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

1,141 homes near Leesburg

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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (8 reviews) Royal Highlands
$200Ks - $500Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
4.8 rating (6 reviews) Highland Lakes
$200Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Scottish Highlands
$100Ks - $200Ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
2.8 rating (6 reviews) Arlington Ridge
$200Ks - $400Ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
4 rating (17 reviews) The Villages®
<$100k - $1Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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.
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $300Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 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
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
5 rating (1 reviews) Royal Harbor
$200Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 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
Baytree
$200Ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Heritage - The Cottages o...
$200Ks - $300Ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 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.
Summit Chase Villas
$100Ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
Del Webb Minneola
$400Ks - $800Ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
The Villages® 3009 OLENDA DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$425,000

3 beds

|

2 baths

|

1,851 sq ft

|

House

3009 OLENDA DR, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 306 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$127,500

2 beds

|

2 baths

|

832 sq ft

|

Manufactured Home

306 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 309 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$137,000

2 beds

|

2 baths

|

960 sq ft

|

Manufactured Home

309 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Legacy of Leesburg 5135 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,900

3 beds

|

2 baths

|

2,055 sq ft

|

House

5135 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Arlington Ridge 26925 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$229,000

2 beds

|

2 baths

|

1,254 sq ft

|

Villa

26925 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 375 SIMPSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$439,900

3 beds

|

2 baths

|

1,887 sq ft

|

House

375 SIMPSON ST, THE VILLAGES, FL, 32162
Community: The Villages®
Royal Highlands 5007 KELSO ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$264,500

2 beds

|

2 baths

|

1,469 sq ft

|

House

5007 KELSO ST, LEESBURG, FL, 34748
Community: Royal Highlands
Stonecrest 17824 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$420,000

3 beds

|

3 baths

|

1,734 sq ft

|

House

17824 SE 113TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
Kings Ridge 4051 CAPLAND AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$349,000

2 beds

|

2 baths

|

1,714 sq ft

|

House

4051 CAPLAND AVE, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 403 DUARTE LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$339,000

2 beds

|

2 baths

|

1,115 sq ft

|

Villa

403 DUARTE LN, 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.
Plantation at Leesburg 4614 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,999

2 beds

|

2 baths

|

2,044 sq ft

|

House

4614 RIVER RIDGE DR, LEESBURG, FL, 34748
The Villages® 518 SAINT ANDREWS BLVD, THE VILLAGES, FL..., The Villages, FL 32159
$240,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

518 SAINT ANDREWS BLVD, THE VILLAGES, FL...
Community: The Villages®
The Villages® 19201 SANDALWOOD DR # 19201, WILDWOOD, F..., Wildwood, FL 34785
$115,000

1 beds

|

1 baths

|

872 sq ft

|

Condo

19201 SANDALWOOD DR # 19201, WILDWOOD, F...
Community: The Villages®
Spruce Creek South 17928 SE 107TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$175,000

2 beds

|

2 baths

|

1,158 sq ft

|

House

17928 SE 107TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Lakeside Landings 5361 COMPASS PT # 1, OXFORD, FL, 34484, Oxford, FL 34484
$244,900

2 beds

|

2 baths

|

1,281 sq ft

|

Condo

5361 COMPASS PT # 1, OXFORD, FL, 34484
Community: Lakeside Landings
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 4239 DESKIN LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$865,000

3 beds

|

2 baths

|

1,925 sq ft

|

House

4239 DESKIN LN, THE VILLAGES, FL, 32163
Community: The Villages®
Pennbrooke Fairways 32512 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$234,000

3 beds

|

2 baths

|

1,312 sq ft

|

House

32512 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 16966 SE 94TH SUNNYBROOK CIR, THE VILLAG..., The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,186 sq ft

|

Villa

16966 SE 94TH SUNNYBROOK CIR, THE VILLAG...
Community: The Villages®
The Villages® 5835 TUPPER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$729,900

3 beds

|

2 baths

|

1,922 sq ft

|

House

5835 TUPPER CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 807 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$270,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

807 RAMOS DR, 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.
Harbor Hills Country Club 38634 LAKEVIEW WALK, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$349,000

3 beds

|

2 baths

|

1,701 sq ft

|

House

38634 LAKEVIEW WALK, LADY LAKE, FL, 3215...
Arlington Ridge 27103 CAMERONS RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$470,000

3 beds

|

2 baths

|

2,236 sq ft

|

House

27103 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 1410 NATALIE LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,900

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

1410 NATALIE LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1116 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,102 sq ft

|

Villa

1116 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
Plantation at Leesburg 25313 JASMINE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$255,000

2 beds

|

2 baths

|

1,718 sq ft

|

House

25313 JASMINE CT, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2202 LANDREA LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$439,000

3 beds

|

2 baths

|

1,569 sq ft

|

House

2202 LANDREA LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
Scottish Highlands 1416 ORKNEY DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$174,900

2 beds

|

2 baths

|

1,736 sq ft

|

House

1416 ORKNEY DR, LEESBURG, FL, 34788
Community: Scottish Highlands
Royal Harbor 3592 TROPICAL SEAS LOOP, TAVARES, FL, 32..., Tavares, FL 32778
$329,000

2 beds

|

2 baths

|

1,452 sq ft

|

House

3592 TROPICAL SEAS LOOP, TAVARES, FL, 32...
Community: Royal Harbor
The Villages® 8368 SE 176TH LAWSON LOOP, THE VILLAGES,..., The Villages, FL 32162
$335,000

3 beds

|

2 baths

|

1,785 sq ft

|

House

8368 SE 176TH LAWSON LOOP, THE VILLAGES,...
Community: The Villages®
Royal Harbor 5740 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778
$499,900

4 beds

|

3 baths

|

3,136 sq ft

|

House

5740 BOUNTY CIR, TAVARES, FL, 32778
Community: Royal Harbor
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.
Lakeside Landings 10063 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$439,800

3 beds

|

2 baths

|

2,066 sq ft

|

House

10063 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 859 CHAPMAN LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$926,000

3 beds

|

2 baths

|

2,465 sq ft

|

House

859 CHAPMAN LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
Stonecrest 10864 SE 171ST STREET RD, SUMMERFIELD, F..., Summerfield, FL 34491
$365,000

3 beds

|

2 baths

|

1,736 sq ft

|

House

10864 SE 171ST STREET RD, SUMMERFIELD, F...
Community: Stonecrest
The Villages® 3001 SAINT THOMAS LN, THE VILLAGES, FL, ..., The Villages, FL 32162
$315,000

3 beds

|

2 baths

|

1,520 sq ft

|

House

3001 SAINT THOMAS LN, THE VILLAGES, FL, ...
Community: The Villages®
Stonecrest 17577 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$375,000

3 beds

|

2 baths

|

1,543 sq ft

|

House

17577 SE 112TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 17243 SE 116TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$489,000

3 beds

|

2 baths

|

1,729 sq ft

|

House

17243 SE 116TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
Kings Ridge 3707 FAIRFIELD DR, CLERMONT, FL, 34711, Clermont, FL 34711
$399,000

3 beds

|

2 baths

|

2,105 sq ft

|

House

3707 FAIRFIELD DR, CLERMONT, FL, 34711
Community: Kings Ridge
Summit Greens 1083 MESA VERDE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$374,900

2 beds

|

2 baths

|

1,908 sq ft

|

House

1083 MESA VERDE CT, CLERMONT, FL, 34711
Community: Summit Greens
Royal Highlands 21122 LIONHEART DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,900

3 beds

|

2 baths

|

1,453 sq ft

|

House

21122 LIONHEART DR, LEESBURG, FL, 34748
Community: Royal Highlands
Plantation at Leesburg 3909 RIVER CREST CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$320,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

3909 RIVER CREST CIR, LEESBURG, FL, 3474...

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1,141 homes near Leesburg
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