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$688,800

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,431 Sq. Ft.
  • Updated 10 days ago
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LUXURY POOL HOME IN OAKLEAF, SARASOTA, FL! Set at the end of a quiet cul-de-sac in the Oakleaf community of Sarasota, FL, this luxury pool home delivers space, style, and comfort in one impressive package. With over 2,400 square feet, 4 bedrooms, a dedicated office, 3 bathrooms, and a 2-car garage, this move-in ready property blends smart design with high-end finishes and a peaceful pond view. Curb appeal starts strong with a TILE ROOF replaced in 2024 and a well-kept exterior that sets the tone. Double entry doors open to bright interiors accented by a built-in arched niche and pillar columns, plantation shutters and clean lines throughout. The main living area features double tray ceilings, a cozy white marble fireplace with built-in shelving, and wide sliding doors that lead straight to the paver pool deck. Natural light flows easily from room to room, creating a fresh and open feel. The formal dining room adds a touch of elegance with tray ceilings, plantation shutters and a striking chandelier. Nearby, the kitchen stands out with granite countertops, 42" rich wood cabinets, pull out drawers, decorative stainless backsplash, large stainless farm style sink and a large breakfast bar. Stainless steel appliances were updated in 2023 and include a 6 burner gas stove and a built in range hood with wood frame. A walk-in pantry keeps everything organized, while the dinette offers clear pool views through an aquarium-style glass window. The kitchen looks over the Family room that offers direct access to the pool deck. With five total entries to the outdoor area, indoor and outdoor living connect with ease. The primary suite is spacious and refined, featuring tray ceilings, a modern ceiling fan, and a custom walk-in closet including wooden shelves and drawers. The private bath includes bowl dual sinks, stone counters, a relaxing garden tub, and a tiled walk-in shower with dual shower head. Secondary bedrooms offer ceiling fans and custom closet systems. The second bathroom features a walk-in shower, while the third includes dual sinks and a tub-shower combo. The office is built for productivity with custom counters, cabinets, and shelving. The laundry room adds extra storage with cabinets, a utility sink, washer, and dryer. In the garage, epoxy flooring and built-in cabinets add function and polish. A/C is from 2021! Breath-taking Porcelain Tile throughout the entire home! Out back, the park-like setting frames a serene pond view, perfect for relaxing poolside. Located close to shopping, dining, schools, and just minutes from Siesta Key Beach, this Sarasota pool home checks every box for location, upgrades, and lifestyle. Home warranty for the new buyer! Schedule a private tour today and experience this elegant residence firsthand!

Full Property Details for 4900 Old Oakleaf Dr

General

  • Price: $688,800
  • HOA FEE: $55/month
  • HOA FEE FREQ.: Annually
  • Taxes: $7,612 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: C7521410
  • Updated: 2/10/2026
  • Added to Site: 17 day(s) ago

Rental Information

  • Min. Lease: 4 Months

Interior

  • Number of Rooms: 11
  • Interior Features: Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Porcelain Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Shared Amenities: Playground
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Screen Enclosure
  • Security/Safety: Security System, Smoke Detector(s)

Exterior

  • Exterior Features: Lighting, Rain Gutters, Sliding Doors
  • Deck/Patio: Covered, Deck, Front Porch, Patio, Rear Porch, Screened
  • Porch/Patio/Deck: Covered, Deck, Front Porch, Patio, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway

Location

  • Area: 34233 - Sarasota
  • County: Sarasota
  • Development Name: 34233 - Sarasota
  • Subdivision: OAKLEAF
  • Driving Directions: Take exit 205, L-on FL-72 E, R-on Gantt Rd, L-on Ashton Rd. At the traffic circle, take the 1st exit onto Honore Ave, L-on Proctor Rd, R-on Reno Dr. L-on Old Oakleaf Dr. Home on left side.
  • Direction Faces: Northeast

School Information

  • Elementary School: Ashton Elementary
  • Middle School: Sarasota Middle
  • High School: Sarasota High

Community

  • Community Name: 34233 - Sarasota
  • Community Features: Deed Restrictions, Playground, Sidewalks
  • Optional Amenities: Playground
  • Association: Yes
  • Assoc. Name: Patricia Bucholtz
  • Assoc. Fees Include: Common Area Taxes, Manager
  • Pet Restrictions: Please check with association if any breed restrictions.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected

Structural Information

  • Architectural Info: Florida
  • Architectural Style: Florida
  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Stories/Levels: One
  • Square Feet: 2,431
  • Sq. Ft. Source: Public Records
  • Year Built: 1999

Lot Features

  • Property View: Pool, Water
  • Lot Size (Acres): 0.28
  • Lot Size (Sq. Ft.): 12,143
  • Lot Size: 12143
  • Lot Dimensions: 50 x 116 x 98 x 55 x 134
  • Frontage: Street Paved
  • Street/Road Desc.: Paved

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Pond

Financial Considerations

  • Association Fee: $660
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $7,612.84
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 53 SUBJ TO 1250 SF DRAINAGE ESMT TO COUNTY AS DESC IN OR 2854/1629 OAKLEAF UNIT 3
  • Flood Zone Info: X
  • APN: 69150025
  • Property ID: 69150025

Listed by Kw Peace River Partners

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Listing agent

— 4900 Old Oakleaf Dr —

  • Kw Peace River Partners

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4900 Old Oakleaf Dr

School District:Sarasota County School District
NameGradesDistance
Ashton Elementary School
5110 Ashton Road, Sarasota, FL 34233
PK-50.5 mi
Sarasota Middle School
4826 Ashton Road, Sarasota, FL 34233
6-80.6 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-124.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4900 Old Oakleaf Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/10/2026
Price Reduced
$688,800
-1.43%
MLS
2/03/2026
Listed
$698,800
47.12%
MLS
4/02/2019
Sold
$475,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 4900 Old Oakleaf Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,824
-5%
$605,400
1%
2024
$7,212
2%
$598,000
-4%
2023
$7,089
33%
$624,900
57%
2021
$5,331
-20%
$397,900
-32%
2022
$6,636
24%
$588,800
58%
2021
$5,331
17%
$372,800
1%
2019
$4,548
2%
$367,644
2%
2018
$4,446
—
$360,789
2%
2017
$4,426
—
$353,368
2%
2016
$4,423
-9%
$346,100
3%
2015
$4,847
29%
$334,400
17%
2014
$3,764
—
$286,863
1%
2013
$3,761
—
$282,624
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Kw Peace River Partners

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4900 Old Oakleaf Drive, Sarasota, FL 34233 (MLS# C7521410) is a Single Family property with 4 bedrooms and 3 full bathrooms. 4900 Old Oakleaf Drive is currently listed for $688,800 and was received on February 03, 2026. Want to learn more about 4900 Old Oakleaf Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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