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You are here: Home / 3424 OLD OAK DRIVE, SARASOTA, FL, 34239

3424 OLD OAK DRIVE, SARASOTA, FL, 34239

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$1,195,000
New Listing

3424 OLD OAK DRIVE
SARASOTA, FL 34239

For Sale|Single Family Residence|Active
3
Beds
2
Total Baths
2
Full Baths
1,368
SqFt
$874
/SqFt
1953
Built
Subdivision:
SHORELAND WOODS
County:
Sarasota
Call Now: 941-421-7375
Is this the listing for you? We can help make it yours.
941-421-7375
3424 OLD OAK DRIVE3424 OLD OAK DRIVE3424 OLD OAK DRIVE3424 OLD OAK DRIVE
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Monthly Payment (Est.)

$5,452
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.
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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.

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Listing Snapshot
Price 
$1,195,000
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
1,368 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
0.22 Acres
Year Built 
1953
MLS® Number 
A4688216
Status 
Active
Property Tax 
$10,828.47
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
React
Invite
Recent Activity
3 hours agoListing updated with changes from the MLS®
6 hours agoListing first seen on site
General Features
Acres 
0.22
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
1
Levels 
One
Number Of Stories 
1
Parking 
DrivewayAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
1883
Style 
Florida
Utilities 
Cable AvailableElectricity ConnectedWater Connected
Water Source 
Public
Zoning 
RSF2
Interior Features
Appliances 
DishwasherDisposalDryerMicrowaveRangeRange HoodRefrigeratorWasher
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Living RoomWood Burning
Flooring 
TileVinyl
Furnished 
Unfurnished
Heating 
Central
Interior 
Vaulted Ceiling(s)
Laundry Features 
Inside
Window Features 
Skylight(s)
Kitchen 
Dimensions - 16x10Level - First
Living Room 
Dimensions - 21x12Level - First
Master Bedroom 
Dimensions - 14x12Level - First
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Exterior Features
Construction Details 
Frame
Exterior 
GardenOutdoor ShowerPrivate Yard
Fencing 
FencedWood
Patio And Porch 
Patio
Pool Features 
HeatedIn GroundScreen EnclosurePrivate
Private Pool 
Yes
Roof 
Shingle
Windows/Doors 
Skylight(s)
Community Features
Financing Terms Available 
CashConventional
MLS Area 
34239 - Sarasota/Pinecraft
Roads 
Paved
Township 
36S
Schools
School District
Unknown
Elementary School
Southside Elementary
Middle School
Brookside Middle
High School
Sarasota High
Listing courtesy of COMPASS FLORIDA LLC (941) 726-2917



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-03-31 05:39 PM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Powered by Showcase IDX, a Constellation1 Company
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The Wendy Lynn Group Sarasota exp Realty

  • 1300 Main Street, Sarasota, FL 34236
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The Wendy Lynn Group Sarasota exp Realty

  • 1300 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • info@sunnysarasotahomes.com

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Wendy Lynn on X

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
10h 2038953234790818108

Siesta Key remains one of Florida�s most recognizable coastal destinations.,#SiestaKey,

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Siesta Key : A Most Distinguished Island with Homes for Sale & Condos

Siesta Key is a Most Distinguished Island with Homes for Sale & Condos. Waterfront estates, beachfront condominium t...

www.sunnysarasotahomes.com

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
30 Mar 2038590863593337331

Serious sellers prepare before listing � not after. Strategy starts with understanding value.,#HomeSelling,https://www.wendylynngroup.com/seller/valuation/

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
27 Mar 2037503683273859460

Palmetto offers affordability with access to the riverfront and growing development corridors.,#PalmettoFlorida,

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Palmetto offers Homes for Sale & Condos in a Thriving City

Palmetto offers Homes for Sale & Condos in a Thriving City. Waterfront real estate, maintenence free neighborhoods &...

www.sunnysarasotahomes.com

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
26 Mar 2037259469168795772

Thank you so much for the review! So greatly appreciated!!!

https://rma.reviews/l02sti70s0mk

...
#sold #wendylynngroup #realtor #sarasota #bradenton #srq #lwr #realestate #clientreview 5★★★★★Professional, efficient and totally committed to her clientsRateMyAgent🛌 4 🛀 3 🚘...

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Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
26 Mar 2037141298897998087

Maintenance-free communities are increasingly popular among second-home buyers and downsizers.,#MaintenanceFreeLiving,

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Maintenance Free Homes for Sale Manatee & Sarasota County

Maintenance Free Homes for Sale Manatee & Sarasota County

www.sunnysarasotahomes.com

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
25 Mar 2036778933467623465

"Inventory levels are improving in Bradenton and Ellenton, creating more balanced conditions.",#MarketUpdate,https://www.wendylynngroup.com/market-report.php

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