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 24

1,151 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 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
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
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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 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
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
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
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 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
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 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
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
Plantation at Leesburg 25312 GREEN HERON DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$220,000

2 beds

|

2 baths

|

1,289 sq ft

|

House

25312 GREEN HERON DR, LEESBURG, FL, 3474...
The Villages® 408 DUARTE LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$298,500

2 beds

|

2 baths

|

1,102 sq ft

|

Villa

408 DUARTE LN, THE VILLAGES, FL, 32159
Community: The Villages®
Heritage Hills 3859 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$449,000

3 beds

|

3 baths

|

2,554 sq ft

|

House

3859 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3752 QUAINT LN, CLERMONT, FL, 34711, Clermont, FL 34711
$399,900

3 beds

|

3 baths

|

2,006 sq ft

|

House

3752 QUAINT LN, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 5495 HAWKINS DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$795,000

3 beds

|

2 baths

|

2,061 sq ft

|

House

5495 HAWKINS DR, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1232 ZAPATA PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$249,000

2 beds

|

2 baths

|

1,040 sq ft

|

House

1232 ZAPATA PL, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1116 W BOONE CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$165,000

2 beds

|

2 baths

|

1,144 sq ft

|

Modular

1116 W BOONE CT, LADY LAKE, FL, 32159
Community: The Villages®
Highland Lakes 5618 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$215,000

2 beds

|

2 baths

|

1,306 sq ft

|

House

5618 ROSEWALL CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Trilogy® Orlando 108 MIST FLOWER LN, GROVELAND, FL, 34736, Groveland, FL 34736
$440,000

2 beds

|

2 baths

|

1,900 sq ft

|

House

108 MIST FLOWER LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Summit Chase Villas 12449 ORANGEWOOD CIR 17, TAVARES, FL, 32..., Tavares, FL 32778
$174,900

2 beds

|

2 baths

|

918 sq ft

|

Condo

12449 ORANGEWOOD CIR 17, TAVARES, FL, 32...
Community: Summit Chase Villas
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.
Summit Greens 2197 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711
$334,900

3 beds

|

2 baths

|

1,703 sq ft

|

House

2197 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
Kings Ridge 3828 AVON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$395,000

3 beds

|

2 baths

|

2,026 sq ft

|

House

3828 AVON CT, CLERMONT, FL, 34711
Community: Kings Ridge
Arlington Ridge 27118 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$364,900

3 beds

|

2 baths

|

1,713 sq ft

|

House

27118 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Stonecrest 17867 SE 115TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$299,000

3 beds

|

2 baths

|

1,597 sq ft

|

House

17867 SE 115TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Cindy Certified
378 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$297,990

3 beds

|

2 baths

|

1,549 sq ft

|

House

378 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32...
The Villages® 17431 SE 93RD RETFORD TER, THE VILLAGES,..., The Villages, FL 32162
$268,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

17431 SE 93RD RETFORD TER, THE VILLAGES,...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 4844 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$232,000

2 beds

|

2 baths

|

1,289 sq ft

|

House

4844 HERON RUN CIR, LEESBURG, FL, 34748
Stonecrest 17850 SE 125 CIR, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$379,900

3 beds

|

3 baths

|

2,423 sq ft

|

House

17850 SE 125 CIR, SUMMERFIELD, FL, 34491
Community: Stonecrest
The Villages® 110 CHULA VISTA AVE, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$419,000

3 beds

|

2 baths

|

2,038 sq ft

|

House

110 CHULA VISTA AVE, LADY LAKE, FL, 3215...
Community: The Villages®
The Villages® 508 SAINT ANDREWS BLVD, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$253,900

2 beds

|

2 baths

|

1,532 sq ft

|

Manufactured Home

508 SAINT ANDREWS BLVD, LADY LAKE, 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.
Highland Lakes 26627 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$225,000

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

26627 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 1609 GIBBES WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$310,000

2 beds

|

2 baths

|

1,156 sq ft

|

House

1609 GIBBES WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Cindy Certified
5256 MEADOW SONG DR, OKAHUMPKA, FL, 3476..., Okahumpka, FL 34762
$380,000

4 beds

|

2 baths

|

1,928 sq ft

|

House

5256 MEADOW SONG DR, OKAHUMPKA, FL, 3476...
The Villages® 807 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$172,000

2 beds

|

2 baths

|

1,430 sq ft

|

Manufactured Home

807 OAK BLVD, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 1239 CHAPARRAL DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$260,000

2 beds

|

2 baths

|

1,216 sq ft

|

House

1239 CHAPARRAL DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 733 JASON DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$319,900

3 beds

|

2 baths

|

1,446 sq ft

|

House

733 JASON DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 12371 NE 48TH CIR, OXFORD, FL, 34484, Oxford, FL 34484
$439,000

4 beds

|

3 baths

|

2,611 sq ft

|

House

12371 NE 48TH CIR, OXFORD, FL, 34484
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1041 REIDVILLE RD, THE VILLAGES, FL, 321..., The Villages, FL 32162
$369,000

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

1041 REIDVILLE RD, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 731 CORTEZ AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$250,000

2 beds

|

2 baths

|

1,336 sq ft

|

House

731 CORTEZ AVE, LADY LAKE, FL, 32159
Community: The Villages®
Trilogy® Orlando 184 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$519,000

4 beds

|

3 baths

|

3,044 sq ft

|

House

184 CREPE MYRTLE DR, 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.
The Villages® 5791 HENRY LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$500,000

3 beds

|

3 baths

|

1,905 sq ft

|

House

5791 HENRY LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
Arlington Ridge 26645 MANASSAS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$450,000

3 beds

|

2 baths

|

2,236 sq ft

|

House

26645 MANASSAS DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Royal Highlands 6100 PRINCE FREDERICK CT, LEESBURG, FL, ..., Leesburg, FL 34748
$300,000

3 beds

|

2 baths

|

2,085 sq ft

|

House

6100 PRINCE FREDERICK CT, LEESBURG, FL, ...
Community: Royal Highlands
The Villages® 17403 SE 77TH SYCAMORE AVE, THE VILLAGES..., The Villages, FL 32162
$270,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

17403 SE 77TH SYCAMORE AVE, THE VILLAGES...
Community: The Villages®
The Villages® 108 N TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$119,900

2 beds

|

2 baths

|

1,232 sq ft

|

Manufactured Home

108 N TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 415 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$84,900

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

415 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Stonecrest 10948 SE 167TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$405,000

3 beds

|

2 baths

|

1,891 sq ft

|

House

10948 SE 167TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Stonecrest 11217 SE 170TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$299,900

3 beds

|

2 baths

|

1,472 sq ft

|

House

11217 SE 170TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 11614 SE 172ND LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$349,000

3 beds

|

2 baths

|

1,919 sq ft

|

House

11614 SE 172ND LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
The Villages® 9230 SE 179TH WESLEY ST, THE VILLAGES, F..., The Villages, FL 32162
$259,900

2 beds

|

2 baths

|

1,148 sq ft

|

House

9230 SE 179TH WESLEY ST, THE VILLAGES, F...
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 optout@55places.com. 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
1,151 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: Aug 30, 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