For sale

$285,000

Est. $2,229/mo —

•

1,765

sq ft

27336 Pine Straw Rd, Leesburg, FL 34748

About this home

THIS POPULAR EXPANDED CARLISLE MODEL HOME HAS 1765 SQUARE FEET WITH 3 BEDROOMS 2 BATHROOMS. THE KITCHEN HAS UPGRADED CABINETS, CORIAN COUNTERS, STAINLESS STEEL APPLIANCES. JUST OFF THE KITCHEN IS THE BREAKFAST NOOK WHERE YOU CAN ENJOY THAT FIRST CUP OF COFFEE. 2 GUEST ROOMS AND A GUEST BATH THAT HAS BEEN TRANSFORMED INTO A WALK IN SHOWER. CLOSETS BY DESIGN HAS UNIQUELY CONFIGURED ALL THE CLOSETS TO MAXIMIZE SPACE AND STORAGE. PLANTATION SHUTTERS, DOUBLE PANE WINDOWS. THE EXTERIOR OF THE HOME WAS PAINTED 2026. THE HOME WAS CONVERTED TO TOTAL ELECTRIC IN 2024 WHICH INCLUDED THE WATER HEATER AND HVAC SYSTEM. ROOF WAS REPLACED IN 2019. THE AIR CONDITIONED LANAI WAS CONVERTED TO A FORMAL DINING AND OUTDOOR SPACE WAS ADDED. HOME HAS A TERMITE BOND. THIS IS A PERFECT WINTER HOME IN A PERFECT COMMUNITY, LEGACY OF LEESBURG IS A NATURE THEMED COMMUNITY OFFERING WALKING TRAILS, MILES OF CONSERVATION. MILLION DOLLAR RENOVATION IN 2025, A RESORT STYLE POOL, PICKLEBALL, TENNIS, BOCCE, SOFTBALL FIELD, ON SITE RV AND BOAT STORAGE, AND A ACTIVITIES DIRECTOR THAT WILL KEEP YOU BUSY ALL DAY. CABLE AND INTERNET ARE INCLUDED IN THE AFFORDABLE HOA AS WELL AS GRASS CUTTING AND TRIMMING. SELL ALL YOUR LAWN EQUIPMENT, AND COME AND RELAX, YOU HAVE EARNED IT. COME SEE WHY SO MANY CALL LEGACY HOME.

Single-familyProperty Type

2007Year Built

5,280 sq ftLot Size

$161Price/Sq.Ft.

$293/moHOA Dues

2 car garageParking

Listed by Mo McLay • DOUBLE MM DEVELOPMENT, LLC

Contact: 352-552-0017

Listing updated: Sep 17, 2026 at 09:31am

Redfin checked: a minute ago

•Source:Stellar MLS as Distributed by MLS Grid #G5116219

Payment calculator

$2,229 per month

Principal and interest$1,614

Property taxes

HOA dues

Home insurance

Utilities

5 minutes to get started. No credit impact.

Affordability tools

See this home in person

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Next available date: Wednesday, September 30

Open houses

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Around this home

Schools

K - 12
Preschool & daycare

Leesburg Elementary School

Public PreK-5 • Assigned • 4.6mi

2/10

Oak Park Middle School

Public 6-8 • Assigned • 4.6mi

3/10

Leesburg High School

Public 9-12 • Assigned • 4.7mi

2/10

Provided by GreatSchools

About Legacy of

Leesburg

Legacy of Leesburg, located between US-27 and Lake Griffin, is a golf-course and master-planned Leesburg neighborhood with manicured fairway views and a clubhouse-centered layout. Streets curve past single-story homes with screened lanais and tidy landscaping that fits Central Florida’s indoor-outdoor rhythm. The neighborhood’s character concentrates around the Legacy of Leesburg clubhouse and pro shop, where carts roll by and the pace turns social. For a local night out, the downtown corridor anchors on places like The Brick & Barrel, The Venetian Center, and the Leesburg Center for the Arts. Lakefront scenery and birdlife shape the backdrop at Lake Griffin State Park. Daily errands and casual dining cluster along US-27, while the golf greens keep the streetscape calm and consistent.

Provided by Walk Score and Local Logic

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Ceiling fans
Open floorplan
Vaulted ceilings
Walk-in closets
Window treatments
Double pane windows

Bedrooms
3 bedrooms

Bathrooms
2 full bathrooms

Kitchen
Dishwasher
Disposal
Ice maker
Microwave
Range
Refrigerator

Laundry & utility
Washer
Dryer
Electric dryer hookup
Laundry room
Electric water heater

Flooring
Carpet
Ceramic tile
Laminate
Tile

Heating & cooling
Central heating (electric)
Central air conditioning

Sale and tax history for 27336 Pine Straw Rd

Sale History
Tax History

Date

Event

Price

Stellar MLS as Distributed by MLS Grid #G5116219

Sep 17, 2026

Price Changed

$285,000

$161/sq ft

Aug 11, 2026

Listed

$299,999

$170/sq ft

Stellar MLS as Distributed by MLS Grid #O6075603

Apr 27, 2023

Sold

$270,000

$153/sq ft

Feb 26, 2023

Pending

—

Jan 29, 2023

Price Changed

$275,000

$156/sq ft

Jan 28, 2023

Price Changed

$279,900

$159/sq ft

Jan 23, 2023

Price Changed

$284,900

$161/sq ft

Jan 17, 2023

Price Changed

$289,900

$164/sq ft

Jan 13, 2023

Price Changed

$299,900

$170/sq ft

Jan 8, 2023

Price Changed

$319,900

$181/sq ft

Dec 11, 2022

Price Changed

$329,900

$187/sq ft

Dec 11, 2022

Price Changed

$339,900

$193/sq ft

Dec 1, 2022

Listed

$349,900

$198/sq ft

BEAUTIFUL 55+ COMMUNITY AT LEGACY OF LEESBURG. COME CALL THIS METICULOULSY CLEAN HOME, YOUR NEW HOME!! THIS 3 BEDROOM 2 BATH 1765 SQ FT HOME HAS A NEW ROOF, NEW HVAC and DISHWASHER IN 2019. CORIAN COUNTERTOPS WITH BAY WINDOW SEATING AND STORAGE IN KITCHEN, WALK-IN GUEST TUB FOR COMFORT AND CONVENIENCE, HARD WOOD AND LAMINATE FLOORING throughout, NO CARPETS, NEW IRRIGATION SYSTEM. Just bring your desire for RESORT STYLE LIVING at LEGACY with it’s MILES OF WALKING PATHS, RESORT STYLE POOL AND SPA WITH WALK-IN ENTRY, tennis, Bocce Ball, Shuffleboard, Pickleball, Softball, Horseshoes, Quilting, Cards and SO MUCH MORE! Close to the Florida Turnpike and about 45 minutes to the Orlando Airport and all the Attractions Central Florida has to offer. Conveniently located near shopping and Orlando Health South Lake Hospital emergency center. Low HOA includes cable & internet, lawn mowing, edging, weed eating and blowing of debris, RV and boat storage. We look forward to seeing you WELCOME HOME!

Public Records

May 31, 2006

Sold

$60,100

$34/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$2,155 (+2.9%)

2024

$2,095 (−44.8%)

2023

$3,794 (+9.0%)

2022

$3,480 (+16.9%)

2021

$2,977 (−4.4%)

$36,000 + $136,404

$172,404

2020

$3,115 (+9.2%)

2019

$2,853 (+7.0%)

$32,000 + $120,356

$152,356

2018

$2,665 (+9.2%)

$32,000 + $120,356

$152,356

2017

$2,440 (+3.1%)

$30,000 + $101,366

$131,366

2016

$2,367 (−1.0%)

$24,000 + $101,366

$125,366

2015

$2,391 (+65.1%)

$24,000 + $99,136

$123,136

2014

$1,448 (+6.1%)

2013

$1,364 (−1.0%)

2012

$1,378

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

5,280 Sq. Ft.

Year renovated

2014

Finished Sq. Ft.

1,765

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,765

Year built

2007

Style

Single Family Residential

County

Lake County

APN

13-20-24-0109-000-68300

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 23, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

4/10 Fire Factor

2% chance of being in a wildfire in next 30 years

9/10 Heat Factor

7 days above 108° expected this year, 23 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Leesburg, FL • 34748

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

87/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.2 hrs

6.2 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 27336 Pine Straw Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $290,000 and $315,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $290K to $315K.

SOLD AUG 27, 2026
$290,000 Last sold price
3 beds2 baths1,601 sq ft
27144 Stoney Brook Dr, Leesburg, FL 34748
$20/sq ft
1 year newer
SOLD AUG 18, 2026
$315,000 Last sold price
3 beds2 baths1,794 sq ft
27116 Stoney Brook Dr, Leesburg, FL 34748
$15/sq ft
larger lot
7 years newer
SOLD JAN 8, 2026
$310,000 Last sold price
3 beds2 baths1,816 sq ft
27435 Stoney Brook Dr, Leesburg, FL 34748
$10/sq ft
larger lot
7 years newer
SOLD MAR 26, 2026
$307,500 Last sold price
3 beds2 baths1,894 sq ft
5921 Candle Glow Pl, Leesburg, FL 34748
$1/sq ft
larger lot
1 year newer
SOLD APR 7, 2026
$299,999 Last sold price
3 beds2 baths1,834 sq ft
27525 Discover Ct, Leesburg, FL 34748
$3/sq ft
larger lot
3 years older
SOLD MAY 21, 2026
$299,900 Last sold price
3 beds2 baths1,634 sq ft
6042 Wade St, Leesburg, FL 34748
$23/sq ft
larger lot
13 years older

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