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$515,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,596 Sq. Ft.
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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.

Full Property Details for 153 Duncan Trail

General

  • Price: $515,000
  • HOA FEE: $22/month
  • Taxes: $4,477 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6388268
  • Updated: 4/26/2026
  • Added to Site: 76 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 12
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room
  • Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Shared Amenities: Basketball Court, Clubhouse, Park, Pickleball Court(s), Playground, Racquetball, Recreation Facilities, Tennis Court(s), Trail(s)
  • Security/Safety: Closed Circuit Camera(s)

Exterior

  • Exterior Features: Garden, Private Mailbox, Rain Gutters, Sliding Doors
  • Deck/Patio: Deck, Rear Porch, Screened
  • Porch/Patio/Deck: Deck, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 32779 - Longwood/Wekiva Springs
  • County: Seminole
  • Development Name: 32779 - Longwood/Wekiva Springs
  • Subdivision: WEKIVA HILLS SEC 07
  • Driving 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 straight and 153 Duncan Trail will be on the left.
  • Direction Faces: East

School Information

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

Community

  • Community Name: 32779 - Longwood/Wekiva Springs
  • Community Features: Clubhouse, Park, Playground, Racquetball, Tennis Court(s)
  • Optional Amenities: Basketball Court, Clubhouse, Park, Pickleball Court(s), Playground, Racquetball, Recreation Facilities, Ten
  • Association: Yes
  • Assoc. Name: Dan Manbracken
  • Assoc. Fees Include: Recreational Facilities

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,596
  • Sq. Ft. Source: Public Records
  • Year Built: 1978

Lot Features

  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 10,968
  • Lot Size: 10968
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $22
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,477
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 14 WEKIVA HILLS SEC 7 PB 21 PGS 57 & 58
  • Flood Zone Info: AE
  • APN: 3120295EP00000140
  • Property ID: 3120295EP00000140

Listed by La Rosa Realty Cw Properties L

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Listing agent

— 153 Duncan Trail —

  • La Rosa Realty Cw Properties L

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 153 Duncan Trail

School District:Seminole County School District
NameGradesDistance
Wekiva Elementary School
1450 E Wekiva Trl, Longwood, FL 32779
K-51.2 mi
Teague Middle School
1350 McNeil Road, Altamonte Springs, FL 32714
6-82.3 mi
Lake Brantley High School
991 Sand Lake Road, Altamonte Springs, FL 32714
9-122.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 153 Duncan Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/26/2026
Price Reduced
$515,000
-2.81%
MLS
3/12/2026
Listed
$529,900
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 153 Duncan Trail

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,821
8%
$361,179
3%
2024
$4,477
2%
$351,000
3%
2023
$4,373
4%
$340,777
6%
2021
$4,191
-2%
$321,215
-3%
2022
$4,266
2%
$330,851
55%
2021
$4,191
57%
$213,820
4%
2018
$2,673
1%
$205,116
2%
2017
$2,655
-2%
$200,897
2%
2016
$2,704
—
$196,765
-6%
2019
$2,698
-1%
$209,013
7%
2015
$2,735
1%
$195,397
1%
2014
$2,711
-1%
$193,846
2%
2013
$2,740
—
$190,981
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by La Rosa Realty Cw Properties L

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153 Duncan Trail, Longwood, FL 32779 (MLS# O6388268) is a Single Family property with 3 bedrooms and 2 full bathrooms. 153 Duncan Trail is currently listed for $515,000 and was received on March 12, 2026. Want to learn more about 153 Duncan Trail? Do you have questions about finding other Single Family real estate for sale in Longwood? You can browse all Longwood real estate or contact a Coldwell Banker agent to request more information.

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