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Leesburg, FL 55+ active adult communities & homes for sale - Page 23

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
Plantation at Leesburg 4967 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$229,900

2 beds

|

2 baths

|

1,119 sq ft

|

House

4967 HERON RUN CIR, LEESBURG, FL, 34748
Trilogy® Orlando 126 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$275,000

2 beds

|

2 baths

|

1,269 sq ft

|

House

126 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 1314 SANTA ROSA CT, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$400,000

2 beds

|

2 baths

|

1,302 sq ft

|

Villa

1314 SANTA ROSA CT, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 4151 BALCHARAN TER, THE VILLAGES, FL, 32..., The Villages, FL 32163
$365,000

3 beds

|

2 baths

|

1,539 sq ft

|

House

4151 BALCHARAN TER, THE VILLAGES, FL, 32...
Community: The Villages®
Stonecrest 12066 SE 176 LOOP, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$339,900

3 beds

|

2 baths

|

1,911 sq ft

|

House

12066 SE 176 LOOP, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 23104 SANDALWOOD DR 104, WILDWOOD, FL, 3..., Wildwood, FL 34785
$125,000

2 beds

|

2 baths

|

1,110 sq ft

|

Condo

23104 SANDALWOOD DR 104, WILDWOOD, FL, 3...
Community: The Villages®
Cindy Certified
5208 MEADOW SONG DR, OKAHUMPKA, FL, 3476..., Okahumpka, FL 34762
$379,900

4 beds

|

3 baths

|

2,291 sq ft

|

House

5208 MEADOW SONG DR, OKAHUMPKA, FL, 3476...
The Villages® 2873 CHARLEVOIX ST, THE VILLAGES, FL, 32..., The Villages, FL 32163
$550,000

3 beds

|

2 baths

|

1,938 sq ft

|

Villa

2873 CHARLEVOIX ST, THE VILLAGES, FL, 32...
Community: The Villages®
Pennbrooke Fairways 333 RANCHWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$332,500

3 beds

|

2 baths

|

1,840 sq ft

|

House

333 RANCHWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Kings Ridge 2241 KINGSMILL WAY, CLERMONT, FL, 34711, Clermont, FL 34711
$350,000

3 beds

|

2 baths

|

2,124 sq ft

|

House

2241 KINGSMILL WAY, CLERMONT, FL, 34711
Community: Kings Ridge
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® 16596 SE 77TH NORTHRIDGE CT, THE VILLAGE..., The Villages, FL 32162
$337,499

3 beds

|

2 baths

|

1,483 sq ft

|

House

16596 SE 77TH NORTHRIDGE CT, THE VILLAGE...
Community: The Villages®
Summit Chase Villas 12418 ORANGEWOOD CIR, TAVARES, FL, 32778, Tavares, FL 32778
$175,000

2 beds

|

2 baths

|

918 sq ft

|

Villa

12418 ORANGEWOOD CIR, TAVARES, FL, 32778
Community: Summit Chase Villas
The Villages® 5450 SAMUEL ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$410,000

3 beds

|

2 baths

|

1,642 sq ft

|

Villa

5450 SAMUEL ST, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 4942 NE 123RD LN, OXFORD, FL, 34484, Oxford, FL 34484
$395,000

5 beds

|

4 baths

|

2,402 sq ft

|

House

4942 NE 123RD LN, OXFORD, FL, 34484
Community: The Villages®
The Villages® 1609 BLOSSOM TER, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1609 BLOSSOM TER, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 270 MATISSE AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$729,000

3 beds

|

2 baths

|

2,075 sq ft

|

House

270 MATISSE AVE, 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
The Villages® 16980 SE 96TH CHAPELWOOD CIR, THE VILLAG..., The Villages, FL 32162
$315,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

16980 SE 96TH CHAPELWOOD CIR, THE VILLAG...
Community: The Villages®
The Villages® 1982 SOMERSET AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$359,000

3 beds

|

2 baths

|

1,404 sq ft

|

House

1982 SOMERSET AVE, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1521 HOLLYBERRY PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$364,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

1521 HOLLYBERRY PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 8331 COUNTY RD 109, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$289,900

4 beds

|

2 baths

|

2,240 sq ft

|

Manufactured Home

8331 COUNTY RD 109, LADY LAKE, FL, 32159
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® 3135 BURNS DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$379,500

3 beds

|

2 baths

|

1,527 sq ft

|

House

3135 BURNS DR, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1411 FRANKLIN CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$529,900

3 beds

|

2 baths

|

1,969 sq ft

|

Villa

1411 FRANKLIN CT, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 9108 SE 177TH BELMONT PL, THE VILLAGES, ..., The Villages, FL 32162
$294,500

2 beds

|

2 baths

|

1,284 sq ft

|

Villa

9108 SE 177TH BELMONT PL, THE VILLAGES, ...
Community: The Villages®
Spruce Creek South 17990 SE 100TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$319,000

3 beds

|

2 baths

|

1,870 sq ft

|

House

17990 SE 100TH TER, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
Cindy Certified
588 AUTUMN ASH DR, CLERMONT, FL, 34715, Clermont, FL 34715
$595,000

4 beds

|

3 baths

|

2,827 sq ft

|

House

588 AUTUMN ASH DR, CLERMONT, FL, 34715
Kings Ridge 2308 TWICKINGHAM CT, CLERMONT, FL, 34711, Clermont, FL 34711
$369,900

3 beds

|

2 baths

|

1,892 sq ft

|

House

2308 TWICKINGHAM CT, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 8015 SE 174TH BELHAVEN LOOP, THE VILLAGE..., The Villages, FL 32162
$275,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

8015 SE 174TH BELHAVEN LOOP, THE VILLAGE...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Scottish Highlands 27 GORDON CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$215,000

2 beds

|

2 baths

|

1,252 sq ft

|

House

27 GORDON CT, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 603 ROBIN LN, WILDWOOD, FL, 34785, Wildwood, FL 34785
$159,900

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

603 ROBIN LN, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 2254 ISLEWORTH CIR, THE VILLAGES, FL, 32..., The Villages, FL 32163
$1,149,000

3 beds

|

2 baths

|

3,082 sq ft

|

House

2254 ISLEWORTH CIR, 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.
Harbor Hills Country Club 5204 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$449,900

3 beds

|

3 baths

|

2,248 sq ft

|

House

5204 GREENS DR, LADY LAKE, FL, 32159
The Villages® 7809 SE 171ST HARLESTON ST, THE VILLAGES..., The Villages, FL 32162
$477,900

3 beds

|

2 baths

|

2,048 sq ft

|

Villa

7809 SE 171ST HARLESTON ST, THE VILLAGES...
Community: The Villages®
Plantation at Leesburg 4960 HERON RUN CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,900

2 beds

|

2 baths

|

1,289 sq ft

|

House

4960 HERON RUN CIR, LEESBURG, FL, 34748
The Villages® 1639 ALLENDALE PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$285,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1639 ALLENDALE PL, THE VILLAGES, FL, 321...
Community: The Villages®
Cindy Certified
1208 TURTLE ISLAND RD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$299,000

3 beds

|

2 baths

|

1,509 sq ft

|

Villa

1208 TURTLE ISLAND RD, LADY LAKE, FL, 32...
The Villages® 2604 ALCADE PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$374,990

3 beds

|

2 baths

|

1,654 sq ft

|

House

2604 ALCADE PL, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 2623 ASCOT LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$250,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2623 ASCOT LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1411 JUAREZ PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$465,000

3 beds

|

2 baths

|

1,388 sq ft

|

House

1411 JUAREZ PL, THE VILLAGES, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1147 ELIZABETH CT, THE VILLAGES, FL, 321..., The Villages, FL 32162
$499,900

3 beds

|

2 baths

|

1,602 sq ft

|

Villa

1147 ELIZABETH CT, THE VILLAGES, FL, 321...
Community: The Villages®
Cindy Certified
142 TRANQUIL MIRROR LAKE CT 18, CLERMONT..., Clermont, FL 34711
$1,492,545

4 beds

|

3 baths

|

2,974 sq ft

|

House

142 TRANQUIL MIRROR LAKE CT 18, CLERMONT...
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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