Call us at (352) 805-1035 to learn more about active adult communities in Leesburg

Leesburg, FL 55+ active adult communities & homes for sale - Page 21

1,199 homes near Leesburg

Sort by:

Relevance

Relevance

4 rating (17 reviews) The Villages®
$100ks - $1Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
5 rating (2 reviews) Plantation at Leesburg
$100ks - $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
4.7 rating (3 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
4 rating (2 reviews) Harbor Hills Country Club
$300ks - $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 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) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
5 rating (1 reviews) Legacy of Leesburg
$200ks - $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 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 Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
5 rating (1 reviews) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 homes
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
The Villages® 280 EMMALEE PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$294,825

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

280 EMMALEE PL, THE VILLAGES, FL, 32162
Community: The Villages®
Plantation at Leesburg 4849 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$419,000

3 beds

|

3 baths

|

2,607 sq ft

|

House

4849 SABLE RIDGE CT, LEESBURG, FL, 34748
The Villages® 512 AINSWORTH CIR, THE VILLAGES, FL, 321..., The Villages, FL 32162
$575,000

3 beds

|

2 baths

|

1,678 sq ft

|

House

512 AINSWORTH CIR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 420 CANTERBURY CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$229,900

1 beds

|

1 baths

|

875 sq ft

|

Villa

420 CANTERBURY CT, THE VILLAGES, FL, 321...
Community: The Villages®
Kings Ridge 3906 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$339,900

2 beds

|

2 baths

|

1,441 sq ft

|

House

3906 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 25533 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748
$225,000

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

25533 BELLE HELENE, LEESBURG, FL, 34748
Plantation at Leesburg 25327 HIBISCUS ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$215,000

2 beds

|

2 baths

|

1,032 sq ft

|

House

25327 HIBISCUS ST, LEESBURG, FL, 34748
Heritage Hills 3542 FAIRWATERS CT D, CLERMONT, FL, 3471..., Clermont, FL 34711
$281,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3542 FAIRWATERS CT D, CLERMONT, FL, 3471...
Community: Heritage Hills
The Villages® 1003 PARKER PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$212,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

1003 PARKER PL, THE VILLAGES, FL, 32159
Community: The Villages®
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® 2053 BEECHER PATH, THE VILLAGES, FL, 321..., The Villages, FL 32162
$479,000

3 beds

|

2 baths

|

1,876 sq ft

|

House

2053 BEECHER PATH, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1371 OWL DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$619,900

3 beds

|

3 baths

|

2,400 sq ft

|

House

1371 OWL DR, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 17271 SE 93RD DEMOSS CT, THE VILLAGES, F..., The Villages, FL 32162
$248,000

2 beds

|

2 baths

|

1,167 sq ft

|

House

17271 SE 93RD DEMOSS CT, THE VILLAGES, F...
Community: The Villages®
Esplanade at Highland Ranch 1038 TIMBERVALE TRL, CLERMONT, FL, 34715, Clermont, FL 34715
$635,000

3 beds

|

3 baths

|

2,287 sq ft

|

House

1038 TIMBERVALE TRL, CLERMONT, FL, 34715
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 5414 ASTOR ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

2 beds

|

2 baths

|

1,256 sq ft

|

House

5414 ASTOR ST, LEESBURG, FL, 34748
Plantation at Leesburg 25125 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748
$149,000

2 beds

|

2 baths

|

936 sq ft

|

Manufactured Home

25125 BELLEVUE, LEESBURG, FL, 34748
The Villages® 903 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$490,000

3 beds

|

2 baths

|

1,836 sq ft

|

House

903 RAMOS DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 2693 PERSIMMON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32162
$464,900

3 beds

|

2 baths

|

1,997 sq ft

|

House

2693 PERSIMMON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
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.
Royal Highlands 5025 ST ANDREWS ARC, LEESBURG, FL, 34748, Leesburg, FL 34748
$305,000

3 beds

|

2 baths

|

1,995 sq ft

|

House

5025 ST ANDREWS ARC, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 714 DEL ROSARIO ST, THE VILLAGES, FL, 32..., The Villages, FL 32159
$375,000

3 beds

|

2 baths

|

1,908 sq ft

|

House

714 DEL ROSARIO ST, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 7168 SE 173RD ARLINGTON LOOP, THE VILLAG..., The Villages, FL 32162
$314,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

7168 SE 173RD ARLINGTON LOOP, THE VILLAG...
Community: The Villages®
Plantation at Leesburg 24725 BRIGHTWATER CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$346,400

3 beds

|

3 baths

|

2,132 sq ft

|

House

24725 BRIGHTWATER CT, LEESBURG, FL, 3474...
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 4346 HELENA TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$347,900

2 beds

|

2 baths

|

1,295 sq ft

|

House

4346 HELENA TER, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 5094 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$325,000

4 beds

|

4 baths

|

2,109 sq ft

|

House

5094 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Royal Harbor 3305 BALTIC SEA BLVD, TAVARES, FL, 32778, Tavares, FL 32778
$375,900

3 beds

|

3 baths

|

2,108 sq ft

|

House

3305 BALTIC SEA BLVD, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 1865 CLAVERTON ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$698,000

3 beds

|

2 baths

|

2,579 sq ft

|

House

1865 CLAVERTON ST, THE VILLAGES, FL, 321...
Community: The Villages®
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® 944 HORTON TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$375,000

3 beds

|

2 baths

|

1,647 sq ft

|

Villa

944 HORTON TER, THE VILLAGES, FL, 32163
Community: The Villages®
Lakeside Landings 10173 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$550,000

4 beds

|

2 baths

|

2,168 sq ft

|

House

10173 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
Spruce Creek South 17655 SE 102ND CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$166,250

2 beds

|

2 baths

|

1,008 sq ft

|

House

17655 SE 102ND CIR, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Highland Lakes 26755 CASH CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$189,900

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

26755 CASH CT, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 1573 NORFOLK AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$949,000

3 beds

|

2 baths

|

1,871 sq ft

|

House

1573 NORFOLK AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Spruce Creek South 10465 SE 179TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$229,500

2 beds

|

2 baths

|

1,143 sq ft

|

House

10465 SE 179TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 2845 CHARITY LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$329,900

2 beds

|

2 baths

|

1,206 sq ft

|

House

2845 CHARITY LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1133 DEL TORO DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$329,900

2 beds

|

2 baths

|

1,332 sq ft

|

House

1133 DEL TORO DR, THE VILLAGES, FL, 3215...
Community: The Villages®
Scottish Highlands 304 BRIGADOON CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$205,000

2 beds

|

2 baths

|

1,278 sq ft

|

House

304 BRIGADOON CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
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® 664 TERNBERRY FOREST DR, THE VILLAGES, F..., The Villages, FL 32162
$1,775,000

3 beds

|

3 baths

|

3,100 sq ft

|

House

664 TERNBERRY FOREST DR, THE VILLAGES, F...
Community: The Villages®
The Villages® 1422 SEGOVIA PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$399,999

3 beds

|

2 baths

|

2,044 sq ft

|

House

1422 SEGOVIA PL, THE VILLAGES, FL, 32162
Community: The Villages®
Trilogy® Orlando 133 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$300,000

2 beds

|

2 baths

|

1,483 sq ft

|

House

133 CREPE MYRTLE DR, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
The Villages® 8294 SE 177TH WINTERTHUR LOOP, THE VILLA..., The Villages, FL 32162
$360,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

8294 SE 177TH WINTERTHUR LOOP, THE VILLA...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1850 KYRLE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$999,000

3 beds

|

2 baths

|

2,227 sq ft

|

House

1850 KYRLE TER, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1899 GROESSER PL, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$322,000

2 beds

|

2 baths

|

1,203 sq ft

|

Villa

1899 GROESSER PL, THE VILLAGES, FL, 3216...
Community: The Villages®

Frequently Asked Questions


Want more information about active adult communities around Leesburg?

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 Leesburg?

Call us: (352) 805-1035
1,199 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: Feb 26, 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