Homes in 33755 under $500,000

If you are looking for solace and solitude but still want to be close to civilization, let Windsor Park become your sanctuary! This lovely 3 bed, 2 bath home is delightful, charming and well maintained! The home boasts many updates to quell any consternations regarding expensive updates/repairs. The roof, front storm door, lanai door and exterior side garage door all were just replaced (2025).

Jim Stanton SUN SAND & SEA HOMES REALTY

Welcome to this spacious pool home in sought-after Clearview Lake Estates. BRAND NEW ROOF TO BE INSTALLED PRIOR TO CLOSING. Thoughtful upgrades throughout make this property truly stand out. The huge kitchen (17' X 18') has been completely opened up and now features a stunning oversized 4'x8' island with upscale cabinetry, abundant drawer storage, sleek stone countertops, stainless steel

Jamie Everett FUTURE HOME REALTY INC

Welcome home to this move-in ready 4BR/2BA gem in Clearwater—just minutes from the beach, shopping, and dining. With 1,565 sq ft of open living space, this one-story layout features vaulted ceilings, recessed lighting, ceiling fans throughout, and modern tile flooring that ties it all together. The kitchen is thoughtfully updated with stainless steel appliances and clean, stylish

Brian Baker REALTY ONE GROUP BEYOND

Welcome to this charming mid-century block home located in a quiet Clearwater neighborhood just 15 minutes from world-famous Clearwater Beach! This beautifully maintained 3-bedroom, 2-bathroom residence features a spacious split-bedroom floor plan, an updated kitchen with stylish cream cabinetry and solid surface counters, and a bright, open living area with newer flooring. Original plaster cove

Lucy Lombardi LUCY LOMBARDI & ASSOCIATES

Meticulously renovated and move-in ready, this 3-bedroom, 2-bathroom, 2-car garage home is tucked away in the desirable Highland Estates neighborhood of Clearwater. Step inside to discover a light and airy open-concept layout featuring a spacious living room, dining area, and family room that flow seamlessly into the heart of the home—the showstopping kitchen. Thoughtfully redesigned, the kitchen

Calvin Pringles DALTON WADE INC

Recently renovated and ready to enjoy! This stylish 3 bed, 2 bath home sits on a quiet street just blocks from the ocean—no flood insurance required and no flood damage from recent storms. The modern split floor plan offers privacy, while the large fenced yard with paver patio is perfect for outdoor living. The home also boasts a newer roof, AC, tankless water heater, and appliances. Located in a

Denay Bartuseck DALTON WADE INC

Ready to make a splash in your dream pool home? Welcome to Palm Terrace, nestled in the heart of Clearwater. This fully updated 3-bedroom, 2-bath residence, complete with a bonus room/in-law suite, offers the perfect blend of comfort, style, and convenience. From the moment you arrive, you'll be charmed by the home’s delightful curb appeal. Step inside to find a bright, welcoming interior filled

Tommie Camacho KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

Location, Location, Location! This charming 3-bedroom, 2-bathroom home is perfectly situated for sports enthusiasts and outdoor adventurers alike. Just a short hop from the Toronto Blue Jays' spring training facility, you'll be front and center for all the action. Plus, the renowned Pinellas Trail is practically in your backyard, offering miles of scenic biking and walking paths. Enjoy

Trevor Skeens RE/MAX REALTY UNLIMITED

PRICE REDUCTION, SELLER MOTIVATED!! Beautifully updated 4-bedroom, 2-bath, 2-car garage home with a side entry garage. This executive residence features a large open floor plan and a spacious screened-in patio, perfect for dining and entertaining. The home includes four generously sized bedrooms, with the primary bedroom boasting a walk-in closet and a beautifully remodeled shower bath.

Heather Breckenridge REALTY EXPERTS

BRAND NEW DIMENSIONAL SHINGLE ROOF!! Come and discover the home you have been dreaming about! From the moment you hear the key turn in the door, you’ll know you’re unlocking “home”. Situated on an oversized lot with an extended drive for your boats and toys,  the charming curb appeal foretells the feeling that great future memories will be made here. Upon entering, you will love the highly

Micaela Morenz, PA BLAKE REAL ESTATE INC

Welcome to this fully renovated 3-bedroom, 2-bathroom corner-lot home with a 2-car garage, located just minutes from vibrant Downtown Dunedin. Perfectly positioned only 1.5 miles from TD Ballpark (Blue Jays Spring Training Stadium), 1 mile bike ride to the scenic Pinellas Trail, and close to beaches/shops/restaurants/airports and more, this home offers both charm and convenience. From the moment

Erika Picard SOUTHERN LIFE REALTY

Charming Clearwater Home with Modern Upgrades and Timeless Character!Welcome to this beautiful 3-bedroom, 1.5-bath home featuring a spacious two-car garage, nestled in the heart of Clearwater. Step inside to find a huge living room filled with natural light, newer thermal-pane windows, and rich laminate flooring. The brick fireplace adds warmth and character, creating the perfect ambiance for

Giovanna Pucci CAPSTONE REALTY & ASSOCIATES

Welcome to 1415 Sunset Drive – A Rare Double Lot Gem in the Heart of Clearwater! Set on an oversized double lot in one of Clearwater’s most coveted coastal neighborhoods, this beautifully renovated 2-bedroom, 1.5-bath home with a one-car garage offers the perfect blend of space, style, and location. Surrounded by multi-million dollar waterfront estates and located just across from the sparkling

Katie Ducharme Procissi KATIE DUCHARME REALTY, LLC

NEW Price!~Welcome to 1554 Elmwood—a beautifully renovated home tucked in the heart of Clearwater’s Oak Hills neighborhood, where there’s no HOA and no flood zone to worry about. This move-in-ready property features a bright, open layout with luxury vinyl plank flooring, a fully updated kitchen with sleek finishes, and modern bathrooms that blend comfort with style. All inspection items have been

Rachael Han-Ong EXP REALTY LLC

Welcome to this well-maintained 3-bedroom, 2-bath home with a split floor plan, offering 1,442 square feet of living space, a 2-car garage, and numerous thoughtful updates. Enjoy peace of mind with above-ground plumbing installed in 2022, a new roof with hurricane straps added in 2018, and a resurfaced pool completed in 2020. The pool area is further enhanced by a new pump and filter (2021),

Cody Brooks Marzucco Real Estate LLC

Terrific turn key rentals in downtown Clearwater. 2 houses on 1 lot. Houses were renovated within the last 3 1/2 years. Being sold furnished and ready to go. 1000 Drew is a 2 bed 1 bath with washer/dryer. Has been a long term rental, fully furnished at $2300/ month. 201 Pennsylvania rents as a fully furnished 1 bed 1 bath at $1400. Both houses have high ceilings, and are light and bright

Erin Riffe VIEWPOINT REALTY INTERNATIONAL

Renovated 2/1 & 1/1 Duplex – 7 Minutes from Clearwater Beach | Non-Flood Zone | Excellent investment opportunity! This duplex features a 2-bedroom, 1 bathroom unit and a 1-bedroom, 1 bathroom unit with a proven rental history. Located just 7 minutes from Clearwater Beach in a non-flood zone, this property offers peace of mind and prime location benefits.Both units have been fully renovated with

Claudia Varela COLDWELL BANKER PICKETT FENCES REALTY

Turnkey Duplex! This well-maintained duplex offers an excellent investment opportunity in Clearwater, priced at $429,900. Both units are occupied by long term tenants covering all utilities. Gross income monthly of $3,545 with room to raise rents if desired. ($1,695 + $1,850 each side). Flood zone X! The property features comfortable living spaces and outdoor areas for each unit. It’s a solid,

Jonathan Minerick HOMECOIN.COM

Welcome home to your beautifully renovated home nestled in the heart of Clearwater, Florida. This move-in-ready residence boasts a comprehensive remodel completed with permits, ensuring peace of mind and quality craftsmanship throughout. Enjoy brand-new electrical and plumbing systems, a state-of-the-art HVAC unit, and a durable new roof. The fireplace is not a working fireplace. The spacious

Shauna Meyers CENTURY 21 BEGGINS

Welcome to 1155 Stevenson Avenue, Clearwater – a fully renovated duplex offering an exceptional investment opportunity or ideal owner-occupant scenario that includes ALL FURNITURE in one of Florida’s most desirable coastal communities. This beautifully updated property features two 1-bedroom, 1-bathroom units, each thoughtfully renovated in 2019 with quality and comfort in mind. Inside, you'll

Emma Rampone KELLER WILLIAMS TAMPA CENTRAL

Big price reduction! Don’t miss this rare opportunity to own an affordable 4 bedroom home in the heart of Clearwater! This remodeled 4/2 features ceramic flooring, updated bathrooms, granite counter tops and a large corner lot with a fenced in backyard. Recent upgrades include hurricane rated sliding doors and windows (2023), A/C (2024), exterior paint (2025), and a brand new roof (2025).

Matt Sharp EQUITY PRO REALTY

Welcome to 1253 Union Street, a charming 3-bedroom, 2 bathroom home, set in a cozy neighborhood that borders Dunedin & Clearwater. Seller states: Downtown Dunedin with it's excellent restaurants and breweries, the Blue Jays Stadium, waterfront parks, and the Pinellas Trail are all just a few blocks away. In addition, world famous beaches such as Clearwater Beach and Honeymoon Island are only a

Jake Yencarelli KELLER WILLIAMS REALTY- PALM H

Stunning 3-Bedroom Home on Oversized Corner Lot in Clearwater, FL! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home situated on a large oversized corner lot in one of Clearwater’s most desirable neighborhoods! This home features an inviting open floor plan, perfect for both entertaining and everyday living.Huge Kitchen – Plenty of counter space, cabinetry, and natural light make

Wynanne Vaughan EXP REALTY LLC

Welcome to the rare north facing 2-bedroom floor plan with WATER VIEWS located in the vibrant heart of downtown Clearwater, where local charm meets coastal elegance. This unique floor plan offers true downtown living. With meticulous attention to detail, this residence shows pride of ownership. Floor-to-ceiling windows flood the space with natural light, showcasing breathtaking views of the city

Anna Dementov FLORIDA LUXURY GROUP

One-of-a-Kind Gem: The Enchanting 1925 Pink Pearl Cottage on the Trail—Boasting 41 Five-Star Reviews on Airbnb!This charming, historic home offers incredible income potential or the perfect retreat for a couple who appreciates the character of vintage Florida living and an outdoor lifestyle.Step into a storybook setting with the Pink Pearl Cottage, a rare and magical 1925 treasure

Katie Ducharme Procissi KATIE DUCHARME REALTY, LLC

Very unique duplex. Spacious 2 units , 2 bedrooms , 1 bathroom each. Fenced backyard for each unit, laundry, garage, screened porch. Updated few years ago, ceramic tiles, newer cabinets, granite countertops. Currently month to month leased. ( $1805 and $1810 a month). Tenants pay utilities. Please, do not disturb tenants. Tenants keep the property in good shape and have been renting for several

Liliana Damiani LYRIC REALTY GROUP, INC.

The new school year is right around the corner! Don't miss out on this beautiful home offering offers a spacious 1800 sq ft with 3-beds, 3-baths and a true bonus room, making living here a breeze! Unique in its architectural design, this wonderful home gives you distinct multi-level areas for all of your living and entertaining needs! The oversized, sunken living room provides the perfect

Eva Aldrich COLDWELL BANKER REALTY

This unique and updated home sits on a large lot and can be used as a multifamily rental or a multi-generational residence. The possibilities here are endless, with the home being divided into 2 living spaces! Live in the main house and use the back home for an income producing rental or rent out both! The main house consists of 3 bedrooms, and 1 and a half bathrooms. The back house has a

Manjur Ahmed CHARLES RUTENBERG REALTY INC