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Front of the property during previous winter

153 Duncan TrailLongwood, FL, 32779

3beds
2baths
2,596sqft
Single Family Residence
Built in 1978
$22 Monthly HOA Fee
$505,000
Sold
Price per sqft
$195
Sold on
May 29, 2026
MLS #O6388268Updated May 30, 2026

About this property

Virtually Staged. PRICE IMPROVEMENT. Don't skip this one because of the flood zone. No history of flooding + low insurance premium available. This is your opportunity to own one of Longwood's most distinctive homes at an unbeatable price per square foot.

Welcome to 153 Duncan Trail, a private retreat on a generous 1/4-acre conservation lot with no rear neighbors. The three-level split layout creates natural separation of space rarely found at this price point. The main living area is centered around a fireplace and opens directly to the backyard deck. The remodeled kitchen (2017) flows alongside an elevated dining area that overlooks the living spaces below, adding architectural character throughout.

The oversized primary suite occupies the upper level, a true private retreat with room for a sitting area or workspace, plus a sliding door opening to an elevated outdoor view above the covered porch. Two additional bedrooms are on the lower level. A spacious dinette, dedicated laundry room with washer/dryer, and epoxy-floored 2-car garage with built-in workbench complete the picture.

Outside, an enclosed back porch leads to an open deck surrounded by conservation, ideal for morning coffee, evening relaxation, or gathering around the dedicated fire-pit area.

MAJOR UPDATES: New architectural roof + gutters (2024) | Full PEX repipe (2024) | Carrier A/C (2022) | Water heater (2020) | Remodeled kitchen & bathrooms (2017) | Fresh interior paint (2025) | All systems serviced (Summer 2025).

Space. Privacy. Peace of mind. Schedule your private showing today.

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Property details

Property type
Single Family Residence
Street address
153 Duncan Trail
City
Longwood
State
FL
ZIP code
32779
Year built
1978
New construction
No
Faces
East
Rooms
12
Living area
2,596 sqft
Total building area
3,540 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 3:19 AM EST

Price & sale history

EventPrice
SoldMLS #O6388268$505,000
Price reducedMLS #O6388268$515,000Change: −2.8%−$14,900
Listed for saleMLS #O6388268$529,900
SoldMLS #O5886562$335,000
History may be incomplete.
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Location

Front of the property during previous winter
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