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

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


25 communities 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
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
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
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 (8 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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 (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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 (1 reviews) Legacy of Leesburg
$200ks - $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 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
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
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
Cresswind at Lake Harris
$300ks - $500ks
Cresswind at Lake Harris, Tavares, FL
New Construction | 55+ age-restricted | Built 2025 - present | 625 homes
Baytree
$100ks - $300ks
Baytree, Tavares, FL
Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes
The Villages® 1126 MIONA SHORES DR, THE VILLAGES, FL, ..., The Villages, FL 32162
$949,900

3 beds

|

2 baths

|

2,680 sq ft

|

House

1126 MIONA SHORES DR, THE VILLAGES, FL, ...
Community: The Villages®
Spruce Creek South 10701 SE 179TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$279,900

3 beds

|

2 baths

|

1,668 sq ft

|

House

10701 SE 179TH LN, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1075 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$349,900

2 beds

|

2 baths

|

1,258 sq ft

|

Villa

1075 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 2289 SWANSEA TER, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$429,900

3 beds

|

2 baths

|

1,612 sq ft

|

Villa

2289 SWANSEA TER, THE VILLAGES, FL, 3216...
Community: The Villages®
Trilogy® Orlando 306 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$350,000

3 beds

|

2 baths

|

1,925 sq ft

|

House

306 ALCOVE DR, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 1507 BARRERA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$329,900

3 beds

|

2 baths

|

1,553 sq ft

|

House

1507 BARRERA CT, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1339 LAJOLLA CIR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$319,900

2 beds

|

2 baths

|

1,094 sq ft

|

Villa

1339 LAJOLLA CIR, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 1068 BURNETTOWN PL, THE VILLAGES, FL, 32..., The Villages, FL 32162
$598,700

3 beds

|

2 baths

|

1,837 sq ft

|

Villa

1068 BURNETTOWN PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 1606 CAMPOS DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$260,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1606 CAMPOS DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1930 RHETT RD, THE VILLAGES, FL, 32163, The Villages, FL 32163
$319,900

2 beds

|

2 baths

|

1,434 sq ft

|

Villa

1930 RHETT RD, THE VILLAGES, FL, 32163
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.
Baytree 615 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$285,000

3 beds

|

2 baths

|

1,440 sq ft

|

House

615 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
The Villages® 17648 SE 93RD BUTLER CT, THE VILLAGES, F..., The Villages, FL 32162
$299,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

17648 SE 93RD BUTLER CT, THE VILLAGES, F...
Community: The Villages®
The Villages® 1707 GOMEZ PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,344 sq ft

|

House

1707 GOMEZ PL, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1214 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$349,900

2 beds

|

2 baths

|

1,146 sq ft

|

Villa

1214 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 4946 NE 124TH RD, OXFORD, FL, 34484, Oxford, FL 34484
$380,000

3 beds

|

3 baths

|

2,547 sq ft

|

House

4946 NE 124TH RD, OXFORD, FL, 34484
Community: The Villages®
The Villages® 1806 QUEENSBURY TER, THE VILLAGES, FL, 3..., The Villages, FL 32162
$269,900

2 beds

|

2 baths

|

1,188 sq ft

|

Villa

1806 QUEENSBURY TER, 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
Stonecrest 12271 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$389,000

4 beds

|

3 baths

|

2,246 sq ft

|

House

12271 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
New The Villages® 1863 DALTON DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$300,000

2 beds

|

2 baths

|

1,152 sq ft

|

Villa

1863 DALTON DR, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 1700 JADESTONE TER, THE VILLAGES, FL, 32..., The Villages, FL 32162
$359,000

2 beds

|

2 baths

|

1,138 sq ft

|

Villa

1700 JADESTONE TER, THE VILLAGES, FL, 32...
Community: The Villages®
New The Villages® 798 MILLHORN LOOP, THE VILLAGES, FL, 321..., The Villages, FL 32163
$359,000

3 beds

|

2 baths

|

1,500 sq ft

|

House

798 MILLHORN LOOP, THE VILLAGES, FL, 321...
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.
New Plantation at Leesburg 24907 CRANES ROOST CIR, LEESBURG, FL, 34..., Leesburg, FL 34748
$375,000

3 beds

|

2 baths

|

1,848 sq ft

|

House

24907 CRANES ROOST CIR, LEESBURG, FL, 34...
New
Cindy Certified
9760 BLACK WALNUT DR, CLERMONT, FL, 3471..., Clermont, FL 34715
$370,000

3 beds

|

2 baths

|

1,516 sq ft

|

House

9760 BLACK WALNUT DR, CLERMONT, FL, 3471...
New The Villages® 497 LITTLE RIVER PATH, THE VILLAGES, FL,..., The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,568 sq ft

|

House

497 LITTLE RIVER PATH, THE VILLAGES, FL,...
Community: The Villages®
New The Villages® 1034 VENTURA DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$270,000

2 beds

|

2 baths

|

1,338 sq ft

|

House

1034 VENTURA DR, LADY LAKE, FL, 32159
Community: The Villages®
New The Villages® 2800 PLAINRIDGE LOOP, THE VILLAGES, FL, ..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,240 sq ft

|

House

2800 PLAINRIDGE LOOP, THE VILLAGES, FL, ...
Community: The Villages®
New The Villages® 1836 CAPTIVA CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$324,900

3 beds

|

2 baths

|

1,392 sq ft

|

House

1836 CAPTIVA CT, THE VILLAGES, FL, 32162
Community: The Villages®
New The Villages® 3277 KRANZ AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$465,000

3 beds

|

3 baths

|

1,854 sq ft

|

House

3277 KRANZ AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New Baytree 136 JUNIPER WAY, TAVARES, FL, 32778, Tavares, FL 32778
$267,990

2 beds

|

2 baths

|

1,179 sq ft

|

Villa

136 JUNIPER WAY, TAVARES, FL, 32778
Community: Baytree
New
Cindy Certified
10381 CHURCH HAMMOCK RD, LEESBURG, FL, 3..., Leesburg, FL 34788
$375,000

4 beds

|

3 baths

|

2,077 sq ft

|

House

10381 CHURCH HAMMOCK RD, LEESBURG, FL, 3...
New The Villages® 4157 COLLERETTE CT, THE VILLAGES, FL, 32..., The Villages, FL 32163
$484,900

3 beds

|

2 baths

|

1,949 sq ft

|

House

4157 COLLERETTE CT, 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.
New The Villages® 1124 DEL TORO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$236,500

2 beds

|

1 baths

|

1,098 sq ft

|

House

1124 DEL TORO DR, LADY LAKE, FL, 32159
Community: The Villages®
New Esplanade at Highland Ranch 959 BRAEWOOD DR, CLERMONT, FL, 34715, Clermont, FL 34715
$400,000

2 beds

|

2 baths

|

1,788 sq ft

|

House

959 BRAEWOOD DR, CLERMONT, FL, 34715
New The Villages® 1241 TARFLOWER TER, THE VILLAGES, FL, 32..., The Villages, FL 32163
$497,000

3 beds

|

2 baths

|

1,956 sq ft

|

House

1241 TARFLOWER TER, THE VILLAGES, FL, 32...
Community: The Villages®
New Pennbrooke Fairways 1145 EAGLES LNDG, LEESBURG, FL, 34748, Leesburg, FL 34748
$249,900

3 beds

|

2 baths

|

1,639 sq ft

|

House

1145 EAGLES LNDG, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
New Lakeside Landings 10371 ADDISON SHORE WAY, OXFORD, FL, 344..., Oxford, FL 34484
$425,000

4 beds

|

3 baths

|

2,016 sq ft

|

House

10371 ADDISON SHORE WAY, OXFORD, FL, 344...
Community: Lakeside Landings
New Legacy of Leesburg 5127 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$349,900

3 beds

|

2 baths

|

2,386 sq ft

|

House

5127 AURORA DR, LEESBURG, FL, 34748
Community: Legacy of Leesburg
New The Villages® 3254 ZIPPERER WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$550,000

3 beds

|

2 baths

|

1,654 sq ft

|

House

3254 ZIPPERER WAY, THE VILLAGES, FL, 321...
Community: The Villages®
New
Cindy Certified
34024 SKY BLOSSOM CIR, LEESBURG, FL, 347..., Leesburg, FL 34788
$331,500

4 beds

|

2 baths

|

1,850 sq ft

|

House

34024 SKY BLOSSOM CIR, LEESBURG, FL, 347...
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
New The Villages® 2182 KAYLEE DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,499 sq ft

|

House

2182 KAYLEE DR, THE VILLAGES, FL, 32162
Community: The Villages®
New Spruce Creek South 10255 SE 178TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$239,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

10255 SE 178TH PL, SUMMERFIELD, FL, 3449...
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.

Frequently Asked Questions


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