Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Looking for an updated home in Longwood, FL with no HOA and major system upgrades?
Welcome to this beautifully maintained home in the desirable Highland Hills community of Longwood, Florida offering no HOA, meaningful improvements, and an oversized fenced backyard in highly rated Seminole County. This move-in ready Longwood home features vaulted ceilings, abundant natural light, and an open split floor plan ideal for families, remote work, or multi-generational living. The spacious living room includes a wood-burning fireplace, built-in shelving, and sliding glass doors leading to a screened patio perfect for indoor-outdoor Florida living.What major upgrades have been completed? NEW HVAC system and ductwork, NEW water heater, NEW privacy fencing.
Screened patio overlooking expansive backyard. The fully fenced backyard offers ample room for pets, gardening, entertaining, or adding a future pool a rare find in established Longwood neighborhoods.The split-bedroom layout provides privacy, with a comfortable primary suite and two additional bedrooms ideal for guests, a home office, or flex space. Why buy in Highland Hills, Longwood?
• No HOA restrictions
• Zoned for top-rated Seminole County schools
• Convenient access to SR-434, I-4, and Orlando
• Close to parks, trails, shopping, and dining. This property offers the combination today’s buyers search for: updated systems, generous outdoor space, central location, and long-term value.If you’re searching for homes for sale in Longwood FL with no HOA and recent upgrades, this Highland Hills residence deserves your attention.Schedule your private showing today.
Welcome to this beautifully maintained home in the desirable Highland Hills community of Longwood, Florida offering no HOA, meaningful improvements, and an oversized fenced backyard in highly rated Seminole County. This move-in ready Longwood home features vaulted ceilings, abundant natural light, and an open split floor plan ideal for families, remote work, or multi-generational living. The spacious living room includes a wood-burning fireplace, built-in shelving, and sliding glass doors leading to a screened patio perfect for indoor-outdoor Florida living.What major upgrades have been completed? NEW HVAC system and ductwork, NEW water heater, NEW privacy fencing.
Screened patio overlooking expansive backyard. The fully fenced backyard offers ample room for pets, gardening, entertaining, or adding a future pool a rare find in established Longwood neighborhoods.The split-bedroom layout provides privacy, with a comfortable primary suite and two additional bedrooms ideal for guests, a home office, or flex space. Why buy in Highland Hills, Longwood?
• No HOA restrictions
• Zoned for top-rated Seminole County schools
• Convenient access to SR-434, I-4, and Orlando
• Close to parks, trails, shopping, and dining. This property offers the combination today’s buyers search for: updated systems, generous outdoor space, central location, and long-term value.If you’re searching for homes for sale in Longwood FL with no HOA and recent upgrades, this Highland Hills residence deserves your attention.Schedule your private showing today.
Property Details
Price:
$387,000
MLS #:
O6300904
Status:
Pending
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
HIGHLAND HILLS 1ST REP
Neighborhood:
32750longwoodeast
Listed Date:
May 1, 2025
Finished Sq Ft:
1,293
Total Sq Ft:
1,293
Lot Size:
8,575 sqft / 0.20 acres (approx)
Year Built:
1976
See this Listing
Schools
Elementary School:
Woodlands Elementary
Middle School:
Rock Lake Middle
High School:
Lyman High
Interior
Appliances
Dishwasher, Dryer, Gas Water Heater, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Laminate, Tile
Heating
Central, Natural Gas
Laundry Features
In Garage
Exterior
Construction Materials
Block
Exterior Features
Garden, Irrigation System, Sidewalk, Sliding Doors
Parking Features
Off Street
Roof
Shingle
Financial
Tax Year
2024
Taxes
$3,816
Map
Community
- Address314 E BONNIE TRAIL LONGWOOD FL
- SubdivisionHIGHLAND HILLS 1ST REP
- CityLONGWOOD
- CountySeminole
- Zip Code32750
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 11, 2026
173
Single Family Listed
80
Avg DOM
276
Avg $ / SqFt
$825,569
Avg List Price
Property Summary
- Located in the HIGHLAND HILLS 1ST REP subdivision, 314 E BONNIE TRAIL LONGWOOD FL is a Single Family for sale in LONGWOOD, FL, 32750. It is listed for $387,000 and features 3 beds, 2 baths, and has approximately 1,293 square feet of living space, and was originally constructed in 1976. The current price per square foot is $299. The average price per square foot for Single Family listings in LONGWOOD is $276. The average listing price for Single Family in LONGWOOD is $825,569. To schedule a showing of MLS#o6300904 at 314 E BONNIE TRAIL in LONGWOOD, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of COLDWELL BANKER RESIDENTIAL RE. 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. 314 E BONNIE TRAIL
LONGWOOD, FL




































