Call us at (863) 588-7975 to learn more about active adult communities in Wesley Chapel

Wesley Chapel, FL 55+ active adult communities & homes for sale - Page 37

5,023 homes near Wesley Chapel

Sort by:

Relevance

Relevance

Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
Valencia Ridge
$500Ks - $900Ks
Valencia Ridge, Wesley Chapel, FL
New Construction | 55+ age-restricted | Built 2023 - present | 395 homes
4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.1 rating (24 reviews) The Villages of Citrus Hi...
$200Ks - $1Ms
The Villages of Citrus Hi..., Hernando, FL
New and Resale | Age-targeted | Built 1982 - 2025 | 10,005 homes
4.1 rating (55 reviews) On Top of the World
$100Ks - $700Ks
On Top of the World, Ocala, FL
New and Resale | 55+ age-restricted | Built 1981 - present | 10,000 homes
Want to learn more about 55+ communities in Wesley Chapel? 55places can help!
Questions? Call us: (863) 588-7975
3.8 rating (14 reviews) Sun City Center
<$100k - $500Ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4.4 rating (14 reviews) Kings Point
<$100k - $300Ks
Kings Point, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1973 - 2015 | 5,277 homes
3.4 rating (12 reviews) On Top of the World Clear...
<$100k - $300Ks
On Top of the World Clear..., Clearwater, FL
Resale Only | 55+ age-restricted | Built 1960 - 1993 | 4,959 homes
4.2 rating (10 reviews) Stone Creek
$200Ks - $900Ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 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.
Palm Aire
$100Ks - $1Ms
Palm Aire, Sarasota, FL
Resale Only | Age-targeted | Built 1963 - 2003 | 3,752 homes
4.1 rating (29 reviews) Oak Run
$100Ks - $500Ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 homes
4.8 rating (22 reviews) Timber Pines
$100Ks - $400Ks
Timber Pines, Spring Hill, FL
Resale Only | 55+ age-restricted | Built 1982 - 1998 | 3,452 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
Want to learn more about 55+ communities in Wesley Chapel? 55places can help!
Questions? Call us: (863) 588-7975
5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (1 reviews) Highland Lakes on Lake Ta...
<$100k - $500Ks
Highland Lakes on Lake Ta..., Palm Harbor, FL
Resale Only | 55+ age-restricted | Built 1977 - 1989 | 2,454 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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.
Tara Golf & Country C...
$100Ks - $700Ks
Tara Golf & Country C..., Bradenton, FL
Resale Only | Age-targeted | Built 1989 - 2006 | 1,844 homes
5 rating (2 reviews) MiraBay
$200Ks - $2Ms
MiraBay, Apollo Beach, FL
New and Resale | Age-targeted | Built 2003 - present | 1,700 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $600Ks
Valencia Lakes, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes
Want to learn more about 55+ communities in Wesley Chapel? 55places can help!
Questions? Call us: (863) 588-7975
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
GlenLakes Country Club
$100Ks - $600Ks
GlenLakes Country Club, Weeki Wachee, FL
New and Resale | Age-targeted | Built 1990 - present | 1,500 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 (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Terra Vista
$200Ks - $1Ms
Terra Vista, Hernando, FL
New and Resale | Age-targeted | Built 1996 - 2018 | 1,500 homes
The Mainlands of Tamarac ...
$100Ks - $400Ks
The Mainlands of Tamarac ..., Pinellas Park, FL
Resale Only | 55+ age-restricted | Built 1969 - 1987 | 1,500 homes
4.7 rating (3 reviews) Heritage Pines Florida
$200Ks - $400Ks
Heritage Pines Florida, Hudson, FL
Resale Only | 55+ age-restricted | Built 1999 - 2007 | 1,407 homes
Esplanade at Azario Lakew...
$300Ks - $2Ms
Esplanade at Azario Lakew..., Lakewood Ranch, FL
New Construction | Age-targeted | Built 2020 - present | 1,400 homes
Want to learn more about 55+ communities in Wesley Chapel? 55places can help!
Questions? Call us: (863) 588-7975
4.7 rating (13 reviews) Heritage Springs
$300Ks - $500Ks
Heritage Springs, Trinity, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,337 homes
4 rating (7 reviews) Tampa Bay Golf and Countr...
$200Ks - $400Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes
Terrace Park of Five Town...
<$100k - $300Ks
Terrace Park of Five Town..., St. Petersburg, FL
Resale Only | 55+ age-restricted | Built 1972 - 1987 | 1,328 homes
Town Shores of Gulfport
$100Ks - $500Ks
Town Shores of Gulfport, Gulfport, FL
Resale Only | 55+ age-restricted | Built 1970 - 1981 | 1,327 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.
Del Webb Lakewood Ranch
$400Ks - $1Ms
Del Webb Lakewood Ranch, Lakewood Ranch, FL
New and Resale | 55+ age-restricted | Built 2015 - present | 1,300 homes
Del Webb Catalina
$300Ks - $800Ks
Del Webb Catalina, Lakewood Ranch, FL
New Construction | 55+ age-restricted | Built 2023 - present | 1,300 homes
River Strand
$200Ks - $1Ms
River Strand, Bradenton, FL
Resale Only | Age-targeted | Built 2006 - 2018 | 1,260 homes
Esplanade at Lakewood Ran...
$300Ks - $1Ms
Esplanade at Lakewood Ran..., Lakewood Ranch, FL
New and Resale | Age-targeted | Built 2012 - present | 1,250 homes
Want to learn more about 55+ communities in Wesley Chapel? 55places can help!
Questions? Call us: (863) 588-7975
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
Del Webb Orlando 451 PALENCIA PL, DAVENPORT, FL, 33837, Davenport, FL 33837
$459,900

3 beds

|

2 baths

|

2,182 sq ft

|

House

451 PALENCIA PL, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Oak Run 10919 SW 73RD CT, OCALA, FL, 34476, Ocala, FL 34476
$379,990

4 beds

|

3 baths

|

2,551 sq ft

|

House

10919 SW 73RD CT, OCALA, FL, 34476
Community: Oak Run
Esplanade at Azario Lakewood Ranch 16126 SAN DONATO PL, BRADENTON, FL, 3421..., Bradenton, FL 34211
$695,999

3 beds

|

2 baths

|

1,926 sq ft

|

House

16126 SAN DONATO PL, BRADENTON, FL, 3421...
The Villages® 301 PACOLET TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

301 PACOLET TER, THE VILLAGES, FL, 32162
Community: The Villages®
On Top of the World 8873 SW 95TH ST D, OCALA, FL, 34481, Ocala, FL 34481
$189,000

2 beds

|

2 baths

|

1,571 sq ft

|

Villa

8873 SW 95TH ST D, OCALA, FL, 34481
Community: On Top of the World
Want to learn more about 55+ communities in Wesley Chapel? 55places can help!
Questions? Call us: (863) 588-7975
Stonecrest 12095 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$299,000

3 beds

|

2 baths

|

1,663 sq ft

|

House

12095 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Oak Run 10864 SW 73RD CT, OCALA, FL, 34476, Ocala, FL 34476
$315,990

3 beds

|

2 baths

|

1,815 sq ft

|

House

10864 SW 73RD CT, OCALA, FL, 34476
Community: Oak Run
Stonecrest 17728 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$365,000

3 beds

|

3 baths

|

1,658 sq ft

|

House

17728 SE 115TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
River Strand 6509 GRAND ESTUARY TRL 201, BRADENTON, F..., Bradenton, FL 34212
$274,000

2 beds

|

2 baths

|

1,297 sq ft

|

Condo

6509 GRAND ESTUARY TRL 201, BRADENTON, F...
Community: River Strand
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.
MiraBay 526 ISLEBAY DR, APOLLO BEACH, FL, 33572, Apollo Beach, FL 33572
$870,000

3 beds

|

3 baths

|

2,453 sq ft

|

House

526 ISLEBAY DR, APOLLO BEACH, FL, 33572
Community: MiraBay
Village In The Pines 3546 AUBURN CT 240, SARASOTA, FL, 34231, Sarasota, FL 34231
$349,000

3 beds

|

2 baths

|

1,595 sq ft

|

Villa

3546 AUBURN CT 240, SARASOTA, FL, 34231
Kings Point 2129 ACADIA GREENS DR # 32, SUN CITY CEN..., Sun City Center, FL 33573
$207,000

2 beds

|

2 baths

|

1,194 sq ft

|

Condo

2129 ACADIA GREENS DR # 32, SUN CITY CEN...
Community: Kings Point
Sun City Center 2129 ACADIA GREENS DR # 32, SUN CITY CEN..., Sun City Center, FL 33573
$207,000

2 beds

|

2 baths

|

1,194 sq ft

|

Condo

2129 ACADIA GREENS DR # 32, SUN CITY CEN...
Community: Sun City Center
Want to learn more about 55+ communities in Wesley Chapel? 55places can help!
Questions? Call us: (863) 588-7975
The Villages® 2725 HALSEY TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$629,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

2725 HALSEY TER, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2317 WHISPER ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$224,000

1 beds

|

1 baths

|

991 sq ft

|

Villa

2317 WHISPER ST, THE VILLAGES, FL, 32162
Community: The Villages®
Southshore Bay 17322 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598
$240,000

2 beds

|

2 baths

|

1,406 sq ft

|

Villa

17322 HOLLY WELL AVE, WIMAUMA, FL, 33598
Community: Southshore Bay
New Vienna Square 1620 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$229,000

2 beds

|

2 baths

|

1,329 sq ft

|

Villa

1620 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
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.
Plantation at Leesburg 4822 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$394,900

3 beds

|

3 baths

|

2,780 sq ft

|

House

4822 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
New Valencia Lakes 4949 MARBLE SPRINGS CIR, WIMAUMA, FL, 33..., Wimauma, FL 33598
$344,500

3 beds

|

2 baths

|

1,756 sq ft

|

Villa

4949 MARBLE SPRINGS CIR, WIMAUMA, FL, 33...
Community: Valencia Lakes
The Villages® 17086 SE 75TH WICKSON CT, THE VILLAGES, ..., The Villages, FL 32162
$268,000

2 beds

|

2 baths

|

1,150 sq ft

|

Villa

17086 SE 75TH WICKSON CT, THE VILLAGES, ...
Community: The Villages®
On Top of the World 9260 SW 92ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481
$199,990

3 beds

|

2 baths

|

2,246 sq ft

|

House

9260 SW 92ND PLACE RD, OCALA, FL, 34481
Community: On Top of the World
Want to learn more about 55+ communities in Wesley Chapel? 55places can help!
Questions? Call us: (863) 588-7975
New Spruce Creek South 9806 SE 175TH ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$269,900

2 beds

|

2 baths

|

1,688 sq ft

|

House

9806 SE 175TH ST, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
On Top of the World 8785 SW 91ST ST B, OCALA, FL, 34481, Ocala, FL 34481
$139,900

2 beds

|

2 baths

|

1,204 sq ft

|

Villa

8785 SW 91ST ST B, OCALA, FL, 34481
Community: On Top of the World
New On Top of the World 9015 SW 94TH ST D, OCALA, FL, 34481, Ocala, FL 34481
$189,900

2 beds

|

2 baths

|

1,861 sq ft

|

Villa

9015 SW 94TH ST D, OCALA, FL, 34481
Community: On Top of the World
Tidewater Preserve 1010 TIDEWATER SHORES LOOP 307, BRADENTO..., Bradenton, FL 34208
$400,000

2 beds

|

2 baths

|

1,232 sq ft

|

Condo

1010 TIDEWATER SHORES LOOP 307, BRADENTO...
Community: Tidewater Preserve
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.
The Villages® 2583 RAINTREE DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$347,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2583 RAINTREE DR, THE VILLAGES, FL, 3216...
Community: The Villages®
New Arlington Ridge 4834 INDEPENDENCE TRL, LEESBURG, FL, 347..., Leesburg, FL 34748
$300,000

2 beds

|

2 baths

|

1,772 sq ft

|

House

4834 INDEPENDENCE TRL, LEESBURG, FL, 347...
Community: Arlington Ridge
Spruce Creek Country Club 13835 SE 85TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$309,900

2 beds

|

2 baths

|

1,822 sq ft

|

House

13835 SE 85TH CIR, SUMMERFIELD, FL, 3449...
Harbour Isle 387 ARUBA CIR 301, BRADENTON, FL, 34209, Bradenton, FL 34209
$697,000

2 beds

|

2 baths

|

1,456 sq ft

|

Condo

387 ARUBA CIR 301, BRADENTON, FL, 34209
Community: Harbour Isle
Plantation at Leesburg 5140 DESOTO WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$179,900

2 beds

|

2 baths

|

1,224 sq ft

|

Manufactured Home

5140 DESOTO WAY, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Wesley Chapel? 55places can help!
Questions? Call us: (863) 588-7975
Harbour Isle 241 SAPPHIRE LAKE DR 201, BRADENTON, FL,..., Bradenton, FL 34209
$844,900

3 beds

|

3 baths

|

2,159 sq ft

|

Condo

241 SAPPHIRE LAKE DR 201, BRADENTON, FL,...
Community: Harbour Isle
Harbour Isle 334 CASTAWAY CAY DR 101, BRADENTON, FL, ..., Bradenton, FL 34209
$1,150,000

3 beds

|

3 baths

|

2,214 sq ft

|

Condo

334 CASTAWAY CAY DR 101, BRADENTON, FL, ...
Community: Harbour Isle
Timber Oaks 11211 ROLLINGWOOD DR, PORT RICHEY, FL, 3..., Port Richey, FL 34668
$249,000

2 beds

|

2 baths

|

1,465 sq ft

|

House

11211 ROLLINGWOOD DR, PORT RICHEY, FL, 3...
Community: Timber Oaks
The Country Club of Mount Dora 9071 SAINT ANDREWS WAY, MOUNT DORA, FL, ..., Mount Dora, FL 32757
$275,000

2 beds

|

2 baths

|

1,494 sq ft

|

House

9071 SAINT ANDREWS WAY, MOUNT DORA, FL, ...
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.
Highland Lakes on Lake Tarpon 3283 HILARY CIR 2C, PALM HARBOR, FL, 346..., Palm Harbor, FL 34684
$189,900

2 beds

|

2 baths

|

1,000 sq ft

|

Villa

3283 HILARY CIR 2C, PALM HARBOR, FL, 346...
Swifton Villas 2802 SWIFTON DR V102, SARASOTA, FL, 3423..., Sarasota, FL 34231
$219,900

2 beds

|

2 baths

|

934 sq ft

|

Condo

2802 SWIFTON DR V102, SARASOTA, FL, 3423...
Community: Swifton Villas
Valencia Lakes 4938 GRAND BANKS DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$520,000

2 beds

|

3 baths

|

2,362 sq ft

|

House

4938 GRAND BANKS DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
The Landings 1660 PINE HARRIER CIR, SARASOTA, FL, 342..., Sarasota, FL 34231
$1,600,000

3 beds

|

3 baths

|

2,708 sq ft

|

House

1660 PINE HARRIER CIR, SARASOTA, FL, 342...
Community: The Landings
Want to learn more about 55+ communities in Wesley Chapel? 55places can help!
Questions? Call us: (863) 588-7975
Valencia Lakes 4820 GRAND BANKS DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$435,000

2 beds

|

2 baths

|

2,107 sq ft

|

House

4820 GRAND BANKS DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
On Top of the World 9273 SW 91ST COURT RD, OCALA, FL, 34481, Ocala, FL 34481
$349,900

2 beds

|

2 baths

|

2,311 sq ft

|

House

9273 SW 91ST COURT RD, OCALA, FL, 34481
Community: On Top of the World

Frequently Asked Questions


Want more information about active adult communities around Wesley Chapel?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Wesley Chapel?

Call us: (863) 588-7975
5,023 homes
Remove Boundaries ×
Map Satellite

Reinmlsx

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.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jan 11, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top