3331 OLD OAK DRIVE SARASOTA FL 34239 MLS #A4675449

3331 OLD OAK DRIVE
SARASOTA, FL, 34239
$1,950,000
4 Beds
3.5 Baths
2,483 SqFt
0.36 Acres
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MLS #A4675449 image #0
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.

Property Details

Price:
$1,950,000
MLS #:
A4675449
Status:
Active
Beds:
4
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SHORELAND WOODS SUB
Neighborhood:
34239sarasotapinecraft
Listed Date:
Dec 29, 2025
Finished Sq Ft:
2,483
Total Sq Ft:
3,453
Lot Size:
15,557 sqft / 0.36 acres (approx)
Year Built:
1950
FloridaPool34239 – Sarasota/pinecraft34239sarasotapinecraftShoreland Woods SubTrees/woodsPlease Contact The City Of Sarasota To Verify Any And All Lease Restrictions.2 Weeks

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Schools

Interior

Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Hardwood
Heating
Central, Electric, Natural Gas, Zoned
Interior Features
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)
Laundry Features
Inside, Laundry Room
Levels
One

Exterior

Architectural Style
Florida
Attached Garage YN
1
Construction Materials
Wood Frame
Covered Spaces
2
Direction Faces
West
Exterior Features
French Doors, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower, Rain Gutters
Fencing
Fenced
Garage Spaces
2
Lot Features
City Lot, Landscaped, Private
Open Parking YN
1
Other Structures
Other, Outdoor Kitchen
Parking Features
Boat, Driveway, Garage Door Opener, Guest, Oversized, Workshop in Garage
Patio And Porch Features
Deck, Enclosed, Patio, Porch, Screened
Roof
Metal
Spa Features
Heated
View
Trees/Woods

Financial

Tax Year
2025
Taxes
$18,715

Map

Community

Subdivisions in SARASOTA

Market Summary

Current real estate data for Single Family in SARASOTA as of May 06, 2026
2,229
Single Family Listed
112
Avg DOM
489
Avg $ / SqFt
$1,503,098
Avg List Price

Property Summary

    Located in the SHORELAND WOODS SUB subdivision, 3331 OLD OAK DRIVE SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34239. It is listed for $1,950,000 and features 4 beds, 4 baths, and has approximately 2,483 square feet of living space, and was originally constructed in 1950. The current price per square foot is $785. The average price per square foot for Single Family listings in SARASOTA is $489. The average listing price for Single Family in SARASOTA is $1,503,098. To schedule a showing of MLS#a4675449 at 3331 OLD OAK DRIVE in SARASOTA, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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