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Leesburg, FL 55+ active adult communities & homes for sale - Page 26

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
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
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
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
Harbor Hills Country Club 5090 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$550,000

4 beds

|

3 baths

|

2,532 sq ft

|

House

5090 GREENS DR, LADY LAKE, FL, 32159
Arlington Ridge 4719 HERITAGE TRL, LEESBURG, FL, 34748, Leesburg, FL 34748
$535,000

2 beds

|

2 baths

|

1,761 sq ft

|

House

4719 HERITAGE TRL, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 2595 ASCOT LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$269,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2595 ASCOT LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
Spruce Creek South 17747 SE 97TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$284,900

3 beds

|

2 baths

|

2,026 sq ft

|

House

17747 SE 97TH AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Arlington Ridge 4358 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748
$354,900

3 beds

|

2 baths

|

1,776 sq ft

|

House

4358 ANTIETAM CREEK TRL, LEESBURG, FL, 3...
Community: Arlington Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 4704 RIVER RIDGE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,900

3 beds

|

2 baths

|

2,155 sq ft

|

House

4704 RIVER RIDGE DR, LEESBURG, FL, 34748
Spruce Creek South 10767 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$239,900

3 beds

|

2 baths

|

1,690 sq ft

|

House

10767 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
Stonecrest 12459 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$299,900

3 beds

|

2 baths

|

1,326 sq ft

|

House

12459 SE 176TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
The Villages® 8065 SE 175TH COLUMBIA PL, THE VILLAGES,..., The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,120 sq ft

|

House

8065 SE 175TH COLUMBIA PL, THE VILLAGES,...
Community: The Villages®
Stonecrest 11041 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$450,000

4 beds

|

3 baths

|

2,628 sq ft

|

House

11041 SE 174TH LOOP, SUMMERFIELD, FL, 34...
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.
Spruce Creek South 10337 SE 176 ST, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$239,800

3 beds

|

2 baths

|

1,526 sq ft

|

House

10337 SE 176 ST, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Spruce Creek South 10337 SE 176TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$239,800

3 beds

|

2 baths

|

1,526 sq ft

|

House

10337 SE 176TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Legacy of Leesburg 5304 FANTASY WAY, LEESBURG, FL, 34748, Leesburg, FL 34748
$312,000

3 beds

|

2 baths

|

2,087 sq ft

|

House

5304 FANTASY WAY, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Pennbrooke Fairways 32819 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$186,700

2 beds

|

2 baths

|

1,162 sq ft

|

House

32819 TIMBERWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Lakeside Landings 4846 AUDREY MARIE CT, OXFORD, FL, 34484, Oxford, FL 34484
$424,700

3 beds

|

2 baths

|

2,200 sq ft

|

House

4846 AUDREY MARIE CT, OXFORD, FL, 34484
Community: Lakeside Landings
Arlington Ridge 27343 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$327,000

3 beds

|

2 baths

|

1,607 sq ft

|

House

27343 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Esplanade at Highland Ranch 1023 TIMBERVALE TRL, CLERMONT, FL, 34715, Clermont, FL 34715
$499,900

3 beds

|

3 baths

|

2,287 sq ft

|

House

1023 TIMBERVALE TRL, CLERMONT, FL, 34715
Spruce Creek South 10599 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$214,900

2 beds

|

2 baths

|

1,008 sq ft

|

House

10599 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Harbor Hills Country Club 39023 GRIFFIN LNDG, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$499,000

3 beds

|

3 baths

|

2,833 sq ft

|

House

39023 GRIFFIN LNDG, LADY LAKE, FL, 32159
Pennbrooke Fairways 32512 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$234,000

3 beds

|

2 baths

|

1,312 sq ft

|

House

32512 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
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® 17627 SE 88TH COVINGTON CIR, THE VILLAGE..., The Villages, FL 32162
$675,000

3 beds

|

2 baths

|

2,460 sq ft

|

House

17627 SE 88TH COVINGTON CIR, THE VILLAGE...
Community: The Villages®
Royal Highlands 5133 LINKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,900

3 beds

|

2 baths

|

1,701 sq ft

|

House

5133 LINKS LN, LEESBURG, FL, 34748
Community: Royal Highlands
Harbor Hills Country Club 39500 HILLRISE LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$622,000

4 beds

|

3 baths

|

2,544 sq ft

|

House

39500 HILLRISE LN, LADY LAKE, FL, 32159
The Villages® 5967 FREITAG AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$524,900

3 beds

|

2 baths

|

1,633 sq ft

|

Villa

5967 FREITAG AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 2865 JUDAH ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$329,000

2 beds

|

2 baths

|

1,286 sq ft

|

Villa

2865 JUDAH ST, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1067 CARVER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$352,829

2 beds

|

2 baths

|

1,270 sq ft

|

Villa

1067 CARVER CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 442 PACE LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,900

2 beds

|

2 baths

|

1,100 sq ft

|

House

442 PACE LN, THE VILLAGES, FL, 32162
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Highland Lakes 26209 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,900

2 beds

|

2 baths

|

1,514 sq ft

|

House

26209 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Royal Highlands 21122 LIONHEART DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$250,000

3 beds

|

2 baths

|

1,453 sq ft

|

House

21122 LIONHEART DR, LEESBURG, FL, 34748
Community: Royal Highlands
The Villages® 8143 SE 175TH COLUMBIA PL, THE VILLAGES,..., The Villages, FL 32162
$299,750

3 beds

|

2 baths

|

1,231 sq ft

|

House

8143 SE 175TH COLUMBIA PL, THE VILLAGES,...
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.
Royal Highlands 21202 BRAVEHEART DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$295,000

3 beds

|

2 baths

|

1,588 sq ft

|

House

21202 BRAVEHEART DR, LEESBURG, FL, 34748
Community: Royal Highlands
Heritage Hills 3542 FAIRWATERS CT D, CLERMONT, FL, 3471..., Clermont, FL 34711
$270,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3542 FAIRWATERS CT D, CLERMONT, FL, 3471...
Community: Heritage Hills
The Villages® 511 CHULA VISTA AVE, THE VILLAGES, FL, 3..., The Villages, FL 32159
$433,900

3 beds

|

2 baths

|

1,562 sq ft

|

House

511 CHULA VISTA AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Esplanade at Highland Ranch 1038 TIMBERVALE TRL, CLERMONT, FL, 34715, Clermont, FL 34715
$599,900

3 beds

|

3 baths

|

2,287 sq ft

|

House

1038 TIMBERVALE TRL, CLERMONT, FL, 34715
The Villages® 903 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$470,000

3 beds

|

2 baths

|

1,836 sq ft

|

House

903 RAMOS DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 7168 SE 173RD ARLINGTON LOOP, THE VILLAG..., The Villages, FL 32162
$295,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

7168 SE 173RD ARLINGTON LOOP, THE VILLAG...
Community: The Villages®
The Villages® 1865 CLAVERTON ST, THE VILLAGES, FL, 321..., The Villages, FL 32162
$648,000

3 beds

|

2 baths

|

2,579 sq ft

|

House

1865 CLAVERTON ST, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 2845 CHARITY LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$309,900

2 beds

|

2 baths

|

1,206 sq ft

|

House

2845 CHARITY LOOP, 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 304 BRIGADOON CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$193,000

2 beds

|

2 baths

|

1,278 sq ft

|

House

304 BRIGADOON CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
Trilogy® Orlando 133 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736
$289,900

2 beds

|

2 baths

|

1,483 sq ft

|

House

133 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.

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1,142 homes
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