David Ramirez
$519,999$524,9994 bd3 ba2,344 sqft$222 /sqft$3,683 /mo all-in ↓

1776 BOBTAIL DRIVE, MAITLAND, FL, 32751

Active106 days on marketListed Apr 9, 2026MLS #G5110747

Reduced $5KSingle Family ResidenceWINFIELD

About this home

1776 BOBTAIL DRIVE

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.

Facts & features

The home at a glance

4

Bedrooms

3

Bathrooms

2,344

Sqft

0.12 ac

Lot size

2

Garage

1998

Year built

Two

Levels

$222

Per sqft

Pets allowed

Inside

FlooringLaminate · Tile
AppliancesDishwasher · Disposal · Electric Water Heater · Microwave · Range · Refrigerator
InteriorCeiling Fan(s) · Eating Space 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
LaundryLaundry Room · Upper Level
CoolingCentral Air
HeatingCentral

Outside & construction

RoofShingle
ConstructionBlock · Stucco
FoundationBlock
FacesNorth
ExteriorFrench Doors · Irrigation System · Rain Gutters

Community & fees

HOA fee$17/mo
Taxes (2025)$2,578/yr
PetsYes
CommunityCommunity Mailbox · Playground

Utilities & systems

UtilitiesCable Available · Cable Connected · Electricity Connected · Public · Sewer Connected · Solar · Sprinkler Meter · Street Lights · Water Connected
WaterPublic

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.

$3,683 /mo · 3.5% down FHA, 30-yr fixed at 6%

Principal & interest$3,061
FHA mortgage insurance (est.)$230
Property tax — 2025 actual bill$215
HOA fee — from the listing$17
Insurance (FL estimate)$160

The assumptions

Loan typeFHADown payment3.5% · $18,200Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.

These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type
Down payment3.5% · $18,200
Interest rate6.00%
Loan term

Estimated payment

$3,683/mo

Principal & interest$3,061
FHA mortgage insurance (est.)$230
Property taxes (actual bill)$215
HOA / condo fee$17
Est. insurance$160

Includes FHA mortgage insurance and the financed 1.75% upfront premium. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.

Value check

Is the price right?

The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.

List $520K
$419KedgeAI estimate $458,626 · range $436K$490K$541K

vs edgeAI estimate

+13.4%

$/sqft vs Maitland actives

$222 vs $280

Days on market

106 vs 41 typical

Where $222/sqft sits among the 98 Maitland actives

29 · this home
27
19
7
6
10
$157–228$228–299$299–370$370–441$441–512$512+

The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.

Where it sits

Inside Winfield

Map of 1776 BOBTAIL DRIVE inside its neighborhood boundary

Drive times from this address

Downtown Orlando13 min
Universal Orlando25 min
Orlando Int’l Airport (MCO)32 min
Walt Disney World37 min

Estimated driving times, typical traffic. Data © OpenStreetMap contributors.

Get to know Maitland. See the full Maitland guide →

Winfield — neighborhood snapshot

Population

1,116

Median age

35

Median income

$84,530

Median home value

$342,189

Avg household

2

Households w/ children

97%

For the school run

Orange County School District

MiddleLockhart Middle★★★★
ElementaryLake Sybelia Elementary★★★★★
HighEdgewater High★★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Maitland market

Seller’s marketLeans seller4.4 months of inventoryBuyer’s market

$526K$469K

Maitland median sold, yr/yr

96.8%

Sale-to-list ratio (12 mo)

56 of 98

Maitland actives have cut their price

Median sold price, Maitland, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 21% above the MAITLAND 32751 median. See the full Maitland market guide →

Paper trail

This home's history

CurrentPrice reduced to $519,999 $5K
Apr 9, 2026Listed at $524,999 · 106 days on market since
1998Built · WINFIELD

Reality check

What actually sold near 1776 BOBTAIL DRIVE

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

2133 KORAT LANESold · Oct ’25

$455,000

2133 KORAT LANE · same community

4 bd · 3 ba · 2,359 sqft · $193/sqft · 202 DOM

1758 BOBTAIL DRIVESold · Sep ’25

$545,000

1758 BOBTAIL DRIVE · same community

4 bd · 3 ba · 2,304 sqft · $237/sqft · 64 DOM

2155 FENNELL STREETSold · Jan ’26

$320,000

2155 FENNELL STREET · same community

3 bd · 2 ba · 1,822 sqft · $176/sqft · 32 DOM

Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.

Your home team

The pros in your corner

Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

David Ramirez

Your agent

David Ramirez

Real Estate Agent · CENTURY 21 Edge

Tours, negotiation, and every question about 1776 BOBTAIL DRIVE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 1776 BOBTAIL DRIVE — before you fall in love.

See it in person

Schedule a tour

Pick a day that works — this goes straight to David's phone and CRM.

Goes straight to David’s phone and CRM.

Straight answers

1776 BOBTAIL DRIVE FAQs

What would the monthly payment be for 1776 BOBTAIL DRIVE?+

With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,683/mo — principal and interest, the actual property-tax bill, the $17/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.

How much are the HOA fees at 1776 BOBTAIL DRIVE?+

The association fee works out to $17 per month. Ask us for the full association documents — they spell out exactly what the fee covers.

What are the property taxes on 1776 BOBTAIL DRIVE?+

The most recent tax bill on record (2025) was $2,578. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.

Are pets allowed at 1776 BOBTAIL DRIVE?+

The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.

How does the price compare to other homes in Maitland?+

At $519,999, this home is listed about 8% below the Maitland median of $564,950. The market section on this page shows how the area is trending.

Which schools are assigned to 1776 BOBTAIL DRIVE?+

Lockhart Middle (middle), Lake Sybelia Elementary (elementary), Edgewater High (high) — Orange County School District. Always verify school assignments with the district before relying on them.

The brief

Three things that matter here

01Positioned at the premium end

$519,999 runs 21% above the MAITLAND 32751 median — but at 2,344 sqft it's also 26% larger than the typical Maitland listing.

02Time on market is leverage

106 days on market against a Maitland median of 41 — sellers in this position are usually ready to negotiate.

03The price has already moved

Listed at $524,999, now $519,999 — a $5K cut. The full history is in the market section below.

Listing courtesy of THE FLORIDA PROPERTY SHOP SALE · Anthony Scaraggi. MLS #G5110747.

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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

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