Glastonbury Single Family Properties for Sale

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Newest Glastonbury Single Family Homes for Sale

$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

$499,880

4 Beds ⋅ 3 Baths ⋅ 24189709 MLS

Welcome to this spacious 4-bedroom, 3-bath 2200+ sq ft raised ranch nestled on a quiet cul-de-sac in the highly desirable Apple Hill neighborhood. Lovingly maintained by the original owner this solidly built home offers a wonderful opportunity to make it your own. It's ready for you to bring your personal style and updates. It has been refreshed with recently refinished hardwood floors and a freshly painted interior. The living room has a vaulted ceiling with floor to ceiling fireplace open to the dining room. The kitchen features a center island, pantry closet and desk area. It flows seamlessly into the main living areas and screened in porch making it ideal for everyday living and entertaining. Enjoy the over sized family room with a fireplace, creating a warm and comfortable gathering space. The primary bedroom includes a full bath. A screened porch spanning the back of the house offers the perfect place to relax while overlooking the backyard. Additional highlights include central air on the main level, new furnace, a 2-car garage, city sewer, well pump new in 2024 and new well pressure tank 2026. Conveniently located close to town with easy access to shopping, orchards, parks, recreation, restaurants, and Route 2, this home offers the perfect blend of neighborhood charm and everyday convenience. Less than 10 minutes from Trader Joe's or Whole Foods or enjoy dinner out at Bricco's or lunch at Bin 228! An exceptional opportunity to make 81 Crescent Rd your new home!

81 Crescent Rd, Glastonbury

$630,000

4 Beds ⋅ 4 Baths ⋅ 24189538 MLS

Welcome home to this spacious colonial, perfectly situated on a quiet cul-de-sac where generous living spaces and a backyard made for entertaining come together beautifully. At the heart of 6 Smithbrook Terrace is the updated kitchen featuring cherry cabinetry, stainless steel appliances, lots of counter space and an eat in breakfast nook. On the main level you find a traditional layout with formal dining room, family room and living room. The family room features wide plank wood flooring and a fireplace with a brick surround. On the second floor is the primary bedroom with full bath and walk-in closet along with two additional bedrooms and another full bathroom. On the third floor is the fourth bedroom with walk-in closet. The finished lower level provides exceptional additional living space perfect for a recreation room, home office, fitness area, or media room and has a full bathroom. Outside your private backyard retreat awaits with a sparkling in-ground pool, pavilion and sun room provide plenty of space for relaxing, hosting summer gatherings, or enjoying peaceful evenings at home. The pool features an ionizer which uses copper to replace harsh chemicals. Fabulous location just moments to Glastonbury town center for shopping, restaurants and easy access to the highway for a fast commute. Buttonball School District.

6 Smithbrook Ter, Glastonbury

$1,499,000

4 Beds ⋅ 6 Baths ⋅ 24175441 MLS

Exceptional brick colonial w/estate-like privacy, grand architectural scale, & refined craftsmanship just moments from Glastonbury Center. Privately set at end of tree-lined drive on 6.29 acres bordering town-owned preserve. Sited along cul-de-sac of distinguished homes, the property encompasses over 7,200sf of elegant living space. Impressive front approach w/motor courtyard, extended paved parking, & oversized attached 3-car garage. Immediately captivating w/elevated millwork, soaring 2-story foyer, and dramatic front-to-back center hall finished w/radiant heated tile floors. Beautifully proportioned formal living spaces include front living room w/hardwood floor & paneled walls, & a gracious dining room w/adjoining butler's pantry. The expansive chef's kitchen features large center island w/breakfast bar, gas cooktop, wall ovens, abundant cabinetry, pantry, & exceptional eat-in dining area w/French doors opening to rear patio. The 2-story great room is breathtaking in scale & detail w/built-in bookcases & cabinets, striking gas fireplace w/exquisite mantel detail, & inlay hardwood floor. The main level is complete w/spacious mudroom w/direct access to garage, powder room, 2nd back staircase, & dedicated laundry room w/sink & access to pool patio for effortless indoor/outdoor living. The upper level continues w/soaring ceilings & 4 generously sized bedroom suites, each complete w/walk-in closets, & ensuite full bathrooms. ***CONTINUED***

76 Sturgeon River Rd, Glastonbury

$679,900

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 includes a charming 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, set off of 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/dryer. The second full bath, on the main level, showcases Hollister's original exposed brick, thoughtfully preserved and reinforced to maint

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

$675,000

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 are a bonus here 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

$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

$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. 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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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.