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$1,195,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,368 Sq. Ft.
  • Updated 4 days ago
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Craving a low-maintenance, island-inspired lifestyle just moments from sparkling open water, world-famous beaches, and Sarasota's most coveted destinations? This quaint Florida bungalow located in west of trail delivers the perfect blend of charm, location, and effortless living-just minutes to Siesta Key and steps from the coastal lifestyle you've been dreaming of. Tucked away in one of Sarasota's most desirable "West of the Trail" neighborhoods, 3424 Old Oak Dr has been thoughtfully redesigned to preserve its original character while introducing timeless, modern updates. From the moment you arrive, the lush tropical landscaping, winding garden paths, and private courtyard-style entry create a warm, inviting ambiance that feels like your own hidden oasis. Inside, the home showcases a light-filled, airy design highlighted by vaulted wood-beam ceilings, soft coastal tones, and an open-concept layout that seamlessly blends comfort and style. The beautifully updated kitchen features granite countertops, open shelving, stainless steel appliances, and designer finishes, creating a space that is both functional and visually stunning. The living area centers around a charming wood-burning fireplace, adding warmth and character, while French doors invite natural light and connect indoor and outdoor living spaces effortlessly. The home offers flexible living spaces ideal for a primary residence, seasonal retreat, or income-producing property. Each room reflects a curated, coastal aesthetic with tasteful updates while maintaining the home's unique bungalow charm. Step outside to your private backyard sanctuary, where a screened-in heated pool is surrounded by mature tropical landscaping, creating a serene and secluded environment perfect for relaxing or entertaining. An outdoor shower adds to the coastal lifestyle experience, while multiple seating areas and garden spaces enhance the home's tranquil, resort-like feel. Located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and top-rated dining and shopping, this home offers unmatched convenience paired with a laid-back coastal lifestyle. Rarely does a property combine location, charm, income potential, and lifestyle so seamlessly. This is your opportunity to own a truly special Sarasota bungalow where every day feels like a vacation.

Full Property Details for 3424 Old Oak Dr

General

  • Price: $1,195,000
  • Taxes: $10,828 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4688216
  • Updated: 3/31/2026
  • Added to Site: 4 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 3
  • Interior Features: Ceiling Fan(s), Skylight(s), Vaulted Ceiling(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, In Ground, Screen Enclosure

Exterior

  • Exterior Features: French Doors, Garden, Outdoor Shower, Private Yard, Sliding Doors
  • Deck/Patio: Patio
  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Covered Spaces: 1
  • Parking Features: Driveway

Location

  • Area: 34239 - Sarasota/Pinecraft
  • County: Sarasota
  • Development Name: 34239 - Sarasota/Pinecraft
  • Subdivision: SHORELAND WOODS
  • Driving Directions: From downtown Sarasota, head south on Tamiami Trail (US-41) and turn right onto Bahia Vista Street, then continue west toward Old Oak Drive. Turn left onto Old Oak Drive and follow it into the Shoreland Woods neighborhood. The property at 3424 Old Oak Dr will be on your right.
  • Direction Faces: South

School Information

  • Elementary School: Southside Elementary
  • Middle School: Brookside Middle
  • High School: Sarasota High

Community

  • Community Name: 34239 - Sarasota/Pinecraft

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

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

Structural Information

  • Architectural Info: Florida
  • Architectural Style: Florida
  • Exterior Const.: Wood Frame
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,368
  • Sq. Ft. Source: Public Records
  • Year Built: 1953

Lot Features

  • Lot Size (Acres): 0.22
  • Lot Size (Sq. Ft.): 9,773
  • Lot Size: 9773
  • Lot Dimensions: 114 x 85 x 113 x 87
  • Street/Road Desc.: Paved
  • Fencing (Description): Fenced, Wood

Financial Considerations

  • Tax Amount: $10,828.47
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BEG AT NW INTRS OF W R/W LINE OF OLD OAK DR & N R/W LINE OF SIESTA KEY RD TH N 03-36-30 E 85 FT TH N 86-23-30 W 115 FT TH S 03-36-30 W TO A PT ON N R/W LINE OF SIESTA KEY RD TH E ALG N R/W LINE OF
  • Flood Zone Info: AE
  • APN: 2039110034
  • Property ID: 2039110034

Listed by Compass Florida Llc

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Listing agent

— 3424 Old Oak Dr —

  • Compass Florida Llc

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 3424 Old Oak Dr

School District:Sarasota County School District
NameGradesDistance
Southside Elementary School, Sarasota, FL
1901 Webber Street, Sarasota, FL 34239
PK-50.6 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-80.9 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-121.7 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 3424 Old Oak Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/31/2026
Listed
$1,195,000
83.85%
MLS
3/29/2021
Sold
$650,000
—
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 3424 Old Oak Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,918
3%
$773,800
4%
2024
$10,562
3%
$741,781
3%
2023
$10,284
72%
$720,176
75%
2021
$5,966
-41%
$411,091
-41%
2022
$10,061
69%
$699,200
72%
2021
$5,966
2%
$405,415
2%
2019
$5,872
-11%
$396,300
-10%
2018
$6,590
—
$440,200
1%
2017
$6,610
3%
$436,200
4%
2016
$6,444
10%
$420,000
33%
2015
$5,875
15%
$316,016
10%
2014
$5,108
27%
$287,287
29%
2013
$4,034
—
$223,400
—
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.

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

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NMLS#: 1598647

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Listed by Compass Florida Llc

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3424 Old Oak Drive, Sarasota, FL 34239 (MLS# A4688216) is a Single Family property with 3 bedrooms and 2 full bathrooms. 3424 Old Oak Drive is currently listed for $1,195,000 and was received on March 31, 2026. Want to learn more about 3424 Old Oak 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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