Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$474,900 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,999 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
Tucked away on a cul-de-sac street and backing to a nature preserve, this beautifully maintained 3-bedroom, 2-bath split-plan home offers 1,999 square feet of thoughtfully designed living space, combining privacy, modern updates, and an unbeatable location. Enjoy peace of mind with major improvements already completed, including a new roof and skylights (2018), impact windows (2019 & 2020), A/C system (2020), and hot water heater (2020). Inside, the updated kitchen and bathrooms are complemented by durable wood-look laminate and tile flooring throughout. Plantation shutters in the living room and primary suite add timeless style and functionality, while the indoor laundry room with extra storage provides everyday convenience. The spacious 390-square-foot air-conditioned Florida room expands your living space and overlooks the fenced backyard, offering endless possibilities as a game room, media room, home office, fitness area, or playroom. A welcoming screened front porch enhances the home's curb appeal, and the oversized two-car garage provides plenty of room for vehicles, storage, or hobbies. Ideally situated just moments from Colonial Oaks Park, you'll enjoy easy access to a gymnasium, basketball courts, tennis and pickleball courts, playgrounds, and picnic areas. Conveniently located near Doctors Hospital, shopping, dining, and I-75, this home offers the perfect balance of peaceful surroundings and everyday accessibility. Move-in ready and filled with valuable updates, this exceptional home is a rare opportunity in one of the area's most desirable neighborhoods.

Full Property Details for 5599 Wilde Oak Way

General

  • Price: $474,900
  • HOA FEE: $44/month
  • HOA FEE FREQ.: Annually
  • Taxes: $5,003 (2025)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4688991
  • Updated: 8/13/2026
  • Added to Site: 143 day(s) ago

Rental Information

  • Min. Lease: 1 Month

Interior

  • Number of Rooms: 9
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Split Bedroom, Thermostat, Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room

Additional Information

  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: Private Mailbox, Sliding Doors

Parking

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

Location

  • Area: 34232 - Sarasota/Fruitville
  • County: Sarasota
  • Development Name: 34232 - Sarasota/Fruitville
  • Subdivision: COLONIAL OAKS
  • Driving Directions: Honore Ave, between Bahia Vista Street & Webber Street, East on Cork Oak Street, East on Bent Oak Drive, North on Towering Oak Drive, West on Sweetwater Oak Drive, East on Wilde Oak Way or Cattlemen Road, between Bahia Vista Street & Webber Street, West on Hagerman Road, North on Oak Branch Drive, West on Bent Oak Drive, North on Towering Oak Drive, West on Sweetwater Oak Drive, East on Wilde Oak Way.
  • Direction Faces: South

School Information

  • Elementary School: Brentwood Elementary
  • Middle School: McIntosh Middle
  • High School: Sarasota High

Community

  • Community Name: 34232 - Sarasota/Fruitville
  • Community Features: Deed Restrictions
  • Association: Yes
  • Assoc. Name: Leland Management Julie Jensen

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,999
  • Sq. Ft. Source: Public Records
  • Year Built: 1990

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.17
  • Lot Size (Sq. Ft.): 7,500
  • Lot Size: 7500
  • Frontage: Street Dead-End, Street Paved
  • Street/Road Desc.: Paved
  • Fencing (Description): Wood

Financial Considerations

  • Association Fee: $528
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $5,003.46
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 1860 COLONIAL OAKS UNIT 25
  • Flood Zone Info: X
  • APN: 49110010
  • Property ID: 49110010

Listed by Re/Max Alliance Group

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 5599 Wilde Oak Way —

  • Re/Max Alliance Group

  • Re/Max Alliance Group

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5599 Wilde Oak Way

School District:Sarasota County School District
NameGradesDistance
Brentwood Elementary School, Sarasota, FL
2500 Vinson Avenue, Sarasota, FL 34232
PK-51.1 mi
Mcintosh Middle School
701 McIntosh Road, Sarasota, FL 34232
6-81.1 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-124.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5599 Wilde Oak Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/06/2026
Price Reduced
$474,900
-3.06%
MLS
7/16/2026
Price Reduced
$489,900
-2%
MLS
6/15/2026
Price Reduced
$499,900
-3.85%
MLS
4/08/2026
Listed
$519,900
-11.13%
MLS
7/08/2022
Sold
$585,000
—
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 5599 Wilde Oak Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,003
1%
$412,000
—
2024
$4,954
-2%
$412,300
-3%
2023
$5,047
148%
$423,900
156%
2021
$2,038
-2%
$165,426
-3%
2022
$2,070
2%
$170,389
8%
2021
$2,038
15%
$158,310
9%
2019
$1,765
11%
$145,171
9%
2018
$1,588
1%
$132,929
2%
2017
$1,577
1%
$130,195
2%
2016
$1,558
-1%
$127,517
1%
2015
$1,581
1%
$126,631
1%
2014
$1,573
—
$125,626
2%
2013
$1,568
—
$123,769
—
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.

Estimate the Cost for 5599 Wilde Oak Way

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Re/Max Alliance Group

Similar Properties near 5599 Wilde Oak Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2669 Star Apple Wy, Sarasota, FL 34240 - Photo 1
$474,900

2669 Star Apple Wy  Sarasota, FL 34240

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,536
    Sq. Ft.
Listed by Kw Suncoast
4108 Prescott St, Sarasota, FL 34232 - Photo 1
$475,000

4108 Prescott St  Sarasota, FL 34232

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,581
    Sq. Ft.
Listed by Exp Realty Llc
4320 Marcott Cir, Sarasota, FL 34233 - Photo 1
$475,000

4320 Marcott Cir  Sarasota, FL 34233

  • Single Family
  • Active
  • Updated 12 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,787
    Sq. Ft.
Listed by Broker & Baker International Realty
1510 Georgetowne Ln, Sarasota, FL 34232 - Photo 1
$475,000

1510 Georgetowne Ln  Sarasota, FL 34232

  • Single Family
  • Active
  • 3
    Beds
  • 2
    Total Baths
  • 1,362
    Sq. Ft.
Listed by Harry Robbins Assoc Inc

Just Listed near 5599 Wilde Oak Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

3453 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$390,000

3453 Gulf of Mexico Dr  #200  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 10 hours ago
  • 1
    Bed
  • 1
    Total Bath
  • 876
    Sq. Ft.
Listed by Kelly Baldwin (941) 404-9396
1906 Harbourside Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$799,000
Open House

1906 Harbourside Dr  #303  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 3
    Total Baths
  • 1,590
    Sq. Ft.
Listed by Bruce Myer Group (941) 383-6411
2600 Harbourside Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$225,000

2600 Harbourside Dr  #Q-10  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 5 days ago
Listed by Lbre Llc
3320 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$624,900

3320 Gulf of Mexico Dr  #206C  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,186
    Sq. Ft.
Listed by Michael Saunders & Company

Price Reduced near 5599 Wilde Oak Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

757 Hideaway Bay Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$688,000 (-9.19%)
$6,800,000

757 Hideaway Bay Dr  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 4 days ago
  • 4
    Beds
  • 5
    Total Baths
  • 4,507
    Sq. Ft.
Listed by Andrea Cohen (786) 773-0370 and Kepecz-Hays (941) 366-8070
4835 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$49,900 (-6.65%)
$700,000

4835 Gulf of Mexico Dr  #106  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 5 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,393
    Sq. Ft.
Listed by Toni Giliberti (941) 284-9208
602 Buttonwood Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$24,000 (-1.72%)
$1,375,000

602 Buttonwood Dr  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 11 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,107
    Sq. Ft.
Listed by Michelle Musto (941) 809-3714
1930 Harbourside Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$7,000 (-1.38%)
$499,000

1930 Harbourside Dr  #122  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,192
    Sq. Ft.
Listed by The Leventhal Team (941) 383-6411

Recent Sales near 5599 Wilde Oak Way

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

5594 Wilde Oak Way, Sarasota, FL 34232 - Photo 1 Sold
$440,000

5594 Wilde Oak Way  Sarasota, FL 34232

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,944
    Sq. Ft.
Listed by Vue Realty, Llc
Sold by Homesmart
1722 Old Summerwood Blvd, Sarasota, FL 34232 - Photo 1 Sold
$490,000

1722 Old Summerwood Blvd  Sarasota, FL 34232

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,235
    Sq. Ft.
Listed by Exit King Realty
Sold by Stellar Non-Member Office
1702 Old Summerwood Blvd, Sarasota, FL 34232 - Photo 1 Sold
$475,000

1702 Old Summerwood Blvd  Sarasota, FL 34232

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,102
    Sq. Ft.
Listed by S & D Real Estate Service Llc
Sold by Exp Realty Llc
2158 Cork Oak St, Sarasota, FL 34232 - Photo 1 Sold
$430,000

2158 Cork Oak St  Sarasota, FL 34232

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,861
    Sq. Ft.
Listed by Wiegand Realty
Sold by Kelly Gettel

5599 Wilde Oak Way, Sarasota, FL 34232 (MLS# A4688991) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5599 Wilde Oak Way is currently listed for $474,900 and was received on April 08, 2026. Want to learn more about 5599 Wilde Oak Way? 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.

Tour this property