Leesburg, FL 55+ active adult communities & homes for sale - Page 17

1,151 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

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 (7 reviews)

Kings Ridge

$200ks - $400ks

Kings Ridge, Clermont, FL

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

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

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 (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

5 rating (8 reviews)

Pennbrooke Fairways

<$100k - $300ks

Pennbrooke Fairways, Leesburg, FL

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

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

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

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

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

Esplanade at McKinnon Gro...

$300ks - $900ks

Esplanade at McKinnon Gro..., Winter Garden, FL

New Construction | Age-targeted | Built 2024 - present | 658 homes

3.9 rating (7 reviews)

Summit Greens

$300ks - $400ks

Summit Greens, Clermont, FL

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

Cresswind at Lake Harris

$300ks - $500ks

Cresswind at Lake Harris, Tavares, FL

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

Summit Chase Villas

$100ks

Summit Chase Villas, Tavares, FL

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

Baytree

$100ks - $300ks

Baytree, Tavares, FL

11221 CARDING MILL LN, WINTER GARDEN, FL...

Community: Esplanade at McKinnon Groves

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

Questions? Call us: (352) 805-1035

The Villages®

$490,000

2 beds

2 baths

1,908 sq ft

House

3183 KEARNS COR, THE VILLAGES, FL, 32162

Community: The Villages®

Stonecrest

11584 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$339,900

2 beds

2 baths

1,702 sq ft

House

11584 SE 175TH ST, SUMMERFIELD, FL, 3449...

Community: Stonecrest

Cresswind at Lake Harris

1617 BELLAGIO LOOP, TAVARES, FL, 32778, Tavares, FL 32778

$699,000

3 beds

3 baths

2,490 sq ft

House

1617 BELLAGIO LOOP, TAVARES, FL, 32778

Community: Cresswind at Lake Harris

Cresswind at Lake Harris

1729 POINT GRACE RD, TAVARES, FL, 32778, Tavares, FL 32778

$749,990

3 beds

4 baths

2,776 sq ft

House

1729 POINT GRACE RD, TAVARES, FL, 32778

Community: Cresswind at Lake Harris

Spruce Creek South

9900 SE 175TH PL, SUMMERFIELD, FL, 34491, Summerfield, FL 34491

$377,000

3 beds

2 baths

2,349 sq ft

House

9900 SE 175TH PL, SUMMERFIELD, FL, 34491

Community: Spruce Creek South

Highland Lakes

5507 LAVER ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$192,000

2 beds

2 baths

1,160 sq ft

House

5507 LAVER ST, LEESBURG, FL, 34748

Community: Highland Lakes

Plantation at Leesburg

25110 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748

$199,950

2 beds

2 baths

952 sq ft

House

25110 BELLEVUE, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Plantation at Leesburg

25224 WILD HERON, LEESBURG, FL, 34748, Leesburg, FL 34748

$125,000

2 beds

2 baths

1,300 sq ft

Manufactured Home

25224 WILD HERON, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$419,900

3 beds

2 baths

1,517 sq ft

House

1104 ALCOVE LOOP, THE VILLAGES, FL, 3216...

Community: The Villages®

Royal Highlands

4905 KELSO ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$279,500

3 beds

2 baths

1,571 sq ft

House

4905 KELSO ST, LEESBURG, FL, 34748

Community: Royal Highlands

The Villages®

$659,000

3 beds

2 baths

2,009 sq ft

House

877 WINIFRED WAY, THE VILLAGES, FL, 3216...

House

2998 SUPERMARINE RD, TAVARES, FL, 32778

The Villages®

$354,000

2 beds

2 baths

1,187 sq ft

Villa

1083 JACKSON ST, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$364,900

3 beds

2 baths

1,392 sq ft

House

1575 HOLLYBERRY PL, 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

Legacy of Leesburg

5351 AURORA DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$379,900

4 beds

4 baths

3,125 sq ft

House

5351 AURORA DR, LEESBURG, FL, 34748

Community: Legacy of Leesburg

The Villages®

$695,000

3 beds

3 baths

1,995 sq ft

House

5833 ABNEY AVE, THE VILLAGES, FL, 32163

Community: The Villages®

The Villages®

17202 SANDALWOOD DR 202, WILDWOOD, FL, 3..., Wildwood, FL 34785

$129,900

2 beds

2 baths

1,156 sq ft

Condo

17202 SANDALWOOD DR 202, WILDWOOD, FL, 3...

Community: The Villages®

The Villages®

$345,000

3 beds

2 baths

1,390 sq ft

House

3812 INFINITY RUN, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

101 CYPRESS RD, WILDWOOD, FL, 34785, Wildwood, FL 34785

$128,500

2 beds

2 baths

1,144 sq ft

Manufactured Home

101 CYPRESS RD, WILDWOOD, FL, 34785

Community: The Villages®

Kings Ridge

3605 WESTERHAM DR, CLERMONT, FL, 34711, Clermont, FL 34711

$316,500

3 beds

2 baths

1,572 sq ft

House

3605 WESTERHAM DR, CLERMONT, FL, 34711

Community: Kings Ridge

The Villages®

$369,000

2 beds

2 baths

1,327 sq ft

Villa

587 AUDREY LN, THE VILLAGES, FL, 32162

Community: The Villages®

Harbor Hills Country Club

6042 TOPSAIL RD, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$369,900

3 beds

2 baths

2,190 sq ft

Halfplex

6042 TOPSAIL RD, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

Stonecrest

12115 SE 176TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491

$269,000

3 beds

2 baths

1,472 sq ft

House

12115 SE 176TH LOOP, SUMMERFIELD, FL, 34...

Community: Stonecrest

Trilogy® Orlando

395 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736

$399,900

2 beds

2 baths

1,848 sq ft

House

395 SILVER MAPLE RD, GROVELAND, FL, 3473...

Community: Trilogy® Orlando

The Villages®

$279,900

2 beds

2 baths

1,242 sq ft

House

736 CORTEZ 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

The Villages®

810 ROSEAPPLE AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$289,900

2 beds

2 baths

1,203 sq ft

House

810 ROSEAPPLE AVE, LADY LAKE, FL, 32159

Community: The Villages®

Cindy Certified

6866 SPANISH IMPERIAL ST, HOWEY IN THE H..., Howey In The Hills, FL 34737

$367,999

4 beds

2 baths

2,008 sq ft

House

6866 SPANISH IMPERIAL ST, HOWEY IN THE H...

1…11 12 13 14 15 16 17 18 19 20 21 22 23…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, Highland Lakes is a gated communities with 938 homes, and Plantation at Leesburg is another gated communities with 2820 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 322 days. The average price of homes for sale in these communities is approximately $300,614, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Arlington Ridge average around $386,753, while homes in Plantation at Leesburg average around $296,272.

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 optout@55places.com. 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

1,151 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: Aug 30, 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 17

25 communities near Leesburg

1,151 homes near Leesburg

2 beds

2 baths

1,402 sq ft

House

2 beds

2 baths

1,843 sq ft

House

3 beds

2 baths

2,945 sq ft

House

3 beds

2 baths

1,597 sq ft

Villa

3 beds

3 baths

2,085 sq ft

House

2 beds

2 baths

1,908 sq ft

House

2 beds

2 baths

1,702 sq ft

House

3 beds

3 baths

2,490 sq ft

House

3 beds

4 baths

2,776 sq ft

House

3 beds

2 baths

2,349 sq ft

House

2 beds

2 baths

1,160 sq ft

House

2 beds

2 baths

952 sq ft

House

2 beds

2 baths

1,300 sq ft

Manufactured Home

3 beds

2 baths

1,517 sq ft

House

3 beds

2 baths

1,571 sq ft

House

3 beds

2 baths

2,009 sq ft

House

2 beds

2 baths

1,770 sq ft

House

3 beds

2 baths

2,404 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

3 beds