423 OLOLU DRIVE, Winter Park, FL 32789

• 3 beds |
• 3 baths |
• 1,920 sqft

Property Description

Welcome to this beautifully remodeled two story home in one of Winter Park’s most desirable upscale neighborhoods, offering timeless charm, modern upgrades, and no HOA restrictions. Completely renovated in 2019, this property features a newer roof, windows, A/C system, electrical, plumbing, driveway, and a fully fenced yard with a private entry gate, along with fresh exterior & interior repaint completed in 2025. Inside, you will find bright, open living spaces and a modern kitchen designed for both everyday living and entertaining. Upstairs, a spacious family room opens to a covered balcony with serene lake views, creating an ideal space to relax or entertain. The flexible layout also allows for two separate living areas, making it well suited for multi-generational living or rental income. Step outside to enjoy the expansive gated yard with plenty of room for gatherings along with ample parking. Conveniently located just minutes from shopping, dining, Downtown Orlando, Downtown Winter Park, Full Sail University, and Rollins College, this home offers an exceptional location. The seller is offering 1% closing cost Buyer credit with a full price offer. Do not miss this rare opportunity to own a beautifully updated home with endless potential in a highly desirable location. Contact us today to schedule your private showing!

Listing Status:

Active

Date Added:

January 8, 2026

Data Last Updated:

May 12, 2026 at 3:24AM

Listing Office:

KELLER WILLIAMS WINTER PARK : 407-545-6430

Listing Agent:

Jill Healey : 407-797-1420

MLS ID:

O6369976

Interior

• General: Ceiling Fans(s)Eat-in KitchenOpen FloorplanPrimaryBedroom UpstairsSolid Wood CabinetsStone CountersThermostatWalk-In Closet(s)
• Rooms: Great Room
• Appliances: DishwasherDisposalDryerElectric Water HeaterMicrowaveRangeRefrigeratorWasher
• Laundry: Inside
• Flooring: Ceramic Tile
• A/C: Central Air
• Heating: Central

Exterior

• General: BalconyPrivate Yard
• Style: Other
• Other Structures: Shed(s)PorchFront PorchWrap AroundDeck
• Pool: Above Ground

Construction

• Roofing: Shingle
• General: BlockStuccoTwoSlab

Location

• Road/Access: Asphalt
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-1AKILLARNEY CIRCLE K/22 LOT 3802-22-29-4168-00-380
• Fencing: Vinyl

Utilities

• Utilities: Electricity ConnectedPublicSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple