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$655,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 3,725 Sq. Ft.
  • Updated 4 days ago
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Welcome to this spacious 5-bedroom, 4-bathroom home offering 3,725 square feet of versatile living space in one of Orlando's most convenient locations. Freshly enhanced with new exterior paint and brand-new carpet, this home is move-in ready and designed for both comfort and functionality. The flexible floor plan features the highly desirable first-floor bedroom and full bathroom, ideal for guests, multigenerational living, or a private home office. The downstairs bathroom has been tastefully updated with a new glass shower door and new cabinet doors, while the kitchen shines with granite countertops and new cabinet doors, providing a refreshed, modern feel. ROOF REPLACED in 2022, offering peace of mind for years to come. The expansive layout provides multiple living and gathering spaces, perfect for entertaining or creating personalized areas such as a media room, playroom, or additional workspace. Generously sized bedrooms and abundant natural light enhance the home's inviting atmosphere. No rear neighbors! Enjoy the peaceful, wooded view from the cool shade of your own pergola. You also have the luxury of a screened patio. Located in the desirable Tivoli Woods, residents enjoy close proximity to a variety of shopping, dining, and everyday conveniences. Orlando International Airport, Lake Nona Medical City and Boxi Park are just a short drive away! Also, within about 20 minutes are Cypress Grove Park, Blue Jacket Park, Mead Botanical Garden, Harry P. Leu Gardens, Loch Haven Park, Lake Eola, ICON Park/I-Drive, Gatorland, Sea World and so much more! The community has its own pool, volleyball court, playground, tennis court and covered pavilion. This home has it all! It just needs new owners to love it. Call now to schedule your viewing!

Full Property Details for 5295 Adair Oak Dr

General

  • Price: $655,000
  • HOA FEE: $64/month
  • HOA FEE FREQ.: Quarterly
  • Taxes: $9,609 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5143449
  • Updated: 2/12/2026
  • Added to Site: 4 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 15
  • Interior Features: Ceiling Fan(s), Thermostat, Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile, Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Exterior

  • Exterior Features: Irrigation System, Sidewalk
  • Deck/Patio: Patio
  • Porch/Patio/Deck: Patio

Parking

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

Location

  • Area: 32829 - Orlando/Chickasaw
  • County: Orange
  • Development Name: 32829 - Orlando/Chickasaw
  • Subdivision: TIVOLI WOODS VILLAGE C 51 84
  • Driving Directions: Heading North on 417 take exit 27 for Lee Vista Blvd. Turn Left on Lee Vista Blvd then Right onto S Econlockhatchee Trl. Turn Right onto Pineleaf Way. Turn Right onto Adair Oak Dr. Home is on the Right.
  • Direction Faces: Northeast

School Information

  • Elementary School: Hidden Oaks Elem
  • Middle School: Odyssey Middle
  • High School: Colonial High

Community

  • Community Name: 32829 - Orlando/Chickasaw
  • Association: Yes
  • Assoc. Name: Leland Management/Troy Jones
  • Pet Restrictions: Please confirm pet restrictions with HOA and County.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds
  • Stories/Levels: Two
  • Square Feet: 3,725
  • Sq. Ft. Source: Public Records
  • Year Built: 2004

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.15
  • Lot Size (Sq. Ft.): 6,771
  • Lot Size: 6771
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Association Fee: $191
  • Assoc Fee Freq.: Quarterly
  • Assoc Fee Desc.: Required
  • Tax Amount: $9,609.51
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: TIVOLI WOODS VILLAGE C 51/84 LOT 103
  • Flood Zone Info: X
  • APN: 312318201401030
  • Property ID: 312318201401030
  • Block/Lot/Section: 1
Buyer's Brokerage Compensation: 2.5%
Not binding unless confirmed by separate agreement among applicable parties.

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— 5295 Adair Oak Dr —

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NMLS#: 1598647

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Be ready to buy your new home!

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NMLS#: 1598647

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Schools serving 5295 Adair Oak Dr

School District:Orange County School District
NameGradesDistance
Hidden Oaks Elementary School, Orlando, FL
9051 Suburban Drive, Orlando, FL 32829
K-50.8 mi
Odyssey Middle School
9290 Lee Vista Boulevard, Orlando, FL 32829
6-81 mi
Colonial High School
6100 Oleander Drive, Orlando, FL 32807
9-125.7 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 5295 Adair Oak Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/12/2026
Listed
$655,000
209.11%
MLS
2/06/2009
Sold
$211,900
—
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 5295 Adair Oak Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,619
—
$517,290
125%
2024
$3,619
6%
$229,791
3%
2023
$3,424
5%
$223,098
6%
2021
$3,258
-2%
$210,291
-3%
2022
$3,318
2%
$216,600
4%
2021
$3,258
2%
$207,388
2%
2019
$3,188
1%
$202,725
2%
2018
$3,152
1%
$198,945
2%
2017
$3,106
1%
$194,853
2%
2016
$3,088
-1%
$190,845
1%
2015
$3,131
—
$189,518
1%
2014
$3,144
7%
$188,014
2%
2013
$2,937
—
$185,235
—
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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5295 Adair Oak Drive, Orlando, FL 32829 (MLS# S5143449) is a Single Family property with 5 bedrooms and 4 full bathrooms. 5295 Adair Oak Drive is currently listed for $655,000 and was received on February 12, 2026. This property is listed by Eric Roman from our Winter Park Office.Want to learn more about 5295 Adair Oak Drive? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

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