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Leesburg, FL 55+ active adult communities & homes for sale - Page 27

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
The Villages® 1850 KYRLE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$925,000

3 beds

|

2 baths

|

2,227 sq ft

|

House

1850 KYRLE TER, THE VILLAGES, FL, 32162
Community: The Villages®
Royal Harbor 3592 TROPICAL SEAS LOOP, TAVARES, FL, 32..., Tavares, FL 32778
$314,000

2 beds

|

2 baths

|

1,452 sq ft

|

House

3592 TROPICAL SEAS LOOP, TAVARES, FL, 32...
Community: Royal Harbor
Spruce Creek South 10339 SE 179TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$194,000

2 beds

|

2 baths

|

1,008 sq ft

|

House

10339 SE 179TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1923 USEPPA OAKS LN, THE VILLAGES, FL, 3..., The Villages, FL 32163
$379,900

3 beds

|

2 baths

|

1,875 sq ft

|

House

1923 USEPPA OAKS LN, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 2167 KERWOOD LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32162
$394,500

3 beds

|

2 baths

|

1,467 sq ft

|

House

2167 KERWOOD 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
The Villages® 5180 LEXINGTON CIR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$224,000

3 beds

|

2 baths

|

1,932 sq ft

|

Manufactured Home

5180 LEXINGTON CIR, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 511 LOMA PASEO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$359,000

2 beds

|

2 baths

|

1,832 sq ft

|

House

511 LOMA PASEO DR, THE VILLAGES, FL, 321...
Community: The Villages®
Highland Lakes 5616 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$269,900

2 beds

|

2 baths

|

2,003 sq ft

|

House

5616 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
Summit Greens 791 WOLF CREEK ST, CLERMONT, FL, 34711, Clermont, FL 34711
$289,000

2 beds

|

2 baths

|

1,256 sq ft

|

House

791 WOLF CREEK ST, CLERMONT, FL, 34711
Community: Summit Greens
The Villages® 5371 WARM SPRINGS AVE, WILDWOOD, FL, 347..., Wildwood, FL 34785
$275,000

2 beds

|

1 baths

|

696 sq ft

|

House

5371 WARM SPRINGS AVE, WILDWOOD, FL, 347...
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.
Cresswind at Hammock Oaks 944 CLUB CRESSWIND DR, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$587,990

3 beds

|

3 baths

|

2,129 sq ft

|

House

944 CLUB CRESSWIND DR, LADY LAKE, FL, 32...
The Villages® 1822 ATHENS LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,000

2 beds

|

2 baths

|

1,322 sq ft

|

Villa

1822 ATHENS LN, THE VILLAGES, FL, 32162
Community: The Villages®
Trilogy® Orlando 134 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$340,000

3 beds

|

2 baths

|

1,644 sq ft

|

House

134 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Stonecrest 17306 SE 112TH CT RD, SUMMERFIELD, FL, 3..., Summerfield, FL 34491
$399,000

3 beds

|

2 baths

|

1,955 sq ft

|

House

17306 SE 112TH CT RD, SUMMERFIELD, FL, 3...
Community: Stonecrest
Stonecrest 17782 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$264,900

2 beds

|

2 baths

|

1,234 sq ft

|

Villa

17782 SE 113TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 3374 CASTLEGATE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$270,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3374 CASTLEGATE CT, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Pennbrooke Fairways 127 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$153,000

2 beds

|

2 baths

|

1,086 sq ft

|

Manufactured Home

127 WESTWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Arlington Ridge 26812 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748
$475,000

4 beds

|

3 baths

|

2,318 sq ft

|

House

26812 AUGUSTA SPRINGS CIR, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 16946 SE 93RD CUTHBERT CIR, THE VILLAGES..., The Villages, FL 32162
$427,000

3 beds

|

2 baths

|

2,002 sq ft

|

House

16946 SE 93RD CUTHBERT CIR, THE VILLAGES...
Community: The Villages®
Royal Highlands 4528 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,500

2 beds

|

2 baths

|

2,200 sq ft

|

House

4528 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
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® 1130 AVENIDA DE LAS CASAS, LADY LAKE, FL..., Lady Lake, FL 32159
$438,000

2 beds

|

3 baths

|

1,780 sq ft

|

House

1130 AVENIDA DE LAS CASAS, LADY LAKE, FL...
Community: The Villages®
The Villages® 939 KOLLER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$457,777

3 beds

|

2 baths

|

1,880 sq ft

|

House

939 KOLLER CT, THE VILLAGES, FL, 32163
Community: The Villages®
Pennbrooke Fairways 615 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$82,999

1 beds

|

1 baths

|

490 sq ft

|

Manufactured Home

615 COTTAGE PARK LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 712 JASON DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$210,000

2 beds

|

2 baths

|

1,292 sq ft

|

Manufactured Home

712 JASON DR, THE VILLAGES, FL, 32159
Community: The Villages®
Royal Harbor 5138 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$359,900

3 beds

|

2 baths

|

1,889 sq ft

|

House

5138 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
The Villages® 870 HENDERSON LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$319,900

3 beds

|

2 baths

|

1,375 sq ft

|

House

870 HENDERSON LN, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 3327 DALKEITH TER, THE VILLAGES, FL, 321..., The Villages, FL 32163
$435,000

3 beds

|

2 baths

|

2,124 sq ft

|

House

3327 DALKEITH TER, 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
Plantation at Leesburg 25273 LOST OAK CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$285,000

3 beds

|

2 baths

|

1,702 sq ft

|

House

25273 LOST OAK CIR, LEESBURG, FL, 34748
The Villages® 1619 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$209,000

2 beds

|

2 baths

|

1,300 sq ft

|

Manufactured Home

1619 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 2054 PALO ALTO AVE, THE VILLAGES, FL, 32..., The Villages, FL 32159
$639,500

3 beds

|

2 baths

|

2,312 sq ft

|

House

2054 PALO ALTO AVE, THE VILLAGES, FL, 32...
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® 1224 DUSTIN DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$239,900

2 beds

|

2 baths

|

912 sq ft

|

Manufactured Home

1224 DUSTIN DR, LADY LAKE, FL, 32159
Community: The Villages®
Stonecrest 17209 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$349,500

2 beds

|

2 baths

|

1,695 sq ft

|

House

17209 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Kings Ridge 3713 DOUNE WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$335,000

2 beds

|

2 baths

|

1,705 sq ft

|

House

3713 DOUNE WAY, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 3818 INFINITY RUN, THE VILLAGES, FL, 321..., The Villages, FL 32163
$360,000

3 beds

|

2 baths

|

1,501 sq ft

|

House

3818 INFINITY RUN, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1712 MORELOS RD, THE VILLAGES, FL, 32159, The Villages, FL 32159
$239,000

2 beds

|

2 baths

|

1,193 sq ft

|

Villa

1712 MORELOS RD, THE VILLAGES, FL, 32159
Community: The Villages®
Arlington Ridge 26939 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$299,900

2 beds

|

2 baths

|

1,631 sq ft

|

Villa

26939 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Heritage Hills 3524 LITCHFIELD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$464,990

4 beds

|

3 baths

|

2,293 sq ft

|

House

3524 LITCHFIELD CT, CLERMONT, FL, 34711
Community: Heritage Hills
Del Webb Minneola 2761 TOP HILL CT, MINNEOLA, FL, 34715, Minneola, FL 34715
$589,900

2 beds

|

2 baths

|

1,943 sq ft

|

House

2761 TOP HILL CT, MINNEOLA, FL, 34715
Community: Del Webb Minneola
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 6094 DELPHINA LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32163
$450,000

3 beds

|

2 baths

|

1,601 sq ft

|

House

6094 DELPHINA LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
Royal Harbor 5486 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778
$388,000

3 beds

|

3 baths

|

2,284 sq ft

|

House

5486 BOUNTY CIR, TAVARES, FL, 32778
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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