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$995,000
3 Beds ⋅ 5 Baths ⋅ 24197164 MLS
TIMELESS NEW ENGLAND ARCHITECTURE IN A STORYBOOK WATERFRONT SETTING! Custom Nantucket-style colonial, almost completely rebuilt in 2001, privately nestled on 2.02 acres w/direct frontage on Brainard Pond, sweeping views across South Glastonbury's cherished farmland, & immediate access to picturesque waterfalls & established trails leading to the Matson Hill Open Space. Tucked away on a peaceful town maintained cul-de-sac road, this exceptional property offers a rare combination of waterfront living, privacy, and timeless charm. A covered front porch welcomes you into a light-filled interior where a marble foyer opens to gleaming hardwood floors & an expansive floor plan. The dramatic living room features vaulted ceilings w/illuminated wood beams, a fieldstone gas fireplace, & a stunning wall of windows framing breathtaking pond & pastoral views. Sliding glass doors lead to an elevated deck overlooking the tranquil landscape. The beautifully appointed kitchen is designed for everyday living & entertaining with custom wood cabinetry, granite countertops, a large center island, pantry, built-in workstations, wet bar w/wine cooler, & professional-grade Sub-Zero, DCS, & Fisher & Paykel appliances. The adjoining breakfast area opens directly to the rear deck, while the formal dining room, defined by architectural columns, is ready to host celebratory occasions. The flexible floor plan includes 2 spacious main-level bedrooms serviced by a full bathroom. ***CONTINUED***

40 Purtill St, Glastonbury
$524,900
3 Beds ⋅ 2 Baths ⋅ 24196002 MLS ⋅ South Mill Village BLDG.
Perfectly positioned at the end of a quiet cul-de-sac, this meticulously maintained home enjoys one of the most desirable locations in the community. Offering three bedrooms, two full baths, and a split-bedroom floor plan, the open-concept living and dining areas feel bright, spacious, and welcoming. A private third-floor retreat is ideal as a guest suite, home office, or additional living space. The oversized and dedicated laundry room is filled with natural light, while the spotless unfinished basement is perfect for a home gym, workshop, storage, or future expansion. You will enjoy the huge two-car tandem garage and additional parking for guests just steps outside your front door. Truly turnkey, recent updates include brand-new kitchen appliances, updated lighting, a new gas fireplace insert (2024), water heater (2025), garage door with battery backup (2025), newer furnace and central air, plus new community roofs and skylights. Every detail has been meticulously maintained. Enjoy the quintessential South Glastonbury lifestyle in one of the area's most charming and walkable villages. Grab a coffee, browse local shops, meet friends for dinner, or enjoy an evening stroll with your dog. Cotton Hollow Preserve is just moments away, and Whole Foods, Trader Joe's, and everyday conveniences are less than 10 minutes away. The perfect blend of peaceful living, village charm, and everything South Glastonbury has to offer.

127 S Mill Dr Unit 127, Glastonbury
$409,000
3 Beds ⋅ 2 Baths ⋅ 24196628 MLS
361 Wickham Road is a thoughtfully designed home that offers flexibility and everyday livability in spaces that extend well beyond the main living areas. Nestled on a remarkably private, lightly wooded lot just minutes from Glastonbury's town center, the property offers the rare combination of peaceful seclusion and everyday convenience. Enjoy easy access to shopping, restaurants, schools, highways, and JB Williams Park, where hiking trails, ponds, and playgrounds are just moments away. Beautiful grounds with mature trees, open spaces, and established gardens create a setting that feels like your own private and peaceful retreat. This charming chalet-style home welcomes you with two versatile entry-level living spaces, each featuring inviting window seats. One offers a fireplace, while the other includes a built-in bar, making these rooms ideal for a den, home office, playroom, mudroom, or gathering space. Upstairs, hardwood floors flow throughout the main living level, where a spacious kitchen, generous dining area, bedroom, and full bath complement the home's showpiece - a dramatic living room with a beautiful stone fireplace and walls of glass that frame the surrounding landscape. A beautiful and bright sunroom and multiple decks invite you to enjoy the outdoors in every season.

361 Wickham Rd, Glastonbury
$559,900
3 Beds ⋅ 3 Baths ⋅ 24190130 MLS
LOCATION!! Set in the sought-after Buttonball School District, this beautifully reimagined home offers exceptional privacy & convenience, just minutes from schools, shopping, restaurants & downtown Glastonbury. This 1-acre property is larger than many neighboring lots, bordered by town-owned land & woods. A flat, open backyard is designed for outdoor enjoyment with an expansive Trex deck flowing to an oversized paver patio & fire pit. Inside, the home is an absolute showcase, thoughtfully rebuilt from the studs out and impeccably maintained. Espresso-finished hardwood floors, extensive trim work and sun-filled rooms create a warm, sophisticated interior. The spacious living room features a fireplace, built-ins and an oversized picture window, opening directly to the generous dining room. Beautifully appointed kitchen offers warm cabinetry, granite countertops, center island, eat-in nook, stainless appliances, double ovens, gas cooktop and a dramatic stone fireplace. Upstairs are two spacious bedrooms & a stunning primary suite w/generous closets and a luxurious bath featuring marble flooring, a tiled walk-in shower & frameless glass. A nearly 300sf family room w/built-ins, half bath & patio access provides ideal flex space. Public water, public sewer, natural gas & a 2-car attached garage complete this remarkable home. Updates also inc: siding/roof/windows '14; Trex deck/patio/firepit '15; boiler/HW '19; new driveway '19; chimney/front walkway '26; newly painted interior.

119 Olde Stage Rd, Glastonbury
$579,900
3 Beds ⋅ 3 Baths ⋅ 24196224 MLS
Welcome home to CARRIAGE DRIVE! This well maintained 3-bedroom, 1880 SF ranch is located at the end of a quiet street in the very popular Buttonball neighborhood. The large level lot backs up to town-owned land and offers a private, tranquil setting. You will adore the cozy double-sided fireplace that can be enjoyed in the living & family room areas. The home features hardwood floors, a newer roof, central air, central vac, ample storage space, a large heated sunroom, first floor laundry/mud room, lawn sprinkler sprinkler system and has public utilities. Outside of house has recently been painted and previous owner had it wired for a generator. The oversized basement is immaculate and can be finished for additional living space. Walking distance to Buttonball Lane Elementary, Hubbard Green, Glastonbury High School, and just a short drive to Glastonbury Center for great shops & restaurants. Can't beat this location!

322 Carriage Dr, Glastonbury
$975,000
3 Beds ⋅ 3 Baths ⋅ 24196261 MLS
This extraordinary custom residence seamlessly blends timeless elegance with relaxed sophistication. Originally a log cabin and thoughtfully reimagined into a luxurious estate, the home showcases exceptional craftsmanship, distinctive architectural details, and premium finishes throughout. A stunning wraparound porch with rich mahogany flooring and beadboard ceilings creates an inviting first impression, while the oversized carriage-style two-car garage provides generous space for vehicles and additional storage. Step inside to a dramatic two-story foyer featuring soaring ceilings, travertine flooring, and an elegant marble medallion inlay. Every room reflects meticulous attention to detail, from shadowbox accents, bullnose archways, and custom niches to hand-painted walls and a beautifully frescoed foyer ceiling. The great room is anchored by a floor-to-ceiling stone fireplace, custom handcrafted built-in entertainment center, and striking cherry inlay hardwood flooring that adds warmth and character. French doors on either side of the fireplace fill the space with natural light and provide seamless access to the outdoor entertaining areas. Andersen windows and designer lighting enhance the home's bright, welcoming atmosphere. Designed for both everyday living and entertaining, the chef's kitchen features terra-cotta tile flooring , an oversized center island, handcrafted cabinetry, extra-thick granite countertops, tumbled marble backsplash.

390 Three Mile Rd, Glastonbury
$629,900
3 Beds ⋅ 3 Baths ⋅ 24195120 MLS
Welcome home to this beautifully maintained 2,128 sq. ft. Dutch Colonial, perfectly situated in one of the area's most desirable neighborhoods! This spacious 3-bedroom, 2.5-bath home blends timeless charm with modern comfort. The inviting living room features a cozy propane fireplace, while a second propane fireplace creates a warm and relaxing retreat in the primary bedroom. The updated kitchen is designed for both everyday living and entertaining, offering granite countertops, stainless steel appliances, propane cooking, and ample cabinetry. Enjoy year-round comfort with central air conditioning, oil heat, and a thoughtfully designed floor plan filled with natural light. Outside, the beautiful level backyard provides the perfect setting for gatherings, play, or peaceful evenings. A 2-car attached garage adds convenience and additional storage. Combining classic Dutch Colonial character with today's sought-after amenities, this exceptional home offers comfort, style, and an unbeatable location. Don't miss your opportunity to make this wonderful property your next home!

136 Heritage Dr, Glastonbury
$549,900
3 Beds ⋅ 3 Baths ⋅ 24190217 MLS
Impeccably loved and maintained by the same owner for over 20 years, this beautiful 3 bedroom, 2.1 bath Colonial is tucked away at the end of a quiet cul-de-sac. This home backs up to the woods and is in one of the most desirable locations in the neighborhood! Relax or entertain on the oversized, custom-built deck, while enjoying the private, natural setting. Inside the home, the updated eat-in kitchen features an island with seating, newer cabinets, stainless appliances, granite countertops and large pantry closet. The kitchen extends into a cozy sitting area complete w/ a gas fireplace and custom built-ins -- perfect for morning coffee or relaxing with a good book! The spacious living room is filled w/ natural light from double stacked windows & offers plenty of room for both a comfortable living area and a formal dining area, if desired. The primary bedroom offers an ensuite bath & both large walk-in closet & a secondary closet added by owner. 2 additional bedrooms complete the upstairs, one great for an office w/ built-ins! The spotless walk-out basement provides endless possibilities, whether you're looking to create additional living space, gym, or workshop. Other amenities include 2 car attached garage, separate laundry room off kitchen, whole house generator, c/air. This home offers the privacy of a single-family residence with the convenience of a PUD. For just $325 a month enjoy maintenance-free living with snow removal, landscaping and trash service all included!

334 Cavan Ln Unit 334, Glastonbury
$384,900
3 Beds ⋅ 4 Baths ⋅ 24190884 MLS ⋅ Surrey Hill Ii BLDG.
This highly sought after 3 bedroom, 3 full bath and 1 half bath unit with a fully finished walk out LL has been so well cared for! Enjoy a large living room with sliders out to your private second story balcony. Complete with a large finished basement that walks out to a patio space, enjoy your shaded private outdoor oasis. Enjoy lovely, bright and window filled rooms throughout. Complete peace of mind comes with the newer kitchen and hall windows, all newer kitchen appliances! Including a gas range, newer dishwasher, refrigerator and Coretec vinyl flooring. A 3 year old roof has also been completed on the building. There's nothing to do but move in! Add your own touches and this charming unit is an amazing place to begin a new chapter. The kitchen offers bright light, plentiful pantry storage and granite countertops. Each of the 3 bedrooms has a closet and there is a bathroom for everyone. The entire complex displays a polished exterior and well groomed landscaped grounds. Minutes to shops, dining and the fountain at the green on Main Street Glastonbury. Minutes to schools, parks, major highways.

330 Conestoga Way Unit 330, Glastonbury
$250,000
3 Beds ⋅ 1 Baths ⋅ 24189953 MLS
Opportunities like this are few and far between in sought-after Glastonbury, especially at this price point! This antique Colonial offers 3 bedrooms, 1 full bathroom, main-level laundry, and plenty of potential for the next owner. Sold As Is, the home requires significant renovation but features solid bones, a newer Crown boiler, and the opportunity to restore its character while building instant equity. Outside, you'll find a large, mostly level yard, a partially fenced backyard, and an oversized barn offering excellent storage or workshop space. Whether you're planning a full renovation, fix-and-flip, or long-term investment, this property presents a rare chance to create value in one of Connecticut's most desirable real estate markets! HIGHEST & BEST OFFERS DUE BY 1PM EST ON FRIDAY, JULY 17

1443 Hebron Ave, Glastonbury
$519,900
3 Beds ⋅ 2 Baths ⋅ 24188902 MLS
BRING THE POOL FLOATS!! STAY COOL HERE! This home is just what the doctor ordered!! Lovingly maintained by its original owners, this pride-of-ownership home offers open concept layout, thoughtful updates, and a backyard designed for everyday enjoyment. The main level features hardwood floors, an open and inviting living/dining flow, and beautiful French doors from the dining area to the deck overlooking the fenced in-ground pool and spacious rear yard. The eat-in kitchen offers stainless steel appliances, and three generous bedrooms are serviced by an oversized remodeled full bath with double sinks. The finished lower level adds wonderful flexible living space with a fireplace, TV area, office nook, exercise area, and direct access to the two-car garage. Outside, the property shines with a fenced pool area that still leaves room to play, a large shed, deck, irrigation system, and convenient garage door access to the exterior. Notable system features include newer gutters/downspouts, updated siding, an approximately 2017 heating system w/indirect water heater, 200-amp electrical service, generator-ready setup, and 14x20 shed. Located in a desirable Hopewell Elementary School area with easy access to Manchester Road, highways, shopping, parks, and all that Glastonbury has to offer.

1451 Neipsic Rd, Glastonbury
$449,900
3 Beds ⋅ 2 Baths ⋅ 24186004 MLS
Spacious 3-bedroom colonial situated on a level 1 acre lot in desirable Glastonbury. This versatile home offers a large living room with a fireplace, formal dining area, and a family room that provides flexible living space and potential for a home office, playroom, or even a 4th bedroom. The finished lower level features approximately 500 square feet of additional living space, complete with a second fireplace, making it ideal for a recreation room, excercise area or media room. Spacious 2 car garage. Step outside to enjoy the expansive backyard offering much privacy, an above-ground pool, two decks, and plenty of room for outdoor activities. Additional features include thermal-pane windows, brand new roof installed in 2026, and a large storage shed for lawn equipment, tools, or hobbies.

11 Bantle Rd, Glastonbury
$379,000
3 Beds ⋅ 2 Baths ⋅ 24186384 MLS ⋅ South Mill Village BLDG.
This beautifully maintained split-staircase unit offers spacious living, thoughtful updates, and an unbeatable location. The inviting foyer features tile flooring and opens to a bright, open-concept layout. The updated kitchen is a chef's delight, with stainless steel appliances, a brand-new beverage fridge and microwave, expansive granite countertops, abundant cabinetry, and generous workspace. The oversized living and dining area showcases hardwood floors, a gas fireplace, a ceiling fan, and custom built-ins, with direct access to a private patio surrounded by mature trees. Garden enthusiasts will love the outdoor space, complete with planting areas and a convenient storage shed. A versatile den on the main level provides the perfect space for a home office, TV room, or potential third bedroom. The attached oversized garage offers easy access to a large storage and utility area. The primary suite includes a private full bath with tub/shower combination, while a second bedroom, full bath, and dedicated laundry room complete the home. Ideally located adjacent to the Village, you'll enjoy walking distance to shopping, restaurants, and everyday conveniences. Outdoor enthusiasts will appreciate nearby walking, jogging, and biking trails through scenic farmland leading to Ferry Landing and the riverfront walking path. A rare opportunity to enjoy comfort, convenience, and an exceptional lifestyle in sought-after South Mill.

24 S Mill Dr Unit 24, 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

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