South Glastonbury Homes for Sale

Welcome to South Glastonbury, a hidden gem nestled in the picturesque town of Glastonbury, Connecticut. Known for its charming rural atmosphere and close-knit community, South Glastonbury offers a unique blend of tranquility and convenience. This delightful neighborhood is characterized by its scenic landscapes, lush greenery, and stunning views of the Connecticut River Valley, making it an ideal retreat for nature enthusiasts and families alike.

As you stroll through the tree-lined streets, you'll discover a variety of beautifully maintained homes that reflect the area's rich history and architectural diversity. From quaint colonial houses to modern builds, South Glastonbury’s real estate market features a range of options for prospective buyers, ensuring there’s something to suit every taste and budget. With homes for sale that boast spacious yards and inviting interiors, you’ll have plenty of space to create your dream sanctuary.

The community is further enhanced by its proximity to top-rated schools, local parks, and vibrant shopping districts, providing residents with easy access to everything they need. Whether you’re looking for a peaceful place to raise a family or a welcoming environment to enjoy your retirement, South Glastonbury offers a lifestyle that is both enriching and fulfilling.

With a strong sense of community, friendly neighbors, and an array of outdoor activities, South Glastonbury invites you to explore its charm and consider making it your new home. Don’t miss the opportunity to discover the homes for sale in this enchanting neighborhood—your dream home awaits!

Newest South Glastonbury Homes for Sale

$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

$407,000

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

$799,900

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 include a 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. A must-see property.

179 Sherwood Dr, 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

$659,900

3 Beds ⋅ 2 Baths ⋅ 24192208 MLS

Nestled in one of South Glastonbury's most sought-after neighborhoods, this meticulously maintained Cape offers timeless charm, quality craftsmanship, and exceptional pride of ownership. The thoughtfully designed floor plan features three generously sized bedrooms, two full baths, hardwood floors throughout, central air, and an attached two-car garage. A spacious first-floor bedroom provides flexibility for guests or one-level living, while the inviting family room showcases rich wood paneling, exposed beams, custom built-ins, and a fireplace, creating a warm and welcoming gathering space. Formal living and dining rooms provide additional space for entertaining and everyday living. Enjoy the beauty of the outdoors from the spacious enclosed porch overlooking the beautifully landscaped grounds, or unwind on the bluestone patio surrounded by colorful perennial gardens and mature trees that create a private backyard setting. A full basement offers excellent storage and additional potential. Lovingly maintained over the years, this home offers generous living space, beautiful outdoor surroundings, and an outstanding location just minutes from Glastonbury's town center, shopping, dining, parks, and commuter routes. A rare opportunity to own a beautifully maintained home in one of South Glastonbury's most desirable neighborhoods.

111 Pennywise Ln, 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

$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

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