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$435,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1,888 Sq. Ft.
  • Updated 2 days ago
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Welcome to Chickasaw Oaks, where thoughtful UPDATES, a versatile layout and peaceful POND & WOODED VIEWS come together in one well maintained East Orlando home! Major upgrades have already been completed for you - including NEW family room WINDOWS and SLIDING GLASS DOOR (2025), A/C & DUCT WORK (2024), a REMODELED KITCHEN with new cabinetry, sleek QUARTZ COUNTERTOPS and UPDATED STAINLESS STEEL APPLIANCES, custom sliding BARN DOORS added to the primary suite (2024), an UPDATED PRIMARY BATHROOM (2023), FRESH INTERIOR PAINT (2022), lanai rescreening and rain gutters (2022), EXTERIOR PAINT and paver walkway (2021), LUXURY VINYL PLANK FLOORING throughout the main living areas and primary bedroom (2020), plus a newer ROOF (2019) for added peace of mind. The LOW HOA and prime central location only add to the appeal! 4-bedrooms and 2-baths all on one level welcomes you with a charming front porch and a light-filled interior featuring HIGH CEILINGS, formal living and dining spaces, and an open flow designed for everyday living and entertaining. The REMODLED KITCHEN is truly the heart of the home, showcasing stylish quartz countertops, updated cabinetry, modern appliances and a seamless connection to the family room so everyone stays connected. Sellers especially love the open kitchen, abundant natural light and the peaceful views with NO REAR NEIGHBORS. The desirable SPLIT BEDROOM layout offers privacy and flexibility, with the PRIMARY SUITE in its own wing with a WALK-IN CLOSET and an updated en-suite bath. Three additional bedrooms and a second full bath are positioned on the opposite side of the home, making this layout ideal for guests, family or a home office setup. Sliding glass doors open to a LARGE SCREENED LANAI overlooking the FENCED BACKYARD, where mature landscaping, WATER VIEWS and wooded scenery create a private outdoor retreat. A playground added in 2023 adds even more enjoyment to the outdoor space. Located in the established Chickasaw Oaks community, this home offers quick access to SR 417, 408, 528 and SR 50, making it easy to reach Downtown Orlando, the Orlando International Airport, Lake Nona, Waterford Lakes, Avalon Park, shopping, dining, parks and major employers. MOVE-IN READY with major updates already done, this East Orlando gem delivers the space, style and location you have been looking for. Call today to schedule your tour and fall in love with Red Bay Drive!

Full Property Details for 4866 Red Bay Dr

General

  • Price: $435,000
  • HOA FEE: $20/month
  • HOA FEE FREQ.: Annually
  • Taxes: $4,136 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6404624
  • Updated: 5/15/2026
  • Added to Site: 3 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 11
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Family Room
  • Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Luxury Vinyl, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Security/Safety: Security System, Smoke Detector(s)

Exterior

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

Parking

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

Location

  • Area: 32829 - Orlando/Chickasaw
  • County: Orange
  • Development Name: 32829 - Orlando/Chickasaw
  • Subdivision: CHICKASAW OAKS PH 05
  • Driving Directions: From S Chickasaw Trail, turn right onto Red Bay Dr. Home will be on the left.
  • Direction Faces: Northeast

School Information

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

Community

  • Community Name: 32829 - Orlando/Chickasaw
  • Community Features: Sidewalks
  • Association: Yes
  • Assoc. Name: Community Management Specialists
  • Pet Restrictions: Buyer to verify pet restrictions with HOA and/or city/county

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

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

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds, Rods
  • Stories/Levels: One
  • Square Feet: 1,888
  • Sq. Ft. Source: Public Records
  • Year Built: 1988

Lot Features

  • Property View: Trees/Woods, Water
  • Lot Size (Acres): 0.17
  • Lot Size (Sq. Ft.): 7,501
  • Lot Size: 7501
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Chain Link, Fenced, Wood

Water Features

  • Water View: Yes

Financial Considerations

  • Association Fee: $236
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,136
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: CHICKASAW OAKS PHASE 5 UNIT 1 19/78 LOT100
  • Flood Zone Info: X & AE
  • APN: 132330130101000
  • Property ID: 132330130101000
  • Block/Lot/Section: 1

Listed by Wemert Group Realty Llc

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Listing agents

— 4866 Red Bay Dr —

  • Wemert Group Realty Llc

  • Wemert Group Realty Llc

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 4866 Red Bay Dr

School District:Orange County School District
NameGradesDistance
Hidden Oaks Elementary School, Orlando, FL
9051 Suburban Drive, Orlando, FL 32829
K-50.6 mi
Odyssey Middle School
9290 Lee Vista Boulevard, Orlando, FL 32829
6-80.8 mi
Colonial High School
6100 Oleander Drive, Orlando, FL 32807
9-125.3 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 4866 Red Bay Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/15/2026
Listed
$435,000
61.11%
MLS
6/01/2020
Sold
$270,000
—
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 4866 Red Bay Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,136
5%
$270,116
6%
2024
$3,927
7%
$255,603
3%
2023
$3,664
6%
$248,158
6%
2021
$3,465
-2%
$233,913
-3%
2022
$3,523
2%
$240,930
7%
2021
$3,465
5%
$225,920
2%
2019
$3,311
92%
$220,841
81%
2018
$1,723
2%
$122,267
2%
2017
$1,683
2%
$119,752
2%
2016
$1,653
-1%
$117,289
1%
2015
$1,677
-2%
$116,474
1%
2014
$1,715
2%
$115,550
2%
2013
$1,679
—
$113,842
—
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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NMLS#: 1598647

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Listed by Wemert Group Realty Llc

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4866 Red Bay Drive, Orlando, FL 32829 (MLS# O6404624) is a Single Family property with 4 bedrooms and 2 full bathrooms. 4866 Red Bay Drive is currently listed for $435,000 and was received on May 15, 2026. Want to learn more about 4866 Red Bay 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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