Leesburg, FL 55+ active adult communities & homes for sale - Page 8

1,142 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

Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 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

3.8 rating (6 reviews)

Trilogy® Orlando

$200ks - $500ks

Trilogy® Orlando, Groveland, FL

Resale Only | 55+ age-restricted | Built 2005 - 2022 | 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)

Royal Highlands

$200ks - $400ks

Royal Highlands, Leesburg, FL

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

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 (4 reviews)

Spruce Creek South

$100ks - $200ks

Spruce Creek South, Summerfield, FL

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

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 (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

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

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

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

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

Questions? Call us: (352) 805-1035

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

Heritage - The Cottages o...

$300ks

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

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

Cresswind at Lake Harris

$300ks - $500ks

Cresswind at Lake Harris, Tavares, FL

New Construction | 55+ age-restricted | Built 2025 - present | 625 homes

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

17203 SANDALWOOD DR, WILDWOOD, FL, 34785

Community: The Villages®

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

Questions? Call us: (352) 805-1035

The Villages®

$182,000

2 beds

1 baths

936 sq ft

Manufactured Home

1809 DAFFODIL LN, THE VILLAGES, FL, 3215...

Community: The Villages®

Trilogy® Orlando

119 FALLING ACORN AVE, GROVELAND, FL, 34..., Groveland, FL 34736

$338,000

2 beds

2 baths

1,651 sq ft

House

119 FALLING ACORN AVE, GROVELAND, FL, 34...

Community: Trilogy® Orlando

Lakeside Landings

5105 JAREDS LANDING WAY, OXFORD, FL, 344..., Oxford, FL 34484

$569,000

4 beds

2 baths

2,326 sq ft

House

5105 JAREDS LANDING WAY, OXFORD, FL, 344...

Community: Lakeside Landings

The Villages®

$380,000

3 beds

2 baths

1,639 sq ft

House

3283 PETERSON PL, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$575,000

3 beds

2 baths

1,501 sq ft

Villa

7351 SE 169TH COTE LOOP, THE VILLAGES, F...

Community: The Villages®

The Villages®

732 ROYAL PALM AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$219,900

3 beds

2 baths

1,100 sq ft

Manufactured Home

732 ROYAL PALM AVE, LADY LAKE, FL, 32159

Community: The Villages®

The Villages®

$380,000

3 beds

2 baths

1,425 sq ft

House

2464 NELLIE RD, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

$700,000

3 beds

2 baths

1,887 sq ft

House

1309 BRUNSON WAY, THE VILLAGES, FL, 3216...

Community: The Villages®

Esplanade at Highland Ranch

959 BRAEWOOD DR, CLERMONT, FL, 34715, Clermont, FL 34715

$450,000

2 beds

2 baths

1,788 sq ft

House

959 BRAEWOOD DR, CLERMONT, FL, 34715

Community: Esplanade at Highland Ranch

The Villages®

$329,900

2 beds

2 baths

1,290 sq ft

Villa

5539 ANNETTE AVE, THE VILLAGES, FL, 3216...

Community: The Villages®

The Villages®

$296,900

2 beds

2 baths

1,156 sq ft

Villa

3401 CARRABELLE CT, THE VILLAGES, FL, 32...

Community: The Villages®

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

Questions? Call us: (352) 805-1035

Trilogy® Orlando

135 CREPE MYRTLE DR, GROVELAND, FL, 3473..., Groveland, FL 34736

$328,000

3 beds

2 baths

1,651 sq ft

House

135 CREPE MYRTLE DR, GROVELAND, FL, 3473...

Community: Trilogy® Orlando

The Villages®

$349,000

3 beds

2 baths

1,240 sq ft

House

2180 JASPER WAY, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$629,000

4 beds

3 baths

2,296 sq ft

House

1125 MAYNARD PATH, THE VILLAGES, FL, 321...

Community: The Villages®

Arlington Ridge

4258 JAMES RIVER CIR, LEESBURG, FL, 3474..., Leesburg, FL 34748

$464,900

4 beds

3 baths

2,524 sq ft

House

4258 JAMES RIVER CIR, LEESBURG, FL, 3474...

Community: Arlington Ridge

Stonecrest

17789 SE 113TH TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$285,000

3 beds

3 baths

1,463 sq ft

House

17789 SE 113TH TER, SUMMERFIELD, FL, 344...

Community: Stonecrest

Stonecrest

17440 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$339,900

3 beds

2 baths

1,794 sq ft

House

17440 SE 112TH AVE, SUMMERFIELD, FL, 344...

Community: Stonecrest

The Villages®

$479,900

3 beds

2 baths

1,674 sq ft

Villa

2859 RESMONDO RD, THE VILLAGES, FL, 3216...

Community: The Villages®

Pennbrooke Fairways

32676 OAK PARK DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$290,000

3 beds

2 baths

1,709 sq ft

House

32676 OAK PARK DR, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

The Villages®

$450,000

3 beds

2 baths

1,922 sq ft

House

2612 MORVEN PARK WAY, THE VILLAGES, FL, ...

Community: The Villages®

The Villages®

$269,800

2 beds

2 baths

1,266 sq ft

Villa

300 VARNVILLE WAY, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$299,900

2 beds

2 baths

1,268 sq ft

Villa

963 AVALON AVE, 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

Royal Highlands

21630 REGENCY PARK LN, LEESBURG, FL, 347..., Leesburg, FL 34748

$279,900

3 beds

2 baths

1,438 sq ft

House

21630 REGENCY PARK LN, LEESBURG, FL, 347...

Community: Royal Highlands

The Villages®

$415,000

3 beds

2 baths

1,912 sq ft

House

1627 KENSINGTON PL, THE VILLAGES, FL, 32...

Community: The Villages®

The Villages®

$1,399,999

4 beds

3 baths

3,537 sq ft

House

1404 BRIER CREEK CIR, THE VILLAGES, FL, ...

Community: The Villages®

The Villages®

$579,000

3 beds

2 baths

1,923 sq ft

House

2837 GRANT WAY, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$309,000

3 beds

2 baths

1,426 sq ft

House

6231 ATKINSON LN, THE VILLAGES, FL, 3216...

Community: The Villages®

Lakeside Landings

5425 ADMIRAL WAY 1, OXFORD, FL, 34484, Oxford, FL 34484

$279,900

2 beds

2 baths

1,281 sq ft

Condo

5425 ADMIRAL WAY 1, OXFORD, FL, 34484

Community: Lakeside Landings

Plantation at Leesburg

4908 CYPRESS HEAD CT, LEESBURG, FL, 3474..., Leesburg, FL 34748

$350,000

3 beds

2 baths

2,087 sq ft

House

4908 CYPRESS HEAD CT, LEESBURG, FL, 3474...

Community: Plantation at Leesburg

The Villages®

$256,900

2 beds

2 baths

1,542 sq ft

Manufactured Home

1603 COG HILL DR, THE VILLAGES, FL, 3215...

Community: The Villages®

The Villages®

$365,000

3 beds

2 baths

1,664 sq ft

House

2766 PRIVADA DR, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$550,000

3 beds

2 baths

2,013 sq ft

House

2918 CANYON AVE, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

$360,000

3 beds

2 baths

1,517 sq ft

House

3064 MAYWOOD CT, THE VILLAGES, FL, 32162

Community: The Villages®

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

Questions? Call us: (352) 805-1035

The Villages®

24104 SANDALWOOD DR 104, WILDWOOD, FL, 3..., Wildwood, FL 34785

$115,000

1 beds

1 baths

900 sq ft

Condo

24104 SANDALWOOD DR 104, WILDWOOD, FL, 3...

Community: The Villages®

Harbor Hills Country Club

5013 HARBOR HEIGHTS, LADY LAKE, FL, 3215..., Lady Lake, FL 32159

$352,000

3 beds

2 baths

1,954 sq ft

House

5013 HARBOR HEIGHTS, LADY LAKE, FL, 3215...

Community: Harbor Hills Country Club

1 2 3 4 5 6 7 8 9 10 11 12 13 14…29

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, Arlington Ridge is a gated communities with 629 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 311 days. The average price of homes for sale in these communities is approximately $302,174, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Arlington Ridge average around $384,543, while homes in Plantation at Leesburg average around $299,098.

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

1,142 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: May 29, 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 8

24 communities near Leesburg

1,142 homes near Leesburg

3 beds

2 baths

1,976 sq ft

House

2 beds

2 baths

1,352 sq ft

Manufactured Home

3 beds

2 baths

1,690 sq ft

House

3 beds

2 baths

1,477 sq ft

House

2 beds

2 baths

1,156 sq ft

House

2 beds

1 baths

936 sq ft

Manufactured Home

2 beds

2 baths

1,651 sq ft

House

4 beds

2 baths

2,326 sq ft

House

3 beds

2 baths

1,639 sq ft

House

3 beds

2 baths

1,501 sq ft

Villa

3 beds

2 baths

1,100 sq ft

Manufactured Home

3 beds

2 baths

1,425 sq ft

House

3 beds

2 baths

1,887 sq ft

House

2 beds

2 baths

1,788 sq ft

House

2 beds

2 baths

1,290 sq ft

Villa

2 beds

2 baths

1,156 sq ft

Villa

3 beds

2 baths

1,651 sq ft

House

3 beds

2 baths

1,240 sq ft

House

4 beds

3 baths

2,296 sq ft

House

4 beds