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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® 1003 DEL MAR DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$309,000

2 beds

|

2 baths

|

1,464 sq ft

|

House

1003 DEL MAR DR, LADY LAKE, FL, 32159
Community: The Villages®
Stonecrest 12103 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$374,000

3 beds

|

2 baths

|

1,822 sq ft

|

House

12103 SE 176TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Kings Ridge 3805 SCARBOROUGH CT, CLERMONT, FL, 34711, Clermont, FL 34711
$399,900

3 beds

|

2 baths

|

2,040 sq ft

|

House

3805 SCARBOROUGH CT, CLERMONT, FL, 34711
Community: Kings Ridge
Lakeside Landings 10079 KETCH KAY LN, OXFORD, FL, 34484, Oxford, FL 34484
$335,000

3 beds

|

2 baths

|

1,916 sq ft

|

House

10079 KETCH KAY LN, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 1524 CONWAY CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$334,900

2 beds

|

2 baths

|

1,196 sq ft

|

House

1524 CONWAY CT, 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
Plantation at Leesburg 25012 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748
$319,000

2 beds

|

2 baths

|

2,030 sq ft

|

House

25012 LAUREL VALLEY RD, LEESBURG, FL, 34...
The Villages® 2466 SOPER ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$289,000

2 beds

|

2 baths

|

1,148 sq ft

|

Villa

2466 SOPER ST, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1107 SAN ANTONIO LN, THE VILLAGES, FL, 3..., The Villages, FL 32159
$359,000

3 beds

|

2 baths

|

2,034 sq ft

|

House

1107 SAN ANTONIO LN, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 16899 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162
$305,000

2 beds

|

2 baths

|

1,452 sq ft

|

House

16899 SE 96TH CHAPELWOOD CIR, THE VILLAG...
Community: The Villages®
The Villages® 1607 DORAL CIR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$225,499

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

1607 DORAL CIR, LADY LAKE, 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® 17086 SE 75TH WICKSON CT, THE VILLAGES, ..., The Villages, FL 32162
$268,000

2 beds

|

2 baths

|

1,150 sq ft

|

Villa

17086 SE 75TH WICKSON CT, THE VILLAGES, ...
Community: The Villages®
Plantation at Leesburg 25221 QUAIL CROFT PL, LEESBURG, FL, 3474..., Leesburg, FL 34748
$350,000

2 beds

|

2 baths

|

2,392 sq ft

|

House

25221 QUAIL CROFT PL, LEESBURG, FL, 3474...
Harbor Hills Country Club 5311 SADDLEBACK CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$399,950

3 beds

|

2 baths

|

2,256 sq ft

|

House

5311 SADDLEBACK CT, LADY LAKE, FL, 32159
Highland Lakes 5925 GRASS CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$245,000

2 beds

|

2 baths

|

1,800 sq ft

|

House

5925 GRASS CT, LEESBURG, FL, 34748
Community: Highland Lakes
Kings Ridge 3550 CHESSINGTON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$399,900

3 beds

|

2 baths

|

1,922 sq ft

|

House

3550 CHESSINGTON ST, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 5413 BARNWELL CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$409,000

2 beds

|

2 baths

|

2,383 sq ft

|

House

5413 BARNWELL CT, LEESBURG, FL, 34748
Harbor Hills Country Club 39911 BAYVIEW DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$449,900

3 beds

|

2 baths

|

2,120 sq ft

|

House

39911 BAYVIEW DR, LADY LAKE, FL, 32159
Spruce Creek South 15901 SE 101ST CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$292,070

5 beds

|

2 baths

|

1,708 sq ft

|

House

15901 SE 101ST CIR, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Harbor Hills Country Club 5435 GROVE MNR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$410,000

3 beds

|

2 baths

|

1,821 sq ft

|

House

5435 GROVE MNR, LADY LAKE, FL, 32159
The Villages® 9671 SE 168TH MAPLESONG LN, THE VILLAGES..., The Villages, FL 32162
$355,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

9671 SE 168TH MAPLESONG LN, 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® 8932 SE 168TH SEDGWICK PL, THE VILLAGES,..., The Villages, FL 32162
$279,900

3 beds

|

2 baths

|

1,483 sq ft

|

Villa

8932 SE 168TH SEDGWICK PL, THE VILLAGES,...
Community: The Villages®
The Villages® 2866 JUDAH ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$314,000

2 beds

|

2 baths

|

1,257 sq ft

|

House

2866 JUDAH ST, THE VILLAGES, FL, 32163
Community: The Villages®
Royal Harbor 5502 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778
$349,800

3 beds

|

2 baths

|

1,901 sq ft

|

House

5502 BOUNTY CIR, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 2051 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$468,000

3 beds

|

2 baths

|

1,908 sq ft

|

House

2051 PALO ALTO AVE, THE VILLAGES, FL, 32...
Community: The Villages®
Trilogy® Orlando 537 NARROW VIEW LN, GROVELAND, FL, 34736, Groveland, FL 34736
$424,900

3 beds

|

2 baths

|

1,905 sq ft

|

House

537 NARROW VIEW LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 24914 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$275,900

3 beds

|

2 baths

|

1,801 sq ft

|

House

24914 CRANES ROOST CIR, LEESBURG, FL, 34...
The Villages® 1738 AUGUSTINE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$749,999

4 beds

|

3 baths

|

2,959 sq ft

|

House

1738 AUGUSTINE DR, THE VILLAGES, FL, 321...
Community: The Villages®
Stonecrest 17306 SE 112TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$429,900

3 beds

|

2 baths

|

1,955 sq ft

|

House

17306 SE 112TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
Trilogy® Orlando 109 FALLING ACORN AVE, GROVELAND, FL, 34..., Groveland, FL 34736
$359,000

3 beds

|

2 baths

|

1,780 sq ft

|

House

109 FALLING ACORN AVE, GROVELAND, FL, 34...
Community: Trilogy® Orlando
The Villages® 2120 WILLOW GROVE WAY, THE VILLAGES, FL,..., The Villages, FL 32162
$538,900

3 beds

|

2 baths

|

1,927 sq ft

|

House

2120 WILLOW GROVE WAY, 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.
Trilogy® Orlando 176 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$570,000

2 beds

|

3 baths

|

2,074 sq ft

|

House

176 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Arlington Ridge 3507 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$329,900

2 beds

|

2 baths

|

1,476 sq ft

|

House

3507 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 3331 OVERLAND TER, THE VILLAGES, FL, 321..., The Villages, FL 32163
$379,000

2 beds

|

2 baths

|

1,161 sq ft

|

Villa

3331 OVERLAND TER, THE VILLAGES, FL, 321...
Community: The Villages®
Stonecrest 12135 SE 172ND LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$450,000

3 beds

|

2 baths

|

2,031 sq ft

|

House

12135 SE 172ND LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Plantation at Leesburg 4826 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$324,999

3 beds

|

2 baths

|

1,882 sq ft

|

House

4826 SABLE RIDGE CT, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Trilogy® Orlando 103 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736
$329,000

3 beds

|

2 baths

|

1,671 sq ft

|

House

103 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
The Villages® 2572 BERRINGTON LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$324,900

3 beds

|

2 baths

|

1,483 sq ft

|

House

2572 BERRINGTON LOOP, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 2294 TRAILWINDS TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$339,900

3 beds

|

2 baths

|

1,398 sq ft

|

Villa

2294 TRAILWINDS TER, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 3359 ARLYN PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$560,000

3 beds

|

3 baths

|

1,905 sq ft

|

House

3359 ARLYN PL, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1125 MAYNARD PATH, THE VILLAGES, FL, 321..., The Villages, FL 32163
$650,000

4 beds

|

3 baths

|

2,296 sq ft

|

House

1125 MAYNARD PATH, THE VILLAGES, FL, 321...
Community: The Villages®

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1,141 homes near Leesburg
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