Leesburg, FL 55+ active adult communities & homes for sale - Page 22

1,117 homes near Leesburg

Sort by:

Relevance

5 rating (2 reviews)

Plantation at Leesburg

$100Ks - $500Ks

Plantation at Leesburg, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes

5 rating (8 reviews)

Royal Highlands

$200Ks - $400Ks

Royal Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300Ks

Pennbrooke Fairways, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 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

4.8 rating (6 reviews)

Highland Lakes

$100Ks - $300Ks

Highland Lakes, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes

Want to learn more about 55+ communities in Leesburg? 55places can help!

Questions? Call us: (352) 805-1035

Scottish Highlands

$100Ks - $200Ks

Scottish Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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

4 rating (17 reviews)

The Villages®

<$100k - $2Ms

The Villages®, The Villages, FL

New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes

5 rating (3 reviews)

Stonecrest

$200Ks - $500Ks

Stonecrest, Summerfield, FL

New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 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 (7 reviews)

Kings Ridge

$200Ks - $400Ks

Kings Ridge, Clermont, FL

Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes

4.7 rating (3 reviews)

Spruce Creek South

$100Ks - $400Ks

Spruce Creek South, Summerfield, FL

Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes

3.8 rating (6 reviews)

Trilogy® Orlando

$200Ks - $600Ks

Trilogy® Orlando, Groveland, FL

Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 homes

3.6 rating (5 reviews)

Heritage Hills

$200Ks - $500Ks

Heritage Hills, Clermont, FL

New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes

Want to learn more about 55+ communities in Leesburg? 55places can help!

Questions? Call us: (352) 805-1035

4 rating (2 reviews)

Harbor Hills Country Club

$200Ks - $1Ms

Harbor Hills Country Club, Lady Lake, FL

New and Resale | Age-targeted | Built 1989 - present | 940 homes

3.9 rating (7 reviews)

Summit Greens

$300Ks - $400Ks

Summit Greens, Clermont, FL

Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes

5 rating (1 reviews)

Royal Harbor

$200Ks - $400Ks

Royal Harbor, Tavares, FL

Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes

Lakeside Landings

$200Ks - $500Ks

Lakeside Landings, Oxford, FL

New and Resale | Age-targeted | Built 2005 - present | 700 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

Baytree

$200Ks - $500Ks

Baytree, Tavares, FL

Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes

Heritage - The Cottages o...

$200Ks - $300Ks

Heritage - The Cottages o..., Okahumpka, FL

New Construction | 55+ age-restricted | Built 2022 - present | 179 homes

Summit Chase Villas

$100Ks

Summit Chase Villas, Tavares, FL

Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes

Want to learn more about 55+ communities in Leesburg? 55places can help!

Questions? Call us: (352) 805-1035

Del Webb Minneola

$400Ks - $1Ms

Del Webb Minneola, Minneola, FL

New Construction | 55+ age-restricted | Built 2020 - present

The Villages®

$245,000

2 beds

2 baths

1,160 sq ft

Villa

16905 SE 81ST ELLERSLIE CT, THE VILLAGES...

Community: The Villages®

The Villages®

$349,900

3 beds

2 baths

1,361 sq ft

House

6338 FLAXMAYER RD, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$689,000

3 beds

3 baths

2,478 sq ft

House

8690 SE 173RD WISTERIA ST, THE VILLAGES,...

Community: The Villages®

The Villages®

$675,000

3 beds

2 baths

1,914 sq ft

House

506 DEAUVILLE CT, THE VILLAGES, FL, 3216...

Community: The Villages®

Stonecrest

11041 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491

$500,000

4 beds

3 baths

3,068 sq ft

House

11041 SE 174TH LOOP, SUMMERFIELD, FL, 34...

Community: Stonecrest

Want to learn more about 55+ communities in Leesburg? 55places can help!

Questions? Call us: (352) 805-1035

The Villages®

$749,900

3 beds

3 baths

1,906 sq ft

House

3191 WARBLER LOOP, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$309,750

3 beds

2 baths

1,231 sq ft

House

8143 SE 175TH COLUMBIA PL, THE VILLAGES,...

Community: The Villages®

Royal Harbor

5486 BOUNTY CIR, TAVARES, FL, 32778, Tavares, FL 32778

$399,900

3 beds

3 baths

2,284 sq ft

House

5486 BOUNTY CIR, TAVARES, FL, 32778

Community: Royal Harbor

The Villages®

5453 WILLIAMSBURG LN, WILDWOOD, FL, 3478..., Wildwood, FL 34785

$185,000

2 beds

2 baths

1,581 sq ft

Manufactured Home

5453 WILLIAMSBURG LN, WILDWOOD, FL, 3478...

Community: The Villages®

Scottish Highlands

16 EASTER ROSS CT, LEESBURG, FL, 34788, Leesburg, FL 34788

$215,000

2 beds

2 baths

1,418 sq ft

House

16 EASTER ROSS CT, LEESBURG, FL, 34788

Community: Scottish Highlands

Plantation at Leesburg

24345 AMBERLEAF CT, LEESBURG, FL, 34748, Leesburg, FL 34748

$259,000

3 beds

2 baths

1,898 sq ft

House

24345 AMBERLEAF CT, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$235,000

2 beds

2 baths

1,156 sq ft

Villa

3536 ROANOKE ST, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$319,900

3 beds

2 baths

2,034 sq ft

House

1107 SAN ANTONIO LN, 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

The Villages®

$299,000

2 beds

2 baths

1,100 sq ft

House

442 PACE LN, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$233,000

2 beds

2 baths

1,121 sq ft

Villa

1651 DURAN DR, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$650,000

3 beds

2 baths

2,308 sq ft

House

1514 CERVANTES PL, THE VILLAGES, FL, 321...

Community: The Villages®

Scottish Highlands

1605 SELKIRK DR, LEESBURG, FL, 34788, Leesburg, FL 34788

$235,000

2 beds

2 baths

1,284 sq ft

House

1605 SELKIRK DR, LEESBURG, FL, 34788

Community: Scottish Highlands

Stonecrest

17974 SE 115TH CIR, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$269,900

2 beds

2 baths

1,617 sq ft

House

17974 SE 115TH CIR, SUMMERFIELD, FL, 344...

Community: Stonecrest

Arlington Ridge

4719 HERITAGE TRL, LEESBURG, FL, 34748, Leesburg, FL 34748

$577,500

2 beds

2 baths

1,761 sq ft

House

4719 HERITAGE TRL, LEESBURG, FL, 34748

Community: Arlington Ridge

The Villages®

$439,900

3 beds

2 baths

1,732 sq ft

House

471 GASKIN LN, THE VILLAGES, FL, 32162

Community: The Villages®

Royal Highlands

4814 SAINT ANDREWS ARC, LEESBURG, FL, 34..., Leesburg, FL 34748

$299,999

3 beds

2 baths

1,728 sq ft

House

4814 SAINT ANDREWS ARC, LEESBURG, FL, 34...

Community: Royal Highlands

Want to learn more about 55+ communities in Leesburg? 55places can help!

Questions? Call us: (352) 805-1035

The Villages®

$506,000

3 beds

2 baths

1,922 sq ft

House

3942 ZENITH LOOP, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$309,000

3 beds

2 baths

1,481 sq ft

House

8544 SE 177TH BARTRAM LOOP, THE VILLAGES...

Community: The Villages®

The Villages®

$380,000

3 beds

2 baths

1,904 sq ft

House

2142 MARGARITA DR, THE VILLAGES, FL, 321...

Community: The Villages®

Arlington Ridge

4358 ANTIETAM CREEK TRL, LEESBURG, FL, 3..., Leesburg, FL 34748

$379,900

3 beds

2 baths

1,776 sq ft

House

4358 ANTIETAM CREEK TRL, LEESBURG, FL, 3...

Community: Arlington Ridge

The Villages®

$349,900

2 beds

2 baths

1,142 sq ft

House

2757 PLAINRIDGE LOOP, THE VILLAGES, FL, ...

Community: The Villages®

The Villages®

$379,000

3 beds

2 baths

1,908 sq ft

House

714 DEL ROSARIO ST, THE VILLAGES, FL, 32...

Community: The Villages®

Arlington Ridge

26821 AUGUSTA SPRINGS CIR, LEESBURG, FL,..., Leesburg, FL 34748

$410,000

2 beds

2 baths

2,282 sq ft

House

26821 AUGUSTA SPRINGS CIR, LEESBURG, FL,...

Community: Arlington Ridge

Heritage Hills

3791 SANIBEL ST, CLERMONT, FL, 34711, Clermont, FL 34711

$538,899

3 beds

3 baths

2,615 sq ft

House

3791 SANIBEL ST, CLERMONT, FL, 34711

Community: Heritage Hills

The Villages®

$339,900

2 beds

2 baths

1,142 sq ft

House

964 KINGMONT TER, THE VILLAGES, FL, 3216...

Community: The Villages®

Want to learn more about 55+ communities in Leesburg? 55places can help!

Questions? Call us: (352) 805-1035

The Villages®

528 VALENCIA PL, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$270,000

2 beds

2 baths

1,175 sq ft

House

528 VALENCIA PL, LADY LAKE, FL, 32159

Community: The Villages®

The Villages®

$347,900

2 beds

2 baths

1,295 sq ft

House

4346 HELENA TER, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

$320,000

3 beds

2 baths

1,392 sq ft

House

9345 SE 177TH SIMONS LN, THE VILLAGES, F...

Community: The Villages®

Royal Harbor

3257 BALTIC SEA BLVD, TAVARES, FL, 32778, Tavares, FL 32778

$389,999

3 beds

3 baths

2,012 sq ft

House

3257 BALTIC SEA BLVD, TAVARES, FL, 32778

Community: Royal Harbor

The Villages®

$234,900

3 beds

2 baths

1,210 sq ft

House

1705 BETRILLO CT, THE VILLAGES, FL, 3216...

Community: The Villages®

Royal Highlands

5610 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748

$249,900

3 beds

2 baths

1,606 sq ft

House

5610 KING JAMES AVE, LEESBURG, FL, 34748

Community: Royal Highlands

Spruce Creek South

9509 SE 173RD LN, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$227,900

2 beds

2 baths

1,248 sq ft

House

9509 SE 173RD LN, SUMMERFIELD, FL, 34491

Community: Spruce Creek South

Pennbrooke Fairways

751 OLD OAKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748

$309,900

3 beds

2 baths

1,753 sq ft

House

751 OLD OAKS LN, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Want to learn more about 55+ communities in Leesburg? 55places can help!

Questions? Call us: (352) 805-1035

Royal Highlands

4738 ST ANDREWS ARC, LEESBURG, FL, 34748, Leesburg, FL 34748

$300,000

3 beds

2 baths

1,892 sq ft

House

4738 ST ANDREWS ARC, LEESBURG, FL, 34748

Community: Royal Highlands

Royal Highlands

5007 KELSO ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$264,500

2 beds

2 baths

1,469 sq ft

House

5007 KELSO ST, LEESBURG, FL, 34748

Community: Royal Highlands

1…15 16 17 18 19 20 21 22 23 24 25 26 27…28

Frequently Asked Questions

What size 55+ communities are there in Leesburg?

In Leesburg, there are 4 large communities with over 1000 homes, 3 medium communities with 500-1000 homes, and no small communities.

How many homes are there in the smallest, largest, and average 55+ communities in Leesburg?

The smallest 55+ communities in Leesburg has 629 homes, the largest has 2820 homes, and the average communities consists of 1248 homes.

Are there new 55+ homes available in Leesburg?

Yes, there is new 55+ home available in Leesburg. The most recent communities started in Leesburg include Arlington Ridge, Legacy of Leesburg, Royal Highlands. There is also 1 communities in Leesburg that offers new construction homes, including Arlington Ridge.

Are there gated 55+ communities in Leesburg?

Yes, there are gated 55+ communities in Leesburg. Approximately 85.7% of 55+ communities in the area are gated. For instance, Plantation at Leesburg is a gated communities with 2820 homes, and Legacy of Leesburg is another gated communities with 1000 homes.

How long do listings in 55+ communities in Leesburg typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Leesburg stay on the market for around 200 days. The average price of homes for sale in these communities is approximately $312,969, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Arlington Ridge average around $421,045, while homes in Royal Highlands average around $321,547.

Want more information about active adult communities around Leesburg?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Leesburg?

Call us: (352) 805-1035

1,117 homes

Remove Boundaries ×

Map Satellite

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jan 11, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Leesburg, FL 55+ active adult communities & homes for sale - Page 22

22 communities near Leesburg

1,117 homes near Leesburg

2 beds

2 baths

1,160 sq ft

Villa

3 beds

2 baths

1,361 sq ft

House

3 beds

3 baths

2,478 sq ft

House

3 beds

2 baths

1,914 sq ft

House

4 beds

3 baths

3,068 sq ft

House

3 beds

3 baths

1,906 sq ft

House

3 beds

2 baths

1,231 sq ft

House

3 beds

3 baths

2,284 sq ft

House

2 beds

2 baths

1,581 sq ft

Manufactured Home

2 beds

2 baths

1,418 sq ft

House

3 beds

2 baths

1,898 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

3 beds

2 baths

2,034 sq ft

House

2 beds

2 baths

1,100 sq ft

House

2 beds

2 baths

1,121 sq ft

Villa

3 beds

2 baths

2,308 sq ft

House

2 beds

2 baths

1,284 sq ft

House

2 beds

2 baths

1,617 sq ft

House

2 beds

2 baths

1,761 sq ft

House

3 beds