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

1,142 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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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
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
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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
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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 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
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 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
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® 2767 DUNHAM DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$1,295,000

4 beds

|

3 baths

|

2,378 sq ft

|

House

2767 DUNHAM DR, THE VILLAGES, FL, 32163
Community: The Villages®
Stonecrest 17920 SE 115TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$265,000

3 beds

|

2 baths

|

1,544 sq ft

|

House

17920 SE 115TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 2047 DUNSTER CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$434,999

3 beds

|

2 baths

|

1,851 sq ft

|

House

2047 DUNSTER CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1577 BLYTHEWOOD LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$398,000

3 beds

|

2 baths

|

1,513 sq ft

|

House

1577 BLYTHEWOOD LOOP, THE VILLAGES, FL, ...
Community: The Villages®
Kings Ridge 3525 ROLLINGBROOK ST, CLERMONT, FL, 3471..., Clermont, FL 34711
$328,900

2 beds

|

2 baths

|

1,548 sq ft

|

House

3525 ROLLINGBROOK ST, CLERMONT, FL, 3471...
Community: Kings Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 5000 SAWGRASS LAKE CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$284,900

2 beds

|

2 baths

|

1,775 sq ft

|

House

5000 SAWGRASS LAKE CIR, LEESBURG, FL, 34...
Royal Harbor 2880 MEDITERRANEAN LOOP, TAVARES, FL, 32..., Tavares, FL 32778
$347,500

3 beds

|

2 baths

|

2,189 sq ft

|

House

2880 MEDITERRANEAN LOOP, TAVARES, FL, 32...
Community: Royal Harbor
Royal Harbor 3257 BALTIC SEA BLVD, TAVARES, FL, 32778, Tavares, FL 32778
$392,000

3 beds

|

3 baths

|

2,012 sq ft

|

House

3257 BALTIC SEA BLVD, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 418 FLOSSMOOR CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$420,000

3 beds

|

2 baths

|

1,685 sq ft

|

Villa

418 FLOSSMOOR CT, THE VILLAGES, FL, 3216...
Community: The Villages®
Plantation at Leesburg 5030 EL DESTINO DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$233,000

2 beds

|

2 baths

|

1,308 sq ft

|

House

5030 EL DESTINO DR, 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® 1344 AUGUSTINE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$482,000

3 beds

|

2 baths

|

1,954 sq ft

|

House

1344 AUGUSTINE DR, THE VILLAGES, FL, 321...
Community: The Villages®
Plantation at Leesburg 26234 GLEN EAGLE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$238,000

3 beds

|

2 baths

|

1,761 sq ft

|

House

26234 GLEN EAGLE DR, LEESBURG, FL, 34748
Highland Lakes 26912 BECKER CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$360,000

3 beds

|

2 baths

|

2,498 sq ft

|

House

26912 BECKER CT, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 923 MOSES LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$1,400,000

5 beds

|

4 baths

|

3,359 sq ft

|

House

923 MOSES LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
Plantation at Leesburg 4835 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$305,000

3 beds

|

2 baths

|

1,818 sq ft

|

House

4835 SABLE RIDGE CT, LEESBURG, FL, 34748
The Villages® 5609 HANCOCK DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$100,000

2 beds

|

1 baths

|

660 sq ft

|

Mobile Home

5609 HANCOCK DR, WILDWOOD, FL, 34785
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Spruce Creek South 9532 SE 173RD LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$245,000

2 beds

|

2 baths

|

1,678 sq ft

|

House

9532 SE 173RD LN, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
The Villages® 1685 CAMPOS DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$265,000

2 beds

|

2 baths

|

1,121 sq ft

|

House

1685 CAMPOS DR, THE VILLAGES, FL, 32162
Community: The Villages®
Pennbrooke Fairways 412 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$189,900

2 beds

|

2 baths

|

1,140 sq ft

|

House

412 WESTWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Harbor Hills Country Club 5066 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$649,000

4 beds

|

3 baths

|

2,544 sq ft

|

House

5066 GREENS DR, 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.
Highland Lakes 5503 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$239,900

2 beds

|

2 baths

|

1,332 sq ft

|

House

5503 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 23202 SANDALWOOD DR 202, WILDWOOD, FL, 3..., Wildwood, FL 34785
$154,900

3 beds

|

3 baths

|

1,474 sq ft

|

Condo

23202 SANDALWOOD DR 202, WILDWOOD, FL, 3...
Community: The Villages®
Highland Lakes 6419 BORG ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$294,900

3 beds

|

2 baths

|

1,964 sq ft

|

House

6419 BORG ST, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 387 HARLOW LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$495,000

3 beds

|

2 baths

|

1,933 sq ft

|

House

387 HARLOW LN, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1773 HOLLOW BRANCH WAY, THE VILLAGES, FL..., The Villages, FL 32162
$429,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1773 HOLLOW BRANCH WAY, THE VILLAGES, FL...
Community: The Villages®
Royal Highlands 21101 BRAVEHEART DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$375,000

3 beds

|

3 baths

|

2,221 sq ft

|

House

21101 BRAVEHEART DR, LEESBURG, FL, 34748
Community: Royal Highlands
Trilogy® Orlando 124 BALMY COAST RD, GROVELAND, FL, 34736, Groveland, FL 34736
$510,000

3 beds

|

2 baths

|

2,918 sq ft

|

House

124 BALMY COAST RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2382 OTHELLO CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$349,900

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

2382 OTHELLO CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 6088 TOMPKINS ST, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$260,000

2 beds

|

2 baths

|

1,051 sq ft

|

Villa

6088 TOMPKINS ST, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 2369 FIVE FORKS TRL, THE VILLAGES, FL, 3..., The Villages, FL 32162
$310,000

3 beds

|

2 baths

|

1,240 sq ft

|

House

2369 FIVE FORKS TRL, THE VILLAGES, 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.
The Villages® 1074 AVENIDA SONOMA, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$485,000

3 beds

|

3 baths

|

2,244 sq ft

|

Villa

1074 AVENIDA SONOMA, LADY LAKE, FL, 3215...
Community: The Villages®
Harbor Hills Country Club 5453 GROVE MNR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$459,900

3 beds

|

3 baths

|

2,228 sq ft

|

House

5453 GROVE MNR, LADY LAKE, FL, 32159
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®
The Villages® 1870 PROVENCE CT, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$485,000

3 beds

|

2 baths

|

1,891 sq ft

|

House

1870 PROVENCE CT, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 170 PALERMO PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$455,000

3 beds

|

2 baths

|

1,979 sq ft

|

House

170 PALERMO PL, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 3746 NEW MOON AVE, THE VILLAGES, FL, 321..., The Villages, FL 32163
$478,788

3 beds

|

2 baths

|

1,905 sq ft

|

House

3746 NEW MOON AVE, THE VILLAGES, FL, 321...
Community: The Villages®
Kings Ridge 4215 GREENWICH CT, CLERMONT, FL, 34711, Clermont, FL 34711
$370,000

2 beds

|

2 baths

|

2,000 sq ft

|

House

4215 GREENWICH CT, CLERMONT, FL, 34711
Community: Kings Ridge
Trilogy® Orlando 440 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$325,000

3 beds

|

2 baths

|

1,704 sq ft

|

House

440 ALCOVE DR, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Royal Harbor 4962 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778
$295,000

3 beds

|

2 baths

|

1,489 sq ft

|

House

4962 RAINBOW TROUT RD, TAVARES, FL, 3277...
Community: Royal Harbor
Trilogy® Orlando 187 BALMY COAST RD, GROVELAND, FL, 34736, Groveland, FL 34736
$465,000

2 beds

|

2 baths

|

2,296 sq ft

|

House

187 BALMY COAST RD, GROVELAND, FL, 34736
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.

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1,142 homes
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