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:
$524,999
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
- BEG 635 FT E & 430 FT N OF SW COR OF SW1/4 OF NE1/
- BRANCH TREE
- BRITTANY GARDENS
- BUCHER HGTS
- CALHOUNS SUB
- CARRINGTON PARK A CONDO
- CHERRYWOOD GARDENS
- COFFINS SUB
- COMMONS AT MAITLAND CENTER SEC 02
- COOL-MORE SUB
- COOPERS SUB
- DIXIE TERRACE
- DOMMERICH
- DOMMERICH ESTATES 1ST ADD
- DOMMERICH ESTATES 2ND ADD
- DOMMERICH HILLS 2ND ADD
- DOMMERICH HILLS 3RD ADD
- DOMMERICH HILLS FIFTH ADD
- DOMMERICH HILLS SECOND ADD
- DOMMERICH WOODS
- DRUID HILLS
- DRUID HILLS PARK
- EATONVILLE
- ENCLAVE/MAITLAND A-F
- ENGLISH ESTATES UNIT 1
- ENGLISH ESTATES UNIT 2
- ENGLISH ESTATES UNIT 3
- ENGLISH ESTATES UNIT 4
- ENGLISH ESTS UNIT 1
- ENGLISH WOODS
- FOREST BROOK
- FOREST BROOK 3RD SEC
- FOREST BROOK 5TH SEC
- GREENWOOD GARDENS REP
- GREENWOOD GARDENS SEC 01
- HAMLET AT MAITLAND
- HIGHLAND PARK ESTATES FIRST ADD
- HOLDEN BROS SUB
- HOLLIEANNA SHORES
- HOLLIEANNA SHORES 1ST ADD
- INDIAN HILLS UNIT 1 REP
- INDIAN HILLS UNIT 9
- KINGS ROW
- LAKE EULALIA HEIGHTS
- LAKE FAITH VILLAS CONDO
- LAKE MAITLAND OWL PRESERVE
- LAKE MAITLAND TERRACE APTS
- LAKE SYBELIA COVE
- LAKEWOOD SHORES 1ST ADD
- MAITLAND CLUB
- MAITLAND EXCHANGE
- MAITLAND GROVE
- MAITLAND HARBOUR APTS
- MAITLAND VILLAGE
- MAITLAND WOODS
- MOORINGS ON LAKE MAITLAND CONDO
- MOORINGS ON LAKE MAITLAND CONDO BLDG 03
- MOORINGS ON LAKE MAITLAND CONDO BLDG 05
- NORTHGATE
- NORTHWOOD HEIGHTS
- OAKLAND SHORES
- OAKLAND SHORES 1ST ADD
- OAKLAND SHORES 3RD ADD REP
- OAKLEIGH 3RD ADD
- OAKWOOD
- ORANGEDALE PARK
- PACKWOODS PLAN/MAITLAND
- PARK LAKE GROVE CONDO PH B
- PARK LAKE SHORES
- PARK LAKE TOWNHOUSES
- PARK LAKE TWNHS
- PARK LAKE TWNHS PH 02
- PARK LAKE VILLAS CONDO
- PARK LAKE VILLAS CONDO CB 2/52
- PARK LAKE WOODS CONDO
- PRESERVE AT MAITLAND
- REPLAT BLK B POORS ADD
- RIDGEWOOD VILLAS CONDO
- ROOSEVELT PLACE
- SHOPPES/MAITLAND
- SIERRA CONDOMINIUMS
- STONEWOOD
- SUN BAY CLUB CONDO
- THOMPSON SUB
- ULTRA VISTA CONDO
- VERSAILLES
- VISCONTI EAST
- VISCONTI EST
- VISCONTI WEST
- VISCONTI WEST BLDG 3
- VISCONTI WEST BLDG 5
- VISCONTI WEST CONDO
- WEST COVE
- WINFIELD
- WOODBRIDGE
Market Summary
Current real estate data for Single Family in MAITLAND as of Apr 29, 2026
84
Single Family Listed
82
Avg DOM
364
Avg $ / SqFt
$1,122,442
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 $524,999 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 $224. The average price per square foot for Single Family listings in MAITLAND is $364. The average listing price for Single Family in MAITLAND is $1,122,442. To schedule a showing of MLS#g5110747 at 1776 BOBTAIL DRIVE in MAITLAND, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
Similar Listings Nearby
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 Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty 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

