Windham Homes with Hot Tub Exterior Features

Welcome to Windham, a picturesque town nestled in the heart of New England, where scenic landscapes meet a vibrant community spirit. Known for its stunning natural beauty, Windham offers residents a perfect blend of small-town charm and modern conveniences. With its lush parks, tranquil lakes, and a range of outdoor activities, it’s an idyllic destination for families, nature enthusiasts, and anyone seeking a serene lifestyle.

One of the standout features of homes in Windham is the delightful inclusion of hot tubs in their exterior designs. Imagine relaxing under the stars after a long day, soaking in the warmth of your own private hot tub while the gentle sounds of nature surround you. These homes are designed for both relaxation and entertainment, making them perfect for hosting summer barbecues or cozy winter gatherings.

The real estate market in Windham showcases a variety of properties, from charming single-family homes to luxurious estates, all with the added allure of outdoor hot tubs. Whether you’re looking for a cozy retreat or a spacious family home, Windham’s offerings cater to diverse tastes and budgets.

Beyond the homes, Windham boasts a vibrant community with excellent schools, local shops, and a range of dining options, ensuring that everything you need is just a stone's throw away. With its stunning landscapes and inviting atmosphere, Windham is not just a place to live; it’s a place to thrive. Explore the possibilities and discover your dream home with a hot tub in this enchanting town today!

Newest Windham Homes with Hot Tub Exterior Features

$1,375,000

5 Beds ⋅ 4 Baths ⋅ 5109182 MLS

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

24 Nathan Rd, Windham

$1,175,000

4 Beds ⋅ 4 Baths ⋅ 5107701 MLS

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

28 Settlers Ridge Rd, Windham

$989,000

4 Beds ⋅ 3 Baths ⋅ 5103615 MLS

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

39 Jackman Ridge Rd, Windham

$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

$1,375,000

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

$1,500,000

4 Beds ⋅ 4 Baths ⋅ 5099575 MLS

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

5 Sherwood Rd, Windham

$799,000

4 Beds ⋅ 5 Baths ⋅ 5086432 MLS

Set on 17 private acres off Route 121, this Windham property delivers the space, flexibility, and access buyers are looking for in Southern Vermont. The open-concept main level is anchored by a grand living room with cathedral ceilings, hardwood floors, and a gas fireplace, flowing easily into a generous dining area designed to host large gatherings and a well-equipped kitchen with coffee bar. A dedicated entry drop zone keeps gear organized after long days outdoors. The layout offers strong separation of space across three levels, including an en-suite primary, additional bedrooms, and a top-floor loft ideal for overflow sleeping or a recreation zone. The lower level adds a second living area with a wood-burning stove, plus guest accommodations. Outdoor living is equally dialed in, with an upper deck featuring a brand-new hot tub, a newly built firepit, and a natural landscape that includes meadow, stream, and wooded acreage. A three-car garage adds practical year-round convenience. Located within a 20-minute drive to Stratton, Magic, and Bromley, and directly adjacent to the VAST snowmobile trail system, this property offers immediate access to Vermont’s top winter and summer activities.

1035 Vt Route 121, Windham

Start Your Search

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .