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Leesburg, FL 55+ active adult communities & homes for sale - Page 22

1,202 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
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
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 (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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
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.
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
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
Del Webb Minneola
$400ks - $700ks
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
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.
Lakeside Landings
$100ks - $300ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
3.9 rating (7 reviews) Summit Greens
$300ks - $400ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
Heritage - The Cottages o...
$300ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Summit Chase Villas
$100ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
Kings Ridge 3814 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$335,000

2 beds

|

2 baths

|

1,422 sq ft

|

House

3814 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 3079 NUTWOOD AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$295,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

3079 NUTWOOD AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
Highland Lakes 26707 CASH CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$215,000

2 beds

|

2 baths

|

1,293 sq ft

|

Villa

26707 CASH CT, LEESBURG, FL, 34748
Community: Highland Lakes
Stonecrest 17787 SE 114TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$349,900

3 beds

|

2 baths

|

1,867 sq ft

|

House

17787 SE 114TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Arlington Ridge 26822 BULL RUN, LEESBURG, FL, 34748, Leesburg, FL 34748
$324,000

3 beds

|

2 baths

|

1,602 sq ft

|

House

26822 BULL RUN, LEESBURG, FL, 34748
Community: Arlington Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 5885 FLINT LOOP, THE VILLAGES, FL, 32163, The Villages, FL 32163
$799,900

3 beds

|

3 baths

|

1,977 sq ft

|

House

5885 FLINT LOOP, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 5107 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$419,900

4 beds

|

3 baths

|

1,910 sq ft

|

House

5107 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Plantation at Leesburg 25040 BETTON HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$179,900

2 beds

|

2 baths

|

1,428 sq ft

|

Manufactured Home

25040 BETTON HL, LEESBURG, FL, 34748
Plantation at Leesburg 25300 HIBISCUS ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,000

2 beds

|

2 baths

|

1,908 sq ft

|

House

25300 HIBISCUS ST, LEESBURG, FL, 34748
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.
Trilogy® Orlando 168 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$580,000

3 beds

|

3 baths

|

2,392 sq ft

|

House

168 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Royal Harbor 3370 SAINT LUCIA CT, TAVARES, FL, 32778, Tavares, FL 32778
$359,900

3 beds

|

2 baths

|

1,893 sq ft

|

House

3370 SAINT LUCIA CT, TAVARES, FL, 32778
Community: Royal Harbor
Stonecrest 17842 SE 125TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$315,000

3 beds

|

2 baths

|

1,695 sq ft

|

House

17842 SE 125TH CIR, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 8089 SE 174TH BELHAVEN LOOP, THE VILLAGE..., The Villages, FL 32162
$375,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

8089 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
The Villages® 9239 SE 171ST COOPER LOOP, THE VILLAGES,..., The Villages, FL 32162
$349,000

3 beds

|

2 baths

|

1,993 sq ft

|

House

9239 SE 171ST COOPER LOOP, THE VILLAGES,...
Community: The Villages®
The Villages® 17101 SE 94TH BERRIEN CT, THE VILLAGES, ..., The Villages, FL 32162
$389,000

3 beds

|

2 baths

|

1,922 sq ft

|

House

17101 SE 94TH BERRIEN CT, THE VILLAGES, ...
Community: The Villages®
Del Webb Minneola 1517 EVENING SUMMIT CIR, MINNEOLA, FL, 3..., Minneola, FL 34715
$1,140,000

4 beds

|

4 baths

|

2,808 sq ft

|

House

1517 EVENING SUMMIT CIR, MINNEOLA, FL, 3...
Community: Del Webb Minneola
The Villages® 1028 COTTAGE DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$1,099,900

2 beds

|

2 baths

|

2,525 sq ft

|

House

1028 COTTAGE DR, THE VILLAGES, FL, 32162
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® 18101 SANDALWOOD DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$94,900

1 beds

|

1 baths

|

872 sq ft

|

Condo

18101 SANDALWOOD DR, WILDWOOD, FL, 34785
Community: The Villages®
Heritage Hills 3547 FAIRWATERS CT A, CLERMONT, FL, 3471..., Clermont, FL 34711
$324,500

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3547 FAIRWATERS CT A, CLERMONT, FL, 3471...
Community: Heritage Hills
The Villages® 915 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$449,900

3 beds

|

2 baths

|

2,022 sq ft

|

House

915 RAMOS DR, THE VILLAGES, FL, 32159
Community: The Villages®
Plantation at Leesburg 3639 WESTOVER CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$299,900

2 beds

|

2 baths

|

1,709 sq ft

|

House

3639 WESTOVER CIR, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Kings Ridge 2535 NEW CASTLE CT, CLERMONT, FL, 34711, Clermont, FL 34711
$379,000

2 beds

|

2 baths

|

1,930 sq ft

|

House

2535 NEW CASTLE CT, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 602 JUANITA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$399,000

3 beds

|

2 baths

|

1,776 sq ft

|

House

602 JUANITA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 17353 SE 78TH HARMONY CIR, THE VILLAGES,..., The Villages, FL 32162
$259,000

1 beds

|

1 baths

|

955 sq ft

|

Villa

17353 SE 78TH HARMONY CIR, THE VILLAGES,...
Community: The Villages®
The Villages® 631 ENCONTO ST, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$319,000

2 beds

|

2 baths

|

1,128 sq ft

|

House

631 ENCONTO ST, 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.
Heritage Hills 3557 BELLAND CIR D, CLERMONT, FL, 34711, Clermont, FL 34711
$289,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3557 BELLAND CIR D, CLERMONT, FL, 34711
Community: Heritage Hills
Lakeside Landings 5318 EDGEWATER WAY 10, OXFORD, FL, 34484, Oxford, FL 34484
$223,900

2 beds

|

2 baths

|

1,281 sq ft

|

Condo

5318 EDGEWATER WAY 10, OXFORD, FL, 34484
Community: Lakeside Landings
Harbor Hills Country Club 39819 GROVE HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159
$520,000

3 beds

|

2 baths

|

2,504 sq ft

|

House

39819 GROVE HEIGHTS, LADY LAKE, FL, 3215...
Stonecrest 17824 SE 114TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$225,000

3 beds

|

2 baths

|

1,483 sq ft

|

House

17824 SE 114TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 1568 BLACK LAKE DR, THE VILLAGES, FL, 32..., The Villages, FL 32162
$2,250,000

4 beds

|

5 baths

|

4,654 sq ft

|

House

1568 BLACK LAKE DR, 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
Lakeside Landings 10158 JULIA ISLES AVE, OXFORD, FL, 34484, Oxford, FL 34484
$369,000

3 beds

|

2 baths

|

1,889 sq ft

|

House

10158 JULIA ISLES AVE, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 3499 AUBURNDALE AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$329,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

3499 AUBURNDALE AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Heritage Hills 3550 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$304,900

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3550 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
Stonecrest 11351 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$274,900

3 beds

|

2 baths

|

1,717 sq ft

|

House

11351 SE 175TH PL, SUMMERFIELD, FL, 3449...
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.
Stonecrest 17187 SE 116TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$479,900

3 beds

|

3 baths

|

2,026 sq ft

|

House

17187 SE 116TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
The Villages® 2306 OAK BEND PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$275,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2306 OAK BEND PL, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 503 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$330,000

3 beds

|

2 baths

|

1,467 sq ft

|

House

503 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 2473 BUTTONWOOD RUN, THE VILLAGES, FL, 3..., The Villages, FL 32162
$335,000

3 beds

|

2 baths

|

1,463 sq ft

|

House

2473 BUTTONWOOD RUN, THE VILLAGES, FL, 3...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1399 HOLLY HILL AVE, THE VILLAGES, FL, 3..., The Villages, FL 32162
$329,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

1399 HOLLY HILL AVE, THE VILLAGES, FL, 3...
Community: The Villages®
Heritage Hills 3201 SONESTA CT A, CLERMONT, FL, 34711, Clermont, FL 34711
$319,500

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3201 SONESTA CT A, CLERMONT, FL, 34711
Community: Heritage Hills

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