10,562

Seymour, CT Homes

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  • 9 Osprey Dr, Seymour, CT 06483
    9 Osprey Dr, Seymour, CT 06483
    9 Osprey Dr, Seymour, CT 06483
    /31

    $699,900

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,858 Sq Ft

    9 Osprey Dr, Seymour, CT 06483

    Welcome home to this beautifully maintained younger Colonial perfectly situated in a sought-after neighborhood. Offering 4 spacious bedrooms and a versatile recreation room. This home provides plenty of space for today's lifestyle, whether you need a home office, playroom, media room or a guest space. The thoughtfully designed floor plan features generous living areas, abundant natural light, and

    Maryrose Field Ellison Homes Real Estate

    9 Osprey Dr, Seymour, CT 06483
  • 17 Shari Dr, Seymour, CT 06483

    $570,000

    Sold Nov 17, 2025

    17 Shari Dr, Seymour, CT 06483

    • 3 Beds
    • 2.5 Baths
    • 2,325 Sq Ft
    • Built 1993

    Last Sold Summary

    • 5% Below List Price
    • $245/SF
    • 43 Days On Market

    Current Estimated Value $592,996

    Last Listing Agent Matthew Nuzie RE/MAX Right Choice

    17 Shari Dr, Seymour, CT 06483
  • 389 S Main St Unit 3B, Seymour, CT 06483
    389 S Main St Unit 3B, Seymour, CT 06483
    389 S Main St Unit 3B, Seymour, CT 06483
    /16

    $115,000

    Pending
    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    389 S Main St Unit 3B, Seymour, CT 06483

    Second floor one bedroom condo is waiting for a new owner!! Small complex with just 16 units! Security cameras on property. Condo sold "as is". Inspections for informational purposes only. Parking in rear of building! Walk to bus-line. Suitable only for cash buyers; complex has high level of same ownership in multiple units.

    Rosalie Averill Rupwani Associates

    389 S Main St Unit 3B, Seymour, CT 06483
  • 17 Grand St, Seymour, CT 06483

    $474,500

    Sold Jun 16, 2026

    17 Grand St, Seymour, CT 06483

    • 4 Beds
    • 1.5 Baths
    • 1,711 Sq Ft
    • Built 1875

    Last Sold Summary

    • 1% Below List Price
    • $277/SF
    • 89 Days On Market

    Current Estimated Value $453,212

    Last Listing Agent John Hackett William Raveis Real Estate

    17 Grand St, Seymour, CT 06483
    • 2 Deer Run Dr, Seymour, CT 06483

      Est $690,949

      Not Listed For Sale

      2 Deer Run Dr, Seymour, CT 06483

      • 3 Beds
      • 3.5 Baths
      • 3,942 Sq Ft
      • Built 1991
      2 Deer Run Dr, Seymour, CT 06483

      Last Sold Summary

      • 29 Days On Market

  • 21 Upson Dr, Oxford, CT 06478
    21 Upson Dr, Oxford, CT 06478
    21 Upson Dr, Oxford, CT 06478
    /31

    $519,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,873 Sq Ft

    21 Upson Dr, Oxford, CT 06478

    Pride of ownership shows in this raised ranch styled home located on a stunningly landscaped property. Overlook this beautiful lot from a raised deck or ground level paver patio. Koi pond and perfectly manicured plantings compliment this beautiful .85 acre parcel. Main level of home features hardwood floors throughout, vaulted ceilings with skylights, a large open concept eat in kitchen/living

    Steve Guarrera Carey & Guarrera Real Estate

    21 Upson Dr, Oxford, CT 06478
  • 69 Punkup Rd, Oxford, CT 06478

    $589,000

    Sold Sep 19, 2025

    69 Punkup Rd, Oxford, CT 06478

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Below List Price
    • $339/SF
    • 61 Days On Market

    Current Estimated Value $595,137

    Last Listing Agent Mary Tolnai William Raveis Real Estate

    69 Punkup Rd, Oxford, CT 06478
    • 6 Oriole Ln, Seymour, CT 06483

      Est $354,440

      Not Listed For Sale

      6 Oriole Ln, Seymour, CT 06483

      • 3 Beds
      • 1.5 Baths
      • 960 Sq Ft
      • Built 1971
      6 Oriole Ln, Seymour, CT 06483

      Last Sold Summary

      • 62 Days On Market

  • 63 Micko Dr, Seymour, CT 06483
    63 Micko Dr, Seymour, CT 06483
    63 Micko Dr, Seymour, CT 06483
    /13

    $494,900

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

    63 Micko Dr, Seymour, CT 06483

    This impeccably built, soon-to-be-completed 3 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.

    63 Micko Dr, Seymour, CT 06483
  • 56 Kathy Dr, Seymour, CT 06483

    $478,675

    Sold Jan 22, 2026

    56 Kathy Dr, Seymour, CT 06483

    • 3 Beds
    • 3 Baths
    • 1,444 Sq Ft
    • Built 1967

    Last Sold Summary

    • 6% Above List Price
    • $331/SF
    • 38 Days On Market

    Current Estimated Value $475,717

    Last Listing Agent Chelsea Curran Real Broker CT, LLC

    56 Kathy Dr, Seymour, CT 06483
    • 239 Pearl St, Seymour, CT 06483

      Est $372,175

      Not Listed For Sale

      239 Pearl St, Seymour, CT 06483

      • 3 Beds
      • 1.5 Baths
      • 1,248 Sq Ft
      • Built 1966
      239 Pearl St, Seymour, CT 06483

      Last Sold Summary

      • 43 Days On Market

  • 12 Davis Rd, Oxford, CT 06478
    12 Davis Rd, Oxford, CT 06478
    12 Davis Rd, Oxford, CT 06478
    /35

    $700,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,866 Sq Ft

    12 Davis Rd, Oxford, CT 06478

    Beautiful 4-bedroom Colonial ideally situated on a peaceful cul-de-sac, set on a private 1.9-acre lot. This well-maintained home offers the perfect blend of space, comfort, and functionality. The main level features hardwood floors throughout and a spacious eat-in kitchen complete with a center island, granite countertops, stainless steel appliances, and a stylish tile backsplash-perfect for both

    Christine Aquila Coldwell Banker Realty

    12 Davis Rd, Oxford, CT 06478
  • 282 Pearl St, Seymour, CT 06483

    $360,000

    Sold May 15, 2026

    282 Pearl St, Seymour, CT 06483

    • 2 Beds
    • 2 Baths
    • 1,236 Sq Ft
    • Built 1990

    Last Sold Summary

    • 6% Below List Price
    • $291/SF
    • 42 Days On Market

    Current Estimated Value $363,563

    Last Listing Agent Dean Giatas Fiorelli Realty, LLC

    282 Pearl St, Seymour, CT 06483
  • 443 Tee Shot Dr, Oxford, CT 06478
    443 Tee Shot Dr, Oxford, CT 06478
    443 Tee Shot Dr, Oxford, CT 06478
    /30

    $689,900

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,759 Sq Ft

    443 Tee Shot Dr, Oxford, CT 06478

    Welcome to Oxford Greens! Beautiful "Laurel" style unit with pretty south east facing deck on cul-de-sac. This home shows pride of ownership as it has been well maintained with upgrades added throughout the owner's stewardship. The kitchen has expanded bank of cabinets, pretty granite counters, roomy eating area, pantry, tiled back splash, all of which would inspire any chef. The main level

    Karen Berwick Real Estate Two

    443 Tee Shot Dr, Oxford, CT 06478
  • 114 Country Club Dr Unit 114, Oxford, CT 06478

    $525,000

    Sold Jul 06, 2026

    114 Country Club Dr Unit 114, Oxford, CT 06478

    • 2 Beds
    • 2 Baths
    • 2,133 Sq Ft
    • Built 2004

    Last Sold Summary

    • 9% Below List Price
    • $246/SF
    • 82 Days On Market

    Last Listing Agent Angela Casablanca BHGRE Gaetano Marra Homes

    114 Country Club Dr Unit 114, Oxford, CT 06478
  • 941 Mackenzie Ln Unit 941, Oxford, CT 06478
    941 Mackenzie Ln Unit 941, Oxford, CT 06478
    941 Mackenzie Ln Unit 941, Oxford, CT 06478
    /37

    $699,900

    • 2 Beds
    • 2 Baths
    • 1,682 Sq Ft

    941 Mackenzie Ln Unit 941, Oxford, CT 06478

    Better than new, this stunning Abbeyville model, completed December 2023, is ideally situated on a quiet cul-de-sac & shows like new! Offering the added peace of mind of transferable builder warranties, this home combines modern design w/ exceptional quality. The beautifully appointed kitchen features a large center island w/ quartz countertops, a tiled backsplash, pantry, & upgraded stainless

    Karen Berwick Real Estate Two

    941 Mackenzie Ln Unit 941, Oxford, CT 06478
  • 826 S Main St, Seymour, CT 06483

    $449,900

    Sold Mar 20, 2026

    826 S Main St, Seymour, CT 06483

    • 5 Beds
    • 2.5 Baths
    • 2,697 Sq Ft
    • Built 1928

    Last Sold Summary

    • $167/SF
    • 63 Days On Market

    Current Estimated Value $448,464

    Last Listing Agent Davis Owen Davis Owen Real Estate

    826 S Main St, Seymour, CT 06483
  • 25 Macintosh Dr, Oxford, CT 06478
    25 Macintosh Dr, Oxford, CT 06478
    25 Macintosh Dr, Oxford, CT 06478
    /40

    $994,900

    $55K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,516 Sq Ft

    25 Macintosh Dr, Oxford, CT 06478

    Welcome To Your Private Oxford Retreat Set On 3.69 Serene Acres and Offering Over 4,500 sq ft of Flexible, Beautifully Designed Living Space. For Those Who Value A Certain Level Of Privacy or Love Entertaining This Stately 4 Bedroom Colonial Delivers While Blending Modern Luxury with Classic Charm. This Home Features Two Primary Suites Including an Exceptional In-Law Setup Complete With Its Own

    David Soares RE/MAX Right Choice

    25 Macintosh Dr, Oxford, CT 06478
  • 29 Great Hill Rd, Seymour, CT 06483

    $480,000

    Sold Nov 13, 2025

    29 Great Hill Rd, Seymour, CT 06483

    • 4 Beds
    • 2 Baths
    • 2,320 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $207/SF
    • 69 Days On Market

    Current Estimated Value $499,168

    Last Listing Agent Joe Kapell RE/MAX Right Choice

    29 Great Hill Rd, Seymour, CT 06483
  • 24 Deerwood Rd, Oxford, CT 06478
    24 Deerwood Rd, Oxford, CT 06478
    24 Deerwood Rd, Oxford, CT 06478
    /35

    $1,189,999

    $115K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,860 Sq Ft

    24 Deerwood Rd, Oxford, CT 06478

    Exquisite new construction in desirable location in lovely Oxford CT. Build your ultimate dream home in this tranquil setting while still being close to all highways and downtown.This state of the art 4 bedroom, 2 full/1 half bath home built to perfection with the ideal blend of high quality craftsmanship and high-end finishes. Well thought out floor plan with large rooms and open concept living.

    Magda Ballaro William Raveis Real Estate

    24 Deerwood Rd, Oxford, CT 06478
  • 35 Cogwheel Ln, Seymour, CT 06483

    $1,200,000

    Sold Feb 10, 2026

    35 Cogwheel Ln, Seymour, CT 06483

    • Land
    • 5.2 Acres
    • $230,769 per Acre

    Last Sold Summary

    • 33% Below List Price
    • 152 Days On Market

    Last Listing Agent Alan Fischer Fischer Real Estate Inc.

    35 Cogwheel Ln, Seymour, CT 06483
  • 206 Oxford Rd, Oxford, CT 06478
    206 Oxford Rd, Oxford, CT 06478
    206 Oxford Rd, Oxford, CT 06478
    /15

    $325,000

    $55K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,750 Sq Ft

    206 Oxford Rd, Oxford, CT 06478

    Privacy surrounds this home on it's multiple level 1 acre lot. Home has plenty of potential for the right buyer. Home features newer roof and most windows replaced with thermopane, 3 BR's, 1.5 baths, fireplace with insert. Partially finished lower level with additional rooms, mudroom, etc. Many stonewalls accent property. Needs TLC. Subject to PROBATE. Inspections for Informational purposes only.

    Frank Decerbo Preston Gray Real Estate

    206 Oxford Rd, Oxford, CT 06478
  • 28 Elmwood Dr, Seymour, CT 06483

    $475,000

    Sold Apr 24, 2026

    28 Elmwood Dr, Seymour, CT 06483

    • 3 Beds
    • 1.5 Baths
    • 1,684 Sq Ft
    • Built 1969

    Last Sold Summary

    • $282/SF
    • 23 Days On Market

    Current Estimated Value $476,236

    Last Listing Agent Nickie O'Toole Nickie Otoole Realty LLC

    28 Elmwood Dr, Seymour, CT 06483
  • 22 Frances Dr, Seymour, CT 06483
    22 Frances Dr, Seymour, CT 06483
    /2

    $159,900

    $10K PRICE DROP
    • Land
    • 23,086 Sq Ft
    • $301,698 per Acre

    22 Frances Dr, Seymour, CT 06483

    Building lot located in the Mountain Rd and Bungay area on Frances Drive. Build your dream home here or save as a future investment. This lot has access to city sewer and water located on the street. Your new home will be located close to all conveniences such as shopping, banking, restaurants, medical facilities, schools, health clubs, bars, coffee shops and much more. Close to RT. 67 ,RT 8 and

    Angelo Catone Coldwell Banker Realty

    22 Frances Dr, Seymour, CT 06483
  • 181 Great Hill Rd, Seymour, CT 06483

    $415,000

    Sold Mar 10, 2026

    181 Great Hill Rd, Seymour, CT 06483

    • Land
    • 32.67 Acres
    • $12,703 per Acre

    Last Sold Summary

    • 41% Below List Price
    • 152 Days On Market

    Last Listing Agent Luke Porto William Raveis Real Estate

    181 Great Hill Rd, Seymour, CT 06483
    • 52 Hull Rd, Seymour, CT 06483

      Est $627,446

      Not Listed For Sale

      52 Hull Rd, Seymour, CT 06483

      • 4 Beds
      • 3 Baths
      • 3,183 Sq Ft
      • Built 1990
      52 Hull Rd, Seymour, CT 06483

      Last Sold Summary

      • 11 Days On Market

  • 169 Derby Ave, Seymour, CT 06483
    169 Derby Ave, Seymour, CT 06483
    169 Derby Ave, Seymour, CT 06483
    /40

    $360,000

    • 3 Beds
    • 1.5 Baths
    • 1,504 Sq Ft

    169 Derby Ave, Seymour, CT 06483

    Welcome to 169 Derby Avenue, a renovated three-bedroom Colonial offering direct frontage and peaceful views of the Naugatuck River. The bright and inviting main level features a comfortable living room, dining area, updated kitchen and convenient half bathroom. An additional sitting room provides flexible space for a home office, library, playroom or quiet retreat. Upstairs, you'll find three

    Antonino Mogavero William Raveis Real Estate

    169 Derby Ave, Seymour, CT 06483
  • 11 Wychwood Ln, Oxford, CT 06478

    $1,100,000

    Sold Jun 23, 2026

    11 Wychwood Ln, Oxford, CT 06478

    • 5 Beds
    • 3.5 Baths
    • 3,894 Sq Ft
    • Built 1993

    Last Sold Summary

    • $282/SF
    • 38 Days On Market

    Current Estimated Value $1,087,183

    Last Listing Agent Nicole Fiorelli Fiorelli Realty, LLC

    11 Wychwood Ln, Oxford, CT 06478
  • 34 Micko Dr, Seymour, CT 06483
    34 Micko Dr, Seymour, CT 06483
    34 Micko Dr, Seymour, CT 06483
    /11

    $479,900

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

    34 Micko Dr, Seymour, CT 06483

    This impeccably built, soon-to-be-completed 2-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.

    34 Micko Dr, Seymour, CT 06483
  • 38 Wyant Rd, Oxford, CT 06478

    $430,000

    Sold Sep 12, 2025

    38 Wyant Rd, Oxford, CT 06478

    • 4 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1960

    Last Sold Summary

    • 8% Above List Price
    • $345/SF
    • 34 Days On Market

    Current Estimated Value $448,281

    Last Listing Agent Shane Kropo RE/MAX RISE

    38 Wyant Rd, Oxford, CT 06478

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