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
- 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 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 $1,122,442. To schedule a showing of MLS#o6395347 at 1662 BOBTAIL DRIVE in MAITLAND, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
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 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. 1662 BOBTAIL DRIVE
MAITLAND, FL

