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$519,999

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,344 Sq. Ft.
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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.

Full Property Details for 1776 Bobtail Dr

General

  • Price: $519,999
  • HOA FEE: $17/month
  • HOA FEE FREQ.: Semi-Annually
  • Taxes: $2,577 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: G5110747
  • Updated: 8/6/2026
  • Added to Site: 139 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 9
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Kitchen and Family Room Combination, 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
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room, Upper Level

Additional Information

  • Security/Safety: Security System

Exterior

  • Exterior Features: French Doors, Irrigation System, Rain Gutters
  • Deck/Patio: Rear Porch
  • Porch/Patio/Deck: Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 32751 - Maitland / Eatonville
  • County: Orange
  • Development Name: 32751 - Maitland / Eatonville
  • Subdivision: WINFIELD
  • Driving 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.
  • Direction Faces: North

School Information

  • Elementary School: Lake Sybelia Elem
  • Middle School: Lockhart Middle
  • High School: Edgewater High

Community

  • Community Name: 32751 - Maitland / Eatonville
  • Community Features: Community Mailbox, Playground
  • Association: Yes
  • Assoc. Name: Specialty Mgmt/Cathy Wasson
  • Assoc. Fees Include: Maintenance Grounds
  • Pet Restrictions: PROSPECTIVE BUYER MUST CONFIRM DIRECTLY WITH THE HOA MANAGEMENT COMPANY ON ALL PET REQUIREMENTS AND RESTRICTIONS.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Solar, Sprinkler Meter, Street Lights, Water Connected

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds, Drapes, Tinted Windows
  • Stories/Levels: Two
  • Square Feet: 2,344
  • Sq. Ft. Source: Public Records
  • Year Built: 1998

Lot Features

  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,257
  • Lot Size: 5257
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Fenced, Vinyl

Financial Considerations

  • Association Fee: $102
  • Assoc Fee Freq.: Semi-Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $2,577.73
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINFIELD UNIT 2 36/114 LOT 114
  • Flood Zone Info: X
  • APN: 272129935601140
  • Property ID: 272129935601140
  • Block/Lot/Section: 1

Listed by The Florida Property Shop Sale

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— 1776 Bobtail Dr —

  • The Florida Property Shop Sale

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 1776 Bobtail Dr

School District:Orange County School District
NameGradesDistance
Lake Sybelia Elementary School
600 Sandspur Road, Maitland, FL 32751
K-52.1 mi
Lockhart Middle School
3411 Doctor Love Rd, Orlando, FL 32810
6-81.2 mi
Edgewater High School
3100 Edgewater Drive, Orlando, FL 32804
9-123.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1776 Bobtail Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/27/2026
Price Reduced
$519,999
-0.95%
MLS
4/09/2026
Listed
$524,999
218.18%
MLS
12/12/2001
Sold
$165,000
—
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 1776 Bobtail Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,578
3%
$209,136
6%
2024
$2,495
5%
$197,899
3%
2023
$2,380
6%
$192,135
6%
2021
$2,255
-2%
$181,106
-3%
2022
$2,292
2%
$186,539
4%
2021
$2,255
2%
$178,606
2%
2019
$2,214
1%
$174,590
2%
2018
$2,194
1%
$171,335
2%
2017
$2,164
1%
$167,811
2%
2016
$2,136
-2%
$164,359
1%
2015
$2,177
1%
$163,216
2%
2014
$2,154
4%
$159,825
2%
2013
$2,079
—
$157,463
—
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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1776 Bobtail Drive, Maitland, FL 32751 (MLS# G5110747) is a Single Family property with 4 bedrooms and 3 full bathrooms. 1776 Bobtail Drive is currently listed for $519,999 and was received on April 09, 2026. Want to learn more about 1776 Bobtail Drive? Do you have questions about finding other Single Family real estate for sale in Maitland? You can browse all Maitland real estate or contact a Coldwell Banker agent to request more information.

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