1866 Bobtail Drive, FL1866 Bobtail Drive, FL1866 Bobtail Drive, FL
Stellar MLS
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$349,999

1866 Bobtail Drive

Maitland, FL 32751

Listing updated: August 14, 2026 at 5:04 PM ET

Active
Stellar MLSListing courtesy of 407 Properties · Ryan Everroad · MLS #O6432604 · Active · 407-545-2594
3
Beds
2
Baths
1,322
Sq Ft
0.12
Acres
1996
Built
$265/sqft
Single Family Residence

Property type

1996

Year built

5,259 sqft

Lot size

$265

Price / sq ft

$18/mo

HOA dues

0

Days on market

2

Garage spaces

X

Flood zone

About this home

Beautiful Winfield Community home in Maitland Florida will not last long. This 3 bedroom/2 bath home has so much to offer. The property recently has had a new roof put on this year in 2026, new AC unit this year in 2026, and freshly painted in 2026. The kitchen features an eat in bar top as well as a large island for plenty of use-able countertop space. The back yard is fully fenced in for privacy. The home comes with a stove, refrigerator, microwave, washer, and dryer. The garage is oversized for 2 cars with extra space for storage. The flooring is ceramic in the main living areas for easy cleaning when needed. Low HOA dues for an upscale community. Dont miss out on this home.

Estimated monthly payment

Principal & interest$1,770
Property taxes$373
Home insurance (est.)$160
HOA dues$18

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 history0 days on market

  1. Status: Active
    Aug 14, 2026
  2. Listed$349,999
    Aug 14, 2026
  3. Price increased$349,999

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
0
Subdivision
Winfield
County
Orange
Year built
1996
Living area
1,322 sq ft
Price/sq ft
$265
Building area
1,791 sq ft (Public Records)
Lot size
5,259 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12095C0145F)
Garage
2 spaces
Annual taxes
$4,480 (2025)
Parcel #
27-21-29-9469-00-120
Zoning
RSF-3
MLS #
O6432604

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Interior Details

Bedrooms
3
Full bathrooms
2
Flooring
Ceramic Tile
Appliances
Dishwasher, Dryer, Microwave, Refrigerator, Washer
Interior features
Ceiling Fans(s), Open Floorplan, Thermostat
Laundry
Common Area
Stories / Levels
One
Direction faces
West

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$105 / Semi-Annually
Monthly HOA
$18/mo
Total monthly fees
$18/mo
Total annual fees
$210
HOA name
Cathy Wesson
CDD
No
Min lease term
1-2 Years
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No
Additional lease restrictions
Buyer to verify HOA restrictions

Exterior & Construction

Exterior features
Sidewalk
Construction materials
Block
Roof
Shingle
Foundation
Block
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Public

Community

Pets allowed
Yes

Room Details

RoomLevelDimensions
Primary BedroomFirst
KitchenFirst
Family RoomFirst

Listing Details

Listing date
2026-08-07
On market date
2026-08-14
Original list price
$349,999
Occupant type
Vacant
MLS area
32751 - Maitland / Eatonville
Listing AOR
Orlando Regional
Status changed
2026-08-14
Tax legal description
WINFIELD UNIT 1 34/77 LOT 12

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

From SR 434 turn right onto Falkner Road. Turn left on Bobtail Drive and home will be on the left.

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MLS GRID

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 August 14, 2026 at 5:04 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.

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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