Seymour, CT Homes

• 

  $474,900

  Sold Jul 13, 2026

  42 Micko Dr, Seymour, CT 06483

  • 2 Beds
  • 2.5 Baths
  • 1,965 Sq Ft
  • Built 2026

  Last Sold Summary

  • $242/SF
  • 77 Days On Market

  Last Listing Agent Erika Windisch Keller Williams Prestige Prop.

  42 Micko Dr, Seymour, CT 06483
• 

  Est $487,613

  Not Listed For Sale

  22 Deer Run Dr, Seymour, CT 06483

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft
  • Built 1984

  22 Deer Run Dr, Seymour, CT 06483

  Last Sold Summary

  • 1 Day On Market
• 

  

  

  /40

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  9 Stanley Dr, Seymour, CT 06483

  Welcome everyone to this 3 bedroom, 2.5 bath home located in the highly desirable Great Hill area of Seymour. This inviting property offers a wonderful blend of comfort, space, and convenience- perfect for today's lifestyle. Step inside to find a great layout featuring beautiful hardwood floors with a bright living room with a fireplace , dining room, spacious kitchen that seamlessly flows into a

  Angelo Catone Coldwell Banker Realty

  9 Stanley Dr, Seymour, CT 06483
• 

  $686,000

  Sold Aug 11, 2025

  48 Greenwood Cir, Seymour, CT 06483

  • 5 Beds
  • 3.5 Baths
  • 2,930 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Above List Price
  • $234/SF
  • 6 Days On Market

  Current Estimated Value $697,573

  Last Listing Agent Jessica Caruso Berkshire Hathaway NE Prop.

  48 Greenwood Cir, Seymour, CT 06483
• 

  Est $469,104

  Not Listed For Sale

  29 Jupiter Dr, Seymour, CT 06483

  • 3 Beds
  • 2 Baths
  • 1,366 Sq Ft
  • Built 1965

  29 Jupiter Dr, Seymour, CT 06483

  Last Sold Summary

  • 116 Days On Market
• 

  

  /40

  $540,000

  Under Contract

  • 6 Beds
  • 3.5 Baths
  • 3,237 Sq Ft

  3 Pearl St, Seymour, CT 06483

  Invest in a piece of Seymour's history! 3-5 Pearl Street is an iconic two-family home seated just outside of downtown Seymour. Originally built in 1795 (per tax records), but she's a lady who certainly doesn't show her age. The picture-perfect curb appeal has made this home a landmark of the area, perched on the corner of Pearl and South Main. Two pristine ~1570 sq. ft. units sit side by side,

  Chelsea Curran Real Broker CT, LLC

  3 Pearl St, Seymour, CT 06483
• 

  $350,000

  Sold Jan 02, 2026

  21 Great Oak Ridge Way Unit 21, Seymour, CT 06483

  • 2 Beds
  • 1.5 Baths
  • 1,350 Sq Ft
  • Built 2006

  Last Sold Summary

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

  Current Estimated Value $358,912

  Last Listing Agent Brendan Carey Preston Gray Real Estate

  21 Great Oak Ridge Way Unit 21, Seymour, CT 06483
• 

  Est $660,329

  Not Listed For Sale

  9 Bassett Rd, Seymour, CT 06483

  • 4 Beds
  • 4 Baths
  • 3,776 Sq Ft
  • Built 1989

  9 Bassett Rd, Seymour, CT 06483

  Last Sold Summary

  • 72 Days On Market
• 

  

  /11

  $477,000

  New Construction $2K PRICE INCREASE

  • 2 Beds
  • 2.5 Baths
  • 1,965 Sq Ft

  46 Micko Dr, Seymour, CT 06483

  This impeccably built, recently completed 2 bed/2.5 bath townhouse offers a unique combination of modern, customizable design, premium upgrades, quality 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.

  46 Micko Dr, Seymour, CT 06483
• 

  $660,000

  Sold Mar 26, 2026

  12 Red Oak Ln, Seymour, CT 06483

  • 4 Beds
  • 2.5 Baths
  • 2,858 Sq Ft
  • Built 2009

  Last Sold Summary

  • 3% Below List Price
  • $231/SF
  • 37 Days On Market

  Current Estimated Value $666,901

  Last Listing Agent Emily Fitzgerald William Raveis Real Estate

  12 Red Oak Ln, Seymour, CT 06483
• 

  Est $339,883

  Not Listed For Sale

  34 Grand St, Seymour, CT 06483

  • 4 Beds
  • 2 Baths
  • 1,714 Sq Ft
  • Built 1910

  34 Grand St, Seymour, CT 06483

  Last Sold Summary

  • 64 Days On Market
• 

  

  /26

  $299,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  45 Peach Dr, Seymour, CT 06483

  Charming ranch home situated on a beautiful, level 0.71-acre lot in a desirable Seymour location. Offering the convenience of one-level living, this home features a spacious living room with fireplace, spacious kitchen, large dining room with a slider leading to the deck overlooking the expansive backyard, two bedrooms which can be converted back to three bedroom, and a full bath will complete

  Christine Aquila Coldwell Banker Realty

  45 Peach Dr, Seymour, CT 06483
• 

  $415,000

  Sold Dec 05, 2025

  17 Warren Dr, Seymour, CT 06483

  • 3 Beds
  • 2.5 Baths
  • 1,921 Sq Ft
  • Built 1992

  Last Sold Summary

  • $216/SF
  • 62 Days On Market

  Current Estimated Value $426,364

  Last Listing Agent Regina Sauer Houlihan Lawrence WD

  17 Warren Dr, Seymour, CT 06483
• 

  Est $324,007

  Not Listed For Sale

  83 New St, Seymour, CT 06483

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1979

  83 New St, Seymour, CT 06483

  Last Sold Summary

  • 7 Days On Market
• 

  

  /38

  $649,900

  $50K PRICE DROP Under Contract

  • 4 Beds
  • 3 Baths
  • 2,639 Sq Ft

  40 Church St, Seymour, CT 06483

  Bring the whole family-and the extended family too! This completely remodeled grand Colonial sits on sprawling, park-like grounds and offers the perfect blend of charm and modern new conveniences. The property features a detached three-car plus garage with storage room and work area, a large in-ground pool surrounded by a new paver patio, expansive lawn space for recreation, and a covered outdoor

  Karen Berwick Real Estate Two

  40 Church St, Seymour, CT 06483
• 

  $650,000

  Sold Apr 15, 2026

  12 Great Meadow Rd, Seymour, CT 06483

  • 4 Beds
  • 3 Baths
  • 2,672 Sq Ft
  • Built 1974

  Last Sold Summary

  • 4% Below List Price
  • $243/SF
  • 84 Days On Market

  Current Estimated Value $653,452

  Last Listing Agent Nickie O'Toole Nickie Otoole Realty LLC

  12 Great Meadow Rd, Seymour, CT 06483
• 

  Est $312,000

  Not Listed For Sale

  5 Rider Ave, Seymour, CT 06483

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1968

  5 Rider Ave, Seymour, CT 06483

  Last Sold Summary

  • 44 Days On Market
• 

  

  /34

  $579,000

  $20K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 2,755 Sq Ft

  26 Union St, Seymour, CT 06483

  Welcome to your dreaming and beautifully preserved single family Brick Colonial House, initially built in 1911 and remodeled in 2019, blending timeless charm with modern fashion. This home is bathed in natural light from oversized windows, complemented by soaring over 9 ft ceilings. The first floor showcases an open living room with exposed beams and a fireplace, an eat-in kitchen, a half bath,

  Michael Jiang Century 21 AllPoints Realty

  26 Union St, Seymour, CT 06483
• 

  $568,000

  Sold Nov 20, 2025

  202 W Church St, Seymour, CT 06483

  • 4 Beds
  • 3 Baths
  • 2,560 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $222/SF
  • 39 Days On Market

  Current Estimated Value $577,580

  Last Listing Agent Marissa Papa Preston Gray Real Estate

  202 W Church St, Seymour, CT 06483
• 

  Est $465,846

  Not Listed For Sale

  349 S Main St, Seymour, CT 06483

  • 3 Beds
  • 2.5 Baths
  • 1,808 Sq Ft
  • Built 1940

  349 S Main St, Seymour, CT 06483

  Last Sold Summary

  • 113 Days On Market
• 

  

  /39

  $452,900

  $12K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,436 Sq Ft

  14 Poplar Dr, Seymour, CT 06483

  Charming Raised Ranch 7 rooms 3 bedroom 1-1/2 baths. This spacious home awaits a new owner! The Upper level has hardwood flooring throughout plus 2-stylights and Anderson Windows. Fully finished lower level with brick fireplace plus 1/2 bath & laundry. This can easily become extended family living space! Living room has a functional wood stove, Dining Room -slider opens to large trek deck with

  Nickie O'Toole Nickie Otoole Realty LLC

  14 Poplar Dr, Seymour, CT 06483
• 

  $300,000

  Sold Nov 18, 2025

  452 Roosevelt Dr, Oxford, CT 06478

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft
  • Built 1948

  Last Sold Summary

  • 14% Below List Price
  • $246/SF
  • 15 Days On Market

  Current Estimated Value $319,047

  Last Listing Agent Gianna Alberti ALBERTI REALTY ASSOCIATES, LLC

  452 Roosevelt Dr, Oxford, CT 06478
• 

  Est $433,462

  Not Listed For Sale

  21 Bellevue Terrace, Seymour, CT 06483

  • 4 Beds
  • 2.5 Baths
  • 1,624 Sq Ft
  • Built 1945

  21 Bellevue Terrace, Seymour, CT 06483

  Last Sold Summary

  • 102 Days On Market
• 

  

  /17

  $1,950,000

  • Land
  • 106.86 Acres
  • $18,248 per Acre

  0 Towantic Hill Rd, Oxford, CT 06478

  Great opportunity to own this 106+ acre parcel of vacant land with the majority of it located in an RGCD zone. This property contains a pond (Towantic Pond) and dam that account for approximately 50 acres with another 50 usable acres remaining to be developed in southwest portion of property. Please note the northwestern portion of the property (estimated six to ten acres) is located in a

  Peter Carbutti Carbutti & Co., Realtors

  0 Towantic Hill Rd, Oxford, CT 06478
• 

  $650,000

  Sold Jul 24, 2026

  211 Meadow St, Seymour, CT 06483

  • 3 Beds
  • 2.5 Baths
  • 2,201 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Above List Price
  • $295/SF
  • 34 Days On Market

  Last Listing Agent Kathleen Moniello Coldwell Banker Realty

  211 Meadow St, Seymour, CT 06483
• 

  Est $336,368

  Not Listed For Sale

  30 Pershing Ave, Seymour, CT 06483

  • 3 Beds
  • 1.5 Baths
  • 1,317 Sq Ft
  • Built 1927

  30 Pershing Ave, Seymour, CT 06483

  Last Sold Summary

  • 53 Days On Market
• 

  

  /3

  $135,000

  Pending

  • 2 Beds
  • 0.5 Baths
  • 1,404 Sq Ft

  108 Humphrey St, Seymour, CT 06483

  Rare investment opportunity in a prime location. Conveniently situated near the downtown area with an easy walk to the train station and quick access to Route 8 for commuting. Please note: This property will not qualify for standard financing. Portions of the ceiling are incomplete, and some areas have only subflooring. Home is being sold strictly asis. Ideal for investors, contractors, or buyers

  Frank Lazowski Laz Real Estate, LLC

  108 Humphrey St, Seymour, CT 06483
• 

  $610,000

  Sold Oct 02, 2025

  60 Oakwood Dr, Oxford, CT 06478

  • 4 Beds
  • 2.5 Baths
  • 2,228 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Above List Price
  • $274/SF
  • 22 Days On Market

  Current Estimated Value $638,902

  Last Listing Agent Susan Hotchkiss Realty ONE Group Connect

  60 Oakwood Dr, Oxford, CT 06478
• 

  Est $163,311

  Not Listed For Sale

  79 Balance Rock Rd Unit 10, Seymour, CT 06483

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Built 1970

  79 Balance Rock Rd Unit 10, Seymour, CT 06483

  Last Sold Summary

  • 3 Days On Market
• 

  

  /40

  $535,000

  $30K PRICE DROP Under Contract

  • 5 Beds
  • 4.5 Baths
  • 2,572 Sq Ft

  119 Freeman Rd, Oxford, CT 06478

  Welcome to 119 Freeman Road in Oxford! Set on approximately 1.5 private acres, this spacious home offers 5 bedrooms and 4.5 baths, including a thoughtfully designed in-law residence featuring 1 bedroom, 1.5 baths, its own updated kitchen, separate entrance, and private driveway. Located very close to Lake Zoar, residents enjoy access to a private neighborhood beach within walking distance. The

  Cisco Borres RE/MAX Right Choice

  119 Freeman Rd, Oxford, CT 06478
• 

  $367,000

  Sold Jun 30, 2026

  16 Colony Street Extension, Seymour, CT 06483

  • 2 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1953

  Last Sold Summary

  • 1% Above List Price
  • $286/SF
  • 48 Days On Market

  Current Estimated Value $361,189

  Last Listing Agent Jennifer Bundock Coldwell Banker Realty

  16 Colony Street Extension, Seymour, CT 06483
• 

  Est $1,053,429

  Not Listed For Sale

  21 Chucta Rd, Seymour, CT 06483

  • 5 Beds
  • 3.5 Baths
  • 5,770 Sq Ft
  • Built 1994

  21 Chucta Rd, Seymour, CT 06483

  Last Sold Summary

  • 142 Days On Market
• 

  

  /12

  $650,000

  $49K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,008 Sq Ft

  527 Putting Green Ln, Oxford, CT 06478

  Welcome to 527 Putting Green Lane, a beautifully maintained residence located within the highly sought-after Oxford Greens community. This spacious home offers the perfect blend of comfort, convenience, and resort-style living, featuring three bedrooms, three full bathrooms, and an open-concept floor plan designed for both everyday enjoyment and effortless entertaining. The inviting main level

  Mark Grasso All Connecticut Realty

  527 Putting Green Ln, Oxford, CT 06478
• 

  $380,000

  Sold Jan 14, 2026

  5 Ansmour Rd, Seymour, CT 06483

  • 3 Beds
  • 1 Bath
  • 1,184 Sq Ft
  • Built 1956

  Last Sold Summary

  • 16% Below List Price
  • $321/SF
  • 120 Days On Market

  Current Estimated Value $372,532

  Last Listing Agent Jose Acosta Hudson Home Services LLC

  5 Ansmour Rd, Seymour, CT 06483
• 

  Est $428,151

  Not Listed For Sale

  12 Broadview Ave, Seymour, CT 06483

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1954

  12 Broadview Ave, Seymour, CT 06483

  Last Sold Summary

  • 72 Days On Market
• 

  

  /28

  $310,000

  Pending

  • 5 Beds
  • 2 Baths
  • 1,785 Sq Ft

  31 Smith St, Seymour, CT 06483

  Welcome home to this spacious Colonial full of potential! Add your personal touches and updates to make this house truly your own. Located at 31 Smith Street, this home offers 5 bedrooms, 2 full bathrooms, and plenty of flexible living space throughout. Enjoy your morning coffee on the inviting front porch or unwind on the backyard deck overlooking the private, level yard. The main level features

  Lauren Herrmann Real Broker CT, LLC

  31 Smith St, Seymour, CT 06483
• 

  $405,000

  Sold Mar 31, 2026

  132 Botsford Rd, Seymour, CT 06483

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft
  • Built 1965

  Last Sold Summary

  • 7% Above List Price
  • $257/SF
  • 7 Days On Market

  Current Estimated Value $403,633

  Last Listing Agent Nicholas Pizzoferrato Best Real Estate Brokerage LLC

  132 Botsford Rd, Seymour, CT 06483
• 

  Est $419,913

  Not Listed For Sale

  17 Woodcrest Rd, Seymour, CT 06483

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft
  • Built 1972

  17 Woodcrest Rd, Seymour, CT 06483

  Last Sold Summary

  • 62 Days On Market
• 

  

  /39

  $875,000

  $45K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,318 Sq Ft

  14 Wychwood Ln, Oxford, CT 06478

  Welcome to the kind of home that makes you look forward to coming back. Tucked at the end of one of Oxford's most desirable cul-de-sacs and bordered by Land Trust woodland, 14 Wychwood Lane is a custom-built colonial with a legally recognized lower level in-law unit. Full of country charm, this home invites you through the covered front porch and into a stunning two-story foyer. Character-filled

  Chelsea Curran Real Broker CT, LLC

  14 Wychwood Ln, Oxford, CT 06478
• 

  $335,000

  Sold Aug 25, 2025

  1 Daisy Dr Unit C, Seymour, CT 06483

  • 2 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 1987

  Last Sold Summary

  • 12% Above List Price
  • $262/SF
  • 42 Days On Market

  Current Estimated Value $330,821

  Last Listing Agent Sue Varrone Coldwell Banker Realty

  1 Daisy Dr Unit C, Seymour, CT 06483

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