Oxford Real Estate

Welcome to Oxford, Connecticut – a hidden gem nestled in the heart of New Haven County. With its picturesque landscapes and charming small-town atmosphere, Oxford offers a perfect blend of rural serenity and modern convenience. Known for its rolling hills, lush greenery, and beautiful lakes, this vibrant community is ideal for those seeking a tranquil lifestyle without sacrificing access to urban amenities.

Oxford boasts a rich history that dates back to the 1700s, and its quaint downtown area reflects that heritage with historic buildings and local shops that invite exploration. Residents enjoy a strong sense of community, with numerous events and festivals held throughout the year, fostering connections among neighbors and families.

For outdoor enthusiasts, Oxford is a paradise. The town is home to several parks and recreational areas, including the serene Great Oak Park, where families can enjoy picnics, hiking trails, and playgrounds. The nearby Housatonic River offers opportunities for fishing, kayaking, and scenic walks along the water’s edge.

Education is a priority in Oxford, with highly-rated schools that emphasize academic excellence and personal growth. Families will appreciate the commitment to fostering a supportive learning environment for their children.

Conveniently located near major highways, Oxford provides easy access to neighboring towns and cities, including the vibrant downtown of New Haven, where cultural experiences, dining, and entertainment await. Whether you’re looking for a peaceful retreat or a community filled with life, Oxford, CT, is the perfect place to call home. Discover the charm and warmth of this delightful town, where every day feels like a breath of fresh air.

Newest Listings in Oxford

$775,000

4 Beds ⋅ 3 Baths ⋅ 24173689 MLS

Welcome to 3 Aspen Lane, a meticulously maintained Colonial offering privacy, space, and a truly special natural setting. Tucked away at the end of a quiet cul-de-sac on 1.90 acres, this beautiful home offers over 3,000 square feet of living space with 4 bedrooms and 2.5 baths. One of the property's most unique features is its private waterfall, creating a serene backdrop and a peaceful retreat right at home. Spend evenings gathered around the outdoor fire pit, surrounded by nature and the privacy of your own backyard oasis. Inside, the spacious floor plan provides plenty of room for everyday living and entertaining, while the finished basement adds valuable flexible space along with abundant storage. A welcoming covered front porch adds timeless New England charm and an inviting place to relax. With nearly two acres, an end-of-cul-de-sac location, exceptional outdoor amenities, and pride of ownership evident throughout, 3 Aspen Lane is a rare opportunity to enjoy comfort, privacy, and nature in a beautiful Oxford setting.

3 Aspen Ln, Oxford

$710,000

3 Beds ⋅ 3 Baths ⋅ 24205048 MLS ⋅ Village At Oxford Green BLDG.

This impeccably kept home with newer mechanicals, sits on a quiet cul-de-sac with a private backyard setting, offering an open floor plan designed for comfortable living and effortless entertaining, including a gas fireplace. The spacious primary suite features a large layout, a spa-like bath with a walk-in tub, and a separate sink/vanity area for added convenience. Throughout the home, you'll find thoughtful upgrades including California Closets and solid doors. The finished walkout basement expands your living space significantly, offering a dedicated office area and full bath - perfect for guests, hobbies, or remote work. Step outside to enjoy the three-season porch and deck, ideal spots to relax and take in the private, wooded surroundings and a full house generator. Located in the sought-after 55+ Del Webb community of The Village at Oxford Greens, this maintenance-free lifestyle comes with resort-style amenities: a 14,000-square-foot clubhouse with indoor pool, fitness center, arts and crafts studio, and billiards; an outdoor pool, tennis and bocce courts; scenic walking and biking trails; and access to The Golf Club at Oxford Greens' 18-hole championship course for a nominal fee. Residents also enjoy a long list of clubs and activities, with a wide variety of interest groups to join and get involved in. Don't miss your chance to enjoy the active adult lifestyle you deserve - schedule your showing today!

84 Links Way Unit 84, Oxford

$710,000

3 Beds ⋅ 3 Baths ⋅ 24204762 MLS

84 Links Way Unit 84, Oxford

$674,900

4 Beds ⋅ 3 Baths ⋅ 24204189 MLS

Welcome to 61 Greenbriar Road, where space, privacy, and the peaceful Oxford lifestyle come together. Set on 2.31 acres in a quiet residential setting, this spacious 4-bedroom, 3-bath Colonial offers over 3,200 square feet of living space and the kind of separation from neighboring homes that can be increasingly difficult to find. Inside, generous room sizes provide plenty of flexibility for everyday living, entertaining, working from home, and hosting family and friends. A fireplace adds warmth and character, while the extra deep garage, additional storage and heated separate work shed provide the space and practicality today's buyers appreciate. Outside is where this property truly shines. Surrounded by mature trees and natural landscape, the expansive lot creates a private retreat with room to relax, entertain, garden, play, or simply enjoy the peace and quiet of your surroundings. Located in desirable Oxford, you'll enjoy the best of both worlds-a more rural, relaxed atmosphere while remaining convenient to shopping, restaurants, recreation, and major commuting routes. Oxford is known for its beautiful open spaces, parks and trails, community feel, and highly regarded local schools. If you've been searching for a home that offers room to spread out without giving up convenience, 61 Greenbriar Road delivers. Come experience the privacy, space, and quality of life that make Oxford such a special place to call home.

61 Greenbriar Rd, Oxford

$624,900

2 Beds ⋅ 3 Baths ⋅ 24203270 MLS ⋅ Fairview At Oxford Greens BLDG.

Welcome to this spacious Morgan model at Fairview at Oxford Greens, a premier 55+ adult community nestled along a stunning 18-hole golf course. Thoughtfully designed with a more traditional floor plan, this 1,673 sq ft home offers the perfect blend of comfortable everyday living and space for entertaining. From the moment you enter, the home feels open and inviting, with beautiful sightlines flowing through the living spaces to the rear deck, which has a Sunsetter awning and views beyond to a picturesque pond on the 6th green. Freshly painted throughout, the home has a bright, clean, move-in-ready feel. The main level features a spacious living room, a separate dining room highlighted by beautiful trim work and crown molding, and a chef's kitchen designed to be both functional and inviting. The kitchen flows naturally into the main living spaces, creating an ideal setting for everyday meals or entertaining. The first floor also features a convenient half bath, laundry, and a generous primary suite complete with a private ensuite bath and new plush carpeting, along with ample closet space. Upstairs, a versatile loft provides additional living space that can be used as a home office, reading area, den, or hobby space. A second generously sized bedroom and full bath make the upper level ideal for overnight guests, extended stays, or simply providing additional flexibility. The plush carpeting continues throughout the upstairs living spaces, adding warmth and comfort.

733 Championship Dr Unit 733, 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

$650,000

4 Beds ⋅ 3 Baths ⋅ 24203217 MLS

Welcome to this beautifully updated and private Oxford retreat, surrounded by peaceful natural scenery and beautiful views. This home offers a unique opportunity to enjoy privacy and tranquility while still being conveniently located near local amenities and major commuter routes. The home features an updated kitchen, updated bathrooms, and new Andersen windows, New roof. Solar panels provide the potential for energy savings. The property also includes a versatile barn, offering excellent potential for horse owners, storage, a workshop. Enjoy the beauty of nature and the peaceful setting this property has to offer. A wonderful opportunity for anyone looking for privacy, space, and a home with plenty of possibilities.

417 Chestnut Tree Hill Rd, Oxford

$799,900

4 Beds ⋅ 3 Baths ⋅ 24200083 MLS

Welcome to your year-round private getaway! Located in the desirable Swan Lake community, this stunning Colonial offers access to swimming, kayaking, fishing, and paddleboarding. The beautifully updated kitchen features quartz countertops, stainless steel appliances, and a charming breakfast nook overlooking the picturesque yard. The main level also includes a private office with custom built-ins, a spacious dining room with elegant millwork and skylights, and a cozy family room with a fireplace and custom window bench. A convenient laundry room with a full bath completes the first floor. Upstairs, you'll find two primary suites, each with its own full bath. The lower level offers a home gym and abundant storage. Outside is where the magic truly happens! Enjoy an outdoor bar, stucco fireplace, expansive deck and patios, a koi pond with lily pads, chicken coops, garden beds, and a classic tire swing. The three-car garage includes a lift and unfinished space above, offering excellent expansion potential. Additional highlights include propane heat, central air, a newer septic system, and recently refinished hardwood floors. This exceptional home must be seen to be fully appreciated!

22 Buckskin Ln, Oxford

$920,000

4 Beds ⋅ 3 Baths ⋅ 24203185 MLS

Welcome home to 6 Little Valley Rd! Located on a cul-de-sac, you will fall in love with this stately 4 bedroom, 2.5 bathroom custom colonial. Every room in this home is filled with natural light. The main level features a welcoming two-story foyer with an elegant curved staircase, an open-concept layout, and beautifully appointed living spaces. The heart of the home is the spacious chef's kitchen which flows seamlessly into the family room with vaulted ceilings and pellet stove. A large formal living room, dining room with custom tray ceiling, office/den, and laundry/mudroom complete the first floor. Upstairs is the large primary suite with walk-in closet and en-suite bathroom. Down the hall are 3 other bedrooms and full bathroom. The finished lower level is a flexible space and is perfect for a home gym, playroom, wine cellar, etc. Step outside and you enter your own backyard oasis which features a heated saltwater pool, cabana, wood burning fireplace, and outdoor kitchen. Beautiful inside and out, this is a home you will want to call your own!

6 Little Valley Rd, Oxford

$699,000

4 Beds ⋅ 3 Baths ⋅ 24200661 MLS

Tucked away on 4.25 private acres on a quiet Oxford cul-de-sac, 1 Lake Drive offers a peaceful setting with the convenience of being just minutes from shopping, dining, schools and everyday amenities. This one-owner, 4-bedroom, 2.5-bath Colonial provides plenty of space to enjoy both indoors and out, surrounded by nature and the privacy of its expansive property. A covered front porch welcomes you home, while inside, the family room features a wood-burning fireplace and opens directly to a spacious deck with gazebo-perfect for outdoor dining, entertaining or simply enjoying the surroundings. An above-ground pool and hot tub add to the outdoor experience, and the property also includes a 2 stall barn w/ tack room, and chicken coop. Upstairs are four bedrooms with new carpeting and flooring, along with refreshed primary and secondary full baths. Additional highlights include a 2-car attached garage, newer roof, furnace, central ac, water tank, brand new water softner and well tank (Aug 2026) and the entire interior has been freshly painted. Private yet convenient, 1 Lake Drive offers the best of both worlds-acreage, peaceful surroundings and room to enjoy the outdoors, all within easy reach of everything Oxford and the surrounding area have to offer. Welcome Home!

1 Lake Dr, Oxford

$699,000

4 Beds ⋅ 2 Baths ⋅ 24198970 MLS

A rare blend of historic New England character, sophisticated style and exceptional outdoor living, 24 Old Good Hill Road is anything but ordinary. Dating to 1829 and set on approximately 2.55 beautifully landscaped acres, this distinctive home has been thoughtfully updated while preserving the warmth and architectural details that give it its soul. Inside, the feeling is timeless and collected-reminiscent of a Ralph Lauren country house-with rich character, built-in bookcases, two impressive stone fireplaces, including one with a built-in wood stove, and inviting spaces designed to be lived in and enjoyed. Outside, decades of established landscaping create a private retreat of mature trees, perennial gardens and multiple patios for dining, entertaining and relaxing. A built-in swimming pool becomes the centerpiece of summer living, surrounded by the privacy and beauty of the grounds. A former barn site also presents an intriguing opportunity for a future garage or accessory structure, subject to municipal approvals. This is the real thing-not a reproduction, but an authentic Connecticut home that has evolved beautifully for nearly two centuries. Historic without feeling like a museum, updated without losing its soul. From quiet mornings among the gardens to summer afternoons by the pool and evenings gathered around the fire, this is a home with a remarkable sense of place-private, welcoming and designed to be enjoyed in every season.

24 Old Good Hill Rd, Oxford

$899,000

4 Beds ⋅ 4 Baths ⋅ 24196313 MLS

Exceptional craftsmanship and timeless design come together in this beautifully maintained Colonial, set on professionally landscaped grounds with inviting outdoor living spaces. A charming wraparound front porch welcomes you into a light filled two story foyer and a thoughtfully designed floor plan ideal for everyday living and entertaining. The gourmet kitchen features granite countertops, custom cabinetry, Sub-Zero refrigerator, gas cooktop, double wall ovens, built in microwave, butler's pantry, and a casual dining area with French doors leading to the patio. Just beyond, the spacious family room offers custom built ins, a window seat, and a striking river rock fireplace. Formal living and dining rooms, a powder room, and a convenient main level laundry room complete the first floor. Upstairs, the luxurious primary suite offers a walk in closet with custom built ins and a spa inspired bath with dual vanities, jetted tub, and separate shower. Three additional bedrooms include a private en suite and a versatile two room suite perfect for guests, home office, or playroom. The backyard is your own private retreat, featuring an expansive patio, stunning concrete in-ground pool, and beautifully manicured grounds. Additional highlights include a new roof, hardwood floors, crown molding, back staircase, recessed lighting, central vacuum, security system, whole house generator, and an oversized 3 car garage with additional storage shed. 30 minutes to Brewster train, 1.5hrs to NYC.

91 Dorman Rd, Oxford

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