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Oxford, CT 55+ active adult communities & homes for sale

Living in Oxford

Located in the beautiful state of Connecticut, Oxford is a charming town with a population of just over 12,000, Oxford boasts a tight-knit community with a welcoming and friendly…

Located in the beautiful state of Connecticut, Oxford is a charming town with a population of just over 12,000, Oxford boasts a tight-knit community with a welcoming and friendly atmosphere. Outdoor enthusiasts will appreciate the abundance of recreational opportunities, such as hiking, fishing, and boating, all within a short distance from the town. Residents of 55+ communities in Oxford enjoy a peaceful and welcoming community in beautiful surroundings.

Oxford offers a relatively affordable cost of living compared to other areas of Connecticut. The cost of housing in Oxford is slightly higher than the national average, but it is more affordable compared to other cities in the state. According to BestPlaces, the median home cost in Oxford is $449,300, which is higher than the national median home cost. However, it is worth noting that the cost of living in Connecticut is higher than the national average, so overall expenses in Oxford may be slightly higher.

In terms of groceries, utilities and other essentials, Oxford is higher than elsewhere in the country. According to BestPlaces, the cost of groceries in Oxford is about 10 percent higher than the national average. Entertainment and recreation costs in Oxford can vary, but there are many free or low-cost options available, such as visiting local parks, hiking trails, or exploring the town's historic sites.

Connecticut has high property taxes, the state average is 1.63 percent while the property tax in New Haven County where Oxford is located is 1.69 percent. State income taxes in Connecticut range from 3 to 7 percent depending on income and filing status. Connecticut recently changed its tax code so that pensions and annuities are no longer taxable for most seniors, and soon IRA distributions will follow suit. By 2026, Connecticut will cease taxing social security. In Connecticut, property taxes are high, though senior citizens with lower incomes can get a tax credit.

Climate and Geography 

Summers in Oxford are warm and humid, with average temperatures ranging from the mid-60s to the mid-80s. Humidity is usually between 70 and 80 percent, summer rainfall is about 4 or 5 inches during the summer. Winters in Oxford are cold and snowy, with temperatures typically ranging from the mid-20s to the mid-40s with an average snowfall of around 45 inches per year.

Oxford is located in southwestern Connecticut, with the Housatonic River running through the town. There are rolling hills and dense forests, with many opportunities for outdoor recreation, including hiking, fishing, and boating. Oxford enjoys easy access to major metropolitan areas, including New Haven, Bridgeport, and Hartford, all within a 45-minute drive. The town is also situated within a few hours' drive of popular vacation destinations, including the Berkshires, Cape Cod, and the Adirondack Mountains. 

Recreation, Shopping, and Entertainment 

It doesn't matter if you're a history buff, outdoor enthusiast, or just looking for a fun day out, there is something for everyone to enjoy in Oxford.

Golf and Racquet Sports

  • Oxford Greens Golf Course
  • Great River Golf Club
  • Quaker Farms Country Club

Hiking, Biking and Boating

  • Southford Falls State Park
  • Hop Brook Lake Recreation Area
  • Larkin State Bridle Trail

Museums and Historical Sites

  • Little Red Schoolhouse Museum
  • Quaker Farms Historic District
  • Oxford Historical Society Museum

Performing Arts

  • Town of Oxford Summer Concert Series
  • Performing Arts Programs at Oxford High School

Shopping

  • Oxford Marketplace
  • The Shoppes at Southbury Plaza
  • The Shops at Oxford Valley

Parks and Gardens

  • Jackson Cove Park
  • Mitchelltown Road Preserve
  • Veterans Memorial Park

Festivals and Fairs

  • Oxford Strawberry Festival 
  • Seymour Pumpkin Festival 
  • Bethlehem Fair in nearby in Bethlehem, CT
  • Quaker Farms Fire Company Carnival 

In addition to these activities, Oxford is also home to numerous local sporting events, including high school football and basketball games. 

Health and Wellness 

Oxford 55+ community residents have many ways to maintain their health and wellness. The closest hospital to Oxford is Griffin Hospital in nearby Derby, Griffin Hospital is a non-profit community hospital with 160 beds. Yale-New Haven Health in New Haven is the largest hospital in the area and is a teaching hospital for the Yale School of Medicine. 

In addition to the medical centers, Oxford, CT offers a range of local options for self-care and staying fit. For those who enjoy outdoor activities, the town has several parks and hiking trails that offer an excellent opportunity for physical activity. Jackson Cove Park is a popular spot for walking, jogging, and picnicking, while Black Hog Brewing Company offers outdoor yoga classes. The town also has several fitness centers that provide a variety of exercise classes and equipment for those looking to stay active. 

Recommended Itinerary for Visiting Oxford 55+ Communities

If you're considering retiring to an area like Oxford, it's a good idea to take a trip and explore the community. Here is a two-day itinerary to help you get a feel for the area.

Day One

Morning:

  • Start your day with a cup of coffee and breakfast at Oxfords Baking Company, a local bakery with a range of pastries, sandwiches, and beverages.
  • Visit the Quaker Farms Historic District to learn more about the town's history. It's a great place to take a leisurely walk and admire the architecture of the homes.

Afternoon:

  • Enjoy lunch at the Oxford House, a cozy restaurant serving American fare in a casual setting.
  • Spend the afternoon exploring the Black Hog Brewing Company, which offers beer tastings and tours of their facilities.

Evening:

  • For dinner, visit Koi Sushi & Asian Fusion, they offer a range of sushi rolls as well as noodle bowls, stir fry, and more.

Day Two

Morning:

  • Start your day with breakfast at Oxford's own Country Corner Diner, a classic American diner with a variety of breakfast options.
  • Meet with your local 55places expert retirement community partner agent. They will be able to show you around the area and provide valuable information about the retirement communities available in Oxford.

Afternoon:

  • Have lunch at the Bronx Deli, which serves Italian sandwiches and other lunch fare.
  • Explore Jackson Cove Park's trails and shoreline. You can also go fishing or swimming from the beach in the summer. 

Evening:

  • Enjoy dinner at the Vyne Restaurant and Bar, which serves contemporary American cuisine with a focus on locally sourced ingredients.

Getting to Oxford, CT

Oxford, Connecticut is a small town located in the southwestern part of the state, about 30 miles west of New Haven and 70 miles northeast of New York City. Here are directions to Oxford via different modes of transportation:

Oxford is easily accessible by car via major highways. The main highways into the area include:

  • Interstate 84: If you're coming from the east or west, take Exit 16 for CT-188 South towards Oxford.
  • Route 8: If you're coming from the north or south, take Exit 22 for CT-67 towards Oxford.

The closest major airport to Oxford is Bradley International Airport (BDL), located about 70 miles northeast in Windsor Locks, CT. Several major airlines fly into BDL, including Delta, American Airlines, United Airlines, and other smaller regional services.

The nearest Amtrak train station is located in New Haven, CT, about 30 miles east of Oxford. 

The nearest Greyhound bus station is located in Waterbury, CT, about 10 miles southeast of Oxford. 

 

Frequently Asked Questions


19 communities near Oxford

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3.6 rating (7 reviews) Heritage Village
$200ks - $500ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
5 rating (2 reviews) Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
The Village at Oxford Gre...
$400ks - $500ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
Want to learn more about 55+ communities in Oxford? 55places can help!
Questions? Call us: (860) 855-3144
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Long Hill Village
$300ks - $400ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
RiverBend Estates
$400ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
The Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Want to learn more about 55+ communities in Oxford? 55places can help!
Questions? Call us: (860) 855-3144
Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
4.9 rating (14 reviews) Chatfield Farms
$400ks - $700ks
Chatfield Farms, Beacon Falls, CT
New Construction | 55+ age-restricted | Built 2014 - present | 231 homes
Fieldstone Village
$500ks - $800ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
New Heritage Village 886 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$414,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

886 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Regency Meadows 17 REGENCY CIR 17, TRUMBULL, CT, 06611, Trumbull, CT 06611
$765,000

4 beds

|

4 baths

|

2,597 sq ft

|

Condo

17 REGENCY CIR 17, TRUMBULL, CT, 06611
Community: Regency Meadows
New Oronoque Village 71 DAKOTA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$600,000

1 beds

|

2 baths

|

1,375 sq ft

|

Condo

71 DAKOTA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
New Oronoque Village 476 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$565,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

476 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
New Heritage Village 751 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$215,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

751 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Oxford? 55places can help!
Questions? Call us: (860) 855-3144
Regency at Prospect 112 CHERRY CIR 112, PROSPECT, CT, 06712, Prospect, CT 06712
$338,903

3 beds

|

2 baths

|

1,500 sq ft

|

Condo

112 CHERRY CIR 112, PROSPECT, CT, 06712
Community: Regency at Prospect
Meadow Brook Estates 107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478
$625,000

3 beds

|

3 baths

|

1,922 sq ft

|

Condo

107 MEADOW BROOK RD 107, OXFORD, CT, 064...
Heritage Village 40 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488
$270,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

40 HERITAGE VLG F, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 615 CHEROKEE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$574,900

2 beds

|

3 baths

|

1,426 sq ft

|

Condo

615 CHEROKEE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
The Village at Oxford Greens 84 LINKS WAY 84, OXFORD, CT, 06478, Oxford, CT 06478
$710,000

3 beds

|

3 baths

|

2,008 sq ft

|

Condo

84 LINKS WAY 84, OXFORD, CT, 06478
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Heritage Village 722 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$310,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

722 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 970 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$309,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

970 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 411 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$427,500

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

411 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 620 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$319,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

620 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 733 CHAMPIONSHIP DR 733, OXFORD, CT, 064..., Oxford, CT 06478
$624,900

2 beds

|

3 baths

|

1,673 sq ft

|

Condo

733 CHAMPIONSHIP DR 733, OXFORD, CT, 064...
Regency at Prospect 133 SYCAMORE DR, PROSPECT, CT, 06712, Prospect, CT 06712
$550,000

2 beds

|

3 baths

|

1,850 sq ft

|

Condo

133 SYCAMORE DR, PROSPECT, CT, 06712
Community: Regency at Prospect
Want to learn more about 55+ communities in Oxford? 55places can help!
Questions? Call us: (860) 855-3144
Heritage Village 875 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$225,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

875 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 23 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$269,900

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

23 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 4 HERITAGE CIR A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$465,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

4 HERITAGE CIR A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 569 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$315,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

569 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Meadow Brook Estates 188 EASTWOOD DR 188, SEYMOUR, CT, 06483, Seymour, CT 06483
$624,500

2 beds

|

3 baths

|

2,358 sq ft

|

Condo

188 EASTWOOD DR 188, SEYMOUR, CT, 06483
Oronoque Village 315 NAVAJO LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$475,000

2 beds

|

3 baths

|

1,434 sq ft

|

Condo

315 NAVAJO LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 138 BISON LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$480,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

138 BISON LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 774 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$308,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

774 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 28 HERITAGE CIR B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$232,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

28 HERITAGE CIR B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 443 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

3 baths

|

1,175 sq ft

|

Condo

443 N TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 214 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$200,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

214 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Oxford? 55places can help!
Questions? Call us: (860) 855-3144
Oronoque Village 237 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614
$649,000

2 beds

|

2 baths

|

1,426 sq ft

|

Condo

237 AGAWAM DR A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 732 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$235,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

732 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 783 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$395,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

783 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Heritage Village 738 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$329,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

738 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Granite Woods 35 NUTMEG RD B2, MIDDLEBURY, CT, 06762, Middlebury, CT 06762
$224,900

1 beds

|

1 baths

|

889 sq ft

|

Condo

35 NUTMEG RD B2, MIDDLEBURY, CT, 06762
Community: Granite Woods
Heritage Village 857 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$235,000

2 beds

|

2 baths

|

1,071 sq ft

|

Condo

857 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 9 HERITAGE CIR A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$275,000

2 beds

|

2 baths

|

1,071 sq ft

|

Condo

9 HERITAGE CIR A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 559 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$299,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

559 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 397 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$419,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

397 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 549 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$155,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

549 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 521 PUTTING GREEN LN 521, OXFORD, CT, 06..., Oxford, CT 06478
$675,000

3 beds

|

3 baths

|

2,735 sq ft

|

Condo

521 PUTTING GREEN LN 521, OXFORD, CT, 06...
Want to learn more about 55+ communities in Oxford? 55places can help!
Questions? Call us: (860) 855-3144
Oronoque Village 546 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$495,000

2 beds

|

3 baths

|

1,434 sq ft

|

Condo

546 N TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 65 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$219,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

65 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

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