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$474,900
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
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
$269,500
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Welcome to affordable Florida waterfront living! This beautifully updated 3-bedroom, 1.5-bath home offers the perfect combination of comfort, outdoor lifestyle, and peace of mind — all tucked away on a scenic lakefront setting complete with your own private dock, relaxing backyard retreat, hot tub, and fire pit area overlooking the water. Step inside to discover fresh interior paint, stainless steel appliances, an inviting layout, and upgrades that help make this home move-in ready.The home has upgraded A/C and cleaned vents. Both bathrooms are conveniently located inside the home, adding comfort and functionality to the layout. Recent improvements include a new water heater, fire-rated rear door, updated rear deck, sprinkler system, and a high-tech security system that does not require a monthly service subscription. Outside is where this property truly shines. Enjoy morning coffee overlooking the lake, evenings soaking in the hot tub, relaxing around the fire pit, entertaining on the deck, fishing from your private dock, or simply enjoying the Florida lifestyle right from your own backyard. Additional features include: Block construction Fenced yard Covered outdoor living space Private dock Hot tub/spa Backyard fire pit area High-tech security system 1-car garage No HOA Flood insurance NOT currently required No sinkhole issues reported Located in Holiday near the Pasco/Pinellas county line, this home offers convenient access for Tampa Bay commuters while still providing affordable waterfront lifestyle living close to shopping, dining, beaches, parks, and Gulf activities. Whether you’re searching for your primary residence, seasonal Florida getaway, or simply a home with outdoor charm and lifestyle appeal — this one deserves a look

5144 Chime Way, Holiday
$275,000
3 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
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
$194,988
2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Charming 2 bedroom 2 bath home with fenced yard located in the quiet neighborhood of Forest Hills. NO HOA or CDD. New carpet in both bedrooms and living room with tile in remaining areas. The Florida room is located off of the dinning room thru the new sliding doors that is cooled and heated for your comfort and can be used as a playroom, office, game room or TV room. Galley style kitchen with breakfast nook with access to the garage. You will find washer, dryer with laundry tub located in the garage. For boat owners the Anclote River Park Boat Ramp is about 4 miles away. Seller has replaced major items so you won't, roof replaced 12/2022 A/C 7/2023 New windows 6/2026. Pick oranges from your own back yard!

1203 Chancellor Drive, Holiday
$234,916
2 Beds ⋅ 2 Baths ⋅ Forest Hills SubDv. ⋅ 34690 Zip Code
Virtually Staged. Spacious, move-in ready home with fully fenced front and back yards—perfect for pets, play, and entertaining. Major updates completed within the past few years include the main roof (2024), flat roof (2018), A/C (2019), electric panel (2019), windows (2018), and water heater (2019). Features an open floor plan, updated kitchen with newer appliances overlooking the living area, two spacious bedrooms, and a versatile bonus room ideal as an office, playroom, pet room, or third bedroom with the addition of a closet. Enjoy the oversized fenced backyard with an open patio, large storage shed, newer rain gutters, generator quick connect, and additional storage in the oversized garage. Don’t miss this one!

1056 Tamarac Drive, 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