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Cheshire Homes for Sale

Newest Glastonbury, CT Homes For Sale

$475,000
3 Beds ⋅ 3 Baths ⋅ 24206626 MLS
Welcome to 31 Oxford Drive, a beautifully maintained split-level home tucked into one of Glastonbury's most desirable neighborhoods, close to everything the town has to offer. Offering 2,240 square feet of finished living space across 3 bedrooms, 1 full bathroom, and 2 half bathrooms, this home is designed for both everyday comfort and effortless entertaining. Step through the front door and be greeted by a dramatic floor-to-ceiling fireplace, setting a warm and welcoming tone from the moment you arrive. creating an open and airy feel, and an updated kitchen featuring newer appliances that flows easily into the dining area. The bedrooms are generously sized, including a primary suite with its own private half bath. The fully finished lower level adds valuable, flexible living space-currently used as a fourth bedroom, but easily transitioned into a second family room, playroom, or home gym to suit your needs. A second fireplace adds warmth and character to this level, along with a convenient half bath. A separate lower-level entrance opens up great potential for an in-law arrangement or private guest space. Outside, enjoy classic vinyl siding for easy, oversized shed, a fully fenced backyard ideal for pets, play, or simply relaxing outdoors, and a two-car garage for convenient parking and storage. A newer water heater adds extra peace of mind.- See More Below

31 Oxford Dr, Glastonbury
$374,900
2 Beds ⋅ 4 Baths ⋅ 24205664 MLS ⋅ Surrey Hill Ii BLDG.
TURNKEY BUTTONBALL school district! Location is key! This stylish and centrally located condo is sun-drenched. Offers 2-bedroom, 3.1-bath in Glastonbury's desirable condo complexes. The open living and dining area features beautiful new wood-look flooring and flows to a private-feeling backyard with a spacious deck, creating an ideal setting for relaxing or entertaining. The updated kitchen offers granite countertops, stainless steel appliances, and ample cabinetry. Upstairs, new carpeting complements two generously sized bedrooms, each with its own private full bath perfect for guests, a home office, or flexible living. The expansive finished lower level provides additional space for a media room, gym, recreation area, or guest suite, along with a full bath and excellent storage. Additional highlights include a main-level half bath, detached garage with extra storage, new roof in 2024, and newer hot water heater installed in 2021. Located in a quiet, well-maintained community just minutes from Glastonbury Town Center, shopping, restaurants, schools, parks, and highway access. Enjoy easy commuting, nearby destinations including Hops on the Hill and Crystal Ridge Winery, and convenient access to Connecticut and Rhode Island beaches. Stylish, affordable, move-in ready, and available for immediate occupancy, this Glastonbury, CT condo offers exceptional low-maintenance living in the heart of town.

148 Conestoga Way Unit 148, Glastonbury
$550,000
5 Beds ⋅ 3 Baths ⋅ 24206462 MLS
Welcome to this spacious 5-bedroom, 2.5-bath home in a highly sought-after Glastonbury location. With 2,186 square feet, this home offers plenty of space and flexibility, including three bedrooms, a full bath, an eat-in kitchen with a slider to access outside and laundry all on the first floor-ideal for those looking for the option of one-floor living.The main level also features a versatile rear den with a fireplace and separate exterior entrance, making it well suited for a home office, guest space, playroom, or additional living area. Upstairs, you'll find two generously sized bedrooms and a large full bath. Outside, enjoy an expansive deck overlooking a flat, fully fenced yard-perfect for entertaining and everyday outdoor living. Stellar location, public water and sewer, 1 car garage...book your showing today!

17 Sherman Rd, Glastonbury
$399,900
4 Beds ⋅ 2 Baths ⋅ 24206590 MLS
One level living at its finest! This move in ready Ranch is the one you've been waiting for. Meticulously maintained, this 4 bedroom, 1.5 bath home offers the perfect blend of comfort, style, and convenience. Inside you'll find beautiful new floors, a modern kitchen with granite countertops, tile backsplash, stainless steel appliances, and an open concept layout designed for today's lifestyle. Step inside to the impressive family room featuring a striking brick fireplace that creates a warm and an inviting focal point. Step outside the glass sliders to the spacious trex composite deck, overlooking the fully fenced backyard; ideal for pets, play, and outdoor gatherings. A new roof in 2024, central air, vinyl windows & siding, and public water & sewer add to the home's appeal and low maintenance lifestyle. Conveniently located right off Main St with easy access to Route 2, this home offers a commuter friendly location less than 10 miles to downtown Hartford. Move right in and start enjoying everything this exceptional home has to offer!

77 Curtis Rd, Glastonbury
$549,900
4 Beds ⋅ 3 Baths ⋅ 24206055 MLS
Location, location, location! Welcome to 47 Sulky Drive, a beautifully maintained New England Colonial sitting at the end of a quiet cul-de-sac in Glastonbury's highly sought-after Buttonball neighborhood. Built to last, this classic home offers the perfect blend of timeless charm and unbeatable convenience. The traditional first-floor layout features formal living and dining rooms, powder room, a charming eat-in kitchen, and a warm family room anchored by a beautiful brick fireplace. Just beyond, a gorgeous sunroom offers serene views of the private, level backyard-your own peaceful retreat. Upstairs, you will find 4 spacious bedrooms and 2 full bathrooms. The home features hardwood floors protected under the carpeting throughout, as well as an oversized, attached 2-car garage. While this property has been deeply loved and meticulously cared for over the years, a few modern updates will make it absolute perfection. Enjoy exceptional proximity to local schools, parks, the downtown town center, and major highways. Don't miss this rare opportunity to create your own "home sweet home" in one of Glastonbury's premier locations!

47 Sulky Ln, Glastonbury
$695,000
4 Beds ⋅ 3 Baths ⋅ 24205140 MLS
COMING SOON! Prepare to fall for this beautiful 2,100-square foot Colonial close to all Glastonbury has to offer, while retaining peace and tranquility. It sits on .58 serene acres and has: four spacious bedrooms and two and a half bathrooms, large formal living room, sunny kitchen, dining room on the first floor and finished basement. There is a generous front to back family room with fire place with sliding doors to the back deck and peaceful back yard. Additional features include: large front yard to allow the home to be set back from the road; private back yard great for entertaining; attached two-car garage with ample area for a work space or storage; a detached shed for even more storage; and proximity to Rotary Fields. Specifics: Oil-fueled 3-zone baseboard heat, siding, roof and windows replaced 2001, furnace and chimneys repointed 2024, sprinkler system in place winterized for winter 2026, Generator- hookup.

408 Olde Stage Rd, Glastonbury
$219,900
1 Beds ⋅ 1 Baths ⋅ 24206337 MLS ⋅ English Hill BLDG.
Move-in ready 1-bedroom, 1-bath condo situated in a beautiful, well-established Glastonbury neighborhood near Glastonbury High School and approximately 1.5 miles from Glastonbury Center, with convenient access to restaurants, shopping and major routes. This well-maintained unit features central air, an open living area, spacious bedroom, private deck, kitchen with updated countertops and newer appliances, and an updated bathroom with tile flooring and newer vanity. A standout feature is the private garage located directly below the unit with convenient enclosed interior stair access and additional storage. Clean, common laundry is located just steps from the unit adjacent to the garage, with plenty of additional parking available. The community's heating system has recently been renovated and converted from oil to natural gas. Heat and hot water are included in the association fee, along with trash removal, lawn care and snow removal. Professionally deep cleaned and currently vacant for easy showings and immediate occupancy. An excellent opportunity for an owner-occupant or investor. Seller is willing to consider buyer concessions as part of an acceptable offer.

32 Willieb St Unit B1, Glastonbury
$799,900
3 Beds ⋅ 2 Baths ⋅ 24205675 MLS
Tucked privately along a serene drive shared by just three residences, this turnkey, extensively refreshed home pairs New England warmth with smart, modern lifestyle updates across every level. From the moment you arrive, the pride of ownership is evident in every thoughtful detail. Step inside to crisp, fresh paint and newly installed baseboards framing beautifully refinished hardwood floors. The central living room is anchored by updated overhead lighting, flowing seamlessly toward an inviting kitchen and breakfast bar finished with rich custom stain. The culinary space showcases professionally painted kitchen cabinetry, and an updated refrigerator. The walk-through pantry also features refreshed laundry cabinetry complete with a brand-new high-efficiency washer and dryer. Throughout the interior, curated lighting fixtures and modernized receptacles-including integrated USB and USB-C charging outlets-blend effortless functionality with timeless style. Retreat to the primary wing to find restful accommodations accented by custom window drapery, a tailored staircase runner, and an expansive primary suite outfitted with room-darkening blackout shades and a luxury smart bidet/toilet. Comfort is dialed in year-round with a serviced and tuned mini-split heat pump system paired with an intuitive smart thermostat. The guest wing provides to bedrooms and an updated bathroom, along with a pull-down attic.

88 Stancliff Rd, Glastonbury
$599,900
4 Beds ⋅ 4 Baths ⋅ 24205022 MLS
Welcome to 147 Evergreen Lane, a beautifully maintained Royal Barry Wills designed Dutch Colonial sitting on 1.36 idyllic acres in one of Glastonbury's most desirable settings. A fieldstone retaining wall and bluestone steps lead you up to the front entrance, setting the tone before you even walk through the door. The front entrance itself is a statement, a rustic plank door with hand-forged iron strap hinges, flanked by antique-style lanterns that carry the theme through to the exterior. A charming Dutch door off the side entrance, complete with its own diamond-pane window and iron latch hardware, adds even more of that storybook New England feel. The details here are the kind you can't recreate with new construction: hand-hewn exposed beams cross the ceilings in multiple rooms, paired with wide-plank pumpkin pine flooring that runs throughout much of the home. The eat-in kitchen is anchored by a brick fireplace with a hand-painted tile surround and wood mantel, one of three fireplaces in the home. Diamond-pane glass windows appear throughout, in the dormers, above the front entry, over the kitchen sink, and framing the dining area, filling the rooms with light while giving every space genuine period character. The recently updated eat-in kitchen pairs white cabinetry and dark countertops with those same exposed beams overhead, decorative cutout trim, and hand-painted tile accents, a kitchen that's been modernized without losing the character around it.

147 Evergreen Ln, Glastonbury
$624,900
4 Beds ⋅ 3 Baths ⋅ 24191676 MLS
Looking for a house that has been well maintained and in Buttonball Elementary School District? This is IT!! Turnkey living meets one of Glastonbury's most desirable neighborhood settings in this beautifully maintained Buttonball home, thoughtfully updated and ready to enjoy. At the heart of the home is a remodeled kitchen featuring Silestone countertops, stainless steel appliances, gas cooking and hardwood floors, opening naturally to the dining area and a spacious family room with fireplace. Sliders extend the living space outdoors to a large composite deck overlooking an expansive, level, tree-lined backyard offering wonderful privacy. A generous living room provides additional space to gather and entertain. Upstairs, the spacious primary suite features recessed lighting, a walk-in closet and private bath with stall shower, while three additional well-sized bedrooms offer flexibility for family, guests or a home office. popcorn ceilings removed throughout the main living areas. A brand-new 2026 roof, remodeled baths with granite counters, replacement windows, vinyl siding, updated flooring, refreshed driveway and landscaping add to the move-in-ready appeal. Natural gas, a two-car attached garage and an unfinished lower level ready for future expansion complete the package. Enjoy sidewalks for neighborhood walks plus convenient access to Glastonbury Town Center, shopping, restaurants and everyday amenities.

78 Wadsworth St, Glastonbury
$424,900
2 Beds ⋅ 3 Baths ⋅ 24204040 MLS ⋅ Williams Glen BLDG.
RARELY available is this stunning, fully remodeled 2 bed, 2.5 bath townhouse situated inside Glastonbury's highly sought after "Williams Glen". Convenient and inviting floor plan showcases tasteful quality renovations, modern updates, plenty of natural light shining throughout and 1895 SQFT of comfortable living space! The kitchen features granite countertops, SS appliances, custom cabinetry, a pantry and pass through to formal dining and living rooms. Beautiful, open living/dining room w/ gleaming hardwood floors, gas fireplace and french doors to private back deck highlight the main level. Upstairs you will find 2 generously sized bedrooms each w/ it's own full bath including the primary bedroom suite w/ walk-in closet, walk-in shower, and double vanity. The lower level features an additional 320 SQFT of finished living space w/ endless possibilities. Relax out back on your PRIVATE deck and enjoy the peaceful setting w/ garden views. Additional features include a BRAND NEW ROOF, CENTRAL AIR, new hot water heater, 1 car detached garage, natural gas, upper level laundry closet and plenty of basement storage. HOA handles grounds maintenance, landscaping, snow removal, water, sewer and more! Located in a quiet and peaceful setting while providing easy access to all of what Glastonbury has to offer including award winning schools, shops, parks, restaurants, major highways, and just a short walk to Glastonbury Center, this special home will not last and can be yours today.

31 Williams Glen Way Unit 31, Glastonbury
$350,000
2 Beds ⋅ 2 Baths ⋅ 24204607 MLS ⋅ Surrey Hill BLDG.
Welcome home to this fully updated 2 bed, 1 1/2 bath townhouse in Glastonbury's Surrey Hill community. Offering approximately 1,400 square feet of living space, this inviting home combines comfortable everyday living with plenty of room to spread out. The main level features a spacious living room with a wood burning fireplace, creating a warm focal point for the space, along with a separate dining area that opens through sliding glass doors to a private patio surrounded by mature landscaping and a peaceful wooded backdrop. The kitchen features white cabinetry, granite countertops, stainless steel appliances, a tile backsplash and a generous breakfast bar overlooking the dining area, ideal for casual meals or entertaining. Upstairs you'll find two generously sized bedrooms with ample closet space, hardwood style flooring and a full bath. The primary bedroom offers exceptional closet storage and convenient access to the full bathroom. Need additional space? The partially finished lower level provides a versatile bonus room perfect for a family room, home office, workout area or media space, while the unfinished portion offers laundry, utility and plenty of storage. The home also features central air, natural gas heat and hot water, public water and sewer, and a one car carport with additional assigned parking.

17 Conestoga Way Unit 17, Glastonbury
$329,900
2 Beds ⋅ 2 Baths ⋅ 24197508 MLS ⋅ Addison Pond BLDG.
Don't miss this one! RARELY AVAILABLE condo in one of Glastonbury's most DESIRABLE communities. Ideally located near Addison Park, this 1/2 duplex sits on a PRIVATE tree-lined CUL-DE-SAC with a true neighborhood feel. You'll enjoy QUIET SURROUNDINGS while being just minutes from farm stands, shopping, dining, parks and everyday amenities. This WELL-MAINTAINED home features PUBLIC UTILITIES, NATURAL GAS HEAT & CENTRAL AIR. HARDWOOD FLOORS in the living room and a partially FINISHED LOWER LEVEL perfect for a family room, home office or workout space. First floor laundry. Eat-in kitchen with pantry and sliders out to deck. The PRIVATE DECK overlooks a beautifully manicured, LEVEL lot with an irrigation system. Just 5 minutes to Glastonbury Center, 15 minutes to Downtown Hartford and 25 minutes to BDL airport. Opportunities like this one don't hit the market often - come take a look, this one won't last long. Available for a quick closing!

47 Addison Pond Rd Unit 47, Glastonbury
$699,900
4 Beds ⋅ 3 Baths ⋅ 24202559 MLS
RARELY available is this 4 bed, 2.5 bath split level colonial tucked away on Boulder Circle in PICTURESQUE South Glastonbury. Convenient and inviting open floor plan showcases tasteful modern updates, gleaming hardwood floors, natural light shining throughout and over 2400+ SQFT of comfortable living space. The kitchen features quartz countertops, SS appliances, custom cabinetry, glass back-splash, large center island and opens up to formal dining and living rooms. The lower level features a FIRST FLOOR BEDROOM, a spacious 28x15 family room w/ fireplace and sliders to back deck, and a half bath w/ laundry. Head upstairs and you will find the luxurious primary bedroom suite w/ walk-in closet, walk-in shower and quartz vanity. Two additional spacious bedrooms, a full bath, and plenty of closet space complete the upper level. Relax out back on your private AZEK deck and enjoy the serene and tranquil setting, situated on .7 acres and nestled amongst the trees! Additional features include CENTRAL AIR, 2 car attached garage, plenty of basement storage, and a 2022 Kloter Farms shed. Located in a quiet and peaceful PRIVATE neighborhood setting while providing easy access to all of what Glastonbury has to offer including award winning schools, shops, parks, restaurants, major highways, and Glastonbury Center, this special home is an absolute GEM and can be yours today!

50 Boulder Cir, 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
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