29

Seymour, CT Homes for Sale with Acreage

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  • 24 Scott Rd, Oxford, CT 06478
    24 Scott Rd, Oxford, CT 06478
    24 Scott Rd, Oxford, CT 06478
    /40

    $939,000

    • 5 Beds
    • 3.5 Baths
    • 4,282 Sq Ft

    24 Scott Rd, Oxford, CT 06478

    Welcome to your own piece of paradise located in a secluded yet convenient section of Oxford, you will have plenty of privacy on this 4.64 acres of land! Sophisticated and elegant, this well kept colonial offering 4/5 bedrooms, many upgrades include surround sound inside and out, irrigation, central vac, stunning tray ceilings in the formal living and dining room, and 3 car garage w epoxy floors.

    Agent Photo

    Stephanie Kinkel

    Berkshire Hathaway NE Prop.

    (475) 348-8568

    24 Scott Rd, Oxford, CT 06478
  • 154 S Benham Rd, Seymour, CT 06483
    154 S Benham Rd, Seymour, CT 06483
    154 S Benham Rd, Seymour, CT 06483
    /40

    $599,900

    • 5 Beds
    • 4 Baths
    • 4,664 Sq Ft

    154 S Benham Rd, Seymour, CT 06483

    Welcome to 154 South Benham Road in Seymour! This spacious 4,664 sq. ft, 5-bed, 4-bath, home (not including the ADU which has one bedoom, kitchen bath and living room) sits on a private 1.3-acre lot, just 20 minutes from Danbury, New Haven, and Waterbury. Moments from Indian Wells State Park and the Housatonic River, it's perfect for outdoor enthusiasts. Inside, the open-concept Kitchen, Dining

    Agent Photo

    David Keyser

    Dave Jones Realty, LLC

    (475) 290-6196

    154 S Benham Rd, Seymour, CT 06483
  • 297 Loughlin Rd, Oxford, CT 06478
    297 Loughlin Rd, Oxford, CT 06478
    297 Loughlin Rd, Oxford, CT 06478
    /22

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    297 Loughlin Rd, Oxford, CT 06478

    Beautifully Updated Colonial on a Quiet Street - 4 Bed, 2.5 Bath. Welcome to your dream home! Nestled on a peaceful, tree-lined street, this stunning 4-bedroom, 2.5-bath colonial blends timeless charm with modern upgrades. From the moment you step onto the inviting front porch, you'll feel the warmth and comfort this home exudes - perfect for morning coffee or evening relaxation. Inside, you'll

    Stacy Blake Stacy Blake Realty LLC

    297 Loughlin Rd, Oxford, CT 06478
  • 55 Tram Dr, Oxford, CT 06478
    55 Tram Dr, Oxford, CT 06478
    55 Tram Dr, Oxford, CT 06478
    /34

    $925,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 4,056 Sq Ft

    55 Tram Dr, Oxford, CT 06478

    Proudly built and lovingly maintained by its original owner, this beautiful home sits on a quiet cul-de-sac in one of Oxford's most private and peaceful neighborhoods. Step inside and you'll find an updated kitchen with an eat-in area, a formal dining room, and cozy living room; perfect for entertaining. The first floor also offers a dedicated home office, ideal for today's work-from-home

    Christopher Grass Keller Williams Prestige Prop.

    55 Tram Dr, Oxford, CT 06478
  • 134 Oneil Rd, Oxford, CT 06478
    134 Oneil Rd, Oxford, CT 06478
    134 Oneil Rd, Oxford, CT 06478
    /37

    $725,000

    • 5 Beds
    • 4 Baths
    • 3,005 Sq Ft

    134 Oneil Rd, Oxford, CT 06478

    Welcome to this beautifully updated Cape Cod/Colonial nestled on over 18 acres, with an additional 1.5-acre parcel across the street along scenic 8 Mile Brook. This spacious home offers a perfect blend of classic charm and modern upgrades. The eat-in kitchen features ample cabinetry and space for gatherings and butlers pantry. The first-floor master suite includes a full bathroom for added

    Laura Burr Coldwell Banker Realty

    134 Oneil Rd, Oxford, CT 06478
  • 7 Deerwood Rd, Oxford, CT 06478
    7 Deerwood Rd, Oxford, CT 06478
    7 Deerwood Rd, Oxford, CT 06478
    /32

    $999,900

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    7 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 will be 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

    Magda Ballaro William Raveis Real Estate

    7 Deerwood Rd, Oxford, CT 06478
  • 4 Mead Farm Rd, Seymour, CT 06483
    4 Mead Farm Rd, Seymour, CT 06483
    4 Mead Farm Rd, Seymour, CT 06483
    /8

    $950,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,800 Sq Ft

    4 Mead Farm Rd, Seymour, CT 06483

    Classic 4 bedroom, 2 and a half bath home nearing completion. This home features a large eat-in country kitchen with granite countertops and a large center island, opening up to spacious family room with gas fireplace. French doors provide access to the deck over-looking the backyard and a private undeveloped area, in addition to the wrap-around front porch at overlooks the private front and side

    Richard Ehrlich Keller Williams Realty Prtnrs.

    4 Mead Farm Rd, Seymour, CT 06483
  • 3 Deer Run Dr, Seymour, CT 06483
    3 Deer Run Dr, Seymour, CT 06483
    3 Deer Run Dr, Seymour, CT 06483
    /24

    $925,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 4,500 Sq Ft

    3 Deer Run Dr, Seymour, CT 06483

    Beautifully crafted New Construction Flexible size Colonial, Featuring 8 Rms 3/4 bedrooms 2.5 Baths. Yet lots of potential to add square footage. Customize your dream home. Hardwood floors throughout Main level features open living, Dream Kitchen, a flex room for Den/Office, Family room with gas fireplace and slider to deck your private oasis to relax. A Great Room above oversized garage. There

    Nickie O'Toole Nickie Otoole Realty LLC

    3 Deer Run Dr, Seymour, CT 06483
  • lot1B Deerwood Rd, Oxford, CT 06478
    lot1B Deerwood Rd, Oxford, CT 06478
    lot1B Deerwood Rd, Oxford, CT 06478
    /23

    $999,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    lot1B Deerwood Rd, Oxford, CT 06478

    Exquisite new construction with first floor master bedroom 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 will be built to perfection with the ideal blend of high quality craftsmanship and high-end finishes. Well thought out floor plan

    Magda Ballaro William Raveis Real Estate

    lot1B Deerwood Rd, Oxford, CT 06478
  • 17 Shari Dr, Seymour, CT 06483
    17 Shari Dr, Seymour, CT 06483
    17 Shari Dr, Seymour, CT 06483
    /39

    $599,999

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

    17 Shari Dr, Seymour, CT 06483

    Set on a quiet cul-de-sac street in Seymour's desirable Great Hill neighborhood, this meticulously maintained custom-built Colonial stands out with exceptional curb appeal and quality craftsmanship. The property showcases a large, level front yard with impressive street frontage, a sidewalk-lined street, Belgium block-lined driveway, welcoming front porch, intricate roofline, and low-maintenance

    Matthew Nuzie RE/MAX Right Choice

    17 Shari Dr, Seymour, CT 06483
  • 181 Great Hill Rd, Seymour, CT 06483
    181 Great Hill Rd, Seymour, CT 06483
    181 Great Hill Rd, Seymour, CT 06483
    /13

    $700,000

    • Land
    • 32.67 Acres
    • $21,426 per Acre

    181 Great Hill Rd, Seymour, CT 06483

    Unique opportunity to own 32.67 acres with a charming 1 bedroom, 1 bathroom log cabin tucked away for ultimate privacy. Whether you're seeking a peaceful retreat or looking for potential development possibilities, this property offers endless options. Conveniently located on Route 334, providing easy access to area amenities. Buyer to conduct their own due diligence.

    Luke Porto William Raveis Real Estate

    181 Great Hill Rd, Seymour, CT 06483
  • 29 Great Hill Rd, Seymour, CT 06483
    29 Great Hill Rd, Seymour, CT 06483
    29 Great Hill Rd, Seymour, CT 06483
    /40

    $499,900

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

    29 Great Hill Rd, Seymour, CT 06483

    Completely renovated Colonial home, rebuilt and expanded to 2320 square feet from an original Farmhouse base. This is basically a brand new home with elements from the original 1775 structure giving it the character of a country home. 8+ Rooms, 4 Big Bedrooms, 2 Full Baths, first floor Office/Den and Laundry Rooms. Two car garage with attached work shed' (Used to be the milk shed). This Home has

    Joe Kapell RE/MAX Right Choice

    29 Great Hill Rd, Seymour, CT 06483
  • 4 Bishop Rd, Oxford, CT 06478
    4 Bishop Rd, Oxford, CT 06478
    4 Bishop Rd, Oxford, CT 06478
    /40

    $1,145,000

    • 4 Beds
    • 3.5 Baths
    • 3,656 Sq Ft

    4 Bishop Rd, Oxford, CT 06478

    Welcome to 4 Bishop Rd, a custom-built colonial on a quiet cul-de-sac in beautiful Oxford, CT. Enjoy area amenities while surrounded by a peace and privacy. A gorgeous stone walkway leads to the dramatic main entrance with a bright two-story foyer, welcoming you and your guests to this exquisite living space. One side of the foyer is a flexible space that can serve as an office or guest suite and

    Brian Bates LPT Realty - IConn Team

    4 Bishop Rd, Oxford, CT 06478
  • 56 Great Hill Rd, Seymour, CT 06483
    56 Great Hill Rd, Seymour, CT 06483
    56 Great Hill Rd, Seymour, CT 06483
    /39

    $529,900

    • 3 Beds
    • 3 Baths
    • 1,506 Sq Ft

    56 Great Hill Rd, Seymour, CT 06483

    Welcome to this beautifully maintained raised ranch, perfectly situated on over an acre in the serene Great Hill neighborhood. Enjoy the ease of single-level living with the added flexibility of a walk-out lower level-ideal for gardening, patios, or future expansion-all in a peaceful, private setting. This home has been meticulously cared for, and it shows. Every improvement is backed by detailed

    Katie Zielinski Carey & Guarrera Real Estate

    56 Great Hill Rd, Seymour, CT 06483
  • 73 Brookdale Rd, Seymour, CT 06483
    73 Brookdale Rd, Seymour, CT 06483
    73 Brookdale Rd, Seymour, CT 06483
    /19

    $620,000 Open Sat 11AM - 1PM

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

    73 Brookdale Rd, Seymour, CT 06483

    This approximately 2,800 sqft. house sits on an expansive lot of approximately 2.58 acres. The home offers four bedrooms and three bathrooms. Central air conditioning provides climate control throughout the residence. The home features a new roof, ensuring reliable protection from the elements. Hardwood floors lend a warm, classic aesthetic to the living spaces. A fireplace creates a cozy,

    Lynn Acevedo Coldwell Banker Realty

    73 Brookdale Rd, Seymour, CT 06483
  • 30 Park Rd, Oxford, CT 06478
    30 Park Rd, Oxford, CT 06478
    30 Park Rd, Oxford, CT 06478
    /26

    $550,000

    • 5 Beds
    • 2.5 Baths
    • 2,890 Sq Ft

    30 Park Rd, Oxford, CT 06478

    Welcome to 30 Park Road, Oxford, CT - a charming Colonial home nestled on a sprawling 2.5-acre lot. This spacious 2,890 square foot residence boasts 5 bedrooms and 2.5 bathrooms, offering plenty of room for comfortable living. Step inside to a welcoming atmosphere with a smart layout. The first floor features a primary ensuite bedroom for ultimate convenience, while four additional bedrooms

    Stephen Lasko Compass Connecticut, LLC

    30 Park Rd, Oxford, CT 06478
  • Parcel B Old Moose Hill Rd, Oxford, CT 06478
    Parcel B Old Moose Hill Rd, Oxford, CT 06478
    Parcel B Old Moose Hill Rd, Oxford, CT 06478
    /13

    $309,000

    • Land
    • 2.13 Acres
    • $145,070 per Acre

    Parcel B Old Moose Hill Rd, Oxford, CT 06478

    Welcome to Parcel B on Old Moose Hill Rd, a rare opportunity to own a "SHOVEL READY" building lot tucked away on a quiet, country road in Oxford's scenic QUAKER FARMS neighborhood. Surrounded by wooded, open space this lot offers the privacy and tranquility you've been searching for. The driveway is already in place, and additional information available to help jumpstart your vision, once you

    Pat Blanko William Raveis Real Estate

    Parcel B Old Moose Hill Rd, Oxford, CT 06478
  • Parcel A Old Moose Hill Rd, Oxford, CT 06478
    Parcel A Old Moose Hill Rd, Oxford, CT 06478
    Parcel A Old Moose Hill Rd, Oxford, CT 06478
    /13

    $319,900

    • Land
    • 3.2 Acres
    • $100,094 per Acre

    Parcel A Old Moose Hill Rd, Oxford, CT 06478

    Welcome to Parcel A on Old Moose Hill Rd, a rare opportunity to own a "SHOVEL READY" building lot tucked away on a quiet, country road in Oxford's scenic QUAKER FARMS neighborhood. Surrounded by wooded, open space this lot offers the privacy and tranquility you've been searching for. The driveway is already in place, and additional information available to help jumpstart your vision, once you

    Pat Blanko William Raveis Real Estate

    Parcel A Old Moose Hill Rd, Oxford, CT 06478
  • 143 Dorman Rd, Oxford, CT 06478
    143 Dorman Rd, Oxford, CT 06478
    /2

    $375,000

    • Land
    • 25 Acres
    • $15,000 per Acre

    143 Dorman Rd, Oxford, CT 06478

    26-acre residential land. Possible sub-division

    Brian Botti Botti Realty

    143 Dorman Rd, Oxford, CT 06478
  • 89 Old Church Rd, Oxford, CT 06478
    89 Old Church Rd, Oxford, CT 06478
    89 Old Church Rd, Oxford, CT 06478
    /36

    $559,000 Open Sun 11AM - 1:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    89 Old Church Rd, Oxford, CT 06478

    This 3BR, 1.5BA charmer blends timeless character with modern comfort. Gleaming hardwood floors, a cozy gas fireplace, and a pellet stove create the perfect vibe year-round. Enjoy spacious living & dining rooms, a sun-filled porch, and thoughtful updates-new AC motor, Central Air, new windows, new hot water heater, & new appliances and did I mention it's even Generac-ready!! Step outside to your

    Jessica Vieira Century 21 AllPoints Realty

    89 Old Church Rd, Oxford, CT 06478
  • 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
  • 0 Seth Den Rd, Oxford, CT 06478
    0 Seth Den Rd, Oxford, CT 06478
    0 Seth Den Rd, Oxford, CT 06478
    /3

    $125,000

    • Land
    • 1.52 Acres
    • $82,237 per Acre

    0 Seth Den Rd, Oxford, CT 06478

    Interesting opportunity at this 1.5+ acre road frontage lot with seasonal views of Swan Lake. Driveway has been begun to the site which sits above the road and looks down onto Swan Lake. Convenient, central location just a short distance from Quarry Walk and its restaurants and shops.

    Justin Bette Joseph Bette REALTORS Inc

    0 Seth Den Rd, Oxford, CT 06478
  • 6/6A Chatfield St, Seymour, CT 06483
    6/6A Chatfield St, Seymour, CT 06483
    6/6A Chatfield St, Seymour, CT 06483
    /4

    $1,500,000

    • Land
    • 6.58 Acres
    • $227,964 per Acre

    6/6A Chatfield St, Seymour, CT 06483

    Press Cuozzo Real Estate is pleased to present for sale Chatfield Estates in Seymour Connecticut. A fully approved multifamily development site featuring 42 3-bedroom town homes each with an attached 1 car garage. The site encompasses 6.58 Acres and will consist of 7 buildings with 6 units in each building. Located across from Chatfield Park and walking distance to schools, convenient to shopping

    Mark Foreman Press/Cuozzo Realtors

    6/6A Chatfield St, Seymour, CT 06483
  • 81 Oneil Rd, Oxford, CT 06478
    81 Oneil Rd, Oxford, CT 06478
    81 Oneil Rd, Oxford, CT 06478
    /17

    $100,000

    • Land
    • 1.64 Acres
    • $60,976 per Acre

    81 Oneil Rd, Oxford, CT 06478

    Your next home awaits in Oxford. Build on this 1.64 acre lot bordered in the rear by Eight Mile Brook. This lot is located in close proximity to Route 188 allowing easy access to Route 8, Route 34, or Route 84. Located within 3.5 miles of the public schools, town library, town playground & tennis courts. Septic and well required. Flood insurance may be required. Buyer to confirm. Experience

    Alison Piccirillo Coldwell Banker Realty

    81 Oneil Rd, Oxford, CT 06478
  • 28 Brook St, Seymour, CT 06483
    28 Brook St, Seymour, CT 06483
    /2

    $599,900

    • Land
    • 11.19 Acres
    • $53,610 per Acre

    28 Brook St, Seymour, CT 06483

    Large parcel with proposed 18 lots for 20 units. Lots of possibilities to build amazing subdivision in desirable location at the end of quiet street. Water and sewer available in area. Buyer to do due diligence.

    Stacy Blake Stacy Blake Realty LLC

    28 Brook St, Seymour, CT 06483
  • 35 Cogwheel Ln, Seymour, CT 06483
    35 Cogwheel Ln, Seymour, CT 06483
    /2

    $1,785,000

    • Land
    • 5.2 Acres
    • $343,269 per Acre

    35 Cogwheel Ln, Seymour, CT 06483

    Approved 51-unit apartment building site. See attached FLYER for details.

    Alan Fischer Fischer Real Estate Inc.

    35 Cogwheel Ln, Seymour, CT 06483
  • 147 Riggs St, Oxford, CT 06478
    147 Riggs St, Oxford, CT 06478
    /2

    $3,700,000

    • Land
    • 128.64 Acres
    • $28,762 per Acre

    147 Riggs St, Oxford, CT 06478

    For Sale: 147 Riggs Street, Oxford, CT - 128.64-Acre Farm with Historic Homestead A rare opportunity to own 128.64 acres of picturesque land in Oxford, Connecticut. This expansive property (Parcel 27-15-9, per Town of Oxford Assessment Parcel Map) offers mixed-use zoning (Code 016), making it ideal for residential and forestry applications. Property Highlights: Historic 3-Bedroom Cape (Built in

    Joseph Martino Joseph Martino Real Estate

    147 Riggs St, Oxford, CT 06478
  • lot1 Deerwood Rd, Oxford, CT 06478
    lot1 Deerwood Rd, Oxford, CT 06478
    lot1 Deerwood Rd, Oxford, CT 06478
    /33

    $929,989 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    lot1 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 will be 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

    Magda Ballaro William Raveis Real Estate

    lot1 Deerwood Rd, Oxford, CT 06478
  • 60 Acorn Hill Rd, Woodbridge, CT 06525
    60 Acorn Hill Rd, Woodbridge, CT 06525
    /2

    $199,000

    • Land
    • 9.4 Acres
    • $21,170 per Acre

    60 Acorn Hill Rd, Woodbridge, CT 06525

    A total of 2 lots 60 & 58 Acorn Hill, 9.4 and 1.3 Acres, respectively. Total of 10.7 ACRES of Land (Listed price for BOTH parcels)! This can be an opportunity with a vast array of possibilities; Build a dream home, subdivide, or you could buy this just to keep for hunting if you want! Buyers to conduct their own due diligence. Woodbridge is a sought after town with an award winning school system.

    Konstantinos Milas Milas Realty Advisors

    60 Acorn Hill Rd, Woodbridge, CT 06525
Connecticut New Haven County Seymour

Homes for Sale with Acreage in Seymour, CT

Home Trends in Seymour, CT

On average, homes in Seymour, CT sell after 63 days on the market compared to the national average of 52 days. The median sale price for homes in Seymour, CT over the last 12 months is $415,000, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$449,500
Median Townhouse Sale Price
$422,500
Median 2 Bedroom Sale Price
$188,250
Median 1 Bedroom Sale Price
$164,950
Average Price Per Sq Ft
$273
Number of Homes for Sale
27
Last 12 months Home Sales
139
Months of Supply
2.30
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
How to Buy a Home How to Finance a Home How to Sell a Home

In Seymour, there are currently 29 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Seymour, CT offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Seymour and discover the potential and freedom that comes with owning your own piece of property.

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