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Leesburg, FL 55+ active adult communities & homes for sale - Page 3

1,142 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
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
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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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
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
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
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
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 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
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 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
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
The Villages® 2007 RIOS CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$284,000

2 beds

|

2 baths

|

1,139 sq ft

|

Villa

2007 RIOS CT, THE VILLAGES, FL, 32159
Community: The Villages®
Scottish Highlands 1103 BEN HOPE DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$239,900

3 beds

|

2 baths

|

1,416 sq ft

|

House

1103 BEN HOPE DR, LEESBURG, FL, 34788
Community: Scottish Highlands
Arlington Ridge 4270 JAMES RIVER CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$360,000

3 beds

|

2 baths

|

1,862 sq ft

|

House

4270 JAMES RIVER CIR, LEESBURG, FL, 3474...
Community: Arlington Ridge
The Villages® 8932 SE 168TH SEDGWICK PL, THE VILLAGES,..., The Villages, FL 32162
$300,000

3 beds

|

2 baths

|

1,483 sq ft

|

Villa

8932 SE 168TH SEDGWICK PL, THE VILLAGES,...
Community: The Villages®
The Villages® 1678 GOVAN PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$589,000

3 beds

|

2 baths

|

1,978 sq ft

|

Villa

1678 GOVAN PL, 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® 17115 SE 93RD TELLFIER TER, THE VILLAGES..., The Villages, FL 32162
$499,999

3 beds

|

2 baths

|

2,036 sq ft

|

House

17115 SE 93RD TELLFIER TER, THE VILLAGES...
Community: The Villages®
Royal Harbor 3370 SAINT LUCIA CT, TAVARES, FL, 32778, Tavares, FL 32778
$352,900

3 beds

|

2 baths

|

1,893 sq ft

|

House

3370 SAINT LUCIA CT, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 872 WINCHESTER CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$310,000

2 beds

|

2 baths

|

1,116 sq ft

|

Villa

872 WINCHESTER CT, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 16848 SE 94TH SUNNYBROOK CIR, THE VILLAG..., The Villages, FL 32162
$260,000

2 beds

|

2 baths

|

1,190 sq ft

|

Villa

16848 SE 94TH SUNNYBROOK CIR, THE VILLAG...
Community: The Villages®
Stonecrest 11086 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$259,900

2 beds

|

2 baths

|

1,348 sq ft

|

House

11086 SE 175TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
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® 5597 GRACIE LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$239,000

1 beds

|

1 baths

|

828 sq ft

|

Villa

5597 GRACIE LN, THE VILLAGES, FL, 32163
Community: The Villages®
Plantation at Leesburg 24345 AMBERLEAF CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,900

3 beds

|

2 baths

|

1,898 sq ft

|

House

24345 AMBERLEAF CT, LEESBURG, FL, 34748
Plantation at Leesburg 5044 EL DESTINO DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$254,900

3 beds

|

2 baths

|

1,610 sq ft

|

House

5044 EL DESTINO DR, LEESBURG, FL, 34748
The Villages® 17350 SE 77TH SYCAMORE AVE, THE VILLAGES..., The Villages, FL 32162
$249,900

2 beds

|

1 baths

|

1,071 sq ft

|

Villa

17350 SE 77TH SYCAMORE AVE, THE VILLAGES...
Community: The Villages®
The Villages® 17300 SE 93RD HEYWARD AVE, THE VILLAGES,..., The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

17300 SE 93RD HEYWARD AVE, THE VILLAGES,...
Community: The Villages®
The Villages® 1672 GUMWOOD DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$424,000

3 beds

|

2 baths

|

1,621 sq ft

|

House

1672 GUMWOOD DR, 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
Kings Ridge 3811 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$335,000

2 beds

|

2 baths

|

1,679 sq ft

|

House

3811 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 1616 BAYHILL DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$249,000

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

1616 BAYHILL DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1979 REMBERT RD, THE VILLAGES, FL, 32162, The Villages, FL 32162
$465,000

3 beds

|

2 baths

|

2,179 sq ft

|

House

1979 REMBERT RD, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1507 E SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$199,900

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

1507 E SCHWARTZ BLVD, 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® 7372 SE 168TH MITZI ST, THE VILLAGES, FL..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,442 sq ft

|

Villa

7372 SE 168TH MITZI ST, THE VILLAGES, FL...
Community: The Villages®
Cresswind at Hammock Oaks 948 CLUB CRESSWIND DR, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$645,110

3 beds

|

3 baths

|

2,289 sq ft

|

House

948 CLUB CRESSWIND DR, LADY LAKE, FL, 32...
The Villages® 2885 INTERLOCHEN RD, THE VILLAGES, FL, 3..., The Villages, FL 32163
$582,500

3 beds

|

2 baths

|

1,851 sq ft

|

Villa

2885 INTERLOCHEN RD, THE VILLAGES, FL, 3...
Community: The Villages®
Cresswind at Lake Harris 1613 BELLAGIO LOOP, TAVARES, FL, 32778, Tavares, FL 32778
$674,990

3 beds

|

3 baths

|

2,490 sq ft

|

House

1613 BELLAGIO LOOP, TAVARES, FL, 32778
Arlington Ridge 27103 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$316,000

2 beds

|

2 baths

|

1,589 sq ft

|

House

27103 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Plantation at Leesburg 4750 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$424,900

2 beds

|

2 baths

|

1,880 sq ft

|

House

4750 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
The Villages® 1606 SNELLING AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$620,000

3 beds

|

2 baths

|

1,684 sq ft

|

House

1606 SNELLING AVE, 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® 1033 ALOHA WAY, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$385,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

1033 ALOHA WAY, LADY LAKE, FL, 32159
Community: The Villages®
Plantation at Leesburg 25335 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$244,900

2 beds

|

2 baths

|

1,386 sq ft

|

House

25335 CRANES ROOST CIR, LEESBURG, FL, 34...
The Villages® 871 AMBER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$350,000

3 beds

|

2 baths

|

1,357 sq ft

|

Villa

871 AMBER CT, THE VILLAGES, FL, 32163
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 5106 CHANTICLEER DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$535,000

3 beds

|

3 baths

|

3,112 sq ft

|

House

5106 CHANTICLEER DR, LEESBURG, FL, 34748
The Villages® 1428 CARRILLO ST, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$334,900

3 beds

|

2 baths

|

1,520 sq ft

|

House

1428 CARRILLO ST, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 403 MCLEOD LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

403 MCLEOD LN, THE VILLAGES, FL, 32162
Community: The Villages®
Heritage - The Cottages of Sanders Grove 6201 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762
$341,535

4 beds

|

2 baths

|

1,625 sq ft

|

House

6201 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
Harbor Hills Country Club 5009 HARBOR HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$339,900

3 beds

|

2 baths

|

2,018 sq ft

|

House

5009 HARBOR HEIGHTS, LADY LAKE, FL, 3215...
Heritage - The Cottages of Sanders Grove 6205 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762
$325,091

3 beds

|

2 baths

|

1,407 sq ft

|

House

6205 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
The Villages® 714 DEL ROSARIO ST, THE VILLAGES, FL, 32..., The Villages, FL 32159
$359,900

3 beds

|

2 baths

|

1,908 sq ft

|

House

714 DEL ROSARIO ST, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1529 STRATON WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$470,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

1529 STRATON 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
The Villages® 3481 LEELANAU CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$549,900

3 beds

|

2 baths

|

1,938 sq ft

|

Villa

3481 LEELANAU CT, THE VILLAGES, FL, 3216...
Community: The Villages®
Esplanade at Highland Ranch 2705 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$510,000

2 beds

|

2 baths

|

1,878 sq ft

|

House

2705 STARGRASS CIR, CLERMONT, FL, 34715
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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