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 9

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 25111 BONNIE BLUE CT, LEESBURG, FL, 3474..., Leesburg, FL 34748
$256,000

3 beds

|

2 baths

|

1,706 sq ft

|

House

25111 BONNIE BLUE CT, LEESBURG, FL, 3474...
Cindy Certified
784 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$289,990

4 beds

|

2 baths

|

1,625 sq ft

|

House

784 SUNSHOWER DR, LADY LAKE, FL, 32159
Plantation at Leesburg 4632 NOTTOWAY DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$465,000

3 beds

|

3 baths

|

2,816 sq ft

|

House

4632 NOTTOWAY DR, LEESBURG, FL, 34748
Cresswind at Hammock Oaks 956 CLUB CRESSWIND DR, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$759,990

3 beds

|

4 baths

|

2,776 sq ft

|

House

956 CLUB CRESSWIND DR, LADY LAKE, FL, 32...
Royal Harbor 5111 IRONSIDES CT, TAVARES, FL, 32778, Tavares, FL 32778
$337,000

3 beds

|

2 baths

|

1,741 sq ft

|

House

5111 IRONSIDES CT, TAVARES, FL, 32778
Community: Royal Harbor
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Highland Lakes 26740 CASH CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

2 beds

|

2 baths

|

1,293 sq ft

|

Villa

26740 CASH CT, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 1557 OAK FOREST DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$329,900

3 beds

|

2 baths

|

1,486 sq ft

|

House

1557 OAK FOREST DR, THE VILLAGES, FL, 32...
Community: The Villages®
Royal Highlands 21707 QUEEN MARY CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$230,400

3 beds

|

2 baths

|

1,349 sq ft

|

House

21707 QUEEN MARY CT, LEESBURG, FL, 34748
Community: Royal Highlands
Arlington Ridge 26860 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$430,000

2 beds

|

2 baths

|

1,824 sq ft

|

House

26860 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Cindy Certified
2541 MARTINS RUN, TAVARES, FL, 32778, Tavares, FL 32778
$285,000

3 beds

|

2 baths

|

1,425 sq ft

|

House

2541 MARTINS RUN, TAVARES, FL, 32778
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 2546 DEL WEBB DR, MINNEOLA, FL, 34715, Minneola, FL 34715
$589,000

3 beds

|

2 baths

|

1,905 sq ft

|

House

2546 DEL WEBB DR, MINNEOLA, FL, 34715
Community: Del Webb Minneola
The Villages® 631 ENCONTO ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$299,900

2 beds

|

2 baths

|

1,128 sq ft

|

Villa

631 ENCONTO ST, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 413 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$124,900

2 beds

|

2 baths

|

1,092 sq ft

|

Manufactured Home

413 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Cindy Certified
4566 LIVE OAK LN, OXFORD, FL, 34484, Oxford, FL 34484
$468,990

4 beds

|

3 baths

|

2,165 sq ft

|

House

4566 LIVE OAK LN, OXFORD, FL, 34484
Royal Highlands 20554 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748
$488,000

3 beds

|

2 baths

|

2,583 sq ft

|

House

20554 QUEEN ALEXANDRA DR, LEESBURG, FL, ...
Community: Royal Highlands
Plantation at Leesburg 4755 TARA VIEW RD, LEESBURG, FL, 34748, Leesburg, FL 34748
$320,000

2 beds

|

2 baths

|

2,035 sq ft

|

House

4755 TARA VIEW RD, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Scottish Highlands 70 STONE HAVEN CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$269,000

2 beds

|

3 baths

|

2,146 sq ft

|

House

70 STONE HAVEN CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Heritage Hills 3641 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$277,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3641 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Legacy of Leesburg 5615 CELEBRATION WAY, LEESBURG, FL, 3474..., Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

1,766 sq ft

|

House

5615 CELEBRATION WAY, LEESBURG, FL, 3474...
Community: Legacy of Leesburg
The Villages® 710 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$285,000

2 beds

|

2 baths

|

1,564 sq ft

|

House

710 CORTEZ AVE, 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® 3501 CONNOR WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$449,900

3 beds

|

2 baths

|

1,492 sq ft

|

Villa

3501 CONNOR WAY, THE VILLAGES, FL, 32163
Community: The Villages®
Stonecrest 11932 SE 179TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$319,000

3 beds

|

3 baths

|

2,118 sq ft

|

House

11932 SE 179TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 1427 GAYLE MILL DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$520,000

3 beds

|

2 baths

|

1,535 sq ft

|

House

1427 GAYLE MILL DR, THE VILLAGES, FL, 32...
Community: The Villages®
Arlington Ridge 3601 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$305,000

2 beds

|

2 baths

|

1,649 sq ft

|

House

3601 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 897 LIVINGSTON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32162
$254,900

2 beds

|

2 baths

|

1,100 sq ft

|

House

897 LIVINGSTON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Cindy Certified
1258 TURTLE ISLAND RD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$274,990

3 beds

|

2 baths

|

1,509 sq ft

|

Villa

1258 TURTLE ISLAND RD, LADY LAKE, FL, 32...
Cindy Certified
384 BALI ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$266,990

3 beds

|

2 baths

|

1,509 sq ft

|

Villa

384 BALI ST, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Cindy Certified
344 BALI ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$259,990

3 beds

|

2 baths

|

1,509 sq ft

|

Villa

344 BALI ST, LADY LAKE, FL, 32159
Cindy Certified
1079 OCEAN LODGE RD, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$331,990

3 beds

|

2 baths

|

2,021 sq ft

|

House

1079 OCEAN LODGE RD, LADY LAKE, FL, 3215...
Cindy Certified
1039 OCEAN LODGE RD, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$371,990

3 beds

|

2 baths

|

2,384 sq ft

|

House

1039 OCEAN LODGE RD, LADY LAKE, FL, 3215...
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 5619 PRINCE ANDREW CT, LEESBURG, FL, 347..., Leesburg, FL 34748
$339,900

3 beds

|

2 baths

|

1,776 sq ft

|

House

5619 PRINCE ANDREW CT, LEESBURG, FL, 347...
Community: Royal Highlands
The Villages® 313 GONZALES PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$359,900

2 beds

|

2 baths

|

1,240 sq ft

|

House

313 GONZALES PL, LADY LAKE, FL, 32159
Community: The Villages®
Cindy Certified
11426 LAKEVIEW DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$315,000

3 beds

|

2 baths

|

1,457 sq ft

|

House

11426 LAKEVIEW DR, LEESBURG, FL, 34788
The Villages® 970 KENOVA AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

970 KENOVA AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Plantation at Leesburg 25146 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$239,000

2 beds

|

2 baths

|

1,282 sq ft

|

House

25146 CRANES ROOST CIR, LEESBURG, FL, 34...
Harbor Hills Country Club 5141 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$699,450

4 beds

|

3 baths

|

2,500 sq ft

|

House

5141 GREENS DR, LADY LAKE, FL, 32159
Stonecrest 17996 SE 115TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$365,000

3 beds

|

3 baths

|

1,800 sq ft

|

House

17996 SE 115TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 764 BAISLEY TRL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$439,900

3 beds

|

2 baths

|

1,861 sq ft

|

House

764 BAISLEY TRL, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 609 ORTEGA WAY, THE VILLAGES, FL, 32159, The Villages, FL 32159
$539,000

3 beds

|

2 baths

|

1,854 sq ft

|

House

609 ORTEGA WAY, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 2844 PLAINRIDGE LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$365,000

2 beds

|

2 baths

|

1,142 sq ft

|

House

2844 PLAINRIDGE LOOP, THE VILLAGES, FL, ...
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