picturesque town nestled in the heart of New England, where charming landscapes meet a vibrant community spirit. Known for its stunning natural beauty, Windham boasts lush greenery, serene lakes, and scenic trails that invite outdoor enthusiasts to explore. With a rich history and a welcoming atmosphere, this town is perfect for families, retirees, and everyone in between.

Windham's real estate market is particularly appealing for those seeking homes with beautiful garden exterior features. Imagine stepping out of your front door into a private oasis, where vibrant flowers bloom and lush greenery surrounds you. Many homes in Windham come equipped with meticulously landscaped gardens, perfect for entertaining guests, enjoying quiet moments, or cultivating your own vegetable patch. The warm New England sun casts a gentle glow on these gardens, enhancing their beauty and creating a serene environment.

In addition to the stunning gardens, Windham offers a variety of architectural styles, from charming colonial homes to modern residences, ensuring there's something for everyone. The community is filled with parks, recreational facilities, and excellent schools, making it an ideal place to raise a family or settle down.

Whether you're sipping your morning coffee surrounded by the fragrant blooms of your garden or taking a leisurely stroll through Windham’s scenic neighborhoods, you'll find that this town offers a perfect blend of tranquility and community. Come discover your dream home in Windham, where nature and neighborhood come together to create an enchanting living experience.

Newest Windham Homes with Garden Exterior Features

$1,725,000

4 Beds ⋅ 3 Baths ⋅ 5111633 MLS

A striking 100-foot custom stone wall welcomes you to 141 Londonderry Road, an exceptional property set back from the road, beautifully landscaped estate in desirable Windham. The home enjoys a sense of privacy and grandeur, with expansive, meticulously manicured Kentucky bluegrass leading the way to the residence. The property also abuts town-owned land with multiple trails, offering the unique opportunity to enjoy nature and explore directly from your own backyard. Built just a few years ago. lightly lived in as it was used as a second home. At the center of the home is a beautifully appointed culinary kitchen featuring custom, generous cabinetry with expansive quartz countertops.The kitchen flows seamlessly into the family room, where a shiplap fireplace creates a inviting focal point. Just beyond, a spacious deck extends the living space outdoors, providing an ideal setting for morning coffee, al fresco dining, or simply taking in the peaceful surroundings. The upper level offers well appointed bedrooms. The spacious primary suite provides a peaceful retreat, complete with two generous closets and an adjoining unfinished room that offers exceptional flexibility. Whether envisioned as a private home gym, yoga studio, art studio, office, this additional space can easily be tailored to suit your lifestyle. Throughout the home, thoughtful features support today’s way of living, including a high-end AprilAire filtration system and dedicated server, making it easy to work, stay connected, and enjoy the comforts of home. The walk-out unfinished lower level with high ceilings and abundant potential, additional living space. Practicality has not been overlooked, either. The 3 car garage features customized cabinetry, an attractive solution for storing tools and equipment. Enjoy the best of both worlds with a private Windham setting just over an hour from Boston, while keeping the beaches and mountains within easy reach.

141 Londonderry Rd, Windham

$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

$695,000

3 Beds ⋅ 3 Baths ⋅ 5107952 MLS

Brand-new construction in beautiful Windham, Vermont! This thoughtfully designed three-bedroom home with an additional bonus room offers the comfort, efficiency, and ease of new construction paired with a peaceful Vermont setting. Filled with natural light, the home features bright, welcoming living spaces and a versatile floor plan designed for both everyday living and weekend escapes. The bonus room provides valuable flexibility for a home office, guest space, playroom, or den. An attached two-car garage makes Vermont living especially convenient, providing sheltered parking along with plenty of room for skis, bikes, outdoor gear, and storage. Outside, the yard offers space to relax, play, garden, or entertain, while the firepit creates the perfect gathering spot for summer evenings, crisp fall nights, and après-ski get-togethers. Located in the quiet mountain community of Windham, this property puts four-season recreation within easy reach. Five major ski areas—Stratton, Bromley, Magic Mountain, Okemo, and Mount Snow—are all located within approximately 35 miles of town, providing an incredible variety of winter adventures. When the snow melts, explore nearby hiking and biking trails, enjoy fishing, paddling and swimming, or spend the day at destinations such as Lowell Lake and Jamaica State Parks. The greater Windham region is known for its extensive trail network and abundant opportunities for hiking, mountain biking, snowshoeing, cross-country skiing, and snowmobiling. Whether you're searching for a full-time Vermont residence or a low-maintenance mountain getaway, this newly built home offers a wonderful combination of modern comfort, outdoor space, and access to everything that makes Southern Vermont special.

717 Horsenail Hill Rd, Windham

$775,000

3 Beds ⋅ 3 Baths ⋅ 5107088 MLS

Location, location… did I mention location? Set on 1.5 acres in a peaceful neighborhood, this comfortable and versatile three-bedroom, three-bathroom home is part of the sought-after Windham school district and offers an easy commute, with Boston less than an hour away. Step inside to a spacious, living room flooded with natural light and anchored by an oversized brick fireplace, perfect for cozy autumn evenings. Just off of the living room, you’ll find an office or bonus room ready to suit your needs. The updated eat-in kitchen features stainless steel appliances, generous cabinetry, and peninsula seating - ideal for casual meals, morning coffee, or gathering with friends. A dedicated dining area with a slider provides easy access to the wraparound back deck. Upstairs, the primary bedroom includes a private bathroom, along with two additional bedrooms and a full bathroom. Newer luxury vinyl plank flooring flows throughout the home. Downstairs, an expansive lower-level room with impressive ceiling height offers endless possibilities for a family room, home theater, gym, playroom or combination of uses. Outside, the generous lot offers privacy, and room to play. Newer roof! Come discover the space, versatility, and location that make this property such a special place to call home!

7 Twin St, Windham

$749,900

3 Beds ⋅ 3 Baths ⋅ 5105067 MLS

Price adjusted $25,000. This beautiful home is available for a quick close. You can celebrate the Holidays here in this 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

$899,000

3 Beds ⋅ 3 Baths ⋅ 5102352 MLS

Now is the time to MOVE.....great value opportunity. WINDHAM location perfect minutes away from Tuscan Village and mega restaurants/shopping. NEWLY updated throughout and move in ready...not a flip but seller relocation so quick close possible. Offering 3 levels of finished living space with custom millwork and new flooring for durability and easy maintenance/all new lighting/ cabinetry/ popcorn ceilings removed and so much more (see upgrades list). The light and bright WOW kitchen with floor lighting has softclose cabinetry, quartz countertops, a full-height quartz backsplash, Smart double wall ovens and cooktop surface, a Smart refrigerator, a dedicated beverage station, a walk-in pantry, a convertible refrigerator/freezer....open to the dining area/foyer areas. The updated 3 bathrooms are elegant and the 3 upstairs bedrooms are all updated.... The Primary has a large walk in closet and private update tiled shower...and one of the 2 other bedrooms has custom closets for all the designer desires! The WOW finished lower level offers exceptional additional living space with upscale marble flooring, a second beverage station, and ample room for recreation and entertaining and adding a bathroom. Refer to the Improvements List: Additional fresh interior/exterior paint, updated lighting, and new garage doors/insulated garage and mudroom. There's a 3 Season Porch which provides a peaceful private setting to enjoy your outdoor dining. Additional highlights smart home security system. THE DETAILS and LIVABILITY Make this an exceptional property in a super convenient RAIL TRAIL hiking/biking. TOP SCHOOLS and only 40 minutes to Boston. VISit Today!

3 Aladdin 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

$1,375,000

4 Beds ⋅ 4 Baths ⋅ 5099668 MLS

Welcome to one of Windham's most sought after neighborhoods! Perfectly situated on a quiet cul-de-sac, this meticulously maintained home showcases true pride of ownership at every turn. The private backyard is an outdoor retreat featuring a spacious deck, patio, and hot tub, creating the perfect setting for relaxing or entertaining family and friends. Inside, you'll find a thoughtfully designed floor plan with a first floor office complete with custom built ins, ideal for working from home. The stunning kitchen is the heart of the home, offering an abundance of cabinetry, a built in buffet, generous workspace, and natural light that fills the room. The inviting family room, sunroom drenched in sunshine, formal dining room, and formal living room provide exceptional spaces for everyday living and effortless entertaining. Upstairs, escape to the enormous primary suite featuring soaring ceilings, a spa inspired bath, and a spacious walk in closet. Three additional bedrooms and a convenient second floor laundry room complete the upper level. The finished walkout lower level adds even more living space with a 3/4 bath, making it ideal for a recreation room, guest space, home gym, or media room. An unfinished storage area provides plenty of room for all your seasonal items and extras. Located just minutes from Griffin Park, top rated Windham schools, shopping, restaurants, and major commuting routes, this exceptional home offers the perfect combination of privacy, convenience, and timeless appeal. Don't miss this amazing opportunity to make it yours. Welcome home!

10 Poplar Rd, Windham

$375,000

4 Beds ⋅ 2 Baths ⋅ 5099541 MLS

In the heat of it all!! With 4 mountains within in about 1/2 hour, this is the perfect spot to get away for skiing and all the other Southern Vermont treasures. Nestled in a sweet meadow, with a wee bit of forest, this home is a perfect home base with plenty of room for everyone. With a lovely flat yard, huge private back deck and large above the ground pool, there are lots of options for entertaining. The guest suite has a private entrance or can be open to the main house. It would work well as a potential rental (check with the town), x generation starter, or an in home caretaker suite. Snug up to the cozy fireplace or wood stove on the crisp winter nights, hunt for fireflies in summer, breathe the clean crisp air of fall. You can't go wrong here.

715 Chase Rd, Windham

$549,000

2 Beds ⋅ 2 Baths ⋅ 5060691 MLS

Enjoy the best of Vermont living in this thoughtfully renovated home on a paved country road in Windham. Renovated down to the studs, this property offers upgrades inside and out new standing seam roof, new siding, new windows, full-house generator, new central air and heating systems, plus new electrical and plumbing systems upgraded to 200 amps. The home is insulated with rockwool and foam board, and the foundation is sealed with full drainage installed around the perimeter. Step inside to a light-filled interior with new flooring, walls, and fixtures throughout. The spacious kitchen features Big Chill appliances and opens to a lovely front porch overlooking the old stone walls that border the property. A fenced-in yard makes this ideal for pets, and the water filtration system with UV light ensures clean living. You’ll also find a new washer and dryer, a new septic system, and thoughtful design throughout. Close to skiing at Magic (10 min), Bromley and Stratton (20–25 min), and just 15 minutes to downtown Londonderry. Hike, bike, or snowmobile with access to VAST trails and Timber Ridge nearby. Come see what makes this rare offering a great opportunity!

794 White Rd, Windham

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