ActiveOpen House
$1,039,000
Est. $6,841/mo

3424 Old Oak Dr, Sarasota, FL, 34239

$760/sqft·Shoreland Woods

3 bd2 ba1,368 sqft1 car garageSingle Family
Listed by EXP REALTY LLC· Last updated · MLS# A4702989

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Est. monthly payment
$6,841/mo
Down payment (20%)
$207,800
Property taxes
$902/mo
Rate assumed
6.8% · 30 yr
View full breakdown

At a glance

Single family
Built 1953
Private pool
Heated
1 car garage
Circular Driveway
9,773 sqft lot
Lot size
1,368 sqft
Living area

Open house

Saturday, Sep 12· 6:00 PM to 9:00 PM

Twilight Open House

About this home

Ceiling Fans(s)Vaulted Ceiling(s)GardenOutdoor ShowerPrivate YardDishwasherDisposalDryer

3424 Old Oak Dr is a 1953-built home in Shoreland Woods, Sarasota. Inside you'll find 3 bedrooms, 2 bathrooms, and 1,368 square feet of living space. Listed at $1,039,000 (about $760/sqft), 20 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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.

The essentials

Built
1953
Price / sqft
$760
On market
22 days
Annual tax
$10,828
Flood zone
X · Low risk
Lot
9,773 sqft
Type
Single Family Residence

Location

3424 Old Oak Dr
Sarasota, FL, 34239·34239 - Sarasota/Pinecraft
Type
Single Family Residence
Year Built
1953
Lot
9,773 sqft
Cooling
Central Air
Heating
Central
Parking
Circular Driveway, Driveway
Pool
Heated, In Ground, Screen Enclosure
Days on Market
22
Ceiling Fans(s)
Vaulted Ceiling(s)
Garden
Outdoor Shower
Private Yard
Dishwasher
Disposal
Dryer
Microwave
Range
Range Hood
Refrigerator
Washer

Elementary

Southside Elementary

Middle

Brookside Middle

High

Sarasota High

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone X

Annual Tax (2025)

$10,828

Parcel #

2039110034

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision

Shoreland Woods

County

Sarasota

MLS Area

34239 - Sarasota/Pinecraft

Lot Size

9,773 sqft

In County
Date
Event
Price
8/20/2026
Listed for sale
Source: Stellar MLS #A4702989
$1,039,000
$760/sqft
Est. monthly payment$6,841/mo
Principal & interest$5,419
Property taxes$902
Insurance$520
Down payment20% · $207,800
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Offer Insights

Choose an offer strength

List price: $1,039,000
$1.00M – $1.04M
96.1% – 100% of listTops out right at the list price
80% of listList price
59 of the last 117 home closings in 34239 landed at this number or higher (50%). The median one sat 63 days before it went under contract, and this one is on day 22.

Sample: 117 closed home sales in 34239 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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