Oxford Homes under $600,000

Welcome to Oxford, Connecticut – a charming town nestled in the heart of New Haven County, where serene landscapes meet vibrant community life. Known for its picturesque parks, friendly neighborhoods, and rich history, Oxford offers a perfect blend of rural charm and modern conveniences. With its close proximity to major highways, residents enjoy easy access to the bustling cities of New Haven and Waterbury, making it an ideal location for both commuters and those seeking a peaceful retreat.

In Oxford, you’ll find a diverse selection of homes under $600,000, making it an attractive option for first-time buyers, families, and anyone looking to invest in a welcoming community. These homes often feature spacious yards, modern amenities, and a variety of architectural styles, ranging from charming ranches to contemporary designs. Many properties are situated near excellent schools, parks, and recreational facilities, ensuring that families have everything they need right at their fingertips.

Living in Oxford means embracing a lifestyle filled with outdoor activities, from hiking and biking along scenic trails to enjoying picnics at local parks. The town also boasts a rich array of dining and shopping options, ensuring that residents can enjoy both local flavors and familiar favorites.

Whether you’re drawn by the allure of its natural beauty, the warmth of its community, or the affordability of its real estate, Oxford, CT, is a place where you can truly feel at home. Explore the available homes today and discover the perfect setting for your next chapter!

Newest Oxford Homes under $600,000

$599,900

2 Beds ⋅ 3 Baths ⋅ 24210876 MLS ⋅ Meadow Brook Estates BLDG.

A pleasure to show - conveniently located to everything - . Spacious end unit TH with plenty of natural lighting offers a covered front porch is set on a cul-de-sac street overlooking a level yard overlooking woods. Versatile floor plan featuring 2 story entry, formal dining room with crown moldings, chair rail, & picture frame moldings, efficient fully-applianced-kitchen with granite counters, backsplash, recessed lighting, breakfast bar & separate eating area for casual dining opens to 2 story family room with gas fireplace, vaulted ceilings & skylights & wood cabinet over FP for your TV. For a more intimate setting, enjoy the 4 season sunroom (electric heat) with an abundance of windows overlooking a private bkyd & providing access to an outside stone patio. A spacious first floor primary br with an large WI closet & full bath with jetting tub, separate shower & dual sinks. The laundry is behind bi-fold doors just outside the bedroom. The 2nd level offers a oversized loft overlooks the lower level FR with nook ideal for a desk area. A full bedroom, full bath & an additional WI closet provides access to the attic. A full unfinished lower level with WI cedar closet provides additional storage or potential for additional living space. This unit has so much to offer - a 2 car attached garage, city water, city sewers, gas heat, c/a, a generator & an irrigation system. Additional features - roof done in 2026, water heater approx. 2 years, a/c approx. 2 years, driveway

132 Meadow Brook Rd Unit 132, Oxford

$150,000

1 Beds ⋅ 2 Baths ⋅ 24209824 MLS

Great opportunity for rehab contractors, renovators, flippers looking for a project, and others who want to make this house a home again. There is mildew and possible mold that need remediation, and some soft flooring, but the house has two kitchens and two full bathrooms, one on each level. The property is in some disrepair but, with some elbow grease, could be great. Interior viewings are available at your own risk; wear a mask. No liability to seller or agent. The property does have power, but bring a flashlight. This property is priced to sell in a neighborhood of $400+ homes. The house is in Oxford but there is a portion that is in Seymour. The house is being sold "AS IS WHERE IS". WE ARE IN MULTIPLE BID SITUATION- IF INTERESTED PLEASE SUBMIT YOUR HIGHEST AND BEST BY 12:00 SUNDAY AFTERNOON 9/27

21 Riviera Ter, Oxford

$410,000

3 Beds ⋅ 3 Baths ⋅ 24205873 MLS

Great Cape Cod with unique property layout. Features include Bonus Room above garage. Screened in stone Porch, has stone patio areas, attached 2 car garage, huge garage-like shed. Home features knotted pine walls and vaulted ceiling. 5 ceiling fans. Being sold AS IS. Subject to PROBATE. All parties to do own Due Diligence.

70 Woodside Ave, Oxford

$595,000

3 Beds ⋅ 3 Baths ⋅ 24206522 MLS ⋅ Meadow Brook Estates BLDG.

Welcome home to this beautifully updated 3-bedroom, 3-full-bath residence offering exceptional comfort, style, and low-maintenance living in the highly sought-after Meadow Brook community. Step inside to a dramatic two-story Great Room featuring soaring vaulted ceilings, skylights, gleaming hardwood floors, a cozy corner gas fireplace, and an open balcony overlooking the living space. French doors lead to a bright and inviting four-season sunroom, perfect for relaxing year-round. The updated gourmet kitchen is designed to impress with granite countertops, center island, stainless steel appliances, and an attractive tile backsplash. It flows seamlessly into the elegant dining room showcasing crown molding, chair rail, and picture-frame trim, ideal for entertaining family and friends. The highly desirable main-level primary suite offers a walk-in closet and a beautifully remodeled bath featuring a Simply Safe Step walk-in tub. A second main-floor bedroom and remodeled full bathroom provide excellent flexibility for guests or family members. Convenient main-level laundry adds to the home's thoughtful design. Upstairs, you'll find an expansive loft/family room and office area overlooking the Great Room, along with a spacious third bedroom and full bath, creating the perfect private retreat for guests.

107 Meadow Brook Rd Unit 107, Oxford

$399,900

2 Beds ⋅ 2 Baths ⋅ 24205439 MLS

Perfectly situated within walking distance of the Housatonic River, this beautiful, move-in ready ranch offers the perfect setting to enjoy breathtaking sunsets over the water. Grab your kayak and head out for a peaceful ride or simply relax and enjoy the tranquil surroundings. Upon entering, the open-concept floor plan immediately welcomes you with a spacious and inviting flow. The kitchen features beautiful white cabinetry, marble counters and stainless-steel appliances and seamlessly opens to the living room. Newly refinished hardwood floors add warmth and character throughout the main level. Two bedrooms are conveniently located on the main level, along with a versatile office nook and a large mudroom and direct access to the massive three-car garage. The main updated main hall bathroom completes the first floor. The finished lower level provides versatile additional living space, perfect for a family room, playroom, home gym or whatever best suits your needs. An updated powder room and laundry area are also conveniently located on this level. Step outside to the extra-large, level yard, offering plenty of space for entertaining, or simply enjoying the outdoors. The large vegetable garden is ready for planting next Spring! With its ideal location, thoughtful updates, flexible living spaces, and wonderful outdoor area, this home offers a fantastic opportunity to enjoy comfortable living in a peaceful setting close to shopping, dining and major highways. Call it home today!

17 Riviera Ter, Oxford

$499,900

3 Beds ⋅ 2 Baths ⋅ 24200636 MLS

WELCOME HOME to this exquisite Horse Property at the end of a private cul-de-sac, up a tree-lined driveway with no neighbors in sight. This 1,584 sqft Raised Ranch offers 3 Bedrooms, 2 Bathrooms, and an OPEN FLOOR PLAN with a Living Room bay window, Dining Room, and Kitchen with center island and Stainless Steel appliances. Hardwood floors throughout and a brand new back deck (May 2026) make this home perfect for entertaining and enjoying the changing seasons. Down the hall you'll find a Full Bathroom, Primary Bedroom with double closets, and two additional Bedrooms. The finished lower level features a Family Room with a brand new wood stove (July 2026), Laundry Room, Half Bath, and access to the two-car garage. Set on 1.87 grassy, level acres of complete privacy, with room to build the farm you've always wanted. The 3-stall barn, purchased from the Barn Yard in December 2019, features Dutch doors, kick board-lined stalls, electricity, 2 farm-approved fans, rubber matting, and a Centaur electric fence system with room for many Lucious paddocks, ready for your horses, donkeys and farm family. Recent updates include a brand new roof (under 1 year), regraded and backfilled driveway (2024), and new hot water heater (2020). Septic replaced 2005. Opportunities like this, privacy, acreage, and equestrian-ready facilities all in one, don't last long. Convenient to schools, shopping, and major commuter routes. Enjoy Jackson Cove, Kettletown State Park, hiking and bridle trails near

8 Meadow Dr, Oxford

$565,000

3 Beds ⋅ 3 Baths ⋅ 24196298 MLS

Set on 1.52 beautiful level acres, this oversized raised ranch offers exceptional space, flexibility & endless possibilities. Featuring 3-4 bedrooms & 3 full baths, this versatile floor plan allows you to customize the living space to fit your lifestyle, whether you need a home office, guest suite, playroom, multi- generational living, or additional bedroom. The layout also offers excellent potential for an in-law setup with its flexible room arrangement. A huge family room over the garage provides the perfect gathering space for entertaining or relaxing. This was previously used as a extra large bedroom! Adding to the homes warmth & charm are 2 fireplaces - 1 gas & 1 wood-burning - creating cozy spaces to enjoy. Relax in the inviting three-season porch or out on the deck. The finished lower level includes an additional room ideal for a playroom, fitness room or office. With generous living spaces inside & a beautiful level lot outside, this home is ready to accommodate a variety of needs and lifestyles for years to come. Major updates provide peace of mind, including a whole house generator, an 11 year old roof and a driveway that was paved in 2017. There is a 2 car attached garage and an additional detached 3rd garage. The original 2 car garage is now a huge work room ready for whatever projects you can dream up! Come make this beautiful home your own by adding all of your personal touches! Home is FOR SALE ONLY - there is a tik tok scam that it is also for rent - its NOT!

124 Chestnut Tree Hill Road Ext, Oxford

$475,000

3 Beds ⋅ 2 Baths ⋅ 24187422 MLS

Traditional, 1865sf well-built Cape (plus additional 500sf unfinished bonus room above garage) in the heart of Oxford, set on an expansive, level yard with a Connecticut state-stocked trout stream. Enjoy peaceful views from the bright, inviting kitchen or spacious deck. The main level features a freshly painted living room, kitchen and family room, plus a bedroom and office. The second floor includes the primary bedroom with built-ins and an additional bedroom. Oversized 2 car garage, workshop includes a 500-square-foot unfinished bonus room above offering excellent potential for additional living space. NEW MECHANICALS * ALL THE MONEY ITEMS ARE DONE * New Furnace/hot water * CAir * Oil Tank * Electrical Panel * Newly painted interior * Updated flooring * Well pump & tank, water filtration, UV Light * Roof * Many new windows * CT Basement abatement system with new sump pump * Enjoy all that Oxford has to offer, minutes to the Quarry Walk Shopping * Jackson Cove * Oxford Greens Golf

9 Old State Road, Oxford

$559,000

4 Beds ⋅ 3 Baths ⋅ 24185963 MLS

Private, level backyard sets the stage for this spacious home featuring 4 generous-sized bedrooms. Bring your ideas-with a bit of updating, this home will truly shine! Enjoy outdoor living on the large back deck. A standout feature is the massive 950-square-foot garage, complete with a 10x16 door perfect for storing large equipment, boats, or vehicles, plus an approved studio apartment above for incredible added potential. Concrete foundation on side of house was added with a sunroom in mind.

9 Old Country Rd, Oxford

$530,000

3 Beds ⋅ 3 Baths ⋅ 24182905 MLS

SELLER OFFERING $10,000 CLOSING CREDIT! Opportunity awaits at this versatile Oxford property, with home, barn and cleared lot! A three bedroom split level style home offers multiple levels of living and entertaining. The ground level has a large living room with fireplace, a side room for an office or additional bedroom, and a half bath. Up just a few steps to the dining room, kitchen and access to the deck. The next level a few steps up, you'll find three bedrooms, including a primary with private full bath, and there is a common full bath in the hall. The large cleared and private yard has a barn accessed from multiple ground levels and a swimming pool. The barn is approximately 24'x30', two stalls currently on the lower level and a large second floor/loft above. The lower level can be accessed from an additional driveway. The second floor can be accessed at the upper driveway/house grade and lends itself well for a workshop, recreation room, or potential for future finished space. A great location, in a quiet corner of town, but minutes from shopping, restaurants and I-84 for commuting. Two minutes down the road is Jackson Cove at Lake Zoar with a beach, hiking trails, boat launch, pavilion and playground. Also nearby are Kettletown and Southford Falls State Parks for fishing, hiking and camping.

28 Charter Oak Dr, Oxford

$390,000

2 Beds ⋅ 1 Baths ⋅ 24173925 MLS

Welcome to 567 Roosevelt Drive, an inviting and completely refurbished 2-bedroom, 1-bath ranch offering modern comfort and timeless charm. Nestled near scenic Lake Zoar and the Housatonic River, this home provides the perfect balance of tranquility and convenience. Step inside to find an open, light-filled layout featuring a beautifully updated kitchen, comfortable living space, and a cozy sunroom ideal for morning coffee or relaxing evenings. Every detail has been thoughtfully updated, including a new heating system, upgraded window treatments, and a state-of-the-art security system, ensuring peace of mind and year-round comfort. Located in the desirable Under the Rock Park area, this home offers easy access to local amenities, schools, shopping, and major transportation routes, making daily errands and commuting a breeze. Whether you're seeking a peaceful retreat, a first home, or a downsizing opportunity, this riverside gem delivers style, efficiency, and a sense of escape just minutes from everything Oxford has to offer. Also known as Under the Rock Park

567 Roosevelt Dr, Oxford

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