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

24 communities 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 (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
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 (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.
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
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 (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
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
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
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 Hammock Oaks
$300ks - $500ks
Cresswind at Hammock Oaks, Lady Lake, FL
New and Resale | 55+ age-restricted | Built 2024 - 2025 | 141 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.
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 homes
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
New The Villages® 3085 BAFFIE CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$280,000

2 beds

|

2 baths

|

1,348 sq ft

|

House

3085 BAFFIE CT, THE VILLAGES, FL, 32163
Community: The Villages®
New Plantation at Leesburg 24947 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$275,000

3 beds

|

2 baths

|

1,653 sq ft

|

House

24947 CRANES ROOST CIR, LEESBURG, FL, 34...
New Trilogy® Orlando 340 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$330,000

2 beds

|

2 baths

|

1,568 sq ft

|

House

340 ALCOVE DR, GROVELAND, FL, 34736
Community: Trilogy® Orlando
New The Villages® 1806 ENGLEWOOD ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$275,000

3 beds

|

2 baths

|

1,229 sq ft

|

House

1806 ENGLEWOOD ST, THE VILLAGES, FL, 321...
Community: The Villages®
New The Villages® 9304 SE 170TH HUMPHREYS LOOP, THE VILLAG..., The Villages, FL 32162
$359,750

3 beds

|

2 baths

|

1,678 sq ft

|

House

9304 SE 170TH HUMPHREYS LOOP, THE VILLAG...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New The Villages® 3074 BRINE WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$344,900

3 beds

|

2 baths

|

1,846 sq ft

|

House

3074 BRINE WAY, THE VILLAGES, FL, 32163
Community: The Villages®
New The Villages® 4274 CASSANDRA CT, THE VILLAGES, FL, 321..., The Villages, FL 32163
$1,025,000

4 beds

|

3 baths

|

2,270 sq ft

|

House

4274 CASSANDRA CT, THE VILLAGES, FL, 321...
Community: The Villages®
New The Villages® 1222 ZAPATA PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$179,000

2 beds

|

1 baths

|

936 sq ft

|

Manufactured Home

1222 ZAPATA PL, LADY LAKE, FL, 32159
Community: The Villages®
New The Villages® 912 TRIFU TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$499,500

3 beds

|

3 baths

|

1,869 sq ft

|

House

912 TRIFU TER, THE VILLAGES, FL, 32163
Community: The Villages®
New Plantation at Leesburg 4730 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$304,900

2 beds

|

2 baths

|

1,568 sq ft

|

House

4730 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
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.
New Trilogy® Orlando 146 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$625,000

2 beds

|

3 baths

|

2,520 sq ft

|

House

146 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
New The Villages® 2246 CRESTVIEW ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$378,000

3 beds

|

2 baths

|

1,397 sq ft

|

Villa

2246 CRESTVIEW ST, THE VILLAGES, FL, 321...
Community: The Villages®
New Kings Ridge 4127 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$369,000

2 beds

|

2 baths

|

1,884 sq ft

|

House

4127 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
New The Villages® 401 BISHOPVILLE LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,861 sq ft

|

House

401 BISHOPVILLE LOOP, THE VILLAGES, FL, ...
Community: The Villages®
New The Villages® 1440 ALESIO ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$574,900

3 beds

|

2 baths

|

1,988 sq ft

|

House

1440 ALESIO ST, THE VILLAGES, FL, 32163
Community: The Villages®
New Kings Ridge 3445 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$425,000

3 beds

|

2 baths

|

1,816 sq ft

|

House

3445 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New Kings Ridge 3716 KINGSWOOD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$314,900

2 beds

|

2 baths

|

1,572 sq ft

|

House

3716 KINGSWOOD CT, CLERMONT, FL, 34711
Community: Kings Ridge
New The Villages® 3526 RIDGEWOOD PATH, THE VILLAGES, FL, 3..., The Villages, FL 32163
$439,000

3 beds

|

2 baths

|

1,759 sq ft

|

House

3526 RIDGEWOOD PATH, THE VILLAGES, FL, 3...
Community: The Villages®
New The Villages® 934 MOSES LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$435,000

3 beds

|

2 baths

|

2,179 sq ft

|

House

934 MOSES LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 1561 TALLOWTREE DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

1561 TALLOWTREE DR, THE VILLAGES, FL, 32...
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.
New Kings Ridge 2160 ADDISON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$284,900

2 beds

|

2 baths

|

1,334 sq ft

|

House

2160 ADDISON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
New The Villages® 7631 SE 170TH LONGVIEW LN, THE VILLAGES,..., The Villages, FL 32162
$315,000

2 beds

|

2 baths

|

1,186 sq ft

|

Villa

7631 SE 170TH LONGVIEW LN, THE VILLAGES,...
Community: The Villages®
New The Villages® 1858 ENDSLEY CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$274,700

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1858 ENDSLEY CT, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 2306 NACKMAN PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$410,000

3 beds

|

2 baths

|

1,397 sq ft

|

Villa

2306 NACKMAN PL, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 1936 NEEDLEWOOD LN, THE VILLAGES, FL, 32..., The Villages, FL 32162
$600,000

3 beds

|

2 baths

|

1,602 sq ft

|

Villa

1936 NEEDLEWOOD LN, THE VILLAGES, FL, 32...
Community: The Villages®
New The Villages® 1089 BERG CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$430,000

3 beds

|

2 baths

|

1,685 sq ft

|

Villa

1089 BERG CT, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 3285 DRESSENDORFER DR, THE VILLAGES, FL,..., The Villages, FL 32163
$669,000

3 beds

|

2 baths

|

1,903 sq ft

|

House

3285 DRESSENDORFER DR, THE VILLAGES, FL,...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New The Villages® 17705 SE 93RD HAWTHORNE AVE, THE VILLAGE..., The Villages, FL 32162
$315,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

17705 SE 93RD HAWTHORNE AVE, THE VILLAGE...
Community: The Villages®
New The Villages® 1202 FERNANDO LN, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$315,000

2 beds

|

1 baths

|

1,040 sq ft

|

Villa

1202 FERNANDO LN, THE VILLAGES, FL, 3215...
Community: The Villages®
New The Villages® 1300 BENNETT PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$849,000

4 beds

|

2 baths

|

2,720 sq ft

|

House

1300 BENNETT PL, THE VILLAGES, FL, 32162
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.
New The Villages® 3948 MUNFORD TER, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$335,000

2 beds

|

2 baths

|

979 sq ft

|

Villa

3948 MUNFORD TER, THE VILLAGES, FL, 3216...
Community: The Villages®
New The Villages® 1422 SEGOVIA PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$410,000

3 beds

|

2 baths

|

2,044 sq ft

|

House

1422 SEGOVIA PL, THE VILLAGES, FL, 32162
Community: The Villages®
New Arlington Ridge 26709 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748
$375,000

2 beds

|

2 baths

|

2,235 sq ft

|

House

26709 AUGUSTA SPRINGS CIR, LEESBURG, FL,...
Community: Arlington Ridge
New Plantation at Leesburg 24511 BOCAGE WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$415,000

3 beds

|

3 baths

|

2,684 sq ft

|

House

24511 BOCAGE WAY, LEESBURG, FL, 34748
New The Villages® 16689 SE 78TH LIVE OAK AVE, THE VILLAGES..., The Villages, FL 32162
$364,900

3 beds

|

2 baths

|

1,478 sq ft

|

House

16689 SE 78TH LIVE OAK AVE, THE VILLAGES...
Community: The Villages®
New Legacy of Leesburg 27601 STONEY BROOK DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$299,900

3 beds

|

2 baths

|

1,490 sq ft

|

House

27601 STONEY BROOK DR, LEESBURG, FL, 347...
Community: Legacy of Leesburg
New Arlington Ridge 4025 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$415,000

3 beds

|

2 baths

|

1,719 sq ft

|

House

4025 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
New The Villages® 1060 GOLDEN GROVE DR, THE VILLAGES, FL, ..., The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,142 sq ft

|

House

1060 GOLDEN GROVE DR, THE VILLAGES, FL, ...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New The Villages® 805 HUBBARD LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$425,000

3 beds

|

2 baths

|

1,419 sq ft

|

House

805 HUBBARD LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
New The Villages® 4348 TUSCALOOSA PATH, THE VILLAGES, FL, ..., The Villages, FL 32163
$559,000

3 beds

|

3 baths

|

1,905 sq ft

|

House

4348 TUSCALOOSA PATH, 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 [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
24 communities
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 12, 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