39

Homes for Sale near Glastonbury High School

Section Image Section Image
  • /38

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,808 Sq Ft

    823 Mott Hill Rd, South Glastonbury, CT 06073

    Move right into this beautifully renovated Cape Cod-style home in desirable South Glastonbury! Just a few hundred yards from Glastonbury Hills Country Club and offering quick access to Route 2 and downtown Glastonbury, this home combines location, style, and convenience. Inside, you'll find 3 spacious bedrooms - one on the main level and two on the upper level - with a full bathroom on each

    Agent Photo

    Guillermo Araujo

    Five Stars Realty

    (860) 351-6241

    823 Mott Hill Rd, South Glastonbury, CT 06073
  • /27

    $951,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,927 Sq Ft

    47 Brookview Dr, Glastonbury, CT 06033

    Come custom build the Home of your dreams. With a wide selection of plans, and possible Options and upgrades, this is something you do not want to wait for! Culdesac location Excellent opportunity Build time 6 to 8 months We have a standing model avail to view in another location close by

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 831-3440

    47 Brookview Dr, Glastonbury, CT 06033
  • /11

    $1,350,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,500 Sq Ft

    76 Trymbulak Ln, Glastonbury, CT 06033

    Welcome to 76 Trymbulak Lane! A masterpiece of modern living, nestled at the end of a peaceful cul-de-sac, this stunning new construction is the perfect blend of luxury, comfort, and functionality. Designed with family living in mind, this spacious home features five bedrooms, including two elegant suites and three additional well-sized bedrooms, providing plenty of room for growth and privacy.

    Agent Photo

    Lisa Daniele

    William Raveis Real Estate

    (860) 579-1334

    76 Trymbulak Ln, Glastonbury, CT 06033
  • /40

    $824,900

    • 5 Beds
    • 4.5 Baths
    • 4,342 Sq Ft

    119 Stonepost Rd, Glastonbury, CT 06033

    Imagine waking up in a home where every detail supports a comfortable, sophisticated lifestyle. 119 Stonepost Road isn't just a house; it's a meticulously maintained home offering 5 spacious bedrooms, 5 bathrooms, and over 4,300 square feet of living space designed for both grand entertaining and cozy moments. Situated on a uniquely flat lot with established, professional landscaping in highly

    Julia Rosner Coldwell Banker Realty

    119 Stonepost Rd, Glastonbury, CT 06033
  • /39

    $1,100,000

    • 3 Beds
    • 4 Baths
    • 4,815 Sq Ft

    52 Dug Rd, South Glastonbury, CT 06073

    Tucked away on a picturesque stretch of Dug Road this custom Georgian Colonial reproduction draws inspiration from the historic Governor Langdon House, showcasing timeless elegance, stately symmetry, and a classic widow's walk. As you travel down the long gravel driveway, you'll be greeted by this distinguished home, beautifully sited on a rear lot spanning over 8 private wooded acres. With ample

    Kelly Britt Berkshire Hathaway NE Prop.

    52 Dug Rd, South Glastonbury, CT 06073
  • /39

    $1,180,000

    • 5 Beds
    • 3.5 Baths
    • 3,985 Sq Ft

    258 Woodland St, South Glastonbury, CT 06073

    Set amidst the picturesque rolling hills of South Glastonbury, this impressive 3,900 sq ft offers the perfect blend of luxury, space, and privacy on over 21 acres of land. With four and potentially five spacious bedrooms (approx. 500sf in finished room above garage), high-end features, and potential for multigenerational living, this home is an exceptional retreat just minutes from local

    Laura McConville Berkshire Hathaway NE Prop.

    258 Woodland St, South Glastonbury, CT 06073
  • /40

    $899,900

    • 3 Beds
    • 3.5 Baths
    • 3,494 Sq Ft

    1696 Main St, Glastonbury, CT 06033

    Step into New England history with the Jehiel Hale House, a rarely available historic Colonial on picturesque Main Street in Glastonbury. Built in 1795 and thoughtfully updated for modern living, this 3,495 square foot residence seamlessly blends 18th-century charm with today's amenities. Featuring three spacious bedrooms, three full bathrooms, and a half bath, this stately home boasts timeless

    Adam Clemens Century 21 Clemens Group

    1696 Main St, Glastonbury, CT 06033
  • /40

    $847,777

    • 4 Beds
    • 3.5 Baths
    • 3,874 Sq Ft

    900 Hopewell Rd, South Glastonbury, CT 06073

    This home includes my "Peace of Mind guarantee." If, within 6 months of home ownership, you decide you don't want to live here, I'll sell your home for free. This unique, quality, custom-built home boasts superb curb appeal and exceptional mature landscaping design. It is intricately appointed with extensive millwork, 14-foot ceilings, hardwood, an open kitchen with tray ceiling, cherry

    Al Carbone Best Real Estate Agents

    900 Hopewell Rd, South Glastonbury, CT 06073
  • /40

    $1,350,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,410 Sq Ft

    97 Crosby Rd, Glastonbury, CT 06033

    Fully Completed New Construction in the highly desirable Crosby II Subdivision by Glastonbury's premier builder, Reggie Jacques! Gorgeous curb-appeal with beautiful stone veneer and elegant wrap around porch directly situated on cul-de-sac. This home offers luxury living & the perfect floorplan around a timeless design. A grand two-story foyer greets you upon entry, beginning with formal living

    Margaret Wilcox William Raveis Real Estate

    97 Crosby Rd, Glastonbury, CT 06033
  • /40

    $1,199,900 Coming Soon

    • 4 Beds
    • 5 Baths
    • 5,118 Sq Ft

    236 Country Ln, South Glastonbury, CT 06073

    Luxury living in South Glastonbury with a backyard OASIS you don't want to miss! Outdoor entertaining goes next level with heated, gunite pool, cabana w/ kegerator & TV, zen waterfall, expansive patio w/ pergola & a fun tree-house! Lush landscaping & stately curb appeal welcome you. Oversized, 2 story foyer is graced w/ arched entryways to formal living & dining rooms. Abundant & detailed trim

    Taheera Pinto William Raveis Real Estate

    236 Country Ln, South Glastonbury, CT 06073
  • /35

    $192,000

    • 1 Bed
    • 1 Bath
    • 569 Sq Ft

    222 Williams St E Unit 223, Glastonbury, CT 06033

    Fantastic opportunity for investor or owner occupant. This turn-key unit is ready to move into! Located on main level by bridge entrance this is a truly easy to move into unit! Updated bathroom and kitchen with newer stainless steel appliances and modern white cabinetry. Central air, water, and heat are all included! Enjoy the beautiful outdoor pool this summer!

    Sarah Kimball William Raveis Real Estate

    222 Williams St E Unit 223, Glastonbury, CT 06033
  • /40

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,603 Sq Ft

    127 Matson Hill Rd, South Glastonbury, CT 06073

    Come see 127 Matson Hill Road in South Glastonbury - this charming Antique gem will delight you! The home retains the character of yesteryear but has been updated in many ways, inside and out. There's nearly an acre of absolutely beautiful, pastoral land with mature, perennial gardens and stone walls. And the brook flows peacefully through the back yard - paradise! The first floor of the home

    Kevin Rockoff Rockoff Realty

    127 Matson Hill Rd, South Glastonbury, CT 06073
  • /33

    $469,900

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    612 Matson Hill Rd, South Glastonbury, CT 06073

    Welcome to 612 Matson Hill Road, nestled in the heart of picturesque South Glastonbury-where scenic orchards, historic charm, and some of the area's best restaurants surround you in a storybook New England setting. This beautifully updated home blends classic character with modern convenience. With too many updates to count, you'll be delighted by the thoughtful renovations throughout that

    Courtney Miller Berkshire Hathaway NE Prop.

    612 Matson Hill Rd, South Glastonbury, CT 06073
  • /40

    $699,000

    • 3 Beds
    • 2 Baths
    • 2,473 Sq Ft

    1078 Hopewell Rd, South Glastonbury, CT 06073

    Farmhouse charm meets modern design in this delightful cape, almost completely remodeled by Catarino Builders in 2015. Walk into an open kitchen/dining space, designed to capture today's lifestyle. Expansive white kitchen features stainless steel appliances, black granite countertops & a huge island that seats 4. Plenty of storage, modern accents & direct access to the patio make it even more

    Taheera Pinto William Raveis Real Estate

    1078 Hopewell Rd, South Glastonbury, CT 06073
  • /38

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,432 Sq Ft

    114 Mountain View Rd, Glastonbury, CT 06033

    Nestled on a private 1.12-acre cul-de-sac lot, this meticulously maintained 2,431 sq.ft. Contemporary offers the perfect blend of tranquility and convenience. Featuring a stunning remodeled kitchen with granite countertops, stainless appliances, and designer cabinetry, the open-concept layout flows seamlessly through the living and dining areas, perfect for entertaining. The family room showcases

    Linda Edelwich William Raveis Real Estate

    114 Mountain View Rd, Glastonbury, CT 06033
  • /6

    $315,000

    • Land
    • 2.59 Acres
    • $121,622 per Acre

    130 Main St, South Glastonbury, CT 06073

    Located on the desirable South end of Glastonbury, this 2.59 acre lot offers a rare opportunity to build your dream home atop a picturesque hill. With many trees already cleared, the elevated setting provides beautiful views and a peaceful backdrop - one of the key reasons this lot was originally chosen. The owners have completed road access with an easement onto a private road that is shared.

    Kim Vogt Lamacchia Realty

    130 Main St, South Glastonbury, CT 06073
  • /13

    $274,900

    • 3 Beds
    • 1.5 Baths
    • 1,370 Sq Ft

    47 Conestoga Way Unit 47, Glastonbury, CT 06033

    3 bedroom townhouse with 2 full baths and a finished walk-out basement. 1 Carport

    Val Altieri Jr. Century 21 AllPoints Realty

    47 Conestoga Way Unit 47, Glastonbury, CT 06033
  • /40

    $3,690,000

    • 4 Beds
    • 4.5 Baths
    • 4,983 Sq Ft

    509 Cedar Ridge Dr, Glastonbury, CT 06033

    Breathtaking Mediterranean-Inspired Masterpiece with Panoramic Skyline Views Perched atop a stunning mountaintop setting with commanding views of the capital and surrounding skyline, this extraordinary estate defines true luxury living. Perfectly positioned to enjoy seasonal fireworks displays, the property offers a rare combination of beauty, sophistication, and serenity. From the moment you

    Melania Hasiuk William Pitt Sotheby's Int'l

    509 Cedar Ridge Dr, Glastonbury, CT 06033
  • /29

    $489,900

    • 3 Beds
    • 2 Baths
    • 2,272 Sq Ft

    43 Worthington Rd, Glastonbury, CT 06033

    Welcome home to 43 Worthington Road! Located in a highly desirable neighborhood near the center of Glastonbury, this well-maintained, move-in ready home offers spacious living with incredible flexibility. Featuring 3 bedrooms and 2 full bathrooms-plus a potential 4th bedroom in the finished lower level, which adds approximately 1,000 sq. ft. there's room for everyone. Enjoy year-round relaxation

    Colin Mulryan Carl Guild & Associates

    43 Worthington Rd, Glastonbury, CT 06033
  • /38

    $295,000

    • 2 Beds
    • 1.5 Baths
    • 1,098 Sq Ft

    29 Garland Dr, Glastonbury, CT 06033

    Welcome to easy, low-maintenance living in the desirable Milestone Commons! This move-in ready end-unit condo offers 2 bedrooms, 1.5 baths, and a fantastic location just minutes from downtown Glastonbury. The main level features a sunny living room, kitchen with two pantry closets, and a convenient half bath. Step outside from the kitchen to your private patio, which opens to a grassy area and

    Ambre Theroux Berkshire Hathaway NE Prop.

    29 Garland Dr, Glastonbury, CT 06033
  • /2

    $199,900

    • Land
    • 1.70 Acres
    • $117,588 per Acre

    332 Chimney Sweep Hill Rd, Glastonbury, CT 06033

    Rarely available building lot in an established Glastonbury neighborhood. This 1.7 acre lot is the perfect spot to construct your dream home. It can be combined with 350 Chimneysweep Rd for additional .92 acres.

    Britt Miglietta Berkshire Hathaway NE Prop.

    332 Chimney Sweep Hill Rd, Glastonbury, CT 06033
  • /2

    $175,000

    • Land
    • 0.92 Acre
    • $190,217 per Acre

    350 Chimney Sweep Hill Rd, Glastonbury, CT 06033

    Rarely available building lot in an established Glastonbury neighborhood. This .92 acre lot is the perfect spot to construct your dream home. It can be combined with 332 Chimneysweep Rd for additional 1.7 acres.

    Britt Miglietta Berkshire Hathaway NE Prop.

    350 Chimney Sweep Hill Rd, Glastonbury, CT 06033
  • /28

    $269,900

    • 2 Beds
    • 1.5 Baths
    • 1,752 Sq Ft

    36 Meadowrue Dr Unit 36, Glastonbury, CT 06033

    Why is this stunning end-unit condo that would normally be worth nearly $350,000 be for sale for ONLY $289,900? There is class 3 concrete foundation issue - but the association already has a claim with CFSIC which means it will very likely get replaced with a brand new foundation (likely in a few years) with limited expenses to the home owner (CFSIC is funded by State of CT and insurance policy

    Geoff Luxenberg Century 21 Classic Homes

    36 Meadowrue Dr Unit 36, Glastonbury, CT 06033
  • /19

    $209,900

    • 2 Beds
    • 2 Baths
    • 862 Sq Ft

    222 Williams St E Unit 312, Glastonbury, CT 06033

    Rarely available 2-bedroom, 2-full-bath end-unit condo at the Soap Factory! Perfectly situated within walking distance to Glastonbury Center's shops, restaurants, and parks. This spacious unit features an updated kitchen with stainless steel appliances, central air conditioning, and a bright, open layout. The primary bedroom offers its own private full bathroom, while the second bedroom and full

    Adam Zak Century 21 Classic Homes

    222 Williams St E Unit 312, Glastonbury, CT 06033
  • /35

    $559,900

    • 3 Beds
    • 3 Baths
    • 1,782 Sq Ft

    394 Woodhaven Rd, Glastonbury, CT 06033

    This beautifully updated Raised Ranch is officially on the market and move-in ready! Featuring 3 bedrooms, 3 full bathrooms, and a 2-car garage, this home offers the ideal combination of comfort and style. Gleaming hardwood floors flow throughout the main level, where you'll find a vaulted-ceiling living room and a gourmet kitchen designed for both everyday living and entertaining. The living

    Paul Plonsky Realty ONE Group Connect

    394 Woodhaven Rd, Glastonbury, CT 06033
  • /39

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 2,378 Sq Ft

    438 Woodland St, South Glastonbury, CT 06073

    Nestled in the highly sought-after South Glastonbury area, this charming split-level home exudes warmth and coastal charm throughout. The inviting first floor features a spacious, beautifully appointed kitchen that flows effortlessly into the dining area and living room-perfect for both family gatherings and entertaining. Upstairs, you'll find three generously sized bedrooms, including a primary

    Kevin Rockoff Rockoff Realty

    438 Woodland St, South Glastonbury, CT 06073
  • /39

    $1,550,000

    • 5 Beds
    • 4 Baths
    • 3,816 Sq Ft

    96 Crosby Rd, Glastonbury, CT 06033

    Completed New Construction in coveted Crosby II Subdivision! Experience unparalleled elegance by Glastonbury's signature builder, Reggie Jacques. Beautiful build showcasing the highest level of craftsmanship & design. As you enter, you are greeted by an impressive 2-story foyer, featuring a breathtaking dbl-sided iron staircase that sets the tone for the luxurious ambiance in the home. Open

    Margaret Wilcox William Raveis Real Estate

    96 Crosby Rd, Glastonbury, CT 06033
  • /40

    $449,000

    • 3 Beds
    • 2 Baths
    • 3,028 Sq Ft

    981 Hopewell Rd, South Glastonbury, CT 06073

    Historic Home for Sale in Glastonbury, CT! This charming home, built in 1800, offers a unique opportunity to restore a piece of Glastonbury's history. With wood flooring throughout and even under the carpets, the home has so much character! There are 3 bedrooms and 2 full bathrooms and the property is brimming with potential, so bring your own ideas for updates to bring it back to its full

    Kevin Rockoff Rockoff Realty

    981 Hopewell Rd, South Glastonbury, CT 06073
  • /5

    $389,900

    • Land
    • 1.64 Acres
    • $237,744 per Acre

    29 Pheasant Crossing, Glastonbury, CT 06033

    Last chance to own and build your dream home in Balmoral, one of Glastonbury's premier neighborhoods known for its luxury, natural beauty, and community charm. This exceptional 1.64-acre lot offers 125 feet of frontage and extends approximately 560 feet deep, backing onto acres of protected forest for unparalleled privacy and serenity. Perched at an elevation of approximately 800 feet, it is one

    Bill Mamak RE/MAX Right Choice

    29 Pheasant Crossing, Glastonbury, CT 06033
  • /7

    $250,000

    • Land
    • 3.63 Acres
    • $68,871 per Acre

    92 Ash Swamp Rd, Glastonbury, CT 06033

    Discover an exceptional opportunity to build your dream home on this expansive 3.63 acre flat land located in the charming town of Glastonbury, CT.

    Joanne Delmastro William Raveis Real Estate

    92 Ash Swamp Rd, Glastonbury, CT 06033
  • /2

    $1,500,000

    • Land
    • 57 Acres
    • $26,455 per Acre

    96 Dickinson Rd, South Glastonbury, CT 06073

    56.7 ACRES IN SOUTH GLASTONBURY PERFECT FOR DEVELOPERS, EQUESTRIAN OR AGRICULTURAL INVESTORS. LAND IS LOCATED AT END OF CUL DE SAC, VERY PRIVATE, SUBDIVISION PRELIMINARY PLANS ARE AVAILABLE FOR 8 HOMES TO BE BUILT. PLANS ARE AVAILABLE TO VIEW. ABUTTED BY STATE FOREST AND TOWN LAND. AROUND THE CORNER FROM GLASTONBURY HILLS COUNTRY CLUB. TREMENDOUS POTENTIAL FOR INVESTOR AND BUILDER. BE PART OF A

    Fred Martins Berkshire Hathaway NE Prop.

    96 Dickinson Rd, South Glastonbury, CT 06073
  • /2

    $149,900

    • Land
    • 1.53 Acres
    • $97,974 per Acre

    155 Toll Gate Rd, South Glastonbury, CT 06073

    Owner has previously boxed out area for driveway, Septic has been previously approved by town inspector. 1.16 Acre lot in desirable South Glastonbury location. Two orange cones and a green line are at the entrance to both lots.

    Geraldine Mattera Luxe Realty LLC

    155 Toll Gate Rd, South Glastonbury, CT 06073
  • /2

    $139,900

    • Land
    • 1.16 Acres
    • $120,603 per Acre

    151 Toll Gate Rd, Glastonbury, CT 06073

    Owner has previously boxed out area for driveway, Septic has been previously approved by town inspector. 1.16 Acre lot in desirable South Glastonbury location. There are two orange cones and a green line at entrance to lots

    Geraldine Mattera Luxe Realty LLC

    151 Toll Gate Rd, Glastonbury, CT 06073
  • /3

    $700,000 New Construction

    • 4 Beds
    • 3 Baths
    • 1,872 Sq Ft

    390 Ash Swamp Rd, Glastonbury, CT 06033

    This stunning CUSTOM 4-bedroom, 3-bathroom spacious Raised Ranch offers everything you've been searching for and more. This home boasts ample space for comfortable living. Gourmet Kitchen: Equipped with granite countertops, wooden floors, and stainless steel appliances, perfect for culinary enthusiasts. Flexible Living Space: The family room downstairs offers the potential to be converted into an

    Jacek Mikolajczyk Berkshire Hathaway NE Prop.

    390 Ash Swamp Rd, Glastonbury, CT 06033
  • /15

    $1,399,900 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,483 Sq Ft

    1617 New London Turnpike, Glastonbury, CT 06033

    Experience absolute unmatched quality in this brand new 2025 built Custom home! This magnificent Modern Farmhouse Cape has everything your heart desires! The home features 4 Bedrooms + a potential 5th bedroom or rec room, 5.5 baths and 5500 sqft of living space! The main level shines with dueling suites on each side. The primary suite features a fabulous tile shower and soaking tub as well as his

    Jeffrey Anderson William Pitt Sotheby's Int'l

    1617 New London Turnpike, Glastonbury, CT 06033
  • /20

    $299,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 1 Bath
    • 852 Sq Ft

    272 Bell St, Glastonbury, CT 06033

    Coming soon - Welcome to 272 Bell Street, a charming ranch located in the heart of Glastonbury. This home is perfect for first-time home buyers, downsizers or anyone looking to enjoy all that Glastonbury has to offer. This is a great opportunity to add your personal touch and build equity, don't wait to schedule your showing!

    Amanda Claffey Eagle Eye Realty PLLC

    272 Bell St, Glastonbury, CT 06033
  • /31

    $335,000 Coming Soon

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    14 Hubbard Run Dr Unit 14, Glastonbury, CT 06033

    WELCOME HOME to this stunning 2 bedroom townhouse in the desirable Hubbard Run complex. The home is the perfect blend of modern updates and functional living spaces. Step inside to discover a spacious, recently renovated home with gorgeous wide board LVP flooring throughout. The heart of the home is the remodeled kitchen, complete w/quartz counters, shaker cabinets, under cabinet lighting,

    Sheila Gschwind Berkshire Hathaway NE Prop.

    14 Hubbard Run Dr Unit 14, Glastonbury, CT 06033
  • /5

    $929,000 Open House 6/14

    • 4 Beds
    • 4 Baths
    • 3,700 Sq Ft

    148 Bellridge Rd, Glastonbury, CT 06033

    Welcome to 148 Bell Ridge-a meticulously crafted 3,700 sq ft Colonial on 2.63 acres at the end of a quiet cul-de-sac in sought-after Glastonbury. Built by renowned Bill Mandell of Mandell Custom Homes, this property combines elegance, functionality, and exceptional craftsmanship. Step inside to 10' ceilings, natural light, crown molding, and custom millwork. The main level features a spacious

    Ali White White-Ginnett Coldwell Banker Realty

    148 Bellridge Rd, Glastonbury, CT 06033
  • /2

    $595,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 2,268 Sq Ft

    58 Cart Rd, Glastonbury, CT 06033

    AMAZING LOCATION! Welcome to this beautifully maintained 4-bedroom, 2.5-bath colonial nestled on a quiet cul-de-sac in the heart of sought-after Buttonball area /school district. This move-in-ready gem offers 2,368 sq ft of comfortable living space on a private 0.58-acre lot with public utilities. Freshly painted inside and out, the home exudes pride of ownership with its crisp, clean look.

    Tatiana and Bill Geist Berkshire Hathaway NE Prop.

    58 Cart Rd, Glastonbury, CT 06033
How to Buy a Home How to Finance a Home How to Sell a Home