Winter Park Pines Rep Homes for Sale

Winter Park Pines Rep Homes for Sale

Welcome to Winter Park Pines Rep, a charming subdivision nestled in the heart of Winter Park, Florida, within the picturesque Orange County. This delightful community is renowned for its serene environment, inviting neighbors, and lush landscapes, making it the perfect place to call home.

Winter Park Pines Rep offers a diverse selection of homes for sale, presenting an array of options for families, retirees, and young professionals alike. Whether you’re seeking a cozy single-family residence or a modern townhome, you’ll find properties that cater to every lifestyle and budget. Many homes in this subdivision boast spacious layouts, updated amenities, and beautiful outdoor spaces, ideal for entertaining or simply enjoying Florida’s year-round sunshine.

The location of Winter Park Pines Rep is truly a standout feature. Residents enjoy easy access to a variety of local attractions, including the vibrant downtown area of Winter Park, where you can explore unique shops, dine at exquisite restaurants, and engage in cultural experiences at the renowned Charles Hosmer Morse Museum of American Art. Additionally, the area is home to beautiful parks, scenic lakes, and walking trails, perfect for outdoor enthusiasts.

Families will appreciate the proximity to highly-rated schools, making Winter Park Pines Rep an ideal choice for those with children. The community’s friendly atmosphere and well-maintained surroundings create a welcoming environment where neighbors become friends.

If you’re looking for a place that combines comfort, convenience, and community spirit, explore the homes for sale in Winter Park Pines Rep today and discover the perfect setting for your next chapter!

Newest Winter Park Pines Rep Homes for Sale

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code

Virtually Staged. Welcome to a residence where timeless design meets modern sophistication in the highly sought-after Winter Park Pines community—one of Winter Park's most established neighborhoods, celebrated for its tree-lined streets, oversized homesites, exceptional schools, and proximity to world-class dining, shopping, golf, and cultural attractions. With no HOA, this thoughtfully renovated home offers the perfect balance of refined living and everyday comfort in one of Central Florida's most desirable locations. This 1,605 sqft, 4-bedroom, 2-bath residence, has been transformed with modern finishes, upgraded systems, and thoughtful design throughout. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a bright and inviting space ideal for both everyday living and entertaining. The interior features new luxury vinyl flooring in all main areas and fully remodeled bathrooms with floor and wall tile, elongated modern toilets, updated vanities, and premium finishes. The main bathroom includes a new bathtub, medicine cabinet, and mirror cabinet, while the master bathroom offers a glass-walled shower with a niche and a double floating vanity with mirrored cabinets. The kitchen is a true centerpiece, showcasing a large island, quartz countertops, high-end custom cabinetry with soft-close drawers, and a pantry with built-in shelving. Luxury FORNO white-and-gold appliances elevate the space, including an induction cooktop and range, hood fan, double-door refrigerator with ice maker, and a microwave built into an island drawer. The kitchen is completed with a high-end white sink bowl and garbage disposal, adding both style and functionality. Major improvements were completed with permits, including new HVAC (2026), new water heater (2026), new 200 Amps electrical panel (2026), and a full plumbing repipe (2026). Additional upgrades include new wired smoke alarms and new doors throughout. The living room features modern potlights, and all bedrooms include contemporary ceiling fans. The lanai has been renovated, offering a comfortable outdoor retreat. Exterior enhancements include an updated roof (2020), fresh interior and exterior paint, a refinished garage floor, and an upgraded garage door opener (2026). The property also features a brand-new irrigation system (2026) to keep the grounds lush and easy to maintain. Smart-home additions include a smart Blink doorbell and a smart front-door lock, providing added convenience and security. The spacious, fully-fenced backyard offers privacy and endless possibilities for outdoor enjoyment, gardening, or future enhancements. Perfectly positioned just minutes from Winter Park Pines Golf Club, Cady Way Trail, Park Avenue, Rollins College, AdventHealth Winter Park, and the boutiques, fine dining, and cafés that have made Winter Park one of Central Florida's most coveted destinations, you'll also enjoy convenient access to Downtown Orlando, Baldwin Park, major highways, Orlando International Airport, and countless entertainment venues. With meticulous renovations, modern systems, smart-home upgrades, and an unbeatable Winter Park Pines location, this home is truly move-in ready and prepared to welcome its next owner.

2833 Prince John Road, Winter Park

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code

GREAT HOME & GREAT VALUE — home needs cosmetic work and some TLC - if you DIY you could have instant equity. Thoughtful floor plan with two living spaces and a screened-in porch. Located in desirable Winter Park, 3 blocks from parks, cycling trails, and a public pool, plus minutes from Park Avenue’s shops and restaurants. Enjoy top-rated schools and a lovely, walkable neighborhood. Zoned for BROOKSHIRE ELEMENTARY which is 3 blocks away. New roof (12/2021), New water heater (12/2021), Re-piped (1/2022, no polybutylene), New garage door and opener (2/2022), New AC evaporator coil (6/2022) and New French drain system (6/2023). The home has an irrigation system and irrigation well and New gutters (2/2022). OWNER FINANCING available for owners or flippers. All room dimensions must be independently verified by the buyer.

2715 Prince John Road, Winter Park

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines Rep SubDv. ⋅ 32792 Zip Code

Welcome to 2708 Lion Heart Rd, where timeless charm meets modern elegance in the heart of Winter Park. This beautifully reimagined home has been thoughtfully renovated from top to bottom, offering a seamless blend of style, comfort, and functionality. Step inside to discover brand-new luxury vinyl plank flooring flowing throughout, creating a warm and cohesive feel in every room. The stunning two-tone kitchen is a true centerpiece, featuring sleek quartz countertops, contemporary finishes, and new appliances to be installed at closing—perfect for both everyday living and entertaining. The upgrades continue in the fully renovated bathrooms, where carefully selected color palettes and high-quality finishes provide a fresh, sophisticated look designed to stand the test of time. Every detail of this home has been meticulously considered, leaving no space untouched. Outdoors, enjoy your private oasis with a newly resurfaced pool—ideal for relaxing weekends or hosting gatherings year-round in Florida’s sunshine. This move-in-ready gem offers the perfect opportunity to own a like-new home in a highly desirable location. Come experience the beauty, quality, and lifestyle that 2708 Lion Heart Rd has to offer—your dream home awaits.

2708 Lion Heart Road, Winter Park

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Aaron Hunt

Meet Aaron Hunt | Tampa Bay & St. Petersburg Real Estate Expert Raised with an entrepreneurial mindset and a passion for delivering exceptional client experiences, Aaron Hunt has become one of the most trusted real estate professionals in the Tampa Bay area. As the Broker and Co-Founder of Avalon Group Realty, Aaron is known for his strategic marketing expertise, skilled negotiation, and concierge-level service that consistently helps buyers and sellers achieve outstanding results. Originally from the San Francisco Bay Area, Aaron grew up surrounded by business ownership and hospitality, with his family operating hotel properties throughout California, Idaho, and Las Vegas. That background shaped his understanding of customer service, presentation, and relationship-building from an early age. Before entering real estate, Aaron worked in the luxury spa industry, where he refined the attention to detail and personalized service approach that continue to define his business today. After relocating to St. Petersburg in 2013, Aaron quickly fell in love with the Tampa Bay lifestyle and became passionate about helping others find their place in the community. Today, he specializes in helping buyers, sellers, investors, relocating families, luxury home clients, and vacation-home seekers navigate the competitive Tampa Bay real estate market with confidence. Aaron has built a strong reputation for working with out-of-state buyers relocating to Florida, providing in-depth local market knowledge, honest guidance, and a seamless experience from start to finish. His clients value his calm communication style, responsiveness, and ability to simplify even the most complex real estate transactions. In 2014, Aaron co-founded Avalon Group Realty and helped grow the company into one of the top-rated real estate teams serving St. Petersburg, Tampa, and the surrounding Tampa Bay communities. Known for innovative digital marketing, high-end property presentation, and hands-on client support, Aaron intentionally limits the number of clients he works with at one time to ensure every client receives personalized attention and exceptional communication throughout the process. Whether helping sellers maximize their home’s value through expert pricing strategy and marketing or helping buyers secure the right property in a competitive market, Aaron approaches every transaction with professionalism, precision, and a commitment to protecting his clients’ best interests. When he’s not working with clients, Aaron enjoys exploring local neighborhoods, biking along the waterfront, discovering new restaurants, traveling, and supporting community events throughout St. Petersburg and Tampa Bay.

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