36

Seymour, CT Houses for Sale

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  • /32

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,828 Sq Ft

    58 Hallsey Ln, Woodbridge, CT 06525

    Expansive living is found at 58 Hallsey Lane! The main floor offers a fantastic flow for gatherings or daily life. The front living room features a bow window, fireplace and hardwood floors and opens into the dining room. The living room,sunroom and lower level family room make for easy entertaining. Black galaxy granite counters top the refaced cabinets. Stainless steel appliances, and wood-look

    Agent Photo

    Betsy Anderson

    William Pitt Sotheby's Int'l

    (203) 493-0058

    58 Hallsey Ln, Woodbridge, CT 06525
  • /40

    $949,000

    • 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
  • /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
  • /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
  • /30

    $589,900

    • 3 Beds
    • 2 Baths
    • 1,687 Sq Ft

    2 Highland Rd, Oxford, CT 06478

    Welcome to this beautifully maintained Cape-style home on 2.02 picturesque acres in a charming, walkable neighborhood. This inviting property offers 1,731 sq.ft, 7 rooms, 3 bedrooms, and 2 full baths, providing ample living space and comfort. Step inside to a cozy living room featuring hardwood floors and a wood-burning fireplace insert, efficiently warming the home. Hardwood floors flow

    Tara Stirk William Raveis Real Estate

    2 Highland Rd, Oxford, CT 06478
  • /37

    $729,900

    • 2 Beds
    • 2 Baths
    • 2,080 Sq Ft

    217 Chip Shot Ln, Oxford, CT 06478

    Welcome to one of our collections of fabulous Del Web 55+ luxury homes in the Village of Oxford Green. Enjoy resort style living nestled around a top ranked golf course with amenities that include access to a 17000 sq. ft. Clubhouse, multiple in-ground pools, tennis courts, bocce, health club, and numerous planned activities that include international travel. This free standing 2080 sq. ft.

    Joe Paul Coldwell Banker Realty

    217 Chip Shot Ln, Oxford, CT 06478
  • /40

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,828 Sq Ft

    5 Forest Hollow Rd, Seymour, CT 06483

    Step into timeless elegance with this beautifully crafted Colonial boasting 2828 sq ft, of luxurious living space, 4 Beds, 2.5 Full Baths all meticulously maintained since its construction in 2011 for a truly turnkey experience. Inside highlights a Grand foyer 2 Stories high, Eat in Kitchen complete with Granite countertops, (2024) Appliances shares open floor plan with a cozy Family room with a

    Laura Hardacre Coldwell Banker Realty

    5 Forest Hollow Rd, Seymour, CT 06483
  • /40

    $699,999 Open Sun 11AM - 12:30PM

    • 4 Beds
    • 4 Baths
    • 3,748 Sq Ft

    10 Silano Dr, Oxford, CT 06478

    Nestled in one of Oxford's most sought-after neighborhoods-Quaker Farms- this great Colonial offers the perfect blend of comfort, space & privacy. Set on a peaceful 1.61-acre lot, this home has the perfect footprint, fitted with a brand-new roof and many other thoughtful improvements. Step inside to a two-story foyer with hardwood floors & elegant formal living and dining rooms. Off the foyer,

    Kayla Giacobbe Compass Connecticut, LLC

    10 Silano Dr, Oxford, CT 06478
  • /40

    $925,000

    • 5 Beds
    • 4.5 Baths
    • 5,015 Sq Ft

    10 Nod Hill Rd, Oxford, CT 06478

    Exceptional Custom Colonial in Prestigious Quaker Farms Neighborhood.Don't miss this incredible opportunity to own an expansive custom Colonial nestled on a quiet cul-de-sac in the highly sought-after Quaker Farms area. Set on a private, secluded 4-acre lot, this stately home offers over 5,000 sq. ft. of well-designed living space-perfect for those seeking privacy, space, and elegance. Step

    Michael Debiase Keller Williams Realty

    10 Nod Hill Rd, Oxford, CT 06478
  • /19

    $695,000

    • 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
  • /40

    $629,000

    • 5 Beds
    • 3.5 Baths
    • 3,410 Sq Ft

    106 Bungay Rd, Seymour, CT 06483

    This distinguished estate, never before offered for sale, presents a truly rare opportunity to own a one-of-a-kind property rich in character and income generating. Tucked away on 1.8 acres of level, private grounds framed by classic stone walls and flourishing perennial gardens, the setting is both serene and striking. The main residence offers 3 bds, 2.5 baths, 3 fireplaces over 2500 sq/ft. The

    Laura Testa Kiwi Homes

    106 Bungay Rd, Seymour, CT 06483
  • /26

    $585,000

    • 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
  • /29

    $599,999 Open Sat 12PM - 2:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,846 Sq Ft

    89 Old Church Rd, Oxford, CT 06478

    Fall in love with this enchanting 3-bedroom, 1.5-bath home where timeless character meets everyday comfort. From the moment you step inside, you're welcomed by gleaming polished wood floors and a warm, inviting atmosphere that feels like home. Entertain with ease in the spacious living and entertainment rooms, gather in the formal dining area, or unwind on the sun-drenched porch with your

    Jessica Vieira Century 21 AllPoints Realty

    89 Old Church Rd, Oxford, CT 06478
  • /33

    $625,900

    • 4 Beds
    • 3.5 Baths
    • 3,002 Sq Ft

    23 Davis Rd, Seymour, CT 06483

    Welcome to the highly sought-after Great Hill section of Seymour! This spacious 4-bedroom, 3.5-bath center hall colonial offers a functional and inviting layout with excellent flow throughout. Upon entry, you're greeted by a generous family room to your right and a formal living room to your left. Straight ahead, you'll find the beautifully updated kitchen featuring quartz countertops, a stylish

    Katerina Hendrickson Coldwell Banker Realty

    23 Davis Rd, Seymour, CT 06483
  • /13

    $649,900

    • 4 Beds
    • 2.5 Baths
    • 3,066 Sq Ft

    88 Brookfield Rd, Seymour, CT 06483

    Located in desirable Brookfield Estates. Walk up to a covered porch where you can sit and enjoy the peaceful setting. Upon entering the foyer you will love the open floor plan with the wide staircase of this beautiful Colonial. If you work from home the natural light will help brighten the office. Love to cook? Head into the kitchen with plenty of counter space whether you're cooking dinner for 2

    Lynnette Esposito Coldwell Banker Realty

    88 Brookfield Rd, Seymour, CT 06483
  • /35

    $595,000

    • 2 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    199 Meadow Brook Rd, Oxford, CT 06478

    Welcome to Meadow Brook Estates, a beautifully maintained 55+ community set on 125 scenic acres in Oxford, CT. This charming stand-alone home offers nearly 2,000 square feet of elegant, low maintenance living with the privacy and space of a single-family residence. Enjoy a stepless entry into the sun-filled main level featuring rich hardwood floors, a cozy fireplace, and Hunter Douglas window

    Lisa Weisenberger Luks Realty

    199 Meadow Brook Rd, Oxford, CT 06478
  • /23

    $349,900 Open Sun 12PM - 2PM

    • 2 Beds
    • 1 Bath
    • 1,134 Sq Ft

    28 Charles Rd, Seymour, CT 06483

    *PHOTOS COMING SOON* Discover this charming 1,100-sq ft home, currently being utilized as a 3 bedroom property, offering incredible flexibility to suit your lifestyle. The home features two main bedrooms, dining room with an additional living room that includes a cozy fireplace, perfect for relaxing evenings. The backyard is a true highlight - level and fully fenced, it offers a fantastic space

    Gianna Alberti ALBERTI REALTY ASSOCIATES, LLC

    28 Charles Rd, Seymour, CT 06483
  • /39

    $499,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,552 Sq Ft

    8 Birchwood Rd, Seymour, CT 06483

    Picture-perfect on the outside, move-in ready on the inside, and with an incredible assumable loan opportunity - 8 Birchwood Road is truly a gem! This raised ranch is located in a quiet, walkable Skokorat area neighborhood on a beautiful .68 acre lot. Enter the front door to instant charm with a brick-tiled entryway and modern wood and metal railings. An open concept main level greets you, with

    Chelsea Curran Real Broker CT, LLC

    8 Birchwood Rd, Seymour, CT 06483
  • /40

    $495,000

    • 4 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    119 Bee Mountain Rd, Oxford, CT 06478

    Discover this inviting 4-bedroom, 2.5-bath Colonial offering 2,240 sq. ft. of comfortable living space in a serene setting. Nestled on a picturesque 1.6-acre lot, this home features newer flooring, a flexible floor plan, central air, and an updated kitchen with granite countertops, stainless steel appliances, and a convenient main-level laundry room. Relax or entertain on the oversized 36' x 23'

    Dianne Camella RE/MAX Right Choice

    119 Bee Mountain 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
  • /30

    $539,900

    • 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

    Katie Zielinski Carey & Guarrera Real Estate

    56 Great Hill Rd, Seymour, CT 06483
  • /25

    $690,000

    • 3 Beds
    • 2.5 Baths
    • 2,595 Sq Ft

    185 Country Club Dr, Oxford, CT 06478

    Nestled in the sought-after Oxford Greens community, this Laurel Model offers refined living with 3 bedrooms, 2.5 baths, overlooking the 12th hole of the golf course. The main entrance boasts a light-filled two-story foyer leading into a spacious open layout. The main level features cathedral ceilings, abundant natural light, and hardwood floors, anchored by a cozy gas fireplace in the living

    Jessica Burke Berkshire Hathaway NE Prop.

    185 Country Club Dr, Oxford, CT 06478
  • /24

    $259,000

    • 2 Beds
    • 1 Bath
    • 1,225 Sq Ft

    25 Davis Rd, Seymour, CT 06483

    Schedule your appointment today to view this great,1225 sq ft home located in Seymour. This home offers 2 bedrooms, 1 full bath and an amazing 1.28 acres of land! Also a great in-law apartment and a tennis court! Seller is motivated, bring ALL offers!!!

    Patrick Precourt Dorrance Realty

    25 Davis Rd, Seymour, CT 06483
  • /17

    $269,900

    • 2 Beds
    • 2 Baths
    • 1,704 Sq Ft

    100 Park Rd, Oxford, CT 06478

    Investors take note. Discover a rare investment opportunity nestled on a private, wooded lot, located in the heart of Oxford. This multi-level home set on a private 0.7 acres, offers a blank canvas for contractors and investors alike looking to add value through renovation. With it's unique layout and expansive outdoor space, this property holds immense potential for transformation. The interior

    Nicholas Jones BHGRE Gaetano Marra Homes

    100 Park Rd, Oxford, CT 06478
  • /39

    $695,000

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

    405 Chestnut Tree Hill Rd, Oxford, CT 06478

    Welcome to your private retreat in Oxford, CT, where 5 peaceful acres of nature, gardens, and quiet surround you. This timeless Dutch Colonial is tucked away at the end of a quiet driveway, bordering the scenic Gazy Farm, offering a truly rustic and secluded lifestyle. This spacious home spans over 3,200 sq. ft. and features 5 bedrooms and 3.5 baths, inc. a 1st-floor primary suite with private

    Tricia Farin Real Broker CT, LLC

    405 Chestnut Tree Hill Rd, Oxford, CT 06478
  • /15

    $275,000

    • 3 Beds
    • 1.5 Baths
    • 882 Sq Ft

    68 New St, Seymour, CT 06483

    This charming single-family ranch-style home built in 1935 offers three bedrooms and one bathroom. The interior features hardwood floors throughout, creating a warm and inviting atmosphere. Additional amenities include central air conditioning, oil heating, and electric appliances. The home also boasts a back porch overlooking a level, fenced-in backyard, perfect for outdoor activities. New roof

    Sandy Chang Century 21 Scala Group

    68 New St, Seymour, CT 06483
  • /40

    $499,000

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

    29 Great Hill Rd, Seymour, CT 06483

    WOW! HUGE PRICE REDUCTION - SUPER SALE. COUNTRY COLONIAL. Home has been totally renovated, 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

    Frank DelVecchio RE/MAX Right Choice

    29 Great Hill 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
  • /5

    $799,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    3 MacConnie Ct, Seymour, CT 06483

    NEW CONSTRUCTION to be built. Perfect location for your custom home, gently sloping lot on a cul-de-sac, great open floorplan with generous size rooms and a walk-out basement. Quality builder with 25 years experience can also build to your plans and specs.

    Phil Pedros Philips Real Estate

    3 MacConnie Ct, Seymour, CT 06483
  • /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
  • /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
  • /2

    $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
  • /5

    $399,000

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

    5 Ansmour Rd, Seymour, CT 06483

    Discover this stunning, totally renovated home offering a perfect blend of comfort and modern style. Featuring a brand-new roof, fresh interior and exterior painting, new bathrooms, a beautifully upgraded kitchen, new siding, flooring, electrical system, and plumbing, this residence is truly move-in ready. Elegant modern lighting enhances every room, creating a warm and inviting ambiance. Nestled

    Jose Acosta Hudson Home Services LLC

    5 Ansmour Rd, Seymour, CT 06483
  • /5

    $359,900 Open Sat 1PM - 1:30PM

    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft

    95 Squantuck Rd, Seymour, CT 06483

    This 3 Bedroom Ranch has a lot to offer any family. All the schools are close by with Bungay Elementary School ( Grades K-5 ) 1.2 miles, Seymour Middle School ( Grades 6-8 ) 1.4 miles & Seymour High School 1.5 miles. You are within a few minutes drive to everything including 0.9 miles to all major shopping, Starbucks, D & D & restaurants, 0.5 miles to Route 34, 2.4 miles to Route 67, 5.1 miles to

    Paul Ferreira RE/MAX Right Choice

    95 Squantuck Rd, Seymour, CT 06483
  • /33

    $549,000

    • 3 Beds
    • 2 Baths
    • 2,352 Sq Ft

    8 Palmer Ln, Oxford, CT 06478

    Packed with charm and updates, this move-in-ready home offers style, comfort, and effortless living! Bright and airy with warm hardwood floors throughout, the open layout features a beautiful updated kitchen with white shaker cabinets, a large island, and plenty of space to cook and gather. The dining area flows right out to a private back deck - perfect for relaxing or entertaining. The

    Deborah Angal Coldwell Banker Realty

    8 Palmer Ln, Oxford, CT 06478
  • /2

    $399,999 Coming Soon

    • 4 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    22 Great Hill Rd, Ansonia, CT 06401

    COMING SOON! Fully Remodeled 4-Bed, 2-Bath Near Route 8! Step into modern comfort with this beautifully remodeled 4-bedroom, 2 full-bath single-family home, where style meets convenience! Every inch has been updated-from the brand-new kitchen and bathrooms to the refreshed living, dining, and bedroom spaces, move-in ready. Enjoy the converted full bathroom, transforming a former half bath into

    Eli Anz Berkshire Hathaway NE Prop.

    22 Great Hill Rd, Ansonia, CT 06401

Why Live in Seymour

Seymour, Connecticut, is a small town in New Haven County known for its tight-knit community and vintage charm. Established in 1850, Seymour features a walkable downtown with boutiques and local shops, surrounded by dense wildlife areas and the scenic Naugatuck River. The town offers a variety of home styles, including Minimal Traditional, ranch-style, and custom contemporary homes, many of which are situated on spacious lots with tall trees and long driveways. Seymour School District serves local students, with Seymour High School offering a robust athletic program and a student-teacher ratio of 12-to-1. For outdoor enthusiasts, Chatfield Park provides ball fields, a basketball court, and a playground, while the Naugatuck River is popular for fishing. Downtown Seymour is a hub for shopping and dining, featuring unique stores like Tickled Pink and Charlie’s Treasures, and eateries such as Tea with Tracy and Train Station Pizza. Residents enjoy entertainment options like Strand Theater and The Vault. Seymour is conveniently located near Route 8 and I-84, providing easy access to Waterbury, New Haven, and Hartford, with Amtrak services available in nearby New Haven for travel to major northeastern cities.

Home Trends in Seymour, CT

Housing Trends

Median Sale Price
$440,000
Median Single Family Sale Price
$715,000
Median Townhouse Sale Price
$425,000
Average Price Per Sq Ft
$264
Number of Homes for Sale
3
Last 12 months Home Sales
14
Months of Supply
2.60
Median List Price
$439,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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