by Global Lifestyle Properties

Check Availability
$1,895,000
↓ $55K (2.8%)
● House - For Sale

3331 OLD OAK DRIVE

SARASOTA, FL 34239
bedrooms
4 Beds
bathrooms
3 Baths, 1 Half Bath
square feet
2,483 Ft²
$10,865
Est. Monthly

About This Property

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 facade 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.
Unit Size
2,483 Ft²
Days on Market
274 days
Land Size
0.36 acres
Price per sqft
$763
Property Type
House
Property Taxes
$1,560
HOA Dues
-
Year Built
1950

Listed By

Adnan Dedic
John R. Wood Properties

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Last updated: 4 months ago (Stellar MLS #A4675449)

Price History

Date / Event Date Event Price
Jun 2, 2026 Price Decreased $1,895,000
↓ $55K (2.8%)
Price Decreased
Feb 19, 2026 Price Decreased $1,950,000
↓ $45K (2.3%)
Price Decreased
Dec 29, 2025 Listed by COMPASS FLORIDA LLC $1,995,000
Listed by COMPASS FLORIDA LLC
Feb 14, 2025 Price Decreased $2,295,000
↓ $90K (3.8%)
Price Decreased
Feb 4, 2025 Listed $2,385,000
Listed
Come experience a Coastal Sanctuary of Timeless Elegance and Modern Luxury! Nestled in the prestigious West of the Trail enclave, this exquisitely reimagined Old Florida gated estate is a harmonious blend of sophisticated elegance and modern indulgence. A grand entrance, marked by a stately motorized wrought iron gate, opens to an expansive brick-paver driveway, winding beneath a canopy of majestic live oaks. This architectural masterpiece, draped in a freshly painted pecky cypress facade and crowned with a newer standing seam metal roof, offers a rare fusion of historic charm and contemporary refinement. Upon entering, an inviting foyer sets the tone for the home’s seamless open-concept design, where natural wood floors and exquisite craftsmanship create a warm yet elevated ambiance. At the heart of the living space, a striking dual-sided fireplace, adorned with hand-selected natural stone, serves as a focal point, offering a cozy retreat between the living and dining areas. A sleek dry bar, ideal for entertaining, adds a touch of sophistication. A separate dedicated office, positioned for privacy, offers the perfect space for remote work or an additional guest retreat, enhanced by a conveniently located half bath. The chef’s kitchen is an epicurean masterpiece, featuring a built-in coffee bar, premium stainless steel appliances, and a natural gas range—all centered around a showstopping marble island with abundant storage and workspace. The custom cabinetry and designer backsplash elevate the aesthetic, while stylish French doors beckon you to a breathtaking outdoor oasis. Step outside to a serene paradise, where a resort-style saltwater heated pool and spa await beneath a newly installed panoramic screen enclosure. Entertain effortlessly in the fully equipped summer kitchen, complete with a stainless steel gas grill, vent hood, and prep station. Adjacent, a gas fire pit and elegant al fresco dining area invite unforgettable gatherings beneath the swaying palms. A newly updated outdoor shower, with both hot and cold water, enhances the tranquil experience, while the expansive private yard, lined with lush tropical foliage, provides an idyllic setting for pets, children, or simply unwinding in nature. The primary suite is a private sanctuary, boasting three spacious closets, an intimate fireplace, and French doors that open directly to the lanai, allowing for a seamless indoor-outdoor connection. The en-suite bath is a spa-inspired retreat, featuring luxurious finishes, custom vanity cabinetry, and a walk-in shower designed for ultimate relaxation. Additional amenities include a sprawling laundry room, an oversized two-car garage, and meticulously curated lighting throughout the property, casting an enchanting glow as twilight falls. Perfectly positioned just minutes from the Siesta Key North Bridge and the charming Southside Village, this estate offers a rare combination of seclusion and convenience. Notably, this property is situated outside of a flood zone, making flood insurance optional—a significant benefit in today’s market. This exceptional residence is more than just a home—it’s a legacy of fine living, where Old Florida charm meets contemporary grandeur. Indulge in a lifestyle defined by tranquility, sophistication, and coastal allure.
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Property Highlights

Garage
Air Conditioning
Fireplace
Parking Details
Has Garage
Attached Garage
Has Open Parking
Parking Features: Boat, Driveway, Garage Door Opener, Guest, Oversized, Workshop in Garage
Garage Spaces: 2
Interior Details
Half Bathrooms: 1
Full Bathrooms: 3
Interior Features: Ceiling Fan(s), Dry Bar, Open Floorplan, Walk-In Closet(s), Living Room/Dining Room Combo, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Split Bedroom
Appliances: Bar Fridge, Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Flooring Type: Hardwood
Door Features: French Doors
Laundry Features: Inside, Laundry Room
Rooms: 8
Has Fireplace
Fireplace Features: Electric, Gas, Living Room, Master Bedroom
Exterior Details
Square Footage: 2483
Square Footage Source: $0
Property Condition: Completed
Architectural Style: Florida
Year Built: 1950
Building Area Total: 3453
Levels: One
Other Structures: Other, Outdoor Kitchen
Building Area Units: Square Feet
Construction Materials: Wood Siding
Patio and Porch Features: Deck, Enclosed, Patio, Porch, Screened
Pool Features: Heated, In Ground, Salt Water
Pool is Private
Lot Features: City Lot, Landscaped, Private
Lot Size Area: 15557
Lot Size Units: Square Feet
Lot Size Acres: 0.36
Lot Size Square Feet: 15557
Tax Lot: 34
Water Source: Public
Financial Details
Tax Annual Amount: $18,715
Lease Considered: Yes
Utilities Details
Cooling Type: Central Air, Zoned
Heating Type: Central, Electric, Natural Gas, Zoned
Sewer : Public Sewer

Building Info

Overview

    General

  • Year Built: 1950
  • Effective Year Built: 2010
  • Building Count: 1
  • Total Rooms: 7
  • Bedroom Count: 3
  • Bathroom Count: 4
  • Full Bathrooms: 3
  • Partial Bathrooms: 4
  • Bathroom Plumbing Fixtures: 1
  • Building Condition: 6
  • Building Quality: 9
  • Construction Type: 17
  • Building Style: 0
  • Exterior Walls Type: 18
  • Interior Walls Type: 6
  • Roof Shape Type: 1
  • Roof Cover Type: 5
  • Floor Count: 100
  • Living Units: 1
  • Floor Cover: 15
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 698
  • Parking Space Count: 2
  • Patio Type: 5
  • Porch Type: 102
  • Pool Type: 8
  • Location Influence Type: 125

    Dimensions

  • Lot Size Square Feet: 15,557
  • Lot Size Depth Feet: 1,410
  • Lot Size Frontage Feet: 1,150
  • Total Building Area: 3,181
  • Gross Building Area: 3,181
  • Building Area: 2,483
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 1
  • Heating: 3
  • Heated Square Feet: 2,483
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 1
  • Water Service: 2

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: SHORELAND WOODS SUB
  • Land Acres: 0000000357
  • Standard Land Use Code: 1001
  • County Land Use Code: 0100
  • State Land Use Code: 001
  • Legal Description 1: 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

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: 2039070057
  • Subdivision Tract Number: 784
  • Parcel: 2039-07-0057
  • Lot: 34
  • Meridian: SEC 31 TWN 36S RNG 18E
  • Municipality: CITY OF SARASOTA
  • Latitude: 27.304
  • Longitude: -82.538

    Address

  • Full Address: 3331 Old Oak Dr
  • Address - House Number: 3331
  • Address - Street Name: Old Oak
  • Address - Suffix Type: Dr
  • State: FL
  • City Name: Sarasota
  • Carrier Code: C084
  • 4-Digit Zip Code: 5836
  • Zip Code: 34239

Valuation

    Tax

  • Total Area: 3,453
  • Tax Year: 2023
  • Tax Amount: $1,286,089
  • Tax Rate Code Area: 0200

    Appraisal Valuation

  • Standard Deviation: 0.1754
  • Valuation Date: Feb 21, 2024
  • Confidence Score: 77
  • Final Value: 1,647,604
  • High Value: 1,936,755
  • Low Value: 1,358,453

    Market Valuation

  • Market Total Value: $1,264,700
  • Market Land Value: $731,200
  • Market Improvement Value: $533,500

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $875,561

    Exemptions

  • Homeowner Exemption: Yes

    Sales

  • Current Sale Contract Date: Feb 19, 2024
  • Current Sale Recording Date: Feb 22, 2024
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Current Sale Input Document Number: 23829
  • Previous Sale Recording Date: Jun 03, 2015
  • Previous Sale Contract Date: May 29, 2015
  • Previous Sale Amount: $1,050,000
  • Previous Sale Document Type: 71

    Financing

  • First Mortgage Financing Type: ADJ
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 3331 Old Oak Drive built and last sold?
The property at 3331 Old Oak Drive was built in 1950 and last sold on Feb 19, 2024 for $1,850,000.
How much is this home worth?
The estimated value of the home located at 3331 Old Oak Drive is $1,916,404.
What are some comparable homes to 3331 Old Oak Drive?
There are currently no comparable homes to 3331 Old Oak Drive.