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Leesburg, FL 55+ active adult communities & homes for sale - Page 10

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
Stonecrest 17789 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$284,999

3 beds

|

3 baths

|

1,463 sq ft

|

House

17789 SE 113TH TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 524 SAN MARINO DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$225,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

524 SAN MARINO DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 438 TROY LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$474,900

3 beds

|

2 baths

|

1,918 sq ft

|

House

438 TROY LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2913 PANCHOS WAY, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$279,900

2 beds

|

1 baths

|

978 sq ft

|

Villa

2913 PANCHOS WAY, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 672 SAN PEDRO DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$305,000

2 beds

|

2 baths

|

1,248 sq ft

|

House

672 SAN PEDRO DR, THE VILLAGES, FL, 3215...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
The Villages® 652 SAN PEDRO DR, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$525,000

3 beds

|

2 baths

|

1,755 sq ft

|

House

652 SAN PEDRO DR, THE VILLAGES, FL, 3215...
Community: The Villages®
Cindy Certified
3133 ROCKWOOD WAY, MINNEOLA, FL, 34715, Minneola, FL 34715
$513,490

4 beds

|

3 baths

|

2,366 sq ft

|

House

3133 ROCKWOOD WAY, MINNEOLA, FL, 34715
Highland Lakes 5606 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$350,000

3 beds

|

2 baths

|

1,919 sq ft

|

House

5606 LAVER ST, LEESBURG, FL, 34748
Community: Highland Lakes
The Villages® 3440 RESTON DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$298,888

3 beds

|

2 baths

|

1,224 sq ft

|

House

3440 RESTON DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1555 COPE PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$899,000

3 beds

|

3 baths

|

2,453 sq ft

|

House

1555 COPE 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® 2713 DE LA ROSA ST, THE VILLAGES, FL, 32..., The Villages, FL 32162
$299,000

2 beds

|

2 baths

|

1,415 sq ft

|

House

2713 DE LA ROSA ST, THE VILLAGES, FL, 32...
Community: The Villages®
Arlington Ridge 27001 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$275,500

2 beds

|

2 baths

|

1,330 sq ft

|

Villa

27001 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Cresswind at Lake Harris 1463 SANTORINI WAY, TAVARES, FL, 32778, Tavares, FL 32778
$399,999

2 beds

|

2 baths

|

1,434 sq ft

|

House

1463 SANTORINI WAY, TAVARES, FL, 32778
Baytree 128 BAYTREE BLVD, TAVARES, FL, 32778, Tavares, FL 32778
$240,000

2 beds

|

2 baths

|

1,339 sq ft

|

Villa

128 BAYTREE BLVD, TAVARES, FL, 32778
Community: Baytree
Legacy of Leesburg 5322 POND CROSSING PL, LEESBURG, FL, 347..., Leesburg, FL 34748
$310,000

3 beds

|

2 baths

|

1,655 sq ft

|

House

5322 POND CROSSING PL, LEESBURG, FL, 347...
Community: Legacy of Leesburg
Trilogy® Orlando 264 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$635,000

2 beds

|

3 baths

|

2,315 sq ft

|

House

264 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Trilogy® Orlando 145 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$600,000

3 beds

|

2 baths

|

2,876 sq ft

|

House

145 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Cindy Certified
33611 SKY BLOSSOM CIR, LEESBURG, FL, 347..., Leesburg, FL 34788
$310,000

4 beds

|

2 baths

|

1,850 sq ft

|

House

33611 SKY BLOSSOM CIR, LEESBURG, FL, 347...
The Villages® 571 TROY LOOP, THE VILLAGES, FL, 32162, The Villages, FL 32162
$515,000

3 beds

|

2 baths

|

1,927 sq ft

|

House

571 TROY LOOP, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 934 ORCHID ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$314,900

3 beds

|

2 baths

|

1,495 sq ft

|

House

934 ORCHID ST, 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.
Spruce Creek South 9619 SE 174TH PLACE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$269,900

2 beds

|

2 baths

|

1,590 sq ft

|

House

9619 SE 174TH PLACE RD, SUMMERFIELD, FL,...
Community: Spruce Creek South
The Villages® 811 CLIFFORD CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$345,000

3 beds

|

2 baths

|

1,504 sq ft

|

House

811 CLIFFORD CT, THE VILLAGES, FL, 32163
Community: The Villages®
Royal Highlands 20743 QUEEN ALEXANDRA DR, LEESBURG, FL, ..., Leesburg, FL 34748
$330,000

3 beds

|

2 baths

|

1,863 sq ft

|

House

20743 QUEEN ALEXANDRA DR, LEESBURG, FL, ...
Community: Royal Highlands
Highland Lakes 6631 BORG ST, LEESBURG, FL, 34748, Leesburg, FL 34748
$339,900

3 beds

|

3 baths

|

2,302 sq ft

|

House

6631 BORG ST, LEESBURG, FL, 34748
Community: Highland Lakes
Royal Harbor 5090 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$399,000

3 beds

|

2 baths

|

2,035 sq ft

|

House

5090 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
The Villages® 17349 SE 76TH FLINTLOCK TER, THE VILLAGE..., The Villages, FL 32162
$349,900

3 beds

|

2 baths

|

1,527 sq ft

|

House

17349 SE 76TH FLINTLOCK TER, THE VILLAGE...
Community: The Villages®
Royal Harbor 6063 ARMADA ST, TAVARES, FL, 32778, Tavares, FL 32778
$290,000

3 beds

|

2 baths

|

1,471 sq ft

|

House

6063 ARMADA ST, TAVARES, FL, 32778
Community: Royal Harbor
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Royal Harbor 5370 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778
$310,000

3 beds

|

2 baths

|

1,719 sq ft

|

House

5370 INDIAN OCEAN LOOP, TAVARES, FL, 327...
Community: Royal Harbor
The Villages® 2149 SANDALWOOD PL, THE VILLAGES, FL, 32..., The Villages, FL 32163
$349,900

3 beds

|

2 baths

|

1,395 sq ft

|

Villa

2149 SANDALWOOD PL, THE VILLAGES, FL, 32...
Community: The Villages®
The Villages® 17107 SE 93RD EXETER CT, THE VILLAGES, F..., The Villages, FL 32162
$325,000

3 beds

|

2 baths

|

1,512 sq ft

|

House

17107 SE 93RD EXETER CT, THE VILLAGES, F...
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® 2109 GERARDO AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$475,000

3 beds

|

2 baths

|

1,668 sq ft

|

House

2109 GERARDO AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
Stonecrest 12225 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$299,900

3 beds

|

2 baths

|

1,475 sq ft

|

House

12225 SE 173RD PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 17601 SE 81ST TIMBERWOOD TER, THE VILLAG..., The Villages, FL 32162
$400,000

3 beds

|

2 baths

|

1,761 sq ft

|

House

17601 SE 81ST TIMBERWOOD TER, THE VILLAG...
Community: The Villages®
The Villages® 16878 SE 94TH SUNNYBROOK CIR, THE VILLAG..., The Villages, FL 32162
$245,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

16878 SE 94TH SUNNYBROOK CIR, THE VILLAG...
Community: The Villages®
Summit Chase Villas 12435 ORANGEWOOD CIR, TAVARES, FL, 32778, Tavares, FL 32778
$199,900

2 beds

|

2 baths

|

1,105 sq ft

|

Villa

12435 ORANGEWOOD CIR, TAVARES, FL, 32778
Community: Summit Chase Villas
The Villages® 1802 PUERTO BELLO DR, THE VILLAGES, FL, ..., The Villages, FL 32159
$525,000

2 beds

|

2 baths

|

1,397 sq ft

|

Villa

1802 PUERTO BELLO DR, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 17535 SE 84TH FOXGROVE AVE, THE VILLAGES..., The Villages, FL 32162
$379,000

3 beds

|

2 baths

|

1,372 sq ft

|

Villa

17535 SE 84TH FOXGROVE AVE, THE VILLAGES...
Community: The Villages®
Scottish Highlands 65 ABERDEEN CIR, LEESBURG, FL, 34788, Leesburg, FL 34788
$215,000

2 beds

|

2 baths

|

1,200 sq ft

|

House

65 ABERDEEN CIR, LEESBURG, FL, 34788
Community: Scottish Highlands
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Kings Ridge 2113 STONEBRIDGE WAY, CLERMONT, FL, 3471..., Clermont, FL 34711
$365,000

2 beds

|

2 baths

|

1,722 sq ft

|

House

2113 STONEBRIDGE WAY, CLERMONT, FL, 3471...
Community: Kings Ridge
Lakeside Landings 5032 NEPTUNE CIR, OXFORD, FL, 34484, Oxford, FL 34484
$349,900

4 beds

|

3 baths

|

2,368 sq ft

|

House

5032 NEPTUNE CIR, OXFORD, FL, 34484
Community: Lakeside Landings
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.

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1,145 homes
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