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Prospect, CT 55+ active adult communities & homes for sale - Page 4

Living in Prospect

Nestled in the heart of New Haven County, Prospect is a hidden gem that offers the perfect blend of tranquility and convenience. The town's natural beauty, complete with rolling…

Nestled in the heart of New Haven County, Prospect is a hidden gem that offers the perfect blend of tranquility and convenience. The town's natural beauty, complete with rolling hills, lush forests, and sparkling lakes, creates a serene and peaceful atmosphere that is sure to appeal to active adult homebuyers. Prospect is also home to a vibrant community of friendly and welcoming residents who are eager to share their love for the town's rich history and culture. With New Haven and Hartford conveniently nearby, residents can easily enjoy all the amenities and attractions that these New England cities have to offer.

If you're interested in learning more about Prospect and all that it has to offer, be sure to check out the following local resources:

Affordability and Cost of Living

The cost of living in Prospect is relatively high compared with other areas of the country. Residents pay about 17 percent more in Prospect for housing, transportation, healthcare, and utilities than they would elsewhere in the U.S. The town of Prospect, however, ranks lower than other cities in Connecticut when it comes to the cost of owning or renting a home.

State income taxes in Prospect, Connecticut are graduated, and will range from 3 to 6.99 percent. All income that’s federally taxable is also subject to Connecticut state income taxes, including pensions and other retirement benefits. Social security income is taxed in the state, although only 50 percent of the benefits received are taxable. 

The statewide sales tax rate is 6.35 percent, and there is no additional or separate city sales tax in Prospect. Grocery items are exempt from sales tax, but meals in restaurants or to-go establishments are taxed. Most medications are exempt from the sales tax. Digital purchases are taxed in Connecticut. Residents of Prospect do not have to pay an inheritance tax. However, there is an estate tax if that estate is worth more than $12.92 million. 

Property taxes in the Nutmeg State are some of the highest in the country. The average effective property tax rate in Prospect, CT is 1.96 percent. The Town of Prospect collects property taxes in two installments, on January 1 and July 1 of every year. Homeowners who are 65 years of age and older with income low enough to meet the requirements can request an exemption from property taxes.

Climate and Geography

Prospect experiences four distinct seasons each year, making it the perfect spot for 55+ homebuyers who still enjoy winter. Summers are typically warm and humid, with average midsummer highs in the low- to mid-80s. Winters are cold and snowy with average lows in the teens, according to Best Places. Spring and fall are typically mild and pleasant with comfortable temperatures ranging from the mid-50s to the low-70s. The town experiences an average of 52 inches of annual rainfall, and residents can expect approximately 205 sunny days per year. The warm summer months are ideal for outdoor activities such as hiking, biking, and fishing, while winter sports like skiing and snowshoeing are popular during the snowy winter months.

The geography of the area is defined by its rolling hills, forests, and sparkling lakes. The town is located in the heart of New Haven County, and residents enjoy easy access to a variety of outdoor activities including hiking, fishing, and boating. The town's scenic landscapes and rural character offer a peaceful and tranquil environment that is perfect for those looking to escape the faster pace of city life.

Recreation, Shopping, and Entertainment

Prospect offers a number of recreational activities, cultural events, shopping, and entertainment. Whether you're interested in exploring the town's scenic landscapes, attending a live performance, or visiting local shops, Prospect and the surrounding areas have much to offer 55+ residents.

Golf and Racquet Sports:

  • Highland Greens Golf Course
  • Eagle Mountain Golf Course
  • Country Club of Waterbury

Hiking, Biking, and Boating:

  • Naugatuck State Forest
  • Whittemore Glen State Park Scenic Reserve
  • Quinnipiac Trail

Museums and Historical Sites:

  • Naugatuck Historical Society
  • Mattatuck Museum
  • Milldale Train Depot

Performing Arts:

  • Palace Theater
  • Seven Angels Theatre
  • Waterbury Symphony Orchestra

Shopping:

  • Waterbury Plaza
  • Salem Square
  • Brass Mill Center

Parks and Gardens:

  • McGrath Park
  • Canfield Park
  • Quinnipiac River State Park

Festivals and Fairs:

  • Brass City Brew & Que Festival
  • Waterbury Greek Festival
  • Prospect Pumpkin Festival

Health and Wellness

Prospect 55+ community residents are within a short drive of area hospitals and medical centers. One of the closest major medical centers is Waterbury Hospital, which is just a 15-minute drive from Prospect. Waterbury Hospital is a full-service acute care facility that offers a wide range of medical services, including emergency care, surgical services, and diagnostic imaging. The hospital has been recognized for its excellence in cardiac care, stroke care, and orthopedics.

In addition to this major medical center, residents of Prospect have access to a few local options for keeping fit and mentally well. The Prospect Senior Center offers a variety of programs and services to help seniors stay active and engaged, including fitness classes, art workshops, and social events. The town also has several parks and recreational areas where residents can enjoy outdoor activities such as hiking, biking, and fishing. Overall, Prospect provides a range of healthcare options and self-care opportunities that can help 55+ adults maintain a healthy and active lifestyle.

Recommended Itinerary for Visiting Prospect 55+ Communities

Day 1

Morning:

  • Start your day with breakfast at Brunch House, a local favorite that serves omelets, crepes, and specialty breakfast sandwiches.
  • Take a stroll through the McGrath Park, a beautiful outdoor space with a scenic pond and forested areas.

Afternoon:

  • Grab a quick lunch at Hometown Pizza, a local favorite that serves delicious pizza and other Italian dishes.
  • Drive over the Waterbury to check out the Mattatuck Museum, where you’ll find exhibits featuring art and local history.

Evening:

Day 2

Morning:

  • Take a short drive east to Main Street Caffe in nearby Cheshire for breakfast. This cozy roadside spot is open for breakfast six days a week.

Afternoon:

  • Meet with a local 55places real estate expert to learn more about the 55+ communities near Prospect and get answers to any questions you may have.
  • Enjoy a relaxing lunch at Mirabelle’s Italian Restaurant, where locals enjoy a variety of Italian sandwiches, soups, salads, and pasta dishes.

Evening:

  • Head over to Wolcott, CT and have dinner at East Street Eatery, which serves a combination of Italian-American dishes and American pub fare.
  • Catch a movie at the Regal Brass Mill in Waterbury, which offers a number of different titles and showtimes.

Getting to Prospect, CT

Prospect is most accessible by car, with Highways 68 and 69 running through the middle of town and connecting Prospect with nearby towns such as Waterbury, Naugatuck, Cheshire, and Wolcott. New Haven and Hartford are each about 40 minutes from Prospect by car, and both cities have major airports. Bradley International Airport is north of Hartford, and it connects passengers with many major airports across the country and the world. Multiple Amtrak lines run north and south through the middle of Connecticut, with nearby stops including New Haven, Wallingford, Meriden, and Hartford, among others.

Frequently Asked Questions


137 communities near Prospect

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Hidden Harbor Estates
$500ks - $600ks
Hidden Harbor Estates, Copiague, NY
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
Bramble Ridge
$300ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Shaker Heights
$400ks - $500ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
Whitney Glen
$500ks - $600ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
The Coach Homes at Ridgef...
$300ks - $400ks
The Coach Homes at Ridgef..., Ridgefield, CT
New Construction | 55+ age-restricted | Built 2019 - present | 30 homes
O'Meara Farm
$400ks
O'Meara Farm, Farmington, CT
Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 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.
Eastport Meadows
$400ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes
Stoneleigh Woods at Carme...
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes
The Village at Hunt Glen
$300ks
The Village at Hunt Glen, Granby, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes
Forest Mews
$300ks - $400ks
Forest Mews, Avon, CT
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes
Cobblestone Court
$400ks - $500ks
Cobblestone Court, Essex, CT
New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes
The Seasons at Plainview
$500ks - $600ks
The Seasons at Plainview, Plainview, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
The Woods at Dunham Pond
$200ks - $400ks
The Woods at Dunham Pond, New Fairfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes
Greenwood Village 201 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$250,000

2 beds

|

2 baths

|

1,078 sq ft

|

Condo

201 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Jefferson Village 39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$349,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598
Community: Jefferson Village
New Heritage Village 170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$339,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Village 778 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$420,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

778 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Seasons at East Meadow 142 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554
$725,000

2 beds

|

3 baths

|

974 sq ft

|

Condo

142 SPRING DR, HEMPSTEAD, NY, 11554
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
New Heritage Village 176 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$274,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

176 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
New Dutchgate 1128 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$469,888

1 beds

|

2 baths

|

941 sq ft

|

Condo

1128 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
New Dutchgate 101 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580
$540,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

101 WILLOW LN, HEMPSTEAD, NY, 11580
Community: Dutchgate
New Glassbury Court at Hunterbrook 2329 DEPEYSTER DR, YORKTOWN, NY, 10567, Yorktown, NY 10567
$975,000

2 beds

|

4 baths

|

3,500 sq ft

|

Condo

2329 DEPEYSTER DR, YORKTOWN, NY, 10567
New Heritage Hills 812 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$789,000

2 beds

|

3 baths

|

1,531 sq ft

|

Condo

812 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
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 Heritage Hills 104 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$650,000

3 beds

|

3 baths

|

1,700 sq ft

|

Condo

104 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
New Heritage Hills 364 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$619,222

2 beds

|

2 baths

|

1,484 sq ft

|

Condo

364 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
New Leisure Village 387 WOODBRIDGE DR A, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$499,000

2 beds

|

2 baths

|

1,767 sq ft

|

Condo

387 WOODBRIDGE DR A, BROOKHAVEN, NY, 119...
Community: Leisure Village
New Glenwood Village 1661 OLD COUNTRY RD 77, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$335,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 77, RIVERHEAD, NY, 1...
Community: Glenwood Village
New 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 Meadow Brook Estates 802 SAGE HILL DR 802, OXFORD, CT, 06478, Oxford, CT 06478
$675,000

2 beds

|

3 baths

|

2,258 sq ft

|

Condo

802 SAGE HILL DR 802, OXFORD, CT, 06478
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
New Leisure Knoll 346 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$419,000

2 beds

|

1 baths

|

1,050 sq ft

|

Condo

346 EDINBURGH DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New Sunken Pond Estates 3102 AMEN COR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$525,000

2 beds

|

2 baths

|

1,587 sq ft

|

Condo

3102 AMEN COR, RIVERHEAD, NY, 11901
Community: Sunken Pond Estates
New Rivington 71 WARRINGTON ROUND 71, DANBURY, CT, 068..., Danbury, CT 06810
$669,900

3 beds

|

3 baths

|

1,704 sq ft

|

Condo

71 WARRINGTON ROUND 71, DANBURY, CT, 068...
Community: Rivington
New Rivington 3 HUMBER HILL RD 3, DANBURY, CT, 06810, Danbury, CT 06810
$774,900

3 beds

|

4 baths

|

2,120 sq ft

|

Condo

3 HUMBER HILL RD 3, DANBURY, CT, 06810
Community: Rivington
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 Hills 350 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589
$839,000

3 beds

|

2 baths

|

1,793 sq ft

|

Condo

350 HERITAGE HILLS DR C, SOMERS, NY, 105...
Community: Heritage Hills
Leisure Knoll 177 CANTERBURY DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$379,900

2 beds

|

1 baths

|

1,116 sq ft

|

Condo

177 CANTERBURY DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Sunrise Village 152 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782
$519,990

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

152 REVERE DR, ISLIP, NY, 11782
Community: Sunrise Village
The Greens at Half Hollow 1067 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$699,000

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

1067 SAVOY DR, HUNTINGTON, NY, 11747
Jefferson Village 38 SUSSEX DR A, YORKTOWN, NY, 10598, Yorktown, NY 10598
$499,000

2 beds

|

1 baths

|

935 sq ft

|

Condo

38 SUSSEX DR A, YORKTOWN, NY, 10598
Community: Jefferson Village
Strathmore Gate East 46 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$429,999

2 beds

|

2 baths

|

1,112 sq ft

|

House

46 FORGE LN, BROOKHAVEN, NY, 11727
Foxwood Village 1407 MIDDLE RD 271, RIVERHEAD, NY, 11933, Riverhead, NY 11933
$465,000

3 beds

|

2 baths

|

1,792 sq ft

|

Manufactured Home

1407 MIDDLE RD 271, RIVERHEAD, NY, 11933
Community: Foxwood Village
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
The Greens at Half Hollow 581 VERONA DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$1,199,900

2 beds

|

3 baths

|

1,941 sq ft

|

Condo

581 VERONA DR, HUNTINGTON, NY, 11747
Granite Woods 35 NUTMEG RD B5, MIDDLEBURY, CT, 06762, Middlebury, CT 06762
$250,000

2 beds

|

1 baths

|

890 sq ft

|

Condo

35 NUTMEG RD B5, MIDDLEBURY, CT, 06762
Community: Granite Woods
Kensington Estates 46 PLAINVIEW RD, OYSTER BAY, NY, 11797, Oyster Bay, NY 11797
$2,049,888

6 beds

|

5 baths

|

4,333 sq ft

|

House

46 PLAINVIEW RD, OYSTER BAY, NY, 11797
Community: Kensington Estates
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.
Greenwood Village 33 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$225,000

2 beds

|

2 baths

|

1,134 sq ft

|

House

33 DOGWOOD LN, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Regency at Fishkill 231 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$489,900

1 beds

|

2 baths

|

1,499 sq ft

|

Condo

231 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Windcrest East 90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933
$799,000

3 beds

|

3 baths

|

2,620 sq ft

|

Condo

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...
Community: Windcrest East
Windcrest East 29 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933
$799,990

3 beds

|

3 baths

|

2,531 sq ft

|

Condo

29 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...
Community: Windcrest East
Leisure Glen 9 AMAGANSETT CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$519,900

2 beds

|

2 baths

|

1,476 sq ft

|

Condo

9 AMAGANSETT CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Heritage Hills 763 HERITAGE HILLS DR C, SOMERS, NY, 105..., Somers, NY 10589
$849,000

3 beds

|

2 baths

|

1,909 sq ft

|

Condo

763 HERITAGE HILLS DR C, SOMERS, NY, 105...
Community: Heritage Hills
Long Hill Village 48 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611
$499,900

2 beds

|

2 baths

|

1,070 sq ft

|

Condo

48 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill Village
Meadow Brook Estates 130 MEADOW BROOK RD 130, OXFORD, CT, 064..., Oxford, CT 06478
$599,000

2 beds

|

3 baths

|

1,920 sq ft

|

Condo

130 MEADOW BROOK RD 130, OXFORD, CT, 064...
Want to learn more about 55+ communities in Prospect? 55places can help!
Questions? Call us: (860) 512-9774
Jefferson Village 160 CARRIAGE CT D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$359,000

1 beds

|

1 baths

|

953 sq ft

|

Condo

160 CARRIAGE CT D, YORKTOWN, NY, 10598
Community: Jefferson Village
The Club at Melville 212 CLUBHOUSE CIR 212, HUNTINGTON, NY, 1..., Huntington, NY 11747
$584,000

2 beds

|

2 baths

|

1,226 sq ft

|

Condo

212 CLUBHOUSE CIR 212, HUNTINGTON, NY, 1...
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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