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Leesburg, FL 55+ active adult communities & homes for sale - Page 2

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
New The Villages® 731 BAISLEY TRL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

731 BAISLEY TRL, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 1670 SAINT JAMES CIR, THE VILLAGES, FL, ..., The Villages, FL 32162
$1,250,000

4 beds

|

2 baths

|

3,172 sq ft

|

House

1670 SAINT JAMES CIR, THE VILLAGES, FL, ...
Community: The Villages®
New The Villages® 2177 BROXTON PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$259,900

2 beds

|

2 baths

|

1,100 sq ft

|

House

2177 BROXTON PL, THE VILLAGES, FL, 32162
Community: The Villages®
New Spruce Creek South 17624 SE 108TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$229,000

2 beds

|

2 baths

|

1,144 sq ft

|

House

17624 SE 108TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
New The Villages® 1305 LA ESTRELLITA WAY, THE VILLAGES, FL..., The Villages, FL 32162
$439,900

3 beds

|

2 baths

|

1,817 sq ft

|

House

1305 LA ESTRELLITA WAY, THE VILLAGES, FL...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New Scottish Highlands 2314 BONNIE VIEW CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$225,000

2 beds

|

2 baths

|

1,301 sq ft

|

House

2314 BONNIE VIEW CT, LEESBURG, FL, 34788
Community: Scottish Highlands
New Trilogy® Orlando 372 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$330,000

2 beds

|

2 baths

|

1,568 sq ft

|

Villa

372 ALCOVE DR, GROVELAND, FL, 34736
Community: Trilogy® Orlando
New The Villages® 16897 SE 74TH SOULLIERE AVE, THE VILLAGE..., The Villages, FL 32162
$495,000

3 beds

|

2 baths

|

1,804 sq ft

|

House

16897 SE 74TH SOULLIERE AVE, THE VILLAGE...
Community: The Villages®
New Plantation at Leesburg 25735 GLEN EAGLE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$294,900

3 beds

|

2 baths

|

1,652 sq ft

|

House

25735 GLEN EAGLE DR, LEESBURG, FL, 34748
New Trilogy® Orlando 134 FLAME VINE WAY, GROVELAND, FL, 34736, Groveland, FL 34736
$329,900

2 beds

|

2 baths

|

1,556 sq ft

|

House

134 FLAME VINE WAY, GROVELAND, FL, 34736
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.
New
Cindy Certified
137 GREENHOUSE GROVE ST, GROVELAND, FL, ..., Groveland, FL 34736
$370,990

3 beds

|

2 baths

|

1,691 sq ft

|

House

137 GREENHOUSE GROVE ST, GROVELAND, FL, ...
New
Cindy Certified
141 GREENHOUSE GROVE ST, GROVELAND, FL, ..., Groveland, FL 34736
$377,990

3 beds

|

2 baths

|

1,691 sq ft

|

House

141 GREENHOUSE GROVE ST, GROVELAND, FL, ...
New Plantation at Leesburg 4817 SABLE RIDGE CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$384,900

2 beds

|

3 baths

|

2,204 sq ft

|

House

4817 SABLE RIDGE CT, LEESBURG, FL, 34748
New Plantation at Leesburg 5350 ASTOR ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$264,900

2 beds

|

2 baths

|

1,665 sq ft

|

House

5350 ASTOR ST, LEESBURG, FL, 34748
New The Villages® 6088 KECKONEN DR, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$749,900

3 beds

|

2 baths

|

1,960 sq ft

|

House

6088 KECKONEN DR, THE VILLAGES, FL, 3216...
Community: The Villages®
New The Villages® 622 LAUREL RUN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$1,499,900

4 beds

|

3 baths

|

3,887 sq ft

|

House

622 LAUREL RUN, 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
New The Villages® 1473 QUARTER TER, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$535,000

3 beds

|

2 baths

|

2,167 sq ft

|

House

1473 QUARTER TER, THE VILLAGES, FL, 3216...
Community: The Villages®
New Spruce Creek South 17873 SE 99TH AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$229,900

2 beds

|

2 baths

|

1,788 sq ft

|

House

17873 SE 99TH AVE, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
New The Villages® 1756 MORELOS RD, THE VILLAGES, FL, 32159, The Villages, FL 32159
$240,000

2 beds

|

2 baths

|

1,121 sq ft

|

House

1756 MORELOS RD, THE VILLAGES, FL, 32159
Community: The Villages®
New The Villages® 802 OAK BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$189,900

2 beds

|

4 baths

|

1,508 sq ft

|

Manufactured Home

802 OAK BLVD, 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.
New The Villages® 5805 CAMDYN CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$479,000

3 beds

|

2 baths

|

1,633 sq ft

|

Villa

5805 CAMDYN CT, THE VILLAGES, FL, 32163
Community: The Villages®
New The Villages® 805 SAN CARLOS CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$209,000

1 beds

|

1 baths

|

965 sq ft

|

Villa

805 SAN CARLOS CT, LADY LAKE, FL, 32159
Community: The Villages®
New The Villages® 3057 EGERTON PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$464,900

3 beds

|

2 baths

|

1,896 sq ft

|

House

3057 EGERTON PL, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 1615 PINEHURST DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$175,000

2 beds

|

2 baths

|

1,342 sq ft

|

Manufactured Home

1615 PINEHURST DR, LADY LAKE, FL, 32159
Community: The Villages®
New
Cindy Certified
17307 BAL HARBOUR DR, WINTER GARDEN, FL,..., Winter Garden, FL 34787
$660,000

3 beds

|

2 baths

|

2,123 sq ft

|

House

17307 BAL HARBOUR DR, WINTER GARDEN, FL,...
New Esplanade at McKinnon Groves 11234 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$436,739

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11234 SILVER TRUMPET LOOP, WINTER GARDEN...
New Trilogy® Orlando 243 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$485,000

3 beds

|

3 baths

|

2,534 sq ft

|

House

243 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New Esplanade at McKinnon Groves 11199 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$447,118

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11199 SILVER TRUMPET LOOP, WINTER GARDEN...
New The Villages® 2760 MIDLAND TER, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$819,000

3 beds

|

2 baths

|

2,030 sq ft

|

House

2760 MIDLAND TER, THE VILLAGES, FL, 3216...
Community: The Villages®
New Esplanade at McKinnon Groves 11202 SILVER TRUMPET LOOP, WINTER GARDEN..., Winter Garden, FL 34787
$437,993

2 beds

|

2 baths

|

1,515 sq ft

|

Villa

11202 SILVER TRUMPET LOOP, WINTER GARDEN...
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.
New Spruce Creek South 10731 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$299,900

2 beds

|

2 baths

|

1,736 sq ft

|

House

10731 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
New The Villages® 2451 SOPER ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$309,900

2 beds

|

2 baths

|

1,148 sq ft

|

Villa

2451 SOPER ST, THE VILLAGES, FL, 32163
Community: The Villages®
New Arlington Ridge 27143 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

27143 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
New The Villages® 3170 WILLIAMS RD, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,454 sq ft

|

House

3170 WILLIAMS RD, THE VILLAGES, FL, 3216...
Community: The Villages®
New Cresswind at Lake Harris 1727 POINT GRACE RD, TAVARES, FL, 32778, Tavares, FL 32778
$689,990

3 beds

|

3 baths

|

2,490 sq ft

|

House

1727 POINT GRACE RD, TAVARES, FL, 32778
New The Villages® 611 LISBON LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$350,000

2 beds

|

2 baths

|

1,721 sq ft

|

House

611 LISBON LN, THE VILLAGES, FL, 32159
Community: The Villages®
New Arlington Ridge 26951 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$259,000

2 beds

|

2 baths

|

1,418 sq ft

|

Villa

26951 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
New Highland Lakes 26744 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$279,000

3 beds

|

2 baths

|

2,017 sq ft

|

House

26744 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New The Villages® 9335 SE 176TH SAFFOLD ST, THE VILLAGES, ..., The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

2,022 sq ft

|

House

9335 SE 176TH SAFFOLD ST, THE VILLAGES, ...
Community: The Villages®
New Lakeside Landings 5418 COMPASS PT, OXFORD, FL, 34484, Oxford, FL 34484
$239,500

2 beds

|

2 baths

|

1,281 sq ft

|

Condo

5418 COMPASS PT, OXFORD, FL, 34484
Community: Lakeside Landings
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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