Glastonbury Real Estate

Welcome to Glastonbury, Connecticut – a charming town that seamlessly blends rich history with modern living. Nestled in Hartford County, Glastonbury is known for its picturesque landscapes, vibrant community, and a strong sense of local pride.

With its roots dating back to the 1600s, Glastonbury boasts a fascinating historical backdrop. Stroll through its quaint downtown area, where beautifully preserved buildings house a variety of shops, restaurants, and cafes. The town’s commitment to preserving its heritage is evident in landmarks like the historic Welles-Turner Memorial Library and the iconic Glastonbury Ferry, one of the oldest continuously operating ferries in the United States.

Nature lovers will find plenty to adore in Glastonbury. The town is surrounded by stunning parks and recreational areas, including the expansive Glastonbury Meadows and the serene Hubbard Green. Whether you enjoy hiking, biking, or simply soaking in the natural beauty, there’s no shortage of outdoor activities to explore.

Glastonbury is also home to top-rated schools and a tight-knit community, making it an ideal place for families. The town hosts a variety of events throughout the year, including farmers' markets, seasonal festivals, and community gatherings that foster connections among residents.

With its perfect balance of suburban tranquility and easy access to Hartford’s urban amenities, Glastonbury offers an exceptional quality of life. Whether you’re looking to buy your first home, upgrade, or invest, this delightful town has something for everyone. Discover the charm of Glastonbury – where history meets community and opportunity awaits!

Newest Listings in Glastonbury

$439,900

2 Beds ⋅ 3 Baths ⋅ 24217132 MLS ⋅ Chestnut Hill BLDG.

Beautifully remodeled with stylish finishes and thoughtfully updated living spaces, this South Glastonbury townhouse offers comfort, functionality, and modern appeal. The renovated kitchen features white cabinetry, quartz countertops, stainless steel appliances, and an expansive island. In the living room, new hardwood flooring complements the updated fireplace, ceiling fan, decorative wallpaper, window seat, and designer sconces. Natural light fills the space. The dining room, 1/2 bath and laundry complete this floor. The second floor includes two spacious bedrooms and two full baths. The finished lower level offers a family room, a flex room suitable for an office, gym, or hobby space, and a third full bath. The home opens to a private, fenced-in patio, with two decks providing additional outdoor space. The two-car attached garage includes generous storage and an epoxy-coated floor. The end-unit location offers additional privacy, with convenient access to shopping, dining, local amenities, and commuter routes. With stylish updates and thoughtful improvements throughout, this is a rare opportunity to secure turnkey, low-maintenance living in one of South Glastonbury's most sought-after communities. Ideally located near shopping, dining, local amenities and commuter routes, this exceptional home is ready to impress and will not last. Professional photos 10/29/26

2 Chelsea Rd Unit 2, Glastonbury

$1,200,000

5 Beds ⋅ 5 Baths ⋅ 24216897 MLS

Experience timeless elegance and exceptional craftsmanship in this stunning, fairly new built, 5-bedroom, 4.5-bath home, thoughtfully designed with luxurious finishes and modern functionality throughout. A dramatic two-story foyer welcomes you into beautifully appointed interiors featuring coffered ceilings, a graceful barrel archway, and pristine custom millwork. The designer kitchen is a true showstopper boasting exquisite marble countertops, premium appliances, and upscale details, perfect for either everyday living or entertaining. Additional highlights include a stylish mudroom with built-in bench seating, allowing for style and convenience when arriving home. A first-floor bedroom with a full bath offer the ideal flexibility for either guests, multigenerational living, or even a private home office. Upstairs, you will find a luxurious primary suite offering the perfect, private retreat designed for comfort and relaxation.. The walk-out basement presents an exciting opportunity to create additional living space tailored to your needs, whether envisioned as a recreation room, home gym, or entertainment area. The lawn features an elaborate in-ground sprinkler system that adds convenience to this exceptional property. Combining timeless sophistication, contemporary modern design, this home offers the appeal of close to new construction at its finest with the quality and style that today's buyers are searching for. ***Professional photos to come***

241 Old Farms Rd, Glastonbury

$419,900

3 Beds ⋅ 2 Baths ⋅ 24197499 MLS

A GREAT VALUE IN SOUTH GLASTONBURY! Welcome to 601 Main Street, just a stone's throw from the heart of South Glastonbury. This charming 3 Bedroom 2 Bath home is FILLED WITH CHARACTER set on OVER AN ACRE built in 1890. Beautiful hardwood floors and a great floor plan throughout. Fire-placed formal living room. The eat-in kitchen offers vaulted ceilings, white cabinetry, granite counters and a tiled backsplash. The formal dining room features built-ins and French doors leading to a sunroom offering the perfect spot to relax & unwind. Upstairs you will find all three bedrooms with wide-plank flooring. Enjoy the TREX DECK overlooking the yard. A one-car garage and driveway with plenty of parking. Experience everything that makes this area so special...farm stands, wineries, breweries, local eateries & hiking trails nearby. Less than 10 minutes to Glastonbury Center, 15 minutes to both Downtown Hartford & Middletown and 30 minutes to BDL Airport. A wonderful opportunity to make South Glastonbury home & just in time for the HOLIDAYS! Come take a look & fall in love.

601 Main St, Glastonbury

$424,900

2 Beds ⋅ 3 Baths ⋅ 24214648 MLS ⋅ Chestnut Hill BLDG.

Welcome to this end-unit condominium with a 2-car garage, privately situated within one of the area's most sought-after condo communities! Enjoy a prime location with convenient highway access and close proximity to Glastonbury Town Center, shopping, restaurants and everyday amenities. This spacious home offers a versatile floor plan, two private decks and a finished walk-out lower level. The generously sized eat-in kitchen features a breakfast bar and adjoining sitting area overlooking one of the decks, creating a comfortable space for casual dining and relaxation. A formal dining room with a dramatic vaulted ceiling and skylight opens to a second spacious deck, ideal for outdoor dining and entertaining. The adjoining living room is anchored by a fireplace, adding warmth and character. Upstairs, the spacious primary bedroom features a walk-in closet and private en-suite bath, while a second generously sized bedroom and additional full bath complete the upper level. The finished walk-out lower level provides approximately 400 additional square feet of flexible living space, ideal for a family room, recreation area, home office or guest retreat. Beautifully maintained and tucked into a private section of this consistently popular condominium community, this inviting home offers the perfect combination of comfortable living, low-maintenance convenience and an exceptional Glastonbury location!

2 Suffolk Rd Unit 2, Glastonbury

$599,900

3 Beds ⋅ 3 Baths ⋅ 24215388 MLS

Enjoy the ease of single-level living at 100 Natchaug Drive! Nestled in a desirable neighborhood, this inviting home offers a spacious yard, a sense of privacy, and convenient access to everyday amenities. Step inside through the breezeway, an ideal space for organizing outdoor essentials, with the added convenience of a nearby washer and dryer. The kitchen offers a welcoming setting for cooking and entertaining, featuring an island and pellet stove, with an easy flow into two generously sized, connected living spaces. One room is surrounded by windows, bringing in abundant natural light and offering beautiful views of the patio and backyard. Stay comfortable year-round with central air conditioning. The primary bedroom features an en-suite bathroom with a roll-in-style shower for added accessibility. Downstairs, the spacious basement offers additional living or recreational space, complete with a fireplace for cozy evenings at home. Outside, enjoy the expansive yard and inviting patio, perfect for relaxing, entertaining, or taking in the beauty of New England's changing seasons. Recent improvements include: new roof with 50-year shingles (2024), new siding (2025), new hot water heater (2025), new basement carpeting (2026). With comfortable living spaces, outdoor appeal, and valuable updates, this home is ready to welcome its next owner. Schedule your showing and come see all that 100 Natchaug Drive has to offer!

100 Natchaug Dr, Glastonbury

$599,900

5 Beds ⋅ 3 Baths ⋅ 24212742 MLS

Spacious 5-Bedroom Home with Modern Updates and Outdoor Appeal! Discover space, comfort, and style in this inviting 5-bedroom, 3-bath home featuring a remodeled kitchen with quartz counters and updated bathrooms. The welcoming living room boasts a beautiful stone fireplace, while the dining room offers sliders leading to a deck-perfect for indoor-outdoor entertaining. Enjoy the added comfort of newer central air conditioning, a 2-car garage, and a whole-house generator for peace of mind. Updates include: New above ground oil tank in 2026, remodeled kitchen in 2025, new central air condenser in 2024, lower level walk-in shower in 2023, generator updated with 2 above ground propane tanks in 2021 and both bathrooms remodeled on the main level in 2019. The lower-level family room features a second wood-burning fireplace, creating a cozy space to relax or gather with family and friends. Outside, the level, fully fenced yard provides plenty of room for outdoor activities, entertaining, and enjoying the seasons. With generous living space and desirable modern updates, this home offers a wonderful opportunity to enjoy comfort, convenience, and versatility.

110 Natchaug Dr, Glastonbury

$754,900

4 Beds ⋅ 3 Baths ⋅ 24215779 MLS

Looking for space, comfort and a property that offers something truly special? Set on 8 acres with your own hiking trails to explore, this spacious Colonial has so much to offer! The generous first floor provides wonderful spaces for everyday living and entertaining, including a family room with a beautiful stone fireplace. Upstairs, you'll find 4 generously sized bedrooms, including a spacious primary suite with walk-in closet and updated full bath. A wonderful bonus is the open loft/landing area on the second floor, currently utilized as a home office! Need even more room? The finished lower level offers additional living space complete with a gas fireplace and split system for year-round comfort. And storage is certainly not an issue here! A walk-up attic plus a walk-up loft above the attached 2-car garage provide exceptional storage and possibilities. Step outside to an expansive Trex deck, a wonderful spot for outdoor dining, gatherings or simply enjoying the surroundings. Additional highlights include a roof just 1 year old, whole-house generator, city water and city sewer. With generous living spaces, terrific storage and the added enjoyment of hiking trails right on your own property, this is a home with plenty to appreciate both inside and out! Seller requests offers to be submitted by Tuesday 10/27 at 5:00pm

55 Rampart Dr, Glastonbury

$160,000

1 Baths ⋅ 24214635 MLS

Excellent investment opportunity in Glastonbury. 160 Oak Street, Unit 1H is a commercial condo occupied by a long-term driving school tenant, making it an attractive option for an investor seeking steady income, minimal day-to-day management, and a relatively low price point for entry into commercial investment ownership. The property generates $11,914 net income, with the tenant paying all utilities and covering the first $1,000 in repairs. The owner is responsible for taxes, insurance, and monthly association charge of $234.94, which include water, sewer, and restrooms. Strong tenant, long-term lease, dependable income, and an accessible entry price make this a solid addition to an investment portfolio.

160 Oak St Unit 1H, Glastonbury

$524,900

4 Beds ⋅ 3 Baths ⋅ 24214071 MLS

Two primary suites, multiple living spaces, and a private wooded setting just minutes from the heart of Glastonbury! Set back from the road on 1.09 acres, this 4-bedroom, 3-full-bath split-level home offers the perfect balance of privacy and convenience. A standout feature is the TWO primary suites, each with its own full bathroom and walk-in closet, ideal for multigenerational living, extended guests, or anyone looking for extra space. Inside, vaulted ceilings, exposed wood beams, and warm natural wood accents create a cozy, inviting atmosphere. The eat-in kitchen features granite countertops, a center island, and a breakfast nook with access to the deck. The split-level layout offers plenty of room to spread out, with a spacious living room, a finished lower-level family room with a second fireplace, and a three-season porch overlooking the wooded surroundings. With 2,050 square feet of above-grade living space plus an additional 412 finished square feet below, there's flexibility for entertaining, working from home, or simply relaxing. Outside, enjoy the peaceful setting from the spacious deck with built-in seating, surrounded by mature trees and greenery. Complete with a level yard, paved driveway, and two-car garage, this home offers the feeling of a private retreat while remaining just minutes from Glastonbury's shopping, dining, schools, JB Williams Park, and Route 2. The best of both worlds-seclusion without sacrificing convenience!

726 Neipsic Rd, Glastonbury

$589,000

4 Beds ⋅ 3 Baths ⋅ 24215221 MLS

A rare opportunity to own a custom-built, one-owner home offering timeless features, generous living space, and a versatile floor plan. Hardwood floors, traditional plaster walls, and cast-iron heating reflect the home's quality construction. With 4-5 bedrooms and an expansive lower level featuring a custom-built bar, office, large family entertainment room with custom fireplace, very large bedroom, laundry room, and direct access to the yard, this home offers wonderful flexibility for everyday living and entertaining. Set on a beautiful open lot in a central location, this is a home with character and possibilities beyond the ordinary.

75 Neipsic Rd, Glastonbury

$530,000

3 Beds ⋅ 2 Baths ⋅ 24186909 MLS

Wow! Want a great location in the heart of the Buttonball neighborhood, nestled on a perfectly level, private lot? Take a look at 8 Cutter Lane! One-floor living at its best in this sprawling Ranch offering spacious rooms, hardwood floors, sunroom, fabulous mudroom and 2 fireplaces. Kitchen features double ovens, skylight, and full size laundry nook. Dining area and family room boast an open layout with fireplace and expansive windows ushering in natural light. Enjoy a charming living room with built-ins and 2nd fireplace, a very spacious mudroom offering that coveted drop zone for day-to-day living, and a GORGEOUS 3-season sunroom with vaulted, knotty pine ceiling. All three bedrooms are generously sized, including the primary with remodeled ensuite bathroom. There is an updated hallway bath, and, as an added bonus, a walk-up attic with loads of space for storage. Additional upgrades and amenities: Public Water and Sewer, Windows replaced approximately 2014, Roof replaced approximately 2012, 2 Fireplaces, 2-car attached garage, 1st floor laundry, unfinished basement ideal for finishing.

8 Cutter Ln, Glastonbury

$549,900

3 Beds ⋅ 2 Baths ⋅ 24211481 MLS

Welcome to this charming 3-bedroom Colonial in one of Glastonbury's sought-after neighborhoods! Lovingly cared for by the same family for over 40 years, this home has so much to offer. Enjoy a wonderful neighborhood setting with walking trails leading right to Woodledge Pool Club, all while being just minutes from both Glastonbury Center and the charm of South Glastonbury. Inside, you'll find beautiful hardwood floors in excellent condition throughout most of the home and a comfortable, open floor plan that's perfect for everyday living and entertaining. The eat-in kitchen has been thoughtfully updated over the years and opens to a spacious family room with sliders leading to the backyard patio. A separate dining room offers a great spot for gatherings, while the inviting living room with fireplace is the perfect place to cozy up and unwind. Upstairs, you'll find a generously sized primary bedroom and 2 additional bedrooms. And a walk-up attic offers convenient storage. The partially finished lower level provides even more flexible living space and has a dedicated laundry room with counters for folding. Outside, the backyard is ready for summer fun! The heated in-ground pool is tucked toward the back of the property, leaving plenty of open yard space for games and entertaining. A brand-new roof in 2025 adds peace of mind! With its fantastic location, flexible living spaces and over four decades of loving care, this is a wonderful opportunity to make your own!

58 Fox Den Rd, Glastonbury

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Glastonbury Real Estate

Newest Listings in Glastonbury

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