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$500,000 -$25,000 (-4.76%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,899 Sq. Ft.
  • Updated 3 days ago
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Located in one of Sarasota's best-kept secrets, Cathedral Oak Estates, this 3-bedroom, 2-bathroom home sits on a spacious 13,214 sq ft fenced lot on a quiet oak canopied cul-de-sac just a short walk to Legacy Trail. Not in a flood zone and no HOA, this centrally located property offers convenient access to downtown Sarasota, UTC, I-75, and the beaches. Lovingly maintained, the home has endless potential with room for your personal updates and design touches. The oversized driveway and 2-car garage provide plenty of space for a boat, RV, or work vehicles. Recent improvements include a new shingle roof with third nail retrofitting (2024) and sewer pipes lined (2024) with a 10-year warranty. Updated homes in the neighborhood have recently sold for approximately $365 sq ft, making this a fantastic opportunity to update and build equity.

Full Property Details for 2749 Greendale Dr

General

  • Price: $500,000
  • Taxes: $4,248 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4692947
  • Updated: 10/7/2026
  • Added to Site: 148 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 6
  • Interior Features: Eating Space In Kitchen, Primary Bedroom Main Floor, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room
  • Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, In Garage, Washer Hookup

Exterior

  • Exterior Features: Other
  • Deck/Patio: Covered, Screened
  • Porch/Patio/Deck: Covered, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 34232 - Sarasota/Fruitville
  • County: Sarasota
  • Development Name: 34232 - Sarasota/Fruitville
  • Subdivision: CATHEDRAL OAKS ESTATES
  • Driving Directions: From downton Sarasota take S. Tamiami Trail, turn left on Webber St., turn left on Greendale Dr.
  • Direction Faces: West

School Information

  • Elementary School: Brentwood Elementary
  • Middle School: McIntosh Middle
  • High School: Sarasota High

Community

  • Community Name: 34232 - Sarasota/Fruitville

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Phone Available, Public, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Stone
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,899
  • Sq. Ft. Source: Public Records
  • Year Built: 1981

Lot Features

  • Lot Size (Acres): 0.3
  • Lot Size (Sq. Ft.): 13,214
  • Lot Size: 13214
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Chain Link

Financial Considerations

  • Tax Amount: $4,248.08
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 21 CATHEDRAL OAKS ESTATES
  • Flood Zone Info: X
  • APN: 60150003
  • Property ID: 60150003

Listed by Dalton Wade Inc

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Listing agent

— 2749 Greendale Dr —

  • Dalton Wade Inc

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 2749 Greendale Dr

School District:Sarasota County School District
NameGradesDistance
Brentwood Elementary School, Sarasota, FL
2500 Vinson Avenue, Sarasota, FL 34232
PK-50.9 mi
Mcintosh Middle School
701 McIntosh Road, Sarasota, FL 34232
6-81.7 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-122.6 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 2749 Greendale Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/07/2026
Price Reduced
$500,000
-4.76%
MLS
6/24/2026
Price Reduced
$525,000
-4.55%
MLS
5/15/2026
Listed
$550,000
28.84%
MLS
4/12/2024
Sold
$426,900
—
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 2749 Greendale Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,419
—
$345,600
32%
2024
$3,419
4%
$261,380
3%
2023
$3,275
4%
$253,767
6%
2021
$3,156
—
$239,200
-3%
2022
$3,160
—
$246,376
12%
2021
$3,156
65%
$219,700
58%
2019
$1,912
3%
$139,210
2%
2018
$1,854
1%
$136,614
2%
2017
$1,843
1%
$133,804
2%
2016
$1,822
-1%
$131,052
1%
2015
$1,846
—
$130,141
1%
2014
$1,838
—
$129,108
2%
2013
$1,834
—
$127,200
—
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 2749 Greendale Dr

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*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

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Listed by Dalton Wade Inc

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2749 Greendale Drive, Sarasota, FL 34232 (MLS# A4692947) is a Single Family property with 3 bedrooms and 2 full bathrooms. 2749 Greendale Drive is currently listed for $500,000 and was received on May 15, 2026. Want to learn more about 2749 Greendale Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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