153 Duncan Trail, Longwood, FL 32779

$515,000
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
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
153 Duncan Trail, Longwood, FL 32779
153 Duncan Trail, Longwood, FL 32779

Property Description

One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! If you skipped this one due to flood zone...don't. No history of flooding + low premium available, this one-of-a-kind home delivers exceptional value in one of Longwood's most established and peaceful communities. Welcome to 153 Duncan Trail, your private retreat surrounded by nature with separation of space ideal for modern living. Situated on a generous 1/4-acre lot with no rear neighbors. Not your typical Longwood home...From the moment you step inside, the home reveals its personality. The main living room is centered around a charming fireplace, creating a warm focal point before the space opens seamlessly to the backyard deck-perfect for both quiet evenings and entertaining. The remodeled kitchen (2017) flows comfortably alongside the dining area, where the elevated dining space overlooks the living areas below, adding architectural interest and a sense of openness. A spacious dinette and dedicated laundry room with washer and dryer enhance everyday convenience.The thoughtfully designed three-level layout creates natural separation between living and resting spaces. Two bedrooms are located on the lower level, while the oversized primary suite occupies the upper level, offering a true private retreat. This expansive space allows for a sitting area, workspace, or reading nook, and features a sliding door that opens to an elevated outdoor view above the covered porch an unexpected detail that brings in natural light and a peaceful connection to the outdoors.Step outside and continue the experience. An enclosed back porch with ample storage leads to an open deck surrounded by nature, ideal for morning coffee or evening relaxation. The backyard also features a dedicated fire-pit area and backs up to lush conservation, creating a tranquil natural backdrop. There is even potential to further enhance this connection by adding direct access from the patio area to the conservation behind the home.Major updates provide peace of mind, including a new architectural roof and gutters (2024), full PEX repiping (2024), Carrier A/C system (2022), water heater (2020), and recently serviced systems (summer 2025). Additional updates include remodeled bathrooms (2017) and fresh interior paint (2025). The two-car garage stands out with its epoxy flooring and built-in workbench-perfect for projects, storage, or an organized workspace.Homes like this delivers something truly rare: space, privacy, architectural character, and long-term value, now at an even more attractive price. Schedule your private showing and experience the difference for yourself.

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 $515,000. 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 patsybradley.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: 25
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: Patsy Bradley
Agent Phone: (386) 689-4849
Agency Title: Watson Realty Corp., REALTORS ®

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Estimated Payment

$ 3,127.41 per month $2,604.12 Principal & Interest $373.08 Property Tax $150.21 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 04/07/2026. The listing information on this page last changed on 04/07/2026. 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 Tue 04/07/2026 3:31:05 AM EST) or GAMLS (last updated Mon 04/06/2026 11:14:57 PM EST) or Stellar MLS (last updated Tue 04/07/2026 1:58:51 AM EST) or SPC MLS (last updated Mon 04/06/2026 11:20:24 PM EST) or Martin MLS (last updated Mon 04/06/2026 11:38:10 PM EST) or Indian River MLS (last updated Mon 04/06/2026 11:30:19 PM EST) or Daytona MLS (last updated Mon 04/06/2026 11:36:49 PM EST) or Northeast Florida MLS (last updated Tue 04/07/2026 12:18:41 AM EST) or Beaches MLS (last updated Tue 04/07/2026 2:36:03 AM EST) or BORMLS (last updated Mon 04/06/2026 11:14:45 PM EST) or Golden Isles MLS (last updated Mon 04/06/2026 11:26:35 PM EST) or Amelia/Nassau MLS (last updated Mon 04/06/2026 11:25:12 PM EST) or Dixie Gilchrist Levy MLS (last updated Mon 04/06/2026 11:42:16 PM EST) or NFLMLS (last updated Mon 04/06/2026 9:04:15 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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