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Overview

4 bd3 ba2,344 sqft2 car garageSingle Family
TypeSingle Family
HOA$102/yr
Built1998
Lot5,257 sqft
Living area2,344 sqft
Price / sqft$222
Garage2 car

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Eat-in KitchenKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanPrimarybedroom UpstairsSolid Surface CountersSolid Wood Cabinets

1776 Bobtail Dr is a 1998-built home in Winfield, Maitland. Inside you'll find 4 bedrooms, 3 bathrooms, and 2,344 square feet of living space. Listed at $519,999 (about $222/sqft), 189 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $102 semi-annually.

From the listing

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.

The essentials

Built
1998
Price / sqft
$222
On market
189 days
Annual tax
$2,578
HOA
$102/yr
Flood zone
X · Low risk
Lot
5,257 sqft
Type
Single Family Residence

At a glance

Single family
Built 1998
2 car garage
5,257 sqft lot
Lot size
2,344 sqft
Living area

Payment

Est. monthly payment
$3,196/mo
Down payment (20%)
$104,000
Property taxes
$215/mo
HOA
$102/yr
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1998
Lot
5,257 sqft
Cooling
Central Air
Heating
Central
Parking
-
Days on Market
189
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
French Doors
Rain Gutters
Community Mailbox
Playground
Street Lights
Dishwasher
Disposal
Electric Water Heater
Microwave
Range
Refrigerator
Elementary
Lake Sybelia Elem
Middle
Lockhart Middle
High
Edgewater High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$2,578
Parcel #
27-21-29-9356-01-140

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Winfield
County
Orange
MLS Area
32751 - Maitland / Eatonville
Lot Size
5,257 sqft
Paved
HOA
$102/yr
Specialty Mgmt/Cathy Wasson

Price history

Date
Event
Price
5/27/2026
Price change
Source: Stellar MLS #G5110747
$519,999-0.6%
$222/sqft
-
Price change
Source: Stellar MLS #G5110747
$522,999-0.4%
$223/sqft
4/6/2026
Listed for sale
Source: Stellar MLS #G5110747
$524,999
$224/sqft

Neighborhood

1776 Bobtail Dr
Maitland, FL, 32751 · 32751 - Maitland / Eatonville

Market insights

Offer Insights

Choose an offer strength

List price: $519,999
$515,000 – $519,999
98.8% – 100% of listTops out right at the list price
80% of listList price
65 of the last 128 home closings in 32751 landed at this number or higher (51%). The median one sat 28 days before it went under contract, and this one is on day 189 after a $5,000 cut.

Sample: 128 closed home sales in 32751 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$3,196/mo
Principal & interest$2,712
Property taxes$215
Insurance$260
HOA$9
Down payment20% · $104,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$519,999

$222 per sq ft

Beds and baths

4 beds, 3 baths

Size

2,344 sq ft

Time on market

189 days

Year built

1998

Monthly payment

About $3,196/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $2,578 annual tax bill, insurance, and the $102/yr HOA fee.

HOA fee

$102/yr

Managed by Specialty Mgmt/Cathy Wasson.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byTHE FLORIDA PROPERTY SHOP SALEListing agent: Anthony ScaraggiListing data from Stellar MLS, MLS# G5110747.

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