Sarasota's Premier Homes

153 DUNCAN TRAIL

LONGWOOD , FL 32779

MLS#: O6388268

$529,900

Status: Active
Listing number: O6388268
Listing provided by: LA ROSA REALTY CW PROPERTIES L
Listing agent phone: None
Last update: 2 hours ago
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WEKIVA HILLS SEC 07 - Residential

Property

Beds

3

Full Baths

2

1/2 Baths

None

Year Built

1978

Sq.Footage

2,596

There are homes that simply provides space… and there are homes that invite you to slow down and enjoy it. Welcome to 153 Duncan Trail, a distinctive multi-level residence tucked into one of the most peaceful corners of Longwood. Set on a generous ¼ acre lot with no rear neighbors, this 3-bedroom, 2-bath home with 2,596 sq ft offers privacy, character, and room to live in ways that many newer homes simply can’t replicate. From the moment you step inside, the home reveals its personality. The main living room centers around a charming fireplace, creating a warm focal point before the space opens toward the backyard deck. It’s the kind of room that naturally becomes the heart of the home, whether it's a quiet evening by the fire or gathering with friends before stepping outside. The kitchen has been remodeled (2017) and sits comfortably alongside the dining area. The dining space feels almost like an interior balcony, overlooking the living areas and adding visual openness and architectural interest. Nearby, a spacious dinette and laundry room with washer and dryer make daily life practical and convenient. The layout unfolds across three levels, creating natural separation between living and resting areas. Two bedrooms are located on the lower level, while the primary suite occupies the upper level, offering a sense of retreat from the rest of the home. The primary bedroom is oversized, with plenty of room not only for furniture but for a reading corner, workspace, or private sitting area. A sliding door opens to an elevated outdoor view above the covered porch roof, an unexpected architectural feature that allows natural light and a quiet connection with the outdoors. Step outside and the experience continues. An enclosed back porch with large storage space transitions to an open deck surrounded by nature, where mornings can start with coffee and the sound of birds coming from the conservation behind the property. The backyard also features a dedicated fire-pit area, perfect for evenings under the Florida sky. The property backs up to lush conservation, creating a peaceful natural backdrop. There is even potential for the next owner to enhance the connection with nature by adding a gate from the patio area for easier access to the conservation behind the home. Practical details haven’t been overlooked. Major system upgrades have already been completed, including a new architectural roof and gutters (2024), full-home PEX repiping (2024), and a Carrier A/C system installed in 2022, water heater replaced in 2020, fireplace last inspected 2020, Bathrooms remodeled (2017), Interior paint (2025) providing peace of mind for years to come (Last serviced summer 2025). The two-car garage is exceptionally well maintained, finished with an epoxy floor and a functional workbench, ideal for projects, storage, or anyone who appreciates an organized workspace. Homes like this delivers something rare: space, privacy, character, and opportunity, all in one of Central Florida’s most established communities.

Features & Amenities

Interior

  • Other Interior Features

    Eat-in Kitchen, High Ceilings, Open Floorplan, Stone Counters, Walk-In Closet(s)

  • Total Bedrooms

    3

  • Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Garden, Rain Gutters

  • Parking

    Attached

  • Patio and Porch Features

    Deck, Rear Porch, Screened

  • Pool

    No

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.25

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

Price

  • Sales Price

    $529,900

  • Tax Amount

    $4,477

  • Sq. Footage

    2, 596

  • Price/SqFt

    $204

HOA

  • Association

    Yes

  • Association Fee

    $22

  • Association Fee Frequency

    Monthly

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $22

School District

  • Elementary School

    Wekiva Elementary

  • Middle School

    Teague Middle

  • High School

    Lake Brantley High

Property Features

  • Association Amenities

    Basketball Court, Clubhouse, Park, Playground, Racquetball, Recreation Facilities, Tennis Court(s), Trail(s)

  • Foundation Details

    Concrete Perimeter

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    14

  • Water Source

    Public

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Location

County

Seminole

Elementary School

Wekiva Elementary

Middle School

Teague Middle

High School

Lake Brantley High

Listing Courtesy of Liliana Lamadrid Sierra , LA ROSA REALTY CW PROPERTIES L

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There are homes that simply provides space… and there are homes that invite you to slow down and enjoy it. Welcome to 153 Duncan Trail, a distinctive multi-level residence tucked into one of the most peaceful corners of Longwood. Set on a generous ¼ acre lot with no rear neighbors, this 3-bedroom, 2-bath home with 2,596 sq ft offers privacy, character, and room to live in ways that many newer homes simply can’t replicate. From the moment you step inside, the home reveals its personality. The main living room centers around a charming fireplace, creating a warm focal point before the space opens toward the backyard deck. It’s the kind of room that naturally becomes the heart of the home, whether it's a quiet evening by the fire or gathering with friends before stepping outside. The kitchen has been remodeled (2017) and sits comfortably alongside the dining area. The dining space feels almost like an interior balcony, overlooking the living areas and adding visual openness and architectural interest. Nearby, a spacious dinette and laundry room with washer and dryer make daily life practical and convenient. The layout unfolds across three levels, creating natural separation between living and resting areas. Two bedrooms are located on the lower level, while the primary suite occupies the upper level, offering a sense of retreat from the rest of the home. The primary bedroom is oversized, with plenty of room not only for furniture but for a reading corner, workspace, or private sitting area. A sliding door opens to an elevated outdoor view above the covered porch roof, an unexpected architectural feature that allows natural light and a quiet connection with the outdoors. Step outside and the experience continues. An enclosed back porch with large storage space transitions to an open deck surrounded by nature, where mornings can start with coffee and the sound of birds coming from the conservation behind the property. The backyard also features a dedicated fire-pit area, perfect for evenings under the Florida sky. The property backs up to lush conservation, creating a peaceful natural backdrop. There is even potential for the next owner to enhance the connection with nature by adding a gate from the patio area for easier access to the conservation behind the home. Practical details haven’t been overlooked. Major system upgrades have already been completed, including a new architectural roof and gutters (2024), full-home PEX repiping (2024), and a Carrier A/C system installed in 2022, water heater replaced in 2020, fireplace last inspected 2020, Bathrooms remodeled (2017), Interior paint (2025) providing peace of mind for years to come (Last serviced summer 2025). The two-car garage is exceptionally well maintained, finished with an epoxy floor and a functional workbench, ideal for projects, storage, or anyone who appreciates an organized workspace. Homes like this delivers something rare: space, privacy, character, and opportunity, all in one of Central Florida’s most established communities.

153 DUNCAN TRAIL

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