Forest Hills Homes with Private Yard Exterior Features

Forest Hills Homes with Private Yard Exterior Features

Welcome to Forest Hills, a serene and picturesque subdivision nestled in the heart of Winter Park, Florida, within the vibrant Orange County. This charming community is renowned for its lush landscapes, friendly neighbors, and an inviting atmosphere that makes it a perfect place to call home.

Forest Hills boasts a diverse selection of homes, each featuring private yard exterior spaces that provide an oasis of tranquility. Imagine enjoying your morning coffee on a sun-drenched patio or hosting summer barbecues in your spacious backyard, surrounded by the beauty of Florida’s natural flora. These private yards not only offer a retreat for relaxation but also serve as a canvas for gardening enthusiasts and families looking to create lasting memories together.

The subdivision is conveniently located near Winter Park’s delightful array of shops, restaurants, and cultural attractions, including the famed Park Avenue and the stunning Rollins College campus. Residents of Forest Hills enjoy easy access to scenic parks and recreational facilities, making it ideal for outdoor enthusiasts and families alike.

With its charming homes, well-maintained streets, and a strong sense of community, Forest Hills is more than just a place to live; it’s a lifestyle. Whether you’re a first-time homebuyer or looking to settle down in a peaceful neighborhood, Forest Hills offers the perfect blend of comfort and convenience. Come discover the magic of this enchanting subdivision and see why so many choose to call Forest Hills their home!

Newest Forest Hills Homes with Private Yard Exterior Features

$299,000
2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to your slice of the Florida waterfront lifestyle. This 2-bedroom, 2-bathroom home sits directly on the Anclote River with deeded Gulf of Mexico access, a rare opportunity to own true boating water at an approachable price point, on a nice block of well-kept homes. Step into your own private oasis with a screened, in-ground pool overlooking the river, a private dock with new wood decking ready for your boat, a seawall in good condition, and a spacious backyard made for sunset views and morning coffee on the water, while new windows across the back of the home flood the living space with natural light and frame those river views beautifully. This home has been well cared for where it counts most, with a new roof (2025), HVAC (approx. 2 years), fencing (1 year old), and pool pump (1.5 years old) already updated, making this a true opportunity for an investor or a buyer ready to add cosmetic value through new flooring, kitchen, and bath finishes and build significant equity, whether renovating to sell, to rent, or to make it your own. Tucked in the Flotilla Dr riverfront enclave of Holiday, the home is minutes from Anclote River Park, with its boat ramp, kayak launch, and Gulf-access swimming, and just a short drive from the world-famous Tarpon Springs Sponge Docks, known for its historic Greek waterfront district, dolphin cruises, and waterfront dining, with boaters able to head straight out the Anclote River to Anclote Key Preserve State Park or nearby Fred Howard Park and Sunset Beach. Families will also appreciate the school zoning for Sunray Elementary, Paul R. Smith Middle School, and Anclote High School. Homes with true river frontage and Gulf access rarely come to market at this price point, so bring your contractor and your vision, and turn this riverfront gem into something spectacular!

1332 Flotilla Drive, Holiday
$335,000
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to this spectacular waterfront property in the Forest Hills subdivision, a true tropical paradise and boater's dream offering direct Gulf access from your private dock and 10,000-pound boat lift. From the grand circular driveway and beautifully updated landscaping to the expansive wrap-around screened lanai, this ranch-style home is designed for seamless indoor-outdoor living against the backdrop of stunning Anclote River sunrises and sunsets. Inside, a spacious great room features elegant tile flooring, fresh paint, and insulated windows that flood the home with natural light, leading into a beautiful kitchen equipped with premium Bosch, Frigidaire, and Whirlpool appliances. The primary suite serves as a relaxing sanctuary with dual sliding closet doors, a dedicated mini-split AC, and dramatic floor-to-ceiling windows overlooking the water, while the secondary bedrooms offer incredible versatility, including a bonus space with a dry bar and mini-fridge ideal for a home office or gym. Both bathrooms have been completely renovated, featuring modern fixtures, a laundry closet with a premium LG washer and dryer, and a walk-in shower with a stylish glass backsplash and supportive grab bars. Outside, elegant pavers guide you to the private pier where you can catch snook and redfish right from the backyard, while the fenced green space provides a wonderful area for pets to roam. Complete with a converted garage perfect for a workshop and three storage sheds for outdoor gear, this one-of-a-kind riverfront retreat is entirely move-in ready and waiting for your watercraft.

1133 Grand Boulevard, Holiday
$4,950,000
4 Beds ⋅ 7 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code
Residing among the treelined streets of Winter Park, this stunning, contemporary pool home, designed and built by renowned Phil Kean, truly captures the essence of luxury living. Showcasing his signature aesthetic, the home emphasizes sleek architectural lines, refined finishes, and a seamless connection between indoor and outdoor spaces. Expansive walls of glass flood the interior with natural light and create a striking façade that embodies its contemporary elegance. The main living areas are designed for both entertaining and everyday living. A dramatic two-story living room is anchored by designer furnishings, which extend throughout the home, while the spacious dining area comfortably accommodates large gatherings. The adjacent family room continues the modern aesthetic with a built-in media wall, sleek fireplace, textured design elements, and a triple sliding door connecting the indoor and outdoor spaces. Ready for any caliber of chef, the kitchen boasts Thermador appliances, along with extensive cabinetry and countertop space, soft-close drawers, a waterfall edge island, generously sized pantry, and reverse osmosis water filtration. A private home theater on the main level offers a true cinematic experience with surround sound, custom seating, and blackout shades, along with a stylish wet bar, providing additional space for entertaining. The home’s Crestron automation system is discreetly integrated, allowing full control of lighting, climate, and technology from a single interface. Upstairs, a striking floating staircase leads to a gallery-style landing overlooking the living space below. For those exhausting days, you can instead take a ride on the elevator. The expansive primary suite features a sitting area, a custom closet, and terrace access. The spa-inspired primary bath includes dual rain showers with body sprays, a soaking tub, and dual vanities with elegant finishes. Additional second-floor amenities include a fitness room with steam shower and sauna, an additional en-suite bedroom, one of the two laundry rooms, and access to an upper-level terrace overlooking the landscaped grounds and pool. Two en-suite guest bedrooms are conveniently tucked away on the first floor for maximum privacy. Offering four bedrooms, five full bathrooms, and two half baths, the home delivers both comfort and sophistication at every turn. Thoughtfully integrated automated shades provide effortless privacy, while the advanced air purification systems and whole-home water softener complement the home's advanced smart features. This residence is offered fully furnished with curated Restoration Hardware pieces, including custom-selected furniture, lighting, rugs, and artwork that enhance its cohesive design. Outdoor living is equally impressive, with covered lanai spaces enhanced by automated roll-down screens, designer furnishings, a summer kitchen with gas grill and ventilation, and tranquil poolside views. The property also includes a split, three-car garage with a large driveway protected by a gated entrance. Completing this extraordinary dwelling is its location in the heart of Winter Park. This lakeside residence sits minutes from Park Ave Shopping, Rollins College, AdventHealth, multiple Botanical Gardens and Museums, well-rated grade schools, and highway access. Schedule your private showing today and experience the Winter Park lifestyle firsthand.

231 Chelton Circle, Winter Park
$244,900
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Located in a fantastic area of Holiday with its close proximity to Pinellas County, this three-bedroom, two-bathroom home is nicely updated and completely turn-key! New laminate flooring was just installed throughout the home ready for the new owners. The fully updated galley kitchen features level 2 granite, a full array of modern stainless-steel appliances and a breakfast nook area overlooking the backyard. The bonus room opens up even more possibilities for the indoor space and leads into the screened-in lanai and the fully fenced back yard complete with newly resealed pavers and a built-in firepit. The nicely updated bathrooms feature newer vanities and exquisite tile work. Part of the garage was converted into the 3rd bedroom but can easily be put back if a buyer so chooses. The roof and AC are newer as well, and the windows have been updated with modern double-pane impact windows. There is plenty of space for parking on the driveway, plus a storage bay garage. The laundry room is within the home and unlike other listings, the washer and dryer are INCLUDED. This home is clean, inviting and situated in an area close to parks, beaches, shopping, medical facilities and all the best that Florida has to offer. Make your appointment today!

1148 Fernwood Drive, Holiday
Start Your Search