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Leesburg, FL 55+ active adult communities & homes for sale - Page 25

1,117 homes near Leesburg

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5 rating (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
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 (8 reviews) Pennbrooke Fairways
<$100k - $300Ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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
4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 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
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 (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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 (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
4 rating (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
3.9 rating (7 reviews) Summit Greens
$300Ks - $400Ks
Summit Greens, Clermont, FL
Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes
5 rating (1 reviews) Royal Harbor
$200Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 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) Esplanade at Highland Ran...
$300Ks - $600Ks
Esplanade at Highland Ran..., Clermont, FL
Resale Only | 55+ age-restricted | Built 2014 - 2022 | 475 homes
Baytree
$200Ks - $500Ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
Heritage - The Cottages o...
$200Ks - $300Ks
Heritage - The Cottages o..., Okahumpka, FL
New Construction | 55+ age-restricted | Built 2022 - present | 179 homes
Summit Chase Villas
$100Ks
Summit Chase Villas, Tavares, FL
Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes
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Questions? Call us: (352) 805-1035
Del Webb Minneola
$400Ks - $1Ms
Del Webb Minneola, Minneola, FL
New Construction | 55+ age-restricted | Built 2020 - present
The Villages® 5162 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$274,900

3 beds

|

2 baths

|

1,314 sq ft

|

House

5162 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Arlington Ridge 4002 RICHMOND XING, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,999

3 beds

|

2 baths

|

2,188 sq ft

|

House

4002 RICHMOND XING, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 1899 GROESSER PL, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$329,900

2 beds

|

2 baths

|

1,203 sq ft

|

Villa

1899 GROESSER PL, THE VILLAGES, FL, 3216...
Community: The Villages®
Arlington Ridge 26747 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$410,000

3 beds

|

2 baths

|

2,004 sq ft

|

House

26747 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Plantation at Leesburg 25348 CRESTWATER DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$295,000

3 beds

|

2 baths

|

1,762 sq ft

|

House

25348 CRESTWATER DR, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Plantation at Leesburg 24841 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748
$159,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

24841 PINE HL, LEESBURG, FL, 34748
Scottish Highlands 918 DUNDEE CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$245,000

2 beds

|

2 baths

|

1,380 sq ft

|

House

918 DUNDEE CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
Highland Lakes 26104 NEWCOMBE CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$235,000

2 beds

|

2 baths

|

1,124 sq ft

|

House

26104 NEWCOMBE CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Pennbrooke Fairways 730 COTTAGE PARK LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$135,247

2 beds

|

2 baths

|

850 sq ft

|

Manufactured Home

730 COTTAGE PARK LN, 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.
Summit Greens 2503 SQUAW CRK, CLERMONT, FL, 34711, Clermont, FL 34711
$374,900

3 beds

|

2 baths

|

1,919 sq ft

|

House

2503 SQUAW CRK, CLERMONT, FL, 34711
Community: Summit Greens
Lakeside Landings 4846 AUDREY MARIE CT, OXFORD, FL, 34484, Oxford, FL 34484
$449,700

4 beds

|

2 baths

|

2,200 sq ft

|

House

4846 AUDREY MARIE CT, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 1532 W SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$282,000

2 beds

|

2 baths

|

1,092 sq ft

|

Manufactured Home

1532 W SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
The Villages® 375 SIMPSON ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$439,900

3 beds

|

2 baths

|

1,887 sq ft

|

House

375 SIMPSON ST, 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
Stonecrest 17209 SE 115TH TERRACE RD, SUMMERFIELD, ..., Summerfield, FL 34491
$354,900

2 beds

|

2 baths

|

1,695 sq ft

|

House

17209 SE 115TH TERRACE RD, SUMMERFIELD, ...
Community: Stonecrest
Highland Lakes 5609 ROSEWALL CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$385,000

3 beds

|

3 baths

|

2,251 sq ft

|

House

5609 ROSEWALL CIR, LEESBURG, FL, 34748
Community: Highland Lakes
Spruce Creek South 10442 SE 179TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$279,000

3 beds

|

2 baths

|

1,652 sq ft

|

House

10442 SE 179TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1314 LAJOLLA CIR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$409,000

2 beds

|

2 baths

|

1,094 sq ft

|

Villa

1314 LAJOLLA CIR, THE VILLAGES, FL, 3215...
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.
Stonecrest 17243 SE 116TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$470,000

3 beds

|

2 baths

|

1,729 sq ft

|

House

17243 SE 116TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
Spruce Creek South 17515 SE 96TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$265,000

3 beds

|

2 baths

|

1,450 sq ft

|

House

17515 SE 96TH CT, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
Harbor Hills Country Club 5235 ISLAND TERRACE CT, LADY LAKE, FL, 3..., Lady Lake, FL 32159
$599,900

3 beds

|

3 baths

|

2,446 sq ft

|

House

5235 ISLAND TERRACE CT, LADY LAKE, FL, 3...
Legacy of Leesburg 27111 NOSTALGIA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$294,900

3 beds

|

2 baths

|

1,477 sq ft

|

House

27111 NOSTALGIA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 903 RAMOS DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$500,000

3 beds

|

2 baths

|

1,836 sq ft

|

House

903 RAMOS DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 732 PALMA DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$300,000

2 beds

|

2 baths

|

1,374 sq ft

|

House

732 PALMA DR, THE VILLAGES, FL, 32159
Community: The Villages®
Royal Harbor 5305 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$325,000

3 beds

|

2 baths

|

1,824 sq ft

|

House

5305 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
The Villages® 4434 SHOCKOE CIR, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$599,000

3 beds

|

2 baths

|

1,950 sq ft

|

House

4434 SHOCKOE CIR, THE VILLAGES, FL, 3216...
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 38800 HARBORWOODS PL, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$429,900

3 beds

|

4 baths

|

2,692 sq ft

|

House

38800 HARBORWOODS PL, LADY LAKE, FL, 321...
The Villages® 17238 SE 94TH COULTS CIR, THE VILLAGES, ..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,558 sq ft

|

House

17238 SE 94TH COULTS CIR, THE VILLAGES, ...
Community: The Villages®
The Villages® 1507 E SCHWARTZ BLVD, LADY LAKE, FL, 321..., Lady Lake, FL 32159
$223,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

1507 E SCHWARTZ BLVD, LADY LAKE, FL, 321...
Community: The Villages®
Pennbrooke Fairways 432 RANCHWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$229,900

2 beds

|

2 baths

|

1,336 sq ft

|

House

432 RANCHWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Kings Ridge 4326 HAMMERSMITH DR, CLERMONT, FL, 34711, Clermont, FL 34711
$330,000

2 beds

|

3 baths

|

1,722 sq ft

|

House

4326 HAMMERSMITH DR, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Arlington Ridge 4671 SPRING GROVE LN, LEESBURG, FL, 3474..., Leesburg, FL 34748
$310,000

2 beds

|

2 baths

|

1,558 sq ft

|

House

4671 SPRING GROVE LN, LEESBURG, FL, 3474...
Community: Arlington Ridge
Pennbrooke Fairways 32942 RAMBLING OAKS CT, LEESBURG, FL, 34..., Leesburg, FL 34748
$249,999

3 beds

|

2 baths

|

1,869 sq ft

|

House

32942 RAMBLING OAKS CT, LEESBURG, FL, 34...
Community: Pennbrooke Fairways
Spruce Creek South 17830 SE 95TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$299,900

2 beds

|

2 baths

|

1,734 sq ft

|

House

17830 SE 95TH CIR, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Highland Lakes 26755 CASH CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$189,900

2 beds

|

2 baths

|

1,120 sq ft

|

Villa

26755 CASH CT, LEESBURG, FL, 34748
Community: Highland Lakes
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 3596 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711
$395,900

3 beds

|

2 baths

|

1,677 sq ft

|

House

3596 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
Esplanade at Highland Ranch 2602 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715
$389,500

2 beds

|

2 baths

|

1,732 sq ft

|

House

2602 STARGRASS CIR, CLERMONT, FL, 34715
Highland Lakes 6404 TILDON CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$285,000

3 beds

|

2 baths

|

1,814 sq ft

|

House

6404 TILDON CT, LEESBURG, FL, 34748
Community: Highland Lakes
Del Webb Minneola 1393 ZESTY CITRUS LN, MINNEOLA, FL, 3471..., Minneola, FL 34715
$899,000

4 beds

|

4 baths

|

3,108 sq ft

|

House

1393 ZESTY CITRUS LN, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 438 SAN PEDRO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$250,000

3 beds

|

2 baths

|

1,527 sq ft

|

House

438 SAN PEDRO DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1727 HILTON HEAD BLVD, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$210,000

2 beds

|

2 baths

|

1,180 sq ft

|

Manufactured Home

1727 HILTON HEAD BLVD, LADY LAKE, FL, 32...
Community: The Villages®

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