$350,000
4 Wooden Shoe Lane
Longwood, FL 32750
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Local Insight
At $131/sqft for a 1974 pool home in Sleepy Hollow, you're getting solid value for Longwood, especially with low HOA fees and X flood zone—no flood insurance required—but the age means you should budget for HVAC and roof inspection given Florida's weather cycles. The 0.45-acre lot and private pool are genuine lifestyle assets, though the four-bedroom layout is fairly standard for the era and may need updating to compete with newer builds in the $350K range elsewhere in the county. Location-wise, you're in the core 32750 zip code near good schools and the SunRail station, which is practical, but you're not in the luxury western corridor where Longwood's higher-end inventory commands serious premiums.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history3 days on market
- Status: PendingNov 17, 2025
- Listed$350,000Nov 14, 2025
- Price increased$350,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Pending
- Days on market
- 3
- Subdivision
- Sleepy Hollow 1st Add
- County
- Seminole
- Year built
- 1974
- Living area
- 2,682 sq ft
- Price/sq ft
- $131
- Building area
- 3,273 sq ft (Public Records)
- Lot size
- 19,590 sq ft
- Lot category
- 1/4 to less than 1/2
- Flood zone
- X (12117C0135F)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $7,731 (2024)
- Parcel #
- 35-20-29-503-0000-0760
- Zoning
- LDR
- MLS #
- O6360634
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Flooring
- Carpet, Tile
- Appliances
- Dishwasher, Dryer, Microwave, Range, Washer
- Interior features
- Ceiling Fans(s), Eat-in Kitchen, Split Bedroom, Walk-In Closet(s)
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- North
- Fireplace
- Yes
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Driveway
HOA & Financial
- HOA fee
- $300 / Annually
- Monthly HOA
- $25/mo
- Total monthly fees
- $25/mo
- Total annual fees
- $300
- HOA name
- Sleepy Hollow
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyers and Agents to verify Lease Restrictions with HOA, City and County
- Approval process
- Buyers and Agents to verify approval process with HOA, City and County
Exterior & Construction
- Exterior features
- Lighting, Private Mailbox, Sidewalk, Sliding Doors
- Construction materials
- Brick, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Electricity Available, Public, Water Available
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Foyer | First | 5x10.11 |
| Dining Room | First | 14.7x13.3 |
| Living Room | First | 16.7x13.1 |
| Kitchen | First | 13.1x13.1 |
| Family Room | First | 26.1x22.9 |
| Primary Bedroom | First | 18.5x13.11 |
| Primary Bathroom | First | |
| Laundry | First | 8.7x7.3 |
| Bedroom 2 | First | 11x10.1 |
| Bedroom 3 | First | 13.6x13.3 |
| Bedroom 4 | First | 13.6x13.1 |
| Bathroom 2 | First | |
| Den | First | 10.2x13.2 |
Listing Details
- Listing date
- 2025-11-12
- On market date
- 2025-11-14
- Original list price
- $350,000
- Occupant type
- Vacant
- Special conditions
- Short Sale
- MLS area
- 32750 - Longwood East
- Listing AOR
- Orlando Regional
- Status changed
- 2025-11-17
- Tax legal description
- LOT 76 SLEEPY HOLLOW 1ST ADD PB 17 PG 3
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 1, 2026 at 11:20 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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