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Leesburg, FL 55+ active adult communities & homes for sale - Page 28

Living in Leesburg

Homebuyers looking for 55+ communities in Leesburg will enjoy this small Central Florida city. Located just 45 miles northwest of Orlando it is the oldest city in Lake County.…

Homebuyers looking for 55+ communities in Leesburg will enjoy this small Central Florida city. Located just 45 miles northwest of Orlando it is the oldest city in Lake County. Residents enjoy a variety of entertainment and outdoor recreation as well as Florida's tax friendly economy.

Leesburg Climate & Geography

For some residents, one of the perks of living in Florida is the lack of snowfall and high temperatures. However, Leesburg is a prime location for retirees who still enjoy some seasonal variation. While the city’s drier season lasts for most of the year, rainfall, humidity, and water temperature do vary. Summers are typically hot, wet, and humid while winters are dry and warm.

Recreation, Culture & Entertainment In Leesburg

Leesburg's sunny weather is perfect for exploring the multiple nature parks in the area. Popular parks include Venetians Gardens Park, Herlong Park, Flat Island Preserve, and Emeralda Marsh Conserve. 

Favorite indoor activities include the Cane Garden Country Club, Eisenhower Regional Recreation Center, and Savannah Center. In addition the Melon Patch Theatre, and Tropic Theater are located in Leesburg and offer a variety of entertainment.

Once a year, Leesburg hosts the world’s largest motorcycle and music event, the Leesburg Bikefest. This event lasts for three days and is loaded with concerts, vendors, bike shows, and more.

Leesburg Cost of Living & Taxes

Florida is ranked as one of the top 10 most tax-friendly states for retirees. Retirement benefits and Social Security income are not taxed. Moreover Florida residents 65 and older who meet certain requirements receive a tax break on property taxes.

While the overall cost of living in Leesburg is lower than the state average, the sales tax is one percent higher. The cost of living for a resident of Leesburg is 6.2 percent lower than the national average while other cities such as Orlando and Jacksonville are higher than the average. The costs of health care, groceries, housing, and transportation all contribute to the city’s lower cost of living when compared to the state average.

Health Care in Leesburg

Both the Leesburg Regional Medical Center and LifeStream Behavioral Center are located in Leesburg. Additionally, AdventHealth Waterman, Villages Regional Hospital, and South Lake Hospital are within 20 miles of Leesburg. The Leesburg Regional Medical Center is recognized as No. 3 in Central Florida. The medical center ranks as a high performing facility in chronic obstructive pulmonary disease, heart failure and bypass surgery, and knee replacements.

Frequently Asked Questions


1,145 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 (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 (8 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
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 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
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
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 (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
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
Esplanade at McKinnon Gro...
$300ks - $900ks
Esplanade at McKinnon Gro..., Winter Garden, FL
New Construction | Age-targeted | Built 2024 - present | 658 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.
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
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 homes
Plantation at Leesburg 25607 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748
$245,000

2 beds

|

2 baths

|

1,345 sq ft

|

House

25607 BELLE HELENE, LEESBURG, FL, 34748
Royal Harbor 5685 GULF STREAM ST, TAVARES, FL, 32778, Tavares, FL 32778
$329,999

3 beds

|

2 baths

|

1,823 sq ft

|

House

5685 GULF STREAM ST, TAVARES, FL, 32778
Community: Royal Harbor
Spruce Creek South 10319 SE 177TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$224,900

2 beds

|

2 baths

|

1,143 sq ft

|

House

10319 SE 177TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Cindy Certified
783 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$319,304

4 beds

|

2 baths

|

1,840 sq ft

|

House

783 SUNSHOWER DR, LADY LAKE, FL, 32159
Cindy Certified
2928 CANARY LN, TAVARES, FL, 32778, Tavares, FL 32778
$355,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

2928 CANARY LN, TAVARES, FL, 32778
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 675 KENDALL CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$289,990

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

675 KENDALL CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 5092 NE 81ST BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785
$825,000

3 beds

|

3 baths

|

3,407 sq ft

|

House

5092 NE 81ST BLVD, WILDWOOD, FL, 34785
Community: The Villages®
The Villages® 2454 YOUNGMANN LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32163
$397,500

3 beds

|

2 baths

|

1,569 sq ft

|

House

2454 YOUNGMANN LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
The Villages® 1405 W SCHWARTZ BLVD, THE VILLAGES, FL, ..., The Villages, FL 32159
$289,900

2 beds

|

2 baths

|

1,192 sq ft

|

House

1405 W SCHWARTZ BLVD, THE VILLAGES, FL, ...
Community: The Villages®
Heritage Hills 3464 EMBERS LN, CLERMONT, FL, 34711, Clermont, FL 34711
$420,000

3 beds

|

3 baths

|

2,032 sq ft

|

House

3464 EMBERS LN, CLERMONT, FL, 34711
Community: Heritage Hills
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® 16816 SE 85TH SAPELO CT, THE VILLAGES, F..., The Villages, FL 32162
$584,000

3 beds

|

2 baths

|

1,934 sq ft

|

House

16816 SE 85TH SAPELO CT, THE VILLAGES, F...
Community: The Villages®
Esplanade at Highland Ranch 1284 ZEEK RIDGE ST, CLERMONT, FL, 34715, Clermont, FL 34715
$399,000

2 beds

|

2 baths

|

1,722 sq ft

|

House

1284 ZEEK RIDGE ST, CLERMONT, FL, 34715
Cindy Certified
898 BUCKEYE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$395,990

4 beds

|

3 baths

|

2,198 sq ft

|

House

898 BUCKEYE DR, LADY LAKE, FL, 32159
The Villages® 5107 NE 122ND BLVD, OXFORD, FL, 34484, Oxford, FL 34484
$414,900

4 beds

|

3 baths

|

1,910 sq ft

|

House

5107 NE 122ND BLVD, OXFORD, FL, 34484
Community: The Villages®
Plantation at Leesburg 25300 HIBISCUS ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$229,500

2 beds

|

2 baths

|

1,908 sq ft

|

House

25300 HIBISCUS ST, LEESBURG, FL, 34748
Heritage Hills 3550 FAIRWATERS CT C, CLERMONT, FL, 3471..., Clermont, FL 34711
$275,000

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3550 FAIRWATERS CT C, CLERMONT, FL, 3471...
Community: Heritage Hills
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 11351 SE 175TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$265,000

3 beds

|

2 baths

|

1,717 sq ft

|

House

11351 SE 175TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Cindy Certified
930 BUCKEYE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$479,990

4 beds

|

3 baths

|

2,675 sq ft

|

House

930 BUCKEYE DR, LADY LAKE, FL, 32159
Scottish Highlands 2105 GREENLAW CT 2105, LEESBURG, FL, 347..., Leesburg, FL 34788
$169,000

2 beds

|

2 baths

|

932 sq ft

|

Condo

2105 GREENLAW CT 2105, LEESBURG, FL, 347...
Community: Scottish Highlands
Spruce Creek South 10767 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$235,000

3 beds

|

2 baths

|

1,690 sq ft

|

House

10767 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
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.
Arlington Ridge 27343 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$319,000

3 beds

|

2 baths

|

1,607 sq ft

|

House

27343 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Spruce Creek South 10599 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$212,500

2 beds

|

2 baths

|

1,008 sq ft

|

House

10599 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Pennbrooke Fairways 32512 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$234,000

3 beds

|

2 baths

|

1,312 sq ft

|

House

32512 OAK PARK DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 17627 SE 88TH COVINGTON CIR, THE VILLAGE..., The Villages, FL 32162
$600,000

3 beds

|

2 baths

|

2,460 sq ft

|

House

17627 SE 88TH COVINGTON CIR, THE VILLAGE...
Community: The Villages®
The Villages® 1067 CARVER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$352,829

2 beds

|

2 baths

|

1,270 sq ft

|

Villa

1067 CARVER CT, THE VILLAGES, FL, 32163
Community: The Villages®
Royal Highlands 21202 BRAVEHEART DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$290,000

3 beds

|

2 baths

|

1,588 sq ft

|

House

21202 BRAVEHEART DR, LEESBURG, FL, 34748
Community: Royal Highlands
Cindy Certified
9537 BLACK WALNUT DR, CLERMONT, FL, 3471..., Clermont, FL 34715
$395,000

4 beds

|

2 baths

|

1,846 sq ft

|

House

9537 BLACK WALNUT DR, CLERMONT, FL, 3471...
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
$460,000

3 beds

|

2 baths

|

1,836 sq ft

|

House

903 RAMOS DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 2845 CHARITY LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$309,900

2 beds

|

2 baths

|

1,206 sq ft

|

House

2845 CHARITY LOOP, THE VILLAGES, FL, 321...
Community: The Villages®
Cindy Certified
808 SUNSHOWER DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$334,990

3 beds

|

2 baths

|

1,761 sq ft

|

House

808 SUNSHOWER DR, LADY LAKE, FL, 32159
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® 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® 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®
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
Royal Highlands 4528 GLEN COE ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$380,500

2 beds

|

2 baths

|

2,200 sq ft

|

House

4528 GLEN COE ST, LEESBURG, FL, 34748
Community: Royal Highlands
Plantation at Leesburg 3606 MULBERRY GROVE LOOP, LEESBURG, FL, ..., Leesburg, FL 34748
$440,000

3 beds

|

3 baths

|

2,664 sq ft

|

House

3606 MULBERRY GROVE LOOP, LEESBURG, FL, ...
The Villages® 939 KOLLER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$449,999

2 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
$79,900

1 beds

|

1 baths

|

490 sq ft

|

Manufactured Home

615 COTTAGE PARK LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 712 JASON DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$198,000

2 beds

|

2 baths

|

1,292 sq ft

|

Manufactured Home

712 JASON DR, LADY LAKE, 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® 870 HENDERSON LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$299,900

3 beds

|

2 baths

|

1,375 sq ft

|

House

870 HENDERSON LN, THE VILLAGES, FL, 3216...
Community: The Villages®
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®
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.

Frequently Asked Questions


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1,145 homes
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