Oxford Real Estate

Oxford Real Estate

Welcome to Oxford, Connecticut – a charming town nestled in the heart of New Haven County, where scenic beauty meets a vibrant community spirit. Known for its picturesque landscapes and rich history, Oxford offers a unique blend of suburban tranquility and accessibility to urban conveniences.

With its lush parks, serene lakes, and rolling hills, Oxford is a nature lover's paradise. The town boasts an array of outdoor recreational opportunities, including hiking trails, fishing spots, and picnic areas, perfect for family outings or a peaceful retreat. Notably, the popular Great Oak Park features playgrounds, walking trails, and sports fields, making it a favorite among locals.

Oxford is also steeped in history, with several historical landmarks that tell the story of this quaint town. From the charming architecture of its early colonial homes to the well-preserved sites that celebrate its past, every corner of Oxford has a tale to tell. The town's commitment to preserving its heritage is evident in its community events, which bring residents together to celebrate their shared history.

Education is a cornerstone of the Oxford community, with top-rated schools that prioritize academic excellence and personal growth. Families are drawn to the town for its safe neighborhoods and strong sense of community, making it an ideal place to raise children.

Conveniently located near major highways, Oxford provides easy access to neighboring cities, including New Haven and Waterbury, offering residents the best of both worlds – a peaceful retreat with the excitement of city life just a short drive away.

Whether you're looking to settle down in a welcoming community or seeking a tranquil escape, Oxford, CT, is a hidden gem waiting to be discovered. Come experience the warmth and charm of this delightful town!

Newest Listings in Oxford

114 Rolling Hills Dr, Oxford
$480,000
4 Beds ⋅ 3 Baths ⋅ 24219071 MLS
Make this home your own! Set in a peaceful, private setting in Oxford, this spacious Colonial offers plenty of room and endless possibilities. Situated on 4.86 acres, the home features 4 bedrooms, 2 full baths, and 1 half bath, with generous room sizes and a flexible layout ideal for comfortable living and entertaining. The inviting family room with fireplace provides a cozy place to unwind, while the main-level laundry adds everyday convenience. The spacious kitchen features granite countertops and plenty of room for meal preparation and gathering. An attached 2-car garage, walk-out basement, attic, and storage shed offer additional space and versatility. Enjoy the privacy of a wooded setting in a desirable Oxford location. The home is oil-heated and features a private well and septic system. This home does need some work and updating, but offers a wonderful opportunity to bring your vision and personal touches to make it truly your own. The asphalt shingle roof is approximately 15 years old. The exterior decking is weathered and in need of attention. This property offers plenty of space, privacy, and potential for its next owner.

114 Rolling Hills Dr, Oxford
238 Park Rd, Oxford
$619,000
3 Beds ⋅ 3 Baths ⋅ 24219361 MLS
Some homes surprise you before you even step inside. Follow the driveway toward 238 Park Road, and the distinctive rooflines, natural stonework, and woodland setting hint that this is no ordinary Colonial. Step through the front door, and the surprise continues. There's an immediate warmth here, a sense of home created by rich Brazilian hardwood floors, beautiful craftsmanship, and inviting rooms filled with natural light. At the heart of the house, the kitchen and living room flow together, with a generous granite-topped island, custom cabinetry, and a striking stone fireplace. There's room to gather, relax, and make the space your own. French doors open to connected stone patios, where gardens, mature trees, and changing seasons become part of everyday life. A first-floor bedroom, currently an office, sits near a full bath. Upstairs, two spacious bedroom suites each have a private bath; the primary overlooks the grounds and offers a walk-in closet and beautifully appointed bath. The surprises don't end there. A detached two-car garage has a finished upper level with office and fitness spaces, heated and cooled by a mini-split. Beyond it, the 1.6-acre property opens to lawns, woodland, and a former paddock with rustic fencing. Whether you love gardening, working from home, entertaining friends, or simply being outdoors, this property invites you to live a little differently. All in Oxford, with its appealing property tax rate and peaceful country character.

238 Park Rd, Oxford
14 Silva Ter, Oxford
$489,900
4 Beds ⋅ 3 Baths ⋅ 24219093 MLS
Welcome to 14 Silva Terrace, a beautifully situated 4-bedroom, 2.5-bath home tucked away in a desirable and private Oxford neighborhood. Offering approximately 1,250 sqft of main-level living space, plus an additional 1,000 sqft of finished walkout basement, this home provides plenty of room for comfortable living and entertaining. The main level features an open layout with hardwood floors throughout, a spacious living area, and a primary bedroom complete with a full en-suite bathroom. The finished lower level offers an expansive, open layout with tall ceilings, a cozy fireplace, laundry room with half bath, and additional utility space. Recent improvements include a brand-new boiler, garage door, and rear deck, along with newer vinyl siding and windows. Outside, enjoy a fenced-in backyard featuring an inground pool and generous deck space, creating the perfect setting for entertaining, relaxing, and enjoying the warmer months. Complete with an attached 2-car garage and conveniently located in one of Oxford's desirable neighborhoods, this home offers a great combination of space, privacy, and comfort. Don't miss the opportunity to make it yours!

14 Silva Ter, Oxford
76 Old Church Rd, Oxford
$450,000
3 Beds ⋅ 2 Baths ⋅ 24219403 MLS
Nestled in one of Connecticut's desirable small-town communities, this three-bedroom ranch style home offers a peaceful setting while conveniently located near shopping, dining, recreation, and commuting routes. This home offers a number of desirable features and improvements, including newer windows installed in 2019, newer appliances, public water (not typical in Oxford), and a full primary bathroom. On those chilly New England evenings, enjoy the warmth of the pellet stove in the living room. Centrally located in town, also nearby are schools and town offices. Schedule your private showing today and discover all that this charming Oxford home has to offer!

76 Old Church Rd, Oxford
Christian Street, Oxford
$3,500,000
24218395 MLS
Glendale at Oxford/Canterbury Estates offers options for the next builder. Our builder after 53 years of building is retiring. The property is being offered with a few options. The first for the buyer to finish the complex in Oxford which consists of Orchard Hill and Forest View Road. The second option offers the buyer to continue with the land and have the house prints changed to 2,160 sq ft with a 3 car garage. The second option the buyer would need to obtain all the approval for a change. The third option offers the buyer to purchase the property where Forest View and Orchard Hill is show one the map. The seller is willing to divide the property. This piece when divided will reduce the acreage to approximate 40 acres includes all the wetlands, easement areas and ponds. City water, gas line and underground electrical is brought up to the proposed road. Sewer line is 200-300ft further up the proposed road.This property at one time was commercial. Inner signal on plan is no longer used.

Christian Street, Oxford
107 Meadow Brook Rd Unit 107, Oxford
$569,900
3 Beds ⋅ 3 Baths ⋅ 24218105 MLS ⋅ Meadow Brook Estates BLDG.
One-level, maintenance-free living at its finest in sought-after Meadow Brook Estates! Conveniently located close to shopping and highways, this inviting home offers an updated, open-concept kitchen with granite counters, a breakfast bar, stainless steel appliances, hardwood flooring and a tumbled marble backsplash. The dining and living areas feature hardwood floors and attractive moldings, while the living room's vaulted ceiling and corner gas fireplace create a welcoming gathering space. French doors open to a four-season sunroom overlooking the private rear patio. The main-level primary suite includes hardwood flooring, a walk-in closet and a private remodeled bath with a walk-in soaking tub insert featuring built-in seating and shower fixtures. A guest bedroom with hardwood flooring enjoys access to a full bath with a corner shower. Main-level laundry, a linen closet and access to the two-car garage add everyday convenience. Upstairs, a spacious loft with a separate office area, third bedroom and full bath offers flexible space for guests, work or relaxation. A full unfinished basement provides ample storage and future possibilities. City water and sewer complete this wonderful offering! There is a one time Capital Reserve fee to be paid by buyer at closing in the amount of $2345.

107 Meadow Brook Rd Unit 107, Oxford
53 Ancient Hwy, Oxford
$615,000
3 Beds ⋅ 3 Baths ⋅ 24215996 MLS
Welcome to this beautifully maintained split-level home situated on 2.63 acres in the highly sought-after town of Oxford! Meticulously cared for and offering a wonderful combination of comfort, privacy, and functionality, this property features 3 bedrooms, 2.5 bathrooms, and inviting living spaces throughout. All bathrooms have been tastefully updated, adding a fresh, modern touch. A standout feature is the oversized detached two-bay garage with office space above, offering plenty of flexibility for working from home, hobbies, or additional storage. The spacious 2.63-acre property provides a peaceful setting with plenty of room to enjoy the outdoors. Conveniently located while offering the privacy of a larger lot, this well-cared-for home is a fantastic opportunity in Oxford! about 275sqft of finished space on the lower level- total square feet around 2150sqft!

53 Ancient Hwy, Oxford
40-D Little Punkup Rd, Oxford
$160,000
3 Beds ⋅ 1 Baths ⋅ 24213735 MLS
This 2 Acre lot offers hiking enthusiasts, nature appreciators and the like, the benefit of a single family home with a scenic wooded back lot in the Lake Zoar neighborhood of Oxford. The 1,1016 sqft. 5 Room, 3 Bedrooms, 1 Bathroom is perched atop a ridge with a driveway and parking area at that top. The private Well pump house is conveniently located at the bottom for service. The property needs to be cleaned out, remodeled and enjoyed! This one and a half story structure has the potential to being someone's private wooded retreat in Oxfords desired Lake Zoar neighborhood. Buyer Due Diligence, Property is being sold in as is condition

40-D Little Punkup Rd, Oxford
24 Deerwood Rd, Oxford
$1,189,900
4 Beds ⋅ 3 Baths ⋅ 24215470 MLS
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 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 living. Spectacular chef's kitchen with high end appliances, large center island all open to family room and dining room, fabulously designed for a modern life style. You will love the large primary bedroom suite with walk-in closets and opulent master bath. Room for a pool. A Home By CORBO w/ multiple model homes to choose from. Enjoy a lavish lifestyle at Deerwood Estates. This lovely home includes Energy Efficient Features like Advanced thermal envelope, insulation+, hybrid propane heat pump & future solar ready. An additional 800 sq. feet of finished basement can be adding for $85k.Do not miss this opportunity ,house is under construction, can be completed in less then 6 months.

24 Deerwood Rd, Oxford
15 Silano Dr, Oxford
$719,900
4 Beds ⋅ 3 Baths ⋅ 24214565 MLS
Welcome home to this traditional 4-bedroom Colonial nestled in a desirable neighborhood just off Quaker Farms Road, offering a wonderful combination of comfort, convenience, and future potential. The main level features a convenient laundry room, spacious living areas, and an easy-flow floor plan ideal for everyday living and entertaining. Upstairs, you'll find four generously sized bedrooms, offering flexible space for a variety of needs. The oversized 3-car garage provides ample room for vehicles, storage, or hobbies, while the walk-out basement offers additional storage and exciting possibilities for future finished living space. Step outside onto the newly built deck overlooking a private backyard featuring mature apple trees and a storage shed, creating an inviting setting for relaxing, gardening, or outdoor entertaining. Conveniently located near shopping, restaurants, and major commuting routes, this property offers an excellent opportunity to enjoy a spacious home in a well-established neighborhood. Agent related to seller.

15 Silano Dr, Oxford
124 Hawley Rd, Oxford
$974,900
5 Beds ⋅ 3 Baths ⋅ 24214172 MLS
Unique opportunity for homeowners, contractors, and entrepreneurs! Set on 8 acres in an industrially zoned area, the spacious 5-bedroom, 2.5-bath Colonial offers approximately 3,300 sq. ft. of living space, a walk-up attic, a partially finished lower level with private side entrance, and a separate 2,000 sq. ft. heated industrial barn/garage with front and rear entrances. The first floor features hardwood floors throughout, a spacious family room with stone fireplace, formal dining room, eat-in kitchen with island, and a primary bedroom suite for convenient first-floor living. The second floor offers four additional bedrooms, a full bath, and dedicated laundry area. The lower level provides abundant storage, a home gym area, and flexible space with potential for additional living accommodations, 500+ SQ FT finished. The expansive barn/garage includes an upstairs office and half bath, offering versatility for a variety of business or workspace needs. Ample exterior space provides parking for vehicles and equipment, with additional acreage offering potential for expansion or additional outbuildings, subject to approvals. The home was taken to the studs and rebuilt in 1999, with new foundations added. A rare opportunity to combine residential living, substantial workspace, and potential income-producing uses in one property. Buyer to perform due diligence regarding zoning, permitted uses, and expansion possibilities.

124 Hawley Rd, Oxford
34 Oxford Rd, Oxford
$414,995
4 Beds ⋅ 2 Baths ⋅ 24211964 MLS
Investors and owner-occupiers, take notice! This unique single-family home is currently being utilized as a two-family residence, offering excellent flexibility for a variety of living arrangements. Each unit features its own private entrance, full kitchen, full bathroom, living room, two bedrooms, and separate electric meter. The property has been fully renovated and features updated kitchens with new stainless steel appliances, new roof, all-new double-pane windows, new light fixtures, new furnace and fresh paint throughout. Whether you're looking for a spacious four-bedroom single-family home, want to live in one unit while generating rental income from the other, or are looking to add an income-producing two-unit property to your portfolio, this versatile property offers plenty of possibilities.

34 Oxford Rd, Oxford
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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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