South Glastonbury Real Estate

Welcome to South Glastonbury, a hidden gem nestled within the charming town of Glastonbury, Connecticut. This picturesque neighborhood offers a perfect blend of rural tranquility and suburban convenience, making it an ideal place for families, professionals, and retirees alike.

South Glastonbury is renowned for its stunning landscapes, characterized by rolling hills, lush greenery, and scenic views of the Connecticut River. The area is dotted with beautiful parks and nature trails, providing ample opportunities for outdoor enthusiasts to enjoy hiking, biking, and leisurely strolls. The nearby Glastonbury Meadows and Cotton Hollow Nature Preserve are perfect spots for picnicking and immersing yourself in nature.

The community is steeped in history, with quaint colonial-style homes and charming local businesses that evoke a sense of nostalgia. Residents take pride in their tight-knit community, often gathering for local events, farmers' markets, and seasonal festivities. The South Glastonbury Farmers' Market is a favorite among locals, showcasing fresh produce and artisanal goods from nearby farms.

Education is a priority in South Glastonbury, with highly rated schools that cater to families seeking quality education for their children. The proximity to downtown Glastonbury means residents have easy access to a variety of shops, restaurants, and cultural attractions, ensuring that everything you need is just a short drive away.

Whether you're looking to settle down in a peaceful environment or seeking a vibrant community with a rich history, South Glastonbury offers the perfect backdrop for your next chapter. Come explore this enchanting neighborhood and discover the warmth and charm that make it truly special.

Newest Listings in South 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

$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

$900,000

4 Beds ⋅ 3 Baths ⋅ 24202282 MLS

Timeless architecture and thoughtful layout come together in this beautifully maintained Great Pond home. Spacious foyer welcomes you into a bright and airy home. Hardwood floors throughout first floor. Kitchen features substantial cabinetry, double ovens, walk-in pantry, granite island. Sun-filled living spaces and two gas fireplaces create warm, inviting places to gather. A first-floor office provides a quiet and flexible workspace. Four bedroom, 2 1/2 Bath, including spacious primary bedroom with large walk-in closet and en-suite with dual vanities, Jacuzzi tub, Bay window. An updated recreation room offers additional space for entertaining or play. Abundant storage includes two attics, one with doorway access. Updated Trex deck with Walpole arbor and fencing provides a wonderful place to enjoy the backyard. Patio, established gardens, expansive lawn, lightly wooded. Garage fit with built-ins, epoxy flooring. Beautifully maintained one owner home. Proximity to Nayaug Village Center and School district. Agent Owner.

144 Great Pond Rd, Glastonbury

$1,500,000

2 Beds ⋅ 3 Baths ⋅ 24201786 MLS

Exceptionally rare, The Howe Quarry Cliff House is a truly one-of-a-kind property set on 25+ private forested acres, dramatically positioned atop a cliff overlooking the historic quarry and pond. The setting offers remarkable 180-degree unobstructed views stretching from the Hartford skyline to Sleeping Giant in New Haven, the Connecticut River Valley, Portland Bridge, and the rolling fields of South Glastonbury-along with spectacular sunsets night after night. Designed to embrace its extraordinary surroundings, this custom-built single story home captures the views from nearly every room, including dramatic perspectives directly into the Quarry below. From the deck and porch, watch eagles & hawks soar at eye level and enjoy a sense of privacy that is difficult to find, all just minutes from the village of South Glastonbury. Recently renovated from top to bottom, the home blends naturally with its setting through warm, earthy tones, wood cabinetry, wide-board floors, and abundant windows. The main living and dining area features a striking floor-to-ceiling fireplace constructed with stone from the Quarry itself. The primary and guest bedrooms each offer beautifully appointed stone bathrooms inspired by the surrounding landscape. An attached two-car garage is complemented by an additional lower-level garage with direct basement access-ideal for ATVs, outdoor equipment, and recreational gear.

400 Dayton Rd, Glastonbury

$459,900

3 Beds ⋅ 2 Baths ⋅ 24197211 MLS

WELCOME HOME to 779 Mott Hill Road in SOUTH GLASTONBURY! Enjoy easy RANCH-STYLE LIVING in this spacious 3 Bed 2 Bath home offering 2,000+/- sq ft. Set on NEARLY AN ACRE just a stone's throw from GLASTONBURY HILLS COUNTRY CLUB, this home offers a great combination of space & privacy. You are welcomed by an open floorplan throughout and a BEAUTIFUL, spacious family room with vaulted ceilings. A good sized eat-in kitchen features newer stainless steel appliances, ample cabinet space & granite counters. Highlights include a NEWER ROOF (2023), 200 amp electrical, CENTRAL AIR, OVERSIZED 3-4 CAR GARAGE and generator hook-up. Ideally located with EASY ACCESS TO ROUTE 2. Minutes to farm stands, brewery, winery & some of the areas best restaurants. A wonderful opportunity in a highly desirable location! This one won't last long.

779 Mott 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

$399,000

3 Beds ⋅ 1 Baths ⋅ 24199986 MLS

Built in 1898 and thoughtfully updated for today's lifestyle, this charming 3 bedroom colonial blends historic New England character with modern comfort, including a brand new HVAC system with central air and new conversion to propane heat. Tucked away on a private road at the end of a cul-de-sac, the property enjoys a peaceful wooded setting adjoining the 1898 Open Space with Slab Gut and Roaring Brook nearby. Inside you will find hardwood floors, an inviting living room with a beautiful fireplace and propane insert, an updated kitchen with stainless steel appliances, Three bedrooms offer flexible living options, with two currently used as an office and sitting room. A bright sunroom/day room provides additional space. The updated full bath features a modern vanity, fixtures with a new sliding tub/shower door scheduled for installation. Extensive improvements also include new siding, front steps and walkway plus numerous additional updates . Outside enjoy the new deck , gather around impressive circular paver patio with fire pit, Kloter Farms shed, generous parking that provides plenty of room for multiple vehicles and beautiful wooded surroundings. A truly special property offering character, privacy and modern convenience! The property extends across the private driveway/road offering a spacious open area with exciting possibilities. The private road/driveway is also part of the property.

77 Hopewell Hts, 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

$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

$229,900

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

$740,000

4 Beds ⋅ 3 Baths ⋅ 24195994 MLS

Welcome to 179 Sherwood Drive, a custom-built Colonial privately set on 1.37 acres in one of Glastonbury's most desirable neighborhoods. Offering over 3,250 square feet of beautifully designed living space, this exceptional 4-bedroom, 3-bath home combines timeless craftsmanship, comfort, and functionality. The sought-after first-floor primary suite provides a peaceful retreat, featuring separate walk-in closets and a luxurious bath with a whirlpool tub. A private first-floor office with French doors offers the perfect space for working from home. At the heart of the home, the impressive family room showcases soaring cathedral ceilings,4 skylights and a striking marble fireplace, creating a warm and inviting atmosphere for everyday living and entertaining. The spacious eat-in kitchen is filled with natural light from skylights and features granite countertops, a large center island, and abundant prep and storage space. Enjoy breathtaking Hartford skyline views from the sunroom or step outside to the large trex deck overlooking the beautifully landscaped, partially wooded grounds. The private setting provides the perfect backdrop for relaxing, entertaining, and enjoying nature. Additional features, full unfinished walkout basement with endless potential for future expansion, central vacuum, a security system, Kohler whole-house generator, roof de-icing system, and an attached two-car garage. Constructed with quality stone-and-clapboard. New roof 2025, new water heater 2026.

179 Sherwood Dr, 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

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