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Back 5499 Oak Crest Blvd
Off Market

5499 Oak Crest Blvd

Sarasota FL 34233

4
2
2
2622 sq. ft.
10236 sq. ft.
Single-Family
Last sold for $570,000
Travis MatthewsTravis Matthews, last sold this property on 13 November 2025 after 118 days on market.

Overview

Open for back up offers. Beautifully updated, well-maintained, and ideally located, this 4-bedroom, 2-bath pool home in the desirable Three Oaks community offers the perfect blend of comfort, style, and peace of mind. Nestled on a quiet street with mature landscaping, the property is located in Flood Zone X (no flood insurance required) and has no CDD fee—a valuable combination. Major updates have been completed for your convenience, including a NEW TILE ROOF (2024) with a transferable 20-year warranty, NEW pool pump and filter (2021), NEW salt cell (2024), and a fully refurbished pool cage with new screens, hardware, paint, and doors (2024). The home’s exterior was painted in 2019, and well irrigation helps keep the yard looking its best year-round. Inside, the home is light and bright with high ceilings, a neutral palette, and an open layout that creates a welcoming, spacious feel. The kitchen features newer appliances and luxurious dolomite countertops, and flows easily into the family room—perfect for both everyday living and entertaining. A separate formal living room and formal dining room adds versatility, while sliding doors in the living areas and bedrooms lead directly to the screened lanai. The spacious primary suite is a true retreat, offering double vanities, a walk-in closet, a soaking tub, and a separate walk-in shower as well as direct access to the pool. Three additional bedrooms provide plenty of space for family or guests with one having its own access to the pool. Outside, the screened in lanai offers a private pool and multiple seating areas, all surrounded by lush, tropical landscaping—perfect for relaxing or hosting friends. Located in a low-HOA, deed-restricted community, and just one mile from A-rated elementary and middle schools, this home is ideal for families looking to walk or bike to school. With easy access to I-75 and just minutes from downtown Sarasota, top-rated beaches, shopping, dining, and cultural attractions, this move-in-ready home truly has it all.

Features

4 bedrooms
2 bathrooms
2 carspaces
2 garage spaces
2622 sq. ft. floor area
10236 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Sarasota over the last 12 months, the estimated median property value of 5499 Oak Crest Blvd is $625k.

Median value
$625k
Estimated value range
$310k - $937.5k
Median days on market
47
Estimated value trend
-5%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Sarasota. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 5499 Oak Crest Blvd

2025
Sold
$570,000
13 Nov 2025 by Travis Matthews, of PREFERRED SHORE
2015
Sold
$340,000
30 Dec 2015 by Joel Schemmel, of PREMIER SOTHEBYS INTL REALTY
2009
Sold
$275,000
30 Sep 2009

Happy sellers in Sarasota

72%
72% of sellers in Sarasota reported that their sale price either exceeded or met their price expectations.

Sarasota stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 12 reviews in Sarasota over the last 12 months.

Local market activity for 4 bedroom single-family properties in Sarasota

In the last 12 months, 48 four-bedroom single-family properties similar to 5499 Oak Crest Blvd, have been sold.

This represents a 2% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Sarasota

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Monika White

Sellers who recommend Monika White have praised them for being local expert, clear communication, great negotiation, and reliable

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Roberta Tengerdy PA and Carolyn Barker Collins PA

Sellers who recommend Roberta Tengerdy PA and Carolyn Barker Collins PA have praised them for being local expert, responsive, clear communication, supportive, friendly, reliable, and detail-oriented

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  •  2 Reviews in Sarasota
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Les Freed

Les Freed is a recommended agent for Sarasota.  They have collected 2 local reviews across the last 12 months.

  •   5   (2 reviews)
  •  2 Reviews in Sarasota
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Carey Beychok

Carey Beychok is a recommended agent for Sarasota.  They have 2 local sales and collected 3 local reviews across the last 12 months.

  •   5   (84 reviews)
  •  3 Reviews in Sarasota
  •  2 Sales in Sarasota
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