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268 Woodland St, Glastonbury
$649,500
4 Beds ⋅ 3 Baths ⋅ 24205262 MLS
Welcome to 268 Woodland Street - Nestled in the scenic rolling hills of South Glastonbury, this expansive 4 BEDROOM CAPE sits privately on OVER AN ACRE, offering 2,400+ sq ft of living space & a 3 CAR GARAGE. Set back from the road, the home welcomes you with a charming FRONT PORCH. The light, bright and EXPANSIVE eat-in kitchen features a center island, stainless steel appliances, plenty of cabinet space & a beautiful bay window. The family room offers recessed lighting & an atrium door leading to your SECOND porch overlooking the private backyard. A good-sized living room with a fireplace insert adds to the home's inviting feel. Two bedrooms on the main floor share a full bath with a double vanity. Upstairs, you will find two more HUGE bedrooms, each with its own bathroom. The primary bedroom features an updated bathroom and a separate room perfect for a home office, reading nook or nursery. Enjoy year-round comfort with SEVEN (7) SPLIT UNITS throughout the home. Unfinished lower level offers great storage and a workshop area. Your private deck overlooks a PEACEFUL BACKYARD SETTING. Experience everything South Glastonbury is known for: farm stands, wineries, breweries, local eateries and hiking trails all nearby. Just 10 minutes to Glastonbury Center, 20 minutes to Downtown Hartford and 30 minutes to BDL Airport. A RARE OPPORTUNITY in a truly special setting...come take a look & fall in love!

268 Woodland St, Glastonbury
38 Laurel Trl, Glastonbury
$514,999
3 Beds ⋅ 2 Baths ⋅ 24210503 MLS
LAKE LIFE! Enjoy this charming, remodeled lake home boasting of natural light, granite countertops, stainless steel appliances and a great dining space with newer flooring and recessed lighting. Living room is warm and inviting with hardwood floors and fireplace to cozy up to on chilly nights. Gorgeous spacious sunroom with entrance to oversized deck for great outdoor living. Bedroom/office located on main floor with full bath. Upstairs you will find a large primary bedroom with high ceilings, another bedroom and additional office space to include a renovated full bathroom. This home is a beautiful retreat with lake access.

38 Laurel Trl, Glastonbury
281 Woodland St, Glastonbury
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 24203590 MLS
To Be Built- rare opportunity to build an exceptional new home on the final available lot in one of South Glastonbury's most distinguished luxury neighborhoods! Tucked away on 8.3 private acres within an enclave of distinguished homes and directly off a private cul-de-sac, this thoughtfully designed Colonial offers a modern open floor plan, impressive ceiling heights, abundant natural light, and a highly desirable 1st-floor primary suite. The kitchen opens seamlessly to the dramatic Great Room with soaring 14' ceilings and gas fireplace. The open dining room also features 14' ceilings with direct access to the back deck, creating an ideal flow for everyday living & entertaining. The private 1st-floor primary suite is tucked away on the far side of the home. Also on the main level are a walk-in pantry, laundry room & versatile sitting room- ideal for a private office or den. Upstairs offers 3 additional generously sized bedrooms & 2 full baths. Walk-out lower level provides excellent potential for future finished space and overlooks acres and acres of privacy. Built by Frank DiBacco, a respected local builder with over 40 years of experience, known for his commitment to quality luxury construction. This Price is inclusive of the lot price of $699,900. Buyer to take title of land prior to contract with builder- see MLS_24196425

281 Woodland St, Glastonbury
45 Toll Gate Rd, Glastonbury
$648,888
4 Beds ⋅ 3 Baths ⋅ 24206708 MLS
You know that house where the listing says, "some updates needed" and suddenly your Saturday plans involve a dumpster, three contractors, and a trip to Home Depot? Yeah...this isn't that house. This fully updated 4-bedroom, 2 1/2-bathroom South Glastonbury-beauty sits on almost 2 ACRES and offers 2,382 square feet of living space, plus a 2-car garage. And the update list is giving serious "we already did all the expensive stuff" energy: NEW ROOF, NEW FULL HVAC SYSTEM, NEW WELL PUMP & TANK, UPDATED/NEW CHIMNEY, NEW WINDOWS, NEW PATIO, NEW LIGHTING...and MUCH MORE. Translation? You bring the moving truck. Someone else already brought the checkbook. -- Outside, nearly two acres gives you room to actually enjoy your property. Want a garden? Go for it. Pool? There's room. Backyard football league? Probably. Want to sit on the patio with a drink and tell everyone, "Yep, we bought this one"? Also acceptable. - Inside, you'll have plenty of room for family, guests, an office, or that one bedroom that mysteriously becomes a storage facility within six months of moving in.-Located in desirable South Glastonbury, close to everything that makes this area so popular-while still having the space and privacy that make you feel like you escaped somewhere.-4 bedrooms. 21/2 baths. 2,382 sq ft. 2-car garage. Fully updated.-The only thing this house appears to be missing is your stuff.-45 Toll Gate-Come see it before somebody else does-and then inevitably tells you, "We should have bought that!"

45 Toll Gate Rd, Glastonbury
917 Hopewell Rd, Glastonbury
$349,900
2 Beds ⋅ 2 Baths ⋅ 24204032 MLS
Brand New Roof & Skylight & A Brand New Price!! Charming New England-style farmhouse in desirable South Glastonbury! This 2-bed, 2-bath Colonial perfectly blends historic character with modern updates. Inside, you will find exposed beams, wide-plank wood flooring, recessed lighting, and skylights that fill the home with natural light. The spacious living room offers a warm, inviting space to relax, while the kitchen features updated appliances and flows effortlessly into the dining area and breakfast nook-an ideal layout for entertaining. The primary suite includes a private bath. The second bedroom is bright and comfortable, perfect for guests or a home office. Outside, you will find a private large, level yard and the sunny deck are made for outdoor gatherings. The mature landscaping is a gardener's dream. Highlighting sustainable hugelkultur gardens and an abundant variety of fruits, and flowers and trees, including apple, peach, cherry, fig, persimmon, and various berries alongside native perennials. Minutes from popular South Glastonbury restaurants and shops, Cotton Hollow and trails. While town records list the homes age as 1989 (renovation year) The Home is believed to date back to the mid-1800s. There are updated windows. New in 2022: well, dry well, water treatment/softener system, hot water heater, washer, dryer, refrigerator, dishwasher, and barnyard shed. Additionally there is an outdoor shed with power for home office. Come see it Today!

917 Hopewell Rd, Glastonbury
779 Mott Hill Rd, Glastonbury
$445,000
3 Beds ⋅ 2 Baths ⋅ 24197211 MLS
NEW PRICE & A GREAT VALUE IN SOUTH GLASTONBURY! Welcome home to 779 Mott Hill Road, where easy RANCH-STYLE LIVING meets space & privacy on NEARLY AN ACRE. This spacious 3 BEDROOM, 2 BATH home offers approximately 2,000 sq ft with an open floorplan highlighted by a BEAUTIFUL, expansive family room with VAULTED CEILINGS. Enjoy room to gather and entertain. The generous eat-in kitchen features GRANITE COUNTERS, newer stainless steel appliances & ample cabinet space. Need space for cars, hobbies or storage? The OVERSIZED 3-4 CAR GARAGE is a standout. Additional highlights include a NEWER ROOF (2023), CENTRAL AIR, 200 amp electrical service & generator hook-up. Just a stone's throw from GLASTONBURY HILLS COUNTRY CLUB, with EASY ACCESS TO ROUTE 2 and minutes to South Glastonbury's farm stands, breweries, wineries & local restaurants. An awesome opportunity to enjoy the space, setting & convenience of SOUTH GLASTONBURY. Come see the possibilities!

779 Mott Hill Rd, Glastonbury
931 Chestnut Hill 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
170 Hollister Way S Unit 170, Glastonbury
$386,500
2 Beds ⋅ 3 Baths ⋅ 24199968 MLS ⋅ Meadow Hill BLDG.
New price ! Desirable end unit 2-bedroom, 2.1 bath in the popular 55and older community of Meadow Hill. Just short distance from all Glastonbury Center shops and restaurants, offering privacy, stunning landscaping, access to the Connecticut River, walking trails, tennis courts, clubhouse, gym, heated pool, greenhouse, garden area. Many recent updates including new Anderson windows and sliders, central air, freshly painted throughout, updated electrical, ceiling fans. Luxury laminate and marble tile on main floor, hardwood floors on stairs and second floor. Marble tile in foyer and half bath. The open concept living/dining room area open to 2nd floor balcony with vaulted ceilings, built in shelving, sliders to the private patio and a gas fireplace. The kitchen has all new stainless appliances, garbage disposal, with space for a breakfast nook overlooking the front yard with natural light. The primary bedroom has attached full bath with walk in shower. 2nd bedroom and a full bath with tub. Both spacious bedrooms offer 2 large closets for storage, plantation shutters. Main floor half bath for guests and laundry with new washer and dryer. 1 car detached garage and plenty of visitor parking. Do not miss this move in ready townhouse offering the lifestyle you have been waiting for! Roof assessment has been paid off by seller adding value for years to come!

170 Hollister Way S Unit 170, Glastonbury
90 S Mill Dr Unit 90, Glastonbury
$554,000
2 Beds ⋅ 3 Baths ⋅ 24198974 MLS ⋅ South Mill Village BLDG.
South Glastonbury STUNNER! 90 S Mill is a true standout, where every inch has been thoughtfully designed, beautifully maintained, and finished with an exceptional attention to detail. From the moment you enter, the combination of style, quality, and effortless livability is apparent. The main living level features beautiful hardwood floors throughout and an open layout. The full updated kitchen opens seamlessly to the spacious dining and living areas, with smart storage, a large island, and gas cooking. The living room features soaring ceilings, beautiful windows, a gas fireplace, and a slider leading to an expansive deck overlooking a peaceful, wooded setting. The primary bedroom offers generous double closets and a beautifully remodeled full bath, while a second bedroom, second remodeled full bath and conveniently located laundry complete the main level. A spacious loft with skylights adds a versatile living area, perfect for a family room, office, play space, or quiet retreat. The lower level is an extraordinary extension of the home with over 900 square feet of finished, highly usable space. Three rooms, a full bath, multiple closets, a cedar closet, and plenty of natural light make this level exceptionally flexible. One room opens to the outdoors via sliders, while another features two full-size above-grade windows overlooking the surrounding landscape.

90 S Mill Dr Unit 90, Glastonbury
108 Chamberlain Ln, Glastonbury
$159,999
24198037 MLS
Discover the perfect canvas for your dream home at 108 Chamberlain Rd in charming South Glastonbury. This spacious lot offers a beautiful setting, surrounded by nature and the serene ambiance the area is known for. The property features over 5 acres, with approximately 0.66 acres as buildable area, allowing you to create a private residence while enjoying the beauty and space of the surrounding land. Conveniently located, you'll have easy access to local amenities, parks, and top-rated schools, making it an ideal location for families or anyone looking to enjoy a peaceful lifestyle. South Glastonbury is known for its picturesque landscapes and vibrant community atmosphere. The generous size of this lot offers endless possibilities to design and build your ideal home. Whether you envision a cozy retreat or a stunning custom residence, this property is ready to bring your vision to life. Don't miss the opportunity to invest in a beautiful and desirable area. For more information or to schedule a viewing, please reach out today.

108 Chamberlain Ln, Glastonbury
281 Woodland St, Glastonbury
$699,900
24196425 MLS
Discover an extraordinary opportunity to build your custom dream home on 8.3 private acres in one of the area's most exclusive settings. Tucked away within an enclave of distinguished homes and directly off a private cul-de-sac, this is the final homesite available in a neighborhood where privacy and natural beauty come together seamlessly. Surrounded by rolling orchards, mature woodlands, and views toward Hartford, the property offers an exceptional balance of tranquility and convenience. Check attachments for survey maps and all other supporting documents related to this special piece of property.

281 Woodland St, Glastonbury
712 Main St, Glastonbury
$599,999
4 Beds ⋅ 4 Baths ⋅ 24192958 MLS
Welcome to 712 Main Street, an exceptional historic residence in South Glastonbury, thoughtfully restored from top to bottom while preserving the timeless character and craftsmanship that make antique homes truly special. This remarkable home offers 4 bedrooms, including a stunning primary suite featuring new carpeting, a private en-suite bathroom, and an additional bonus room perfect for a home office, nursery, sitting area, or dressing room. A second bedroom also features its own en-suite bathroom, offering comfort and privacy for family or guests. Original hardwood floors throughout the home showcase the beauty and character of this historic property. The beautifully renovated kitchen features brand-new high-end appliances. A formal dining room, three fireplaces, and a conveniently located first-floor laundry room blend historic charm with modern functionality. A full bathroom on the main level adds convenience for everyday living and entertaining. No detail was overlooked in this extensive renovation. Updates include a new roof, siding, plumbing, electrical, heating system, and energy-efficient windows. All renovations were completed with proper permits and have passed inspections, providing peace of mind for years to come. Outside, enjoy a detached two-car garage with loft space for storage or a workshop, along with a separate shed. A rare opportunity to own a piece of South Glastonbury history with the comfort, efficiency, and elegance of a fully modernized home.

712 Main St, Glastonbury
105 Crystal Ridge Rd, 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
539 Hopewell Rd, 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 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
280-300 Matson Hill Rd, Glastonbury
$3,250,000
24164446 MLS
280-300 Matson Road presents a rare opportunity to acquire scenic agricultural- Rural Residential land in one of the most desirable areas of South Glastonbury. Currently operating as a spray-free berry farm and orchard, the property features gently rolling land, open fields, and sweeping views overlooking Hartford and the Connecticut River Valley. Adding to the long-term value and privacy of the setting, a neighboring farm is protected by a land trust, ensuring the surrounding landscape will remain preserved and free from future development. The property's natural beauty and expansive acreage create exceptional potential for a variety of future uses. The land is well suited for continued agricultural operations, a private family compound, or potential residential development. Its picturesque setting also lends itself to agritourism concepts such as a vineyard, brewery, farm store, farm bakery, or seasonal farmers market. With stunning views, protected neighboring farmland, and flexible possibilities, 280-300 Matson Road offers a unique opportunity to create a destination property while preserving the charm of Connecticut's agricultural landscape. Do not walk the property without permission.

280-300 Matson Hill Rd, Glastonbury
280-300 Matson Hill Rd, Glastonbury
$3,250,000
24161859 MLS
280-300 Matson Road presents a rare opportunity to acquire scenic agricultural- Rural Residential land in one of the most desirable areas of South Glastonbury. Currently operating as a spray-free berry farm and orchard, the property features gently rolling land, open fields, and sweeping views overlooking Hartford and the Connecticut River Valley. Adding to the long-term value and privacy of the setting, a neighboring farm is protected by a land trust, ensuring the surrounding landscape will remain preserved and free from future development. The property's natural beauty and expansive acreage create exceptional potential for a variety of future uses. The land is well suited for continued agricultural operations, a private family compound, or potential residential development. Its picturesque setting also lends itself to agritourism concepts such as a vineyard, brewery, farm store, farm bakery, or seasonal farmers market. With stunning views, protected neighboring farmland, and flexible possibilities, 280-300 Matson Road offers a unique opportunity to create a destination property while preserving the charm of Connecticut's agricultural landscape. Do not walk the property without permission

280-300 Matson Hill Rd, Glastonbury

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