25

Seymour, CT Homes for Sale with Acreage

Section Image Section Image
  • 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
  • 671 Oxford Rd, Oxford, CT 06478
    671 Oxford Rd, Oxford, CT 06478
    /2

    $1,200,000

    • Land
    • 13.5 Acres
    • $88,889 per Acre

    671 Oxford Rd, Oxford, CT 06478

    Equestrian estate, residential subdivision, affordable housing, or office park. this property is located 1 mile north of the Quarry Walk shopping plaza. the property has been approved to be used for a commercial hoarse boarding facility, with a large home, a retail location and business offices. It can easily be subdivided for 6-8 homes.

    Victor Rosado Coldwell Banker Bivins Realty

    671 Oxford 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
  • 50 Ancient Hwy, Oxford, CT 06478
    50 Ancient Hwy, Oxford, CT 06478
    50 Ancient Hwy, Oxford, CT 06478
    /40

    $749,000 Open Sun 12PM - 2PM

    • 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. This terrific floor plan offers a

    Laura Condon Coldwell Banker Realty

    50 Ancient Hwy, Oxford, CT 06478
  • 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
  • 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
  • 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
  • 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
  • 76 Dorman Rd, Oxford, CT 06478
    76 Dorman Rd, Oxford, CT 06478
    76 Dorman Rd, Oxford, CT 06478
    /39

    $569,900

    • 3 Beds
    • 3 Baths
    • 1,528 Sq Ft

    76 Dorman Rd, Oxford, CT 06478

    Welcome home to this charming and freshly updated 3 bedroom 3 bath home set on a quiet picturesque road in Oxford. Recently improved inside and out this property offers modern comfort classic style and a serene country setting, step inside to find a fresh interior paint brand new carpeting throughout creating a bright and inviting atmosphere. The spacious living area flows effortlessly into the

    Michael Frascatore CB Country to Coast Realty

    76 Dorman Rd, Oxford, CT 06478
  • 284 Chestnut Tree Hill Rd, Oxford, CT 06478
    284 Chestnut Tree Hill Rd, Oxford, CT 06478
    284 Chestnut Tree Hill Rd, Oxford, CT 06478
    /35

    $649,900

    • 3 Beds
    • 2 Baths
    • 1,812 Sq Ft

    284 Chestnut Tree Hill Rd, Oxford, CT 06478

    Stunning Fully Renovated Ranch on 2.10 Cleared Acres Move right into this beautifully renovated ranch offering modern comfort, quality craftmanship, and plenty of space inside and out. This home has been completely updated from top to bottom, providing peace of mind and turnkey living. Features and Updates Include: * Brand-new electrical and plumbing systems New Roof, windows, siding, and

    Emily Fritz Real Estate By Teresa LLC

    284 Chestnut Tree 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
  • 26 Edgewood Rd, Oxford, CT 06478
    26 Edgewood Rd, Oxford, CT 06478
    26 Edgewood Rd, Oxford, CT 06478
    /36

    $479,900 Open Sun 12PM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,145 Sq Ft

    26 Edgewood Rd, Oxford, CT 06478

    Experience the charm of this adorable, completely renovated 1,145-square-foot split-level home set on a picturesque 1.34-acre lot in Oxford's desirable Great Hill neighborhood. This home features two bedrooms plus a versatile office/den that can easily serve as a third bedroom and 2 full baths. Hardwood floors run throughout, enhancing the cozy living room with fireplace-perfect for relaxing

    Marissa Papa Preston Gray Real Estate

    26 Edgewood 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
  • 57 Pope Rd, Oxford, CT 06478
    57 Pope Rd, Oxford, CT 06478
    57 Pope Rd, Oxford, CT 06478
    /29

    $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
  • 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
  • 143 Dorman Rd, Oxford, CT 06478
    143 Dorman Rd, Oxford, CT 06478
    143 Dorman Rd, Oxford, CT 06478
    /40

    $1,650,000

    • 5 Beds
    • 4.5 Baths
    • 6,857 Sq Ft

    143 Dorman Rd, Oxford, CT 06478

    An exceptional private estate set on 25 pastoral acres, custom designed and built with timeless Victorian influences and uncompromising attention to detail. Offering 6,800 square feet of living space, the quality of construction is immediately evident and complemented by sweeping views across the spectacular grounds. The arrival is striking, featuring a stone bridge, manicured landscaping, a

    Elizabeth Newnham William Pitt Sotheby's Int'l

    143 Dorman Rd, Oxford, CT 06478
  • 61 Pope Rd, Oxford, CT 06478
    61 Pope Rd, Oxford, CT 06478
    61 Pope Rd, Oxford, CT 06478
    /18

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

    $927,500 Open Sun 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 4,263 Sq Ft

    24 Scott Rd, Oxford, CT 06478

    Tucked away on a peaceful yet accessible road in Oxford, this meticulously cared-for colonial is set on an expansive 4.64-acre parcel that delivers outstanding privacy. Offering four to five bedrooms, the home is highlighted by tasteful architectural accents, including detailed ceiling treatments in the formal living and dining spaces. A range of thoughtful improvements elevate daily living, such

    Dawn Ciappetta Coldwell Banker Realty

    24 Scott Rd, Oxford, CT 06478
  • 208 Bungay Rd, Seymour, CT 06483
    208 Bungay Rd, Seymour, CT 06483
    208 Bungay Rd, Seymour, CT 06483
    /28

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,546 Sq Ft

    208 Bungay Rd, Seymour, CT 06483

    Charming 3 bedroom and 2 full bath ranch style home with a spacious backyard and a huge deck on 1.80 acres. This well-maintained home offers peace of mind with major recent upgrades: new well system, newer roof, efficient solar panels, and updated water heater. The spacious living room and dining rooms flow into a practical kitchen. Two spacious bedrooms on the main level and an additional room

    Leslie Figueroa Keller Williams Realty Prtnrs.

    208 Bungay Rd, Seymour, CT 06483
  • 19 Good Hill Rd, Oxford, CT 06478
    19 Good Hill Rd, Oxford, CT 06478
    19 Good Hill Rd, Oxford, CT 06478
    /40

    $599,900

    • 3 Beds
    • 2 Baths
    • 1,985 Sq Ft

    19 Good Hill Rd, Oxford, CT 06478

    Welcome to your dream home! This stunning oversized Cape boasts 3 bedrooms, 2 full baths, and a 2-car garage, offering a generous 1,985 SQ FT of living space. Step inside to discover an open modern concept, where beautiful hardwood floors lead you through the home. The heart of this residence is the kitchen, featuring quartz countertops, stainless steel appliances, large island, and custom

    Marissa Papa Preston Gray Real Estate

    19 Good Hill Rd, Oxford, CT 06478
  • 72D Walnut St, Seymour, CT 06483
    72D Walnut St, Seymour, CT 06483
    72D Walnut St, Seymour, CT 06483
    /9

    $85,000

    • Land
    • 1.01 Acres
    • $84,158 per Acre

    72D Walnut St, Seymour, CT 06483

    Private 101 acre interior lot. A Great investment for builders or anyone who would like to build now to save for the future . Located near shopping, restaurants, coffee shops, train station, gym and much more. a short drive to Rt 8 and 67. the price is right!

    Angelo Catone Coldwell Banker Realty

    72D Walnut St, Seymour, CT 06483
  • 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
  • 17 Tibbets Rd, Seymour, CT 06483
    17 Tibbets Rd, Seymour, CT 06483
    17 Tibbets Rd, Seymour, CT 06483
    /32

    $619,900

    • 4 Beds
    • 3 Baths
    • 2,317 Sq Ft

    17 Tibbets Rd, Seymour, CT 06483

    A contemporary colonial nestled on 2.99 private acres featuring 3-5 bedrooms & 3 full baths with a welcoming double-door entry into an open foyer. The living room, recently divided into two spaces, features dual sliders leading to a new 21x10 composite deck overlooking a fenced yard. Descend to the family room, highlighted by hardwood floors, a beautiful picture window, and a cozy fireplace. The

    Steven Koleno Beycome of Connecticut

    17 Tibbets Rd, Seymour, CT 06483
  • 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
    /36

    $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, 2-12' high-bay

    Pam Famiglietti William Raveis Real Estate

    57, 59, 61 and Parce Pope Rd, Oxford, CT 06478
  • 12 Susan St, Beacon Falls, CT 06403
    12 Susan St, Beacon Falls, CT 06403
    /2

    $39,900

    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    12 Susan St, Beacon Falls, CT 06403

    This Mobile Home is sold in as-is condition. The Sellers representee has contracted with the Mobile Park to replace the living room and bedroom windows that were damaged. The contractor will also replace the skirting around the mobile home, install new entry stairs front and rear and clean the entire exterior prior to closing. The buyer is responsible for all interior work.

    Ronald Forcier Century 21 AllPoints Realty

    12 Susan St, Beacon Falls, CT 06403
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 49 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 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$415,000
Median Single Family Sale Price
$450,000
Median Townhouse Sale Price
$385,000
Median 2 Bedroom Sale Price
$204,999
Median 1 Bedroom Sale Price
$169,900
Average Price Per Sq Ft
$280
Number of Homes for Sale
18
Last 12 months Home Sales
134
Months of Supply
1.60
Median List Price
$424,400
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
How to Buy a Home How to Finance a Home How to Sell a Home

In Seymour, there are currently 25 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.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group