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$350,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2,682 Sq. Ft.
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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.

Full Property Details for 4 Wooden Shoe Ln

General

  • Price: $350,000
  • HOA FEE: $25/month
  • HOA FEE FREQ.: Annually
  • Taxes: $7,731 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6360634
  • Updated: 11/17/2025
  • Added to Site: 65 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 13
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Skylight(s), Split Bedroom, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room
  • Appliances: Dishwasher, Dryer, Microwave, Range, Washer
  • Flooring: Carpet, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground

Exterior

  • Exterior Features: Lighting, Private Mailbox, Sidewalk, Sliding Doors
  • Deck/Patio: Covered, Enclosed, Patio, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Enclosed, Patio, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway

Location

  • Area: 32750 - Longwood East
  • County: Seminole
  • Development Name: 32750 - Longwood East
  • Subdivision: SLEEPY HOLLOW 1ST ADD
  • Driving Directions: take I-4 East and exit onto FL-434. Continue on FL-434 East, then turn left onto Tarry Town Trail. Follow the road and turn right onto Wooden Shoe Lane. The property will be on your left.
  • Direction Faces: North

School Information

  • Elementary School: Altamonte Elementary
  • Middle School: Rock Lake Middle
  • High School: Lyman High

Community

  • Community Name: 32750 - Longwood East
  • Association: Yes
  • Assoc. Name: Sleepy Hollow

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Available, Public, Water Available

Structural Information

  • Exterior Const.: Brick, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,682
  • Sq. Ft. Source: Public Records
  • Year Built: 1974

Lot Features

  • Lot Size (Acres): 0.45
  • Lot Size (Sq. Ft.): 19,590
  • Lot Size: 19590
  • Street/Road Desc.: Asphalt

Green Features

  • Energy Generation: Solar

Financial Considerations

  • Association Fee: $300
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $7,731.07
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: Short Sale
  • Legal Description: LOT 76 SLEEPY HOLLOW 1ST ADD PB 17 PG 3
  • Flood Zone Info: X
  • APN: 35202950300000760
  • Property ID: 35202950300000760

Listed by The Agency Orlando

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Listing agent

— 4 Wooden Shoe Ln —

  • The Agency Orlando

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 4 Wooden Shoe Ln

School District:Seminole County School District
NameGradesDistance
Altamonte Elementary School
525 East Pineview Street, Altamonte Springs, FL 32701
K-51.6 mi
Lyman High School
865 South Ronald Reagan Boulevard, Longwood, FL 32750
9-122.4 mi
Rock Lake Middle School
250 Slade Drive, Longwood, FL 32750
6-80.5 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4 Wooden Shoe Ln Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/14/2025
Listed
$350,000
-29.29%
MLS
7/28/2023
Sold
$495,000
—
Public Record
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 4 Wooden Shoe Ln

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,652
-1%
$471,262
-2%
2024
$7,731
5%
$480,740
6%
2023
$7,357
9%
$454,272
9%
2022
$6,777
25%
$415,259
28%
2021
$5,443
—
$324,774
10%
2021
$5,443
7%
$294,494
—
2019
$5,071
36%
$295,657
16%
2018
$3,736
1%
$254,110
2%
2017
$3,708
-4%
$248,883
2%
2016
$3,873
-1%
$243,764
1%
2015
$3,908
—
$242,070
17%
2014
$3,916
9%
$207,600
15%
2013
$3,596
—
$180,558
—
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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NMLS#: 1598647

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Listed by The Agency Orlando

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4 Wooden Shoe Lane, Longwood, FL 32750 (MLS# O6360634) is a Single Family property with 4 bedrooms and 2 full bathrooms. 4 Wooden Shoe Lane is currently listed for $350,000 and was received on November 14, 2025. Want to learn more about 4 Wooden Shoe Lane? 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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