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Leesburg, FL 55+ active adult communities & homes for sale - Page 8

1,151 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 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
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 (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.
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Lakeside Landings
$100ks - $300ks
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
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 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.
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 homes
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
The Villages® 1631 SUMMERCHASE LOOP, THE VILLAGES, FL,..., The Villages, FL 32162
$339,000

2 beds

|

2 baths

|

1,152 sq ft

|

House

1631 SUMMERCHASE LOOP, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 1502 AQUINO LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$329,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

1502 AQUINO LN, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 940 EASTMONT CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$369,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

940 EASTMONT CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 12316 NE 48TH LOOP, OXFORD, FL, 34484, Oxford, FL 34484
$265,000

4 beds

|

4 baths

|

1,912 sq ft

|

House

12316 NE 48TH LOOP, OXFORD, FL, 34484
Community: The Villages®
The Villages® 1813 HORTENSIA PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$305,000

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

1813 HORTENSIA PL, 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
Stonecrest 17145 SE 113TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$365,000

3 beds

|

3 baths

|

1,588 sq ft

|

House

17145 SE 113TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Legacy of Leesburg 5519 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$485,000

3 beds

|

2 baths

|

2,152 sq ft

|

House

5519 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
The Villages® 1832 MADERO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$439,900

3 beds

|

2 baths

|

1,894 sq ft

|

House

1832 MADERO DR, THE VILLAGES, FL, 32159
Community: The Villages®
Spruce Creek South 10435 SE 178TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$268,900

3 beds

|

2 baths

|

1,450 sq ft

|

House

10435 SE 178TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 579 CHERAW PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$357,000

3 beds

|

2 baths

|

1,602 sq ft

|

Villa

579 CHERAW PL, 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.
Kings Ridge 3622 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$339,000

3 beds

|

2 baths

|

1,466 sq ft

|

House

3622 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 2693 IRIS WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$549,900

3 beds

|

3 baths

|

2,022 sq ft

|

House

2693 IRIS WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 3048 GLENWOOD PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$365,000

2 beds

|

2 baths

|

1,383 sq ft

|

House

3048 GLENWOOD PL, THE VILLAGES, FL, 3216...
Community: The Villages®
Legacy of Leesburg 27127 STONEY BROOK DR, LEESBURG, FL, 347..., Leesburg, FL 34748
$399,999

3 beds

|

2 baths

|

2,245 sq ft

|

House

27127 STONEY BROOK DR, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Heritage - The Cottages of Sanders Grove 5731 HIAWASSEE RD, OKAHUMPKA, FL, 34762, Okahumpka, FL 34762
$363,990

4 beds

|

2 baths

|

1,625 sq ft

|

House

5731 HIAWASSEE RD, OKAHUMPKA, FL, 34762
The Villages® 2611 JUPITER WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$779,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

2611 JUPITER WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Cindy Certified
4406 DAVOS DR, CLERMONT, FL, 34711, Clermont, FL 34711
$404,900

4 beds

|

2 baths

|

1,644 sq ft

|

House

4406 DAVOS DR, CLERMONT, FL, 34711
The Villages® 2501 BUTTONWOOD RUN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$368,500

3 beds

|

2 baths

|

1,548 sq ft

|

House

2501 BUTTONWOOD RUN, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 16767 SE 77TH NORTHRIDGE CT, THE VILLAGE..., The Villages, FL 32162
$500,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

16767 SE 77TH NORTHRIDGE CT, THE VILLAGE...
Community: The Villages®
The Villages® 2542 FLINTSHIRE AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$499,900

3 beds

|

2 baths

|

1,887 sq ft

|

House

2542 FLINTSHIRE 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® 1717 FRANCISCO ST, THE VILLAGES, FL, 321..., The Villages, FL 32159
$319,900

2 beds

|

2 baths

|

1,214 sq ft

|

Villa

1717 FRANCISCO ST, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 5996 DELPHINA LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32163
$550,000

3 beds

|

3 baths

|

1,860 sq ft

|

House

5996 DELPHINA LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 17101 SE 94TH BERRIEN CT, THE VILLAGES, ..., The Villages, FL 32162
$379,000

3 beds

|

2 baths

|

1,922 sq ft

|

House

17101 SE 94TH BERRIEN CT, THE VILLAGES, ...
Community: The Villages®
Stonecrest 10888 SE 170TH LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$350,000

3 beds

|

2 baths

|

1,996 sq ft

|

House

10888 SE 170TH LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
Plantation at Leesburg 24403 AMBERLEAF CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$345,000

3 beds

|

2 baths

|

1,897 sq ft

|

House

24403 AMBERLEAF CT, LEESBURG, FL, 34748
The Villages® 868 OVIEDO RD, THE VILLAGES, FL, 32159, The Villages, FL 32159
$360,000

3 beds

|

2 baths

|

1,326 sq ft

|

Villa

868 OVIEDO RD, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1569 ANDREWS AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

1,973 sq ft

|

House

1569 ANDREWS AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 25509 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748
$310,000

2 beds

|

2 baths

|

1,823 sq ft

|

House

25509 LAUREL VALLEY RD, LEESBURG, FL, 34...
The Villages® 2931 CHARLEVOIX ST, THE VILLAGES, FL, 32..., The Villages, FL 32163
$534,900

3 beds

|

2 baths

|

1,938 sq ft

|

Villa

2931 CHARLEVOIX ST, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1040 COTTAGE DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$1,399,900

3 beds

|

3 baths

|

2,042 sq ft

|

House

1040 COTTAGE DR, 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® 1281 BETHUNE WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$895,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

1281 BETHUNE WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 843 CLIFFORD CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$389,000

3 beds

|

2 baths

|

1,470 sq ft

|

House

843 CLIFFORD CT, THE VILLAGES, FL, 32163
Community: The Villages®
Plantation at Leesburg 25102 MERIWEATHER RD, LEESBURG, FL, 3474..., Leesburg, FL 34748
$295,000

3 beds

|

2 baths

|

2,271 sq ft

|

House

25102 MERIWEATHER RD, LEESBURG, FL, 3474...
The Villages® 1507 GARDENA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$337,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1507 GARDENA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 802 ROBIN LN, WILDWOOD, FL, 34785, Wildwood, FL 34785
$179,000

2 beds

|

2 baths

|

1,508 sq ft

|

Manufactured Home

802 ROBIN LN, WILDWOOD, FL, 34785
Community: The Villages®
Stonecrest 12139 SE 175TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$420,000

3 beds

|

2 baths

|

2,050 sq ft

|

House

12139 SE 175TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
The Villages® 1472 ALEXA PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$354,247

2 beds

|

2 baths

|

1,132 sq ft

|

Villa

1472 ALEXA PL, THE VILLAGES, FL, 32162
Community: The Villages®
Pennbrooke Fairways 842 OLD OAKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$345,000

3 beds

|

2 baths

|

1,981 sq ft

|

House

842 OLD OAKS LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 272 EMMALEE PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

272 EMMALEE PL, THE VILLAGES, FL, 32162
Community: The Villages®
Kings Ridge 4223 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$384,000

3 beds

|

2 baths

|

1,911 sq ft

|

House

4223 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
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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1,151 homes
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