Oxford Homes with Colonial Style

Welcome to Oxford, Connecticut, a charming town nestled in New Haven County, where picturesque landscapes meet rich history. Known for its serene atmosphere and close-knit community, Oxford offers a perfect blend of suburban tranquility and easy access to urban amenities. With its rolling hills, scenic parks, and abundant outdoor activities, residents can enjoy the beauty of nature while being just a short drive from the vibrant cities of New Haven and Waterbury.

One of the standout features of Oxford is its stunning colonial-style homes that embody the elegance and craftsmanship of a bygone era. These timeless residences often showcase classic architectural elements such as symmetrical facades, gabled roofs, and inviting front porches, creating a warm and welcoming ambiance. The colonial homes in Oxford not only provide a glimpse into the town's rich heritage but also offer modern comforts that cater to today’s lifestyle.

With spacious layouts and beautifully landscaped yards, these homes are perfect for families seeking room to grow. Many of these properties are situated on quiet, tree-lined streets, providing a safe environment for children to play and explore. Additionally, the local schools are highly regarded, making Oxford an ideal location for families looking to settle down.

Whether you’re drawn to the historic charm of colonial architecture or the community spirit of Oxford, this delightful town promises a quality of life that is hard to beat. Explore the inviting neighborhoods and discover your dream home in this picturesque corner of Connecticut!

Newest Oxford Homes with Colonial Style

$1,195,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206442 MLS

NEW SUBDIVISION of 6 lots on CUL DE SAC Larkey Road. GREAT CENTRAL LOCATION in town with easy access to all major routes 67, 8, 84 & 188. ONLY MINUTES from shopping at Quarry Walk or Southbury Plaza. Home is about to start construction. Fantastic opportunity to build PRIMARY BEDROOM DOWN with 2-3 beds up with local expert housing developer CONNECTICUT RESIDENTIAL. Well designed floor plan combines best of open floorplanning and traditional layout. LARGE KITCHEN, ISLAND & PANTRY are OPEN to dining and family room areas. Main level office/study with glass door just off nice foyer with CLEVER OPEN STAIRWELL DOWN to future finishable space and mud room with nice storage area. Main level master suite with HUGE WALK IN CLOSET AND BATHROOM SUITE round out first floor. Upstairs you will find 2 large bedrooms with walk in closets ONE WITH JACK AND JILL BATH, THE OTHER WITH OPTIONAL EN-SUITE BATH. A loft at the top of the stairs that can double as a 3rd bedroom if needed, a closet we call THE LUGGAGE CLOSET and an unfinished bonus room for future expansion round out the second floor. 3rd car garage and stand alone tub are optional.

77 Larkey Rd, Oxford

$965,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206396 MLS

NEW SUBDIVISION of 6 lots on CUL DE SAC Larkey Road. GREAT CENTRAL LOCATION in town with easy access to all major routes 67, 8, 84 & 188. ONLY MINUTES from shopping at Quarry Walk or Southbury Plaza. Home is about to start construction - 4 bedroom, 2.5 bath Colonial with MODERN OPEN FLOOR PLAN. Large country kitchen, oversized island, open to large dining area & SCULLERY on one side and CATHEDRAL FAMILY ROOM on the other. Main level office and mud room, and nicely sized 2 car garage. Upstairs 3 nicely sized bedrooms, LARGE LAUNDRY ROOM, and oversized primary suite SUNKEN BY 2 STEPS from main hallway for extra privacy, oversized closet & generous bathroom suite with LARGE SHOWER and optional tub.

73 Larkey Rd, Oxford

$775,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$674,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

$650,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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, new Andersen windows, and a 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 ⋅ ACTIVE Status ⋅ 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

$699,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

$699,900

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24199460 MLS

Welcome to an "Antique Gem" in Oxford, Connecticut. Step into a beautifully preserved piece of Connecticut history. Set on 1.6 private acres in Oxford, CT, this exceptional 1769 Vintage Home has remained in the same family for generations, and offers a rare combination of authentic period character, thoughtful restoration, and comfortable modern living. The current owner has invested more than $195,000 in improvements and restoration, carefully preserving the home's historic integrity, while updating it for today's lifestyle. Original wide-board Chestnut Floors, exposed Post & Beam construction, and period details throughout, give this home a warmth and character that simply cannot be replicated. This unique home offers 2123 square feet, four bedrooms & two full baths, and features a flexible & inviting floor plan. The main level includes a beautifully updated Kitchen with Bay Window, formal Dining Room with a Fireplace, Living Room with a Fireplace, Family Room, and a first floor Bedroom currently used as an Artists Studio. A charming Full Bath features a clawfoot tub with shower and a large pedestal sink. A small room adjoining the Dining Room provides an ideal space for a home office, while the renovated Screened In Porch, with an artistic flair, offers a distinctive and relaxing place to enjoy the surrounding landscape. Just off the Kitchen, a large walk-up Attic, with heat and electricity, presents an exciting opportunity for additional finished living space.

136 Chestnut Tree Hill Rd, Oxford

$1,199,999

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24198632 MLS

MOTIVATED SELLER! Welcome to 3 Butternut Ridge Road, a spacious and well-maintained Colonial situated on approximately 3.52 private acres in a desirable Oxford setting. Offering a functional and inviting layout, this home provides generous living spaces designed for both everyday living and entertaining. The kitchen features granite countertops, newer appliances, ample cabinetry, and a functional layout that flows comfortably into the home's main living areas. Upstairs, the spacious primary suite features its own private full bath, creating a comfortable retreat, while additional generously sized bedrooms provide plenty of flexibility for family, guests, or home office space. The property has benefited from numerous improvements and continued maintenance over the years. Highlights include a newer central A/C unit, new garage doors, and well-maintained mechanical systems installed and/or updated between approximately 2011-2021. A propane-powered generator installed in 2022 provides added peace of mind. The basement is equipped with a professionally installed waterproofing system with a lifetime warranty, including a WaterGuard system, flood ring, and French drain. Seller concessions available!

3 Butternut Ridge Rd, Oxford

$475,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$1,199,000

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24188714 MLS

Rare opportunity to own one of Oxford's finest two-family homes! Custom built by the original owners, this unique property was thoughtfully designed to give each residence its own private entrance, full basement, & attached garage while providing comfortable, independent living. The main home features a welcoming sitting room, private office, guest powder room, formal dining room with pocket and french doors, along with a spacious kitchen centered around an impressive 3' x 9' island. The kitchen opens to a great room with a fireplace, French doors leading to a beautiful outdoor entertaining area. Upstairs, you'll find a convenient laundry room with a utility sink, built-in ironing board, & access to a walk-in attic. The spacious primary suite includes a walk-in closet & a beautifully appointed bath. Three additional bedrooms & a full bathroom complete the second floor. The attached second residence offers an open-concept layout with two bedrooms, a full bathroom, in-unit washer & dryer, a private basement, & its own attached garage-ideal for extended family, guests, or rental income. Set on a beautifully landscaped property, the outdoor living spaces are perfect for entertaining & everyday enjoyment. The main level features an oversized deck overlooking an 18' x 36' in-ground pool and a pergola with a ceiling fan, creating the perfect place to relax on warm summer days. The expansive lower yard offers plenty of room for soccer, football, & other outdoor sports.

3 Still Rd, Oxford

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