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Leesburg, FL 55+ active adult communities & homes for sale - Page 16

1,207 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
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
4.7 rating (3 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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
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
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
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
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
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
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 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
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
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
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Questions? Call us: (352) 805-1035
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
The Villages® 17101 SE 94TH BERRIEN CT, THE VILLAGES, ..., The Villages, FL 32162
$389,000

3 beds

|

2 baths

|

1,922 sq ft

|

House

17101 SE 94TH BERRIEN CT, THE VILLAGES, ...
Community: The Villages®
Del Webb Minneola 1517 EVENING SUMMIT CIR, MINNEOLA, FL, 3..., Minneola, FL 34715
$1,200,000

4 beds

|

4 baths

|

2,808 sq ft

|

House

1517 EVENING SUMMIT CIR, MINNEOLA, FL, 3...
Community: Del Webb Minneola
The Villages® 3109 ARCHER AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$430,000

3 beds

|

2 baths

|

1,600 sq ft

|

Villa

3109 ARCHER AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Lakeside Landings 10161 MAINSAIL DR, OXFORD, FL, 34484, Oxford, FL 34484
$299,900

3 beds

|

2 baths

|

1,550 sq ft

|

House

10161 MAINSAIL DR, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 18101 SANDALWOOD DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$98,900

1 beds

|

1 baths

|

872 sq ft

|

Condo

18101 SANDALWOOD DR, WILDWOOD, FL, 34785
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Heritage Hills 3547 FAIRWATERS CT A, CLERMONT, FL, 3471..., Clermont, FL 34711
$334,900

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3547 FAIRWATERS CT A, CLERMONT, FL, 3471...
Community: Heritage Hills
Harbor Hills Country Club 5084 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$699,900

4 beds

|

3 baths

|

2,586 sq ft

|

House

5084 GREENS DR, LADY LAKE, FL, 32159
The Villages® 915 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$455,000

3 beds

|

2 baths

|

2,022 sq ft

|

House

915 RAMOS DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 103 ROBIN LN, WILDWOOD, FL, 34785, Wildwood, FL 34785
$69,000

2 beds

|

2 baths

|

1,152 sq ft

|

Manufactured Home

103 ROBIN LN, WILDWOOD, FL, 34785
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® 8061 SE 167TH HILLTOP LOOP, THE VILLAGES..., The Villages, FL 32162
$317,900

3 beds

|

2 baths

|

1,513 sq ft

|

House

8061 SE 167TH HILLTOP LOOP, THE VILLAGES...
Community: The Villages®
Plantation at Leesburg 3639 WESTOVER CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$310,000

2 beds

|

2 baths

|

1,709 sq ft

|

House

3639 WESTOVER CIR, LEESBURG, FL, 34748
Kings Ridge 2535 NEW CASTLE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$395,000

2 beds

|

2 baths

|

1,930 sq ft

|

House

2535 NEW CASTLE CT, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 2552 MARIEL WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$275,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2552 MARIEL WAY, 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
The Villages® 602 JUANITA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$425,000

2 beds

|

2 baths

|

1,776 sq ft

|

House

602 JUANITA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 17353 SE 78TH HARMONY CIR, THE VILLAGES,..., The Villages, FL 32162
$284,000

1 beds

|

1 baths

|

955 sq ft

|

Villa

17353 SE 78TH HARMONY CIR, THE VILLAGES,...
Community: The Villages®
The Villages® 631 ENCONTO ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$319,000

2 beds

|

2 baths

|

1,128 sq ft

|

House

631 ENCONTO ST, LADY LAKE, FL, 32159
Community: The Villages®
Legacy of Leesburg 27135 NOSTALGIA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,000

3 beds

|

3 baths

|

2,511 sq ft

|

House

27135 NOSTALGIA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
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 3557 BELLAND CIR D, CLERMONT, FL, 34711, Clermont, FL 34711
$289,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3557 BELLAND CIR D, CLERMONT, FL, 34711
Community: Heritage Hills
Lakeside Landings 5318 EDGEWATER WAY # 10, OXFORD, FL, 344..., Oxford, FL 34484
$235,000

2 beds

|

2 baths

|

1,281 sq ft

|

Condo

5318 EDGEWATER WAY # 10, OXFORD, FL, 344...
Community: Lakeside Landings
Harbor Hills Country Club 39819 GROVE HTS, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$547,490

3 beds

|

2 baths

|

2,504 sq ft

|

House

39819 GROVE HTS, LADY LAKE, FL, 32159
Stonecrest 17824 SE 114TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$225,000

3 beds

|

2 baths

|

1,483 sq ft

|

House

17824 SE 114TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1568 BLACK LAKE DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$2,495,000

4 beds

|

5 baths

|

4,654 sq ft

|

House

1568 BLACK LAKE DR, THE VILLAGES, FL, 32...
Community: The Villages®
Lakeside Landings 10158 JULIA ISLES AVE, OXFORD, FL, 34484, Oxford, FL 34484
$369,000

3 beds

|

2 baths

|

1,889 sq ft

|

House

10158 JULIA ISLES AVE, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 3108 MELVILLE LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

3108 MELVILLE LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 3499 AUBURNDALE AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$329,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

3499 AUBURNDALE AVE, THE VILLAGES, FL, 3...
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 24526 BOCAGE WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$320,000

3 beds

|

2 baths

|

2,145 sq ft

|

House

24526 BOCAGE WAY, LEESBURG, FL, 34748
The Villages® 1641 OSPREY AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$306,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1641 OSPREY AVE, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 15104 SANDALWOOD DR # 104, WILDWOOD, FL,..., Wildwood, FL 34785
$107,000

2 beds

|

2 baths

|

1,110 sq ft

|

Condo

15104 SANDALWOOD DR # 104, WILDWOOD, FL,...
Community: The Villages®
The Villages® 1456 HONEA PATH, THE VILLAGES, FL, 32162, The Villages, FL 32162
$674,900

3 beds

|

2 baths

|

2,021 sq ft

|

House

1456 HONEA PATH, THE VILLAGES, FL, 32162
Community: The Villages®
Heritage Hills 3550 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$304,900

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3550 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 11351 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$279,900

3 beds

|

2 baths

|

1,717 sq ft

|

House

11351 SE 175TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Stonecrest 17187 SE 116TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$499,900

3 beds

|

3 baths

|

2,026 sq ft

|

House

17187 SE 116TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
The Villages® 2378 YOUNGMANN LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$420,000

3 beds

|

2 baths

|

1,611 sq ft

|

House

2378 YOUNGMANN LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 2211 BACHMAN PATH, THE VILLAGES, FL, 321..., The Villages, FL 32162
$575,000

4 beds

|

2 baths

|

2,509 sq ft

|

House

2211 BACHMAN PATH, THE VILLAGES, FL, 321...
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® 2306 OAK BEND PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$290,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2306 OAK BEND PL, THE VILLAGES, FL, 3216...
Community: The Villages®
Scottish Highlands 2231 ORKNEY DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$265,000

2 beds

|

2 baths

|

1,608 sq ft

|

House

2231 ORKNEY DR, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 503 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$330,000

3 beds

|

2 baths

|

1,467 sq ft

|

House

503 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 2473 BUTTONWOOD RUN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$345,000

3 beds

|

2 baths

|

1,463 sq ft

|

House

2473 BUTTONWOOD RUN, 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
The Villages® 1399 HOLLY HILL AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$340,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

1399 HOLLY HILL AVE, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 17300 SE 91ST LEE AVE, THE VILLAGES, FL,..., The Villages, FL 32162
$575,000

3 beds

|

2 baths

|

2,520 sq ft

|

House

17300 SE 91ST LEE AVE, THE VILLAGES, FL,...
Community: The Villages®

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