Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your new home in the vibrant Winfield neighborhood. With close to $70,000 in recent upgrades, this spacious 5-bedroom, 2.5-bathroom home offers 2,330 square feet, ideal for those needing extra space. Enjoy cooking in the brand new remodeled kitchen, featuring soft close cabinetry, upgraded fixtures and lighting. You’ll love the three renovated bathrooms too, especially the primary suite which has an extra large soaking tub, dual vanities and high end counters and fixtures. The open floor plan allows natural light to fill the home, showcasing the beautiful wide plank luxury flooring throughout the main living spaces. Step outside to an inviting screened patio, perfect for relaxing or entertaining. Plus the fully fenced backyard is perfect for letting your dogs run free or for a quick game of soccer or tag football. The home is freshly paint inside and out and has new landscaping and fresh sod. Situated near the Maitland Business District and Orlando Sportsplex, you will have quick access to shopping, dining, and entertainment. The Maitland Art Center is also close by. This home suits those wanting a beautiful and serene neighborhood, situated just outside the city bustle, while still being near expressways and top restaurants in Winter Park and Maitland. Make an appointment today!
Property Details
Price:
$525,000
MLS #:
O6395347
Status:
Pending
Beds:
5
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINFIELD UNIT 2
Neighborhood:
32751maitlandeatonville
Listed Date:
Apr 7, 2026
Finished Sq Ft:
2,398
Total Sq Ft:
2,813
Lot Size:
8,098 sqft / 0.19 acres (approx)
Year Built:
1997
See this Listing
Schools
Elementary School:
Lake Sybelia Elem
Middle School:
Lockhart Middle
High School:
Edgewater High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Vinyl
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Walk-In Closet(s)
Laundry Features
Inside
Levels
Two
Exterior
Architectural Style
Traditional
Attached Garage YN
1
Community Features
Deed Restrictions
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
East
Exterior Features
Irrigation System, Rain Gutters, Sidewalk
Fencing
Fenced
Garage Spaces
2
Lot Features
Corner Lot, City Lot, In County, Sidewalk
Open Parking YN
1
Parking Features
Driveway
Patio And Porch Features
Covered, Patio, Porch, Screened
Roof
Shingle
Security Features
Security System Owned, Smoke Detector(s)
Window Features
Blinds
Financial
HOA Fee
$210
HOA Fee Frequency
Annually
HOA Name
Specialty Management Company/Caleb Holloway
HOA Phone
407-647-2622
Tax Year
2025
Taxes
$5,702
Map
Community
- Address1662 BOBTAIL DRIVE MAITLAND FL
- SubdivisionWINFIELD UNIT 2
- CityMAITLAND
- CountyOrange
- Zip Code32751
Subdivisions in MAITLAND
- ADAMS GROVE
- BEG 635 FT E & 430 FT N OF SW COR OF SW1/4 OF NE1/
- BEL AIR ESTATES
- BRANCH TREE
- BRITTANY GARDENS
- CALHOUNS SUB
- CARRINGTON PARK A CONDO
- CHERRYWOOD GARDENS
- CLARKS ADD
- COFFINS SUB
- COOL-MORE SUB
- COOPERS SUB
- DOMMERICH
- DOMMERICH ESTATES
- DOMMERICH ESTATES 1ST ADD
- DOMMERICH ESTATES 2ND ADD
- DOMMERICH ESTATES 3RD ADD
- DOMMERICH ESTATES 4TH ADD
- DOMMERICH HILLS
- DOMMERICH HILLS 1ST ADD
- DOMMERICH HILLS 2ND ADD
- DOMMERICH HILLS 3RD ADD
- DOMMERICH HILLS FIRST 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 WOODS
- FIRST ADD TO CALHOUNS SUB
- FLORIDAHAVEN 1ST ADD
- FOREST BROOK
- FOREST BROOK 5TH SEC
- HAMLET AT MAITLAND
- HIDDEN ESTATES UNIT 2
- HIDDEN ESTATES UNIT 3
- HIGHLAND PARK ESTATES FIRST ADD
- HOLDEN BROS SUB
- INDIAN HILLS UNIT 1 REP
- KEEWIN LEXINGTON PARK
- LAKE COLONY PH 01 REP
- LAKE FAITH VILLAS CONDO
- LAKE MAITLAND MANOR
- LAKE MAITLAND OWL PRESERVE
- LAKE MAITLAND TERRACE APTS
- LAKE SYBELIA COVE
- LAKEWOOD SHORES
- LAKEWOOD SHORES 1ST ADD
- LONG BRANCH SUB
- MADDON COVE 47/24
- MAITLAND CLUB REP
- MAITLAND EXCHANGE
- MAITLAND GROVE
- MAITLAND ISLE
- MAITLAND POINT
- MOORINGS ON LAKE MAITLAND CONDO
- NORTHGATE
- NORTHWOOD HEIGHTS
- OAKLAND SHORES
- OAKLAND SHORES 1ST ADD
- OAKLAND SHORES 3RD ADD REP
- OAKWOOD
- ORANGEDALE PARK REP
- PACKWOODS PLAN/MAITLAND
- PARK LAKE GROVE CONDO
- PARK LAKE GROVE CONDO PH B
- PARK LAKE SHORES
- PARK LAKE TOWNHOUSES
- PARK LAKE TWNHS
- PARK LAKE TWNHS PH 02
- PARK LAKE WOODS CONDO
- POORS ADD
- PRESERVE AT MAITLAND
- REPLAT BLK B POORS ADD
- SCHOOLVIEW ADD
- SHOPPES/MAITLAND
- STONEWOOD
- SUN BAY CLUB CONDO
- SUN BAY CLUB CONDO TOWNHOUSE 7
- SUN BAY CLUB CONDO UNIT 1
- SYBELIA SHORES SECOND ADD
- THOMPSON SUB
- ULTRA VISTA CONDO
- VERSAILLES
- VISCONI WEST
- VISCONTI EAST
- VISCONTI EAST CONDO
- VISCONTI EST
- VISCONTI WEST
- VISCONTI WEST BLDG 3
- VISCONTI WEST BLDG 5
- VISCONTI WEST BLDG 8
- VISCONTI WEST CONDO BLDG 9
- VISCONTI WEST CONDOMINIUM
- WINFIELD
- WOODBRIDGE
Market Summary
Current real estate data for Single Family in MAITLAND as of Apr 25, 2026
82
Single Family Listed
80
Avg DOM
364
Avg $ / SqFt
$1,120,134
Avg List Price
Property Summary
- Located in the WINFIELD UNIT 2 subdivision, 1662 BOBTAIL DRIVE MAITLAND FL is a Single Family for sale in MAITLAND, FL, 32751. It is listed for $525,000 and features 5 beds, 3 baths, and has approximately 2,398 square feet of living space, and was originally constructed in 1997. The current price per square foot is $219. The average price per square foot for Single Family listings in MAITLAND is $364. The average listing price for Single Family in MAITLAND is $1,120,134. To schedule a showing of MLS#o6395347 at 1662 BOBTAIL DRIVE in MAITLAND, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of MAINFRAME REAL ESTATE. 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. 1662 BOBTAIL DRIVE
MAITLAND, FL
