Vintage homes for sale & real estate in Orange County, FL

Vintage Home for sale in Orange County, FL:

Charming 1 Bedroom 1 Bath Craftsman Cottage on a spacious lot in Downtown Windermere * Whole House Natural Gas Generator keeps the lights and hot water on during all storms * Mature Oak Trees * The covered porches on the front and rear offer additional spaces to entertain, watch nature or read your favorite book while you slow down and truly experience the "Old Windermere" lifestyle * Home has been lovingly maintained and will impress even the most finicky Buyer * Don't miss this rare opportunity * Must see inside to really appreciate the home * A Garage can be added on the front and a Virtual Garage is in the pictures * there is enough room to add another Bedroom

Vintage Home for sale in Orange County, FL:

Virtually Staged. Zoned for Fantastic Winter Park Schools, this 4 bed, 2 bath recently renovated abode is waiting for you. Located on a quiet, tree-lined street, you can walk to highly rated Brookshire Elem and Winter Park High. The open-plan living space has beautiful travertine tile floors flowing through the kitchen, dining room, and living room. Renovated in 2026, the kitchen offers quartz counter tops, new appliances, under cabinet lighting, custom tile backsplash, and pendant lights. Flowing from the kitchen to the dining room and through to the living room, this open floor plan is sure to please. Double French doors open from the sunny living room to the spacious backyard. The oversi

Vintage Home for sale in Orange County, FL:

Welcome to 5003 Keith Place! Discover this beautiful 4-bedroom, 2-bathroom home nestled in a convenient Central Orlando location! Offering plenty of space and an inviting layout, this home is ready for its next owner to add their personal touch and make it their own. Enjoy easy access to shopping, dining, entertainment, major roadways, and everything Orlando has. Whether you're looking for your next home or an investment opportunity, this property is a must-see! Property is being sold AS-IS. Seller has never occupied the property and makes no representations regarding its condition. Buyers are encouraged to conduct all desired inspections and due diligence.

Vintage Home for sale in Orange County, FL:

3-bed home in Orlando with 2 baths, 1,252 sq ft, and major 2026 improvements, including a new roof, A/C, and water heater. Located in Azalea Park, this single-story home sits on a spacious 0.22-acre lot with no HOA. Inside, you’ll find ceramic tile flooring, stone countertops, solid wood cabinets, and new stainless steel appliances. The living and dining areas share an open space, with an additional room offering flexibility for a home office, sitting area, or hobby space. The primary bedroom includes a walk-in closet. Outside, enjoy a screened-in patio, extended driveway for additional parking, and a generous backyard featuring an avocado tree. This 3-bed home in Orlando combines sub