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Leesburg, FL 55+ active adult communities & homes for sale

1,141 homes near Leesburg

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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (8 reviews) Royal Highlands
$200Ks - $500Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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) Legacy of Leesburg
$200Ks - $400Ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
4.8 rating (6 reviews) Highland Lakes
$200Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Scottish Highlands
$100Ks - $200Ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
2.8 rating (6 reviews) Arlington Ridge
$200Ks - $400Ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
4 rating (17 reviews) The Villages®
<$100k - $1Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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.
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $300Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
5 rating (1 reviews) Royal Harbor
$200Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
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
Baytree
$200Ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Heritage - The Cottages o...
$200Ks - $300Ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 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.
Summit Chase Villas
$100Ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
Del Webb Minneola
$400Ks - $800Ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
The Villages® 1819 ZIRCON PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$747,900

4 beds

|

2 baths

|

2,534 sq ft

|

House

1819 ZIRCON PL, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1524 LOZANO AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$234,900

2 beds

|

2 baths

|

1,143 sq ft

|

House

1524 LOZANO AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Arlington Ridge 26939 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$315,000

2 beds

|

2 baths

|

1,631 sq ft

|

Villa

26939 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Plantation at Leesburg 24515 BOCAGE WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$367,000

3 beds

|

3 baths

|

2,204 sq ft

|

House

24515 BOCAGE WAY, LEESBURG, FL, 34748
The Villages® 2544 ASHVILLE AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$625,000

3 beds

|

2 baths

|

2,485 sq ft

|

House

2544 ASHVILLE AVE, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 317 ROWESVILLE LN, THE VILLAGES, FL, 321..., The Villages, FL 32162
$279,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

317 ROWESVILLE LN, THE VILLAGES, FL, 321...
Community: The Villages®
Legacy of Leesburg 5543 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$285,000

3 beds

|

2 baths

|

1,621 sq ft

|

House

5543 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Pennbrooke Fairways 32622 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$234,247

3 beds

|

2 baths

|

1,611 sq ft

|

House

32622 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Pennbrooke Fairways 33236 GRAND CYPRESS WAY, LEESBURG, FL, 3..., Leesburg, FL 34748
$299,247

3 beds

|

2 baths

|

1,598 sq ft

|

House

33236 GRAND CYPRESS WAY, LEESBURG, FL, 3...
Community: Pennbrooke Fairways
The Villages® 3165 HUDSON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$449,900

3 beds

|

2 baths

|

2,176 sq ft

|

House

3165 HUDSON CT, 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.
Plantation at Leesburg 25440 CRESTWATER DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$329,000

3 beds

|

2 baths

|

2,077 sq ft

|

House

25440 CRESTWATER DR, LEESBURG, FL, 34748
The Villages® 3191 WARBLER LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$799,900

3 beds

|

3 baths

|

1,906 sq ft

|

House

3191 WARBLER LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 2670 SUFFOLK ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

2670 SUFFOLK ST, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 600 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$149,000

2 beds

|

2 baths

|

1,288 sq ft

|

Manufactured Home

600 OAK BLVD, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 1751 BRANDENBURG CT, THE VILLAGES, FL, 3..., The Villages, FL 32163
$359,000

2 beds

|

2 baths

|

1,220 sq ft

|

Villa

1751 BRANDENBURG CT, THE VILLAGES, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 25301 FOREST OAK CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$369,000

2 beds

|

2 baths

|

2,489 sq ft

|

House

25301 FOREST OAK CT, LEESBURG, FL, 34748
Legacy of Leesburg 27435 STONEY BROOK DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$312,500

3 beds

|

2 baths

|

1,816 sq ft

|

House

27435 STONEY BROOK DR, LEESBURG, FL, 347...
Community: Legacy of Leesburg
The Villages® 1532 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$299,900

2 beds

|

2 baths

|

1,092 sq ft

|

Manufactured Home

1532 W SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
The Villages® 3024 MACON CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,270 sq ft

|

Villa

3024 MACON CT, THE VILLAGES, FL, 32162
Community: The Villages®
Highland Lakes 6033 WADE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,900

2 beds

|

2 baths

|

1,632 sq ft

|

House

6033 WADE ST, LEESBURG, FL, 34748
Community: Highland Lakes
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 27107 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,900

2 beds

|

2 baths

|

1,474 sq ft

|

House

27107 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 431 JARQUIN WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$499,999

3 beds

|

2 baths

|

1,416 sq ft

|

Villa

431 JARQUIN WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Stonecrest 17672 SE 121ST CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$310,000

3 beds

|

2 baths

|

1,911 sq ft

|

House

17672 SE 121ST CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 714 DEL ROSARIO ST, THE VILLAGES, FL, 32..., The Villages, FL 32159
$385,000

3 beds

|

2 baths

|

1,908 sq ft

|

House

714 DEL ROSARIO ST, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 17487 SE 84TH FOXGROVE AVE, THE VILLAGES..., The Villages, FL 32162
$699,000

3 beds

|

3 baths

|

2,252 sq ft

|

Villa

17487 SE 84TH FOXGROVE AVE, THE VILLAGES...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 10970 SE 168TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$499,900

3 beds

|

2 baths

|

2,354 sq ft

|

House

10970 SE 168TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
The Villages® 1318 GUERRA AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$349,900

3 beds

|

2 baths

|

1,561 sq ft

|

House

1318 GUERRA AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Plantation at Leesburg 26338 GLEN EAGLE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$280,000

3 beds

|

2 baths

|

1,725 sq ft

|

House

26338 GLEN EAGLE DR, LEESBURG, FL, 34748
The Villages® 17324 SE 82ND PECAN TER, THE VILLAGES, F..., The Villages, FL 32162
$285,900

2 beds

|

2 baths

|

1,358 sq ft

|

Villa

17324 SE 82ND PECAN TER, THE VILLAGES, F...
Community: The Villages®
The Villages® 8143 SE 175TH COLUMBIA PL, THE VILLAGES,..., The Villages, FL 32162
$309,750

3 beds

|

2 baths

|

1,231 sq ft

|

House

8143 SE 175TH COLUMBIA PL, THE VILLAGES,...
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® 6052 CHASE CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$319,900

2 beds

|

2 baths

|

1,227 sq ft

|

Villa

6052 CHASE CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 611 ALLENWOOD LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32162
$429,999

3 beds

|

2 baths

|

1,927 sq ft

|

House

611 ALLENWOOD LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 421 ALDAMA AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$359,247

3 beds

|

2 baths

|

1,392 sq ft

|

House

421 ALDAMA AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Plantation at Leesburg 4913 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

2 beds

|

2 baths

|

1,289 sq ft

|

House

4913 HERON RUN CIR, LEESBURG, FL, 34748
The Villages® 6094 DELPHINA LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32163
$500,000

3 beds

|

2 baths

|

1,601 sq ft

|

House

6094 DELPHINA LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 704 BOLIVAR ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$305,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

704 BOLIVAR ST, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 3493 HABERSHAM CT, THE VILLAGES, FL, 321..., The Villages, FL 32163
$449,900

3 beds

|

2 baths

|

1,446 sq ft

|

Villa

3493 HABERSHAM CT, THE VILLAGES, FL, 321...
Community: The Villages®
Stonecrest 12163 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$525,000

3 beds

|

2 baths

|

2,645 sq ft

|

House

12163 SE 176TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
The Villages® 2630 CARIBE DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$374,900

3 beds

|

2 baths

|

1,674 sq ft

|

House

2630 CARIBE DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2368 BRANCHVILLE TER, THE VILLAGES, FL, ..., The Villages, FL 32162
$299,000

2 beds

|

2 baths

|

1,298 sq ft

|

Villa

2368 BRANCHVILLE TER, THE VILLAGES, FL, ...
Community: The Villages®

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1,141 homes near Leesburg
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