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Leesburg, FL 55+ active adult communities & homes for sale - Page 9

1,041 homes near Leesburg

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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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
3.8 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.
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 (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) 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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 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
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 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.
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
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
Pennbrooke Fairways 1142 MEADOWBEND DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$275,000

2 beds

|

2 baths

|

1,770 sq ft

|

House

1142 MEADOWBEND DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Arlington Ridge 4343 HERITAGE TRL, LEESBURG, FL, 34748, Leesburg, FL 34748
$659,999

3 beds

|

2 baths

|

2,404 sq ft

|

House

4343 HERITAGE TRL, LEESBURG, FL, 34748
Community: Arlington Ridge
Legacy of Leesburg 27144 STONEY BROOK DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$300,000

3 beds

|

2 baths

|

1,601 sq ft

|

House

27144 STONEY BROOK DR, LEESBURG, FL, 347...
Community: Legacy of Leesburg
The Villages® 1479 DYNASTY PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$279,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1479 DYNASTY PL, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 17755 SE 84TH SHELDON TER, THE VILLAGES,..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,607 sq ft

|

House

17755 SE 84TH SHELDON TER, THE VILLAGES,...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1492 AZTECA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$270,000

2 beds

|

2 baths

|

1,236 sq ft

|

Villa

1492 AZTECA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 3561 COCHRAN ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$319,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

3561 COCHRAN ST, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 2264 WAYLAND ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,397 sq ft

|

Villa

2264 WAYLAND ST, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 9345 SE 177TH SIMONS LN, THE VILLAGES, F..., The Villages, FL 32162
$295,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

9345 SE 177TH SIMONS LN, THE VILLAGES, F...
Community: The Villages®
The Villages® 1083 JACKSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$354,000

2 beds

|

2 baths

|

1,187 sq ft

|

Villa

1083 JACKSON ST, 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.
The Villages® 1575 HOLLYBERRY PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$364,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

1575 HOLLYBERRY PL, THE VILLAGES, FL, 32...
Community: The Villages®
Legacy of Leesburg 5351 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$379,900

4 beds

|

4 baths

|

3,125 sq ft

|

House

5351 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Highland Lakes 26010 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$309,000

3 beds

|

2 baths

|

1,903 sq ft

|

House

26010 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 5833 ABNEY AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$749,000

3 beds

|

3 baths

|

1,995 sq ft

|

House

5833 ABNEY AVE, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 724 VISTA PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$294,900

2 beds

|

2 baths

|

1,380 sq ft

|

House

724 VISTA PL, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 17202 SANDALWOOD DR 202, WILDWOOD, FL, 3..., Wildwood, FL 34785
$138,999

2 beds

|

2 baths

|

1,156 sq ft

|

Condo

17202 SANDALWOOD DR 202, WILDWOOD, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2264 MARGARITA DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$400,000

3 beds

|

2 baths

|

1,609 sq ft

|

House

2264 MARGARITA DR, THE VILLAGES, FL, 321...
Community: The Villages®
Spruce Creek South 17587 SE 106TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$279,900

2 beds

|

2 baths

|

1,546 sq ft

|

House

17587 SE 106TH AVE, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
The Villages® 3812 INFINITY RUN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$349,900

3 beds

|

2 baths

|

1,390 sq ft

|

House

3812 INFINITY RUN, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 3001 SAINT THOMAS LN, THE VILLAGES, FL, ..., The Villages, FL 32162
$304,000

2 beds

|

2 baths

|

1,520 sq ft

|

House

3001 SAINT THOMAS LN, 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.
The Villages® 1322 AUGUSTINE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$725,000

3 beds

|

3 baths

|

2,551 sq ft

|

House

1322 AUGUSTINE DR, THE VILLAGES, FL, 321...
Community: The Villages®
Arlington Ridge 27132 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$445,000

3 beds

|

2 baths

|

1,722 sq ft

|

House

27132 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 101 CYPRESS RD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$128,500

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

101 CYPRESS RD, WILDWOOD, FL, 34785
Community: The Villages®
Kings Ridge 3605 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$334,995

3 beds

|

2 baths

|

1,572 sq ft

|

House

3605 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 3323 ABANA PATH, THE VILLAGES, FL, 32163, The Villages, FL 32163
$348,000

3 beds

|

2 baths

|

1,559 sq ft

|

House

3323 ABANA PATH, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 587 AUDREY LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$379,000

2 beds

|

2 baths

|

1,327 sq ft

|

Villa

587 AUDREY LN, THE VILLAGES, FL, 32162
Community: The Villages®
Harbor Hills Country Club 6042 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$369,900

3 beds

|

2 baths

|

2,190 sq ft

|

Halfplex

6042 TOPSAIL RD, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 12115 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$289,000

3 beds

|

2 baths

|

1,472 sq ft

|

House

12115 SE 176TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Trilogy® Orlando 395 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$399,900

2 beds

|

2 baths

|

1,848 sq ft

|

House

395 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Royal Highlands 21325 ROYAL TROON DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$359,000

3 beds

|

2 baths

|

2,333 sq ft

|

House

21325 ROYAL TROON DR, LEESBURG, FL, 3474...
Community: Royal Highlands
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® 736 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$284,900

2 beds

|

2 baths

|

1,242 sq ft

|

House

736 CORTEZ AVE, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 810 ROSEAPPLE AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$289,900

2 beds

|

2 baths

|

1,203 sq ft

|

House

810 ROSEAPPLE AVE, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 3104 BLACKSTOCK WAY, THE VILLAGES, FL, 3..., The Villages, FL 32163
$377,000

3 beds

|

2 baths

|

1,596 sq ft

|

House

3104 BLACKSTOCK WAY, THE VILLAGES, FL, 3...
Community: The Villages®
Trilogy® Orlando 397 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$450,000

3 beds

|

2 baths

|

1,950 sq ft

|

House

397 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Spruce Creek South 9498 SE 174TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$289,900

2 beds

|

2 baths

|

1,884 sq ft

|

House

9498 SE 174TH LOOP, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
The Villages® 892 NASH LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$274,900

2 beds

|

2 baths

|

1,090 sq ft

|

House

892 NASH LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2529 EDENVILLE PATH, THE VILLAGES, FL, 3..., The Villages, FL 32162
$450,000

3 beds

|

2 baths

|

1,856 sq ft

|

House

2529 EDENVILLE PATH, THE VILLAGES, FL, 3...
Community: The Villages®
Lakeside Landings 10367 ADDISON SHORE WAY, OXFORD, FL, 344..., Oxford, FL 34484
$355,000

3 beds

|

2 baths

|

1,756 sq ft

|

House

10367 ADDISON SHORE WAY, OXFORD, FL, 344...
Community: Lakeside Landings
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1718 MEANS LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$595,900

3 beds

|

2 baths

|

1,927 sq ft

|

House

1718 MEANS LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2331 RILEY RD, THE VILLAGES, FL, 32162, The Villages, FL 32162
$239,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2331 RILEY RD, 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.

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1,041 homes
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