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Leesburg, FL 55+ active adult communities & homes for sale - Page 16

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 25333 RIVER CREST DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$249,000

3 beds

|

2 baths

|

1,737 sq ft

|

House

25333 RIVER CREST DR, LEESBURG, FL, 3474...
Stonecrest 10982 SE 169TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$395,000

3 beds

|

2 baths

|

1,727 sq ft

|

House

10982 SE 169TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 483 HILDALGO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$234,000

2 beds

|

1 baths

|

1,034 sq ft

|

Villa

483 HILDALGO DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1215 PANAMA PL, THE VILLAGES, FL, 32159, The Villages, FL 32159
$244,900

2 beds

|

2 baths

|

1,056 sq ft

|

Manufactured Home

1215 PANAMA PL, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 5562 LANSING DR, WILDWOOD, FL, 34785, Wildwood, FL 34785
$114,000

2 beds

|

2 baths

|

784 sq ft

|

Manufactured Home

5562 LANSING DR, WILDWOOD, FL, 34785
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2816 NAVY HILL CIR, THE VILLAGES, FL, 32..., The Villages, FL 32163
$359,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

2816 NAVY HILL CIR, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 250 ARBELLA LOOP, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$324,000

3 beds

|

2 baths

|

1,467 sq ft

|

House

250 ARBELLA LOOP, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 1511 LAVACA LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$564,900

3 beds

|

2 baths

|

2,058 sq ft

|

House

1511 LAVACA LN, LADY LAKE, FL, 32159
Community: The Villages®
Harbor Hills Country Club 39513 HILLRISE LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$689,000

3 beds

|

3 baths

|

2,512 sq ft

|

House

39513 HILLRISE LN, LADY LAKE, FL, 32159
The Villages® 2314 CALLAWAY DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$699,000

3 beds

|

2 baths

|

1,887 sq ft

|

House

2314 CALLAWAY DR, 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.
Trilogy® Orlando 220 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$619,000

3 beds

|

3 baths

|

2,222 sq ft

|

House

220 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Trilogy® Orlando 174 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$475,000

3 beds

|

3 baths

|

2,051 sq ft

|

House

174 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
The Villages® 1218 CAMERO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$495,000

3 beds

|

2 baths

|

2,029 sq ft

|

House

1218 CAMERO DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1631 SUMMERCHASE LOOP, THE VILLAGES, FL,..., The Villages, FL 32162
$329,900

2 beds

|

2 baths

|

1,152 sq ft

|

House

1631 SUMMERCHASE LOOP, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 12316 NE 48TH LOOP, OXFORD, FL, 34484, Oxford, FL 34484
$265,000

4 beds

|

4 baths

|

1,912 sq ft

|

House

12316 NE 48TH LOOP, OXFORD, FL, 34484
Community: The Villages®
Stonecrest 17145 SE 113TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$349,000

3 beds

|

3 baths

|

1,588 sq ft

|

House

17145 SE 113TH AVE, SUMMERFIELD, FL, 344...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1832 MADERO DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$425,000

3 beds

|

2 baths

|

1,894 sq ft

|

House

1832 MADERO DR, THE VILLAGES, FL, 32159
Community: The Villages®
Spruce Creek South 10435 SE 178TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$263,900

3 beds

|

2 baths

|

1,450 sq ft

|

House

10435 SE 178TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Kings Ridge 3622 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711
$319,000

3 beds

|

2 baths

|

1,466 sq ft

|

House

3622 WESTERHAM DR, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 2693 IRIS WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$549,900

3 beds

|

3 baths

|

2,022 sq ft

|

House

2693 IRIS WAY, 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® 3048 GLENWOOD PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$359,000

2 beds

|

2 baths

|

1,383 sq ft

|

House

3048 GLENWOOD PL, THE VILLAGES, FL, 3216...
Community: The Villages®
Heritage - The Cottages of Sanders Grove 5731 HIAWASSEE RD, LEESBURG, FL, 34748, Leesburg, FL 34748
$363,990

4 beds

|

2 baths

|

1,625 sq ft

|

House

5731 HIAWASSEE RD, LEESBURG, FL, 34748
Cindy Certified
4406 DAVOS DR, CLERMONT, FL, 34711, Clermont, FL 34711
$404,900

4 beds

|

2 baths

|

1,644 sq ft

|

House

4406 DAVOS DR, CLERMONT, FL, 34711
The Villages® 16767 SE 77TH NORTHRIDGE CT, THE VILLAGE..., The Villages, FL 32162
$490,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

16767 SE 77TH NORTHRIDGE CT, THE VILLAGE...
Community: The Villages®
The Villages® 1717 FRANCISCO ST, THE VILLAGES, FL, 321..., The Villages, FL 32159
$319,400

2 beds

|

2 baths

|

1,214 sq ft

|

Villa

1717 FRANCISCO ST, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 5996 DELPHINA LOOP, THE VILLAGES, FL, 32..., The Villages, FL 32163
$520,000

3 beds

|

3 baths

|

1,860 sq ft

|

House

5996 DELPHINA LOOP, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 17101 SE 94TH BERRIEN CT, THE VILLAGES, ..., The Villages, FL 32162
$374,500

3 beds

|

2 baths

|

1,922 sq ft

|

House

17101 SE 94TH BERRIEN CT, THE VILLAGES, ...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Stonecrest 10888 SE 170TH LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$340,000

3 beds

|

2 baths

|

1,996 sq ft

|

House

10888 SE 170TH LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
Plantation at Leesburg 24403 AMBERLEAF CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$339,999

3 beds

|

2 baths

|

1,897 sq ft

|

House

24403 AMBERLEAF CT, LEESBURG, FL, 34748
Plantation at Leesburg 25509 LAUREL VALLEY RD, LEESBURG, FL, 34..., Leesburg, FL 34748
$294,000

2 beds

|

2 baths

|

1,823 sq ft

|

House

25509 LAUREL VALLEY RD, LEESBURG, FL, 34...
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® 1040 COTTAGE DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$1,325,000

3 beds

|

3 baths

|

2,042 sq ft

|

House

1040 COTTAGE DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 843 CLIFFORD CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$374,900

3 beds

|

2 baths

|

1,470 sq ft

|

House

843 CLIFFORD CT, THE VILLAGES, FL, 32163
Community: The Villages®
Plantation at Leesburg 25102 MERIWEATHER RD, LEESBURG, FL, 3474..., Leesburg, FL 34748
$290,000

3 beds

|

2 baths

|

2,271 sq ft

|

House

25102 MERIWEATHER RD, LEESBURG, FL, 3474...
The Villages® 802 ROBIN LN, WILDWOOD, FL, 34785, Wildwood, FL 34785
$179,000

2 beds

|

2 baths

|

1,508 sq ft

|

Manufactured Home

802 ROBIN LN, WILDWOOD, FL, 34785
Community: The Villages®
Stonecrest 12139 SE 175TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$420,000

3 beds

|

2 baths

|

2,050 sq ft

|

House

12139 SE 175TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Plantation at Leesburg 4632 NOTTOWAY DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$430,000

3 beds

|

3 baths

|

2,816 sq ft

|

House

4632 NOTTOWAY DR, LEESBURG, FL, 34748
Cresswind at Hammock Oaks 956 CLUB CRESSWIND DR, LADY LAKE, FL, 32..., Lady Lake, FL 32159
$729,999

3 beds

|

4 baths

|

2,776 sq ft

|

House

956 CLUB CRESSWIND DR, LADY LAKE, FL, 32...
Royal Harbor 5111 IRONSIDES CT, TAVARES, FL, 32778, Tavares, FL 32778
$337,000

3 beds

|

2 baths

|

1,741 sq ft

|

House

5111 IRONSIDES CT, TAVARES, FL, 32778
Community: Royal Harbor
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Arlington Ridge 26860 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$430,000

2 beds

|

2 baths

|

1,824 sq ft

|

House

26860 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Cindy Certified
2541 MARTINS RUN, TAVARES, FL, 32778, Tavares, FL 32778
$285,000

3 beds

|

2 baths

|

1,425 sq ft

|

House

2541 MARTINS RUN, TAVARES, FL, 32778
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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