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Leesburg, FL 55+ active adult communities & homes for sale - Page 14

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
Heritage Hills 3859 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711
$509,499

3 beds

|

3 baths

|

2,554 sq ft

|

House

3859 SANIBEL ST, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3752 QUAINT LN, CLERMONT, FL, 34711, Clermont, FL 34711
$419,900

3 beds

|

3 baths

|

2,006 sq ft

|

House

3752 QUAINT LN, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 1097 HOLLYHOCK WAY, THE VILLAGES, FL, 32..., The Villages, FL 32163
$408,000

3 beds

|

2 baths

|

1,561 sq ft

|

House

1097 HOLLYHOCK WAY, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 514 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$139,900

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

514 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Arlington Ridge 26601 BULL RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$330,000

2 beds

|

2 baths

|

1,913 sq ft

|

House

26601 BULL 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
The Villages® 5495 HAWKINS DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$849,000

3 beds

|

2 baths

|

2,061 sq ft

|

House

5495 HAWKINS DR, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 720 SAN MARINO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$320,000

2 beds

|

2 baths

|

1,613 sq ft

|

House

720 SAN MARINO DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1232 ZAPATA PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$259,000

2 beds

|

2 baths

|

1,040 sq ft

|

House

1232 ZAPATA PL, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1503 ESPARZA PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$294,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1503 ESPARZA PL, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1116 W BOONE CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$189,700

2 beds

|

2 baths

|

1,144 sq ft

|

Modular

1116 W BOONE CT, LADY LAKE, 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.
Kings Ridge 2144 ADDISON AVE, CLERMONT, FL, 34711, Clermont, FL 34711
$349,000

2 beds

|

2 baths

|

1,428 sq ft

|

House

2144 ADDISON AVE, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 626 REEVESVILLE LN, THE VILLAGES, FL, 32..., The Villages, FL 32162
$389,900

3 beds

|

2 baths

|

1,398 sq ft

|

Villa

626 REEVESVILLE LN, THE VILLAGES, FL, 32...
Community: The Villages®
Highland Lakes 5618 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$215,000

2 beds

|

2 baths

|

1,306 sq ft

|

House

5618 ROSEWALL CIR, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 1088 GENNESSE LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$285,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

1088 GENNESSE LN, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 2149 ESCOBAR AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$229,900

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

2149 ESCOBAR AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
Stonecrest 17180 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$345,000

3 beds

|

2 baths

|

1,796 sq ft

|

House

17180 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Trilogy® Orlando 108 MIST FLOWER LN, GROVELAND, FL, 34736, Groveland, FL 34736
$450,000

2 beds

|

2 baths

|

1,900 sq ft

|

House

108 MIST FLOWER LN, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Summit Chase Villas 12449 ORANGEWOOD CIR 17, TAVARES, FL, 32..., Tavares, FL 32778
$177,000

2 beds

|

2 baths

|

918 sq ft

|

Condo

12449 ORANGEWOOD CIR 17, TAVARES, FL, 32...
Community: Summit Chase Villas
Summit Greens 2197 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711
$339,000

3 beds

|

2 baths

|

1,703 sq ft

|

House

2197 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
Arlington Ridge 27118 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$364,900

3 beds

|

2 baths

|

1,713 sq ft

|

House

27118 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
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 17867 SE 115TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$315,000

3 beds

|

2 baths

|

1,597 sq ft

|

House

17867 SE 115TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 17431 SE 93RD RETFORD TER, THE VILLAGES,..., The Villages, FL 32162
$268,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

17431 SE 93RD RETFORD TER, THE VILLAGES,...
Community: The Villages®
The Villages® 1253 GREENVILLE WAY, THE VILLAGES, FL, 3..., The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,967 sq ft

|

House

1253 GREENVILLE WAY, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 1953 YEARLING WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$439,000

3 beds

|

2 baths

|

2,140 sq ft

|

House

1953 YEARLING WAY, THE VILLAGES, FL, 321...
Community: The Villages®
Plantation at Leesburg 4844 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$254,500

2 beds

|

2 baths

|

1,289 sq ft

|

House

4844 HERON RUN CIR, LEESBURG, FL, 34748
The Villages® 1763 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$117,999

2 beds

|

2 baths

|

1,306 sq ft

|

Manufactured Home

1763 W SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
The Villages® 3737 COSMOS WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$334,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

3737 COSMOS WAY, 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® 1307 PANAMA PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$425,000

3 beds

|

2 baths

|

1,499 sq ft

|

House

1307 PANAMA PL, THE VILLAGES, FL, 32159
Community: The Villages®
Plantation at Leesburg 4644 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,000

2 beds

|

2 baths

|

1,456 sq ft

|

House

4644 RIVER RIDGE DR, LEESBURG, FL, 34748
The Villages® 5562 LANSING DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$124,000

2 beds

|

2 baths

|

784 sq ft

|

Manufactured Home

5562 LANSING DR, 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.
Stonecrest 17850 SE 125 CIR, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$399,500

3 beds

|

3 baths

|

2,423 sq ft

|

House

17850 SE 125 CIR, SUMMERFIELD, FL, 34491
Community: Stonecrest
The Villages® 2364 HAVANA TRL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$655,000

3 beds

|

2 baths

|

2,318 sq ft

|

House

2364 HAVANA TRL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 110 CHULA VISTA AVE, THE VILLAGES, FL, 3..., The Villages, FL 32159
$424,000

3 beds

|

2 baths

|

2,038 sq ft

|

House

110 CHULA VISTA AVE, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 508 SAINT ANDREWS BLVD, THE VILLAGES, FL..., The Villages, FL 32159
$259,500

2 beds

|

2 baths

|

1,532 sq ft

|

Manufactured Home

508 SAINT ANDREWS BLVD, THE VILLAGES, FL...
Community: The Villages®
The Villages® 2028 GLENARDEN PATH, THE VILLAGES, FL, 3..., The Villages, FL 32163
$499,900

3 beds

|

2 baths

|

1,927 sq ft

|

House

2028 GLENARDEN PATH, THE VILLAGES, FL, 3...
Community: The Villages®
Heritage Hills 3624 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$269,900

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3624 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 1609 GIBBES WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$320,000

2 beds

|

2 baths

|

1,156 sq ft

|

House

1609 GIBBES WAY, THE VILLAGES, FL, 32162
Community: The Villages®
Cresswind at Hammock Oaks 574 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$439,990

3 beds

|

2 baths

|

1,724 sq ft

|

House

574 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32...
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 17984 SE 89TH ROTHWAY CT, THE VILLAGES, ..., The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

2,303 sq ft

|

House

17984 SE 89TH ROTHWAY CT, THE VILLAGES, ...
Community: The Villages®
Royal Harbor 4913 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778
$328,900

3 beds

|

2 baths

|

2,087 sq ft

|

House

4913 RAINBOW TROUT RD, TAVARES, FL, 3277...
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.

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1,142 homes
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