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 ÂĽ 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.
Property Details
Price:
$529,900
MLS #:
O6388268
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WEKIVA HILLS SEC 07
Neighborhood:
32779longwoodwekivasprings
Listed Date:
Mar 12, 2026
Finished Sq Ft:
2,596
Total Sq Ft:
3,540
Lot Size:
10,968 sqft / 0.25 acres (approx)
Year Built:
1978
See this Listing
Schools
Elementary School:
Wekiva Elementary
Middle School:
Teague Middle
High School:
Lake Brantley High
Interior
Appliances
Dishwasher, Dryer, Microwave, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central
Laundry Features
Laundry Room
Exterior
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)
Construction Materials
Block, Stucco
Exterior Features
Garden, Private Mailbox, Rain Gutters, Sliding Doors
Roof
Shingle
Security Features
Closed Circuit Camera(s)
Financial
HOA Fee
$22
HOA Frequency
Monthly
HOA Includes
Recreational Facilities
HOA Name
Dan Manbracken
Tax Year
2024
Taxes
$4,477
Map
Community
- Address153 DUNCAN TRAIL LONGWOOD FL
- SubdivisionWEKIVA HILLS SEC 07
- CityLONGWOOD
- CountySeminole
- Zip Code32779
Subdivisions in LONGWOOD
- ACREAGE & UNREC
- ALAQUA LAKES
- ALAQUA LAKES PH 1
- ALAQUA LAKES PH 2
- ALAQUA LAKES PH 4
- BAY MEADOW FARMS
- BEASON SUB
- BELLA VISTA
- BIG TREE CROSSING PH 2
- BOLLING FARMS
- BRADLEYS ADD
- BRANTLEY COVE NORTH
- BRANTLEY HARBOR EAST SEC OF MEREDITH MANOR
- BRANTLEY SHORES 1ST ADD
- CLUBSIDE AT SABAL POINT A CONDO
- COLONY THE
- COLUMBUS HARBOR
- COUNTRY CLUB HEIGHTS UNIT 1
- CROWN OAKS
- CROWN OAKS 1ST ADD
- CROWN POINT BY THE SPGS
- CRYSTAL CREEK UNIT 2
- DANBURY MILL UNIT 1
- DANBURY MILL UNIT 3A
- DANBURY MILL UNIT 4
- DES PINAR ACRES
- DEVONSHIRE
- EAST LAKE VILLAGE
- EDGEWATER 5 ACRE DEV
- ENTZMINGER FARMS ADD 3
- ENTZMINGERS ADD 1
- EVERGREEN PLACE
- FAIRWAY VILLAS
- FLORIDA CENTRAL COMMERCE PARK
- FOREST SLOPES-505
- GOVERNORS POINT PH 2
- GOVERNORS POINT PH 3 SEC 1
- GOVERNORS POINT PH 3 SEC 2
- GREENWOOD ESTATES
- GROVE ESTATES
- HANOVER POINTE
- HENSONS ACRES
- HENSONS ACRES REV OF BLK A
- HIDDEN OAK ESTATES
- HIGHLAND HILLS 1ST REP
- HUNTERS POINT SEC 2 PH 2
- JENNIFER ESTATES
- LAKE BRANTLEY ISLES 2ND ADD
- LAKE GEM PARK
- LAKE RUTH SOUTH
- LAKE SEARCY SHORES
- LAKE VISTA AT SHADOWBAY
- LAKE WAYMAN HEIGHTS LAKE ADD
- LAKEWOOD POINTE OFFICE PARK A LAND SITE CONDO
- LANDINGS THE
- LONGDALE
- LONGWOOD
- LONGWOOD CLUB
- LONGWOOD GREEN AMD
- LONGWOOD GREEN HILLS
- LONGWOOD HILLS
- LONGWOOD NORTH
- LONGWOOD PARK
- LONGWOOD PLANTATION
- MANDARIN SEC 5
- MANDARIN SEC 6
- MANDARIN SEC 8
- MARKHAM GLEN
- MARKHAM MEADOWS
- MARKHAM RIDGE
- MEADOWS UNIT 1
- MEREDITH MANOR NOB HILL SEC
- MOLNARS ADD TO LONGWOOD
- MONTEREY SOUTH
- MYRTLE LAKE HILLS
- NORTH COVE
- NORTHRIDGE
- NORTHRIDGE POINT
- OAK GROVE PARK
- OAK VILLA
- OAKMONT RESERVE
- OAKMONT RESERVE PH 2
- PALM SPGS CONDO AT THE SPGS
- PINE VIEW 1ST ADD
- RANGELINE WOODS
- RESERVE AT ALAQUA
- RESERVE AT LAKE WILDMERE – PH 1
- RESIDENCES AT SABAL POINT A CONDO
- RESIDENCES AT SABAL POINT A CONDOMINIU
- RIVERSIDE AT THE SPGS
- ROBINWOODS
- SABAL POINT AMD
- SABAL POINT SABAL CREEK AT
- SABAL POINT SABAL FAIRWAY VILLAS AT
- SABAL POINT SABAL RIDGE AT
- SABAL POINT SABAL TRAIL AT
- SABAL POINT WHISPER WOOD AT UNIT 2
- SAN MARCO VILLAS A CONDO
- SANLANDO SPGS
- SANLANDO SPGS LAKE OAKS SEC
- SANLANDO SPRINGS
- SHADOW HILL
- SHADOWBAY UNIT 1
- SHADOWBAY UNIT 2
- SHADOWBAY UNIT 2 PH 2
- SKY LARK SUB
- SKY LARK UNIT 2 REP
- SLEEPY HOLLOW 1ST ADD
- SOLDIERS CREEK A COMM CONDO SECOND AMD
- SPREADING OAK VILLAGE
- SPRING RUN PATIO HOMES
- SPRINGS LANDING THE ESTATES AT
- SPRINGS LANDING UNIT 3
- SPRINGS PALM SPGS SUB
- SPRINGS THE
- SPRINGS THE CROWN OAKS
- SPRINGS THE DEERWOOD ESTATES
- SPRINGS THE LIVE OAK VILLAGE
- SPRINGS THE LIVE OAK VILLAGE 1ST ADD
- SPRINGS THE SHADOWOOD VILLAGE
- SPRINGS WHISPERING PINES
- SPRINGS WHISPERING PINES SEC 2
- SPRINGS WILLOW RUN SEC THE
- SPRINGWOOD VILLAGE
- SWEETWATER CLUB
- SWEETWATER CLUB UNIT 1
- SWEETWATER CLUB UNIT 2
- SWEETWATER CLUB UNIT 4
- SWEETWATER COVE
- SWEETWATER OAKS
- SWEETWATER OAKS SEC 03
- SWEETWATER OAKS SEC 04
- SWEETWATER OAKS SEC 05
- SWEETWATER OAKS SEC 06
- SWEETWATER OAKS SEC 07
- SWEETWATER OAKS SEC 08
- SWEETWATER OAKS SEC 13
- SWEETWATER OAKS SEC 18
- SWEETWATER SHORES 01
- SWEETWATER SPGS
- TERRA OAKS
- THE LANDINGS
- THE SPRINGS
- TIBERON COVE
- WEKIVA CLUB ESTATES SEC 02
- WEKIVA CLUB ESTATES SEC 04
- WEKIVA CLUB ESTATES SEC 10
- WEKIVA COUNTRY CLUB VILLAS
- WEKIVA COVE PH 1
- WEKIVA COVE PH 2
- WEKIVA COVE PH 4
- WEKIVA FAIRWAY TWNHMS
- WEKIVA GREEN
- WEKIVA HILLS SEC 02
- WEKIVA HILLS SEC 08
- WEKIVA HUNT CLUB 1 FOX HUNT SEC 1
- WEKIVA HUNT CLUB 2 FOX HUNT SEC 2
- WEKIVA HUNT CLUB 3 FOX HUNT SEC 3
- WEKIVA HUNT CLUB CONDO
- WEKIVA VILLAS CONDO
- WEKIVA VILLAS ON THE GREEN 1
- WEST WILDMERE
- WESTLAKE MANOR UNIT 1
- WHISPERING WINDS
- WILDMERE
- WILDMERE AMD
- WILDMERE MANOR
- WILDMERE PH 1
- WILDMERE VILLAGE
- WINDSOR AT SABAL WALK A CONDO
- WINDTREE WEST
- WINDTREE WEST UNIT 2
- WINGFIELD NORTH
- WINGFIELD NORTH 2
- WINGFIELD RESERVE
- WINGFIELD RESERVE PH 2
- WINGFIELD RESERVE PH 3
- WINSOR MANOR
- WOODLANDS
- WOODLANDS DELMAR ESTATE
- WOODLANDS EAST
- WOODLANDS SEC 3
- WOODLANDS SEC 4
- WOODLANDS SEC 5
Market Summary
Current real estate data for Single Family in LONGWOOD as of Mar 14, 2026
183
Single Family Listed
76
Avg DOM
274
Avg $ / SqFt
$826,638
Avg List Price
Property Summary
- Located in the WEKIVA HILLS SEC 07 subdivision, 153 DUNCAN TRAIL LONGWOOD FL is a Single Family for sale in LONGWOOD, FL, 32779. It is listed for $529,900 and features 3 beds, 2 baths, and has approximately 2,596 square feet of living space, and was originally constructed in 1978. The current price per square foot is $204. The average price per square foot for Single Family listings in LONGWOOD is $274. The average listing price for Single Family in LONGWOOD is $826,638. To schedule a showing of MLS#o6388268 at 153 DUNCAN TRAIL in LONGWOOD, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of LA ROSA REALTY CW PROPERTIES L. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 153 DUNCAN TRAIL
LONGWOOD, FL




































































