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Leesburg, FL 55+ active adult communities & homes for sale - Page 2

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
New Scottish Highlands 1117 BEN HOPE DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$325,000

2 beds

|

3 baths

|

2,280 sq ft

|

House

1117 BEN HOPE DR, LEESBURG, FL, 34788
Community: Scottish Highlands
New The Villages® 1012 DIEGO CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$434,000

3 beds

|

2 baths

|

1,976 sq ft

|

House

1012 DIEGO CT, LADY LAKE, FL, 32159
Community: The Villages®
New Esplanade at Highland Ranch 1357 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$633,900

3 beds

|

3 baths

|

2,420 sq ft

|

House

1357 ZEEK RIDGE ST, CLERMONT, FL, 34715
New The Villages® 4686 HILES PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$489,000

3 beds

|

2 baths

|

1,633 sq ft

|

House

4686 HILES PL, THE VILLAGES, FL, 32163
Community: The Villages®
New Spruce Creek South 17929 SE 105TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$185,000

2 beds

|

2 baths

|

990 sq ft

|

House

17929 SE 105TH AVE, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New Royal Highlands 5602 SQUIRES DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$420,000

3 beds

|

2 baths

|

1,986 sq ft

|

House

5602 SQUIRES DR, LEESBURG, FL, 34748
Community: Royal Highlands
New The Villages® 3598 CAMBRIA CIR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$245,900

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

3598 CAMBRIA CIR, THE VILLAGES, FL, 3216...
Community: The Villages®
New Highland Lakes 27305 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$328,000

3 beds

|

2 baths

|

2,886 sq ft

|

House

27305 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
New Spruce Creek South 10235 SE 178TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$160,500

2 beds

|

2 baths

|

1,008 sq ft

|

House

10235 SE 178TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
New Plantation at Leesburg 25206 ORMOND CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$309,000

2 beds

|

2 baths

|

1,723 sq ft

|

House

25206 ORMOND 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® 2231 LANDREA LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$775,000

3 beds

|

3 baths

|

1,929 sq ft

|

House

2231 LANDREA LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1230 DESILVA ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$492,000

3 beds

|

2 baths

|

1,842 sq ft

|

House

1230 DESILVA ST, THE VILLAGES, FL, 32159
Community: The Villages®
Kings Ridge 4010 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$439,900

3 beds

|

2 baths

|

2,165 sq ft

|

House

4010 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 2581 ERROL TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$299,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2581 ERROL TER, THE VILLAGES, FL, 32162
Community: The Villages®
Highland Lakes 27202 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$360,000

3 beds

|

2 baths

|

2,833 sq ft

|

House

27202 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Plantation at Leesburg 3851 MANOR OAKS CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$350,000

3 beds

|

3 baths

|

2,555 sq ft

|

House

3851 MANOR OAKS CT, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 926 LONG LEAF LN, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$425,000

3 beds

|

2 baths

|

1,541 sq ft

|

House

926 LONG LEAF LN, THE VILLAGES, FL, 3216...
Community: The Villages®
Pennbrooke Fairways 622 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$44,247

1 beds

|

1 baths

|

560 sq ft

|

Manufactured Home

622 COTTAGE PARK LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Scottish Highlands 32 GORDON CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$267,000

2 beds

|

2 baths

|

1,528 sq ft

|

House

32 GORDON CT, LEESBURG, FL, 34788
Community: Scottish Highlands
Spruce Creek South 17966 SE 97TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$279,900

3 beds

|

2 baths

|

1,450 sq ft

|

House

17966 SE 97TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
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.
Cresswind at Lake Harris 1615 BELLAGIO LOOP, TAVARES, FL, 32778, Tavares, FL 32778
$739,990

3 beds

|

4 baths

|

2,776 sq ft

|

House

1615 BELLAGIO LOOP, TAVARES, FL, 32778
Cresswind at Lake Harris 1620 BELLAGIO LOOP, TAVARES, FL, 32778, Tavares, FL 32778
$569,990

3 beds

|

3 baths

|

2,289 sq ft

|

House

1620 BELLAGIO LOOP, TAVARES, FL, 32778
Cresswind at Lake Harris 1457 SANTORINI WAY, TAVARES, FL, 32778, Tavares, FL 32778
$449,990

3 beds

|

2 baths

|

1,724 sq ft

|

House

1457 SANTORINI WAY, TAVARES, FL, 32778
The Villages® 1787 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$165,000

2 beds

|

2 baths

|

1,332 sq ft

|

Manufactured Home

1787 W SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
The Villages® 17239 SE 84TH KNIGHT AVE, THE VILLAGES, ..., The Villages, FL 32162
$365,000

3 beds

|

2 baths

|

1,660 sq ft

|

House

17239 SE 84TH KNIGHT AVE, THE VILLAGES, ...
Community: The Villages®
The Villages® 1442 JOSHUA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$349,000

2 beds

|

2 baths

|

1,257 sq ft

|

Villa

1442 JOSHUA CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 5415 ZAJAC AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$309,000

2 beds

|

2 baths

|

1,295 sq ft

|

Villa

5415 ZAJAC AVE, 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
The Villages® 17449 SE 81ST NEWBERRY CT, THE VILLAGES,..., The Villages, FL 32162
$155,000

1 beds

|

1 baths

|

837 sq ft

|

House

17449 SE 81ST NEWBERRY CT, THE VILLAGES,...
Community: The Villages®
Arlington Ridge 4358 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748
$354,900

3 beds

|

2 baths

|

1,776 sq ft

|

House

4358 ANTIETAM CREEK TRL, LEESBURG, FL, 3...
Community: Arlington Ridge
Summit Greens 2361 PRAIRIE DUNES, CLERMONT, FL, 34711, Clermont, FL 34711
$349,000

2 beds

|

2 baths

|

1,565 sq ft

|

House

2361 PRAIRIE DUNES, CLERMONT, FL, 34711
Community: Summit Greens
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 3447 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748
$249,999

3 beds

|

2 baths

|

1,868 sq ft

|

House

3447 MOUNT HOPE LOOP, LEESBURG, FL, 3474...
Highland Lakes 6441 WILANDER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

2,461 sq ft

|

House

6441 WILANDER ST, LEESBURG, FL, 34748
Community: Highland Lakes
Spruce Creek South 9686 SE 176TH ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$249,900

2 beds

|

2 baths

|

1,390 sq ft

|

House

9686 SE 176TH ST, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Highland Lakes 27131 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,000

3 beds

|

2 baths

|

1,388 sq ft

|

House

27131 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Trilogy® Orlando 255 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$334,900

2 beds

|

2 baths

|

1,612 sq ft

|

House

255 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Kings Ridge 3598 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$309,990

2 beds

|

2 baths

|

1,338 sq ft

|

House

3598 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
The Villages® 103 N TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$89,900

2 beds

|

2 baths

|

1,320 sq ft

|

Mobile Home

103 N TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Royal Highlands 4646 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,900

3 beds

|

2 baths

|

2,020 sq ft

|

House

4646 INVERNESS DR, LEESBURG, FL, 34748
Community: Royal Highlands
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 3461 EARL WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$560,000

3 beds

|

2 baths

|

1,903 sq ft

|

House

3461 EARL WAY, THE VILLAGES, FL, 32163
Community: The Villages®
Cresswind at Hammock Oaks 563 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$519,990

3 beds

|

3 baths

|

2,129 sq ft

|

House

563 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32...
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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