Refine Search
Map
Sort by
$828,000
4 Beds ⋅ 4 Baths ⋅ 24172976 MLS
Timeless elegance in one of South Glastonbury's most sought-after neighborhoods! Warm, classic decor and thoughtful updates create an inviting atmosphere throughout this beautifully maintained home. A perfectly situated first-floor office with custom built-ins provides an ideal work-from-home space, while the welcoming family room features a striking brick accent wall and wood-burning fireplace. The formal dining room is accented by chair rail and shadow box trim, adding character and sophistication for entertaining. The eat-in kitchen offers white cabinetry, an eat-at counter, a sunny bay window, and a casual dining area overlooking the picturesque backyard. Outside, discover a truly special setting with custom hardscaping, a spacious deck, specimen trees, winding garden paths, and colorful perennial plantings that create a private outdoor retreat. Upstairs, the spacious primary suite features a large walk-in closet and a beautifully remodeled bath with double vanities and a tiled shower. Three additional bedrooms share a well-appointed full bath with white cabinetry and an oversized linen closet. The walk-out, garden-level lower level provides valuable, finished living space with endless possibilities for recreation, hobbies, or entertaining. Additional highlights include a 2025 furnace, 2024 water heater, generator-ready setup, and an oversized two-car garage with a third bay perfect for utility vehicles, lawn equipment, or extra storage.

25 Country Ln, Glastonbury
$760,000
4 Beds ⋅ 3 Baths ⋅ 24184462 MLS
The classic Colonial you've been waiting for! Tucked away on a private cul-de-sac, this special home offers public water, public sewer, and natural gas, along with an unbeatable location and neighborhood just minutes from town. A dramatic two-story foyer welcomes you inside, where current decor and inviting spaces create an immediate sense of home. The living and dining rooms offer exceptional flexibility for entertaining, working from home, or everyday living. At the heart of the home, the two-story family room features a wood-burning fireplace and flows seamlessly into the thoughtfully designed kitchen.A convenient mudroom is just off the garage. Upstairs, you'll find four spacious bedrooms, including a well-positioned primary suite, plus the convenience of second-floor laundry. The finished lower level adds approximately 500 SF of additional living space, perfect for recreation, fitness, or hobbies. Outside, enjoy the expansive deck overlooking a level, private backyard ideal for relaxing or entertaining. Recent updates include a 2024 furnace and water heater. A wonderful combination of location, comfort, and functionality!

152 Chase Hollow Ln, Glastonbury
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 24184457 MLS
This offering consists of 2 parcels. 541 Woodland St is a 1-acre lot & 571 Woodland St is the home on 1 acre lot. This is a rare opportunity to own a truly one-of-a-kind retreat with extraordinary views. Lovingly cherished by one family and offered to the market for the very first time, this rare sanctuary blends breathtaking sunsets, timeless architecture, and everyday luxury in perfect harmony. Perched high above the picturesque South Glastonbury countryside, this extraordinary residence captures sweeping west-facing views across rolling orchards to the Hartford skyline, where spectacular sunsets become part of everyday life. Designed to embrace its remarkable setting, expansive walls of glass, soaring ceilings, and private balconies fill the home with natural light while framing panoramic vistas from nearly every room. The main residence offers 4 bedrooms, 2 full baths, a graceful open floor plan, private sauna, and attached 3-car garage. The attached guest retreat provides exceptional flexibility with its own living area, kitchen, dining space, and laundry, along with a fireplace, soaring ceilings, loft, 1 bedroom, 2 full baths, and private balcony ideal for multigenerational living, a luxury home office, or private sanctuary. Whether entertaining against a backdrop of unforgettable sunsets, enjoying peaceful mornings overlooking the orchards, or simply taking in the beauty of every season, this home was designed to inspire connection, comfort, and tranquility.

571 Woodland St, Glastonbury
$599,900
4 Beds ⋅ 3 Baths ⋅ 24185716 MLS
PICTURE YOURSELF COMING HOME TO YOUR CHALET-STYLE HOME IN BEAUTIFUL GLASTONBURY! The kitchen & dining room open via sliders to a spacious patio overlooking lush gardens, an inviting in-ground gunite pool, outdoor shower, & charming sun-filled pool house w/ceiling fan (13'10"x 13'4"). A convenient breezeway includes a half bath, prep station, & sink with built-in garbage disposal for seamless outdoor gatherings. Inside, the open-concept living and dining area features soaring vaulted ceilings, exposed wood beams, hardwood floors, and a stunning wood-burning fieldstone fireplace. The expansive eat-in kitchen offers granite countertops, quality cabinetry, hardwood flooring, and a gas stove. The versatile main-level bedroom can serve as an additional primary suite with a bright, newly renovated bath featuring ivory Italian tile and a stall shower. A third full bath with tub is also located on the main level. The upstairs primary suite offers a private balcony with beautiful easterly views, it also shares a Jack-and-Jill bath with the pool facing bedroom on the upper level. The finished lower level adds approximately 600 square feet of comfortable living space with a second wood-burning brick fireplace, large windows, and direct access to the oversized attached two-car garage complete with cabinets and workbench. Closet space and storage areas are abundant throughout the home. Nestled on a private, tranquil lot surrounded by mature perennial gardens, flowering trees, CONTINUED...

141 Founders Rd, Glastonbury
$899,900
4 Beds ⋅ 3 Baths ⋅ 24179529 MLS
Discover exceptional craftsmanship and modern design in this stunning new construction home, privately set on a wooded lot and scheduled for completion in approximately two months. Offering over 2,800 square feet of thoughtfully designed living space, this home features 4 bedrooms, a dedicated office, and an open-concept floor plan tailored for today's lifestyle. A dramatic two-story foyer welcomes you inside, where hardwood flooring flows throughout the main level and continues into the second-floor hallway. The heart of the home is the chef-inspired kitchen, showcasing quartz countertops, a custom wood range hood, spacious pantry, and an impressive 6' x 8' center island with double-sided cabinetry and abundant storage. The kitchen opens seamlessly to the dining area and stunning great room, highlighted by a custom wood beam, gas fireplace with bluestone hearth and shiplap surround, and oversized windows that fill the space with natural light. The main level also features a private office, convenient half bath, and a generous mudroom with custom built-in bench and excellent storage. Every detail reflects the quality and pride of a highly respected local builder known for superior craftsmanship and elevated finishes.

495 Wickham Rd, Glastonbury
$884,900
4 Beds ⋅ 4 Baths ⋅ 24179165 MLS
Custom designed & meticulously maintained, exceptional Glastonbury home offers an open floor plan with thoughtfully designed living spaces, 9' ceilings & beautiful hardwood flooring throughout the main level. Dramatic 2 story foyer welcomes you inside, flanked by a music room or home office w/ French doors. Sun filled family room features a stunning fieldstone fireplace & flows seamlessly into the custom kitchen, designed for both everyday living & entertaining, featuring oversized center island, granite counters, abundant cabinetry, cooktop w/ pot filler, beverage refrigerator, pantry storage & picturesque views of the private backyard. Spacious dining area opens directly to the kitchen, creating ideal gathering space. Detailed millwork throughout showcases home's quality craftsmanship. Large mudroom, half bath & attached garage provide exceptional functionality, extra paved area offers flexibility for guests. Luxurious 1st floor primary suite has 2 walk-in closets & spa inspired bath w/double vanities, radiant heat floor, shower & soaking tub. Upstairs, 3 additional bedrooms, including versatile suite w/full bath & laundry, currently used as a family room w/ adjacent attic area offering potential for a 2nd floor primary suite. 2nd Unfinished attic area is framed for future skylights & expansion. Lower level offers abundant storage & future finishing potential. Step outside to enjoy the expansive Trex deck, large paver patio, tranquil surroundings, and sweeping front yard.

508 Chimney Sweep Hill Rd, Glastonbury
$659,900
5 Beds ⋅ 4 Baths ⋅ 24181384 MLS
Location! Contemporary! Spacious! Need we say more about this all-in-one bundle? Ideally located on a quiet neighborhood street, this timeless beauty with its contemporary updates offers 5 bedrooms, 3.5 bathrooms, offers excellent proximity to everyday necessities, commuter routes, and local amenities. You're just a short drive from area schools, shopping and restaurants, making errands and evenings out especially convenient. Easy access to nearby highways streamlines travel to Hartford downtown and surrounding towns. Two bedrooms on the main floor provide additional convenience and flexibility to use one of them as a home office. This tastefully updated single family home blends everyday comfort with a strong emphasis on modern efficiency and smart home living. Hardwood & Vinyl flooring all through the main floor completes the fine aesthetics. Throughout the home, smart switches and lighting elevate both function and ambiance. Energy efficiency of this property is elevated with solar panels with a 6.5 kWh capacity. The combination of smart home technology, energy conscious systems, and tasteful upgrades makes 25 Hampshire Drive a must see for anyone seeking a turnkey home that blends aesthetic charm with forward thinking features in an amazing location.

25 Hampshire Dr, Glastonbury
$926,000
4 Beds ⋅ 4 Baths ⋅ 24179182 MLS
Picture- perfect 11- room custom Colonial is beautifully sited on 3.8 serene acres, surrounded by lush gardens and natural woodlands, in a cul-de-sac enclave of fine homes. It spans 4819 square feet, including the lower level, where an 1119 square foot space is finished to perfection. The exceptional curb appeal of this property is matched by an interior that has also been impeccably maintained and updated over the years by the original and sole owners. The updated kitchen offers granite countertops, tile backsplash, center island, and newer appliances including double ovens. It flows seamlessly into a comfortably scaled family room with stunning fireplace and a bright, airy dining room with ample space for large dinner parties. The living room opens to a true home office with built-ins and pocket doors for privacy. A delightful screened porch overlooks deck, lovely backyard and woodland vistas. Upstairs is a sweet primary space featuring his and her walk-in closets and an upgraded bath with new tile shower. There are 3 additional bedrooms, an upgraded hallway bath, plus a BONUS ROOM perfect for office, bedroom, playroom, or gym. Enjoy every conceivable amenity in the walkout lower level: Recreation (game of pool, anyone?); media zone with 2 viewing areas offering seating for 14; a stunning 15 foot L-shaped granite bar with sink and wine cooler; sound system; gorgeous 3d full bath; extensive custom lighting, and 5 closets! Great for in-laws! Outside, the property is

157 Tamarac Dr, 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
$499,900
3 Beds ⋅ 2 Baths ⋅ 24181021 MLS
"Check out this charming home set on a spacious 2.4-acre lot with partial views of Hartford! The remodeled kitchen features stunning granite counters, hardwood floors, and stainless steel appliances, flowing right into a step-down dining room with stylish bifold doors leading to the cozy living room with a fireplace. All three bedrooms are conveniently located on the first floor. Downstairs, you'll find a family room with a second fireplace, complete with a wood stove for extra warmth. The one-car garage could potentially be converted into a two-car tandem garage. And if you're into gardening, you'll love the attached greenhouse. A perfect blend of comfort and character!"

244 Chestnut Hill 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
$699,000
5 Beds ⋅ 3 Baths ⋅ 24175903 MLS
Tucked against a dramatic natural rock ledge on a private 1.12-acre lot in one of South Glastonbury's most established neighborhoods, this meticulously maintained 5-bedroom, 2.5-bath colonial offers 3,521 sqft of finished living space plus 1,000+ sqft of unfinished basement, ready for a gym, workshop, or future buildout. A raised entry opens to gleaming hardwoods flowing through the formal dining room, study, and a private home office framed by French doors and bay window views. The chef's kitchen anchors the home with an oversized island in striking Verde Butterfly exotic granite, rich cherry cabinetry, and a sun-filled breakfast area open to the dining room. The family room is a showstopper: soaring cathedral ceilings, hardwood floors, and a wood-burning fireplace framed by a dramatic arched feature wall, with bay windows pulling the natural rock ledge in as living artwork year-round. Upstairs, all five bedrooms feature walk-in closets and share two full bathrooms, a spa-caliber bath with double vanity, glass shower, and heated towel warmers, plus a second full bath with shower-tub combo. A Lennox mini-split delivers zoned comfort upstairs. The lower level adds 500 sqft of finished media/game flex space. Brand-new roof, refurbished oil heat, central A/C, plumbing redone, water softener and filtration, generator-ready panel, powered outbuilding, 2-car garage. Top Glastonbury schools. 5 min to Rt 2, 15 min to Hartford.

104 Old Farms Rd, Glastonbury
$849,900
4 Beds ⋅ 3 Baths ⋅ 24169847 MLS
Welcome to this custom-built Colonial, thoughtfully designed and ready for its next owners. Ideally located just minutes from the town center in South Glastonbury, this home is set back from the road on a private, scenic 1.68 acre lot that is fully fenced-offering both convenience and seclusion. Inside, you'll find hardwood floors throughout both levels and an abundance of natural light filling every room. The main level features a well-appointed layout with a formal living room, dining room, and a private first-floor office with French doors-perfect for working from home. The spacious family room, complete with vaulted ceilings and a fireplace, flows seamlessly off the kitchen, creating a warm and inviting space for everyday living and entertaining. A practical mudroom connects the garage to the kitchen for added functionality. Upstairs, the primary suite offers a beautifully designed retreat with a large sitting area, an expansive walk-in closet, and a full bath featuring a clawfoot tub and separate shower. Three additional bedrooms complete the upper level, making this a true four-bedroom home with 2.5 baths. The heated lower level provides additional flexible space and includes a walkout to the backyard. Built in 2012, this home is energy-efficient with propane heat, central air, public water, and public sewer. A rare opportunity to own a newer home in a desirable South Glastonbury location with space, privacy, and a layout that truly works.

1600 New London Tpke, Glastonbury
$2,499,000
4 Beds ⋅ 8 Baths ⋅ 24162452 MLS
Custom Catarino-built French Country residence, located on a cul-de-sac in an enclave of fine homes, seamlessly blends rustic charm with modern elegance. Situated high on a knoll to capture unparalleled views of Hartford skyline and the ridges beyond, this 5022 sq ft home, built in 2016, offers a multitude of warm, welcoming spaces, each designed to perfection. The Kitchen and Great Room create an immediate impact - literally take your breath away - with extraordinary architectural design that offer both scale and comfort. A stove hood crafted from natural stone anchors the space, complemented by beams of reclaimed wood overhead, a massive center island with seating for six, and a windowed sitting alcove that calls you to relax with a morning coffee. In the two-story Great Room, oversized custom Andersen windows flood the space with natural light, while a stone gas fireplace adds warmth and a striking focal point. Vibrant sunsets transform the dining room many evenings, casting the space in warm light and color. Working from home is a pleasure in the dedicated office with bump-out bay windows, coffered ceiling, and gas fireplace. A fabulous first floor flex space with attached accessible bath is perfect for guests, playroom or library. On the second level is a magnificent primary bedroom with stunning barrel ceiling, sitting room, French doors opening to sweeping vistas, and a sumptuous ensuite bath with soaking tub, heated floors, and deluxe shower. Three additional

515 Cedar Ridge Dr, 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
$1,700,000
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

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.