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$519,999

1776 Bobtail Drive

Maitland, FL 32751

Listing updated: August 6, 2026 at 8:37 AM ET

Active

Listing courtesy of The Florida Property Shop Sale · Anthony Scaraggi · MLS #G5110747 · Active · 352-346-7857

Beds

Baths

2,344

Sq Ft

0.12

Acres

1998

Built

◆$222/sqft◆360° tour

Single Family Residence

Property type

1998

Year built

5,257 sqft

Lot size

$222

Price / sq ft

$17/mo

HOA dues

119

Days on market

Garage spaces

Flood zone

About this home

Welcome to 1776 Bobtail Drive, a home that offers an easy, natural flow and a layout designed for everyday living. This property is now being reintroduced with a refreshed presentation and a full 3D walkthrough experience, giving buyers the ability to explore every space at their own pace before stepping inside in person. Inside, the home features an open-concept layout where the kitchen, dining, and living areas connect seamlessly, creating a comfortable and functional main living space. Upstairs, generously sized bedrooms offer flexibility for families, guests, or home office needs, while the overall layout supports a wide range of lifestyles. Located in highly desirable Maitland, the home offers convenient access to shopping, dining, major roadways, and all Central Florida amenities. Private showings available upon request.they’ve been waiting for.

Estimated monthly payment

Principal & interest$2,629

Property taxes$215

Home insurance (est.)$238

HOA dues$17

Down payment

20%

$104,000 downRate

6.5%

Term

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 history119 days on market

Status: Active
Apr 9, 2026
Listed$524,999
Apr 9, 2026
Price reduced$519,999

Facts & features

Property type: Residential
Sub type: Single Family Residence
Status: Active
Days on market: 119
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

ElementaryCLake Sybelia ElemGreatSchools ↗

MiddleCLockhart MiddleGreatSchools ↗

High SchoolAEdgewater HighGreatSchools ↗

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 riskFEMA Zone XPanel 12095C0145F

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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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 August 6, 2026 at 8:37 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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