28

Seymour, CT Homes for Sale with Acreage

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  • 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
  • 10 Willow St, Oxford, CT 06478
    10 Willow St, Oxford, CT 06478
    10 Willow St, Oxford, CT 06478
    /26

    $560,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,455 Sq Ft

    10 Willow St, Oxford, CT 06478

    Rare Opportunity in a Hidden Gem of a Neighborhood! Tucked away in one of the area's most sought-after neighborhoods, yet still unknown by many. This beautiful Colonial offers timeless charm with modern convenience. Situated on a prime corner lot at the end of a quiet cul-de-sac, this home welcomes you with curb appeal, space, and versatility. The main home features a formal living room, a

    Agent Photo

    Susan Hotchkiss

    Realty ONE Group Connect

    (475) 260-6915

    10 Willow St, Oxford, CT 06478
  • 297 Loughlin Rd, Oxford, CT 06478
    297 Loughlin Rd, Oxford, CT 06478
    297 Loughlin Rd, Oxford, CT 06478
    /22

    $499,900

    • 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
  • 34 Coppermine Rd, Oxford, CT 06478
    34 Coppermine Rd, Oxford, CT 06478
    34 Coppermine Rd, Oxford, CT 06478
    /40

    $659,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,811 Sq Ft

    34 Coppermine Rd, Oxford, CT 06478

    MOVE-IN READY & BEAUTIFULLY MAINTAINED! Nestled on nearly 4 private acres, this spacious Colonial offers the perfect blend of comfort, privacy, and convenience. Featuring 4 generous bedrooms and 2.5 baths, this home provides plenty of space for everyone. The main level boasts an open and inviting layout-ideal for everyday living and entertaining-with a cozy gas fireplace in the living room, a

    Pat Blanko William Raveis Real Estate

    34 Coppermine Rd, Oxford, CT 06478
  • 50 Ancient Hwy, Oxford, CT 06478
    50 Ancient Hwy, Oxford, CT 06478
    50 Ancient Hwy, Oxford, CT 06478
    /40

    $749,000

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

    50 Ancient Hwy, Oxford, CT 06478

    Welcome home! Experience tranquil living in this 4 bed, 2.5 bath, center hall colonial, perfectly situated on 1.77 ares of level land. A harmonious balance of elegance & comfort in the heart of desirable, Oxford, CT. The spacious wrap-around porch with swing, welcomes guests in style & often is where the party ends up, enjoying the serene evenings from a rocker. Large eat-in kitchen with granite

    Laura Condon Coldwell Banker Realty

    50 Ancient Hwy, Oxford, CT 06478
  • 55 Tram Dr, Oxford, CT 06478
    55 Tram Dr, Oxford, CT 06478
    55 Tram Dr, Oxford, CT 06478
    /34

    $875,000

    • 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
  • 405 Chestnut Tree Hill Rd, Oxford, CT 06478
    405 Chestnut Tree Hill Rd, Oxford, CT 06478
    405 Chestnut Tree Hill Rd, Oxford, CT 06478
    /40

    $709,000

    • 5 Beds
    • 3.5 Baths
    • 3,220 Sq Ft

    405 Chestnut Tree Hill Rd, Oxford, CT 06478

    Skip the big repairs-this Dutch Colonial has just received MAJOR updates: a high-efficiency furnace, modern central A/C system, a brand-new septic tank, freshly painted interiors, relined chimney, and a professionally refinished deck. With these essential improvements completed, you can move in confidently and focus on making the home your own. Set on 5 acres of private, secluded land, the home

    Tricia Farin Real Broker CT, LLC

    405 Chestnut Tree Hill 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
    /37

    $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
  • 18 Carriage Dr, Oxford, CT 06478
    18 Carriage Dr, Oxford, CT 06478
    18 Carriage Dr, Oxford, CT 06478
    /35

    $599,900

    • 3 Beds
    • 2.5 Baths
    • 2,749 Sq Ft

    18 Carriage Dr, Oxford, CT 06478

    Welcome to 18 Carriage Drive, a beautifully maintained New England Colonial in the sought-after Quaker Farms neighborhood. Offering about 2,749 square feet of living space, this home features a one-bedroom in-law apartment in the walk-out lower level and a bright 152-square-foot sunroom that feels like a retreat. The main level includes an updated kitchen, a warm and inviting family room with

    Nicole Fiorelli Fiorelli Realty, LLC

    18 Carriage Dr, Oxford, CT 06478
  • 44 West St, Oxford, CT 06478
    44 West St, Oxford, CT 06478
    44 West St, Oxford, CT 06478
    /24

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    44 West St, Oxford, CT 06478

    Right in the heart of Oxford this 3 bedroom 2.5 bath ranch sits on a beautiful private 1.94 acre lot with mature plantings. The home overlooks its own private pond that has been stocked in the past with trout and bass, this home has newly refinished hardwood floors throughout, large kitchen, living room with wood fireplace to cozy up to with your favorite holiday beverage, dining room for family

    Ray Getman William Raveis Real Estate

    44 West St, Oxford, CT 06478
  • 57, 59, 61 and Parce Pope Rd, Oxford, CT 06478
    57, 59, 61 and Parce Pope Rd, Oxford, CT 06478
    57, 59, 61 and Parce Pope Rd, Oxford, CT 06478
    /5

    $1,400,000

    • 5 Beds
    • 4.5 Baths
    • 3,208 Sq Ft

    57, 59, 61 and Parce Pope Rd, Oxford, CT 06478

    Discover a rare opportunity to own a one-of-a-kind equine estate perfectly situated along the scenic Larkin State Bridle Trail, offering direct trail access for endless hours of horseback riding right from your doorstep. This thoughtfully designed property features: 24 horse stalls, 2 tack rooms, and 2 spacious hay lofts, multiple training and turnout areas. Three heated garages, 2 high-bay are

    Pam Famiglietti William Raveis Real Estate

    57, 59, 61 and Parce Pope Rd, Oxford, CT 06478
  • 61 Pope Rd, Oxford, CT 06478
    61 Pope Rd, Oxford, CT 06478
    /2

    $350,000

    • 1 Bed
    • 1 Bath
    • 614 Sq Ft

    61 Pope Rd, Oxford, CT 06478

    Built in 2000, this well-built 18-stall horse barn offers everything an equestrian could need, including a spacious tack room and convenient hay loft. The upper level features a comfortable office complete with a kitchenette, full bath, and laundry area-all heated and cooled by an energy-efficient ductless system. Step out onto the upper deck and enjoy sweeping views of a peaceful 10-acre meadow,

    Pam Famiglietti William Raveis Real Estate

    61 Pope Rd, Oxford, CT 06478
  • 15 Towner Ln, Oxford, CT 06478
    15 Towner Ln, Oxford, CT 06478
    15 Towner Ln, Oxford, CT 06478
    /10

    $299,999

    • 2 Beds
    • 1 Bath
    • 1,020 Sq Ft

    15 Towner Ln, Oxford, CT 06478

    Charming Cape Cod home in desirable Oxford, CT, sitting on 2.4 acres of peaceful, scenic land! This property is a rare chance to step into a home with city-approved plans for a 2-bedroom, 1-bath layout featuring a finished basement and attic, each with extra rooms, plus an attic playroom. Renovation work has already begun - removing much of the permitting and planning headache - and the home is

    Devon Ferdinand Call It Closed Realty

    15 Towner Ln, Oxford, CT 06478
  • 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
  • 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
  • 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
  • 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
  • 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
  • 57 Pope Rd, Oxford, CT 06478
    57 Pope Rd, Oxford, CT 06478
    /2

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    57 Pope Rd, Oxford, CT 06478

    A Must-See Property for Horse Lovers! Discover an incredible opportunity to own a unique equestrian property located right next to the scenic Larkin State Bridle Trail. Perfect for horse enthusiasts or those looking to operate a small home-based business, this property is thoughtfully designed with 8 horse stalls, a tack room, and a spacious hay loft, plus plenty of room for training in the

    Andy Adames William Raveis Real Estate

    57 Pope Rd, Oxford, CT 06478
  • 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
  • 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 58 days on the market compared to the national average of 53 days. The median sale price for homes in Seymour, CT over the last 12 months is $415,000, up 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$439,250
Median Townhouse Sale Price
$422,500
Median 2 Bedroom Sale Price
$195,000
Median 1 Bedroom Sale Price
$169,900
Average Price Per Sq Ft
$275
Number of Homes for Sale
26
Last 12 months Home Sales
129
Months of Supply
2.40
Median List Price
$409,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
8%
How to Buy a Home How to Finance a Home How to Sell a Home

In Seymour, there are currently 28 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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