luxury properties for sale Orange County, United States

Along a charming brick street in one of the desirable areas of southwest Orange County, this beautifully updated 1938 cottage-style home offers a blend of historic character and modern convenience in the heart of downtown Winter Garden. On an oversized, fully fenced corner lot within the sought-after golf cart district, this rare gem is just blocks from historic Plant Street, the famed Plant Street Market, weekend farmers market, premier dining, shopping, entertainment and scenic West Orange Trail. This inviting three-bedroom, two-bath home features 1,273 square feet of thoughtfully updated living space with stylish laminate and ceramic tile flooring throughout, blending timeless charm with modern finishes. Inside, you'll find a functional layout with inside laundry, a warm and welcoming atmosphere, and a newer air-conditioning system for added peace of mind. Enjoy quiet mornings or relaxing evenings from the desired front and rear porches overlooking the fully fenced yard, ideal for entertaining, pets or simply enjoying the Florida lifestyle. The oversized double carport and extended driveway provide abundant parking, while the exterior storage room within the carport offers exceptional flexibility for hobbies, tools, golf cart accessories or additional storage needs. Homes with this level of charm, character and accessibility rarely become available in downtown Winter Garden. Combining an unbeatable location, oversized corner lot and the convenience of golf cart living just near everything Plant Street has to offer, this is a special opportunity to own a piece of one of Central Florida's beloved historic communities.

Exceptional investment potential meets everyday convenience in the rapidly evolving Lake Barton Park area. Situated on a generous .34-acre R-2 zoned lot, this property offers a rare combination of flexibility, income-producing potential, and long-term development value that extends far beyond a traditional single-family homesite. With no HOA restrictions and a location surrounded by luxury residences, charming bungalows, and modern townhomes, this is an opportunity to capitalize on one of Central Florida's most dynamic growth corridors. The three-bedroom residence features durable vinyl and tile flooring throughout, complemented by a spacious open-concept living and dining area anchored by a classic brick fireplace. The functional kitchen includes a pantry for additional storage, while the interior laundry room provides direct access to the expansive backyard, creating endless possibilities for outdoor living, expansion, or future enhancements. Whether you're an investor seeking to expand your portfolio, a renovator with a vision, or a homeowner looking to create a personalized retreat, this property presents exceptional upside and versatility. Its prime location is in an A-RATED school district and places you just minutes from the Cady Way Trail, Orlando Fashion Square, Baldwin Park Village Center, Downtown Orlando, Audubon Park Garden District, and Winter Park, with convenient access to Orlando Executive Airport and Orlando International Airport. Offering location, flexibility, and future potential in equal measure, this is a rare opportunity to secure a valuable asset in a neighborhood experiencing significant growth and transformation.

Set along a picturesque, tree-lined street in the heart of College Park, this stunning four-bedroom, three-and-one-half bath brick residence offers timeless elegance paired with modern upgrades and exceptional livability. From its charming curb appeal to its thoughtfully designed interior, this two-story home is a standout. Inside, beautiful wood floors flow throughout the main living areas, setting a warm and inviting tone. A dedicated office with French doors provides a work-from-home retreat, while the formal living room, complete with custom built-ins and French doors, opens seamlessly to the outdoor entertaining space. A gracious formal dining room connects to the kitchen via a convenient butler's pantry, ideal for hosting. The open-concept kitchen and family room serve as the heart of the home. The kitchen is equipped with high-end appliances, including a Thermador 6-burner gas range and a Viking refrigerator, and overlooks the spacious family room, recently enhanced with a full wall of custom built-ins (2025). The private first-floor primary suite is a serene retreat, featuring two sets of French doors that lead to the covered lanai and backyard oasis. The luxurious primary bath offers dual walk-in closets, separate vanities, a classic claw-foot tub and a walk-in shower. A laundry room, powder bath and a convenient drop zone from the garage complete the first level. Upstairs, you'll find three additional bedrooms, one with an en-suite bath, all featuring built-in closets. A cozy reading nook or media area adds flexible living space, while an impressive 15-by-11-foot climate-controlled storage room provides rare and valuable extra storage. Go outside to enjoy your private backyard retreat, complete with a sparkling saltwater pool, a newly installed putting green with turf (2022) and a new pool pump (2024), ideal for relaxing and entertaining. Additional highlights include a two-car attached garage, expanded driveway parking and a roof replaced in 2021. Ideally just moments from the charming shops and restaurants of Edgewater Drive in picturesque College Park, this home also offers convenient access to downtown Orlando, area hospitals and major sports venues. Enjoy proximity to the historic Country Club of Orlando, along with easy access to major roadways for seamless commutes to Orlando International Airport, Orlando Executive Airport and world-renowned theme park attractions. This exceptional home blends classic charm with modern convenience in one of College Park's desirable locations. Please refer to MLS attachments for a complete list of upgrades and improvements.