$330,000 Some photos have been virtually staged. This waterfront home with direct access to the Gulf of America presents a rare opportunity to enjoy boating, kayaking, and breathtaking sunset views right from your own backyard. This move-in-ready residence offers the best of Florida waterfront living with three bedrooms, two updated bathrooms, and a spacious kitchen featuring plenty of cabinet storage. The roof was replaced in April 2026, and the water heater was replaced in February 2018. The backyard creates an ideal space for entertaining or relaxing while enjoying peaceful canal and sunset views. With no HOA, this property provides added flexibility and freedom of ownership. Conveniently located near shopping, dining, schools, medical facilities, Gulf Coast beaches, and Tampa International Airport, this waterfront home offers exceptional value for year-round living, a second home, or an investment opportunity. Schedule your private showing today and experience the Florida waterfront lifestyle for yourself! 3 Beds ⋅ 2 Baths ⋅ TB8533703 MLS Some photos have been virtually staged. This waterfront home with direct access to the Gulf of America presents a rare opportunity to enjoy boating, kayaking, and breathtaking sunset views right from your own backyard. This move-in-ready residence offers the best of Florida waterfront living with three bedrooms, two updated bathrooms, and a spacious kitchen featuring plenty of cabinet storage. The roof was replaced in April 2026, and the water heater was replaced in February 2018. The backyard creates an ideal space for entertaining or relaxing while enjoying peaceful canal and sunset views. With no HOA, this property provides added flexibility and freedom of ownership. Conveniently located near shopping, dining, schools, medical facilities, Gulf Coast beaches, and Tampa International Airport, this waterfront home offers exceptional value for year-round living, a second home, or an investment opportunity. Schedule your private showing today and experience the Florida waterfront lifestyle for yourself! 1345 Basswood Drive, Holiday
$330,000 Under contract-accepting backup offers. Welcome to your own private slice of the Florida Keys! It is clear this home has been METICULOUSLY maintained & upgraded, w/ pride of ownership! Featuring a 2020 ROOF, HURRICANE-impact WINDOWS & DOORS (& hurricane film), hurricane SHUTTERS & GARAGE door brace, whole-house GENERATOR w/ integrated transfer switch, upgraded IRRIGATION system, & HARDWIRED 14-camera security system. Step through the screened front porch & beautiful glass front door, where natural sunlight fills the inviting living room. The open layout showcases ceramic tile flooring throughout the main living areas, creating a bright & seamless flow into the dining room & beautifully updated kitchen. The kitchen features granite countertops, a charming breakfast bar, appliances including a built-in oven, cooktop, microwave, side-by-side refrigerator, a large deep stainless sink w/garbage disposal, & TWO convenient pass-through windows. The TRUE CENTERPIECE of this home is the incredible climate-controlled FLORIDA ROOM, designed for year-round enjoyment. Equipped w/ a mini-split AC system, wood-look ceramic tile flooring, built-in bar, storage area, & 28 FEET of sliding glass doors that fully open to the pool area! This space is large enough for a pool table, & game room. The spacious primary suite offers a peaceful retreat w/ wood-look tile flooring, abundant natural light, & a private en-suite office that could easily serve as a third bedroom thanks to its existing closet. The updated primary bathroom features granite countertops, a large mirror, & a walk-in shower. The second bedroom is equally impressive, comfortably accommodating a king-size bedroom set while offering its own walk-in closet & private en-suite bathroom. The guest bath has an oversized vanity, extra-large sink, & elegant glass shower doors. STEP OUTSIDE & PREPARE TO FALL IN LOVE! The backyard is nothing short of breathtaking, transporting you straight to the Florida Keys w/ its lush tropical landscaping & resort-like atmosphere w/ 30 LED lights to illuminate the backyard at night! The sparkling 6,700-gallon fiberglass SALTWATER POOL is highlighted by beautiful tile featuring a dolphin accent, a VARIABLE-SPEED pool pump (2019), & new (paid off) SOLAR POOL dedicated heating panels (THE HELIOCOL TYPE—for hurricanes), allowing you to enjoy the pool nearly year-round w/ incredible efficiency. The spacious FLORIDA ROOM features new tile flooring, a TV hookup for outdoor entertainment, & a SPEAKER system throughout both the house & pool area, creating the perfect setting for unforgettable gatherings. Storage is abundant, w/ 5 dedicated sheds housing the WHOLE-HOUSE GENERATOR & supplies, pool equipment & chemicals, beach chairs (which convey), lawn equipment, & additional tools. The low-maintenance backyard is designed w/ decorative rock & minimal grass, allowing you to spend more time enjoying your home instead of maintaining it. Even better, the 60" stainless grill, pool furniture, decorative planters, & potted plants all convey, making this truly move-in ready. Additional upgrades include A NEW WHOLE HOUSE WATER SOFTNER FILTRATION system, all A/C ducts professionally cleaned & recoated, new recessed lighting, a UPGRADED DIGITAL WATER HEATER, hurricane-impact FRENCH DOORS, new GARAGE DOOR OPENER w/ upgraded springs, rollers, & belt-drive system, & countless additional improvements that make this property stand apart from the rest. Fully fenced-in backyard w/ separate dog area. 2 Beds ⋅ 2 Baths ⋅ TB8531403 MLS Under contract-accepting backup offers. Welcome to your own private slice of the Florida Keys! It is clear this home has been METICULOUSLY maintained & upgraded, w/ pride of ownership! Featuring a 2020 ROOF, HURRICANE-impact WINDOWS & DOORS (& hurricane film), hurricane SHUTTERS & GARAGE door brace, whole-house GENERATOR w/ integrated transfer switch, upgraded IRRIGATION system, & HARDWIRED 14-camera security system. Step through the screened front porch & beautiful glass front door, where natural sunlight fills the inviting living room. The open layout showcases ceramic tile flooring throughout the main living areas, creating a bright & seamless flow into the dining room & beautifully updated kitchen. The kitchen features granite countertops, a charming breakfast bar, appliances including a built-in oven, cooktop, microwave, side-by-side refrigerator, a large deep stainless sink w/garbage disposal, & TWO convenient pass-through windows. The TRUE CENTERPIECE of this home is the incredible climate-controlled FLORIDA ROOM, designed for year-round enjoyment. Equipped w/ a mini-split AC system, wood-look ceramic tile flooring, built-in bar, storage area, & 28 FEET of sliding glass doors that fully open to the pool area! This space is large enough for a pool table, & game room. The spacious primary suite offers a peaceful retreat w/ wood-look tile flooring, abundant natural light, & a private en-suite office that could easily serve as a third bedroom thanks to its existing closet. The updated primary bathroom features granite countertops, a large mirror, & a walk-in shower. The second bedroom is equally impressive, comfortably accommodating a king-size bedroom set while offering its own walk-in closet & private en-suite bathroom. The guest bath has an oversized vanity, extra-large sink, & elegant glass shower doors. STEP OUTSIDE & PREPARE TO FALL IN LOVE! The backyard is nothing short of breathtaking, transporting you straight to the Florida Keys w/ its lush tropical landscaping & resort-like atmosphere w/ 30 LED lights to illuminate the backyard at night! The sparkling 6,700-gallon fiberglass SALTWATER POOL is highlighted by beautiful tile featuring a dolphin accent, a VARIABLE-SPEED pool pump (2019), & new (paid off) SOLAR POOL dedicated heating panels (THE HELIOCOL TYPE—for hurricanes), allowing you to enjoy the pool nearly year-round w/ incredible efficiency. The spacious FLORIDA ROOM features new tile flooring, a TV hookup for outdoor entertainment, & a SPEAKER system throughout both the house & pool area, creating the perfect setting for unforgettable gatherings. Storage is abundant, w/ 5 dedicated sheds housing the WHOLE-HOUSE GENERATOR & supplies, pool equipment & chemicals, beach chairs (which convey), lawn equipment, & additional tools. The low-maintenance backyard is designed w/ decorative rock & minimal grass, allowing you to spend more time enjoying your home instead of maintaining it. Even better, the 60" stainless grill, pool furniture, decorative planters, & potted plants all convey, making this truly move-in ready. Additional upgrades include A NEW WHOLE HOUSE WATER SOFTNER FILTRATION system, all A/C ducts professionally cleaned & recoated, new recessed lighting, a UPGRADED DIGITAL WATER HEATER, hurricane-impact FRENCH DOORS, new GARAGE DOOR OPENER w/ upgraded springs, rollers, & belt-drive system, & countless additional improvements that make this property stand apart from the rest. Fully fenced-in backyard w/ separate dog area. 5843 Appletree Road, Holiday
$1,300,000 Under contract-accepting backup offers. Welcome home to Bayshore Beautiful, where your best chapter begins. Just steps from Bayshore Boulevard, this stunning 5-bedroom, 3.5-bath home with a flexible loft delivers the space and the lifestyle you've been searching for. Start your mornings with a walk or bike ride along the iconic 4.5-mile bayfront sidewalk, returning home to a floor plan thoughtfully designed to flex with any lifestyle. The architecturally curated layout envisioned by architect Chris Joiner, features a coveted first-floor primary suite with a spa-like en-suite bath and oversized walk-in closet, plus two additional bedrooms and a full bath on the main floor. Head upstairs to find two more bedrooms and a sprawling loft that's ready to become a playroom, homework hub, or movie night headquarters. At 3,035 sq ft, there's room to grow, gather, and spread out. Enjoy the screened back porch and turfed backyard for weekend cookouts, a sizable laundry room that makes daily life manageable, and thoughtful updates throughout. Beyond your front door, you're minutes from Stovall House, Tampa Yacht Club, Hyde Park Village boutiques and dining, Ballast Point Park's beloved playground and fishing pier, and so much more. This South Tampa home checks every box - space, style, and a neighborhood you will absolutely love. 5 Beds ⋅ 4 Baths ⋅ TB8518335 MLS Under contract-accepting backup offers. Welcome home to Bayshore Beautiful, where your best chapter begins. Just steps from Bayshore Boulevard, this stunning 5-bedroom, 3.5-bath home with a flexible loft delivers the space and the lifestyle you've been searching for. Start your mornings with a walk or bike ride along the iconic 4.5-mile bayfront sidewalk, returning home to a floor plan thoughtfully designed to flex with any lifestyle. The architecturally curated layout envisioned by architect Chris Joiner, features a coveted first-floor primary suite with a spa-like en-suite bath and oversized walk-in closet, plus two additional bedrooms and a full bath on the main floor. Head upstairs to find two more bedrooms and a sprawling loft that's ready to become a playroom, homework hub, or movie night headquarters. At 3,035 sq ft, there's room to grow, gather, and spread out. Enjoy the screened back porch and turfed backyard for weekend cookouts, a sizable laundry room that makes daily life manageable, and thoughtful updates throughout. Beyond your front door, you're minutes from Stovall House, Tampa Yacht Club, Hyde Park Village boutiques and dining, Ballast Point Park's beloved playground and fishing pier, and so much more. This South Tampa home checks every box - space, style, and a neighborhood you will absolutely love. 3108 W Villa Rosa Street, Tampa
$4,950,000 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. 4 Beds ⋅ 7 Baths ⋅ O6414890 MLS 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
$539,990 Pre-Construction. To be built. Welcome to Forest Hills - this is 1 of 5 adjacent lots offering convenience, comfort, and excellent value. Nestled just minutes from major roadways, shopping, dining, and everyday essentials, this home provides easy access to all that Tampa has to offer, including downtown, USF, and surrounding neighborhoods. The home features a functional layout designed for modern living, with bright natural light, comfortable living spaces, and a seamless flow ideal for both everyday life and entertaining. The kitchen and living areas offer flexibility for a variety of lifestyles, while the outdoor space provides room to relax, entertain, or personalize. Whether you’re a first-time buyer or someone looking for a centrally located Tampa home, this home presents a fantastic opportunity. No HOA or CDD. Convenient to schools, parks, restaurants, and major commuter routes. Schedule your private showing today and explore the potential this Tampa property has to offer. 3 Beds ⋅ 2 Baths ⋅ TB8461813 MLS Pre-Construction. To be built. Welcome to Forest Hills - this is 1 of 5 adjacent lots offering convenience, comfort, and excellent value. Nestled just minutes from major roadways, shopping, dining, and everyday essentials, this home provides easy access to all that Tampa has to offer, including downtown, USF, and surrounding neighborhoods. The home features a functional layout designed for modern living, with bright natural light, comfortable living spaces, and a seamless flow ideal for both everyday life and entertaining. The kitchen and living areas offer flexibility for a variety of lifestyles, while the outdoor space provides room to relax, entertain, or personalize. Whether you’re a first-time buyer or someone looking for a centrally located Tampa home, this home presents a fantastic opportunity. No HOA or CDD. Convenient to schools, parks, restaurants, and major commuter routes. Schedule your private showing today and explore the potential this Tampa property has to offer. 12939 N Oregon Avenue, Tampa