$519,999
1776 Bobtail Drive
Maitland, FL 32751
Listing updated: May 27, 2026 at 6:29 PM ET
Listing courtesy of The Florida Property Shop Sale · Anthony Scaraggi · MLS #G5110747 · Active · 352-346-7857Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Welcome to 1776 Bobtail Drive — the kind of home that doesn’t just check boxes… it creates emotion, urgency, and that unmistakable “we need this one” reaction the moment your buyers walk through the door. From the very first glance, the curb appeal sets the stage with a warm, polished presence that immediately stands out from the competition. Inside, you’re welcomed by a light-filled, open-concept layout that feels expansive yet comfortable — the perfect balance of elegance and livability. Every space has been thoughtfully designed to flow effortlessly, creating an atmosphere that feels both elevated and inviting. The heart of the home is a beautifully positioned kitchen that seamlessly connects to the main living areas, making it ideal for entertaining, gathering, and everyday life. Whether hosting friends or enjoying a quiet night in, this home delivers the versatility today’s buyers demand. Generously sized living spaces and bedrooms provide comfort, privacy, and flexibility, while the overall layout offers a sense of ease and functionality that appeals to a broad range of buyers — from families to professionals to those simply looking to upgrade their lifestyle. Step outside and experience your own private Florida escape — a backyard setting that invites relaxation, weekend gatherings, and year-round enjoyment. It’s the kind of outdoor space that sells the lifestyle just as much as the home itself. Perfectly positioned in a highly desirable Maitland location, this property offers unbeatable convenience to top-rated dining, shopping, entertainment, and major highways — putting everything Central Florida has to offer right at your fingertips. This is not just another listing — it’s a high-impact, high-demand opportunity that shows beautifully, lives effortlessly, and is primed to sell quickly. Homes with this combination of appeal, location, and lifestyle don’t sit… they move. Bring your buyers with confidence — this is the one they’ve been waiting for.
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 history48 days on market
- Status: ActiveApr 9, 2026
- Listed$524,999Apr 9, 2026
- Price reduced$519,999
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 48
- Subdivision
- Winfield
- County
- Orange
- Year built
- 1998
- Living area
- 2,344 sq ft
- Price/sq ft
- $222
- Building area
- 2,954 sq ft (Public Records)
- Lot size
- 5,257 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0145F)
- Garage
- 2 spaces
- Annual taxes
- $2,578 (2025)
- Parcel #
- 27-21-29-9356-01-140
- Zoning
- RSF-3
- MLS #
- G5110747
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 3
- Flooring
- Laminate, Tile
- Appliances
- Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
- Interior features
- Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
- Laundry
- Laundry Room, Upper Level
- Stories / Levels
- Two
- Direction faces
- North
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $102 / Semi-Annually
- Monthly HOA
- $17/mo
- Total monthly fees
- $17/mo
- Total annual fees
- $204
- HOA name
- Specialty Mgmt/Cathy Wasson
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- UNKNOWN. PLEASE CONTACT HOA MANAGEMENT COMPANY DIRECTLY FOR ALL LEASING INFORMATION AND INSTRUCTIONS.
- Approval process
- UNKNOWN. PLEASE CONTACT HOA MANAGEMENT COMPANY DIRECTLY FOR ALL LEASING INFORMATION AND INSTRUCTIONS.
Exterior & Construction
- Exterior features
- French Doors, Rain Gutters
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Block
- Road surface
- Asphalt, Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Water Connected
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 |
|---|---|---|
| Dining Room | First | 14.11x6.8 |
| Living Room | First | 14.11x16.8 |
| Kitchen | First | 11.9x15.1 |
| Family Room | First | 16x18 |
| Bedroom 4 | First | 12.8x10.2 |
| Primary Bedroom | Second | 21.8x15.5 |
| Primary Bathroom | Second | 9x12.6 |
| Bedroom 2 | Second | 10x12 |
| Bedroom 3 | Second | 10x13.8 |
Listing Details
- Listing date
- 2026-04-06
- On market date
- 2026-04-09
- Original list price
- $524,999
- Occupant type
- Owner
- MLS area
- 32751 - Maitland / Eatonville
- Listing AOR
- Lake and Sumter
- Status changed
- 2026-04-09
- Tax legal description
- WINFIELD UNIT 2 36/114 LOT 114
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
Driving Directions: Take I-4 to the Maitland Blvd (SR-414) exit. Head west on Maitland Blvd. Turn left onto Maitland Summit Blvd (Wendy’s on the corner). Continue straight to the end of the road into the Winfield community. Turn right onto Bobtail Drive. Follow Bobtail — 1776 Bobtail Drive 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 May 27, 2026 at 6:29 PM 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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