by Global Lifestyle Properties

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$1,039,000
● House - For Sale

3424 OLD OAK DRIVE

SARASOTA, FL 34239
bedrooms
3 Beds
bathrooms
2 Baths
square feet
1,368 Ft²
Upcoming Open House
2PM - 5PM, Sun, Oct 18 -
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$6,005
Est. Monthly

About This Property

A private garden retreat in one of Sarasota's most coveted West of Trail locations.** Nestled among lush tropical gardens and mature landscaping, 3424 Old Oak Drive is a captivating Sarasota bungalow where privacy, character, and effortless coastal living come together.

From the moment you arrive, the home unfolds through a collection of intimate, inviting spaces. A charming front patio beneath a mature, vine-covered pergola offers a welcoming setting for morning coffee or an evening glass of wine. Winding garden paths and established tropical foliage create the feeling of a secluded sanctuary.

The outdoor living experience continues around the heated pool, surrounded by greenery for exceptional privacy. A hot-and-cold outdoor shower adds resort-style convenience-ideal after a relaxing afternoon poolside or a day at nearby Siesta Key Beach. Multiple outdoor gathering areas invite you to follow the sun, unwind in a quiet garden corner, or entertain beneath the Florida sky.

Inside, the three-bedroom, two-bath residence is filled with warmth and personality. Vaulted ceilings enhance the sense of openness, while a wood-burning fireplace creates an unexpected and inviting focal point. French doors connect the interior living spaces to the gardens and pool, creating a seamless flow between indoor and outdoor living.

The home's distinctive character is matched by its exceptional West of Trail location. Just over the North Bridge from Siesta Key, you are minutes from its renowned beaches while remaining conveniently close to Southside Village, Sarasota Memorial Hospital, downtown Sarasota, dining, shopping, arts, and entertainment.

3424 Old Oak Drive offers something increasingly difficult to find: an established tropical setting, mature gardens, exceptional privacy, and authentic Sarasota charm. In a location that keeps the best of the city and coast within easy reach.
Unit Size
1,368 Ft²
Days on Market
41 days
Land Size
0.22 acres
Price per sqft
$760
Property Type
House
Property Taxes
$902
HOA Dues
-
Year Built
1953

Listed By

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Last updated: 7 days ago (Stellar MLS #A4702989)

Price History

Date / Event Date Event Price
Aug 11, 2026 Listed by EXP REALTY LLC $1,039,000
Listed by EXP REALTY LLC
Apr 29, 2026 Price Decreased $1,095,000
↓ $100K (8.4%)
Price Decreased
Mar 31, 2026 Listed by COMPASS FLORIDA LLC $1,195,000
Listed by COMPASS FLORIDA LLC
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.
Apr 5, 2021 Sold
Sold
Nov 27, 2020 No longer available -
No longer available
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Property Highlights

Garage
Air Conditioning
Fireplace
Parking Details
Has Garage
Attached Garage
Has Open Parking
Parking Features: Circular Driveway, Driveway
Garage Spaces: 1
Interior Details
Full Bathrooms: 2
Interior Features: Ceiling Fan(s), Vaulted Ceiling(s), Skylight(s)
Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
Flooring Type: Tile, Vinyl
Door Features: French Doors, Sliding Doors
Laundry Features: Inside
Rooms: 3
Has Fireplace
Fireplace Features: Living Room, Wood Burning
Exterior Details
Square Footage: 1368
Square Footage Source: $0
Property Condition: Completed
Architectural Style: Florida
Year Built: 1953
Building Area Total: 1883
Levels: One
Other Structures: Shed(s)
Building Area Units: Square Feet
Construction Materials: Wood Siding
Patio and Porch Features: Patio
Pool Features: Heated, In Ground, Screen Enclosure
Pool is Private
Lot Features: In County
Lot Size Area: 9773
Lot Size Units: Square Feet
Lot Size Acres: 0.22
Lot Size Square Feet: 9773
Lot Size Dimensions: 114 x 85 x 113 x 87
Tax Lot: 1
Water Source: Public
Financial Details
Tax Annual Amount: $10,828
Lease Considered: Yes
Utilities Details
Cooling Type: Central Air
Heating Type: Central
Sewer : Public Sewer

Building Info

Overview

    General

  • Year Built: 1953
  • Effective Year Built: 2008
  • Building Count: 1
  • Total Rooms: 5
  • Bedroom Count: 3
  • Bathroom Count: 2
  • Full Bathrooms: 2
  • Partial Bathrooms: 2
  • Building Condition: 6
  • Building Quality: 7
  • Construction Type: 17
  • Building Style: 0
  • Exterior Walls Type: 18
  • Interior Walls Type: 6
  • Roof Shape Type: 1
  • Roof Cover Type: 15
  • Floor Count: 100
  • Living Units: 1
  • Floor Cover: 11
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 3
  • Garage Square Area: 262
  • Parking Space Count: 1
  • Patio Type: 5
  • Porch Type: 102
  • Pool Type: 8
  • Location Influence Type: 125

    Dimensions

  • Lot Size Square Feet: 9,773
  • Lot Size Depth Feet: 1,150
  • Lot Size Frontage Feet: 870
  • Total Building Area: 1,368
  • Gross Building Area: 1,368
  • Building Area: 1,368
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 3
  • Heated Square Feet: 1,368
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 1
  • Water Service: 2

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: SHORELAND WOODS SUB
  • Land Acres: 0000000224
  • Standard Land Use Code: 1001
  • County Land Use Code: 0100
  • State Land Use Code: 001
  • Legal Description 1: 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

Neighborhood

  • School District Name: Sarasota County School District
  • School Tax School District: T02 T02D A055
  • Census Tract: 000601

Zoning

  • Zoning: RSF2

Geography

  • Assessors Map Reference: 22
  • Account Number: 2039110034
  • Subdivision Tract Number: 784
  • Parcel: 2039-11-0034
  • Lot: 1
  • Meridian: SEC 31 TWN 36S RNG 18E
  • Municipality: CITY OF SARASOTA
  • Latitude: 27.3029
  • Longitude: -82.5387

    Address

  • Full Address: 3424 Old Oak Dr
  • Address - House Number: 3424
  • Address - Street Name: Old Oak
  • Address - Suffix Type: Dr
  • State: FL
  • City Name: Sarasota
  • Carrier Code: C084
  • 4-Digit Zip Code: 5837
  • Zip Code: 34239

Valuation

    Tax

  • Total Area: 1,883
  • Tax Year: 2023
  • Tax Amount: $1,028,401
  • Tax Rate Code Area: 0200

    Appraisal Valuation

  • Standard Deviation: 0.1643
  • Valuation Date: Jan 10, 2024
  • Confidence Score: 79
  • Final Value: 977,625
  • High Value: 1,138,263
  • Low Value: 816,987

    Market Valuation

  • Market Total Value: $769,800
  • Market Land Value: $510,600
  • Market Improvement Value: $259,200

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $720,176

    Exemptions

  • Homeowner Exemption: Yes

    Sales

  • Current Sale Contract Date: Mar 29, 2021
  • Current Sale Recording Date: Apr 05, 2021
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 2021060206
  • Previous Sale Recording Date: Nov 01, 2012
  • Previous Sale Contract Date: Oct 30, 2012
  • Previous Sale Amount: $280,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Shoreland Woods


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Frequently Asked Questions

When was property at 3424 Old Oak Drive built and last sold?
The property at 3424 Old Oak Drive was built in 1953 and last sold on Mar 29, 2021 for $650,000.
How much is this home worth?
The estimated value of the home located at 3424 Old Oak Drive is $1,020,084.
What are some comparable homes to 3424 Old Oak Drive?
There are currently no comparable homes to 3424 Old Oak Drive.