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:
Pending
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 LAKES PH 5
- ALAQUA PH 3
- BAY MEADOW FARMS
- BEASON SUB
- BELLA VISTA
- BIG TREE CROSSING PH 2
- 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
- COUNTRY CLUB HEIGHTS UNIT 1
- CROWN OAKS
- CROWN OAKS 1ST ADD
- CROWN POINT BY THE SPGS
- CUTLER COVE
- CYPRESS LANDING AT SABAL POINT
- DANBURY MILL UNIT 1
- DANBURY MILL UNIT 3A
- DANBURY MILL UNIT 3B
- DES PINAR ACRES
- DEVONSHIRE
- FLORIDA CENTRAL BUS PARK
- FLORIDA CENTRAL COMMERCE PARK
- 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
- HUNTERS POINT
- JENNIFER ESTATES
- KATHRYN PARK
- KNOLLWOOD
- KNOLLWOOD 1ST ADD
- KNOLLWOOD 2ND 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
- LAKEWOOD POINTE OFFICE PARK A LAND SITE CONDO
- LANDINGS THE
- LAZY ACRES
- LONGDALE
- LONGWOOD
- LONGWOOD CLUB PH 2
- LONGWOOD GREEN
- LONGWOOD GREEN REP
- LONGWOOD NORTH
- LONGWOOD OFFICE PARK A CONDO
- LONGWOOD PARK
- LONGWOOD PLANTATION
- LONGWOOD SQUARE
- MANCHESTER OAKS
- MANDARIN ESTATES
- MANDARIN SEC 5
- MANDARIN SEC 8
- MARKHAM GLEN
- MARKHAM MEADOWS
- MEADOW RIDGE
- MEADOWS UNIT 1
- MEADOWS WEST
- MEADOWS WEST THE
- MEREDITH MANOR NOB HILL SEC
- MOLNARS ADD TO LONGWOOD
- MONTEREY SOUTH
- MYRTLE LAKE HILLS
- NELSON COURT
- NORTH COVE
- OAKCREST-514
- RANDS ADD TO LONGWOOD
- RAVENSBROOK 1ST ADD
- RESERVE AT ALAQUA
- RESERVE AT LAKE WILDMERE – PH 1
- RESIDENCES AT SABAL POINT A CONDO
- SABAL POINT AMD
- SABAL POINT AT SABAL GREEN
- SABAL POINT SABAL GLEN AT
- SABAL POINT SABAL VIEW 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 SUB
- SKY LARK UNIT 2 REP
- SLEEPY HOLLOW 1ST ADD
- SPRINGS GLENWOOD VILLAGE SEC 1 REV THE
- SPRINGS LANDING UNIT 2
- SPRINGS THE
- SPRINGS THE DEERWOOD ESTATES
- SPRINGS THE SHADOWOOD VILLAGE
- SPRINGS THE SHADOWOOD VILLAGE SEC 2
- SPRINGS WHISPERING PINES
- SPRINGS WHISPERING PINES SEC 2
- SPRINGWOOD
- SPRINGWOOD VILLAGE
- SWEETWATER CLUB
- SWEETWATER CLUB ESTATES
- SWEETWATER CLUB UN 1-A
- SWEETWATER CLUB UNIT 1
- SWEETWATER CLUB UNIT 1-A
- SWEETWATER CLUB UNIT 3
- SWEETWATER CLUB UNIT 4
- SWEETWATER ISLAND
- SWEETWATER OAKS
- SWEETWATER OAKS SEC 02
- SWEETWATER OAKS SEC 03
- SWEETWATER OAKS SEC 04
- SWEETWATER OAKS SEC 07
- SWEETWATER OAKS SEC 08
- SWEETWATER OAKS SEC 09
- SWEETWATER SPGS
- THE SPRINGS
- THE SPRINGS SPREADING OAK VILLAGE
- TIBERON COVE
- WEKIVA CLUB ESTATES SEC 01
- WEKIVA CLUB ESTATES SEC 04
- WEKIVA COVE PH 1
- WEKIVA COVE PH 4
- 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 07
- 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 2
- WEST WILDMERE
- WESTLAKE MANOR UNIT 1
- WHISPERING WINDS PH 2
- WILDMERE
- WILDMERE AMENDED PLAT
- WILDMERE RESURVEY OF BLK 4
- WINDSOR AT SABAL WALK A CONDO
- WINDTREE WEST
- WINDTREE WEST UNIT 2
- WINGFIELD RESERVE PH 1
- WINGFIELD RESERVE PH 2
- WINSOR MANOR
- WINSOR MANOR 1ST ADD
- WOODLANDS SEC 3
- WOODLANDS SEC 4
- WOODLANDS SEC 5 REP OF BLK D
Market Summary
Current real estate data for Single Family in LONGWOOD as of Jun 09, 2026
179
Single Family Listed
83
Avg DOM
264
Avg $ / SqFt
$870,029
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 $264. The average listing price for Single Family in LONGWOOD is $870,029. To schedule a showing of MLS#o6360634 at 4 WOODEN SHOE LANE in LONGWOOD, FL, contact your Preferred Real Estate Brokers agent at 4076987254.
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Courtesy of THE AGENCY FL. 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 Preferred Real Estate Brokers include the name of the listing broker. Neither the listing company nor Preferred Real Estate Brokers 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. 4 WOODEN SHOE LANE
LONGWOOD, FL




