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

Living in Simsbury

Residents of Simsbury 55+ communities enjoy a charming New England town with plenty to offer retirees. With picturesque scenery, quaint shops and restaurants, and a vibrant arts…

Residents of Simsbury 55+ communities enjoy a charming New England town with plenty to offer retirees. With picturesque scenery, quaint shops and restaurants, and a vibrant arts and culture scene, Simsbury is the perfect place for 55+ active adults. The town has numerous outdoor recreational opportunities, including hiking, biking, and skiing, as well as world-class golf courses. Residents also enjoy nearby attractions such as the Mark Twain House, the Connecticut Science Center, and the New England Air Museum. Simsbury 55+ communities offer a great quality of life with a peaceful, small-town feel while being conveniently located near major cities like Hartford and Boston.

Affordability and Cost of Living 

Simsbury is a beautiful and picturesque town in Connecticut's Farmington Valley. In spite of Simsbury's higher cost of living, it offers many amenities that make it an attractive location for 55+ homebuyers. A median home price of $392,400 makes Simsbury one of the most expensive places to live in Connecticut. From small condos to large, luxurious homes, there is something to fit almost every budget in the town. Compared to the national average, groceries, healthcare, utilities, and transportation costs are 8-20 percent higher. 

Connecticut property taxes are generally very high. Residents of Simsburg 55+ communities will pay, on average, a property tax of 1.74 percent of the assessed fair market value. Depending on income and filing status, Connecticut's state income tax ranges from 3% to 7%. Connecticut recently changed its tax code to exempt pensions and annuities from taxes for most seniors and distributions from IRAs will follow soon. While Connecticut currently taxes social security, it will phase out the tax by 2026. 

Climate and Geography 

Winters are cold and snowy in Simsbury, with January temperatures averaging around 27°F (-3°C). Summers are warm and humid, with July temperatures averaging around 72°F (22°C). The fall season is known for its beautiful foliage, and the spring brings blooming flowers and moderate temperatures. The town receives around 50 inches of annual precipitation, with about 60 inches of snow per year.

 Simsbury is in the Farmington River Valley and surrounded by rolling hills, forests, and farmland. There are several state parks and forests nearby, including Talcott Mountain State Park, which offers hiking trails, picnic areas, and stunning views from its 1,000-foot summit. The Farmington River, a popular spot for fly fishing and kayaking, flows through the town. Simsbury is also home to several farms and orchards, where visitors can pick their own fruits and vegetables or purchase locally-grown produce. 

Recreation, Shopping, and Entertainment 

Simsbury 55+ communities and the Simsbury area as a whole truly have something for everyone, with a variety of recreational activities, cultural events, shopping, and entertainment options. It's no surprise as to why Simsbury is a popular destination for retirees and tourists alike.

Golf and Racquet Sports

  • Simsbury Farms Golf Course
  • Hop Meadow Country Club
  • The Pickleball Club

Hiking, Biking, and Boating

  • East Coast Greenway
  • Farmington Canal Heritage Trail
  • Talcott Mountain State Park
  • Farmington River Tubing

Museums and Historical Sites

  • Simsbury Historical Society
  • Talcott Mountain Science Center
  • Phelps Tavern Museum

Performing Arts

  • Simsbury Meadows Performing Arts Center
  • Little Theatre of Manchester
  • Playhouse on Park

Shopping

  • The Shoppes at Farmington Valley
  • Simsbury Commons
  • Old Drake Hill Flower Bridge Shops

Parks and Gardens

  • Stratton Brook State Park
  • Ethel Walker Woods
  • McLean Game Refuge

Festivals and Fairs

  • Simsbury Flea & Smorgasbord
  • Simsbury Celebrates
  • The Heublein Tower Tasting

Health and Wellness 

Simsbury 55+ communities offer a variety of health and wellness options for residents. The town is in close proximity to major medical centers such as Hartford Hospital, Saint Francis Hospital and Medical Center, and UConn Health. For those interested in fitness, there are many local places that offer fitness classes, equipment, and support. The Simsbury Farms Recreation Complex features a fitness center, indoor pool, and outdoor pool during the summer months. The town also has several parks with walking trails, such as Stratton Brook State Park, and a variety of fitness studios and gyms. The Simsbury Public Library offers yoga and tai chi classes, and there are several local organizations that promote healthy living, such as the Simsbury Land Trust and the Farmington Valley Health District. 

Recommended Itinerary for Visiting Simsbury 55+ Communities

If you are considering moving to a 55+ community in Simsbury, a visit to the area is a great way to determine if it is the right place for you. Here is a two-day itinerary to help you explore the area and get a feel for the community.

Day One

Morning: 

  • Start your day with breakfast at Harvest Cafe & Bakery, which offers a variety of fresh pastries, breakfast sandwiches, and coffee.
  • Head to Talcott Mountain State Park for a scenic hike. The park offers beautiful views of the Hartford skyline and the Farmington River Valley.

Afternoon: 

Evening: 

  • For dinner, head to Abigail's Grille and Wine Bar. This restaurant offers a variety of dishes made with local ingredients and an extensive wine list.

Day Two

Morning: 

  • Start your day with breakfast at Benny's of Simsbury, which offers a variety of breakfast options, coffee, and fresh-baked pastries.
  • Meet with your local 55places expert retirement community partner agent. They can provide you with information about 55+ communities in the area and answer any questions you may have.

Afternoon: 

  • After your meeting, try out Iron Horse Sports Pub, which offers American pub food and a variety of beer options.
  • Spend the remainder of the afternoon exploring some of the McLean Game Refuge, a 4,400 acre nature preserve and wildlife sanctuary. 

Evening: 

  • For dinner, head to Millwright's Restaurant & Tavern. This restaurant features a unique menu with locally sourced ingredients and a beautiful view of the waterfall. 

Getting to Simsbury, CT

Simsbury 55+ communities are easily accessible by car and Simsbury is located just off of major highways in the area. The main highways that lead into the area include:

  • I-84: Runs east-west through Connecticut and passes through Hartford, located just 15 miles east of Simsbury. Visitors traveling from the east can take I-84 West and then take Exit 39 toward CT-4, which leads directly into Simsbury.
  • CT-10: Runs north-south through the center of Simsbury and provides access to nearby towns and cities.
  • US-202: Runs east-west and connects Simsbury with neighboring towns and cities.

For visitors arriving by air, the nearest major airport is Bradley International Airport (BDL), located in Windsor Locks, CT, approximately 10 miles north of Simsbury. BDL is served by major airlines such as American Airlines, Delta Air Lines, JetBlue, Southwest Airlines, and United Airlines, with non-stop flights to destinations across the United States, Canada, and Mexico. The airport also offers several ground transportation options, including rental cars, taxis, and ride-sharing services.

Visitors arriving by train or bus can use Amtrak or Greyhound to travel to nearby Hartford Union Station, located just 15 miles east of Simsbury. From there, visitors can take a taxi or rental car to Simsbury. Additionally, visitors can use local bus services, such as CT Transit, to get around the area.

Frequently Asked Questions


87 communities near Simsbury

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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
3 rating (2 reviews) Heritage Hills
$400ks - $800ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
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
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
Rivington
$300ks - $900ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
Harmony Place
$400ks - $500ks
Harmony Place, Rutland, MA
New Construction | 55+ age-restricted | Built 2023 - present | 142 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 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.
5 rating (1 reviews) Newtown Woods
$300ks - $500ks
Newtown Woods, Newtown, CT
New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Stoneleigh Woods at River...
$500ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$400ks - $500ks
Plymouth Estates at Mount..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
Woodridge Strathmore Terr...
$200ks - $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
Founders Village
$400ks - $500ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 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.
Liberty at Newtown
$300ks - $400ks
Liberty at Newtown, Newtown, CT
Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
The Vineyards at Mount Si...
$800ks - $1Ms
The Vineyards at Mount Si..., Mount Sinai, NY
New Construction | 55+ age-restricted | Built 2020 - present | 91 homes
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
The Cottages at Wire Mill
$1Ms
The Cottages at Wire Mill, Stamford, CT
New Construction | 55+ age-restricted | Built 2026 - present | 9 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.
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
The Vineyards at Miller P...
$500ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes
Hopmeadow Place
$200ks - $300ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
Billingsgate
$400ks - $600ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Park Glen
$300ks - $500ks
Park Glen, New Milford, CT
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 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.
12...3
Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$410,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New Heritage Hills 606 HERITAGE HLS F, SOMERS, NY, 10589, Somers, NY 10589
$874,900

2 beds

|

2 baths

|

1,860 sq ft

|

Condo

606 HERITAGE HLS F, SOMERS, NY, 10589
Community: Heritage Hills
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 The Summit at Bethel 15 BRIAR RIDGE DR 15, BETHEL, CT, 06801, Bethel, CT 06801
$689,000

2 beds

|

3 baths

|

2,104 sq ft

|

Condo

15 BRIAR RIDGE DR 15, BETHEL, CT, 06801
New Leisure Village 167 VENTRY CT D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$259,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

167 VENTRY CT D, BROOKHAVEN, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
New Windcrest East 90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933
$799,000

3 beds

|

3 baths

|

2,620 sq ft

|

House

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...
Community: Windcrest East
New Founders Village 2555 YOUNGS AVE 11A, SOUTHOLD, NY, 11971, Southold, NY 11971
$605,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

2555 YOUNGS AVE 11A, SOUTHOLD, NY, 11971
Community: Founders 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 Leisure Village 250A NEWCASTLE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$359,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

250A NEWCASTLE CT, BROOKHAVEN, NY, 11961
Community: Leisure Village
New Leisure Knoll 330 BROWNFIELD DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$429,000

2 beds

|

1 baths

|

1,020 sq ft

|

Condo

330 BROWNFIELD DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
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.
New Leisure Village 190 VENTRY CT F, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$269,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

190 VENTRY CT F, BROOKHAVEN, NY, 11961
Community: Leisure 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
New Newtown Woods 1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064..., Newtown, CT 06470
$495,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064...
Community: Newtown Woods
New Leisure Glen 7 SAGAPONACK CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$599,000

2 beds

|

2 baths

|

1,867 sq ft

|

Condo

7 SAGAPONACK CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
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...
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
Heritage Hills 175 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589
$444,900

2 beds

|

2 baths

|

1,205 sq ft

|

Condo

175 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
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
Heritage Village 28 HERITAGE CRST B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$429,900

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

28 HERITAGE CRST B, SOUTHBURY, CT, 06488
Community: Heritage Village
The Summit at Bethel 14 GREAT HILL DR 14, BETHEL, CT, 06801, Bethel, CT 06801
$719,000

3 beds

|

3 baths

|

2,744 sq ft

|

Condo

14 GREAT HILL DR 14, BETHEL, CT, 06801
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.
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
Heritage Hills 558 HERITAGE HILLS DR B, SOMERS, NY, 105..., Somers, NY 10589
$600,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

558 HERITAGE HILLS DR B, SOMERS, NY, 105...
Community: Heritage Hills
Founders Ridge UNIT 2-41 WEBSTER LN 145, MIDDLETOWN, CT..., Middletown, CT 06457
$689,000

2 beds

|

2 baths

|

1,555 sq ft

UNIT 2-41 WEBSTER LN 145, MIDDLETOWN, CT...
Community: Founders Ridge
Leisure Glen 20 WAINSCOTT CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$599,999

2 beds

|

2 baths

|

1,666 sq ft

|

Condo

20 WAINSCOTT CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Leisure Glen 9 OAKDALE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$619,000

2 beds

|

2 baths

|

1,882 sq ft

|

House

9 OAKDALE CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
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
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
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
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
Rivington 44 WARRINGTON ROUND, DANBURY, CT, 06810, Danbury, CT 06810
$628,000

3 beds

|

3 baths

|

1,600 sq ft

|

Condo

44 WARRINGTON ROUND, DANBURY, CT, 06810
Community: Rivington
Leisure Glen 477 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$589,000

2 beds

|

2 baths

|

1,434 sq ft

|

Condo

477 LEISURE DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
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 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...
Sunken Pond Estates 403 WINGED FOOT WAY, RIVERHEAD, NY, 1190..., Riverhead, NY 11901
$520,000

2 beds

|

2 baths

|

1,350 sq ft

|

Condo

403 WINGED FOOT WAY, RIVERHEAD, NY, 1190...
Community: Sunken Pond Estates
Saddle Lakes 157 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$595,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

157 SCENIC LAKE DR, RIVERHEAD, NY, 11901
Community: Saddle Lakes
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
Leisure Glen 279 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$569,999

2 beds

|

2 baths

|

1,542 sq ft

|

Condo

279 GLEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Newtown Woods 623 BROOKSIDE CT 623, NEWTOWN, CT, 06470, Newtown, CT 06470
$498,900

2 beds

|

2 baths

|

1,504 sq ft

|

Condo

623 BROOKSIDE CT 623, NEWTOWN, CT, 06470
Community: Newtown Woods
Want to learn more about 55+ communities in Simsbury? 55places can help!
Questions? Call us: (860) 784-7675
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
The Retreat at Carmel 88 BLAIR HEIGHTS, CARMEL, NY, 10512, Carmel, NY 10512
$699,000

3 beds

|

3 baths

|

2,695 sq ft

|

Condo

88 BLAIR HEIGHTS, CARMEL, NY, 10512
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.

Frequently Asked Questions


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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
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REIN updates its listings on a daily basis. Data last updated: Sep 19, 2026.
This application does not include information on all of the properties available for sale at this time.

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