Welcome Home to this Handsomely reimagined Retro Home in Azalea Park - where classic Florida Charm meets fresh, Modern updates! This beautifully remodeled 3-bedroom, 2-bath home pairs a clean, contemporary aesthetic with the timeless appeal of a mid-century Florida home. Step inside to discover distinctive angled ceilings, an abundance of natural light, and an open Great Room that brings the Living and Dining spaces together for easy everyday living and effortless entertaining. The handsome updated Kitchen features Stainless Steel appliances, while ceramic tile flooring, new ceiling fans and lighting, and fresh interior and exterior paint give the home a crisp, move-in-ready feel. Outside, enjoy a spacious fenced backyard, an expansive driveway with parking for up to four cars, and the freedom of NO HOA! Located close to historic downtown Orlando in Azalea Park, one of Orlando’s classic residential communities, this home enjoys a neighborhood setting defined by mature landscaping, the character that comes with non-uniform winding streetscapes, and established homes reflecting decades of individual renovations and updates. Conveniently located near Orlando Executive Airport, UCF’s Corporate Tech Park, Valencia College, Baldwin Park, and Winter Park, you’ll appreciate easy access to the 408, 417, and 528 for commuting, exploring Orlando’s attractions, or heading to the beaches. Whether you’re a first-time Home Buyer ready to stop wasting money on rent and build equity for your financial future, or simply looking for a stylish, updated home in a convenient location, 5939 Dogwood Drive offers a wonderful opportunity to enjoy the best of Orlando living. Come see how classic Florida character and modern comfort come together in Azalea Park to make this the Home you have been dreaming of.
- Built in 1952
- 1 garage space
- $252.92/sqft
- Lot size: 11,393 sqft
- Directions: From Downtown Orlando take the 408 expressway east, about 3 miles. Take exit 14 toward Andes Avenue/FL-436/South Semoran Boulevard, and continue on Lake Underhill Rd 1 mile. Pass FL-436 and turn left on Yucatan Dr going under the 408 expressway, then take the second right onto Dogwood Drive. Home will be on the left at the bend in the road.
- County: Orange
- Geo subdivision: AZALEA PARK REP
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Niles Harrison Pfeiffer
Central Florida REALTOR®
- Source: Stellar MLS
- MLS #: O6450580
Listing updated: October 23, 2026 at 10:47AM
Listing provided by: Heather Walker, HAMPTON WINDSOR REALTY LLC
Last checked 2 hours ago
Listing provided by: Heather Walker, HAMPTON WINDSOR REALTY LLC
Last checked 2 hours ago
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