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.
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.
Property Details
Price:
$519,999
MLS #:
G5110747
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINFIELD
Neighborhood:
32751maitlandeatonville
Listed Date:
Apr 9, 2026
Finished Sq Ft:
2,344
Total Sq Ft:
2,954
Lot Size:
5,257 sqft / 0.12 acres (approx)
Year Built:
1998
See this Listing
Schools
Elementary School:
Lake Sybelia Elem
Middle School:
Lockhart Middle
High School:
Edgewater High
Interior
Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Laminate, Tile
Heating
Central
Interior Features
Ceiling 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
Laundry Features
Laundry Room, Upper Level
Levels
Two
Exterior
Architectural Style
Contemporary
Attached Garage YN
1
Community Features
Community Mailbox, Playground
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
French Doors, Irrigation System, Rain Gutters
Fencing
Fenced, Vinyl
Garage Spaces
2
Patio And Porch Features
Rear Porch
Roof
Shingle
Security Features
Security System
Window Features
Blinds, Drapes, Tinted Windows
Financial
HOA Fee
$102
HOA Fee Frequency
Semi-Annually
HOA Includes
Maintenance Grounds
HOA Name
Specialty Mgmt/Cathy Wasson
HOA Phone
407-647-2622
Tax Year
2025
Taxes
$2,578
Map
Community
- Address1776 BOBTAIL DRIVE MAITLAND FL
- SubdivisionWINFIELD
- CityMAITLAND
- CountyOrange
- Zip Code32751
Subdivisions in MAITLAND
- ACREAGE & UNREC
- ADAMS GROVE
- BUCHER HGTS
- CALHOUNS SUB
- CARRINGTON PARK A CONDO
- DOMMERICH
- DOMMERICH ESTATES 1ST ADD
- DOMMERICH ESTATES 3RD ADD
- DOMMERICH HILLS 2 ND ADD
- DOMMERICH HILLS 3RD ADD
- DOMMERICH HILLS SECOND ADD
- DOMMERICH WOODS
- DRUID HILLS
- DRUID HILLS PARK
- DRUID ISLE
- ENCLAVE/MAITLAND A-F
- ENGLISH ESTATES UNIT 1
- ENGLISH ESTATES UNIT 2
- ENGLISH ESTATES UNIT 3
- FLORIDAHAVEN
- FORD & WARREN SUB
- FOREST BROOK
- FOREST BROOK 3RD SEC
- FOREST BROOK 4TH SEC
- FOREST BROOK 5TH SEC
- HAMLET AT MAITLAND
- HIGHLAND PARK ESTATES
- HIGHLAND PARK ESTATES FIRST ADD
- HOLLIEANNA SHORES
- HOLLIEANNA SHORES 1ST ADD
- ISAAC VANDERPOOLS ADDITION TO MAILAND
- LAKE FAITH VILLAS CONDO
- LAKE MAITLAND OWL PRESERVE
- LAKE MAITLAND TERRACE APTS
- LAKE SYBELIA COVE
- LAKE SYBELIA COVE PH 01
- LAKEWOOD SHORES 1ST ADD
- LAKEWOOD SHORES 2ND ADD
- MAITLAND CLUB
- MAITLAND GROVE UNIT 1
- MAITLAND HARBOUR APTS
- MAITLAND HOUSE
- MAITLAND PARK SOUTH
- MAITLAND SHORES
- MAITLAND VILLAGE
- MINNEHAHA SHORES
- MOORINGS ON LAKE MAITLAND CONDO
- MOORINGS ON LAKE MAITLAND CONDO BLDG 03
- MOORINGS ON LAKE MAITLAND CONDO BLDG 05
- NORTHGATE
- OAKLAND SHORES
- OAKLAND SHORES 3RD ADD REP
- OAKLEIGH
- OAKWOOD
- ORANGEDALE PARK
- PACKWOODS PLAN/MAITLAND
- PARK LAKE GROVE CONDO PH B
- PARK LAKE TOWNHOUSES
- PARK LAKE TWNHS
- PARK LAKE TWNHS PH 02
- PARK LAKE VILLAS CONDO
- PARK LAKE VILLAS CONDO CB 2/52
- REPLAT BLK B POORS ADD
- RIDGEWOOD VILLAS CONDO
- ROOSEVELT PLACE
- SHERIDAN PLACE
- SHOPPES/MAITLAND
- SIERRA CONDOMINIUMS
- SUN BAY CLUB CONDO
- SYBELIA PLACE
- THOMPSON SUB
- ULTRA VISTA CONDO
- VISCONTI EAST
- VISCONTI EAST BLDG 16
- VISCONTI WEST
- VISCONTI WEST BLDG 3
- VISCONTI WEST BLDG 5
- VISCONTI WEST CONDO
- VISCONTI WEST CONDOMINIUM
- WATSON REALTY AT HOWELL BRANCH A REP
- WEST COVE
- WOODBRIDGE
Market Summary
Current real estate data for Single Family in MAITLAND as of Jun 09, 2026
100
Single Family Listed
70
Avg DOM
356
Avg $ / SqFt
$1,042,861
Avg List Price
Property Summary
- Located in the WINFIELD subdivision, 1776 BOBTAIL DRIVE MAITLAND FL is a Single Family for sale in MAITLAND, FL, 32751. It is listed for $519,999 and features 4 beds, 3 baths, and has approximately 2,344 square feet of living space, and was originally constructed in 1998. The current price per square foot is $222. The average price per square foot for Single Family listings in MAITLAND is $356. The average listing price for Single Family in MAITLAND is $1,042,861. To schedule a showing of MLS#g5110747 at 1776 BOBTAIL DRIVE in MAITLAND, FL, contact your Preferred Real Estate Brokers agent at 4076987254.
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Courtesy of THE FLORIDA PROPERTY SHOP SALE. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Preferred Real Estate Brokers include the name of the listing broker. Neither the listing company nor Preferred Real Estate Brokers shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1776 BOBTAIL DRIVE
MAITLAND, FL





