10,562

Seymour, CT Homes

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  • 909 Tillinghast Dr Unit 909, Oxford, CT 06478

    $699,000

    Sold Feb 24, 2026

    909 Tillinghast Dr Unit 909, Oxford, CT 06478

    • 2 Beds
    • 2.5 Baths
    • 2,239 Sq Ft
    • Built 2023

    Last Sold Summary

    • $312/SF
    • 8 Days On Market

    Last Listing Agent Michele Isenberg Coldwell Banker Realty

    909 Tillinghast Dr Unit 909, Oxford, CT 06478
    • 66 Davis Rd, Seymour, CT 06483

      Est $552,879

      Not Listed For Sale

      66 Davis Rd, Seymour, CT 06483

      • 3 Beds
      • 2.5 Baths
      • 2,122 Sq Ft
      • Built 1850
      66 Davis Rd, Seymour, CT 06483

      Last Sold Summary

      • 34 Days On Market

  • 1091 Saint Andrews Dr Unit Lot 6, Oxford, CT 06478
    1091 Saint Andrews Dr Unit Lot 6, Oxford, CT 06478
    1091 Saint Andrews Dr Unit Lot 6, Oxford, CT 06478
    /30

    $739,900

    New Construction Pending
    • 2 Beds
    • 2.5 Baths
    • 2,536 Sq Ft

    1091 Saint Andrews Dr Unit Lot 6, Oxford, CT 06478

    EG Home, a trusted multi-award-winning builder, presents the Pinehurst at Oxford Greens-Connecticut's premier active-adult community. This elegant two-story townhome offers approximately 2,536 sq. ft. of refined living space designed for comfort and sophistication. The main level features a private primary suite, a vaulted Great Room filled with natural light, and a chef's kitchen perfect for

    Shabnam Sadat EG Group Realty LLC

    1091 Saint Andrews Dr Unit Lot 6, Oxford, CT 06478
  • 139 Davis Rd, Seymour, CT 06483

    $461,700

    Sold Jul 24, 2026

    139 Davis Rd, Seymour, CT 06483

    • 3 Beds
    • 3 Baths
    • 2,578 Sq Ft
    • Built 1941

    Last Sold Summary

    • 1% Below List Price
    • $179/SF
    • 56 Days On Market

    Current Estimated Value $465,745

    Last Listing Agent John Boyle Realty ONE Group Connect

    139 Davis Rd, Seymour, CT 06483
    • 8 Rimmon St, Seymour, CT 06483

      Est $317,121

      Not Listed For Sale

      8 Rimmon St, Seymour, CT 06483

      • 4 Beds
      • 2 Baths
      • 1,586 Sq Ft
      • Built 1850
      8 Rimmon St, Seymour, CT 06483

      Last Sold Summary

      • 45 Days On Market

  • 42 Cedar Ln, Oxford, CT 06478
    42 Cedar Ln, Oxford, CT 06478
    42 Cedar Ln, Oxford, CT 06478
    /40

    $799,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 5,264 Sq Ft

    42 Cedar Ln, Oxford, CT 06478

    42 Cedar Lane in Oxford offers a rare combination of a spacious contemporary main residence with a fully functional in-law apartment/Accessory Dwelling Unit, creating exceptional flexibility for multi-generational living, extended guests, or private work-from-home accommodations. The main residence is defined by an open contemporary design across two levels, thoughtfully arranged to provide both

    Nicholas Mastrangelo Coldwell Banker Realty

    42 Cedar Ln, Oxford, CT 06478
  • 22 Pheasant Dr, Seymour, CT 06483

    $455,000

    Sold Jan 08, 2026

    22 Pheasant Dr, Seymour, CT 06483

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • Built 1984

    Last Sold Summary

    • 1% Above List Price
    • $228/SF
    • 5 Days On Market

    Current Estimated Value $461,929

    Last Listing Agent Emily Fitzgerald William Raveis Real Estate

    22 Pheasant Dr, Seymour, CT 06483
  • 39 Greenbriar Rd, Oxford, CT 06478
    39 Greenbriar Rd, Oxford, CT 06478
    39 Greenbriar Rd, Oxford, CT 06478
    /40

    $629,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    39 Greenbriar Rd, Oxford, CT 06478

    Set on a private, level, almost two acre lot yet close to everything you need is where you will find this wonderful Colonial. As you enter the driveway and approach the home you will soon realize this is the home for you. The main level has a terrific layout with hardwood flooring and a welcoming foyer. The large living room, with a vaulted ceiling, fan, and fireplace opens to the dining room

    Scott Martin Showcase Realty, Inc.

    39 Greenbriar Rd, Oxford, CT 06478
  • 32 Kathy Dr, Seymour, CT 06483

    $445,000

    Sold Jul 27, 2026

    32 Kathy Dr, Seymour, CT 06483

    • 3 Beds
    • 1.5 Baths
    • 1,658 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Above List Price
    • $268/SF
    • 2 Days On Market

    Current Estimated Value $440,944

    Last Listing Agent Nickie O'Toole Nickie Otoole Realty LLC

    32 Kathy Dr, Seymour, CT 06483
    • 33 Swan Ave, Seymour, CT 06483

      Est $346,079

      Not Listed For Sale

      33 Swan Ave, Seymour, CT 06483

      • 3 Beds
      • 1.5 Baths
      • 1,086 Sq Ft
      • Built 1890
      33 Swan Ave, Seymour, CT 06483

      Last Sold Summary

      • 31 Days On Market

  • 3 Roosevelt Dr, Seymour, CT 06483
    3 Roosevelt Dr, Seymour, CT 06483
    3 Roosevelt Dr, Seymour, CT 06483
    /40

    $585,000

    $90K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,431 Sq Ft

    3 Roosevelt Dr, Seymour, CT 06483

    Experience waterfront living at its finest in this exceptional DIRECT WATERFRONT home on the beautiful Housatonic River. Offering a rare combination of a private sandy beach, two floating docks with room for up to four boats, and breathtaking water views, this property is perfect for boating, kayaking, fishing, or simply relaxing by the river. The outdoor space is designed for entertaining with

    Emily Fitzgerald William Raveis Real Estate

    3 Roosevelt Dr, Seymour, CT 06483
  • 14 Great Oak Ridge Way Unit 14, Seymour, CT 06483

    $340,000

    Sold Sep 29, 2025

    14 Great Oak Ridge Way Unit 14, Seymour, CT 06483

    • 2 Beds
    • 1.5 Baths
    • 1,334 Sq Ft
    • Built 2006

    Last Sold Summary

    • 6% Above List Price
    • $255/SF
    • 35 Days On Market

    Current Estimated Value $357,017

    Last Listing Agent Kenneth Viele, Jr. Coldwell Banker Realty

    14 Great Oak Ridge Way Unit 14, Seymour, CT 06483
    • 1 Bryan Cir, Seymour, CT 06483

      Est $623,545

      Not Listed For Sale

      1 Bryan Cir, Seymour, CT 06483

      • 3 Beds
      • 2.5 Baths
      • 3,048 Sq Ft
      • Built 1998
      1 Bryan Cir, Seymour, CT 06483

      Last Sold Summary

      • 3 Days On Market

  • 6 Warren Dr, Seymour, CT 06483
    6 Warren Dr, Seymour, CT 06483
    6 Warren Dr, Seymour, CT 06483
    /31

    $399,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,769 Sq Ft

    6 Warren Dr, Seymour, CT 06483

    Discover the perfect blend of space, comfort, and convenience in this beautifully maintained, attached duplex-style home. Built in 1992, this property defies expectations with an incredibly generous layout where every single room is exceptionally spacious. Interior Highlights: Main Level Comfort: The inviting main floor features a cozy wood-burning fireplace, perfect for New England winters.

    Mitchell Delancy LAER Realty Partners

    6 Warren Dr, Seymour, CT 06483
  • 12 Karlak St, Seymour, CT 06483

    $479,000

    Sold Jun 30, 2026

    12 Karlak St, Seymour, CT 06483

    • 3 Beds
    • 2 Baths
    • 1,514 Sq Ft
    • Built 1986

    Last Sold Summary

    • 9% Above List Price
    • $316/SF
    • 2 Days On Market

    Current Estimated Value $433,398

    Last Listing Agent Cindy Breckheimer Forever Homes Real Estate LLC

    12 Karlak St, Seymour, CT 06483
    • 32 Charles Rd, Seymour, CT 06483

      Est $520,587

      Not Listed For Sale

      32 Charles Rd, Seymour, CT 06483

      • 3 Beds
      • 2.5 Baths
      • 1,974 Sq Ft
      • Built 2001
      32 Charles Rd, Seymour, CT 06483

      Last Sold Summary

      • 3 Days On Market

  • 125 Mountain Rd, Seymour, CT 06483
    125 Mountain Rd, Seymour, CT 06483
    125 Mountain Rd, Seymour, CT 06483
    /27

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 2,394 Sq Ft

    125 Mountain Rd, Seymour, CT 06483

    Hard-to-find 1960s ranch offering timeless craftsmanship, solid construction, and the convenience of true single-level living. Set along quiet Mountain Road in Seymour, the home sits beautifully on a level, tree-lined lot that provides privacy from neighboring properties. Inside, the comfortable floor plan features hardwood floors, oil-fired hot water heat with cast-iron radiators, and a charming

    Tim Drakeley Drakeley Real Estate, Inc.

    125 Mountain Rd, Seymour, CT 06483
  • 21 Stanley Dr, Seymour, CT 06483

    $370,000

    Sold Jan 09, 2026

    21 Stanley Dr, Seymour, CT 06483

    • 3 Beds
    • 1.5 Baths
    • 1,222 Sq Ft
    • Built 1977

    Last Sold Summary

    • 5% Below List Price
    • $303/SF
    • 59 Days On Market

    Current Estimated Value $390,028

    Last Listing Agent Monica Palmerie RE/MAX RISE

    21 Stanley Dr, Seymour, CT 06483
  • 40 Manitook Dr, Oxford, CT 06478
    40 Manitook Dr, Oxford, CT 06478
    40 Manitook Dr, Oxford, CT 06478
    /40

    $699,900

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,298 Sq Ft

    40 Manitook Dr, Oxford, CT 06478

    Beautiful 2,298 sq. ft. plus additional 270 sq ft with bonus room above garage (total 2,568 sq ft) contemporary home in a desirable lake community, just a short walk to the community beach and lake. Offering a flexible floor plan, 2.5 baths, hardwood floors throughout, and an open-concept filled with natural light. The spacious primary suite features a full bath, walk-in closet, and sitting area.

    Pat Blanko William Raveis Real Estate

    40 Manitook Dr, Oxford, CT 06478
  • 50 Ancient Hwy, Oxford, CT 06478

    $700,000

    Sold Mar 02, 2026

    50 Ancient Hwy, Oxford, CT 06478

    • 4 Beds
    • 2.5 Baths
    • 2,876 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Below List Price
    • $243/SF
    • 118 Days On Market

    Current Estimated Value $711,107

    Last Listing Agent Laura Condon Coldwell Banker Realty

    50 Ancient Hwy, Oxford, CT 06478
    • 18 French St, Seymour, CT 06483

      Est $370,425

      Not Listed For Sale

      18 French St, Seymour, CT 06483

      • 4 Beds
      • 1 Bath
      • 1,462 Sq Ft
      • Built 1900
      18 French St, Seymour, CT 06483

      Last Sold Summary

      • 53 Days On Market

  • 50 Bissell Place, Seymour, CT 06483
    50 Bissell Place, Seymour, CT 06483
    50 Bissell Place, Seymour, CT 06483
    /3

    $1,800,000

    • Land
    • 20.37 Acres
    • $88,365 per Acre

    50 Bissell Place, Seymour, CT 06483

    A preliminary design has been created for a 115 unit townhouse conceptual development, offering tremendous potential for a higher-density project. Approved 20-Lot Residential Subdivision. 20 Single-family lots with city water and sewer. Nestled in a wooded setting just minutes from Route 8, this location offers excellent schools and commuter convenience. Approximately 1,800 feet of road is

    Tom Cavaliere Coldwell Banker Realty

    50 Bissell Place, Seymour, CT 06483
  • 4 Christopher Ct, Oxford, CT 06478

    $770,000

    Sold Dec 05, 2025

    4 Christopher Ct, Oxford, CT 06478

    • 4 Beds
    • 3.5 Baths
    • 3,876 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Above List Price
    • $199/SF
    • 53 Days On Market

    Current Estimated Value $787,230

    Last Listing Agent Geoffrey Brennan Great Estates, CT

    4 Christopher Ct, Oxford, CT 06478
  • 5 Davis Rd, Oxford, CT 06478
    5 Davis Rd, Oxford, CT 06478
    5 Davis Rd, Oxford, CT 06478
    /39

    $439,900

    $60K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,892 Sq Ft

    5 Davis Rd, Oxford, CT 06478

    Welcome to this spacious 3 bedroom, 2 full bath, California Raised Ranch with terrific living space both inside and out. The updated kitchen features granite countertops, stainless appliances, convection, induction oven, breakfast bar, an open flow into the dining area, & partial opening to living room. Perfect for everyday living and entertaining. Beyond kitchen, is a generous 3 season porch;

    Laura Condon Coldwell Banker Realty

    5 Davis Rd, Oxford, CT 06478
  • 18 Summer Brook Way, Seymour, CT 06483

    $440,000

    Sold Aug 22, 2025

    18 Summer Brook Way, Seymour, CT 06483

    • 2 Beds
    • 2.5 Baths
    • 1,660 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Above List Price
    • $265/SF
    • 378 Days On Market

    Last Listing Agent Theodore Williams William Raveis Real Estate

    18 Summer Brook Way, Seymour, CT 06483
    • 8 Kathy Dr, Seymour, CT 06483

      Est $390,728

      Not Listed For Sale

      8 Kathy Dr, Seymour, CT 06483

      • 3 Beds
      • 1 Bath
      • 1,048 Sq Ft
      • Built 1957
      8 Kathy Dr, Seymour, CT 06483

      Last Sold Summary

      • 30 Days On Market

  • 51 Micko Dr, Seymour, CT 06483
    51 Micko Dr, Seymour, CT 06483
    51 Micko Dr, Seymour, CT 06483
    /14

    $499,900

    New Construction Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,089 Sq Ft

    51 Micko Dr, Seymour, CT 06483

    This impeccably built, soon-to-be-completed 3 bed /2.5 bath end-unit townhouse offers a rare combination of modern, customizable design, premium materials, and exceptional comfort. Located within a newly constructed, peaceful, and private community, this three-story residence is thoughtfully designed to deliver bright, spacious living areas, everyday functionality, and timeless elegance. A

    Erika Windisch Keller Williams Prestige Prop.

    51 Micko Dr, Seymour, CT 06483
  • 107 West St, Seymour, CT 06483

    $270,000

    Sold Jun 03, 2026

    107 West St, Seymour, CT 06483

    • 3 Beds
    • 1 Bath
    • 1,153 Sq Ft
    • Built 1764

    Last Sold Summary

    • 8% Above List Price
    • $234/SF
    • 9 Days On Market

    Current Estimated Value $252,587

    Last Listing Agent Johncarlo Morales Keller Williams Realty Prtnrs.

    107 West St, Seymour, CT 06483
  • 44 Micko Dr, Seymour, CT 06483
    44 Micko Dr, Seymour, CT 06483
    44 Micko Dr, Seymour, CT 06483
    /12

    $474,900

    New Construction Under Contract
    • 2 Beds
    • 2.5 Baths
    • 1,965 Sq Ft

    44 Micko Dr, Seymour, CT 06483

    This impeccably built, soon-to-be-completed 2 Bed /2.5 Bath townhouse offers a rare combination of modern, customizable design, premium materials, and exceptional comfort. Located within a newly constructed, peaceful, and private community, this three-story residence is thoughtfully designed to deliver bright, spacious living areas, everyday functionality, and timeless elegance. A perfect balance

    Erika Windisch Keller Williams Prestige Prop.

    44 Micko Dr, Seymour, CT 06483
  • 812 S Main St, Seymour, CT 06483

    $372,000

    Sold Aug 22, 2025

    812 S Main St, Seymour, CT 06483

    • 4 Beds
    • 2 Baths
    • 1,798 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Above List Price
    • $207/SF
    • 19 Days On Market

    Current Estimated Value $368,401

    Last Listing Agent Craig Heyse Coldwell Banker Realty

    812 S Main St, Seymour, CT 06483
    • 37 Rosko St, Seymour, CT 06483

      Est $386,251

      Not Listed For Sale

      37 Rosko St, Seymour, CT 06483

      • 3 Beds
      • 2 Baths
      • 1,192 Sq Ft
      • Built 1908
      37 Rosko St, Seymour, CT 06483

      Last Sold Summary

      • 80 Days On Market

  • 218 Quaker Farms Rd, Oxford, CT 06478
    218 Quaker Farms Rd, Oxford, CT 06478
    218 Quaker Farms Rd, Oxford, CT 06478
    /39

    $775,000

    $50K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    218 Quaker Farms Rd, Oxford, CT 06478

    Completed in November of 2025, this home offers a new construction experience without the wait. Every square inch reflects intentionality, featuring a refined modern aesthetic that balances clean lines with warm, inviting tones. Unlike standard builder-grade properties, this home is defined by high-end, custom finishes, including West Elm-curated fixtures, upgraded tile, a fluted floating sink,

    Nicole Fiorelli Fiorelli Realty, LLC

    218 Quaker Farms Rd, Oxford, CT 06478
  • 2 Highland Rd, Oxford, CT 06478

    $589,900

    Sold Sep 30, 2025

    2 Highland Rd, Oxford, CT 06478

    • 3 Beds
    • 2 Baths
    • 1,687 Sq Ft
    • Built 1984

    Last Sold Summary

    • $350/SF
    • 10 Days On Market

    Current Estimated Value $616,895

    Last Listing Agent Tara Stirk William Raveis Real Estate

    2 Highland Rd, Oxford, CT 06478
    • 15 Gilyard St, Seymour, CT 06483

      Est $410,251

      Not Listed For Sale

      15 Gilyard St, Seymour, CT 06483

      • 3 Beds
      • 2.5 Baths
      • 1,922 Sq Ft
      • Built 1883
      15 Gilyard St, Seymour, CT 06483

      Last Sold Summary

      • 41 Days On Market

  • 2 Whippoorwill Ln, Seymour, CT 06483
    2 Whippoorwill Ln, Seymour, CT 06483
    2 Whippoorwill Ln, Seymour, CT 06483
    /34

    $315,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,172 Sq Ft

    2 Whippoorwill Ln, Seymour, CT 06483

    Welcome home! This home has been lovingly cared for by the same owner for the past 34 years! Just add your personal touches to make this cozy, warm and comfortable home yours. 3 bedrooms all with hardwood floors, kitchen with hardwood and living room with beautiful laminate flooring. Family room in the lower level, furnace room with storage leading to a 1 car garage. Newer roof, corner lot. Greta

    Gary Piccirillo RE/MAX Right Choice

    2 Whippoorwill Ln, Seymour, CT 06483
  • 73 Brookdale Rd, Seymour, CT 06483

    $552,500

    Sold Jan 16, 2026

    73 Brookdale Rd, Seymour, CT 06483

    • 4 Beds
    • 2.5 Baths
    • 2,832 Sq Ft
    • Built 2001

    Last Sold Summary

    • 21% Below List Price
    • $195/SF
    • 127 Days On Market

    Current Estimated Value $586,905

    Last Listing Agent Lynn Acevedo Coldwell Banker Realty

    73 Brookdale Rd, Seymour, CT 06483

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