Leesburg, FL 55+ active adult communities & homes for sale - Page 2

1,207 homes near Leesburg

Sort by:

Relevance

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

New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes

4.7 rating (3 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 (7 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

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.

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

5 rating (1 reviews)

Royal Harbor

$200ks - $800ks

Royal Harbor, Tavares, FL

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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

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

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

Lakeside Landings

$100ks - $300ks

Lakeside Landings, Oxford, FL

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

3.9 rating (7 reviews)

Summit Greens

$300ks - $400ks

Summit Greens, Clermont, FL

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

Del Webb Minneola

$400ks - $700ks

Del Webb Minneola, Minneola, FL

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

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

$100ks - $300ks

Baytree, Tavares, FL

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

Summit Chase Villas

$100ks

Summit Chase Villas, Tavares, FL

8645 SE 177TH GRASSMERE ST, THE VILLAGES...

House

2003 TWEED CT, LEESBURG, FL, 34788

Community: Scottish Highlands

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

Questions? Call us: (352) 805-1035

Spruce Creek South

17587 SE 96TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$349,000

3 beds

2 baths

1,652 sq ft

House

17587 SE 96TH CT, SUMMERFIELD, FL, 34491

Community: Spruce Creek South

The Villages®

$329,000

2 beds

2 baths

1,234 sq ft

House

1404 ALMANZA DR, THE VILLAGES, FL, 32159

Community: The Villages®

The Villages®

$345,000

3 beds

2 baths

1,640 sq ft

House

17283 SE 94TH COULTS CIR, THE VILLAGES, ...

Community: The Villages®

The Villages®

$375,000

2 beds

2 baths

1,280 sq ft

Villa

1483 EMMA PL, THE VILLAGES, FL, 32163

Community: The Villages®

Kings Ridge

3904 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711

$279,000

3 beds

2 baths

1,403 sq ft

House

3904 WESTERHAM DR, CLERMONT, FL, 34711

Community: Kings Ridge

Esplanade at Highland Ranch

2610 STARGRASS CIR, CLERMONT, FL, 34715, Clermont, FL 34715

$395,000

2 beds

2 baths

1,732 sq ft

House

2610 STARGRASS CIR, CLERMONT, FL, 34715

Community: Esplanade at Highland Ranch

The Villages®

$318,000

3 beds

2 baths

1,477 sq ft

House

16715 SE 80TH CLOVERWOOD TER, THE VILLAG...

Community: The Villages®

The Villages®

$219,900

2 beds

1 baths

1,034 sq ft

Villa

2726 MONCAYO AVE, THE VILLAGES, FL, 3216...

House

1776 WAX BERRY CT, 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

The Villages®

$295,000

2 beds

2 baths

1,156 sq ft

House

1469 SOTHELL ST, THE VILLAGES, FL, 32162

Community: The Villages®

Royal Harbor

5279 INDIAN OCEAN LOOP, TAVARES, FL, 327..., Tavares, FL 32778

$350,000

3 beds

2 baths

1,713 sq ft

House

5279 INDIAN OCEAN LOOP, TAVARES, FL, 327...

Community: Royal Harbor

The Villages®

$360,000

3 beds

2 baths

1,409 sq ft

Villa

5859 TUPELO TER, THE VILLAGES, FL, 32163

Community: The Villages®

Plantation at Leesburg

25045 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748

$189,900

2 beds

2 baths

1,188 sq ft

Manufactured Home

25045 PINE HL, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$359,900

3 beds

2 baths

1,608 sq ft

House

17835 SE 88TH GRIMBALL AVE, THE VILLAGES...

Community: The Villages®

The Villages®

$459,000

3 beds

2 baths

1,878 sq ft

House

196 PALERMO PL, THE VILLAGES, FL, 32159

Community: The Villages®

The Villages®

$799,000

3 beds

3 baths

2,262 sq ft

House

1017 WILDER PATH, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$389,000

3 beds

2 baths

1,553 sq ft

House

3494 OGLETHORPE AVE, 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

Highland Lakes

6555 WILANDER ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$220,000

3 beds

2 baths

1,390 sq ft

House

6555 WILANDER ST, LEESBURG, FL, 34748

Community: Highland Lakes

Royal Highlands

20639 PRINCE RANIER PL, LEESBURG, FL, 34..., Leesburg, FL 34748

$385,000

3 beds

2 baths

1,917 sq ft

House

20639 PRINCE RANIER PL, LEESBURG, FL, 34...

Community: Royal Highlands

1 2 3 4 5 6 7 8 9 10 11 12 13 14…31

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

1,207 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: Feb 26, 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 2

22 communities near Leesburg

1,207 homes near Leesburg

3 beds

2 baths

1,392 sq ft

House

3 beds

2 baths

2,009 sq ft

House

3 beds

3 baths

2,118 sq ft

House

3 beds

2 baths

1,927 sq ft

House

3 beds

2 baths

3,085 sq ft

House

3 beds

2 baths

1,817 sq ft

House

3 beds

2 baths

1,922 sq ft

House

3 beds

2 baths

1,715 sq ft

House

2 beds

2 baths

1,066 sq ft

House

3 beds

2 baths

1,809 sq ft

Villa

3 beds

2 baths

1,774 sq ft

House

3 beds

2 baths

2,065 sq ft

House

2 beds

2 baths

1,360 sq ft

House

3 beds

2 baths

1,652 sq ft

House

2 beds

2 baths

1,234 sq ft

House

3 beds

2 baths

1,640 sq ft

House

2 beds

2 baths

1,280 sq ft

Villa

3 beds

2 baths

1,403 sq ft

House

2 beds

2 baths

1,732 sq ft

House

3 beds