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$372,000
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Property Description
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
Full Property Details
Full Property Details for 2040 Bobtail Dr
General
- Sold For: $372,000
- HOA FEE: $18/month
- HOA FEE FREQ.: Semi-Annually
- Taxes: $3,096 (2025)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6408698
- Added to Site: 45 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 10
- Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen and Family Room Combination, Open Floorplan, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
- Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Refrigerator, Touchless Faucet, Washer, Water Filtration System
- Furnishings: Unfurnished
- Flooring: Ceramic Tile, Laminate
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Laundry Room
Exterior
- Exterior Features: Lighting, Rain Gutters, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Enclosed, Front Porch, Rear Porch, Screened
- Porch/Patio/Deck: Covered, Enclosed, Front Porch, Rear Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway
Location
- Area: 32751 - Maitland / Eatonville
- County: Orange
- Development Name: 32751 - Maitland / Eatonville
- Subdivision: WINFIELD UT 1
- Driving Directions: From I-4 take West Maitland Blvd (414) West, Left on Maitland Summit Blvd, Left on Bobtail Drive. House on Left.
- Direction Faces: North
School Information
- Elementary School: Lake Sybelia Elem
- Middle School: Lockhart Middle
- High School: Edgewater High
Community
- Community Name: 32751 - Maitland / Eatonville
- Association: Yes
- Assoc. Name: Winfield Homeowners Association
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Street Lights, Underground Utilities, Water Connected
Structural Information
- Architectural Info: Florida
- Architectural Style: Florida
- Exterior Const.: Block, Concrete, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 1,382
- Sq. Ft. Source: Public Records
- Living Area: 1,382 Sq. Ft.
- Year Built: 1998
Lot Features
- Lot Size (Acres): 0.12
- Lot Size (Sq. Ft.): 5,167
- Lot Size: 5167
- Frontage: Private Road
- Street/Road Desc.: Paved
- Fencing (Description): Masonry, Wood
Financial Considerations
- Association Fee: $105
- Assoc Fee Freq.: Semi-Annually
- Assoc Fee Desc.: Required
- Tax Amount: $3,096.55
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINFIELD UNIT 1 34/77 LOT 31
- Flood Zone Info: X
- APN: 272129946900310
- Property ID: 272129946900310
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Schools
Schools serving 2040 Bobtail Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Lake Sybelia Elementary School 600 Sandspur Road, Maitland, FL 32751 | K-5 | 2 mi |
Lockhart Middle School 3411 Doctor Love Rd, Orlando, FL 32810 | 6-8 | 1.2 mi |
Edgewater High School 3100 Edgewater Drive, Orlando, FL 32804 | 9-12 | 3.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 2040 Bobtail Dr
Date
Details
Price
Change
Source
6/24/2026
Sold
$372,000
0.54%
MLS
5/19/2026
Listed
$370,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
2040 Bobtail Drive, Maitland, FL 32751 (MLS# O6408698) is a Single Family property that was sold at $372,000 on June 24, 2026. This property was listed by Michael Wathen from our Winter Springs / Oviedo Office.Want to learn more about 2040 Bobtail Drive? Do you have questions about finding other Single Family real estate for sale in Maitland? You can browse all Maitland real estate or contact a Coldwell Banker agent to request more information.


