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Leesburg, FL 55+ active adult communities & homes for sale - Page 27

1,151 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
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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.
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
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 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
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
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
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 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.
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 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
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 3632 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$257,500

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3632 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Harbor Hills Country Club 5321 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$499,000

3 beds

|

2 baths

|

2,948 sq ft

|

House

5321 GREENS DR, LADY LAKE, FL, 32159
Spruce Creek South 17952 SE 107TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$224,900

3 beds

|

2 baths

|

1,450 sq ft

|

House

17952 SE 107TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 3698 ROBERTSON WAY, THE VILLAGES, FL, 32..., The Villages, FL 32163
$548,900

3 beds

|

2 baths

|

1,695 sq ft

|

Villa

3698 ROBERTSON WAY, THE VILLAGES, FL, 32...
Community: The Villages®
Plantation at Leesburg 25308 CASA DEL LAGO LN, LEESBURG, FL, 34..., Leesburg, FL 34748
$182,900

2 beds

|

2 baths

|

1,344 sq ft

|

Manufactured Home

25308 CASA DEL LAGO LN, LEESBURG, FL, 34...
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Esplanade at Highland Ranch 2639 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$479,000

2 beds

|

2 baths

|

1,732 sq ft

|

House

2639 STARGRASS CIR, CLERMONT, FL, 34715
The Villages® 8337 SE 176TH LAWSON LOOP, THE VILLAGES,..., The Villages, FL 32162
$299,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

8337 SE 176TH LAWSON LOOP, THE VILLAGES,...
Community: The Villages®
Stonecrest 11255 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$229,900

2 beds

|

2 baths

|

1,408 sq ft

|

House

11255 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 2613 AYALA WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$427,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

2613 AYALA WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2001 CIPRIANO PL, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$344,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

2001 CIPRIANO PL, THE VILLAGES, FL, 3215...
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® 758 MOORE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$800,000

3 beds

|

2 baths

|

2,642 sq ft

|

House

758 MOORE TER, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 13811 COUNTY RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$300,000

4 beds

|

2 baths

|

2,280 sq ft

|

Manufactured Home

13811 COUNTY RD, LADY LAKE, FL, 32159
Community: The Villages®
Del Webb Minneola 2750 PURPLE MEADOW CT, MINNEOLA, FL, 347..., Minneola, FL 34715
$499,000

2 beds

|

2 baths

|

1,409 sq ft

|

House

2750 PURPLE MEADOW CT, MINNEOLA, FL, 347...
Community: Del Webb Minneola
Plantation at Leesburg 24239 BELLE MEDE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$375,000

3 beds

|

2 baths

|

2,289 sq ft

|

House

24239 BELLE MEDE DR, LEESBURG, FL, 34748
The Villages® 8371 SE 168TH TRINITY PL, THE VILLAGES, ..., The Villages, FL 32162
$309,900

3 beds

|

2 baths

|

1,496 sq ft

|

House

8371 SE 168TH TRINITY PL, THE VILLAGES, ...
Community: The Villages®
Plantation at Leesburg 25607 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748
$250,000

2 beds

|

2 baths

|

1,345 sq ft

|

House

25607 BELLE HELENE, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Royal Harbor 5685 GULF STREAM ST, TAVARES, FL, 32778, Tavares, FL 32778
$329,999

3 beds

|

2 baths

|

1,823 sq ft

|

House

5685 GULF STREAM ST, TAVARES, FL, 32778
Community: Royal Harbor
Spruce Creek South 10319 SE 177TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$224,900

2 beds

|

2 baths

|

1,143 sq ft

|

House

10319 SE 177TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1116 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$280,000

2 beds

|

2 baths

|

1,102 sq ft

|

Villa

1116 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
Cindy Certified
4620 GLIDING WAVE ST, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$539,000

3 beds

|

2 baths

|

2,184 sq ft

|

House

4620 GLIDING WAVE ST, WINTER GARDEN, FL,...
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® 1115 SALIDO AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$320,000

3 beds

|

2 baths

|

1,728 sq ft

|

House

1115 SALIDO AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Cindy Certified
783 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$319,304

4 beds

|

2 baths

|

1,840 sq ft

|

House

783 SUNSHOWER DR, LADY LAKE, FL, 32159
Cindy Certified
791 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$280,000

3 beds

|

2 baths

|

1,491 sq ft

|

House

791 SUNSHOWER DR, LADY LAKE, FL, 32159
Cindy Certified
2928 CANARY LN, TAVARES, FL, 32778, Tavares, FL 32778
$355,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

2928 CANARY LN, TAVARES, FL, 32778
Kings Ridge 4246 NEWLAND ST, CLERMONT, FL, 34711, Clermont, FL 34711
$329,000

3 beds

|

2 baths

|

1,755 sq ft

|

House

4246 NEWLAND ST, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 675 KENDALL CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$296,500

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

675 KENDALL CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 5092 NE 81ST BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$925,000

3 beds

|

3 baths

|

3,407 sq ft

|

House

5092 NE 81ST BLVD, WILDWOOD, FL, 34785
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2454 YOUNGMANN LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$400,000

3 beds

|

2 baths

|

1,569 sq ft

|

House

2454 YOUNGMANN LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
Plantation at Leesburg 25100 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$148,000

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

25100 PINE HL, LEESBURG, FL, 34748
The Villages® 1405 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$289,900

2 beds

|

2 baths

|

1,192 sq ft

|

House

1405 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
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.
Heritage Hills 3464 EMBERS LN, CLERMONT, FL, 34711, Clermont, FL 34711
$435,000

3 beds

|

3 baths

|

2,032 sq ft

|

House

3464 EMBERS LN, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 16816 SE 85TH SAPELO CT, THE VILLAGES, F..., The Villages, FL 32162
$585,000

3 beds

|

2 baths

|

1,934 sq ft

|

House

16816 SE 85TH SAPELO CT, THE VILLAGES, F...
Community: The Villages®
Scottish Highlands 1409 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$214,999

2 beds

|

2 baths

|

1,482 sq ft

|

Condo

1409 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish Highlands
Trilogy® Orlando 146 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$325,000

3 beds

|

2 baths

|

1,728 sq ft

|

House

146 CREPE MYRTLE DR, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
The Villages® 8017 SE 175TH COLUMBIA PL, THE VILLAGES,..., The Villages, FL 32162
$299,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

8017 SE 175TH COLUMBIA PL, THE VILLAGES,...
Community: The Villages®
Esplanade at Highland Ranch 1284 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$399,000

2 beds

|

2 baths

|

1,722 sq ft

|

House

1284 ZEEK RIDGE ST, CLERMONT, FL, 34715
The Villages® 1069 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$359,000

2 beds

|

2 baths

|

1,300 sq ft

|

House

1069 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
Cindy Certified
898 BUCKEYE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$395,990

4 beds

|

3 baths

|

2,198 sq ft

|

House

898 BUCKEYE DR, LADY LAKE, FL, 32159
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 4900 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$219,900

2 beds

|

2 baths

|

1,289 sq ft

|

House

4900 HERON RUN CIR, LEESBURG, FL, 34748
The Villages® 518 SAINT ANDREWS BLVD, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$225,000

2 beds

|

2 baths

|

1,248 sq ft

|

Manufactured Home

518 SAINT ANDREWS BLVD, LADY LAKE, FL, 3...
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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