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 20

1,041 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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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.
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
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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
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
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 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
Cresswind at Hammock Oaks
$300ks - $500ks
Cresswind at Hammock Oaks, Lady Lake, FL
New and Resale | 55+ age-restricted | Built 2024 - 2025 | 141 homes
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
The Villages® 2129 ZARAGOZA PL, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$340,000

3 beds

|

2 baths

|

1,669 sq ft

|

House

2129 ZARAGOZA PL, THE VILLAGES, FL, 3215...
Community: The Villages®
Kings Ridge 2282 FENTON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

3 beds

|

2 baths

|

1,896 sq ft

|

House

2282 FENTON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 1717 FRANCISCO ST, THE VILLAGES, FL, 321..., The Villages, FL 32159
$328,000

2 beds

|

2 baths

|

1,214 sq ft

|

Villa

1717 FRANCISCO ST, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 771 FENWICK LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$305,000

2 beds

|

2 baths

|

1,275 sq ft

|

House

771 FENWICK LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Heritage Hills 4052 SERENA LN, CLERMONT, FL, 34711, Clermont, FL 34711
$400,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

4052 SERENA LN, CLERMONT, FL, 34711
Community: Heritage Hills
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2558 CARRINGTON CT, THE VILLAGES, FL, 32..., The Villages, FL 32162
$285,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2558 CARRINGTON CT, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 9200 SE 179TH WESLEY ST, THE VILLAGES, F..., The Villages, FL 32162
$308,000

2 beds

|

2 baths

|

1,136 sq ft

|

House

9200 SE 179TH WESLEY ST, THE VILLAGES, F...
Community: The Villages®
The Villages® 2055 HYDRANGEA AVE, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,398 sq ft

|

Villa

2055 HYDRANGEA AVE, THE VILLAGES, FL, 32...
Community: The Villages®
Scottish Highlands 828 DUNDEE CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$220,000

3 beds

|

2 baths

|

2,189 sq ft

|

Condo

828 DUNDEE CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
Stonecrest 11972 SE 176TH PLACE RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$327,500

3 beds

|

2 baths

|

1,738 sq ft

|

House

11972 SE 176TH PLACE RD, SUMMERFIELD, FL...
Community: Stonecrest
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® 17353 SE 76TH FLINTLOCK TER, THE VILLAGE..., The Villages, FL 32162
$284,900

2 beds

|

2 baths

|

1,388 sq ft

|

House

17353 SE 76TH FLINTLOCK TER, THE VILLAGE...
Community: The Villages®
The Villages® 3258 HOLLEY TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$448,000

4 beds

|

2 baths

|

2,028 sq ft

|

House

3258 HOLLEY TER, THE VILLAGES, FL, 32163
Community: The Villages®
Harbor Hills Country Club 6053 SPINNAKER LOOP, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$617,500

3 beds

|

3 baths

|

3,024 sq ft

|

House

6053 SPINNAKER LOOP, LADY LAKE, FL, 3215...
Plantation at Leesburg 3544 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$319,900

3 beds

|

2 baths

|

1,856 sq ft

|

House

3544 MOUNT HOPE LOOP, LEESBURG, FL, 3474...
Baytree 240 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$210,000

2 beds

|

2 baths

|

1,200 sq ft

|

Villa

240 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
The Villages® 2679 LANTANA AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$539,000

3 beds

|

2 baths

|

1,966 sq ft

|

House

2679 LANTANA 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
The Villages® 258 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$298,000

2 beds

|

2 baths

|

1,130 sq ft

|

House

258 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 2311 CRESTVIEW ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$405,000

3 beds

|

2 baths

|

1,602 sq ft

|

Villa

2311 CRESTVIEW ST, THE VILLAGES, FL, 321...
Community: The Villages®
Legacy of Leesburg 27106 GREENFLY ORCHID LN, LEESBURG, FL, ..., Leesburg, FL 34748
$289,900

3 beds

|

2 baths

|

1,541 sq ft

|

House

27106 GREENFLY ORCHID LN, LEESBURG, FL, ...
Community: Legacy of Leesburg
Trilogy® Orlando 125 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$370,000

3 beds

|

2 baths

|

1,680 sq ft

|

House

125 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
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.
Lakeside Landings 10144 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$529,000

4 beds

|

2 baths

|

2,319 sq ft

|

House

10144 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 17559 SE 81ST PARNASSUS CT, THE VILLAGES..., The Villages, FL 32162
$384,900

3 beds

|

2 baths

|

1,597 sq ft

|

House

17559 SE 81ST PARNASSUS CT, THE VILLAGES...
Community: The Villages®
Kings Ridge 3622 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

2 beds

|

2 baths

|

1,792 sq ft

|

House

3622 EVERSHOLT ST, CLERMONT, FL, 34711
Community: Kings Ridge
Royal Harbor 6105 DORY WAY, TAVARES, FL, 32778, Tavares, FL 32778
$300,000

3 beds

|

2 baths

|

1,556 sq ft

|

House

6105 DORY WAY, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 17369 SE 75TH COACHMAN CT, THE VILLAGES,..., The Villages, FL 32162
$249,900

2 beds

|

2 baths

|

1,213 sq ft

|

House

17369 SE 75TH COACHMAN CT, THE VILLAGES,...
Community: The Villages®
The Villages® 2303 NAUTILUS LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$324,900

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

2303 NAUTILUS LN, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 17470 SE 93RD VINE AVE, THE VILLAGES, FL..., The Villages, FL 32162
$250,000

2 beds

|

2 baths

|

1,172 sq ft

|

Villa

17470 SE 93RD VINE AVE, THE VILLAGES, FL...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 624 FAYETTE CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$405,999

3 beds

|

2 baths

|

1,502 sq ft

|

House

624 FAYETTE CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1988 DOVE HOLLOW RUN, THE VILLAGES, FL, ..., The Villages, FL 32162
$814,900

4 beds

|

2 baths

|

2,544 sq ft

|

House

1988 DOVE HOLLOW RUN, THE VILLAGES, FL, ...
Community: The Villages®
Trilogy® Orlando 334 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$445,000

2 beds

|

2 baths

|

1,967 sq ft

|

House

334 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
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.
Harbor Hills Country Club 39125 TACOMA DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$499,000

3 beds

|

3 baths

|

2,584 sq ft

|

House

39125 TACOMA DR, LADY LAKE, FL, 32159
Kings Ridge 3734 HASTING LN, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

2 beds

|

2 baths

|

1,985 sq ft

|

House

3734 HASTING LN, CLERMONT, FL, 34711
Community: Kings Ridge
Trilogy® Orlando 371 SALT MARSH LN, GROVELAND, FL, 34736, Groveland, FL 34736
$379,000

2 beds

|

2 baths

|

1,624 sq ft

|

House

371 SALT MARSH LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 5716 MELVIN DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$524,550

3 beds

|

3 baths

|

1,901 sq ft

|

House

5716 MELVIN DR, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 2261 WELCOME WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

2261 WELCOME WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
Trilogy® Orlando 651 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736
$425,000

3 beds

|

2 baths

|

1,862 sq ft

|

House

651 CONSERVATION BLVD, GROVELAND, FL, 34...
Community: Trilogy® Orlando
Trilogy® Orlando 389 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$460,000

2 beds

|

2 baths

|

1,932 sq ft

|

House

389 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Harbor Hills Country Club 39407 TREELINE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$650,000

4 beds

|

4 baths

|

2,502 sq ft

|

House

39407 TREELINE DR, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Legacy of Leesburg 26903 HONEYMOON AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$274,900

3 beds

|

2 baths

|

1,526 sq ft

|

House

26903 HONEYMOON AVE, LEESBURG, FL, 34748
Community: Legacy of Leesburg
The Villages® 889 JAY ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$740,000

3 beds

|

2 baths

|

1,986 sq ft

|

Villa

889 JAY ST, THE VILLAGES, FL, 32163
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.

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
1,041 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: Jul 15, 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