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Leesburg, FL 55+ active adult communities & homes for sale - Page 21

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
Heritage Hills 3551 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$275,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3551 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
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
$549,000

3 beds

|

2 baths

|

1,914 sq ft

|

House

4354 ZEPPELIN RD, THE VILLAGES, FL, 3216...
Community: The Villages®
Trilogy® Orlando 374 SALT MARSH LN, GROVELAND, FL, 34736, Groveland, FL 34736
$330,000

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
$419,900

3 beds

|

2 baths

|

2,201 sq ft

|

House

27040 CAMERONS RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 11900 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$360,000

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
$418,000

2 beds

|

2 baths

|

1,940 sq ft

|

House

115 SALT MARSH LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
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
$318,000

2 beds

|

2 baths

|

1,562 sq ft

|

House

1204 BARCELONA DR, THE VILLAGES, FL, 321...
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®
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 3810 ST EMMA CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,900

3 beds

|

4 baths

|

2,473 sq ft

|

House

3810 ST EMMA CT, LEESBURG, FL, 34748
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®
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
$182,000

2 beds

|

2 baths

|

967 sq ft

|

Manufactured Home

814 ROSEAPPLE AVE, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 646 STRATFORD LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$559,900

3 beds

|

3 baths

|

2,245 sq ft

|

House

646 STRATFORD 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
Plantation at Leesburg 5024 LONG MEADOW DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,000

2 beds

|

2 baths

|

1,847 sq ft

|

House

5024 LONG MEADOW DR, LEESBURG, FL, 34748
Harbor Hills Country Club 39634 GROVE HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$576,000

3 beds

|

3 baths

|

2,278 sq ft

|

House

39634 GROVE HEIGHTS, LADY LAKE, FL, 3215...
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
The Villages® 5255 OXFORD CT, WILDWOOD, FL, 34785, Wildwood, FL 34785
$169,900

3 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

5255 OXFORD 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.
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®
Spruce Creek South 10689 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$212,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

10689 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
Summit Chase Villas 12435 ORANGEWOOD CIR, TAVARES, FL, 32778, Tavares, FL 32778
$219,900

2 beds

|

2 baths

|

986 sq ft

|

House

12435 ORANGEWOOD CIR, TAVARES, FL, 32778
Community: Summit Chase Villas
Esplanade at Highland Ranch 1282 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$425,500

2 beds

|

2 baths

|

1,710 sq ft

|

House

1282 ZEEK RIDGE ST, CLERMONT, FL, 34715
Plantation at Leesburg 25741 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,900

2 beds

|

2 baths

|

1,531 sq ft

|

House

25741 BELLE HELENE, LEESBURG, FL, 34748
Plantation at Leesburg 5535 TANGELO ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$270,000

3 beds

|

2 baths

|

2,040 sq ft

|

House

5535 TANGELO ST, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Heritage Hills 2876 SANDY CAY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$499,900

3 beds

|

2 baths

|

2,123 sq ft

|

House

2876 SANDY CAY ST, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 2000 GOLDENROD CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$354,900

3 beds

|

2 baths

|

1,398 sq ft

|

Villa

2000 GOLDENROD CT, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 5186 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$280,000

3 beds

|

4 baths

|

1,929 sq ft

|

House

5186 NE 122ND BLVD, OXFORD, FL, 34484
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 17584 SE 119TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$298,000

3 beds

|

2 baths

|

1,482 sq ft

|

House

17584 SE 119TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
Spruce Creek South 17945 SE 104TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$209,900

2 beds

|

2 baths

|

1,134 sq ft

|

House

17945 SE 104TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
The Villages® 1301 FONTANA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$455,000

3 beds

|

2 baths

|

2,106 sq ft

|

House

1301 FONTANA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1137 SANTA CRUZ DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$292,000

2 beds

|

2 baths

|

1,214 sq ft

|

Villa

1137 SANTA CRUZ DR, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 5288 HURTT ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$595,000

3 beds

|

2 baths

|

1,642 sq ft

|

House

5288 HURTT ST, THE VILLAGES, FL, 32163
Community: The Villages®
Heritage Hills 3550 FAIRWATERS CT D, CLERMONT, FL, 3471..., Clermont, FL 34711
$299,900

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3550 FAIRWATERS CT D, CLERMONT, FL, 3471...
Community: Heritage Hills
Kings Ridge 3673 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$289,000

2 beds

|

2 baths

|

1,334 sq ft

|

House

3673 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
Summit Greens 2390 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711
$440,000

3 beds

|

2 baths

|

1,961 sq ft

|

House

2390 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Royal Harbor 5732 FREEPORT DR, TAVARES, FL, 32778, Tavares, FL 32778
$354,000

3 beds

|

2 baths

|

1,756 sq ft

|

House

5732 FREEPORT DR, TAVARES, FL, 32778
Community: Royal Harbor
Scottish Highlands 1625 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$225,000

2 beds

|

2 baths

|

1,040 sq ft

|

House

1625 NEW ABBEY AVE, 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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1,041 homes
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