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Leesburg, FL 55+ active adult communities & homes for sale - Page 20

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
Arlington Ridge 4110 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$359,000

3 beds

|

2 baths

|

1,857 sq ft

|

House

4110 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Pennbrooke Fairways 830 OLD OAKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$379,247

3 beds

|

2 baths

|

1,976 sq ft

|

House

830 OLD OAKS LN, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 632 CORONACA CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$569,900

3 beds

|

2 baths

|

1,957 sq ft

|

House

632 CORONACA CT, THE VILLAGES, FL, 32163
Community: The Villages®
Cindy Certified
2146 RIDGE POINTE LN, CLERMONT, FL, 3471..., Clermont, FL 34715
$559,999

4 beds

|

3 baths

|

2,373 sq ft

|

House

2146 RIDGE POINTE LN, CLERMONT, FL, 3471...
The Villages® 16846 SE 80TH BELLAVISTA CIR, THE VILLAG..., The Villages, FL 32162
$550,000

3 beds

|

2 baths

|

1,906 sq ft

|

House

16846 SE 80TH BELLAVISTA CIR, THE VILLAG...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Cindy Certified
1657 WILSON PRAIRIE CIR, GROVELAND, FL, ..., Groveland, FL 34736
$350,000

4 beds

|

2 baths

|

1,707 sq ft

|

House

1657 WILSON PRAIRIE CIR, GROVELAND, FL, ...
Trilogy® Orlando 228 BAYOU BEND RD, GROVELAND, FL, 34736, Groveland, FL 34736
$390,000

2 beds

|

2 baths

|

2,197 sq ft

|

House

228 BAYOU BEND RD, GROVELAND, FL, 34736
Community: Trilogy® Orlando
The Villages® 6080 ALLEN AVE, THE VILLAGES, FL, 32163, The Villages, FL 32163
$315,000

2 beds

|

2 baths

|

1,266 sq ft

|

Villa

6080 ALLEN AVE, THE VILLAGES, FL, 32163
Community: The Villages®
Royal Highlands 4808 KILT CT, LEESBURG, FL, 34748, Leesburg, FL 34748
$305,000

2 beds

|

2 baths

|

2,213 sq ft

|

House

4808 KILT CT, LEESBURG, FL, 34748
Community: Royal Highlands
Summit Chase Villas 12520 ORANGEWOOD CT, TAVARES, FL, 32778, Tavares, FL 32778
$185,000

2 beds

|

2 baths

|

918 sq ft

|

Villa

12520 ORANGEWOOD CT, TAVARES, FL, 32778
Community: Summit Chase Villas
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® 8481 SE 168TH KITTREDGE LOOP, THE VILLAG..., The Villages, FL 32162
$839,000

3 beds

|

2 baths

|

2,523 sq ft

|

House

8481 SE 168TH KITTREDGE LOOP, THE VILLAG...
Community: The Villages®
Royal Harbor 3354 SAINT LUCIA CT, TAVARES, FL, 32778, Tavares, FL 32778
$379,900

2 beds

|

2 baths

|

1,925 sq ft

|

House

3354 SAINT LUCIA CT, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 721 SHARON DR, THE VILLAGES, FL, 32159, The Villages, FL 32159
$155,000

2 beds

|

2 baths

|

768 sq ft

|

Manufactured Home

721 SHARON DR, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 723 HEATHROW AVE, THE VILLAGES, FL, 3215..., The Villages, FL 32159
$307,500

2 beds

|

2 baths

|

1,352 sq ft

|

House

723 HEATHROW AVE, THE VILLAGES, FL, 3215...
Community: The Villages®
The Villages® 522 LOMA PASEO DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$525,000

3 beds

|

2 baths

|

1,959 sq ft

|

House

522 LOMA PASEO DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1911 DEL NORTE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$315,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

1911 DEL NORTE DR, THE VILLAGES, FL, 321...
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Kings Ridge 2112 SAINT IVES CT, CLERMONT, FL, 34711, Clermont, FL 34711
$399,000

3 beds

|

2 baths

|

2,028 sq ft

|

House

2112 SAINT IVES CT, CLERMONT, FL, 34711
Community: Kings Ridge
Legacy of Leesburg 5901 CANDLE GLOW PL, LEESBURG, FL, 34748, Leesburg, FL 34748
$320,000

3 beds

|

2 baths

|

1,978 sq ft

|

House

5901 CANDLE GLOW PL, LEESBURG, FL, 34748
Community: Legacy of Leesburg
The Villages® 1070 BERKSHIRE PL, THE VILLAGES, FL, 321..., The Villages, FL 32162
$289,000

2 beds

|

2 baths

|

1,240 sq ft

|

House

1070 BERKSHIRE PL, THE VILLAGES, FL, 321...
Community: The Villages®
Spruce Creek South 9427 SE 174TH PLACE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$189,900

2 beds

|

1 baths

|

816 sq ft

|

House

9427 SE 174TH PLACE RD, SUMMERFIELD, FL,...
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.
The Villages® 9603 SE 171ST ARGYLL ST, THE VILLAGES, F..., The Villages, FL 32162
$295,000

3 beds

|

2 baths

|

1,265 sq ft

|

House

9603 SE 171ST ARGYLL ST, THE VILLAGES, F...
Community: The Villages®
The Villages® 3095 KRAMER CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$624,900

3 beds

|

3 baths

|

2,488 sq ft

|

House

3095 KRAMER CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Villages® 486 INDEPENDENCE PATH, THE VILLAGES, FL,..., The Villages, FL 32163
$588,000

3 beds

|

2 baths

|

1,939 sq ft

|

House

486 INDEPENDENCE PATH, THE VILLAGES, FL,...
Community: The Villages®
The Villages® 641 STRATFORD LN, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$379,000

2 beds

|

2 baths

|

1,500 sq ft

|

House

641 STRATFORD LN, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 5458 BACON TER, THE VILLAGES, FL, 32163, The Villages, FL 32163
$399,999

3 beds

|

2 baths

|

1,531 sq ft

|

House

5458 BACON TER, THE VILLAGES, FL, 32163
Community: The Villages®
Heritage Hills 3572 KINLEY BROOKE LN, CLERMONT, FL, 347..., Clermont, FL 34711
$369,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3572 KINLEY BROOKE LN, CLERMONT, FL, 347...
Community: Heritage Hills
Kings Ridge 4065 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711
$368,000

2 beds

|

2 baths

|

1,997 sq ft

|

House

4065 KINGSLEY ST, CLERMONT, FL, 34711
Community: Kings Ridge
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Royal Highlands 4519 INVERNESS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$284,900

3 beds

|

2 baths

|

1,622 sq ft

|

House

4519 INVERNESS DR, LEESBURG, FL, 34748
Community: Royal Highlands
Plantation at Leesburg 25243 RIVER CREST DR, LEESBURG, FL, 3474..., Leesburg, FL 34748
$330,000

3 beds

|

3 baths

|

2,512 sq ft

|

House

25243 RIVER CREST DR, LEESBURG, FL, 3474...
Scottish Highlands 2107 GREENLAW CT, LEESBURG, FL, 34788, Leesburg, FL 34788
$242,000

2 beds

|

2 baths

|

1,438 sq ft

|

House

2107 GREENLAW CT, LEESBURG, FL, 34788
Community: Scottish Highlands
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® 16815 SE 85TH BELKNAP AVE, THE VILLAGES,..., The Villages, FL 32162
$575,000

3 beds

|

2 baths

|

2,044 sq ft

|

House

16815 SE 85TH BELKNAP AVE, THE VILLAGES,...
Community: The Villages®
The Villages® 16933 SE 94TH SUNNYBROOK CIR, THE VILLAG..., The Villages, FL 32162
$268,000

2 beds

|

2 baths

|

1,160 sq ft

|

Villa

16933 SE 94TH SUNNYBROOK CIR, THE VILLAG...
Community: The Villages®
Spruce Creek South 10358 SE 178 PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$214,900

2 beds

|

2 baths

|

1,260 sq ft

|

House

10358 SE 178 PL, SUMMERFIELD, FL, 34491
Community: Spruce Creek South
The Villages® 3463 LEELANAU CT, THE VILLAGES, FL, 3216..., The Villages, FL 32163
$514,088

3 beds

|

2 baths

|

1,938 sq ft

|

House

3463 LEELANAU CT, THE VILLAGES, FL, 3216...
Community: The Villages®
The Villages® 649 TERNBERRY FOREST DR, THE VILLAGES, F..., The Villages, FL 32162
$1,490,000

4 beds

|

3 baths

|

3,682 sq ft

|

House

649 TERNBERRY FOREST DR, THE VILLAGES, F...
Community: The Villages®
Stonecrest 10990 SE 170TH STREET RD, SUMMERFIELD, F..., Summerfield, FL 34491
$414,000

3 beds

|

3 baths

|

2,043 sq ft

|

House

10990 SE 170TH STREET RD, SUMMERFIELD, F...
Community: Stonecrest
Cindy Certified
4044 PINNACLE PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$649,900

3 beds

|

3 baths

|

2,532 sq ft

|

House

4044 PINNACLE PL, LADY LAKE, FL, 32159
The Villages® 731 DUMAS ST, THE VILLAGES, FL, 32159, The Villages, FL 32159
$229,900

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

731 DUMAS ST, THE VILLAGES, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Leesburg? 55places can help!
Questions? Call us: (352) 805-1035
Cindy Certified
3447 CURRENT AVE, WINTER GARDEN, FL, 347..., Winter Garden, FL 34787
$699,999

4 beds

|

4 baths

|

2,741 sq ft

|

House

3447 CURRENT AVE, WINTER GARDEN, FL, 347...
Royal Harbor 6116 ARMADA ST, TAVARES, FL, 32778, Tavares, FL 32778
$324,900

3 beds

|

2 baths

|

1,800 sq ft

|

House

6116 ARMADA ST, TAVARES, FL, 32778
Community: Royal Harbor
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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