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

24 communities 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
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 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.
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 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 (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) 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
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 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
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
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) Esplanade at Highland Ran...
$300ks - $600ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 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® 1707 GOMEZ PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$279,900

2 beds

|

2 baths

|

1,344 sq ft

|

House

1707 GOMEZ PL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 728 TRUMAN AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$219,900

2 beds

|

2 baths

|

1,056 sq ft

|

Manufactured Home

728 TRUMAN AVE, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1214 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$359,900

2 beds

|

2 baths

|

1,146 sq ft

|

Villa

1214 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 4946 NE 124TH RD, OXFORD, FL, 34484, Oxford, FL 34484
$425,000

3 beds

|

3 baths

|

2,547 sq ft

|

House

4946 NE 124TH RD, OXFORD, FL, 34484
Community: The Villages®
The Villages® 4295 FREDDA TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$334,900

3 beds

|

2 baths

|

1,440 sq ft

|

Villa

4295 FREDDA 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
The Villages® 1806 QUEENSBURY TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

1806 QUEENSBURY TER, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 17654 SE 93RD BUTLER CT, THE VILLAGES, F..., The Villages, FL 32162
$319,900

2 beds

|

2 baths

|

1,148 sq ft

|

House

17654 SE 93RD BUTLER CT, THE VILLAGES, F...
Community: The Villages®
Arlington Ridge 26669 OTTER CREEK LN, LEESBURG, FL, 3474..., Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

1,718 sq ft

|

House

26669 OTTER CREEK LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
Stonecrest 12271 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$396,000

4 beds

|

3 baths

|

2,246 sq ft

|

House

12271 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Trilogy® Orlando 615 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736
$349,900

2 beds

|

3 baths

|

2,009 sq ft

|

House

615 CONSERVATION BLVD, GROVELAND, FL, 34...
Community: Trilogy® Orlando
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® 1666 SUMMERCHASE LOOP, THE VILLAGES, FL,..., The Villages, FL 32162
$339,900

2 beds

|

2 baths

|

1,152 sq ft

|

Villa

1666 SUMMERCHASE LOOP, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 3984 MCDOWELL DR, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$569,900

3 beds

|

2 baths

|

1,926 sq ft

|

House

3984 MCDOWELL DR, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 5845 STORMS AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,042,000

3 beds

|

2 baths

|

2,627 sq ft

|

House

5845 STORMS AVE, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1462 PELICAN PATH, THE VILLAGES, FL, 321..., The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

1,715 sq ft

|

House

1462 PELICAN PATH, THE VILLAGES, FL, 321...
Community: The Villages®
New The Villages® 728 CONGAREE LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$845,000

3 beds

|

3 baths

|

2,829 sq ft

|

House

728 CONGAREE LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
New The Villages® 2189 CRAWFORD CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$345,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2189 CRAWFORD CT, 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
New Spruce Creek South 17676 SE 102ND CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$279,900

3 beds

|

3 baths

|

1,988 sq ft

|

House

17676 SE 102ND CIR, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
New The Villages® 13718 COUNTY RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$299,900

4 beds

|

3 baths

|

2,176 sq ft

|

Manufactured Home

13718 COUNTY RD, LADY LAKE, FL, 32159
Community: The Villages®
New Arlington Ridge 27103 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$400,000

3 beds

|

2 baths

|

2,236 sq ft

|

House

27103 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
New The Villages® 5217 CAMBRIDGE CT, WILDWOOD, FL, 34785, Wildwood, FL 34785
$170,000

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

5217 CAMBRIDGE CT, WILDWOOD, FL, 34785
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.
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
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®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
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 Harbor Hills Country Club 5344 SANDY HILL LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$399,900

3 beds

|

2 baths

|

1,996 sq ft

|

House

5344 SANDY HILL LN, LADY LAKE, FL, 32159
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.
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
New 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®
New 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®
New Kings Ridge 4010 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$439,900

2 beds

|

2 baths

|

2,102 sq ft

|

House

4010 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
New 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®
New 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
New 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
New 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®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New 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
New 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
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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