Call Now:

Broker IDX Billing System

Broker,REALTOR ®,e-PRO
Broker IDX Sites Inc.
A Winning Team
  1. Home
  2. Property Search
  3. Search results
  4. 3331 Old Oak Drive, SARASOTA, FL 34239
Contact Broker IDX Sites Inc.
Contacting Broker IDX Sites Inc.
  • All fields are required.
Schedule A Showing
Schedule a Showing.
  • All fields are required.
Check this box to Register with us:
Submit an Offer Now!
Submit an Offer Now!
All fields are required.
Print Flyer
Active
Property Photos
3331 Old Oak Drive
  1. Image 1 of 65 For 3331 Old Oak Drive
  2. Image 2 of 65 For 3331 Old Oak Drive
  3. Image 3 of 65 For 3331 Old Oak Drive
  4. Image 4 of 65 For 3331 Old Oak Drive
  5. Image 5 of 65 For 3331 Old Oak Drive
  6. Image 6 of 65 For 3331 Old Oak Drive
  7. Image 7 of 65 For 3331 Old Oak Drive
  8. Image 8 of 65 For 3331 Old Oak Drive
  9. Image 9 of 65 For 3331 Old Oak Drive
  10. Image 10 of 65 For 3331 Old Oak Drive
  11. Image 11 of 65 For 3331 Old Oak Drive
  12. Image 12 of 65 For 3331 Old Oak Drive
  13. Image 13 of 65 For 3331 Old Oak Drive
  14. Image 14 of 65 For 3331 Old Oak Drive
  15. Image 15 of 65 For 3331 Old Oak Drive
  16. Image 16 of 65 For 3331 Old Oak Drive
  17. Image 17 of 65 For 3331 Old Oak Drive
  18. Image 18 of 65 For 3331 Old Oak Drive
  19. Image 19 of 65 For 3331 Old Oak Drive
  20. Image 20 of 65 For 3331 Old Oak Drive
  21. Image 21 of 65 For 3331 Old Oak Drive
  22. Image 22 of 65 For 3331 Old Oak Drive
  23. Image 23 of 65 For 3331 Old Oak Drive
  24. Image 24 of 65 For 3331 Old Oak Drive
  25. Image 25 of 65 For 3331 Old Oak Drive
  26. Image 26 of 65 For 3331 Old Oak Drive
  27. Image 27 of 65 For 3331 Old Oak Drive
  28. Image 28 of 65 For 3331 Old Oak Drive
  29. Image 29 of 65 For 3331 Old Oak Drive
  30. Image 30 of 65 For 3331 Old Oak Drive
  31. Image 31 of 65 For 3331 Old Oak Drive
  32. Image 32 of 65 For 3331 Old Oak Drive
  33. Image 33 of 65 For 3331 Old Oak Drive
  34. Image 34 of 65 For 3331 Old Oak Drive
  35. Image 35 of 65 For 3331 Old Oak Drive
  36. Image 36 of 65 For 3331 Old Oak Drive
  37. Image 37 of 65 For 3331 Old Oak Drive
  38. Image 38 of 65 For 3331 Old Oak Drive
  39. Image 39 of 65 For 3331 Old Oak Drive
  40. Image 40 of 65 For 3331 Old Oak Drive
  41. Image 41 of 65 For 3331 Old Oak Drive
  42. Image 42 of 65 For 3331 Old Oak Drive
  43. Image 43 of 65 For 3331 Old Oak Drive
  44. Image 44 of 65 For 3331 Old Oak Drive
  45. Image 45 of 65 For 3331 Old Oak Drive
  46. Image 46 of 65 For 3331 Old Oak Drive
  47. Image 47 of 65 For 3331 Old Oak Drive
  48. Image 48 of 65 For 3331 Old Oak Drive
  49. Image 49 of 65 For 3331 Old Oak Drive
  50. Image 50 of 65 For 3331 Old Oak Drive
  51. Image 51 of 65 For 3331 Old Oak Drive
  52. Image 52 of 65 For 3331 Old Oak Drive
  53. Image 53 of 65 For 3331 Old Oak Drive
  54. Image 54 of 65 For 3331 Old Oak Drive
  55. Image 55 of 65 For 3331 Old Oak Drive
  56. Image 56 of 65 For 3331 Old Oak Drive
  57. Image 57 of 65 For 3331 Old Oak Drive
  58. Image 58 of 65 For 3331 Old Oak Drive
  59. Image 59 of 65 For 3331 Old Oak Drive
  60. Image 60 of 65 For 3331 Old Oak Drive
  61. Image 61 of 65 For 3331 Old Oak Drive
  62. Image 62 of 65 For 3331 Old Oak Drive
  63. Image 63 of 65 For 3331 Old Oak Drive
  64. Image 64 of 65 For 3331 Old Oak Drive
  65. Image 65 of 65 For 3331 Old Oak Drive
Image Gallery

PRICED AT ONLY: $1,950,000

Address: 3331 Old Oak Drive, SARASOTA, FL 34239

Description

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 faade and crowned by a newer standing seam metal roof, the residence honors classic Florida design while embracing todays 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 officethoughtfully positioned away from the main living areasoffers flexibility as a refined workspace or guest retreat, complete with an adjacent half bath. At the heart of the home, the chefs 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 zonewith flood insurance optionalthis estate represents both luxury and peace of mind.

Property Location and Similar Properties

All
Similar
Payment Calculator
  •   Principal & Interest -
  •   Property Tax $
  •   Home Insurance $
  •   HOA Fees $
  •   Mortgage Insurance-
  •   Monthly -
For a Fast & FREE Mortgage Pre-ApprovalApply Now
Virtual Tour
More Like This
  • MLS#: A4675449 ( Residential )
  • Street Address: 3331 Old Oak Drive
  • Viewed: 24
  • Price: $1,950,000
  • Price sqft: $565
  • Waterfront: No
  • Year Built: 1950
  • Bldg sqft: 3453
  • Bedrooms: 4
  • Total Baths: 4
  • Full Baths: 3
  • 1/2 Baths: 1
  • Garage / Parking Spaces: 2
  • Days On Market: 57

Description

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 faade and crowned by a newer standing seam metal roof, the residence honors classic Florida design while embracing todays 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 officethoughtfully positioned away from the main living areasoffers flexibility as a refined workspace or guest retreat, complete with an adjacent half bath. At the heart of the home, the chefs 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 zonewith flood insurance optionalthis estate represents both luxury and peace of mind.
Request More Information
  • All fields are required.
Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: French Doors, Lighting, Outdoor Kitchen, Outdoor Shower, Rain Gutters
  • Fencing: Fenced
  • Flooring: Wood
  • Living Area: 2483.00
  • Other Structures: Other, Outdoor Kitchen
  • Roof: Metal
Property Information
  • Property Condition: Completed
Land Information
  • Lot Features: City Limits, Landscaped, Private
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
  • Parking Features: Boat, Driveway, Garage Door Opener, Guest, Oversized, Workshop in Garage
Eco-Communities
  • Pool Features: Heated, In Ground, Salt Water
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air, Zoned
  • Heating: Central, Electric, Natural Gas, Zoned
  • Sewer: Public Sewer
  • Utilities: BB/HS Internet Available, Natural Gas Available, Public, Sprinkler Well
Finance and Tax Information
  • Home Owners Association Fee: 0.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
  • Tax Year: 2025
Other Features
  • Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Country: US
  • Furnished: Unfurnished
  • Interior Features: Ceiling Fans(s), Dry Bar, Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
  • 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
  • Levels: One
  • Area Major: 34239 - Sarasota/Pinecraft
  • Occupant Type: Owner
  • Parcel Number: 2039070057
  • Possession: Close Of Escrow
  • Style: Florida
  • View: Trees/Woods
  • Views: 24
  • Zoning Code: RSF2
Nearby Subdivisions
Alfred Park   Arlington Park   Avon Heights 2   Avondale Rep   Battle Turner   Bay View Heights Add   Bayview   Blossom Brook   Burton Lane   Cherokee Lodge   Cherokee Park   Cherokee Park 2   Cottage In The Pines   Desota Park   Frst Lakes Country Club Estate   Fulmer Sub 1st Add   Greenwich   Grove Lawn Rep   Grove Lawn Replat   Harbor Acres   Harbor Acres Sec 2   Hartland Park   Hartsdale   Hibiscus Park 2   Highland Park 2   Homecroft   La Linda Terrace   Lewis Combs Sub   Loma Linda Park   Loma Linda Park Resub   Long Meadow   Matheneys Sub   Mcclellan Park Resub   Mcintyre Wilson Potters   Mckune Sub   Midwood Manor   Nichols Sarasota Heights   None   Oak Park   Orange Park   Pinecraft   Pittmancampo Sub   Poinsettia Park 2   Pomelo Place Resub   Purtz Sub   Rustic Lodge   Rustic Lodge 2   Rustic Lodge 3   Rustic Lodge 4   San Remo Estates   Seminole Heights   Shoreland Woods   Shoreland Woods Sub   South Gate   South Gate Manor   South Gate Village Green 06   South Gate Village Green 07   South Gate Village Green 8   South Poinsettia Park   South Side Park   Tatums J W Add Sarasota Height   Village Green Club Estates   Wildwood Gardens  
Similar Properties

Active
Details for 2327 Hillview Street, SARASOTA, FL 34239
$2,100,000.00 ($600.00 / sqft )

2327 Hillview Street Virtual Tour New Construction More Like This

Luxury Living Near Siesta Key and Downtown Sarasota! Experience the ultimate in luxury and comfort in this stunning 6 bedroom, 6.5 bathroom coastal retreat. Designed for relaxation and effortless

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 7
  3. Approx. 3500 sqft
  1. MLSID: A4644963
  2. Provided by KW COASTAL LIVING III
  3. Contact Curt Ware
  4. mfrmls
  5. DMCA Notice
52 Pictures and Information
Active
Details for 1541 Flower Drive, SARASOTA, FL 34239
$1,900,000.00 ($467.75 / sqft )

1541 Flower Drive Virtual Tour More Like This

This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid century jewel was built in 1956 and was origi

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 4062 sqft
  1. MLSID: A4656365
  2. Provided by MICHAEL SAUNDERS & COMPANY
  3. Contact Kathleen Griffin
  4. mfrmls
  5. DMCA Notice
58 Pictures and Information
Active
Details for 2111 Hawthorne Street, SARASOTA, FL 34239
$2,195,000.00 ($450.44 / sqft )

2111 Hawthorne Street New Construction Reduced More Like This

One or more photo(s) has been virtually staged. Move in Ready New Construction Contemporary Gem is now available with a fantastic location just minutes to Downtown Sarasota, Southside Village, the Bar

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 6
  3. Approx. 4873 sqft
  1. MLSID: A4658635
  2. Provided by HARRY ROBBINS ASSOC INC
  3. Contact Ryan Miller
  4. mfrmls
  5. DMCA Notice
55 Pictures and Information
Active
Details for 2532 Fruit Tree Drive, SARASOTA, FL 34239
$2,250,000.00 ($469.73 / sqft )

2532 Fruit Tree Drive New Construction More Like This

Modern design and everyday comfort converge in this new 6 bedroom Sarasota residence, offering nearly 4,000 sq ft of luxury living just minutes from Siesta Key and downtown. A light filled open layout

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 6
  3. Approx. 4790 sqft
  1. MLSID: A4662213
  2. Provided by MICHAEL SAUNDERS & COMPANY
  3. Contact Steven Moore
  4. mfrmls
  5. DMCA Notice
38 Pictures and Information
Active
Details for 3319 Osprey Avenue, SARASOTA, FL 34239
$2,121,000.00 ($481.50 / sqft )

3319 Osprey Avenue Virtual Tour More Like This

Welcome to 3319 S Osprey Avenue, a glourious 2023 newly built home offering 4 bedrooms, 4.5 bathrooms, and over 3,500 sq. ft. of refined living. Blending elegance and functionality, the home features

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 5
  3. Approx. 4405 sqft
  1. MLSID: A4664096
  2. Provided by PLATINUM PALM PROPERTIES
  3. Contact Austin Morris
  4. mfrmls
  5. DMCA Notice
55 Pictures and Information
Active
Details for 2585 Clematis Street, SARASOTA, FL 34239
$2,299,000.00 ($476.48 / sqft )

2585 Clematis Street Virtual Tour Green Listing More Like This

Step into modern luxury at The Palace on Clematis, a nearly new 2024 single family home offering more than 3,500 square feet of impeccably designed living space where every detail has been curated for

  1. Request Information
  1. Bedrooms: 6
  2. Baths: 7
  3. Approx. 4825 sqft
  1. MLSID: A4668866
  2. Provided by KW COASTAL LIVING III
  3. Contact Domanic Calamese
  4. mfrmls
  5. DMCA Notice
64 Pictures and Information
Active
Details for 2163 Waldemere Street, SARASOTA, FL 34239
$2,290,000.00 ($504.52 / sqft )

2163 Waldemere Street Virtual Tour New Construction More Like This

Experience modern Sarasota living at its finest in this stunning five bedroom, five and a half bath residence located in the heart of Arlington Park. Designed for style and comfort, this exceptional h

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 6
  3. Approx. 4539 sqft
  1. MLSID: A4669073
  2. Provided by KW COASTAL LIVING III
  3. Contact Curt Ware
  4. mfrmls
  5. DMCA Notice
57 Pictures and Information
Active
Details for 2305 Temple Street, SARASOTA, FL 34239
$2,290,000.00 ($476.79 / sqft )

2305 Temple Street Virtual Tour New Construction More Like This

Tucked away on Temple Street, this stunning Sarasota home delivers the perfect mix of luxury, style, and comfort. With 5 bedrooms, 5 full baths, and 2 half baths (including a dedicated pool bath), eve

  1. Request Information
  1. Bedrooms: 5
  2. Baths: 7
  3. Approx. 4803 sqft
  1. MLSID: A4670467
  2. Provided by KW COASTAL LIVING III
  3. Contact Curt Ware
  4. mfrmls
  5. DMCA Notice
64 Pictures and Information
Active
Details for 2079 Hibiscus Street, SARASOTA, FL 34239
$2,250,000.00 ($634.16 / sqft )

2079 Hibiscus Street Virtual Tour New Construction More Like This

Under Construction. No expense has been spared in the construction of this luxurious new offering in the highly coveted Arlington Park Neighborhood! Featuring a solid block concrete exterior, aluminum

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 4
  3. Approx. 3548 sqft
  1. MLSID: A4672247
  2. Provided by THE REAL ESTATE STORE
  3. Contact Thatcher Miner
  4. mfrmls
  5. DMCA Notice
17 Pictures and Information
Active
Details for 2596 Floyd Street, SARASOTA, FL 34239
$2,100,000.00 ($514.45 / sqft )

2596 Floyd Street Virtual Tour New Construction More Like This

One or more photo(s) has been virtually staged. Welcome to a Modern Masterpiece in the Heart of Sarasota. This contemporary home was completed in 2025 and offers 4,000 square feet of thoughtfully desi

  1. Request Information
  1. Bedrooms: 4
  2. Baths: 5
  3. Approx. 4082 sqft
  1. MLSID: A4680149
  2. Provided by MICHAEL SAUNDERS & COMPANY
  3. Contact Laurie Minear
  4. mfrmls
  5. DMCA Notice
84 Pictures and Information

Contact Info

Skip to Main Content
  1. Broker IDX Sites Inc.
  2. A Winning Team
Broker IDX Billing System

Looking To Sell Your Property ?

Connecting agents, buyers, and sellers
Call Us Now Get In Touch
Featured Listings
6436 Grand Cypress Circle
8934 102nd Place Southwest
118 Oceans Circle
244 Palm Sparrow Court
2043 Atlantic Avenue 211
117 Oceans Circle

Copyright ©2006-2026 brokerIDXsites.com   |   All Rights Reserved.