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!
Sold for $435,000
Zestimate®
$435,000
4866 Red Bay Dr, Orlando, FL 32829
4beds
1,888sqft
Single Family Residence
Built in 1988
7,501 Square Feet Lot
$435,000 Zestimate®
$230/sqft
$2,669 Estimated rent
Home value
$435,000
$400,000 - $470,000
$2,669/mo
Zestimate® history
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$3,173/mo
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List your homeWhat's special
Large screened lanaiLanai rescreeningPrivate outdoor retreatFresh interior paintAbundant natural lightHigh ceilingsSleek quartz countertops
Zillow last checked:
Listing updated:
Listed by:
Jenny Wemert 407-809-1193,
WEMERT GROUP REALTY LLC 407-743-8356,
Tony Galarza 407-497-7688,
WEMERT GROUP REALTY LLC
Bought with:
Alfredo Carral, 3594476
EXP REALTY LLC
Kevin Kendrick, 3234759
EXP REALTY LLC
Source: Stellar MLS,MLS#: O6404624
Originating MLS: Orlando Regional
Originating MLS: Orlando Regional
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Family Room, Dining Room, Living Room
Primary bedroom
- Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
- Level: First
- Area: 195 Square Feet
- Dimensions: 13x15
Bedroom 2
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 100 Square Feet
- Dimensions: 10x10
Bedroom 3
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 120 Square Feet
- Dimensions: 10x12
Bedroom 4
- Features: Ceiling Fan(s), Built-in Closet
- Level: First
- Area: 130 Square Feet
- Dimensions: 10x13
Primary bathroom
- Features: Built-In Shelving, Dual Sinks, Multiple Shower Heads
- Level: First
- Area: 81 Square Feet
- Dimensions: 9x9
Balcony porch lanai
- Level: First
Dining room
- Level: First
- Area: 160 Square Feet
- Dimensions: 10x16
Family room
- Features: Ceiling Fan(s)
- Level: First
- Area: 288 Square Feet
- Dimensions: 18x16
Kitchen
- Features: Pantry, Kitchen Island
- Level: First
- Area: 160 Square Feet
- Dimensions: 10x16
Laundry
- Features: Built-In Shelving
- Level: First
- Area: 45 Square Feet
- Dimensions: 5x9
Living room
- Features: Ceiling Fan(s)
- Level: First
- Area: 210 Square Feet
- Dimensions: 14x15
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Convection Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Laundry: Laundry Room
Features
- Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
- Flooring: Carpet, Luxury Vinyl, Tile
- Doors: Sliding Doors
- Windows: Blinds, Window Treatments
- Has fireplace: Yes
- Fireplace features: Family Room
Interior area
- Total structure area: 2,357
- Total interior livable area: 1,888 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, On Street
- Attached garage spaces: 2
- Has uncovered spaces: Yes
- Details: Garage Dimensions: 19x22
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Enclosed, Patio, Rear Porch, Screened
- Exterior features: Lighting, Rain Gutters, Sidewalk
- Fencing: Chain Link,Fenced,Wood
- Has view: Yes
- View description: Trees/Woods, Water, Pond
- Has water view: Yes
- Water view: Water,Pond
Lot
- Size: 7,501 Square Feet
- Features: Landscaped, Sidewalk
- Residential vegetation: Mature Landscaping, Trees/Landscaped, Wooded
Details
- Parcel number: 132330130101000
- Zoning: R-1A
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Slab
- Roof: Shingle
Condition
- New construction: No
- Year built: 1988
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Street Lights, Water Connected
Community & HOA
Community
- Features: Sidewalks
- Security: Security System, Smoke Detector(s)
- Pet fee: $0 monthly
- Subdivision: CHICKASAW OAKS PH 05
HOA
- Has HOA: Yes
- HOA fee: $20 monthly
- HOA name: Community Management Specialists
- HOA phone: 407-359-7202
Location
- Region: Orlando
Financial & listing details
- Price per square foot: $230/sqft
- Tax assessed value: $359,257
- Annual tax amount: $4,136
- Date on market: 5/15/2026
- Cumulative days on market: 6 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved, Asphalt
Price history
| Date | Event | Price |
|---|---|---|
| 6/26/2026 | Sold | $435,000$230/sqft |
Source:  Stellar MLS #O6404624 Report a problem | ||
| 5/22/2026 | Pending sale | $435,000$230/sqft |
Source: Stellar MLS #O6404624 Report a problem | ||
| 5/15/2026 | Listed for sale | $435,000+61.1%$230/sqft |
Source: Stellar MLS #O6404624 Report a problem | ||
| 6/4/2020 | Sold | $270,000+14.6%$143/sqft |
Source: Public Record Report a problem | ||
| 2/12/2018 | Sold | $235,500-3.8%$125/sqft |
Source: Public Record Report a problem | ||
| 12/18/2017 | Listed for sale | $244,900+3.4%$130/sqft |
Source: PREMIUM INTERNATIONAL REALTY #S4851501 Report a problem | ||
| 10/28/2017 | Listing removed | $236,900$125/sqft |
Source: PREMIUM INTERNATIONAL REALTY #S4851501 Report a problem | ||
| 10/12/2017 | Price change | $236,900-1.3%$125/sqft |
Source: PREMIUM INTERNATIONAL REALTY #S4851501 Report a problem | ||
| 9/19/2017 | Listed for sale | $239,900+62.6%$127/sqft |
Source: PREMIUM INTERNATIONAL REALTY #S4851501 Report a problem | ||
| 4/16/2004 | Sold | $147,500+47.5%$78/sqft |
Source: Public Record Report a problem | ||
| 4/5/1996 | Sold | $100,000+4.2%$53/sqft |
Source: Public Record Report a problem | ||
| 1/6/1994 | Sold | $96,000$51/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,927 +7.2% | $255,603 +3% |
| 2023 | $3,664 +4% | $248,158 +3% |
| 2022 | $3,523 +1.7% | $240,930 +3% |
| 2021 | $3,465 +3.3% | $233,913 +3.5% |
| 2020 | $3,355 +1.3% | $225,920 +2.3% |
| 2019 | $3,311 +92.1% | $220,841 +80.6% |
| 2018 | $1,723 | $122,267 -32.3% |
| 2017 | $1,723 +2.4% | $180,615 +4.2% |
| 2016 | $1,683 +1.8% | $173,301 +6.1% |
| 2015 | $1,653 -3.6% | $163,262 +27.2% |
| 2014 | $1,715 +2.1% | $128,377 +12.3% |
| 2013 | $1,679 +1.2% | $114,326 +1.2% |
| 2012 | $1,659 +3.6% | $113,020 +4% |
| 2011 | $1,602 -16.5% | $108,679 -16.5% |
| 2010 | $1,919 | $130,138 -18.4% |
| 2009 | -- | $159,577 -21.7% |
| 2008 | $2,167 -4.3% | $203,833 -7.3% |
| 2007 | $2,265 -5.4% | $219,905 +30.7% |
| 2006 | $2,393 +1.5% | $168,297 +21.1% |
| 2005 | $2,357 +46% | $138,977 +8.9% |
| 2004 | $1,615 +0.7% | $127,606 +4% |
| 2003 | $1,604 +2.5% | $122,662 +16.8% |
| 2002 | $1,565 -0.4% | $105,017 +8% |
| 2001 | $1,571 +2.6% | $97,229 +4.7% |
| 2000 | $1,531 | $92,908 |
Find assessor info on the county website
Neighborhood: 32829
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Nearby schools
GreatSchools rating
- 8/10Hidden Oaks Elementary SchoolGrades: PK-5Distance: 0.6 mi
- 5/10Odyssey Middle SchoolGrades: 6-8Distance: 0.8 mi
- 3/10Colonial High SchoolGrades: 9-12Distance: 5.3 mi
Schools provided by the listing agent
- Elementary: Hidden Oaks Elem
- Middle: Odyssey Middle
- High: Colonial High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$435,000
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Estimated market value
$435,000
- Florida
- Orange County
- Orlando
- 32829
- 4866 Red Bay Dr
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