1866 BOBTAIL DRIVE, MAITLAND, FL, 32751
Active1 days on marketListed Aug 14, 2026MLS #O6432604
About this home
1866 BOBTAIL DRIVE
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.
Facts & features
The home at a glance
3
Bedrooms
2
Bathrooms
1,322
Sqft
0.12 ac
Lot size
2
Garage
1996
Year built
One
Levels
$265
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
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.
$2,767 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
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
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$2,767/mo
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.
vs edgeAI estimate
+1.2%
Days on market
1 vs 41 typical
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
Drive times from this address
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
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Maitland market
$508K → $545K
Maitland median sold, yr/yr
96.9%
Sale-to-list ratio (12 mo)
Median sold price, Maitland, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 15% below the MAITLAND 32751 median. See the full Maitland market guide →
Paper trail
This home's history
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.
Your agent
Leliana Vazquez
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 1866 BOBTAIL DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1866 BOBTAIL DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Leliana's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
1866 BOBTAIL DRIVE FAQs
What would the monthly payment be for 1866 BOBTAIL DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,767/mo — principal and interest, the actual property-tax bill, the $18/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 1866 BOBTAIL DRIVE?+
The association fee works out to $18 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1866 BOBTAIL DRIVE?+
The most recent tax bill on record (2025) was $4,480. 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 1866 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 $349,999, this home is listed about 29% below the Maitland median of $494,750. The market section on this page shows how the area is trending.
Which schools are assigned to 1866 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.
Listing courtesy of 407 PROPERTIES · Ryan Everroad. MLS #O6432604.
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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