Browse All Glastonbury CT Single Family Properties for Sale

4 Beds ⋅ 3 Baths ⋅ 24200116 MLS

Welcome home to this classic 4-bedroom, 2.5-bath Colonial in one of Glastonbury's most sought-after neighborhoods! Located just minutes from Buttonball Lane Elementary School, this 1,920 sq. ft. home features a traditional layout perfect for everyday living and entertaining. The main level boasts a spacious living room, a family room with a cozy fireplace, a formal dining room, a functional kitchen, and a convenient main-level laundry area. Upstairs, you will find four bright bedrooms, including a generous primary suite with walk-in closet. The property features public water, public sewer, natural gas heating, and underground utilities. Relax on the rear deck overlooking the tranquil backyard. Complete with a 2-car attached garage and a paved driveway, this home offers incredible potential to build lifelong memories in a top-tier school district. Schedule your showing today!

375 Olde Stage 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

$389,000

3 Beds ⋅ 1 Baths ⋅ 24199986 MLS

This Classic American Farmhouse is located in the hills of South Glastonbury just a minutes from orchards, wineries and farms. The 1,105sq.ft. home is heated ( propane) and cooled by a new HVAC system. The interior has 3 bedrooms upstairs, an updated kitchen and bathroom, a cozy living room with gas fireplace, a sun room and dinning area that opens up to a new deck. The exterior has new siding, updated windows and a new basement bulkhead door. The house sits on a.8-acre lot at the end of a semi-private cul-de-sac.The lot is split by the driveway/road which the town plows and maintains.Outside is where this property really sets itself apart. Enjoy morning coffee on the new deck, evenings around the circular paver patio and fire pit,or simply take in the privacy of the surrounding woods and the properties meadow with the sound of Roaring Brook Nearby. Move-in ready and perfectly situated for anyone looking for an escape from a long day.

77 Hopewell Hts, Glastonbury

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 24193125 MLS

Discover a rare South Glastonbury opportunity where classic New England character, thoughtful updates, and exceptional versatility come together. This beautifully updated Colonial is more than an equestrian property. Inside, 5 fireplaces add warmth and character, while the remodeled kitchen and tunnel skylight bring natural light into the heart of the home. A finished basement provides additional living space and storage, while the 3-car garage with loft offers added flexibility. Enjoy a welcoming enclosed/screened porch, patio, gazebo, and shed. Major improvements include 50-year composite siding, 50-year asphalt shingles, repointed chimneys with new caps, a new well pump and water tank, and a whole-house generator. For the equestrian enthusiast, the property offers an 8-stall stable with hayloft, private well, heated tack room, riding arena, level turnout paddocks, and pasture opportunities. The new 30' x 56' heated RV/vehicle garage, with an approximately 14' overhead door, 10' overhang, and 50-amp RV service, is ideal for car collectors, boat and RV enthusiasts, contractors, hobbyists, or anyone seeking substantial storage and workspace. Enjoy the privacy and character of South Glastonbury while remaining conveniently located near golf, shopping, parks, medical facilities, tennis, public pool, recreational amenities, public transportation, restaurants, and more. This truly unique property offers character, condition, lifestyle, and extraordinary flexibility.

84 Foote Rd, Glastonbury

$499,999

3 Beds ⋅ 3 Baths ⋅ 24197994 MLS

Welcome home! This fully updated contemporary gem is ready to be loved by its new family! The gorgeous kitchen, boasting quartz countertops, custom cabinetry and stainless steel appliances, provides the perfect set up for prepping that big holiday meal. The dining area, with its coffee bar and built-in, is steps away in this open concept layout, ideal for entertaining! The first living room area is also adjacent to the kitchen, showcasing huge floor to ceiling windows, attracting tons of natural light! A large bedroom, with its own custom built-ins for charm, sits down the hallway, next to the main level full bath. A second living room is just beyond, with vaulted ceiling and fireplace! Upstairs, you'll find the breathtaking master bedroom and en suite, with private balcony and fireplace, are the perfect spot to rest after a long day! The en suite shows off amazing art floor tile and also hosts the washer/dryer for added convenience! The oversized walk in closet adds plenty of extra storage space. Down the hall, you'll find a second generous sized bedroom. The basement is finished, and has a half bathroom also, a set up perfect for a craft room, additional play room or music studio. New roof, new electric upgrades, new plumbing upgrades, and plenty more, the major checklist items are DONE! The home sitting comfortably far back from the road makes for peace and added privacy. The big backyard and huge deck/patio are are great for outdoor hosting! Schedule your showing today!

248 Manchester Rd, Glastonbury

$649,000

4 Beds ⋅ 4 Baths ⋅ 24197214 MLS

Nestled in the heart of highly sought-after Glastonbury, this exceptional custom-designed Colonial reproduction beautifully blends timeless New England charm with modern comfort and exceptional craftsmanship. Set along a picturesque stretch of Coleman Road, a charming fenced-in entrance welcomes you to the property. Classic New England stone walls, professionally landscaped grounds, and a tranquil babbling brook bordering the property create a private and serene setting. Inside, the home captures the essence of classic architecture with custom millwork, hardwood floors throughout, four fireplaces, and an enduring sense of quality and craftsmanship. The spacious interior is designed for both everyday living and effortless entertaining. The large dining room provides an elegant setting for entertaining and gatherings, while the expansive sunroom offers a wonderful space to relax and enjoy the beauty of the surrounding grounds throughout the seasons. Four bedrooms feature custom built-ins, and ample closet space throughout the home provides exceptional storage. A convenient upstairs laundry room includes additional storage, adding functionality to the thoughtfully designed floor plan. A spacious bonus room over the garage offers versatile living space and convenient outdoor access, ideal for a home office, recreation room, or guest space.

24 Coleman Rd, Glastonbury

$899,000

3 Beds ⋅ 3 Baths ⋅ 24196261 MLS

This extraordinary custom residence seamlessly blends timeless elegance with relaxed sophistication. Originally a log cabin and thoughtfully reimagined into a luxurious estate, the home showcases exceptional craftsmanship, distinctive architectural details, and premium finishes throughout. A stunning wraparound porch with rich mahogany flooring and beadboard ceilings creates an inviting first impression, while the oversized carriage-style two-car garage provides generous space for vehicles and additional storage. Step inside to a dramatic two-story foyer featuring soaring ceilings, travertine flooring, and an elegant marble medallion inlay. Every room reflects meticulous attention to detail, from shadowbox accents, bullnose archways, and custom niches to hand-painted walls and a beautifully frescoed foyer ceiling. The great room is anchored by a floor-to-ceiling stone fireplace, custom handcrafted built-in entertainment center, and striking cherry inlay hardwood flooring that adds warmth and character. French doors on either side of the fireplace fill the space with natural light and provide seamless access to the outdoor entertaining areas. Andersen windows and designer lighting enhance the home's bright, welcoming atmosphere. Designed for both everyday living and entertaining, the chef's kitchen features terra-cotta tile flooring , an oversized center island, handcrafted cabinetry, extra-thick granite countertops, tumbled marble backsplash.

390 Three Mile Rd, Glastonbury

$1,450,000

4 Beds ⋅ 4 Baths ⋅ 24191169 MLS

For the first time ever, the Macclain Estate is being offered for sale. Welcome to your own private waterside retreat. Nestled on an expansive parcel, this remarkable property is tucked away from the road behind a thoughtfully designed berm that provides exceptional privacy while minimizing road noise. Perched above a picturesque, stocked lake, the home enjoys breathtaking views and offers endless opportunities for kayaking, paddleboarding, fishing, and peaceful waterfront living. The oversized patio, complete with an outdoor kitchen and trellis, overlooks the sprawling backyard, where mature, carefully planned landscaping creates a true outdoor oasis. The grounds have even been prepared for the addition of a pool, should the next owner desire. Lovingly designed and custom built for generations of family enjoyment, the home welcomes you through a handcrafted front door into a grand foyer featuring a sweeping circular staircase. To the left, you'll find a cozy home office and spacious formal dining room, while a first-floor bedroom and full bath to the right offer the convenience of one-level living.At the rear of the home, the chef's kitchen is perfectly positioned to capture serene lake views and features custom wood cabinetry, granite countertops, and premium appliances, including a DCS range and Sub-Zero refrigerator. The adjoining great room features a massive stone fireplace and is lined with Marvin custom windows, filling the space with natural light and showcasing the

2784 Hebron Ave, Glastonbury

$7,200,000

5 Beds ⋅ 8 Baths ⋅ 24191237 MLS

The wait is over-the Grand Dame of South Glastonbury is now available. Perched atop one of Connecticut's most breathtaking settings, this extraordinary custom French chateau commands sweeping views stretching to Massachusetts, along with spectacular sunsets over the Hartford skyline.A true labor of love, this remarkable estate reflects more than 13 years spent sourcing the finest materials and architectural inspirations from the grand estates of France and Newport, Rhode Island. Inside, every detail has been thoughtfully curated to capture the authenticity and elegance of a classic French chateau. Eight custom fireplaces imported from Europe, exquisite chandeliers inspired by Versailles, hand-crafted Habersham cabinetry, and premium Miele appliances define the stunning chef's kitchen. Each room offers its own distinct character, showcasing exceptional craftsmanship through intricate millwork, hand carved limestone fireplaces, Brazilian walnut and marble flooring, ornate medallions, solid mahogany doors, custom wrought iron, and a magnificent circular marble staircase. Step into a world of timeless elegance, where uncompromising quality and artistry are evident at every turn. Every room enjoys breathtaking views, from the spectacular primary suite to the attached guest house. Enter the primary retreat through its dramatic rotunda, leading to extraordinary custom closets, a luxurious spa bath, and a bedroom featuring a private balcony and a stunning marble-and-brass fireplace.

105 Crystal Ridge Rd, Glastonbury

$599,900

4 Beds ⋅ 3 Baths ⋅ 24190052 MLS

Welcome home to this spacious 4 bedroom colonial offering comfort and functionality. Enjoy the convenience of public utilities, natural gas heat, newer water heater, central air, ceiling fans throughout, a whole-house attic fan, and three mini-split systems that provide efficient, zoned heating and cooling. The kitchen offers stainless appliances, granite countertops, a tile backsplash, and a walk-in pantry. The formal dining room opens to the expansive living room and features hardwood flooring creating an inviting atmosphere for entertaining guests. Relax in the separate family room, complete with custom built-in cabinetry, a cozy gas fireplace, and a ceiling fan. From here, step outside to the deck with built-in bench seating-perfect for enjoying your private backyard. The first floor also offers a half bath with laundry area. Upstairs, you'll find four generously sized bedrooms with newer flooring throughout. The spacious primary suite includes dual closets and a private full bath. One of the additional bedrooms features a bonus room that offers endless possibilities as a home office, playroom or fitness room. The finished lower level provides additional living space along with a separate workshop and ample shelving for storage. Situated on a private and level .41-acre lot, this home offers plenty of backyard space with a peaceful setting. This home is ready for its next owners to move in and enjoy.

285 Long Hill Dr, Glastonbury

$649,900

4 Beds ⋅ 3 Baths ⋅ 24187386 MLS

The Hollister House awaits it next chapter! Step into modern, turnkey living in this 2300sf, fully renovated 4 bedroom/3 full bath single-family condo in the highly desirable Meadow Hill 55+ community. Every detail of this home has been updated, making it truly move-in ready...perfect for those seeking style, comfort, and low-maintenance living. The first floor features a primary bedroom and full bath, which can be used as a flexible home office or den. The primary bedroom's full bath includes a tile surround walk-in shower, his and her sinks, storage cabinets and beautiful tile flooring. The living area features an antique fireplace, reminiscent of classic homes where cooking once took place - purely decorative, adding character and historic charm. The kitchen boasts all brand-new stainless-steel appliances, including a five-burner gas stove, microwave, and granite countertops with a chic leathered finish, subway tile backsplash, custom cabinets with under-cabinet lighting, all complemented by hardwood floors. Modern contemporary lighting with step-dimming capability, can be found throughout the main and upper levels. The dining room, adjacent to the kitchen area, offers lots of natural light accentuated by high ceilings with lighted storage areas, and a dedicated laundry closet with a hookup to accommodate a stackable washer/gas dryer. The second full bath, on the main level, showcases Hollister's original exposed brick, thoughtfully preserved and reinforced to maintain

5 Hollister Way N, Glastonbury

$1,399,999

5 Beds ⋅ 4 Baths ⋅ 24184457 MLS

Perched high above the South Glastonbury countryside, this extraordinary retreat offers breathtaking sunsets, sweeping views across rolling orchards to the Hartford skyline, and a sense of peace that is truly unforgettable. Two parcels, two residences, one extraordinary lifestyle. This is a home that simply cannot be fully captured in words or photographs-it must be experienced in person. From the breathtaking views and unforgettable sunsets to the thoughtful spaces, unique amenities, and peaceful surroundings, every corner reveals something special. It's more than a home; it's a lifestyle waiting to be felt. Cherished by one family and offered for the very first time, the property includes 2 parcels: 571 Woodland St, featuring the residence on approximately 1 acre, and 541 Woodland St, an additional approximately 1-acre lot. Walls of glass, soaring ceilings & private balconies bring the spectacular setting indoors. The main residence offers 4 bedrooms, 2 full baths, an open floor plan, private sauna & attached 3-car garage. The attached guest residence has its own living area, kitchen, dining space, laundry, fireplace, loft, 1 bedroom, 2 full baths & private balcony-ideal for multigenerational living, guests or a private retreat, with potential for yearly or short-term rental income, subject to applicable approvals, to help offset homeownership expenses.

571 Woodland St, Glastonbury

$650,000

4 Beds ⋅ 3 Baths ⋅ 24178336 MLS

Rare find!!! Authentic New England charm is preserved within this thoughtfully expanded 3,346 sq-ft (2,866 above grade) colonial-style home featuring additions and upgrades that provide modern conveniences and open spaces for today's lifestyle. Public utilities and solar too! The modern jewel, a stunning 2013 addition, adds a spectacular main-level primary suite with soaring ceilings, gleaming hardwood floors, abundant natural light, spacious walk-in closet, and a spa-inspired en-suite bath (clawfoot soaking tub and a walk-in steam shower). On the lower level of this addition you'll find two rooms, one with an impressive fireplace, separated by French doors for extra privacy. A large picture window overlooks the enchanting level back yard complete with babbling brook and hand crafted stone walls. Also on the main level is the beautifully updated kitchen, featuring granite countertops, large center island, soaring ceilings, ample dining space, and direct access to the rear patio for everyday enjoyment and easy outdoor entertaining. Adjacent is the formal dining room that showcases the second of this home's three fireplaces and serves as a beautiful reminder of the property's historic roots. Continuing on, you'll find wide plank original wooden floors, another fireplace, and the original wooden front door. A 1st floor office nook, an inviting four-season sunroom with walls of windows, plus a full bath with laundry round out this main level

539 Hopewell Rd, Glastonbury

$460,000

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

$1,635,000

5 Beds ⋅ 5 Baths ⋅ 24158783 MLS

To Be Built- Exceptional New Construction in Crosby II Subdivision by Renowned Builder Reggie Jacques- known for decades of experience & for developing many of Glastonbury's most desirable neighborhoods. The proposed layout offers beautiful architecture, strong curb appeal, & a flexible floor plan designed for modern living. Main level features a dramatic two-story family room w/ a fireplace, custom built-ins, and a wall of windows that fills the space with natural light. Family room flows seamlessly into the kitchen, offering the opportunity to design your dream kitchen with endless possibilities. Formal living & dining rooms add elegance to the first floor, along with a bedroom and full bath that can easily serve as a study, office, or playroom. A convenient mudroom will also be added off the garage. Upstairs, the luxurious primary suite impresses with his-and-hers walk-in closets and a spacious bath featuring a tile shower and a soaking tub. Two additional bedrooms share a Jack-and-Jill bath, while a fourth bedroom includes its own private bath and walk-in closet. All bedrooms are generously sized. A convenient laundry room off the primary suite completes the second floor. The lot is currently being cleared and sits on 1.12 acres, offering a level yard and space for a large patio. Located in an extremely desirable neighborhood with limited availability, this is a rare opportunity to build your dream home in Crosby II.

79 Crosby Rd, Glastonbury

$1,750,000

5 Beds ⋅ 6 Baths ⋅ 24094237 MLS

To Be Built - Exceptional Home in Prestigious Crosby II Subdivision by Renowned Builder Reggie Jacques. This stunning new construction will be crafted by one of Glastonbury's most respected builders known for his decades of experience and exceptional skill in developing many of Glastonbury's most desirable subdivisions. This future home will offer a sophisticated layout featuring an open-concept, soaring ceilings, highest grade level finishes, and 9' ceilings on every floor. Grand family room, flexible first-floor bedroom suite (ideal for guests or multigenerational living), and opportunity to design every detail in kitchen, baths... Luxurious primary suite, expansive rooms throughout and exceptional architectural details will create a truly impressive living experience. Buyers will have the opportunity to customize finishes and tailor the layout and overall design of the home to fit their lifestyle including the Kitchen- with many options available. Premier Lot-Set in the sought-after Crosby II neighborhood sitting on over 2 acres of land, this home will stand out for its luxury, curb appeal, and craftsmanship. Don't miss your chance to build your dream home in one of Glastonbury's finest communities.

105 Crosby Rd, Glastonbury

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Browse All Glastonbury CT Single Family Properties for Sale

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