THIS POPULAR 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 FIRST CUP OF COFFEE. 2 GUEST ROOMS AND A TASTEFUL GUEST BATH FOR FAMILY AND FRIENDS. 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. 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.
For sale
$299,999
27336 PINE STRAW ROAD, LEESBURG, FL 34748
3beds
1,765sqft
:
Get pre-qualified$2,263/mo
Single Family Residence
Built in 2007
5,280 Square Feet Lot
$-- Zestimate®
$170/sqft
$293/mo HOA
What's special
Resort style poolCorian countersTasteful guest bathBreakfast nookUpgraded cabinetsPlantation shuttersDouble pane windows
- 5 hours |
- 14 |
- 0 |
Zillow last checked:
Listing updated:
Listed by:
Mo McLay 352-552-0017,
DOUBLE MM DEVELOPMENT, LLC 352-552-0017
Source: Stellar MLS,MLS#: G5116219
Originating MLS: Lake and Sumter

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Breakfast Room Separate, Dining Room, Utility Room
Primary bedroom
- Features: Walk-In Closet(s)
- Level: First
- Area: 208 Square Feet
- Dimensions: 16x13
Bedroom 2
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 100 Square Feet
- Dimensions: 10x10
Bedroom 3
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 100 Square Feet
- Dimensions: 10x10
Primary bathroom
- Level: First
- Area: 55 Square Feet
- Dimensions: 5x11
Bathroom 2
- Features: Tub With Shower, Linen Closet
- Level: First
- Area: 35 Square Feet
- Dimensions: 5x7
Balcony porch lanai
- Level: First
- Area: 108 Square Feet
- Dimensions: 9x12
Dinette
- Level: First
- Area: 100 Square Feet
- Dimensions: 10x10
Dining room
- Level: First
- Area: 144 Square Feet
- Dimensions: 16x9
Foyer
- Level: First
- Area: 30 Square Feet
- Dimensions: 6x5
Kitchen
- Features: Pantry
- Level: First
- Area: 110 Square Feet
- Dimensions: 10x11
Living room
- Features: Ceiling Fan(s)
- Level: First
- Area: 561 Square Feet
- Dimensions: 17x33
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave, Range, Refrigerator, Washer
- Laundry: Electric Dryer Hookup, Laundry Room
Features
- Ceiling Fan(s), Open Floorplan, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Ceramic Tile, Laminate, Tile
- Windows: Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 2,275
- Total interior livable area: 1,765 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener
- Attached garage spaces: 2
- Details: Garage Dimensions: 20x20
Features
- Levels: One
- Stories: 1
- Exterior features: Irrigation System
Lot
- Size: 5,280 Square Feet
Details
- Parcel number: 132024010900068300
- Zoning: R-1-A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 2007
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Sewer Connected, Sprinkler Meter, Sprinkler Recycled, Street Lights, Underground Utilities, Water Connected
Community & HOA
Community
- Features: Association Recreation - Owned, Buyer Approval Required, Clubhouse, Deed Restrictions, Fitness Center, Gated Community - No Guard, Golf Carts OK, Irrigation-Reclaimed Water, Pool, Sidewalks, Tennis Court(s)
- Security: Gated Community, Smoke Detector(s)
- Pet fee: $0 monthly
- Senior community: Yes
- Subdivision: LEESBURG LEGACY LEESBURG UNIT 06
HOA
- Has HOA: Yes
- Amenities included: Cable TV, Clubhouse, Fitness Center, Gated, Maintenance, Park, Pickleball Court(s), Pool, Recreation Facilities, Shuffleboard Court, Spa/Hot Tub, Storage, Tennis Court(s), Trail(s)
- Services included: Cable TV, Common Area Taxes, Community Pool, Reserve Fund, Internet, Maintenance Grounds, Manager, Pool Maintenance, Private Road
- HOA fee: $293 monthly
- HOA name: Josh Deknoblough
- HOA phone: 352-365-9800
Location
- Region: Leesburg
Financial & listing details
- Price per square foot: $170/sqft
- Tax assessed value: $262,432
- Annual tax amount: $2,155
- Date on market: 8/11/2026
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Asphalt
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/12/2026 | Listed for sale | $299,999+11.1%$170/sqft |
Source: | ||
| 5/1/2023 | Sold | $270,000-1.8%$153/sqft |
Source: Public Record Report a problem | ||
| 2/27/2023 | Pending sale | $275,000$156/sqft |
Source: | ||
| 1/29/2023 | Price change | $275,000-3.5%$156/sqft |
Source: | ||
| 1/23/2023 | Price change | $284,900-1.7%$161/sqft |
Source: | ||
| 1/17/2023 | Price change | $289,900-3.3%$164/sqft |
Source: | ||
| 1/13/2023 | Price change | $299,900-6.3%$170/sqft |
Source: | ||
| 1/8/2023 | Price change | $319,900-3%$181/sqft |
Source: | ||
| 12/12/2022 | Price change | $329,900-5.7%$187/sqft |
Source: | ||
| 12/1/2022 | Listed for sale | $349,900+584.7%$198/sqft |
Source: | ||
| 5/31/2006 | Sold | $51,100$29/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,155 +2.9% | $170,380 +2.9% |
| 2024 | $2,095 -44.8% | $165,579 -20.6% |
| 2023 | $3,794 +9% | $208,600 +10% |
| 2022 | $3,480 +16.9% | $189,640 +10% |
| 2021 | $2,977 -4.4% | $172,404 +2.9% |
| 2020 | $3,115 +9.2% | $167,592 +10% |
| 2019 | $2,853 +7% | $152,356 +5.6% |
| 2018 | $2,665 | $144,332 +9.9% |
| 2017 | $2,665 +9.2% | $131,366 +4.8% |
| 2016 | $2,440 +3.1% | $125,366 +1.8% |
| 2015 | $2,367 +63.4% | $123,136 +6% |
| 2014 | $1,448 +6.2% | $116,191 +1.5% |
| 2013 | $1,364 -1% | $114,474 |
| 2012 | $1,378 -12.5% | $114,474 -8.5% |
| 2011 | $1,575 -3.5% | $125,109 -1.6% |
| 2010 | $1,633 -12.7% | $127,164 -9.1% |
| 2009 | $1,870 -31.8% | $139,886 -25% |
| 2008 | $2,741 +265.5% | $186,579 +372.4% |
| 2007 | $750 | $39,500 |
| 2006 | -- | -- |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 34748
Nearby schools
GreatSchools rating
- 2/10Leesburg Elementary SchoolGrades: PK-5Distance: 4.6 mi
- 3/10Oak Park Middle SchoolGrades: 6-8Distance: 4.6 mi
- 2/10Leesburg High SchoolGrades: 9-12Distance: 4.7 mi
- $255,2003 bd2 ba2.1k sqft27332 Pine Straw Rd, Leesburg, FL 34748Off Market
Save 
- $468,2003 bd2 ba3.3k sqft27340 Pine Straw Rd, Leesburg, FL 34748Off Market
Save - $339,9993 bd2 ba1.8k sqft27328 Pine Straw Rd, Leesburg, FL 34748For Sale
Save 
- $322,9003 bd2 ba2k sqft27333 Pine Straw Rd, Leesburg, FL 34748Off Market
Save - $315,2003 bd2 ba1.8k sqft27324 Pine Straw Rd, Leesburg, FL 34748Off Market
Save - $380,1003 bd2 ba2k sqft27401 Pine Straw Rd #BROCHURE, Leesburg, FL 34748Off Market
Save - $320,0003 bd2 ba2k sqft27401 Pine Straw Rd, Leesburg, FL 34748Sold
Save - $266,1003 bd2 ba1.4k sqft27400 Pine Straw Rd, Leesburg, FL 34748Off Market
Save
A local agent can set up tours, give advice and negotiate with sellers.
- Request a tour
as early as today at 11:00 am
Contact agent




