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Leesburg, FL 55+ active adult communities & homes for sale - Page 11

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
The Villages® 4913 NE 122ND AVE, OXFORD, FL, 34484, Oxford, FL 34484
$360,000

4 beds

|

3 baths

|

2,629 sq ft

|

House

4913 NE 122ND AVE, OXFORD, FL, 34484
Community: The Villages®
The Villages® 1541 DORAL CIR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$197,500

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

1541 DORAL CIR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 1248 AVENIDA DE LAS CASAS, LADY LAKE, FL..., Lady Lake, FL 32159
$749,900

3 beds

|

3 baths

|

2,088 sq ft

|

Townhouse

1248 AVENIDA DE LAS CASAS, LADY LAKE, FL...
Community: The Villages®
The Villages® 1238 AUGUSTINE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$395,000

3 beds

|

2 baths

|

1,560 sq ft

|

House

1238 AUGUSTINE DR, THE VILLAGES, FL, 321...
Community: The Villages®
Royal Highlands 5602 SQUIRES DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$390,000

3 beds

|

2 baths

|

1,986 sq ft

|

House

5602 SQUIRES DR, LEESBURG, FL, 34748
Community: Royal Highlands
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 7380 SE 168TH DIPIETRO LN, THE VILLAGES,..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,442 sq ft

|

Villa

7380 SE 168TH DIPIETRO LN, THE VILLAGES,...
Community: The Villages®
Royal Highlands 21142 EDINBOROUGH PL, LEESBURG, FL, 3474..., Leesburg, FL 34748
$349,900

3 beds

|

3 baths

|

2,070 sq ft

|

House

21142 EDINBOROUGH PL, LEESBURG, FL, 3474...
Community: Royal Highlands
Lakeside Landings 10033 LAKE MIONA WAY, OXFORD, FL, 34484, Oxford, FL 34484
$449,900

3 beds

|

2 baths

|

2,340 sq ft

|

House

10033 LAKE MIONA WAY, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 2120 CALLAWAY DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$525,000

3 beds

|

2 baths

|

2,125 sq ft

|

House

2120 CALLAWAY DR, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 965 JOINER PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$539,900

3 beds

|

2 baths

|

2,000 sq ft

|

House

965 JOINER PL, 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® 1503 ESCANDON PL, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$349,000

2 beds

|

2 baths

|

1,452 sq ft

|

House

1503 ESCANDON PL, THE VILLAGES, FL, 3216...
Community: The Villages®
Cindy Certified
26045 OLIVE ROSE WAY, GROVELAND, FL, 347..., Groveland, FL 34736
$364,800

4 beds

|

2 baths

|

1,840 sq ft

|

House

26045 OLIVE ROSE WAY, GROVELAND, FL, 347...
Cindy Certified
26136 AZALEA OAK CIR, GROVELAND, FL, 347..., Groveland, FL 34736
$390,090

5 beds

|

3 baths

|

2,133 sq ft

|

House

26136 AZALEA OAK CIR, GROVELAND, FL, 347...
The Villages® 1722 BUGLE TER, THE VILLAGES, FL, 32162, The Villages, FL 32162
$440,000

3 beds

|

2 baths

|

1,667 sq ft

|

House

1722 BUGLE TER, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2598 IRDELL AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$439,000

3 beds

|

2 baths

|

1,889 sq ft

|

House

2598 IRDELL AVE, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 8214 SE 169TH PALOWNIA LOOP, THE VILLAGE..., The Villages, FL 32162
$245,900

2 beds

|

2 baths

|

1,198 sq ft

|

Villa

8214 SE 169TH PALOWNIA 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® 702 TURNBERRY LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$250,000

2 beds

|

2 baths

|

1,748 sq ft

|

Manufactured Home

702 TURNBERRY LN, LADY LAKE, FL, 32159
Community: The Villages®
Scottish Highlands 1607 SELKIRK DR, LEESBURG, FL, 34788, Leesburg, FL 34788
$248,500

3 beds

|

2 baths

|

1,510 sq ft

|

House

1607 SELKIRK DR, LEESBURG, FL, 34788
Community: Scottish Highlands
The Villages® 1521 TRENTON LN, THE VILLAGES, FL, 32162, The Villages, FL 32162
$398,000

3 beds

|

2 baths

|

1,430 sq ft

|

Villa

1521 TRENTON LN, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1349 PATRICK PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$575,000

3 beds

|

2 baths

|

1,926 sq ft

|

House

1349 PATRICK PL, 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.
Lakeside Landings 10038 KETCH KAY LN, OXFORD, FL, 34484, Oxford, FL 34484
$338,900

3 beds

|

2 baths

|

1,619 sq ft

|

House

10038 KETCH KAY LN, OXFORD, FL, 34484
Community: Lakeside Landings
The Villages® 3305 FINK ST, THE VILLAGES, FL, 32163, The Villages, FL 32163
$399,000

3 beds

|

2 baths

|

1,564 sq ft

|

House

3305 FINK ST, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 1506 AQUINO LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$329,000

3 beds

|

2 baths

|

1,497 sq ft

|

House

1506 AQUINO LN, THE VILLAGES, FL, 32159
Community: The Villages®
Spruce Creek South 17655 SE 102ND CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$190,000

2 beds

|

2 baths

|

1,008 sq ft

|

House

17655 SE 102ND CIR, SUMMERFIELD, FL, 344...
Community: Spruce Creek South
The Villages® 3116 MONUMENT WAY, THE VILLAGES, FL, 321..., The Villages, FL 32163
$439,000

3 beds

|

2 baths

|

1,647 sq ft

|

Villa

3116 MONUMENT WAY, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 8620 SE 166TH BIRCHBROOK LOOP, THE VILLA..., The Villages, FL 32162
$333,000

2 beds

|

2 baths

|

1,245 sq ft

|

Villa

8620 SE 166TH BIRCHBROOK LOOP, THE VILLA...
Community: The Villages®
Heritage Hills 3547 FAIRWATERS CT F, CLERMONT, FL, 3471..., Clermont, FL 34711
$266,000

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3547 FAIRWATERS CT F, CLERMONT, FL, 3471...
Community: Heritage Hills
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Arlington Ridge 27131 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$309,000

2 beds

|

2 baths

|

1,589 sq ft

|

House

27131 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
The Villages® 1723 LATTA CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$450,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

1723 LATTA CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 202 JUAREZ WAY, THE VILLAGES, FL, 32159, The Villages, FL 32159
$450,000

3 beds

|

2 baths

|

1,572 sq ft

|

House

202 JUAREZ WAY, THE VILLAGES, 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.
Summit Greens 2390 CALEDONIAN ST, CLERMONT, FL, 34711, Clermont, FL 34711
$440,000

3 beds

|

2 baths

|

1,961 sq ft

|

House

2390 CALEDONIAN ST, CLERMONT, FL, 34711
Community: Summit Greens
Royal Highlands 21526 KING HENRY AVE, LEESBURG, FL, 3474..., Leesburg, FL 34748
$375,000

3 beds

|

2 baths

|

2,301 sq ft

|

House

21526 KING HENRY AVE, LEESBURG, FL, 3474...
Community: Royal Highlands
Cindy Certified
1656 HAMLIN RIDGE RD, MINNEOLA, FL, 3471..., Minneola, FL 34715
$589,000

4 beds

|

2 baths

|

2,103 sq ft

|

House

1656 HAMLIN RIDGE RD, MINNEOLA, FL, 3471...
Plantation at Leesburg 3550 HUNTSVILLE LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$374,900

3 beds

|

2 baths

|

1,838 sq ft

|

House

3550 HUNTSVILLE LN, LEESBURG, FL, 34748
Stonecrest 11890 SE 178TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$319,000

2 beds

|

2 baths

|

1,673 sq ft

|

House

11890 SE 178TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 1223 TARPON LN, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$265,000

2 beds

|

2 baths

|

1,545 sq ft

|

House

1223 TARPON LN, LADY LAKE, FL, 32159
Community: The Villages®
Royal Highlands 21824 TARTAN ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$384,999

3 beds

|

3 baths

|

2,286 sq ft

|

House

21824 TARTAN ST, LEESBURG, FL, 34748
Community: Royal Highlands
Stonecrest 17461 SE 110TH CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$253,000

3 beds

|

2 baths

|

1,330 sq ft

|

House

17461 SE 110TH CT, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 2207 JETTA WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$320,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2207 JETTA WAY, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 3250 SHERFINSKI AVE, THE VILLAGES, FL, 3..., The Villages, FL 32163
$339,000

3 beds

|

2 baths

|

1,426 sq ft

|

House

3250 SHERFINSKI AVE, THE VILLAGES, FL, 3...
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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