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

1,041 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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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.
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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 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
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Lakeside Landings
$100ks - $300ks
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.
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
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
Stonecrest 12421 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$425,000

3 beds

|

2 baths

|

1,945 sq ft

|

House

12421 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Summit Greens 809 SUMMIT GREENS BLVD, CLERMONT, FL, 34..., Clermont, FL 34711
$330,000

3 beds

|

2 baths

|

1,721 sq ft

|

House

809 SUMMIT GREENS BLVD, CLERMONT, FL, 34...
Community: Summit Greens
The Villages® 716 TRUMAN AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$249,900

2 beds

|

1 baths

|

1,124 sq ft

|

House

716 TRUMAN AVE, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1388 VIOLA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$284,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1388 VIOLA CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 2054 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$638,500

3 beds

|

2 baths

|

2,312 sq ft

|

House

2054 PALO ALTO AVE, 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
The Villages® 1570 GIFFORD CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$475,000

3 beds

|

3 baths

|

2,043 sq ft

|

House

1570 GIFFORD CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 858 ASTOR WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$364,900

3 beds

|

2 baths

|

1,584 sq ft

|

House

858 ASTOR WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Cresswind at Hammock Oaks 427 VERONA WAY, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$374,990

2 beds

|

2 baths

|

1,434 sq ft

|

House

427 VERONA WAY, LADY LAKE, FL, 32159
Cresswind at Lake Harris 1580 BELLAGIO LOOP, TAVARES, FL, 32778, Tavares, FL 32778
$404,990

3 beds

|

2 baths

|

1,724 sq ft

|

House

1580 BELLAGIO LOOP, TAVARES, FL, 32778
Cresswind at Lake Harris 1452 SANTORINI WAY, TAVARES, FL, 32778, Tavares, FL 32778
$376,990

2 beds

|

2 baths

|

1,434 sq ft

|

House

1452 SANTORINI WAY, TAVARES, FL, 32778
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.
Spruce Creek South 17624 SE 108TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$224,095

2 beds

|

2 baths

|

1,144 sq ft

|

House

17624 SE 108TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
The Villages® 1317 CARVELLO DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

1317 CARVELLO DR, THE VILLAGES, FL, 3216...
Community: The Villages®
Stonecrest 17520 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$289,900

2 beds

|

2 baths

|

1,402 sq ft

|

House

17520 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Plantation at Leesburg 25501 MAUREPAS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$480,000

3 beds

|

2 baths

|

2,945 sq ft

|

House

25501 MAUREPAS LN, LEESBURG, FL, 34748
The Villages® 2565 LINDEWOOD ST, THE VILLAGES, FL, 321..., The Villages, FL 32163
$395,000

3 beds

|

2 baths

|

1,597 sq ft

|

Villa

2565 LINDEWOOD ST, THE VILLAGES, FL, 321...
Community: The Villages®
Trilogy® Orlando 108 CUPANIA CT, GROVELAND, FL, 34736, Groveland, FL 34736
$304,900

2 beds

|

2 baths

|

1,612 sq ft

|

House

108 CUPANIA CT, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1816 BLYTHEWOOD LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$725,000

3 beds

|

2 baths

|

2,109 sq ft

|

House

1816 BLYTHEWOOD LOOP, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 3183 KEARNS COR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$490,000

2 beds

|

2 baths

|

1,908 sq ft

|

House

3183 KEARNS COR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 6082 BUDNY AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$237,000

1 beds

|

1 baths

|

838 sq ft

|

Villa

6082 BUDNY AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Stonecrest 11584 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$364,900

2 beds

|

2 baths

|

1,702 sq ft

|

House

11584 SE 175TH ST, 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.
Harbor Hills Country Club 5090 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$525,000

4 beds

|

3 baths

|

2,532 sq ft

|

House

5090 GREENS DR, LADY LAKE, FL, 32159
Cresswind at Lake Harris 1617 BELLAGIO LOOP, TAVARES, FL, 32778, Tavares, FL 32778
$699,990

3 beds

|

3 baths

|

2,490 sq ft

|

House

1617 BELLAGIO LOOP, TAVARES, FL, 32778
Cresswind at Lake Harris 1729 POINT GRACE RD, TAVARES, FL, 32778, Tavares, FL 32778
$749,990

3 beds

|

4 baths

|

2,776 sq ft

|

House

1729 POINT GRACE RD, TAVARES, FL, 32778
Pennbrooke Fairways 701 GLEN OAKS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$209,000

2 beds

|

2 baths

|

1,259 sq ft

|

House

701 GLEN OAKS DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 1116 MAYNARD PATH, THE VILLAGES, FL, 321..., The Villages, FL 32163
$839,000

3 beds

|

2 baths

|

1,914 sq ft

|

House

1116 MAYNARD PATH, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 7381 SE 168TH MITZI ST, THE VILLAGES, FL..., The Villages, FL 32162
$319,900

3 beds

|

2 baths

|

1,442 sq ft

|

House

7381 SE 168TH MITZI ST, THE VILLAGES, FL...
Community: The Villages®
Spruce Creek South 9900 SE 175TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$377,000

3 beds

|

2 baths

|

2,349 sq ft

|

House

9900 SE 175TH PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Highland Lakes 5507 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$199,000

2 beds

|

2 baths

|

1,160 sq ft

|

House

5507 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 481 HILDALGO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$219,995

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

481 HILDALGO DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 17436 SE 81ST NEWBERRY CT, THE VILLAGES,..., The Villages, FL 32162
$200,000

2 beds

|

2 baths

|

1,167 sq ft

|

Villa

17436 SE 81ST NEWBERRY CT, THE VILLAGES,...
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® 5658 MELVIN DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$650,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

5658 MELVIN DR, THE VILLAGES, FL, 32163
Community: The Villages®
Cresswind at Lake Harris 1599 BELLAGIO LOOP, TAVARES, FL, 32778, Tavares, FL 32778
$499,000

2 beds

|

2 baths

|

1,964 sq ft

|

House

1599 BELLAGIO LOOP, TAVARES, FL, 32778
Plantation at Leesburg 25110 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748
$199,950

2 beds

|

2 baths

|

952 sq ft

|

House

25110 BELLEVUE, LEESBURG, FL, 34748
Plantation at Leesburg 25224 WILD HERON, LEESBURG, FL, 34748, Leesburg, FL 34748
$125,000

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

25224 WILD HERON, LEESBURG, FL, 34748
Pennbrooke Fairways 419 RANCHWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$224,247

3 beds

|

2 baths

|

1,659 sq ft

|

House

419 RANCHWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 1104 ALCOVE LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

1,517 sq ft

|

House

1104 ALCOVE LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 7290 SE 172ND LEGACY LN, THE VILLAGES, F..., The Villages, FL 32162
$389,000

3 beds

|

2 baths

|

1,478 sq ft

|

House

7290 SE 172ND LEGACY LN, THE VILLAGES, F...
Community: The Villages®
The Villages® 1109 MONTEREY LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$260,000

2 beds

|

2 baths

|

1,506 sq ft

|

House

1109 MONTEREY LN, 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
Royal Highlands 4905 KELSO ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$279,500

3 beds

|

2 baths

|

1,571 sq ft

|

House

4905 KELSO ST, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 877 WINIFRED WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$659,000

3 beds

|

2 baths

|

2,009 sq ft

|

House

877 WINIFRED WAY, THE VILLAGES, FL, 3216...
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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1,041 homes
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