153 Duncan Trail , Longwood, FL 32779

$529,900
New to the Market
BEDS3 BATHS2 full SQUARE FEET2,596 MLS#O6388268
MAP LISTING
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779

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153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779
153 Duncan Trail , Longwood, FL 32779

Property Description

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 1/4 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 | MLS# O6388268

This single family home located at 153 Duncan Trail , Longwood, FL 32779 is currently listed for sale with an asking price of $529,900. This property was built in 1978 and has 3 bedrooms and 2 full baths with 2596 sq. ft. Duncan Trail is located in the WEKIVA HILLS subdivision. Search WEKIVA HILLS real estate on samsell.watsonrealtycorp.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central Air
Garage: 2 car attached
Heating: Central
Lot Size: 0.25 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $4,477
Year Built: 1978
Square Feet: 2,596

Amenities

Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Open Floorplan
PrimaryBedroom Upstairs
Solid Surface Counters
Solid Wood Cabinets
Stone Counters
Thermostat
Walk-In Closet(s)
Garden
Private Mailbox
Rain Gutters
Sliding Doors

Feature Descriptions

Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer
Association Amenities: Basketball Court, Clubhouse, Park, Pickleball Court(s), Playground, Racquetball, Recreation Facilities, Tennis Court(s), Trail(s)
Community Features: Clubhouse, Park, Playground, Racquetball, Tennis Court(s)
Days on Site: 1
Directions: From Interstate 4 take Exit 94 for FL-434 toward Longwood/Winter Springs. Head west on FL-434 toward Longwood. Continue for approximately 2.5 miles, then turn right onto Wekiva Springs Road.Drive about 1 mile, then turn left onto Duncan Trail. Continue st
Exterior: Block, Stucco
Fireplace: Living Room
Fireplace Y/N: Yes
Flood Zone Code: AE
Flooring: Carpet, Tile
Foundation: Concrete Perimeter
HOA Fee: 22/ Monthly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot Dimensions: 0.25
Ownership: Fee Simple
Patio/Porch: Deck, Rear Porch, Screened
Pets Allowed: Yes
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Security: Closed Circuit Camera(s)
Sewer: Public Sewer
Showing Instructions: Sentri Lock Box, Appointment Only, See Remarks, ShowingTime
Special Sale Provisions: None
Utilities: Public
Water: Public
Water Access Y/N: No
Windows: Skylight(s)
Zoning: PUD

Local Schools

High School: Lake Brantley High
Middle School: Teague Middle
Elementary School: Wekiva Elementary

Listed By / Shown By

Listed By

Agency Name: LA ROSA REALTY CW PROPERTIES L
Agency Contact: 407-910-2168

Shown By

Agent Name: Sam Sell
Agent Phone: (904) 625-6678
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 3,082.90 per month $2,555.26 Principal & Interest $373.08 Property Tax $154.55 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/14/2026. The listing information on this page last changed on 03/14/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 03/14/2026 1:16:53 AM EST) or GAMLS (last updated Fri 03/13/2026 11:14:58 PM EST) or Stellar MLS (last updated Sat 03/14/2026 12:58:52 AM EST) or SPC MLS (last updated Fri 03/13/2026 11:20:32 PM EST) or Martin MLS (last updated Fri 03/13/2026 11:38:11 PM EST) or Indian River MLS (last updated Fri 03/13/2026 11:30:22 PM EST) or Daytona MLS (last updated Fri 03/13/2026 11:36:48 PM EST) or Northeast Florida MLS (last updated Sat 03/14/2026 12:18:41 AM EST) or Beaches MLS (last updated Sat 03/14/2026 1:05:25 AM EST) or BORMLS (last updated Fri 03/13/2026 11:15:57 PM EST) or Golden Isles MLS (last updated Fri 03/13/2026 11:26:30 PM EST) or Amelia/Nassau MLS (last updated Fri 03/13/2026 11:25:18 PM EST) or Dixie Gilchrist Levy MLS (last updated Fri 03/13/2026 11:42:21 PM EST). Real estate listings held by brokerage firms other than Watson Realty Corp., REALTORS ® may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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