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 13

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
The Villages® 2581 ERROL TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$294,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2581 ERROL TER, THE VILLAGES, FL, 32162
Community: The Villages®
Plantation at Leesburg 3851 MANOR OAKS CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$350,000

3 beds

|

3 baths

|

2,555 sq ft

|

House

3851 MANOR OAKS CT, LEESBURG, FL, 34748
Scottish Highlands 32 GORDON CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$259,000

2 beds

|

2 baths

|

1,528 sq ft

|

House

32 GORDON CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Cresswind at Lake Harris 1615 BELLAGIO LOOP, TAVARES, FL, 32778, Tavares, FL 32778
$739,990

3 beds

|

4 baths

|

2,776 sq ft

|

House

1615 BELLAGIO LOOP, TAVARES, FL, 32778
Cresswind at Lake Harris 1457 SANTORINI WAY, TAVARES, FL, 32778, Tavares, FL 32778
$449,990

3 beds

|

2 baths

|

1,724 sq ft

|

House

1457 SANTORINI WAY, TAVARES, FL, 32778
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1442 JOSHUA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$335,000

2 beds

|

2 baths

|

1,257 sq ft

|

Villa

1442 JOSHUA CT, THE VILLAGES, FL, 32163
Community: The Villages®
Cindy Certified
26220 FEATHERGRASS CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$320,000

3 beds

|

2 baths

|

1,432 sq ft

|

House

26220 FEATHERGRASS CIR, LEESBURG, FL, 34...
The Villages® 17449 SE 81ST NEWBERRY CT, THE VILLAGES,..., The Villages, FL 32162
$147,250

1 beds

|

1 baths

|

837 sq ft

|

House

17449 SE 81ST NEWBERRY CT, THE VILLAGES,...
Community: The Villages®
Arlington Ridge 4358 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748
$319,900

3 beds

|

2 baths

|

1,776 sq ft

|

House

4358 ANTIETAM CREEK TRL, LEESBURG, FL, 3...
Community: Arlington Ridge
Cindy Certified
4475 CAICOS DR, TAVARES, FL, 32778, Tavares, FL 32778
$295,000

3 beds

|

2 baths

|

1,528 sq ft

|

House

4475 CAICOS DR, 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.
Summit Greens 2361 PRAIRIE DUNES, CLERMONT, FL, 34711, Clermont, FL 34711
$344,000

2 beds

|

2 baths

|

1,565 sq ft

|

House

2361 PRAIRIE DUNES, CLERMONT, FL, 34711
Community: Summit Greens
Trilogy® Orlando 255 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$334,900

2 beds

|

2 baths

|

1,612 sq ft

|

House

255 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
The Villages® 103 N TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$89,900

2 beds

|

2 baths

|

1,320 sq ft

|

Mobile Home

103 N TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Royal Highlands 4646 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,900

3 beds

|

2 baths

|

2,020 sq ft

|

House

4646 INVERNESS DR, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 3461 EARL WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$545,000

3 beds

|

2 baths

|

1,903 sq ft

|

House

3461 EARL WAY, THE VILLAGES, FL, 32163
Community: The Villages®
Scottish Highlands 1305 MORAY CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$235,000

3 beds

|

2 baths

|

1,569 sq ft

|

House

1305 MORAY CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 3568 FARRELL AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$549,500

3 beds

|

2 baths

|

1,673 sq ft

|

House

3568 FARRELL AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1213 EL ESPARZA LN, THE VILLAGES, FL, 32..., The Villages, FL 32159
$389,900

3 beds

|

2 baths

|

1,404 sq ft

|

House

1213 EL ESPARZA LN, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1637 WESTMINSTER CT, THE VILLAGES, FL, 3..., The Villages, FL 32162
$529,000

3 beds

|

3 baths

|

2,099 sq ft

|

House

1637 WESTMINSTER CT, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 1203 GRANADA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$229,999

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

1203 GRANADA CT, 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.
Cindy Certified
2202 WILDBERRY WAY WAY, MINNEOLA, FL, 34..., Minneola, FL 34715
$440,000

3 beds

|

2 baths

|

1,483 sq ft

|

House

2202 WILDBERRY WAY WAY, MINNEOLA, FL, 34...
Plantation at Leesburg 24044 PEEKSKILL ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,000

2 beds

|

3 baths

|

2,634 sq ft

|

House

24044 PEEKSKILL ST, LEESBURG, FL, 34748
The Villages® 1614 GIBBES WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$267,500

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1614 GIBBES WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 791 ENISGROVE WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$439,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

791 ENISGROVE WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Del Webb Minneola 2810 LOFTBRIDGE RD, MINNEOLA, FL, 34715, Minneola, FL 34715
$799,000

2 beds

|

2 baths

|

2,018 sq ft

|

House

2810 LOFTBRIDGE RD, MINNEOLA, FL, 34715
Community: Del Webb Minneola
Summit Chase Villas 12441 ORANGEWOOD CIR, TAVARES, FL, 32778, Tavares, FL 32778
$209,000

2 beds

|

2 baths

|

986 sq ft

|

House

12441 ORANGEWOOD CIR, TAVARES, FL, 32778
Community: Summit Chase Villas
The Villages® 2251 EDMONTON PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$290,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

2251 EDMONTON PL, 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
Stonecrest 17585 SE 122ND TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$649,000

3 beds

|

3 baths

|

2,087 sq ft

|

House

17585 SE 122ND TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 8397 SE 177TH BARTRAM LOOP, THE VILLAGES..., The Villages, FL 32162
$279,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

8397 SE 177TH BARTRAM LOOP, THE VILLAGES...
Community: The Villages®
Plantation at Leesburg 25517 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748
$375,000

3 beds

|

2 baths

|

2,381 sq ft

|

House

25517 LAUREL VALLEY RD, 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.
Heritage Hills 3548 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711
$400,000

3 beds

|

2 baths

|

1,860 sq ft

|

House

3548 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
Lakeside Landings 5011 BELTED KINGFISHER DR, OXFORD, FL, 3..., Oxford, FL 34484
$374,900

3 beds

|

2 baths

|

1,832 sq ft

|

House

5011 BELTED KINGFISHER DR, OXFORD, FL, 3...
Community: Lakeside Landings
The Villages® 712 ARTESIA AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$324,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

712 ARTESIA AVE, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1259 AVENIDA DE LAS CASAS, LADY LAKE, FL..., Lady Lake, FL 32159
$795,000

3 beds

|

3 baths

|

2,088 sq ft

|

Townhouse

1259 AVENIDA DE LAS CASAS, LADY LAKE, FL...
Community: The Villages®
The Villages® 1550 HILLCREST DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$189,900

2 beds

|

2 baths

|

1,196 sq ft

|

Manufactured Home

1550 HILLCREST DR, THE VILLAGES, FL, 321...
Community: The Villages®
Stonecrest 11363 SE 177TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$360,000

3 beds

|

3 baths

|

2,637 sq ft

|

House

11363 SE 177TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Arlington Ridge 4110 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$369,000

3 beds

|

2 baths

|

1,857 sq ft

|

House

4110 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 2530 SAFFRON LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$379,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

2530 SAFFRON LN, 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
Pennbrooke Fairways 830 OLD OAKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$379,247

3 beds

|

2 baths

|

1,976 sq ft

|

House

830 OLD OAKS LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 632 CORONACA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$569,900

3 beds

|

2 baths

|

1,957 sq ft

|

House

632 CORONACA CT, 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 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