Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$524,999 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,344 Sq. Ft.
  • Updated 30 minutes ago
See This Home
Save This Home
See This Home
Save This Home
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.

Full Property Details for 1776 Bobtail Dr

General

  • Price: $524,999
  • HOA FEE: $17/month
  • HOA FEE FREQ.: Semi-Annually
  • Taxes: $2,577 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: G5110747
  • Updated: Today (4/9/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 9
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Kitchen and Family Room Combination, 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
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room, Upper Level

Additional Information

  • Security/Safety: Security System

Exterior

  • Exterior Features: French Doors, Irrigation System, Rain Gutters
  • Deck/Patio: Rear Porch
  • Porch/Patio/Deck: Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 32751 - Maitland / Eatonville
  • County: Orange
  • Development Name: 32751 - Maitland / Eatonville
  • Subdivision: WINFIELD
  • Driving Directions: Driving Directions: Take I-4 to the Maitland Blvd (SR-414) exit. Head west on Maitland Blvd. Turn left onto Maitland Summit Blvd (Wendy’s on the corner). Continue straight to the end of the road into the Winfield community. Turn right onto Bobtail Drive. Follow Bobtail — 1776 Bobtail Drive will be on your 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
  • Community Features: Community Mailbox, Playground
  • Association: Yes
  • Assoc. Name: Specialty Mgmt/Cathy Wasson
  • Assoc. Fees Include: Maintenance Grounds
  • Pet Restrictions: PROSPECTIVE BUYER MUST CONFIRM DIRECTLY WITH THE HOA MANAGEMENT COMPANY ON ALL PET REQUIREMENTS AND RESTRICTIONS.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Solar, Sprinkler Meter, Street Lights, Water Connected

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds, Drapes, Tinted Windows
  • Stories/Levels: Two
  • Square Feet: 2,344
  • Sq. Ft. Source: Public Records
  • Year Built: 1998

Lot Features

  • Lot Size (Acres): 0.12
  • Lot Size (Sq. Ft.): 5,257
  • Lot Size: 5257
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Fenced, Vinyl

Financial Considerations

  • Association Fee: $102
  • Assoc Fee Freq.: Semi-Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $2,577.73
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINFIELD UNIT 2 36/114 LOT 114
  • Flood Zone Info: X
  • APN: 272129935601140
  • Property ID: 272129935601140
  • Block/Lot/Section: 1

Listed by The Florida Property Shop Sale

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 1776 Bobtail Dr —

  • The Florida Property Shop Sale

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1776 Bobtail Dr

School District:Orange County School District
NameGradesDistance
Lake Sybelia Elementary School
600 Sandspur Road, Maitland, FL 32751
K-52.1 mi
Lockhart Middle School
3411 Doctor Love Rd, Orlando, FL 32810
6-81.2 mi
Edgewater High School
3100 Edgewater Drive, Orlando, FL 32804
9-123.5 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 1776 Bobtail Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/09/2026
Listed
$524,999
218.18%
MLS
12/12/2001
Sold
$165,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1776 Bobtail Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,495
—
$203,638
3%
2024
$2,495
5%
$197,899
3%
2023
$2,380
6%
$192,135
6%
2021
$2,255
-2%
$181,106
-3%
2022
$2,292
2%
$186,539
4%
2021
$2,255
2%
$178,606
2%
2019
$2,214
1%
$174,590
2%
2018
$2,194
1%
$171,335
2%
2017
$2,164
1%
$167,811
2%
2016
$2,136
-2%
$164,359
1%
2015
$2,177
1%
$163,216
2%
2014
$2,154
4%
$159,825
2%
2013
$2,079
—
$157,463
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1776 Bobtail Dr

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by The Florida Property Shop Sale

Similar Properties near 1776 Bobtail Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

140 E Faith Terrace, Maitland, FL 32751 - Photo 1
$540,000
Open House

140 E Faith Terrace  Maitland, FL 32751

  • Single Family
  • Active
  • Updated 8 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,748
    Sq. Ft.
Listed by Lpt Realty Llc
4190 Bear Gully Rd, Winter Park, FL 32792 - Photo 1 Price Reduced
-$5,000 (-0.94%)
$524,900

4190 Bear Gully Rd  Winter Park, FL 32792

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,058
    Sq. Ft.
Listed by Advance Realty & Management Llc
1252 Ash Tree Cv, Casselberry, FL 32707 - Photo 1
$529,000

1252 Ash Tree Cv  Casselberry, FL 32707

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,412
    Sq. Ft.
Listed by Charles Rutenberg Realty Orlando and Keller Williams Realty At The Lakes
1251 Ash Tree Cv, Casselberry, FL 32707 - Photo 1
$519,000

1251 Ash Tree Cv  Casselberry, FL 32707

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,412
    Sq. Ft.
Listed by Charles Rutenberg Realty Orlando and Keller Williams Realty At The Lakes

Just Listed near 1776 Bobtail Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2102 Winnebago Trail, Fern Park, FL 32730 - Photo 1 Just Listed
$545,000

2102 Winnebago Trail  Fern Park, FL 32730

  • Single Family
  • Active
  • Updated 21 hours ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,807
    Sq. Ft.
Listed by Flatfee.Com
752 Howland Ln, Altamonte Springs, FL 32701 - Photo 1 Just Listed
$235,000
Open House

752 Howland Ln  #114  Altamonte Springs, FL 32701

  • Townhouse
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 966
    Sq. Ft.
Listed by Ketia Cayo (321) 400-3537
250 Cortland Ave, Winter Park, FL 32789 - Photo 1 Just Listed
$950,000

250 Cortland Ave  Winter Park, FL 32789

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 2,114
    Sq. Ft.
Listed by Creegan Group
629 Mariner Way, Altamonte Springs, FL 32701 - Photo 1 Just Listed
$1,175,000
Open House

629 Mariner Way  Altamonte Springs, FL 32701

  • Single Family
  • Active
  • Updated 20 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 3,414
    Sq. Ft.
Listed by Watson Realty Corp

Price Reduced near 1776 Bobtail Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

155 Fallwood St, Fern Park, FL 32730 - Photo 1 Price Reduced
-$3,696 (-0.97%)
$378,299

155 Fallwood St  Fern Park, FL 32730

  • Townhouse
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,982
    Sq. Ft.
Listed by All Florida Realty Group
3 Escondido Cir, Altamonte Springs, FL 32701 - Photo 1 Price Reduced
-$2,400 (-1.5%)
$157,500
Open House

3 Escondido Cir  #8  Altamonte Springs, FL 32701

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,341
    Sq. Ft.
Listed by Lois Vonderbecke (407) 416-3277 and Adam Stone (407) 230-6967
2501 Tahoe Cir, Winter Park, FL 32792 - Photo 1 Price Reduced
-$10,000 (-3.71%)
$259,900

2501 Tahoe Cir  Winter Park, FL 32792

  • Condo
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,495
    Sq. Ft.
Listed by Mya Adloo (678) 923-9460
672 Post Oak Cir, Altamonte Springs, FL 32701 - Photo 1 Price Reduced
-$30,000 (-12.77%)
$205,000

672 Post Oak Cir  #106  Altamonte Springs, FL 32701

  • Condo
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 1,638
    Sq. Ft.
Listed by Re/Max 200 Realty and Tamara Mazo Ferro (407) 840-7574

Recent Sales near 1776 Bobtail Dr

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2133 Falkner Rd, Maitland, FL 32751 - Photo 1 Sold
$458,000

2133 Falkner Rd  Maitland, FL 32751

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 1,779
    Sq. Ft.
Listed by Lpt Realty, Llc
Sold by Olympus Executive Realty Inc
2133 Korat Ln, Maitland, FL 32751 - Photo 1 Sold
$455,000

2133 Korat Ln  Maitland, FL 32751

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,359
    Sq. Ft.
Listed by Fusilier Realty Group
Sold by The Agency Orlando
1938 Michael Tiago Ct, Maitland, FL 32751 - Photo 1 Sold
$475,000

1938 Michael Tiago Ct  Maitland, FL 32751

  • Townhouse
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,708
    Sq. Ft.
Listed by Robin Mitchell Realty
Sold by Keller Williams Winter Park
305 S Chase Ct, Altamonte Springs, FL 32714 - Photo 1 Sold
$565,000

305 S Chase Ct  Altamonte Springs, FL 32714

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 1,972
    Sq. Ft.
Listed by Keller Williams Winter Park
Sold by Re/Max Town & Country Realty

1776 Bobtail Drive, Maitland, FL 32751 (MLS# G5110747) is a Single Family property with 4 bedrooms and 3 full bathrooms. 1776 Bobtail Drive is currently listed for $524,999 and was received on April 09, 2026. Want to learn more about 1776 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.

Tour this property