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Leesburg, FL 55+ active adult communities & homes for sale - Page 18

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
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
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
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
Royal Harbor 5245 CHINA SEA DR, TAVARES, FL, 32778, Tavares, FL 32778
$326,000

3 beds

|

2 baths

|

1,862 sq ft

|

House

5245 CHINA SEA DR, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 4354 ZEPPELIN RD, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$564,900

3 beds

|

2 baths

|

1,914 sq ft

|

House

4354 ZEPPELIN RD, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 17713 SE 89TH MILFORD AVE, THE VILLAGES,..., The Villages, FL 32162
$315,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

17713 SE 89TH MILFORD AVE, THE VILLAGES,...
Community: The Villages®
Spruce Creek South 17990 SE 101ST TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$325,000

2 beds

|

2 baths

|

1,596 sq ft

|

House

17990 SE 101ST TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Plantation at Leesburg 26035 OAKMOUNT DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$275,000

3 beds

|

2 baths

|

1,837 sq ft

|

House

26035 OAKMOUNT DR, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Trilogy® Orlando 100 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$329,000

2 beds

|

2 baths

|

1,808 sq ft

|

House

100 FLAME VINE WAY, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Trilogy® Orlando 374 SALT MARSH LN, GROVELAND, FL, 34736, Groveland, FL 34736
$360,000

2 beds

|

2 baths

|

1,624 sq ft

|

House

374 SALT MARSH LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Arlington Ridge 27040 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$439,900

3 beds

|

2 baths

|

2,201 sq ft

|

House

27040 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
Plantation at Leesburg 24128 ROBINWOOD ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$375,000

3 beds

|

2 baths

|

1,775 sq ft

|

House

24128 ROBINWOOD ST, LEESBURG, FL, 34748
The Villages® 1714 MORELOS RD, THE VILLAGES, FL, 32159, The Villages, FL 32159
$249,900

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1714 MORELOS RD, THE VILLAGES, 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.
Stonecrest 11900 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$389,000

3 beds

|

2 baths

|

1,613 sq ft

|

House

11900 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Trilogy® Orlando 115 SALT MARSH LN, GROVELAND, FL, 34736, Groveland, FL 34736
$435,000

2 beds

|

2 baths

|

1,940 sq ft

|

House

115 SALT MARSH LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Kings Ridge 4334 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$385,000

2 beds

|

2 baths

|

1,989 sq ft

|

House

4334 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
Royal Highlands 21617 QUEEN ELIZABETH CT, LEESBURG, FL, ..., Leesburg, FL 34748
$230,000

2 beds

|

2 baths

|

1,307 sq ft

|

House

21617 QUEEN ELIZABETH CT, LEESBURG, FL, ...
Community: Royal Highlands
Arlington Ridge 3749 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$479,900

3 beds

|

2 baths

|

2,031 sq ft

|

House

3749 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 1204 BARCELONA DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$333,800

2 beds

|

2 baths

|

1,562 sq ft

|

House

1204 BARCELONA DR, 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
Highland Lakes 5506 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$199,900

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

5506 ROSEWALL CIR, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 3130 VANDENBERG CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$619,000

3 beds

|

2 baths

|

1,939 sq ft

|

House

3130 VANDENBERG CT, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 4193 SILVANA WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$449,900

3 beds

|

2 baths

|

1,492 sq ft

|

Villa

4193 SILVANA WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
Plantation at Leesburg 3810 ST EMMA CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$355,000

3 beds

|

4 baths

|

2,473 sq ft

|

House

3810 ST EMMA CT, LEESBURG, FL, 34748
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® 1947 TRANQUILITY LN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$419,900

3 beds

|

2 baths

|

1,654 sq ft

|

Villa

1947 TRANQUILITY LN, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 16865 SE 93RD CUTHBERT CIR, THE VILLAGES..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,855 sq ft

|

House

16865 SE 93RD CUTHBERT CIR, THE VILLAGES...
Community: The Villages®
Lakeside Landings 10351 ADDISON SHORE WAY, OXFORD, FL, 344..., Oxford, FL 34484
$359,900

4 beds

|

3 baths

|

2,003 sq ft

|

House

10351 ADDISON SHORE WAY, OXFORD, FL, 344...
Community: Lakeside Landings
The Villages® 1611 ALHAMBRA WAY, THE VILLAGES, FL, 321..., The Villages, FL 32162
$349,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

1611 ALHAMBRA WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Royal Highlands 21850 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$359,900

3 beds

|

2 baths

|

2,159 sq ft

|

House

21850 TARTAN ST, LEESBURG, FL, 34748
Community: Royal Highlands
Esplanade at Highland Ranch 2330 HAMILTON RIDGE RD, CLERMONT, FL, 34..., Clermont, FL 34715
$449,900

2 beds

|

2 baths

|

1,778 sq ft

|

House

2330 HAMILTON RIDGE RD, CLERMONT, FL, 34...
The Villages® 814 ROSEAPPLE AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$192,000

2 beds

|

2 baths

|

967 sq ft

|

Manufactured Home

814 ROSEAPPLE AVE, LADY LAKE, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 4517 EAGLEWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$295,000

2 beds

|

2 baths

|

1,292 sq ft

|

House

4517 EAGLEWOOD DR, LEESBURG, FL, 34748
The Villages® 646 STRATFORD LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$564,900

3 beds

|

3 baths

|

2,245 sq ft

|

House

646 STRATFORD LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Plantation at Leesburg 5024 LONG MEADOW DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$305,000

2 beds

|

2 baths

|

1,847 sq ft

|

House

5024 LONG MEADOW DR, LEESBURG, FL, 34748
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.
Harbor Hills Country Club 39634 GROVE HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$619,000

3 beds

|

3 baths

|

2,278 sq ft

|

House

39634 GROVE HEIGHTS, LADY LAKE, FL, 3215...
Royal Highlands 4732 ST ANDREWS ARC, LEESBURG, FL, 34748, Leesburg, FL 34748
$235,000

2 beds

|

2 baths

|

1,295 sq ft

|

House

4732 ST ANDREWS ARC, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 904 MAYNARD PATH, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$598,000

3 beds

|

2 baths

|

1,944 sq ft

|

House

904 MAYNARD PATH, THE VILLAGES, FL, 3216...
Community: The Villages®
Royal Highlands 4921 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$275,000

3 beds

|

2 baths

|

1,414 sq ft

|

House

4921 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
Heritage Hills 3543 FAIRWATERS CT B, CLERMONT, FL, 3471..., Clermont, FL 34711
$270,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3543 FAIRWATERS CT B, CLERMONT, FL, 3471...
Community: Heritage Hills
The Villages® 5255 OXFORD CT, WILDWOOD, FL, 34785, Wildwood, FL 34785
$179,000

3 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

5255 OXFORD CT, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 16938 SE 94TH SUNNYBROOK CIR, THE VILLAG..., The Villages, FL 32162
$262,000

2 beds

|

2 baths

|

1,163 sq ft

|

Villa

16938 SE 94TH SUNNYBROOK CIR, THE VILLAG...
Community: The Villages®
The Villages® 2946 DUKE TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$465,000

3 beds

|

2 baths

|

1,661 sq ft

|

House

2946 DUKE TER, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Del Webb Minneola 1120 CANOPY VIEW WAY, MINNEOLA, FL, 3471..., Minneola, FL 34715
$410,000

2 beds

|

2 baths

|

1,471 sq ft

|

House

1120 CANOPY VIEW WAY, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
The Villages® 520 SAINT ANDREWS BLVD, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$219,900

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

520 SAINT ANDREWS BLVD, LADY LAKE, 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.

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1,142 homes
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