Glastonbury Homes with Window/Wall Cooling

Welcome to Glastonbury, Connecticut—where picturesque charm meets modern convenience. Nestled in Hartford County, Glastonbury is a vibrant town known for its scenic landscapes, rich history, and a strong sense of community. With its quaint downtown area, bustling with unique shops and delightful eateries, Glastonbury offers a perfect blend of suburban tranquility and urban accessibility.

One of the standout features of homes in this enchanting town is the availability of properties equipped with window and wall cooling systems. These cooling solutions are ideal for those warm summer months, ensuring that your home remains a comfortable retreat. Whether you’re enjoying a quiet evening indoors or hosting a lively gathering, you’ll appreciate the refreshing ambiance that these systems provide.

In Glastonbury, you’ll find a diverse range of homes that cater to various lifestyles and preferences. From charming colonial-style houses to modern townhomes, there’s something for everyone. Many of these residences come with well-maintained gardens and spacious backyards, perfect for outdoor activities or simply soaking up the sun.

The town is also known for its excellent schools, vibrant parks, and numerous recreational opportunities, making it an ideal place for families and individuals alike. With easy access to major highways and close proximity to Hartford, Glastonbury offers the perfect balance of peaceful living and urban convenience.

Come discover the magic of Glastonbury, where your dream home awaits, complete with the comfort of window and wall cooling systems to keep you cool all summer long!

Newest Glastonbury Homes with Window/Wall Cooling

$599,900

5 Beds ⋅ 3 Baths ⋅ 24203972 MLS

A Rare Find! Beautifully updated 5-bedroom Colonial with 3 fireplaces, nestled in a popular Glastonbury neighborhood, offering modern updates and exceptional versatility. Truly move-in ready, this home features freshly refinished hardwood floors and fresh interior paint throughout. The remodeled kitchen showcases rich cherry cabinetry, granite countertops, tile backsplash, and several brand-new appliances. Open to the dining and living rooms, it creates an ideal flow for gatherings and entertaining. The inviting family room features a pellet stove insert, recessed lighting, and access to a new composite deck perfect for outdoor dining. A remodeled powder room and convenient laundry area complete the main level. Upstairs, you'll find 5 bedrooms, each with hardwood floors, providing plenty of flexibility for family, guests, or a home office. The primary suite is a true retreat with its own fireplace and electric stove insert, walk-in closet, and beautifully remodeled full bath with tiled corner shower. The walk-out lower level offers excellent potential for a recreation room, gym, and leads directly to the lush, private, park-like back yard. Numerous updates provide peace of mind, including new driveway, new windows, new water heater, Buderus furnace (2017), roof approximately 8 years old, and well pump (2018). A wonderful opportunity to enjoy space, character, privacy, and modern updates in a sought-after Glastonbury location.

208 Wood Pond Rd, Glastonbury

$569,900

3 Beds ⋅ 3 Baths ⋅ 24204293 MLS

Welcome to 95 Shipman Drive in one of Glastonbury's most convenient and desirable neighborhoods, close to schools and everyday amenities. This inviting 3-bedroom, 2.5-bathroom home offers 2,087 sq ft of comfortable living space with hardwood floors throughout the main living areas and tile in the wash areas. A bright living room with abundant natural light and a welcoming front entry sets the tone, while the kitchen features cream cabinetry, subway tile, wood counters, stainless appliances, and a casual island for gathering. The lower level expands everyday living with a flexible family room highlighted by a black brick fireplace and wood accent wall, plus a dedicated home gym with rubber flooring. Outdoors, enjoy a covered front porch, stone landscaping, a rear deck, and a private backyard patio-perfect for relaxing or entertaining. A well-cared-for home with classic curb appeal and versatile living space in a prime Glastonbury location.

95 Shipman Dr, Glastonbury

$299,900

2 Beds ⋅ 1 Baths ⋅ 24200830 MLS

Charming Glastonbury Home! Welcome to 89 Brook Street, a cozy 2-bedroom, 1-bath home nestled on a beautiful .94-acre lot in Glastonbury. This inviting home offers a comfortable first-floor bedroom, with a spacious second-floor primary bedroom with BRAND NEW carpeting and wall air conditioner. The main level features a nice size living room, an eat-in kitchen, full bathroom and bedroom, all with new flooring and plenty of natural light. The eat-in kitchen has freshly painted cabinets, new quartz countertops, new sink and faucet and new hood above the range. A full unfinished basement offers excellent storage and utility space. Outside, enjoy the generous backyard that abuts town-owned land, creating a peaceful setting with room to relax, garden, or entertain. The property also offers the possibility of a 2 car garage, adding even more potential for the new owner. Conveniently located near parks, shopping, dining, and all that Glastonbury has to offer, this charming home is a wonderful opportunity for those looking for privacy, character, and the chance to make a home their own.

89 Brook St, Glastonbury

$525,000

4 Beds ⋅ 3 Baths ⋅ 24200972 MLS

Your search for the ideal neighborhood ends here! Located on a cul de sac with direct pond frontage, this is the one you have been waiting for. The main level is home to a large kitchen with dining area, loads of storage, a separate office nook and newer appliances. Also on the main level is the family room with fireplace. All four bedrooms are upstairs as well as flexible space at the top of the stairs great for home office, playroom, den, etc. You'll love the outdoor space in front and in back for sports, entertainment, or just relaxing by the water. Other notable features are the new hot water heater, new driveway, new roof, partially finished basement with brand new flooring and PUBLIC WATER AND SEWER. Enjoy close proximity to all that Glastonbury has to offer including parks, pools, recreation and easy access to the center of town.

81 Duck Pond Rd, Glastonbury

$399,900

2 Beds ⋅ 2 Baths ⋅ 24200054 MLS

Looking for easy living? This beautifully updated and meticulously maintained home may be just what you've been waiting for! Set on 2.70 private acres in the desirable Hopewell School District, this charming property offers a peaceful setting with plenty of room to relax and enjoy the outdoors. Sit on the welcoming front benches behind the classic white fence and enjoy what the world has to offer or explore the spacious private grounds. The home has undergone numerous updates since 2025, including an updated lower-level bathroom, a new kitchen backsplash, granite countertops and most windows replaced within the last year. A complete list of recent improvements is available for review. One of the standout features is the fully paid-off solar panel system, eliminating the monthly solar lease payment and potentially providing significant savings on electricity costs. The lower level also features a second bedroom and full bathroom, providing additional living space and flexibility for guests, a home office, or extended family. With its peaceful setting, extensive recent updates, solar savings, and generous acreage, this home offers a wonderful combination of comfort, privacy, and convenience.

931 Chestnut Hill Rd, Glastonbury

$449,900

3 Beds ⋅ 2 Baths ⋅ 24197015 MLS

Tucked away on a quiet cul-de-sac in South Glastonbury, This charming and beautifully maintained ranch offers the perfect balance of privacy, convenience and outdoor living. Set on nearly an acre of land, you'll love having scenic hiking trails right at the end of the street, while being just minutes from restaurants and shops. Inside, this 3-bedroom, 2 bath home features hardwood floors throughout the main level, including beneath the existing carpeting. The eat-in kitchen has been tastefully updated with cabinets and counters. The dining room opens to the spacious deck through sliders that lead to your private backyard retreat. This deck is the perfect spot to start your day with a cup of coffee, unwind with a good book or simply enjoy the peaceful sounds of nature. Back inside, the large living room is anchored by a large fireplace, creating a warm and inviting space. The walk-out lower level adds more than 650 square feet of finished living space, complete with a wood stove that makes it ideal for a family room, rec space, gym, home office or hobby space. And the unfinished area is perfect for a workshop! There is a lot of space to customize for your needs in this lower level! Additional highlights include newer roof with transferable warranty, 2 car garage, updated electrical and a generator.

245 Grindle Brook Rd, Glastonbury

$554,900

3 Beds ⋅ 3 Baths ⋅ 24197994 MLS

This beautiful contemporary home, tastefully updated with desired finishes throughout, is ready to be loved by its new owners! The main level is ideal for entertaining. It's gorgeous kitchen, boasting new stainless steel appliances, tile and stone work, an island and open concept to the dining room, is perfect for hosting a big holiday meal! The sunroom/living room, with large windows, attracts tons of warm natural light. It's a dream spot to have that morning coffee or read a few chapters at dusk! A second formal living room sits down the hall, allowing ample additional hosting space. A large bedroom, with custom built-ins, is conveniently located on the main level, steps from the updated full bath for guest use. The oversized deck is walk-out accessible from the dining area, further adding to the relaxing experience! The upper level is home to the breathtaking master bedroom and en suite. From the huge walk-in closet, the private balcony, to the master en suite's custom art tile work, this is a MUST SEE primary bedroom. A third, full sized bedroom offers more additional living space. The lower level is finished, and has been used as a music studio/media room. With a half bath, it's a great opportunity for a home gym, play room or craft studio! It has walk-out access to a foyer, with a coat closet and spot to kick off your shoes. A 2 car garage keeps your cars safe from the New England winter. Set back off the road adds to the privacy of the yard space. This one is a GEM!!

248 Manchester Rd, Glastonbury

$499,900

4 Beds ⋅ 3 Baths ⋅ 24193750 MLS

One of the best values in South Glastonbury! Tucked into the trees, this warm and welcoming 4 bedroom Colonial feels like the kind of home people dream about. Sunlight filters through garden and bay windows, filling each room with a peaceful glow. The updated kitchen opens effortlessly to the dining and family rooms, creating a natural gathering space where everyday moments and special celebrations blend together. Step out onto the deck-complete with an awning-and you'll find your own quiet retreat for morning coffee, evening dinners, or simply listening to the woods settle at dusk. Inside, the front to back living room invites you to unwind by the fireplace, wrapped in the comfort of hardwood floors that run throughout the home. Upstairs, the primary suite offers a private escape, while three additional bedrooms provide space for everyone to spread out. With three full baths, including a first floor jacuzzi tub surrounded by natural light, the home balances convenience with calm, thoughtful design. This is a place where life feels a little slower, a little softer, and a lot more connected. A true South Glastonbury gem that offers not just a home-but a lifestyle.

199 Grindle Brook Rd, Glastonbury

$618,900

4 Beds ⋅ 4 Baths ⋅ 24182048 MLS

Room for everyone! This spacious four-bedroom, four-bath home sits on a private 1.4-acre lot near the end of a quiet cul-de-sac in desirable Glastonbury. Located in a welcoming neighborhood that is perfect for families, the home offers a thoughtful and flexible layout with excellent potential for multigenerational living. The main living area features an open-concept kitchen, dining area, and living room-ideal for everyday family life and entertaining. A vaulted ceiling, abundant windows, and a beautiful natural gas fireplace create a bright, warm, and inviting atmosphere. A separate room on the main level offers flexibility as a home office, playroom, guest space, or additional family room. Upstairs, you'll find four comfortable bedrooms, including a spacious primary suite with its own private bathroom, as well as an additional shared full bath.

1968 Chalker Hl, Glastonbury

$219,000

1 Beds ⋅ 1 Baths ⋅ 24189545 MLS ⋅ Hale Farms BLDG.

HEAT & WATER INCLUDED IN PRIME GLASTONBURY! Located in Glastonbury's desirable Addison neighborhood, this turn-key, second-floor unit at Hale Farms delivers total peace of mind with your heat, hot water, cold water, trash, and snow removal all covered by the HOA. Step inside to brand-new luxury vinyl plank flooring and an updated kitchen complete with quartz countertops, custom cabinetry, and stainless steel appliances. Walk right out your door to the Addison Bog Walk, or enjoy on-site pools, tennis courts, and basketball courts. Minutes from downtown dining, shopping, and major commuter routes-schedule your private tour today!

64 Oxbow Dr Unit C2, Glastonbury

$490,000

3 Beds ⋅ 2 Baths ⋅ 24157751 MLS

Nestled in the scenic hills of South Glastonbury, this charming 3-bedroom, 2-bath single-family home offers breathtaking views. Set on just under one acre, this picturesque lot along sought-after Matson Hill Road, this home is surrounded by rolling farmland, orchards and berry farms. Inside, enjoy a warm and inviting layout featuring a cozy fireplace, comfortable living spaces, and natural light throughout. The peaceful setting provides a true retreat while still being just minutes from Glastonbury center, local shops, dining, and top-rated schools. Whether relaxing by the fire or enjoying the tranquil outdoor surroundings, this property captures the charm and character of South Glastonbury living.

309 Matson Hill Rd, Glastonbury

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.