not an image

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 28

1,142 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
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
3.8 rating (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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
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
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) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 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.
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
Cresswind at Hammock Oaks
$300ks - $500ks
Cresswind at Hammock Oaks, Lady Lake, FL
New and Resale | 55+ age-restricted | Built 2024 - 2025 | 141 homes
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Royal Harbor 4954 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778
$299,000

3 beds

|

2 baths

|

1,489 sq ft

|

House

4954 RAINBOW TROUT RD, TAVARES, FL, 3277...
Community: Royal Harbor
Royal Highlands 5518 QUEEN VICTORIA DR, LEESBURG, FL, 34..., Leesburg, FL 34748
$300,000

3 beds

|

2 baths

|

1,757 sq ft

|

House

5518 QUEEN VICTORIA DR, LEESBURG, FL, 34...
Community: Royal Highlands
The Villages® 17700 SE 92ND GRANTHAM TER, THE VILLAGES..., The Villages, FL 32162
$299,500

3 beds

|

2 baths

|

1,516 sq ft

|

House

17700 SE 92ND GRANTHAM TER, THE VILLAGES...
Community: The Villages®
Trilogy® Orlando 176 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$490,000

2 beds

|

3 baths

|

2,074 sq ft

|

House

176 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Royal Highlands 21737 KING JOHN ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$225,000

2 beds

|

2 baths

|

1,326 sq ft

|

House

21737 KING JOHN ST, LEESBURG, FL, 34748
Community: Royal Highlands
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Arlington Ridge 27106 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$419,900

3 beds

|

2 baths

|

2,436 sq ft

|

House

27106 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
Royal Highlands 4802 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$425,000

2 beds

|

2 baths

|

3,034 sq ft

|

House

4802 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
Heritage Hills 3538 BELLAND CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$284,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3538 BELLAND CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Harbor Hills Country Club 39640 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159
$497,500

3 beds

|

3 baths

|

2,531 sq ft

|

House

39640 HARBOR HILLS BLVD, LADY LAKE, FL, ...
Royal Highlands 4950 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$336,500

3 beds

|

2 baths

|

2,065 sq ft

|

House

4950 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal 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.
Plantation at Leesburg 25119 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$224,000

2 beds

|

2 baths

|

1,328 sq ft

|

House

25119 CRANES ROOST CIR, LEESBURG, FL, 34...
The Villages® 12406 NE 50TH VW, OXFORD, FL, 34484, Oxford, FL 34484
$277,500

4 beds

|

4 baths

|

2,096 sq ft

|

House

12406 NE 50TH VW, OXFORD, FL, 34484
Community: The Villages®
Stonecrest 17520 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$299,000

2 beds

|

2 baths

|

1,402 sq ft

|

House

17520 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Stonecrest 17076 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$279,000

3 beds

|

2 baths

|

1,752 sq ft

|

House

17076 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Pennbrooke Fairways 32716 WESTWOOD LOOP, LEESBURG, FL, 34748, Leesburg, FL 34748
$228,900

2 beds

|

2 baths

|

1,370 sq ft

|

House

32716 WESTWOOD LOOP, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Pennbrooke Fairways 642 GLEN OAKS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$209,247

2 beds

|

2 baths

|

1,632 sq ft

|

House

642 GLEN OAKS DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 17409 SE 111TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$299,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

17409 SE 111TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Spruce Creek South 9667 SE 173RD LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$219,000

2 beds

|

2 baths

|

1,678 sq ft

|

House

9667 SE 173RD LN, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
The Villages® 1497 ALEXANDRIA PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$331,900

2 beds

|

2 baths

|

1,132 sq ft

|

Villa

1497 ALEXANDRIA PL, THE VILLAGES, FL, 32...
Community: The Villages®
Royal Highlands 4917 KELSO ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,999

3 beds

|

2 baths

|

1,601 sq ft

|

House

4917 KELSO ST, LEESBURG, FL, 34748
Community: Royal 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® 4157 COLLERETTE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$479,900

3 beds

|

2 baths

|

1,949 sq ft

|

House

4157 COLLERETTE CT, THE VILLAGES, FL, 32...
Community: The Villages®
Stonecrest 17435 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$339,500

3 beds

|

2 baths

|

1,682 sq ft

|

House

17435 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Stonecrest 17974 SE 115TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$249,000

2 beds

|

2 baths

|

1,617 sq ft

|

House

17974 SE 115TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Spruce Creek South 17888 SE 106TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$234,900

2 beds

|

2 baths

|

1,356 sq ft

|

House

17888 SE 106TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
The Villages® 375 SIMPSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$439,900

3 beds

|

2 baths

|

1,887 sq ft

|

House

375 SIMPSON ST, THE VILLAGES, FL, 32162
Community: The Villages®
Kings Ridge 4202 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$399,900

2 beds

|

2 baths

|

1,968 sq ft

|

House

4202 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
Highland Lakes 6033 WADE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

2 beds

|

2 baths

|

1,632 sq ft

|

House

6033 WADE ST, LEESBURG, FL, 34748
Community: Highland Lakes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1117 PARADISE DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$192,000

2 beds

|

2 baths

|

1,383 sq ft

|

Manufactured Home

1117 PARADISE DR, THE VILLAGES, FL, 3215...
Community: The Villages®
Stonecrest 10952 SE 169TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$329,900

3 beds

|

2 baths

|

1,476 sq ft

|

House

10952 SE 169TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 220 ESTRADA PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$254,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

220 ESTRADA 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.
Spruce Creek South 10185 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$240,000

2 beds

|

3 baths

|

1,982 sq ft

|

House

10185 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1802 PETUNIA LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$215,000

2 beds

|

2 baths

|

1,434 sq ft

|

Manufactured Home

1802 PETUNIA LN, THE VILLAGES, FL, 32159
Community: The Villages®
Arlington Ridge 3507 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$299,950

2 beds

|

2 baths

|

1,476 sq ft

|

House

3507 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 1722 BUGLE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$424,500

3 beds

|

2 baths

|

1,667 sq ft

|

House

1722 BUGLE TER, THE VILLAGES, FL, 32162
Community: The Villages®
Arlington Ridge 26917 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$199,000

2 beds

|

2 baths

|

1,251 sq ft

|

House

26917 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
The Villages® 1725 HILTON HEAD BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$159,000

2 beds

|

2 baths

|

1,092 sq ft

|

Manufactured Home

1725 HILTON HEAD BLVD, LADY LAKE, FL, 32...
Community: The Villages®
The Villages® 362 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$339,000

2 beds

|

2 baths

|

1,393 sq ft

|

House

362 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Del Webb Minneola 2759 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715
$459,000

2 beds

|

2 baths

|

1,405 sq ft

|

House

2759 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Legacy of Leesburg 27328 PINE STRAW RD, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,900

3 beds

|

2 baths

|

1,894 sq ft

|

House

27328 PINE STRAW RD, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Harbor Hills Country Club 6008 APEX WAY, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$675,000

4 beds

|

3 baths

|

3,432 sq ft

|

House

6008 APEX WAY, LADY LAKE, FL, 32159
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


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
1,142 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: May 29, 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