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Leesburg, FL 55+ active adult communities & homes for sale - Page 21

1,117 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 - $400Ks
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
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
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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 - $500Ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
4 rating (17 reviews) The Villages®
<$100k - $2Ms
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
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 (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
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
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Questions? Call us: (352) 805-1035
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
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
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) Esplanade at Highland Ran...
$300Ks - $600Ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 homes
Baytree
$200Ks - $500Ks
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
Summit Chase Villas
$100Ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
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Questions? Call us: (352) 805-1035
Del Webb Minneola
$400Ks - $1Ms
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
Summit Greens 1107 EVEREST ST, CLERMONT, FL, 34711, Clermont, FL 34711
$400,000

2 beds

|

2 baths

|

1,881 sq ft

|

House

1107 EVEREST ST, CLERMONT, FL, 34711
Community: Summit Greens
Pennbrooke Fairways 1009 FOREST BREEZE PATH, LEESBURG, FL, 3..., Leesburg, FL 34748
$315,000

3 beds

|

2 baths

|

1,921 sq ft

|

House

1009 FOREST BREEZE PATH, LEESBURG, FL, 3...
Community: Pennbrooke Fairways
The Villages® 16894 SE 94TH SUNNYBROOK CIR, THE VILLAG..., The Villages, FL 32162
$244,900

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

16894 SE 94TH SUNNYBROOK CIR, THE VILLAG...
Community: The Villages®
The Villages® 16615 SE 85TH LANGHAM CT, THE VILLAGES, ..., The Villages, FL 32162
$330,000

2 beds

|

2 baths

|

1,204 sq ft

|

Villa

16615 SE 85TH LANGHAM CT, THE VILLAGES, ...
Community: The Villages®
The Villages® 3108 MELVILLE LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32162
$355,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

3108 MELVILLE 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
Plantation at Leesburg 25008 CYPRESS POND CT, LEESBURG, FL, 347..., Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

1,856 sq ft

|

House

25008 CYPRESS POND CT, LEESBURG, FL, 347...
The Villages® 879 ASTOR WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$398,000

3 beds

|

2 baths

|

1,861 sq ft

|

House

879 ASTOR WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Trilogy® Orlando 100 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$420,000

3 beds

|

2 baths

|

1,564 sq ft

|

House

100 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
The Villages® 1399 HOLLY HILL AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

1399 HOLLY HILL 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.
The Villages® 10105 TURNBERRY LN, LEESBURG, FL, 34788, Leesburg, FL 34788
$399,950

4 beds

|

3 baths

|

2,070 sq ft

|

House

10105 TURNBERRY LN, LEESBURG, FL, 34788
Community: The Villages®
Highland Lakes 6419 BORG ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$270,000

3 beds

|

2 baths

|

1,964 sq ft

|

House

6419 BORG ST, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 1712 MORELOS RD, THE VILLAGES, FL, 32159, The Villages, FL 32159
$299,000

2 beds

|

2 baths

|

1,193 sq ft

|

House

1712 MORELOS RD, THE VILLAGES, FL, 32159
Community: The Villages®
Pennbrooke Fairways 32512 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$234,000

3 beds

|

2 baths

|

1,312 sq ft

|

House

32512 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Royal Highlands 21523 QUEEN ANNE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,000

3 beds

|

2 baths

|

1,671 sq ft

|

House

21523 QUEEN ANNE CT, LEESBURG, FL, 34748
Community: Royal Highlands
Royal Highlands 21202 BRAVEHEART DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$315,000

3 beds

|

2 baths

|

1,588 sq ft

|

House

21202 BRAVEHEART DR, LEESBURG, FL, 34748
Community: Royal Highlands
Royal Highlands 21607 REGENCY PARK LN, LEESBURG, FL, 347..., Leesburg, FL 34748
$425,000

3 beds

|

3 baths

|

2,366 sq ft

|

House

21607 REGENCY PARK LN, LEESBURG, FL, 347...
Community: Royal Highlands
Royal Highlands 20505 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748
$244,500

3 beds

|

2 baths

|

1,396 sq ft

|

House

20505 QUEEN ALEXANDRA DR, LEESBURG, FL, ...
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.
Royal Highlands 4528 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$410,000

2 beds

|

2 baths

|

2,200 sq ft

|

House

4528 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 1952 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$524,900

2 beds

|

2 baths

|

2,162 sq ft

|

House

1952 PALO ALTO AVE, THE VILLAGES, FL, 32...
Community: The Villages®
Royal Highlands 4950 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

2,065 sq ft

|

House

4950 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
Royal Highlands 4854 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$275,000

3 beds

|

2 baths

|

1,469 sq ft

|

House

4854 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Royal Highlands 5433 SIR CHURCHILL DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$299,900

3 beds

|

2 baths

|

1,995 sq ft

|

House

5433 SIR CHURCHILL DR, LEESBURG, FL, 347...
Community: Royal Highlands
Plantation at Leesburg 25339 CRESTWATER DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$309,900

3 beds

|

2 baths

|

1,765 sq ft

|

House

25339 CRESTWATER DR, LEESBURG, FL, 34748
Plantation at Leesburg 25243 RIVER CREST DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$350,000

3 beds

|

3 baths

|

2,529 sq ft

|

House

25243 RIVER CREST DR, LEESBURG, FL, 3474...
Scottish Highlands 2231 ORKNEY DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$275,000

2 beds

|

2 baths

|

1,608 sq ft

|

House

2231 ORKNEY DR, LEESBURG, FL, 34788
Community: Scottish 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.
Scottish Highlands 1514 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$250,000

3 beds

|

2 baths

|

1,600 sq ft

|

House

1514 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish Highlands
Kings Ridge 3577 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$350,900

2 beds

|

2 baths

|

1,460 sq ft

|

House

3577 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
Harbor Hills Country Club 5556 GROVE MNR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$320,000

3 beds

|

2 baths

|

1,525 sq ft

|

House

5556 GROVE MNR, LADY LAKE, FL, 32159
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®
The Villages® 3818 MIRAGALIA LN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$239,000

2 beds

|

2 baths

|

1,051 sq ft

|

Villa

3818 MIRAGALIA LN, 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® 2173 JASPER WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$530,000

3 beds

|

2 baths

|

1,842 sq ft

|

House

2173 JASPER WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1042 AVENIDA SONOMA, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$425,000

3 beds

|

3 baths

|

2,271 sq ft

|

House

1042 AVENIDA SONOMA, LADY LAKE, FL, 3215...
Community: The Villages®
Baytree 579 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$218,000

2 beds

|

2 baths

|

1,024 sq ft

|

Villa

579 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
Heritage - The Cottages of Sanders Grove 28026 CYPRESS SPRINGS LOOP, OKAHUMPKA, F..., Okahumpka, FL 34762
$288,000

4 beds

|

2 baths

|

1,617 sq ft

|

House

28026 CYPRESS SPRINGS LOOP, OKAHUMPKA, F...
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® 16950 SE 80TH BELLAVISTA CIR, THE VILLAG..., The Villages, FL 32162
$525,000

3 beds

|

2 baths

|

2,687 sq ft

|

House

16950 SE 80TH BELLAVISTA CIR, THE VILLAG...
Community: The Villages®
Harbor Hills Country Club 6200 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$265,000

2 beds

|

2 baths

|

1,537 sq ft

|

Villa

6200 TOPSAIL RD, LADY LAKE, FL, 32159
The Villages® 5180 LEXINGTON CIR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$255,000

3 beds

|

2 baths

|

1,932 sq ft

|

Manufactured Home

5180 LEXINGTON CIR, WILDWOOD, FL, 34785
Community: The Villages®
Stonecrest 17808 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$395,000

3 beds

|

3 baths

|

2,233 sq ft

|

House

17808 SE 115TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Harbor Hills Country Club 39320 HARBOR HILLS BLVD, LADY LAKE, FL, ..., Lady Lake, FL 32159
$484,000

3 beds

|

2 baths

|

2,120 sq ft

|

House

39320 HARBOR HILLS BLVD, LADY LAKE, FL, ...
Royal Harbor 5740 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778
$460,000

4 beds

|

3 baths

|

3,136 sq ft

|

House

5740 BOUNTY CIR, TAVARES, FL, 32778
Community: Royal Harbor

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1,117 homes
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