# 3424 OLD OAK Drive, Sarasota, FL 34239 > **TL;DR:** 3bd/2ba single family, $1,039,000 ($760/sqft), built 1953, 1,368 sqft. > Pool, Fireplace, A/C, 1-car garage. Est. $5,557/mo. Listed 51 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,039,000 | | Price/sqft | $760 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 1,368 | | Year Built | 1953 | | Lot Size | 9,583 sqft (0.22 acres) | | Stories | 1 | | Garage | 1-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 51 | ## Why This Home Stands Out - **Pool** - Patio ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $5,254 | | Estimated Insurance | $303 | | **Total** | **$5,557** | ## Nearby Schools - **Elementary:** Southside Elementary - **Middle:** Brookside Middle - **High:** Sarasota High ## Key Amenities - Pool - Fireplace - A/C - 1-car garage ## Property Highlights - Built in 1953 - 0.22 acre lot - Private pool - Fireplace ## Description ### Agent Description 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. ## Location - **Address:** 3424 OLD OAK Drive, Sarasota, FL 34239 - **County:** Sarasota - **Neighborhood:** SHORELAND WOODS - **Coordinates:** 27.302895, -82.538686 - **Google Maps:** https://www.google.com/maps?q=27.302895,-82.538686 ## Listing Agent - **Name:** Lise Wosick - **Brokerage:** eXp Realty LLC - **Phone:** 9416772620 - **Broker Phone:** (888) 883-8509 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/3424-Old-Oak-Dr_Sarasota_FL_34239_M66265-94686?f=listhub&s=MFRMLSFL&m=A4702989&c=propsimple) ## Photos ![3424 OLD OAK Drive - Photo 1](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1600921631r.jpg) ![3424 OLD OAK Drive - Photo 2](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2497770548r.jpg) ![3424 OLD OAK Drive - Photo 3](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f481942020r.jpg) ![3424 OLD OAK Drive - Photo 4](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2115828997r.jpg) ![3424 OLD OAK Drive - Photo 5](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f3764616116r.jpg) ![3424 OLD OAK Drive - Photo 6](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1277785733r.jpg) ![3424 OLD OAK Drive - Photo 7](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1856267816r.jpg) ![3424 OLD OAK Drive - Photo 8](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f3054002284r.jpg) ![3424 OLD OAK Drive - Photo 9](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2052278138r.jpg) ![3424 OLD OAK Drive - Photo 10](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f893897213r.jpg) ![3424 OLD OAK Drive - Photo 11](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f978394698r.jpg) ![3424 OLD OAK Drive - Photo 12](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2673676693r.jpg) ![3424 OLD OAK Drive - Photo 13](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2798113300r.jpg) ![3424 OLD OAK Drive - Photo 14](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f3851691562r.jpg) ![3424 OLD OAK Drive - Photo 15](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2416652803r.jpg) ![3424 OLD OAK Drive - Photo 16](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1791039962r.jpg) ![3424 OLD OAK Drive - Photo 17](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f682285094r.jpg) ![3424 OLD OAK Drive - Photo 18](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2519323284r.jpg) ![3424 OLD OAK Drive - Photo 19](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f914614371r.jpg) ![3424 OLD OAK Drive - Photo 20](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f790360135r.jpg) ![3424 OLD OAK Drive - Photo 21](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1334765174r.jpg) ![3424 OLD OAK Drive - Photo 22](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1303097169r.jpg) ![3424 OLD OAK Drive - Photo 23](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f849745080r.jpg) ![3424 OLD OAK Drive - Photo 24](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f4185603663r.jpg) ![3424 OLD OAK Drive - Photo 25](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2415338250r.jpg) ![3424 OLD OAK Drive - Photo 26](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2384683403r.jpg) ![3424 OLD OAK Drive - Photo 27](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f632684990r.jpg) ![3424 OLD OAK Drive - Photo 28](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1532573125r.jpg) ![3424 OLD OAK Drive - Photo 29](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1440316289r.jpg) ![3424 OLD OAK Drive - Photo 30](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f4095507354r.jpg) ![3424 OLD OAK Drive - Photo 31](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f836777383r.jpg) ![3424 OLD OAK Drive - Photo 32](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1138404778r.jpg) ![3424 OLD OAK Drive - Photo 33](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2973505978r.jpg) ![3424 OLD OAK Drive - Photo 34](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f671961859r.jpg) ![3424 OLD OAK Drive - Photo 35](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f3324355963r.jpg) ![3424 OLD OAK Drive - Photo 36](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f523855660r.jpg) ![3424 OLD OAK Drive - Photo 37](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f495118642r.jpg) ![3424 OLD OAK Drive - Photo 38](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f3678107146r.jpg) ![3424 OLD OAK Drive - Photo 39](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f3919631080r.jpg) ![3424 OLD OAK Drive - Photo 40](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1359388933r.jpg) ![3424 OLD OAK Drive - Photo 41](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1125591757r.jpg) ![3424 OLD OAK Drive - Photo 42](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f582626253r.jpg) ![3424 OLD OAK Drive - Photo 43](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f831908012r.jpg) ![3424 OLD OAK Drive - Photo 44](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1009168233r.jpg) ![3424 OLD OAK Drive - Photo 45](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1474650661r.jpg) ![3424 OLD OAK Drive - Photo 46](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f3518542191r.jpg) ![3424 OLD OAK Drive - Photo 47](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2838595187r.jpg) ![3424 OLD OAK Drive - Photo 48](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f270588975r.jpg) ![3424 OLD OAK Drive - Photo 49](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2753602615r.jpg) ![3424 OLD OAK Drive - Photo 50](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f1497731704r.jpg) ![3424 OLD OAK Drive - Photo 51](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f2284505495r.jpg) ![3424 OLD OAK Drive - Photo 52](http://lh.rdcpix.com/8ac74edcae526555c37bf58b188831cal-f3097748911r.jpg) --- **MLS#:** A4702989 | **Updated:** 2026-09-30 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/3424-old-oak-drive-sarasota-fl-34239-a4702989) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/3424-old-oak-drive-sarasota-fl-34239-a4702989#listing", "url": "https://www.propertysimple.ai/listing/3424-old-oak-drive-sarasota-fl-34239-a4702989", "name": "3424 OLD OAK Drive, Sarasota, FL 34239", "description": "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. 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