Forest Hills Homes with Rain Gutters Exterior Features

Welcome to Forest Hills, a hidden gem nestled in the heart of Florida, where serene landscapes meet vibrant community living. This charming subdivision is renowned for its lush greenery, friendly neighborhoods, and a perfect blend of suburban tranquility and urban convenience. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Forest Hills offers a diverse selection of homes tailored to your lifestyle.

One of the standout features of the homes in Forest Hills is their well-designed exteriors, complete with practical rain gutters. These essential additions not only enhance the aesthetic appeal of the homes but also serve a crucial function in protecting your property from water damage. By directing rainwater away from the foundation, these gutters help maintain the integrity of your home while ensuring a dry and comfortable living environment.

As you stroll through the tree-lined streets of Forest Hills, you’ll notice the community spirit that thrives here. Neighbors greet each other with warm smiles, and local parks provide the perfect backdrop for family gatherings and weekend picnics. With close proximity to shopping centers, schools, and recreational facilities, everything you need is just a stone’s throw away.

In Forest Hills, you’re not just buying a home; you’re investing in a lifestyle. Experience the joys of suburban living with the conveniences of city life right at your fingertips. Come explore this delightful community and discover why Forest Hills is the perfect place to call home.

Newest Forest Hills Homes with Rain Gutters Exterior Features

$441,000

3 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code ⋅ TB8533240 MLS ⋅ Active Status

Embrace Waterfront Florida living at its finest in this remodeled residence that carries no HOA restrictions. Designed for outdoor enthusiasts with frequent dolphin and manatee sightings, this home offers a scenic 20-minute boat cruise to the open Gulf, complete with ample docking space for your boat. Unwind and relax in the screened lanai to take in gorgeous evening sunsets. This home features 2 bedrooms, a spacious bonus room with water views that can be used as a 3rd bedroom, 3 full bathrooms and a built in office space that overlooks the gorgeous water views. Due to the home sitting on a higher foundation, it has been storm tested, and passed with no flooding, even from Hurricanes Helene, Milton, Ian and Irma. This home retreat is a proven short-term rental performer! Offers total versatility as a turn-key investment, personal vacation retreat, or full-time waterfront primary residence. With a newer roof and AC unit, this relaxing sanctuary is ready to call home.

1240 Trunkfish Drive, Holiday

$275,000

3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code ⋅ TB8531441 MLS ⋅ Active Status

Welcome to 1627 Dander Dr, where comfort, functionality, and outdoor living come together. This beautifully updated 3-bedroom, 2-bath home features porcelain tile flooring throughout the main living areas, an open split-bedroom floor plan, and a renovated kitchen with quartz countertops, stainless steel appliances, wood cabinetry, and soft-close drawers. The home also includes a water filtration system and a tankless water heater installed in 2026. One of the home's standout features is the approximately 308-square-foot primary suite addition (not included in the public records and not permitted). This spacious retreat offers plenty of room for a king-size bedroom set, sitting area, or home office and includes a full private bathroom with a walk-in shower, creating a comfortable owner's suite. Step outside to enjoy a covered and screened lanai overlooking a large pergola, making the backyard ideal for relaxing or entertaining. The fully fenced yard also includes mature landscaping with lemon, lime, and avocado trees, grapevines, and a storage shed for additional space. Major updates include a 2019 roof, underground plumbing replaced in 2022, tankless water heater installed in 2026, newer dishwasher, and updated kitchen finishes. Conveniently located near Anclote River Park, beaches, boat ramps, shopping, restaurants, hospitals, and US-19, this home offers easy access to everything the Florida Gulf Coast has to offer.

1627 Dander Drive, Holiday

$4,950,000

4 Beds ⋅ 7 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code ⋅ O6414890 MLS ⋅ Active Status

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

$474,900

3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code ⋅ TB8485326 MLS ⋅ Active Status

HUGE PRICE REDUCTION (OWNER MOTIVATED TO SELL) Waterfront Living at its Finest – Nestled in a luxury, family-friendly neighborhood in Holiday, Florida. This stunning 3-bedroom, 2-bath waterfront home with nearly 1,900 sq ft. It offers the perfect blend of comfort, style, and a ultimate Florida boating lifestyle with the bonus of having Multigenerational Living . This property is a true fisherman’s paradise with direct access to the Anclote River and just a short boat ride to the famous Tarpon Springs Sponge Docks then out to the Gulf of Mexico. A Home Designed for Comfort & Style. Step inside to an open-concept floor plan with seamless tile flooring throughout. This creates a clean and modern flow perfect for entertaining with everyday living. The custom kitchen is a true centerpiece, featuring: Striking waterfall marble countertops, black stainless steel appliances, generous prep including entertaining space and clear sightlines to the living and outdoor areas. The spacious primary suite is your private retreat, highlighted by a luxury wet steam room (5' x 9.5') large enough to accommodate multiple people-bringing spa-level relaxation right into your home. Additional upgrades include: Instant hot water heater – never run out of hot water, solar panels for energy savings, freshly painted, custom entry doors, newer roof, HVAC system, and windows. Outdoor Living Built for the Florida Lifestyle. This home truly shines outdoors. Relax or entertain from the screened-in patio overlooking the water, or take advantage of the huge covered patio with plenty of space for outdoor toys and gear. The beautifully maintained property also includes: New St. Augustine grass installed last year with irrigation system with its own well and on it's completely fenced side yard and backyard. Doggie door for convenient pet access, stamped cobblestone concrete driveway, super gutters installed around the entire home, two-car garage with professional epoxy flooring and warranty. Boater & Angler’s Dream! Situated at the end of the Anclote River, the property offers brackish waterfront known for abundant redfish and snook—often caught right off the dock. Your private waterfront setup includes: 10,000-lb boat lift, large oversized dock for entertaining, floating docks for kayaks, paddleboards, and water toys. double floating wave-runner dock available and recapped and stamped seawall. From your dock, enjoy a short scenic boat ride to the sponge docks, waterfront restaurants, and open Gulf waters. FYI this property has never flooded. Location Perks: You’re just minutes from: Gulf beaches, waterfront dining, boating and fishing hotspots, parks and local amenities. All while enjoying the tranquility of a quiet waterfront neighborhood perfect for families or those seeking the ultimate coastal lifestyle. Whether you’re a boater, fisherman, entertainer, or simply looking for the perfect waterfront retreat, this property delivers the Florida lifestyle at its absolute best.

1125 Fernwood Drive, Holiday

$3,235,000

5 Beds ⋅ 6 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code ⋅ O6345085 MLS ⋅ Active Status

This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean architectural lines with timeless finishes and thoughtful design details. An elegant foyer immediately introduces the home’s refined aesthetic, offering a direct line of sight to the gorgeous herringbone white oak floors in the great room and the sparkling pool just beyond the full glass doors. Anchored by a sleek linear gas fireplace with custom built-ins and floating shelves, the great room provides an inviting yet sophisticated gathering space. The open-concept chef’s kitchen is a showpiece in both form and function. Outfitted with Wolf and Sub-Zero appliances, it boasts an eight-burner range with one-and-a-half ovens, an oversized Sub-Zero French door refrigerator with a freezer drawer, a built-in microwave drawer, and a walk-in pantry featuring a wine and beverage tower. Marble counters in all baths continue the home’s commitment to refined finishes. The main level primary suite is a serene retreat with a spa-inspired bath featuring a large glass-enclosed shower, separate soaking tub framed by dramatic four-by-ten-foot porcelain slabs, a custom walk-in closet, and a private water closet. A flexible fifth bedroom with an ensuite bath offers the perfect option for an office or den. A striking glass-railed staircase leads to the second level, where a spacious lounge area opens to a private covered patio. Three additional ensuite bedrooms, each with custom closet systems, complete the upstairs living quarters. Designed for indoor-outdoor living, the expansive covered lanai includes a summer kitchen with a grill, hood vent, refrigerator, sink, and a dedicated half bath. Overlooking lush landscaping with tropical Clusia hedges and Foxtail palms, the brand-new pool is finished with designer tile that lends a stylish, resort-quality flair. Additional highlights include a spacious storage closet under the staircase, oversized two-car garage, 500-gallon propane tank for easy generator connection, stone paver driveway and durable metal roof. Wonderfully located in a picturesque neighborhood, the property is just minutes from the boutiques and dining of Park Avenue, top-rated public and private schools and offers convenient access to downtown Orlando, the attractions, as well as area airports. A rare opportunity to own a newly constructed home of such quality and craftsmanship in one of Winter Park’s most sought-after neighborhoods.

1821 Englewood Road, Winter Park

Start Your Search

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,