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Leesburg, FL 55+ active adult communities & homes for sale - Page 5

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
Stonecrest 17742 SE 114TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$259,000

2 beds

|

3 baths

|

1,675 sq ft

|

House

17742 SE 114TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 1969 HARTFORD PATH, THE VILLAGES, FL, 32..., The Villages, FL 32162
$814,000

3 beds

|

2 baths

|

2,314 sq ft

|

House

1969 HARTFORD PATH, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 2334 ROSE ARBOR ST, THE VILLAGES, FL, 32..., The Villages, FL 32163
$515,000

3 beds

|

2 baths

|

1,695 sq ft

|

Villa

2334 ROSE ARBOR ST, THE VILLAGES, FL, 32...
Community: The Villages®
Plantation at Leesburg 4242 LEAFWAY CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,000

2 beds

|

2 baths

|

2,507 sq ft

|

House

4242 LEAFWAY CIR, LEESBURG, FL, 34748
Kings Ridge 4122 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

2 beds

|

2 baths

|

2,031 sq ft

|

House

4122 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 301 KLAMUT CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$329,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

301 KLAMUT CT, THE VILLAGES, FL, 32163
Community: The Villages®
Scottish Highlands 1410 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$275,990

2 beds

|

2 baths

|

1,663 sq ft

|

House

1410 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish Highlands
Pennbrooke Fairways 1009 FOREST BREEZE PATH, LEESBURG, FL, 3..., Leesburg, FL 34748
$289,000

3 beds

|

2 baths

|

1,921 sq ft

|

House

1009 FOREST BREEZE PATH, LEESBURG, FL, 3...
Community: Pennbrooke Fairways
Scottish Highlands 1507 NEW ABBEY AVE, LEESBURG, FL, 34788, Leesburg, FL 34788
$215,000

2 beds

|

2 baths

|

1,324 sq ft

|

House

1507 NEW ABBEY AVE, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 4986 ELLIE LN, THE VILLAGES, FL, 32163, The Villages, FL 32163
$297,000

2 beds

|

2 baths

|

1,184 sq ft

|

House

4986 ELLIE LN, THE VILLAGES, FL, 32163
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 3650 LIMESTONE ST, CLERMONT, FL, 34711, Clermont, FL 34711
$384,000

3 beds

|

2 baths

|

1,677 sq ft

|

House

3650 LIMESTONE ST, CLERMONT, FL, 34711
Community: Heritage Hills
The Villages® 1596 BIRMINGHAM TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$580,000

3 beds

|

3 baths

|

2,021 sq ft

|

House

1596 BIRMINGHAM TER, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 1519 MARTINEZ DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$450,000

2 beds

|

3 baths

|

2,138 sq ft

|

Villa

1519 MARTINEZ DR, LADY LAKE, FL, 32159
Community: The Villages®
Kings Ridge 4224 SNOWDON ST, CLERMONT, FL, 34711, Clermont, FL 34711
$298,000

2 beds

|

2 baths

|

1,170 sq ft

|

House

4224 SNOWDON ST, CLERMONT, FL, 34711
Community: Kings Ridge
Heritage Hills 3516 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711
$420,000

3 beds

|

2 baths

|

1,879 sq ft

|

House

3516 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
Plantation at Leesburg 26305 GLEN EAGLE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,800

2 beds

|

2 baths

|

1,512 sq ft

|

House

26305 GLEN EAGLE DR, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 7815 SE 166TH HIBERNIA LN, THE VILLAGES,..., The Villages, FL 32162
$389,000

3 beds

|

2 baths

|

1,854 sq ft

|

House

7815 SE 166TH HIBERNIA LN, THE VILLAGES,...
Community: The Villages®
Pennbrooke Fairways 507 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$168,900

2 beds

|

1 baths

|

708 sq ft

|

House

507 COTTAGE PARK LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Arlington Ridge 4578 SHENANDOAH RIVER TRL, LEESBURG, FL,..., Leesburg, FL 34748
$379,000

3 beds

|

2 baths

|

1,862 sq ft

|

House

4578 SHENANDOAH RIVER TRL, LEESBURG, FL,...
Community: Arlington Ridge
Heritage Hills 3201 SONESTA CT A, CLERMONT, FL, 34711, Clermont, FL 34711
$279,900

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3201 SONESTA CT A, CLERMONT, FL, 34711
Community: Heritage Hills
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® 2841 APACHE CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$975,000

3 beds

|

2 baths

|

2,310 sq ft

|

House

2841 APACHE CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 5738 CARLEY LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$497,000

3 beds

|

2 baths

|

1,569 sq ft

|

House

5738 CARLEY LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 5844 MARSH CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$259,500

1 beds

|

1 baths

|

938 sq ft

|

Villa

5844 MARSH CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 973 YORK TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$279,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

973 YORK TER, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 3182 KEARNS COR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$849,000

3 beds

|

2 baths

|

2,022 sq ft

|

House

3182 KEARNS COR, THE VILLAGES, FL, 32162
Community: The Villages®
Spruce Creek South 10403 SE 177TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$324,900

3 beds

|

2 baths

|

1,526 sq ft

|

House

10403 SE 177TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Highland Lakes 26616 WIMBLEDON ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$300,000

3 beds

|

2 baths

|

2,254 sq ft

|

House

26616 WIMBLEDON ST, LEESBURG, FL, 34748
Community: Highland Lakes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1707 VAN BUREN WAY, THE VILLAGES, FL, 32..., The Villages, FL 32162
$470,000

3 beds

|

2 baths

|

1,967 sq ft

|

House

1707 VAN BUREN WAY, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 371 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$339,900

2 beds

|

2 baths

|

1,143 sq ft

|

House

371 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 3437 GREENACRES TER, THE VILLAGES, FL, 3..., The Villages, FL 32163
$299,000

2 beds

|

2 baths

|

1,130 sq ft

|

House

3437 GREENACRES TER, 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® 1652 ZANZIBAR PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$524,900

3 beds

|

2 baths

|

2,110 sq ft

|

House

1652 ZANZIBAR PL, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 17766 SE 91ST POPLAR TER, THE VILLAGES, ..., The Villages, FL 32162
$288,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

17766 SE 91ST POPLAR TER, THE VILLAGES, ...
Community: The Villages®
Highland Lakes 5606 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$307,500

3 beds

|

2 baths

|

2,040 sq ft

|

House

5606 ROSEWALL CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Royal Highlands 21738 KING RICHARDS WAY, LEESBURG, FL, 3..., Leesburg, FL 34748
$284,900

2 beds

|

2 baths

|

1,309 sq ft

|

House

21738 KING RICHARDS WAY, LEESBURG, FL, 3...
Community: Royal Highlands
Royal Highlands 20651 PRINCE RANIER PL, LEESBURG, FL, 34..., Leesburg, FL 34748
$410,000

3 beds

|

2 baths

|

2,692 sq ft

|

House

20651 PRINCE RANIER PL, LEESBURG, FL, 34...
Community: Royal Highlands
The Villages® 8083 SE 169TH PALOWNIA LOOP, THE VILLAGE..., The Villages, FL 32162
$284,900

2 beds

|

2 baths

|

1,186 sq ft

|

Villa

8083 SE 169TH PALOWNIA LOOP, THE VILLAGE...
Community: The Villages®
The Villages® 1906 HARSTON TRL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,488 sq ft

|

House

1906 HARSTON TRL, THE VILLAGES, FL, 3216...
Community: The Villages®
Trilogy® Orlando 122 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$300,000

3 beds

|

2 baths

|

1,774 sq ft

|

House

122 FLAME VINE WAY, 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® 2965 STEPPING STONE PATH, THE VILLAGES, ..., The Villages, FL 32163
$700,000

3 beds

|

2 baths

|

2,123 sq ft

|

House

2965 STEPPING STONE PATH, THE VILLAGES, ...
Community: The Villages®
Highland Lakes 26920 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$309,900

3 beds

|

2 baths

|

1,945 sq ft

|

House

26920 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
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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1,151 homes
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