Under contract-accepting backup offers. Short Sale. Must See 4 bed, 2 bath home in the established community of Sleepy Hollow. This spacious residence sits quietly at the end of a cul de sac where mature trees and wide lawns create a sense of privacy. Inside, the layout unfolds with generous gathering spaces including a family room large enough for game nights and holiday celebrations, a living room anchored by a wood burning fireplace, and a kitchen that keeps everyone connected with its easy flow to the dining area. Skylights draw in natural light and the split bedroom design offers comfort with a private primary suite featuring dual walk in closets and its own full bathroom.
Step outside to a deep backyard designed for relaxed Florida living. A screened and covered rear-porch overlooks the lush lawn, creating a great place for morning coffee, weekend barbecues, or quiet afternoons at home. The large homesite offers room to play and the community adds even more with nearby parks, sports courts, and walking paths.
With 2,682 square feet of living space, an attached two-car garage and a prime Longwood location near top rated Seminole County schools this home offers a chance to create the lifestyle you envision. This is a short sale and an excellent opportunity for buyers or investors who appreciate space character and potential.
Step outside to a deep backyard designed for relaxed Florida living. A screened and covered rear-porch overlooks the lush lawn, creating a great place for morning coffee, weekend barbecues, or quiet afternoons at home. The large homesite offers room to play and the community adds even more with nearby parks, sports courts, and walking paths.
With 2,682 square feet of living space, an attached two-car garage and a prime Longwood location near top rated Seminole County schools this home offers a chance to create the lifestyle you envision. This is a short sale and an excellent opportunity for buyers or investors who appreciate space character and potential.
Property Details
Price:
$350,000
MLS #:
O6360634
Status:
Active Under Contract
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SLEEPY HOLLOW 1ST ADD
Neighborhood:
32750longwoodeast
Listed Date:
Nov 14, 2025
Finished Sq Ft:
2,682
Total Sq Ft:
3,273
Lot Size:
19,590 sqft / 0.45 acres (approx)
Year Built:
1974
See this Listing
Schools
Elementary School:
Altamonte Elementary
Middle School:
Rock Lake Middle
High School:
Lyman High
Interior
Appliances
Dishwasher, Dryer, Microwave, Range, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Electric
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Skylight(s), Split Bedroom, Walk-In Closet(s)
Laundry Features
Inside
Levels
One
Exterior
Attached Garage YN
1
Construction Materials
Brick, Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Lighting, Private Mailbox, Sidewalk, Sliding Doors
Garage Spaces
2
Lot Features
Cul-De-Sac
Open Parking YN
1
Parking Features
Driveway
Patio And Porch Features
Covered, Enclosed, Patio, Rear Porch, Screened
Roof
Shingle
Financial
HOA Fee
$300
HOA Fee Frequency
Annually
HOA Name
Sleepy Hollow
Tax Year
2024
Taxes
$7,731
Map
Community
- Address4 WOODEN SHOE LANE LONGWOOD FL
- SubdivisionSLEEPY HOLLOW 1ST ADD
- CityLONGWOOD
- CountySeminole
- Zip Code32750
Subdivisions in LONGWOOD
- ACREAGE & UNREC
- ALAQUA LAKES
- ALAQUA LAKES PH 1
- ALAQUA LAKES PH 2
- ALAQUA LAKES PH 3
- ALAQUA PH 3
- BAY MEADOW FARMS
- BEASON SUB
- BELLA VISTA
- BOLLING FARMS
- BRADLEYS ADD
- BRANTLEY COVE
- BRANTLEY HALL ESTATES
- BRANTLEY SHORES 1ST ADD
- BRENTWOOD CLUB
- CAMBRIDGE SQUARE A CONDO
- CENTRAL PARK
- CLUBSIDE AT SABAL POINT A CONDO
- CLUBSIDE AT SABAL POINT A CONDOMINIUM
- COLUMBUS HARBOUR
- COR JESU
- CROWN OAKS
- CROWN OAKS 1ST ADD
- CROWN POINT BY THE SPGS
- CRYSTAL CREEK UNIT 1
- CYPRESS LANDING AT SABAL POINT
- DANBURY MILL UNIT 1
- DANBURY MILL UNIT 3A
- DANBURY MILL UNIT 3B
- DES PINAR ACRES
- GOLDEN GROVE
- GOVERNORS POINT PH 1
- GOVERNORS POINT PH 2
- GREENWOOD ESTATES
- GROVE ESTATES
- HANOVER POINTE
- HANOVER POINTE REP – REP
- HIDDEN OAK ESTATES
- HIGHLAND HILLS 1ST REP
- JENNIFER ESTATES
- KATHRYN PARK
- KNOLLWOOD
- KNOLLWOOD 1ST ADD
- KNOLLWOOD 3RD ADD AMD
- KOONTZ VILLA PARK
- LAKE BRANTLEY HILLS
- LAKE BRANTLEY ISLES 2ND ADD
- LAKE BRANTLEY ISLES AMD
- LAKE SEARCY SHORES
- LAKE WAYMAN HEIGHTS
- LAKE WAYMAN HEIGHTS LAKE ADD
- LAKE WAYMAN HGTS LAKE ADD
- LAKEWOOD POINTE OFFICE PARK A LAND SITE CONDO
- LANDINGS THE
- LONGDALE
- LONGWOOD
- LONGWOOD CLUB PH 2
- LONGWOOD GREEN
- LONGWOOD NORTH
- LONGWOOD OFFICE PARK A CONDO
- LONGWOOD PARK
- LONGWOOD PLANTATION
- LONGWOOD SQUARE
- LOT 39 OAKMONT RESERVE PB 81 PGS 60-61
- MANCHESTER OAKS
- MANDARIN ESTATES
- MANDARIN SEC 5
- MANDARIN SEC 7
- MANDARIN SEC 8
- MARKHAM GLEN
- MARKHAM MEADOWS
- MEADOW RIDGE
- MEADOWS UNIT 1
- MEADOWS WEST THE
- MEREDITH MANOR NOB HILL SEC
- MOLNARS ADD TO LONGWOOD
- MONTEREY NORTH
- MONTEREY SOUTH
- MYRTLE LAKE HILLS
- NELSON COURT
- NORTH COVE
- OAK ARBOR
- OAKCREST-514
- PALM SPGS SUB
- RANDS ADD TO LONGWOOD
- RAVENSBROOK 1ST ADD
- RESERVE AT ALAQUA
- RESERVE AT LAKE WILDMERE – PH 1
- RESIDENCES AT SABAL POINT A CONDO
- RETREAT AT LAKE BRANTLEY
- SABAL POINT AMD
- SABAL POINT AT SABAL GREEN
- SABAL POINT SABAL GLEN AT
- SABAL POINT WHISPER WOOD
- SAN MARCO VILLAS A CONDO
- SANLANDO SPGS
- SHADOW HILL
- SHADOWBAY LAKE VISTA
- SHADOWBAY UNIT 1
- SHADOWBAY UNIT 2
- SKY LARK IN THE WOODS
- SKY LARK SUB
- SKY LARK UNIT 2 REP
- SLEEPY HOLLOW 1ST ADD
- SPRINGS GLENWOOD VILLAGE SEC 1 REV THE
- SPRINGS LANDING UNIT 2
- SPRINGS THE LIVE OAK VILLAGE 1ST ADD
- SPRINGS THE SHADOWOOD VILLAGE
- SPRINGS THE SHADOWOOD VILLAGE SEC 2
- SPRINGS WHISPERING PINES
- SPRINGS, FAIRWAY VILLAS
- SPRINGWOOD
- SPRINGWOOD VILLAGE
- STONEWOOD FARM
- SWEETWATER CLUB
- SWEETWATER CLUB ESTATES
- SWEETWATER CLUB UN 1-A
- SWEETWATER CLUB UNIT 1
- SWEETWATER CLUB UNIT 1-A
- SWEETWATER CLUB UNIT 1B
- SWEETWATER CLUB UNIT 3
- SWEETWATER OAKS
- SWEETWATER OAKS SEC 02
- SWEETWATER OAKS SEC 04
- SWEETWATER OAKS SEC 07
- SWEETWATER OAKS SEC 08
- SWEETWATER OAKS SEC 09
- SWEETWATER OAKS SEC 12
- SWEETWATER OAKS SEC 13
- SWEETWATER OAKS SEC 18
- SWEETWATER SPGS
- THE ENTERPRISE BLDG A CONDO
- THE SPRINGS
- THE SPRINGS SPREADING OAK VILLAGE
- TIBERON COVE
- WEKIVA CLUB ESTATES SEC 01
- WEKIVA CLUB ESTATES SEC 04
- WEKIVA CLUB ESTATES SEC 08
- WEKIVA COUNTRY CLUB VILLAS
- WEKIVA FAIRWAY TWNHMS
- WEKIVA GOLF VILLAS SEC 2
- WEKIVA GREEN
- WEKIVA HILLS SEC 02
- WEKIVA HILLS SEC 04
- WEKIVA HILLS SEC 05
- 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
- WEST WILDMERE
- WESTLAKE MANOR UNIT 1
- WHISPERING WINDS PH 2
- WILDMERE
- WILDMERE RESURVEY OF BLK 4
- WINDSOR AT SABAL WALK A CONDO
- WINDTREE WEST
- WINGFIELD RESERVE PH 1
- WINGFIELD RESERVE PH 2
- WINSOR MANOR 1ST ADD
- WOODLANDS SEC 3
- WOODLANDS SEC 5 REP OF BLK D
Market Summary
Current real estate data for Single Family in LONGWOOD as of Aug 02, 2026
170
Single Family Listed
79
Avg DOM
279
Avg $ / SqFt
$940,932
Avg List Price
Property Summary
- Located in the SLEEPY HOLLOW 1ST ADD subdivision, 4 WOODEN SHOE LANE LONGWOOD FL is a Single Family for sale in LONGWOOD, FL, 32750. It is listed for $350,000 and features 4 beds, 2 baths, and has approximately 2,682 square feet of living space, and was originally constructed in 1974. The current price per square foot is $130. The average price per square foot for Single Family listings in LONGWOOD is $279. The average listing price for Single Family in LONGWOOD is $940,932. To schedule a showing of MLS#o6360634 at 4 WOODEN SHOE LANE in LONGWOOD, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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LONGWOOD, FL