Leesburg, FL 55+ active adult communities & homes for sale - Page 23

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

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

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

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

12392 NE 48TH LOOP, OXFORD, FL, 34484

Community: The Villages®

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

Questions? Call us: (352) 805-1035

The Villages®

4913 NE 122ND AVE, OXFORD, FL, 34484, Oxford, FL 34484

$390,000

4 beds

3 baths

2,629 sq ft

House

4913 NE 122ND AVE, OXFORD, FL, 34484

Community: The Villages®

Kings Ridge

3656 EVERSHOLT ST, CLERMONT, FL, 34711, Clermont, FL 34711

$349,900

3 beds

2 baths

1,498 sq ft

House

3656 EVERSHOLT ST, CLERMONT, FL, 34711

Community: Kings Ridge

Legacy of Leesburg

27601 COUNTRY STONE CT, LEESBURG, FL, 34..., Leesburg, FL 34748

$369,000

3 beds

2 baths

2,066 sq ft

House

27601 COUNTRY STONE CT, LEESBURG, FL, 34...

Community: Legacy of Leesburg

The Villages®

$364,900

3 beds

2 baths

1,635 sq ft

House

3435 INVERARY AVE, THE VILLAGES, FL, 321...

Community: The Villages®

The Villages®

$577,500

3 beds

3 baths

2,016 sq ft

House

1967 FLOWERSVILLE PL, THE VILLAGES, FL, ...

Community: The Villages®

Scottish Highlands

1 DURNESS CT 1, LEESBURG, FL, 34788, Leesburg, FL 34788

$183,000

2 beds

2 baths

1,200 sq ft

Condo

1 DURNESS CT 1, LEESBURG, FL, 34788

Community: Scottish Highlands

Scottish Highlands

510 GALLOWAY CT, LEESBURG, FL, 34788, Leesburg, FL 34788

$185,000

2 beds

2 baths

1,171 sq ft

House

510 GALLOWAY CT, LEESBURG, FL, 34788

Community: Scottish Highlands

Kings Ridge

4207 KINGSLEY ST, CLERMONT, FL, 34711, Clermont, FL 34711

$355,000

3 beds

2 baths

1,722 sq ft

House

4207 KINGSLEY ST, CLERMONT, FL, 34711

Community: Kings Ridge

The Villages®

$365,000

3 beds

2 baths

1,728 sq ft

House

1115 SALIDO AVE, THE VILLAGES, FL, 32159

Community: The Villages®

Pennbrooke Fairways

32747 TIMBERWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$229,247

2 beds

2 baths

1,504 sq ft

House

32747 TIMBERWOOD DR, LEESBURG, FL, 34748

Community: Pennbrooke Fairways

Royal Harbor

5008 ADRIATIC AVE, TAVARES, FL, 32778, Tavares, FL 32778

$359,000

3 beds

2 baths

2,101 sq ft

House

5008 ADRIATIC AVE, TAVARES, FL, 32778

House

17662 SE 93RD BUTLER CT, THE VILLAGES, F...

Community: The Villages®

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

Questions? Call us: (352) 805-1035

The Villages®

$419,999

3 beds

2 baths

1,459 sq ft

House

2938 CHIMBORAZO WAY, THE VILLAGES, FL, 3...

Community: The Villages®

Spruce Creek South

10835 SE 176TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$222,900

2 beds

2 baths

1,296 sq ft

House

10835 SE 176TH ST, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

The Villages®

$290,000

2 beds

2 baths

1,390 sq ft

Villa

2584 ACOSTA CT, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

$665,000

3 beds

2 baths

2,594 sq ft

House

1988 PALO ALTO AVE, THE VILLAGES, FL, 32...

Community: The Villages®

Plantation at Leesburg

5089 EL DESTINO DR, LEESBURG, FL, 34748, Leesburg, FL 34748

$264,900

3 beds

2 baths

1,706 sq ft

House

5089 EL DESTINO DR, LEESBURG, FL, 34748

Community: Plantation at Leesburg

Plantation at Leesburg

25527 BELLE HELENE, LEESBURG, FL, 34748, Leesburg, FL 34748

$185,000

2 beds

2 baths

1,120 sq ft

Manufactured Home

25527 BELLE HELENE, LEESBURG, FL, 34748

Community: Plantation at Leesburg

The Villages®

$299,899

2 beds

2 baths

1,156 sq ft

Villa

675 KENDALL CT, THE VILLAGES, FL, 32162

Community: The Villages®

The Villages®

5092 NE 81ST BLVD, WILDWOOD, FL, 34785, Wildwood, FL 34785

$949,000

3 beds

3 baths

3,407 sq ft

House

5092 NE 81ST BLVD, WILDWOOD, FL, 34785

Community: The Villages®

Del Webb Minneola

1596 EVENING SUMMIT CIR, MINNEOLA, FL, 3..., Minneola, FL 34715

$895,000

3 beds

4 baths

2,844 sq ft

House

1596 EVENING SUMMIT CIR, MINNEOLA, FL, 3...

Community: Del Webb Minneola

The Villages®

$409,000

3 beds

2 baths

1,569 sq ft

House

2454 YOUNGMANN LOOP, THE VILLAGES, FL, 3...

Community: The Villages®

Plantation at Leesburg

25100 PINE HL, LEESBURG, FL, 34748, Leesburg, FL 34748

$165,000

2 beds

2 baths

1,144 sq ft

Manufactured Home

25100 PINE HL, LEESBURG, FL, 34748

Community: Plantation at Leesburg

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

Questions? Call us: (352) 805-1035

The Villages®

$289,900

2 beds

2 baths

1,192 sq ft

House

1405 W SCHWARTZ BLVD, THE VILLAGES, FL, ...

Community: The Villages®

The Villages®

$369,000

3 beds

2 baths

1,503 sq ft

House

5927 WALTERS CT, THE VILLAGES, FL, 32163

Community: The Villages®

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

24 communities near Leesburg

1,142 homes near Leesburg

2 beds

2 baths

1,102 sq ft

Villa

2 beds

2 baths

1,223 sq ft

Villa

3 beds

2 baths

1,649 sq ft

House

3 beds

2 baths

1,700 sq ft

House

4 beds

4 baths

2,002 sq ft

House

4 beds

3 baths

2,629 sq ft

House

3 beds

2 baths

1,498 sq ft

House

3 beds

2 baths

2,066 sq ft

House

3 beds

2 baths

1,635 sq ft

House

3 beds

3 baths

2,016 sq ft

House

2 beds

2 baths

1,200 sq ft

Condo

2 beds

2 baths

1,171 sq ft

House

3 beds

2 baths

1,722 sq ft

House

3 beds

2 baths

1,728 sq ft

House

2 beds

2 baths

1,504 sq ft

House

3 beds

2 baths

2,101 sq ft

House

3 beds

2 baths

1,887 sq ft

House

3 beds

2 baths

1,392 sq ft

House

2 beds

2 baths

1,056 sq ft

House

3 beds