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Leesburg, FL 55+ active adult communities & homes for sale - Page 19

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
The Villages® 3737 COSMOS WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163
$329,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

3737 COSMOS WAY, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1307 PANAMA PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$399,000

3 beds

|

2 baths

|

1,499 sq ft

|

House

1307 PANAMA PL, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 5562 LANSING DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$119,000

2 beds

|

2 baths

|

784 sq ft

|

Manufactured Home

5562 LANSING DR, WILDWOOD, FL, 34785
Community: The Villages®
Stonecrest 17850 SE 125 CIR, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$384,900

3 beds

|

3 baths

|

2,423 sq ft

|

House

17850 SE 125 CIR, SUMMERFIELD, FL, 34491
Community: Stonecrest
The Villages® 110 CHULA VISTA AVE, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$419,000

3 beds

|

2 baths

|

2,038 sq ft

|

House

110 CHULA VISTA AVE, LADY LAKE, FL, 3215...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 508 SAINT ANDREWS BLVD, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$253,900

2 beds

|

2 baths

|

1,532 sq ft

|

Manufactured Home

508 SAINT ANDREWS BLVD, LADY LAKE, FL, 3...
Community: The Villages®
Highland Lakes 26627 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$235,000

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

26627 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 1609 GIBBES WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$315,000

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
$429,990

3 beds

|

2 baths

|

1,724 sq ft

|

House

574 HAMMOCK OAKS BLVD, LADY LAKE, FL, 32...
Royal Harbor 4913 RAINBOW TROUT RD, TAVARES, FL, 3277..., Tavares, FL 32778
$322,900

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.
The Villages® 4904 NE 123RD LN, OXFORD, FL, 34484, Oxford, FL 34484
$299,990

4 beds

|

4 baths

|

1,912 sq ft

|

House

4904 NE 123RD LN, OXFORD, FL, 34484
Community: The Villages®
The Villages® 807 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$172,000

2 beds

|

2 baths

|

1,430 sq ft

|

Manufactured Home

807 OAK BLVD, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 1239 CHAPARRAL DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$280,000

2 beds

|

2 baths

|

1,216 sq ft

|

House

1239 CHAPARRAL DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 733 JASON DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$319,900

3 beds

|

2 baths

|

1,446 sq ft

|

House

733 JASON DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 12371 NE 48TH CIR, OXFORD, FL, 34484, Oxford, FL 34484
$439,000

4 beds

|

3 baths

|

2,611 sq ft

|

House

12371 NE 48TH CIR, OXFORD, FL, 34484
Community: The Villages®
The Villages® 1041 REIDVILLE RD, THE VILLAGES, FL, 321..., The Villages, FL 32162
$369,000

2 beds

|

2 baths

|

1,196 sq ft

|

Villa

1041 REIDVILLE RD, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Scottish Highlands 1907 TWEED CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$215,000

2 beds

|

2 baths

|

1,495 sq ft

|

House

1907 TWEED CT, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 731 CORTEZ AVE, THE VILLAGES, FL, 32159, The Villages, FL 32159
$265,000

2 beds

|

2 baths

|

1,336 sq ft

|

House

731 CORTEZ AVE, THE VILLAGES, FL, 32159
Community: The Villages®
Spruce Creek South 17841 SE 106TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$210,000

2 beds

|

2 baths

|

1,446 sq ft

|

House

17841 SE 106TH CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Trilogy® Orlando 184 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$519,000

4 beds

|

3 baths

|

3,044 sq ft

|

House

184 CREPE MYRTLE DR, GROVELAND, FL, 3473...
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.
The Villages® 5791 HENRY LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$520,500

3 beds

|

3 baths

|

1,905 sq ft

|

House

5791 HENRY LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
Arlington Ridge 26645 MANASSAS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$450,000

3 beds

|

2 baths

|

2,236 sq ft

|

House

26645 MANASSAS DR, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 17403 SE 77TH SYCAMORE AVE, THE VILLAGES..., The Villages, FL 32162
$270,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

17403 SE 77TH SYCAMORE AVE, THE VILLAGES...
Community: The Villages®
The Villages® 108 N TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$124,900

2 beds

|

2 baths

|

1,232 sq ft

|

Manufactured Home

108 N TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 415 S TIMBER TRL, WILDWOOD, FL, 34785, Wildwood, FL 34785
$89,400

2 beds

|

2 baths

|

1,144 sq ft

|

Manufactured Home

415 S TIMBER TRL, WILDWOOD, FL, 34785
Community: The Villages®
Stonecrest 10948 SE 167TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$405,000

3 beds

|

2 baths

|

1,891 sq ft

|

House

10948 SE 167TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Stonecrest 11217 SE 170TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$299,900

3 beds

|

2 baths

|

1,472 sq ft

|

House

11217 SE 170TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 11614 SE 172ND LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$349,000

3 beds

|

2 baths

|

1,919 sq ft

|

House

11614 SE 172ND LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
The Villages® 9230 SE 179TH WESLEY ST, THE VILLAGES, F..., The Villages, FL 32162
$259,900

2 beds

|

2 baths

|

1,148 sq ft

|

House

9230 SE 179TH WESLEY ST, THE VILLAGES, F...
Community: The Villages®
Stonecrest 17380 SE 111TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$269,900

2 beds

|

2 baths

|

1,359 sq ft

|

Villa

17380 SE 111TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
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 3651 LIMESTONE ST, CLERMONT, FL, 34711, Clermont, FL 34711
$384,000

3 beds

|

2 baths

|

1,845 sq ft

|

House

3651 LIMESTONE ST, CLERMONT, FL, 34711
Community: Heritage Hills
Scottish Highlands 1144 BEN MORE DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$199,900

2 beds

|

2 baths

|

1,213 sq ft

|

House

1144 BEN MORE DR, LEESBURG, FL, 34788
Community: Scottish Highlands
Arlington Ridge 26657 MANASSAS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$430,000

3 beds

|

2 baths

|

1,832 sq ft

|

House

26657 MANASSAS DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Royal Highlands 21811 KING HENRY AVE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$334,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

21811 KING HENRY AVE, LEESBURG, FL, 3474...
Community: Royal Highlands
The Villages® 1569 OLAR CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$459,900

3 beds

|

2 baths

|

1,999 sq ft

|

House

1569 OLAR CT, THE VILLAGES, FL, 32162
Community: The Villages®
Trilogy® Orlando 329 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$425,000

2 beds

|

2 baths

|

1,808 sq ft

|

House

329 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
The Villages® 510 BONITA DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$170,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

510 BONITA DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1449 MURRELLS INLET LOOP, THE VILLAGES, ..., The Villages, FL 32162
$319,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1449 MURRELLS INLET LOOP, THE VILLAGES, ...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Royal Highlands 5729 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,900

3 beds

|

3 baths

|

2,402 sq ft

|

House

5729 KING JAMES AVE, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 5719 SPARTINA TER, THE VILLAGES, FL, 321..., The Villages, FL 32163
$279,000

2 beds

|

2 baths

|

1,258 sq ft

|

Villa

5719 SPARTINA TER, THE VILLAGES, FL, 321...
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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