2,551

South Glastonbury, CT Homes

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  • 245 Grindle Brook Rd, South Glastonbury, CT 06073
    245 Grindle Brook Rd, South Glastonbury, CT 06073
    245 Grindle Brook Rd, South Glastonbury, CT 06073
    /40

    $449,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    245 Grindle Brook Rd, South Glastonbury, CT 06073

    Tucked away on a quiet cul-de-sac in South Glastonbury, This charming and beautifully maintained ranch offers the perfect balance of privacy, convenience and outdoor living. Set on nearly an acre of land, you'll love having scenic hiking trails right at the end of the street, while being just minutes from restaurants and shops. Inside, this 3-bedroom, 2 bath home features hardwood floors

    Britt Miglietta Berkshire Hathaway NE Prop.

    245 Grindle Brook Rd, South Glastonbury, CT 06073
  • 99 Overshot Dr Unit 99, South Glastonbury, CT 06073

    $524,500

    Sold Mar 16, 2026

    99 Overshot Dr Unit 99, South Glastonbury, CT 06073

    • 3 Beds
    • 2.5 Baths
    • 2,395 Sq Ft
    • Built 2004

    Last Sold Summary

    • $219/SF
    • 27 Days On Market

    Current Estimated Value $553,914

    Last Listing Agent Felix DuVerger Berkshire Hathaway NE Prop.

    99 Overshot Dr Unit 99, South Glastonbury, CT 06073
    • 369 Thompson St, South Glastonbury, CT 06073

      Est $614,978

      Not Listed For Sale

      369 Thompson St, South Glastonbury, CT 06073

      • 4 Beds
      • 2 Baths
      • 2,023 Sq Ft
      • Built 1977
      369 Thompson St, South Glastonbury, CT 06073

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Diana Brown William Raveis Real Estate

  • 539 Hopewell Rd, South Glastonbury, CT 06073
    539 Hopewell Rd, South Glastonbury, CT 06073
    539 Hopewell Rd, South Glastonbury, CT 06073
    /39

    $675,000

    Open House 10/04 $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,346 Sq Ft

    539 Hopewell Rd, South Glastonbury, CT 06073

    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,

    Kadji Anderson Berkshire Hathaway NE Prop.

    539 Hopewell Rd, South Glastonbury, CT 06073
  • 197 Foote Rd, South Glastonbury, CT 06073

    $552,000

    Sold Mar 06, 2026

    197 Foote Rd, South Glastonbury, CT 06073

    • 3 Beds
    • 2.5 Baths
    • 2,330 Sq Ft
    • Built 1962

    Last Sold Summary

    • 4% Above List Price
    • $237/SF
    • 6 Days On Market

    Current Estimated Value $550,328

    Last Listing Agent Harry Finer William Raveis Real Estate

    197 Foote Rd, South Glastonbury, CT 06073
    • 59 Thompson St, South Glastonbury, CT 06073

      Est $572,383

      Not Listed For Sale

      59 Thompson St, South Glastonbury, CT 06073

      • 3 Beds
      • 3 Baths
      • 1,593 Sq Ft
      • Built 1976
      59 Thompson St, South Glastonbury, CT 06073

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Richard Santasiere Santa Realty

  • 84 Foote Rd, South Glastonbury, CT 06073
    84 Foote Rd, South Glastonbury, CT 06073
    84 Foote Rd, South Glastonbury, CT 06073
    /40

    $1,200,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,068 Sq Ft

    84 Foote Rd, South Glastonbury, CT 06073

    Discover a rare South Glastonbury opportunity where classic New England character, thoughtful updates, and exceptional versatility come together. This beautifully updated Colonial is more than an equestrian property. Inside, 5 fireplaces add warmth and character, while the remodeled kitchen and tunnel skylight bring natural light into the heart of the home. A finished basement provides additional

    Rachel Festa LPT Realty - IConn Team

    84 Foote Rd, South Glastonbury, CT 06073
  • 31 Greenswood Place, South Glastonbury, CT 06073

    $1,410,000

    Sold Jun 26, 2026

    31 Greenswood Place, South Glastonbury, CT 06073

    • 4 Beds
    • 6 Baths
    • 5,773 Sq Ft
    • Built 1994

    Last Sold Summary

    • 1% Above List Price
    • $244/SF
    • 58 Days On Market

    Current Estimated Value $1,376,213

    Last Listing Agent Michelle Collins Berkshire Hathaway NE Prop.

    31 Greenswood Place, South Glastonbury, CT 06073
    • 117 Summit Crest Dr, South Glastonbury, CT 06073

      Est $1,204,570

      Not Listed For Sale

      117 Summit Crest Dr, South Glastonbury, CT 06073

      • 4 Beds
      • 5.5 Baths
      • 5,540 Sq Ft
      • Built 2002
      117 Summit Crest Dr, South Glastonbury, CT 06073

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Jeff Bodeau William Raveis Real Estate

  • 45 Toll Gate Rd, South Glastonbury, CT 06073
    45 Toll Gate Rd, South Glastonbury, CT 06073
    45 Toll Gate Rd, South Glastonbury, CT 06073
    /40

    $648,888

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,382 Sq Ft

    45 Toll Gate Rd, South Glastonbury, CT 06073

    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

    Todd Namnoun Eagle Eye Realty PLLC

    45 Toll Gate Rd, South Glastonbury, CT 06073
  • 50 Old Farms Rd, South Glastonbury, CT 06073

    $825,000

    Sold Jul 10, 2026

    50 Old Farms Rd, South Glastonbury, CT 06073

    • 4 Beds
    • 3.5 Baths
    • 3,183 Sq Ft
    • Built 1985

    Last Sold Summary

    • 12% Above List Price
    • $259/SF
    • 4 Days On Market

    Current Estimated Value $784,068

    Last Listing Agent Linda Edelwich William Raveis Real Estate

    50 Old Farms Rd, South Glastonbury, CT 06073
    • 110 Summit Crest Dr, South Glastonbury, CT 06073

      Est $1,114,306

      Not Listed For Sale

      110 Summit Crest Dr, South Glastonbury, CT 06073

      • 5 Beds
      • 4.5 Baths
      • 5,491 Sq Ft
      • Built 2001
      110 Summit Crest Dr, South Glastonbury, CT 06073

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Michelle Collins Berkshire Hathaway NE Prop.

  • 144 Great Pond Rd, South Glastonbury, CT 06073
    144 Great Pond Rd, South Glastonbury, CT 06073
    144 Great Pond Rd, South Glastonbury, CT 06073
    /36

    $900,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,443 Sq Ft

    144 Great Pond Rd, South Glastonbury, CT 06073

    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

    Annette Pasek Berkshire Hathaway NE Prop.

    144 Great Pond Rd, South Glastonbury, CT 06073
  • 246 Country Ln, Glastonbury, CT 06073

    $1,450,000

    Sold Jul 01, 2026

    246 Country Ln, Glastonbury, CT 06073

    • 4 Beds
    • 5 Baths
    • 5,154 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $281/SF
    • 8 Days On Market

    Current Estimated Value $1,466,451

    Last Listing Agent Amber Marques New England Prestige Realty

    246 Country Ln, Glastonbury, CT 06073
    • 45 Stratton Rd, South Glastonbury, CT 06073

      Est $997,527

      Not Listed For Sale

      45 Stratton Rd, South Glastonbury, CT 06073

      • 3 Beds
      • 2.5 Baths
      • 3,495 Sq Ft
      • Built 2010
      45 Stratton Rd, South Glastonbury, CT 06073

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Jonathan Archer William Raveis Real Estate

  • 108 Chamberlain Ln, Glastonbury, CT 06073
    108 Chamberlain Ln, Glastonbury, CT 06073
    108 Chamberlain Ln, Glastonbury, CT 06073
    /5

    $229,900

    • Land
    • 5.19 Acres
    • $44,297 per Acre

    108 Chamberlain Ln, Glastonbury, CT 06073

    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

    Lissette Herrera Red Castle Realty

    108 Chamberlain Ln, Glastonbury, CT 06073
  • 49 Old Farms Rd, South Glastonbury, CT 06073

    $880,000

    Sold Jul 28, 2026

    49 Old Farms Rd, South Glastonbury, CT 06073

    • 5 Beds
    • 5 Baths
    • 3,244 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $271/SF
    • 53 Days On Market

    Current Estimated Value $880,523

    Last Listing Agent Dianne Kwoka William Raveis Real Estate

    49 Old Farms Rd, South Glastonbury, CT 06073
    • 54 Stockade Rd, South Glastonbury, CT 06073

      Est $649,995

      Not Listed For Sale

      54 Stockade Rd, South Glastonbury, CT 06073

      • 4 Beds
      • 2 Baths
      • 2,592 Sq Ft
      • Built 1949
      54 Stockade Rd, South Glastonbury, CT 06073

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Liz Teare William Raveis Real Estate

  • 400 Dayton Rd, South Glastonbury, CT 06073
    400 Dayton Rd, South Glastonbury, CT 06073
    400 Dayton Rd, South Glastonbury, CT 06073
    /40

    $1,500,000

    Under Contract
    • 2 Beds
    • 2.5 Baths
    • 2,312 Sq Ft

    400 Dayton Rd, South Glastonbury, CT 06073

    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

    Jeffrey Anderson William Pitt Sotheby's International Realty

    400 Dayton Rd, South Glastonbury, CT 06073
  • 781 Main St, South Glastonbury, CT 06073

    $175,000

    Sold Apr 28, 2026

    781 Main St, South Glastonbury, CT 06073

    • Land
    • 36,590 Sq Ft
    • $208,333 per Acre

    Last Sold Summary

    • 17% Above List Price
    • 8 Days On Market

    Last Listing Agent Amy Whited Century 21 Classic Homes

    781 Main St, South Glastonbury, CT 06073
    • 35 Stockade Rd, South Glastonbury, CT 06073

      Est $713,659

      Not Listed For Sale

      35 Stockade Rd, South Glastonbury, CT 06073

      • 3 Beds
      • 2.5 Baths
      • 1,878 Sq Ft
      • Built 1949
      35 Stockade Rd, South Glastonbury, CT 06073

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Amanda Mangene William Raveis Real Estate

  • 712 Main St, South Glastonbury, CT 06073
    712 Main St, South Glastonbury, CT 06073
    712 Main St, South Glastonbury, CT 06073
    /36

    $599,999

    Under Contract
    • 4 Beds
    • 4 Baths
    • 2,780 Sq Ft

    712 Main St, South Glastonbury, CT 06073

    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

    Sylvia Sheth Oxford Realty

    712 Main St, South Glastonbury, CT 06073
  • 8 Chelsea Rd Unit 8, South Glastonbury, CT 06073

    $450,000

    Sold Dec 16, 2025

    8 Chelsea Rd Unit 8, South Glastonbury, CT 06073

    • 4 Beds
    • 3.5 Baths
    • 1,488 Sq Ft
    • Built 1987

    Last Sold Summary

    • $302/SF
    • 4 Days On Market

    Current Estimated Value $474,630

    Last Listing Agent Bryan Feery Berkshire Hathaway NE Prop.

    8 Chelsea Rd Unit 8, South Glastonbury, CT 06073
    • 160 Southpond Rd, South Glastonbury, CT 06073

      Est $992,955

      Not Listed For Sale

      160 Southpond Rd, South Glastonbury, CT 06073

      • 5 Beds
      • 6 Baths
      • 4,670 Sq Ft
      • Built 1987
      160 Southpond Rd, South Glastonbury, CT 06073

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Heidi Weed Lamacchia Realty

  • 281 Woodland St, South Glastonbury, CT 06073
    281 Woodland St, South Glastonbury, CT 06073
    281 Woodland St, South Glastonbury, CT 06073
    /6

    $699,900

    • Land
    • 8.3 Acres
    • $84,325 per Acre

    281 Woodland St, South Glastonbury, CT 06073

    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

    Anna Zastem Macchio William Raveis Real Estate

    281 Woodland St, South Glastonbury, CT 06073
  • 124 Old Maids Ln, South Glastonbury, CT 06073

    $865,000

    Sold Jul 24, 2026

    124 Old Maids Ln, South Glastonbury, CT 06073

    • 3 Beds
    • 4 Baths
    • 4,928 Sq Ft
    • Built 1996

    Last Sold Summary

    • $176/SF
    • 28 Days On Market

    Current Estimated Value $876,301

    Last Listing Agent Wendy Visgilio Coldwell Banker Realty

    124 Old Maids Ln, South Glastonbury, CT 06073
    • 94 Southpond Rd, South Glastonbury, CT 06073

      Est $999,007

      Not Listed For Sale

      94 Southpond Rd, South Glastonbury, CT 06073

      • 5 Beds
      • 4.5 Baths
      • 5,195 Sq Ft
      • Built 1987
      94 Southpond Rd, South Glastonbury, CT 06073

      Last Sold Summary

      • 83 Days On Market

      Last Listing Agent Michelle Collins Berkshire Hathaway NE Prop.

  • 6 Tall Wood Dr, East Hampton, CT 06424
    6 Tall Wood Dr, East Hampton, CT 06424
    6 Tall Wood Dr, East Hampton, CT 06424
    /40

    $549,900

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,131 Sq Ft

    6 Tall Wood Dr, East Hampton, CT 06424

    Beautifully appointed four-bedroom Colonial in an small cul-de-sac subdivision built by Pelletier. Thoughtful architectural details set this home apart, with hardwood floors, extensive millwork, crown molding and a striking coffered ceiling adding character throughout the main level. At the heart of the home, the spacious fireplaced family room flows naturally into the kitchen and dining area,

    Kristin DeMarco Coldwell Banker Realty

    6 Tall Wood Dr, East Hampton, CT 06424
  • 9 Lakewood Cir, South Glastonbury, CT 06073

    $536,500

    Sold Jun 22, 2026

    9 Lakewood Cir, South Glastonbury, CT 06073

    • 3 Beds
    • 2.5 Baths
    • 1,459 Sq Ft
    • Built 1958

    Last Sold Summary

    • 26% Above List Price
    • $368/SF
    • 0 Days On Market

    Current Estimated Value $527,170

    Last Listing Agent Elizabeth Mattern Berkshire Hathaway NE Prop.

    9 Lakewood Cir, South Glastonbury, CT 06073
    • 76 Southpond Rd, South Glastonbury, CT 06073

      Est $1,041,452

      Not Listed For Sale

      76 Southpond Rd, South Glastonbury, CT 06073

      • 5 Beds
      • 3 Baths
      • 4,840 Sq Ft
      • Built 1988
      76 Southpond Rd, South Glastonbury, CT 06073

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Lori Gabriel Coldwell Banker Realty

  • 36 Copley Rd, South Glastonbury, CT 06073
    36 Copley Rd, South Glastonbury, CT 06073
    36 Copley Rd, South Glastonbury, CT 06073
    /37

    $435,000

    Under Contract
    • 2 Beds
    • 2.5 Baths
    • 2,048 Sq Ft

    36 Copley Rd, South Glastonbury, CT 06073

    One of the best locations within the ever-popular Chestnut Hill community! Overlooking green space and woods, this unit offers privacy and serene views. Refreshed throughout, you have nothing to do but move in. U-shaped kitchen is practical and modern, featuring white cabinetry, granite countertops, trendy fixtures and a large eat in area. Formal dining room is open to living room and leads out

    Margaret Wilcox William Raveis Real Estate

    36 Copley Rd, South Glastonbury, CT 06073
  • 579 Matson Hill Rd, South Glastonbury, CT 06073

    $560,000

    Sold Dec 12, 2025

    579 Matson Hill Rd, South Glastonbury, CT 06073

    • 3 Beds
    • 1.5 Baths
    • 1,898 Sq Ft
    • Built 1980

    Last Sold Summary

    • 19% Above List Price
    • $295/SF
    • 6 Days On Market

    Current Estimated Value $604,709

    Last Listing Agent Wendy Lang Carl Guild & Associates

    579 Matson Hill Rd, South Glastonbury, CT 06073
    • Unlisted Address

      Est $547,763

      Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • 2.5 Baths
      • 2,375 Sq Ft
      • Built 1988
      Unlisted Address

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Barbara Reid Coldwell Banker Realty

  • 90 S Mill Dr Unit 90, South Glastonbury, CT 06073
    90 S Mill Dr Unit 90, South Glastonbury, CT 06073
    90 S Mill Dr Unit 90, South Glastonbury, CT 06073
    /33

    $554,000

    $60K PRICE DROP Under Contract
    • 2 Beds
    • 3 Baths
    • 2,592 Sq Ft

    90 S Mill Dr Unit 90, South Glastonbury, CT 06073

    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

    Jamie Clark Berkshire Hathaway NE Prop.

    90 S Mill Dr Unit 90, South Glastonbury, CT 06073
  • 408 Foote Rd, South Glastonbury, CT 06073

    $460,000

    Sold May 04, 2026

    408 Foote Rd, South Glastonbury, CT 06073

    • 3 Beds
    • 2 Baths
    • 1,731 Sq Ft
    • Built 1966

    Last Sold Summary

    • 15% Above List Price
    • $266/SF
    • 60 Days On Market

    Current Estimated Value $475,351

    Last Listing Agent Taylor Mandell-Daly Berkshire Hathaway NE Prop.

    408 Foote Rd, South Glastonbury, CT 06073
    • 36 Southgate Dr, South Glastonbury, CT 06073

      Est $390,746

      Not Listed For Sale

      36 Southgate Dr, South Glastonbury, CT 06073

      • 2 Beds
      • 2.5 Baths
      • 1,344 Sq Ft
      • Built 1985
      36 Southgate Dr, South Glastonbury, CT 06073

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Emily Viccaro Coldwell Banker Realty

  • 280-300 Matson Hill Rd, Glastonbury, CT 06073
    280-300 Matson Hill Rd, Glastonbury, CT 06073
    280-300 Matson Hill Rd, Glastonbury, CT 06073
    /5

    $3,250,000

    • Land
    • 21.51 Acres
    • $151,093 per Acre

    280-300 Matson Hill Rd, Glastonbury, CT 06073

    280-300 Matson Road presents a rare opportunity to acquire scenic agricultural- Rural Residential land in one of the most desirable areas of South Glastonbury. Currently operating as a spray-free berry farm and orchard, the property features gently rolling land, open fields, and sweeping views overlooking Hartford and the Connecticut River Valley. Adding to the long-term value and privacy of the

    Brittney Gondek Berkshire Hathaway NE Prop.

    280-300 Matson Hill Rd, Glastonbury, CT 06073
  • 111 Bluff Point Rd, South Glastonbury, CT 06073

    $980,000

    Sold Aug 14, 2026

    111 Bluff Point Rd, South Glastonbury, CT 06073

    • 4 Beds
    • 2.5 Baths
    • 3,956 Sq Ft
    • Built 1996

    Last Sold Summary

    • 18% Above List Price
    • $248/SF
    • 7 Days On Market

    Current Estimated Value $856,382

    Last Listing Agent Michelle Collins Berkshire Hathaway NE Prop.

    111 Bluff Point Rd, South Glastonbury, CT 06073
    • 16 Southgate Dr, South Glastonbury, CT 06073

      Est $413,107

      Not Listed For Sale

      16 Southgate Dr, South Glastonbury, CT 06073

      • 2 Beds
      • 2.5 Baths
      • 1,344 Sq Ft
      • Built 1984
      16 Southgate Dr, South Glastonbury, CT 06073

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Nancy Stetson Coldwell Banker Realty

  • 931 Chestnut Hill Rd, South Glastonbury, CT 06073
    931 Chestnut Hill Rd, South Glastonbury, CT 06073
    931 Chestnut Hill Rd, South Glastonbury, CT 06073
    /35

    $399,900

    Under Contract
    • 2 Beds
    • 2 Baths
    • 1,406 Sq Ft

    931 Chestnut Hill Rd, South Glastonbury, CT 06073

    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

    Nancy Weiner Century 21 AllPoints Realty

    931 Chestnut Hill Rd, South Glastonbury, CT 06073

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