Cute home alert! Finally — an updated, move-in ready home in an amazing Maitland location priced under $400K! Imagine hosting friends and family in the spacious separate dining room, gathering around the oversized kitchen island while dinner cooks, and spending evenings relaxing on the screened patio and playing safely in the fully fenced backyard. Tucked inside the quiet Winfield community with a low HOA, this beautifully maintained 3-bedroom, 2-bath home with split floor plan is an excellent balance of modern style and everyday functionality.
Step inside to discover a bright, open-concept layout featuring vaulted ceilings, recessed lighting, and consistent hard-surface flooring throughout. The spacious living area flows seamlessly into the fully updated gourmet kitchen, complete with beautiful countertops, 42” solid wood soft-close cabinetry, and high-end stainless steel appliances — creating a welcoming space in the heart of your home.
This split floor plan offers both privacy and flexibility, with an expansive primary suite featuring a walk-in closet with custom built-ins and a beautifully updated bathroom with dual vanities, a relaxing garden tub, and separate shower. On the opposite side of the home, two additional bedrooms are ideal for a nursery, guest room, playroom, or home office.
The living space flows to a covered and screened patio, creating a perfect space for year-round indoor-outdoor living. Whether you’re enjoying slow mornings with coffee, hosting weekend get-togethers, or relaxing after work, the fully fenced backyard offers both comfort and privacy. Fresh landscaping, mature shade trees, and the perfect mix of filtered sunlight and greenery give the outdoor space a calm, inviting feel, while the tiled flooring adds a clean, polished touch that’s both stylish and low maintenance.
ROOF: 2018
Step inside to discover a bright, open-concept layout featuring vaulted ceilings, recessed lighting, and consistent hard-surface flooring throughout. The spacious living area flows seamlessly into the fully updated gourmet kitchen, complete with beautiful countertops, 42” solid wood soft-close cabinetry, and high-end stainless steel appliances — creating a welcoming space in the heart of your home.
This split floor plan offers both privacy and flexibility, with an expansive primary suite featuring a walk-in closet with custom built-ins and a beautifully updated bathroom with dual vanities, a relaxing garden tub, and separate shower. On the opposite side of the home, two additional bedrooms are ideal for a nursery, guest room, playroom, or home office.
The living space flows to a covered and screened patio, creating a perfect space for year-round indoor-outdoor living. Whether you’re enjoying slow mornings with coffee, hosting weekend get-togethers, or relaxing after work, the fully fenced backyard offers both comfort and privacy. Fresh landscaping, mature shade trees, and the perfect mix of filtered sunlight and greenery give the outdoor space a calm, inviting feel, while the tiled flooring adds a clean, polished touch that’s both stylish and low maintenance.
ROOF: 2018
Property Details
Price:
$370,000
MLS #:
O6408698
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINFIELD UT 1
Neighborhood:
32751maitlandeatonville
Listed Date:
May 19, 2026
Finished Sq Ft:
1,382
Total Sq Ft:
1,852
Lot Size:
5,167 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
Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Refrigerator, Touchless Faucet, Washer, Water Filtration System
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile, Laminate
Heating
Central
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Laundry Features
Laundry Room
Levels
One
Exterior
Architectural Style
Florida
Attached Garage YN
1
Construction Materials
Block, Concrete, Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Lighting, Rain Gutters, Sidewalk, Sliding Doors
Fencing
Masonry, Wood
Garage Spaces
2
Lot Features
City Lot, Landscaped, Sidewalk
Open Parking YN
1
Parking Features
Driveway
Patio And Porch Features
Covered, Enclosed, Front Porch, Rear Porch, Screened
Roof
Shingle
Financial
HOA Fee
$105
HOA Fee Frequency
Semi-Annually
HOA Name
Winfield Homeowners Association
HOA Phone
888-722-6669
Tax Year
2025
Taxes
$3,097
Map
Community
- Address2040 BOBTAIL DRIVE MAITLAND FL
- SubdivisionWINFIELD UT 1
- 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
- BUCHER HGTS
- CARRINGTON PARK A CONDO
- CHERRYWOOD GARDENS
- CLARKS ADD
- COFFINS SUB
- COOL-MORE SUB
- COOPERS SUB
- DIXIE TERRACE
- DOMMERICH
- DOMMERICH ESTATES 1ST ADD
- DOMMERICH ESTATES 2ND ADD
- DOMMERICH HILLS
- DOMMERICH HILLS 2ND ADD
- DOMMERICH HILLS 3RD ADD
- DOMMERICH HILLS FIFTH ADD
- DOMMERICH HILLS SECOND ADD
- DOMMERICH WOODS
- DOMMERICH WOODS UNIT 1
- DOMMERICH/COVE COLONY
- DRUID HILLS
- DRUID HILLS ESTATES 1ST ADD
- DRUID HILLS PARK
- EATON ESTATES
- EATONVILLE
- ENCLAVE/MAITLAND A-F
- ENGLISH ESTATES UNIT 1
- ENGLISH ESTATES UNIT 2
- ENGLISH ESTATES UNIT 3
- ENGLISH ESTS UNIT 1
- ENGLISH WOODS
- FIRST ADD TO CALHOUNS SUB
- FOREST BROOK
- FOREST BROOK 5TH SEC
- GREENWOOD GARDENS SEC 01
- GREENWOOD GARDENS SEC 02 REP 01
- HAMLET AT MAITLAND
- HIDDEN ESTATES UNIT 3
- HIGHLAND PARK ESTATES
- HIGHLAND PARK ESTATES FIRST ADD
- HOLDEN BROS SUB
- HOLLIEANNA SHORES 1ST ADD
- KEEWIN LEXINGTON PARK
- KINGS ROW
- LAKE COLONY PH 01 REP
- LAKE EULALIA HEIGHTS
- LAKE FAITH VILLAS CONDO
- LAKE MAITLAND MANOR
- LAKE MAITLAND OWL PRESERVE
- LAKE MAITLAND TERRACE APTS
- LAKE SYBELIA COVE
- LAKEWOOD SHORES
- LAKEWOOD SHORES 1ST ADD
- MADDON COVE 47/24
- MAITLAND EXCHANGE
- MAITLAND GROVE
- MAITLAND HARBOUR APTS
- MAITLAND ISLE
- MAITLAND VILLAGE
- MAITLAND WOODS
- MOORINGS ON LAKE MAITLAND CONDO
- MOORINGS ON LAKE MAITLAND CONDO BLDG 05
- NORTHGATE
- NORTHWOOD HEIGHTS
- OAKLAND SHORES
- OAKLAND SHORES 1ST ADD
- OAKLAND SHORES 3RD ADD REP
- 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 CB 2/52
- PARK LAKE WOODS CONDO
- PRESERVE AT MAITLAND
- REPLAT BLK B POORS ADD
- RIDGEWOOD VILLAS CONDO
- SCHOOLVIEW ADD
- SHOPPES/MAITLAND
- STONEWOOD
- SUN BAY CLUB CONDO
- THOMPSON SUB
- ULTRA VISTA CONDO
- VERSAILLES
- VISCONTI EAST
- VISCONTI EST
- VISCONTI WEST
- VISCONTI WEST BLDG 3
- VISCONTI WEST BLDG 8
- VISCONTI WEST CONDOMINIUM
- WELLINGTON
- WEST COVE
- WINFIELD
- WOODBRIDGE
Market Summary
Current real estate data for Single Family in MAITLAND as of May 19, 2026
98
Single Family Listed
68
Avg DOM
356
Avg $ / SqFt
$1,042,520
Avg List Price
Property Summary
- Located in the WINFIELD UT 1 subdivision, 2040 BOBTAIL DRIVE MAITLAND FL is a Single Family for sale in MAITLAND, FL, 32751. It is listed for $370,000 and features 3 beds, 2 baths, and has approximately 1,382 square feet of living space, and was originally constructed in 1998. The current price per square foot is $268. The average price per square foot for Single Family listings in MAITLAND is $356. The average listing price for Single Family in MAITLAND is $1,042,520. To schedule a showing of MLS#o6408698 at 2040 BOBTAIL DRIVE in MAITLAND, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of COLDWELL BANKER REALTY. 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 CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti 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. 2040 BOBTAIL DRIVE
MAITLAND, FL

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