3331 OLD OAK DRIVE Sarasota, FL $ 1,995,000
3331 OLD OAK DRIVE
$ 1,995,000
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3331 OLD OAK DRIVE

Sarasota, FL, 34239
$ 1,995,000
Bedrooms4 Baths3.1 Sq 2,483

Monthly Estimate*

$ 12,446

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Single Family Home for sale in Sarasota, FL

for $1,995,000 with 4 bedrooms and 3 full baths, 1 half bath. This 2,483 square foot home was built in 1950 on a lot size of 0.36.

A private, gated masterpiece where Old Florida romance meets modern coastal luxury. Tucked within the coveted West of the Trail enclave, this exquisitely reimagined estate delivers a rare blend of architectural heritage, refined craftsmanship, and elevated contemporary living. Beyond the stately motorized wrought-iron gate, a sweeping brick-paver drive meanders beneath towering live oaks, setting an unforgettable first impression of timeless elegance and privacy. Wrapped in a freshly painted pecky cypress façade and crowned by a newer standing-seam metal roof, the residence honors classic Florida design while embracing today’s luxury standards. Inside, a welcoming foyer unfolds into an airy, open-concept living space anchored by rich natural wood floors and impeccable finishes throughout. A dramatic dual-sided stone fireplace creates a striking focal point between the living and dining areas, while a sophisticated dry bar sets the stage for effortless entertaining. A private office—thoughtfully positioned away from the main living areas—offers flexibility as a refined workspace or guest retreat, complete with an adjacent half bath. At the heart of the home, the chef’s kitchen is nothing short of spectacular, featuring premium stainless steel appliances, a natural gas range, custom cabinetry, designer backsplash, and an oversized marble island that commands attention. A built-in coffee bar adds a touch of indulgence, while French doors invite the outdoors in. Step into a resort-inspired sanctuary where a heated saltwater pool and spa shimmer beneath a newly installed panoramic screen enclosure. Entertain with ease in the fully equipped summer kitchen, complete with stainless gas grill, vent hood, and prep station, or gather around the gas fire pit for evenings under the palms. A newly updated outdoor shower with hot and cold water enhances the spa-like ambiance, while the expansive, lushly landscaped yard offers exceptional privacy and room to relax, play, or unwind. The primary suite is a true retreat, featuring three generous closets, a cozy fireplace, and French doors opening directly to the lanai for seamless indoor-outdoor living. The spa-inspired en-suite bath showcases luxurious finishes, custom vanities, and a walk-in shower designed for pure relaxation. Additional highlights include a spacious laundry room, oversized two-car garage, and curated architectural lighting that bathes the estate in a warm, elegant glow at dusk. Perfectly located just minutes from the Siesta Key North Bridge and the boutiques and dining of Southside Village, this property offers the rare balance of serene seclusion and coastal convenience. Situated outside of a flood zone—with flood insurance optional—this estate represents both luxury and peace of mind.

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Single Family Active

Price

$ 1,995,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 18,715

Style

Florida

Lot Size

0.36

Year Built

1950

Town/City

Sarasota

County/Region

Sarasota

MLS | Web ID

A4675449

Features
General
Sewer Public Sewer
Heating Central Electric Natural Gas Zoned
Cooling Central Air Zoned
Utilities BB/HS Internet Available Natural Gas Available Public Sprinkler Well
Possession Close Of Escrow
Roof Metal
Appliances Bar Fridge Built-In Oven Dishwasher Disposal Dryer Microwave Range Refrigerator Washer
Zoning RSF2
Garage Spaces 2
Patio/Porch Features Deck Enclosed Patio Porch Screened
Architectural Style Florida
Pool Features Heated In Ground Salt Water
Construction Materials Wood Frame
Year Built 1950
View Trees/Woods
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
County Sarasota
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name SHORELAND WOODS SUB
Facing Direction West
Garage Y/N true
Other Structures Other Outdoor Kitchen
Total Rooms 8
Full Baths 3
Status Active
Directions spring creek to old oak. home is on the left.
City SARASOTA
Senior Community Y/N false
MLS Area 34239 - Sarasota/Pinecraft
Lot Size Units Square Feet
Lot Size Square Feet 15557
Carport Y/N false
Listing Terms Cash Conventional
Spa Features Heated
Land Lease Y/N false
Tax Annual Amount 18715
Home Warranty Y/N false
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://tours.srq360media.com/mls/169103981
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 34
Legal Description PORTION OF LOT 34 BEING DESC AS COM AT NW COR OF SAID LOT 34 TH S-12-25-W 14.28 FT FOR POB TH CONT S-12-25-W 130 FT TO SW COR OF SAID LOT TH N-89-00-E 135.01 FT TO SE COR OF SAID LOT TH
Minimum Lease 2 Weeks
Water Access Y/N false
Additional Rooms Inside Utility
Water View Y/N false
Flood Zone Code X500
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Interior
Interior Amenities Ceiling Fan(s) Dry Bar Living Room/Dining Room Combo Open Floorplan Skylight(s) Solid Surface Counters Solid Wood Cabinets Split Bedroom Walk-In Closet(s)
Flooring Hardwood
Furnished Y/N Unfurnished
Fireplace Features Electric Gas Living Room Master Bedroom
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Inside Laundry Room
Total Bedrooms 4
Total Baths 4
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Exterior
Exterior Amenities French Doors Irrigation System Lighting Outdoor Kitchen Outdoor Shower Rain Gutters
Vegetation Mature Landscaping
Fencing Fenced
Parking Features Boat Driveway Garage Door Opener Guest Oversized Workshop in Garage
Lot Features City Lot Landscaped Private
Water Source Public
Lot Size Area 15557
Foundation Details Crawlspace
Spa true
Building Area Total 3453
Lot Size Acres 0.36
Road Surface Type Paved
Private Pool true
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Compass Florida Llc

Broker

Adnan.dedic@compass.com

Email

Affordability Calculator

$14,006
Per Month
89%
11%
0%
Monthly Principal & Interest
$12,446
Monthly Property Taxes
$1,560
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
12/29/2025$1,995,000 Listed Price

Map


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3331 OLD OAK DRIVE, Sarasota, FL, 34239 is a Single Family Home for sale at $1,995,000 with 2,483 sqft and a lot size of 0.36. 3331 OLD OAK DRIVE has 4 bedrooms, 3.1 baths, and was built in 1950. The property's zip code is 34239 which is in Sarasota, FL