Hero
Gallery 2
Gallery 3
Gallery 4
Gallery 5
Gallery 6
Gallery 7
Gallery 8
Gallery 9
Gallery 10
Gallery 11
Gallery 12
Gallery 13
Gallery 14
Gallery 15
Gallery 16
Gallery 17
Gallery 18
Gallery 19
Gallery 20
Gallery 21
Gallery 22
Gallery 23
Gallery 24
Gallery 25
Gallery 26
Gallery 27
Gallery 28
Gallery 29
Gallery 30
Gallery 31
Gallery 32
Gallery 33
Gallery 34
Gallery 35
Gallery 36
Gallery 37
Gallery 38
Gallery 39
Gallery 40
Gallery 41
Gallery 42
Gallery 43
Gallery 44
Gallery 45
Gallery 46
Gallery 47
Gallery 48
Gallery 49
Gallery 50
Gallery 51
Gallery 52
Gallery 53
Gallery 54
Gallery 55
Gallery 56
Gallery 57
Gallery 58
Gallery 59
Gallery 60
Gallery 61
Gallery 62
Gallery 63
Gallery 64
Gallery 65
Gallery 66
Gallery 67
Gallery 68
Gallery 69
Gallery 70
Gallery 71

153 DUNCAN TRAIL LONGWOOD, FL 32779

Listed by: LA ROSA REALTY CW PROPERTIES L 407-910-2168 Agent: Liliana Lamadrid Sierra 321-527-4357 lililamadrid@lamadridgroup.com

update time: 04/25/2026 15:32:00

One or more photo(s) has been 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.

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 straight and 153 Duncan Trail will be on the left.

Property Details

Location

+

Interior Features

+

Exterior Features

+

School

+

Additional Information

+

Nearby Properties

Stellar MLS logoInformation Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website comes in part from the Stellar MLS. Listings identified with the Stellar MLS logo are not necessarily those of the website owner. If you believe any Stellar MLS listing contains material that infringes your copyrighted work, please click hereto review the Stellar MLS DMCA policy and learn how to submit a takedown request. © 2026 Stellar MLS. All rights reserved. Stellar MLS data last updated at 2026-04-25 15:32:00. For issues with IDX contact stdreamer123@gmail.com

Listing Information Disclaimer
The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of Stellar MLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither TAMPA MILRA nor Stellar MLS shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

Consumer Usage Agreement
IDX information is provided exclusively 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.

Disclaimer
TEMPA MILRA is a real estate agent affiliated with Compass. Compass Florida, LLC d/b/a Compass is a licensed real estate broker and abides by equal housing opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage.

Last Updated: 2026-04-26 08:58:05 (Data is updated at least every 12 hours). Some properties which appear for sale on this website may subsequently have sold and may no longer be available.
© 2026 Stellar MLS. All rights reserved.

  • TAMPA MILRA
  • 16001 Bella Woods Dr, Tampa, FL 33647
  • 727-324-7184

Copyright@ TAMPA MILRA All rights reserved.

Contact