Location: Clearwater , 33755
Do Not Show Listings
505 N HIGHLAND AVE, CLEARWATER, FL 33755
$674,000197 Days on yellowkey MLS ID: TB8453434
REDUCED by $10,000 (1.5%) on 04/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2361 Built: 1961 Tax: $8,202 (2024)Community: GlenwoodSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,202
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: PRICE IMPROVEMENT NOW $674000!! BEAUTIFUL 4BR 2 & 1/2 BATH POOL HOME IN CLEARWATER!! THIS IS A GREAT FAMILY HOME WITH HUGE ROOMS AND LARGE LIVING SPACES!! THE GIGANTIC PRIMARY BEDROOM HAS A BIG WALK IN CLOSET THAT IS CURRENTLY CONVERTED TO A 5TH BEDROOM!! LIVING ROOM IS LARGE WITH COZY FIREPLACE AND OPENS WITH 12FT SLIDERS TO FANTASTIC RECREATION OASIS!! HEATED POOL, OUTDOOR KITCHEN AND TABLE THAT SEATS 12!! THE GARAGE HAS BEEN CONVERTED TO A MEDIA AND GAME ROOM WITH LOTS OF GAMES, AND CUSTOM LIGHTING!! THERE IS A LARGE CIRCULAR DRIVE THAT WILL ACCOMMODATE SEVERAL VEHICLES!! MAKE YOUR APPOINTMENT TO SEE THIS HOME SOON!! HOME HAS BEEN OPERATED AS A VACATION RENTAL, REPORTS AVAILABLE. ASKING PRICE $674,000
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Calvin Van Auken (727-641-0912)
615 N GLENWOOD AVE, CLEARWATER, FL 33755
$499,00030 Days on yellowkey MLS ID: TB8510985
1 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2197 Built: 1947 Tax: $227 (2025)Community: GlenwoodSingle Family
Taxes:$227
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Welcome to a rare opportunity in the heart of Clearwater’s historic Glenwood neighborhood. Perfectly positioned directly across from Glenwood Park, this 3 bedroom, 3.5 bathroom home sits on an oversized double lot totaling an impressive .41 acres — an exceptional offering in one of Clearwater’s most charming and evolving neighborhoods. Surrounded by a beautiful mix of historic homes, thoughtfully renovated residences, and stunning new construction, Glenwood offers timeless character and a sense of place that is becoming harder to find. Mature trees, unique architecture, and a neighborhood rich with history create an atmosphere that feels both established and full of possibility. This property presents the opportunity to restore and reimagine a home with incredible character while creating something truly special. Whether your vision is preserving its historic charm, designing a luxury renovation, or blending classic architecture with modern finishes, the possibilities here are endless. Set on nearly half an acre, the oversized double lot provides space rarely found this close to everything — room to expand, create incredible outdoor entertaining areas, add a pool, or simply enjoy the privacy and scale of the property. Inside, the home offers generous living spaces and one feature that is almost unheard of in Florida — a basement. Ideal for storage, a workshop, fitness area, game room, wine room, or additional flexible space, this rare amenity makes this property truly stand apart. Even better, the home is located in Flood Zone X, offering added peace of mind with no required flood insurance. Enjoy an unbeatable location just minutes from everything that makes Pinellas County so desirable — only 5 minutes to vibrant Downtown Dunedin and approximately 10 minutes to world-famous Clearwater Beach. Spend your days enjoying local restaurants, breweries, waterfront parks, festivals, shopping, and endless coastal activities. Historic character, a rare basement, an oversized .41-acre double lot, and an incredible location — 615 N Glenwood Ave is ready for its next chapter and waiting for someone to bring their vision to life.
Listing is courtesy of: KATIE DUCHARME REALTY, LLC (727-492-8490)
Listing Agent: Katie Ducharme Procissi (727-492-8490)
1325 SANDY LN, CLEARWATER, FL 33755
$260,000134 Days on yellowkey MLS ID: TB8473811
0 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1401 Built: 1956 Tax: $5,057 (2024)Community: Betty Lane Heights 2Nd AddSingle Family
Taxes:$5,057
Remarks: Back on Market Buyer could not perform, Welcome to this updated 3-bedroom, 1-bathroom home located in the desirable Betty Lane Heights neighborhood of Clearwater. The open floor plan is enhanced by vaulted ceilings, creating a bright and airy living space perfect for everyday living and entertaining. A spacious rear family room overlooks the mature landscaping of the fully fenced backyard, offering a private setting for relaxation or outdoor gatherings. Additional features include an inside laundry room and thoughtful updates throughout. Ideally situated within walking distance to schools, parks, and shopping, with easy access to Clearwater’s beautiful beaches—all while being located in a non-flood zone—this home offers comfort, convenience, and peace of mind.
Listing is courtesy of: EQUITY REALTY SUNCOAST (727-343-8100)
Listing Agent: Peter Chicouris (727-410-7064)
1940 N BETTY LN, CLEARWATER, FL 33755
$325,00029 Days on yellowkey MLS ID: TB8511403
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 997 Built: 1954 Tax: $5,585 (2025)Community: South Binghamton ParkSingle Family
Taxes:$5,585
Elementary School: Dunedin Elementary-PN
High School: Dunedin High-PN
Middle School: Dunedin Highland Middle-PN
Remarks: FULLY RENOVATED IN 2024 – NEW ROOF, NEW HVAC, & WATER HEATER. Welcome to this turn-key 3-bedroom, 2-bathroom Clearwater retreat, completely reimagined in 2024! This home offers ultimate peace of mind with a BRAND NEW ROOF, NEW HVAC, and NEW WATER HEATER. Step inside to find a bright, open interior featuring brand-new stainless steel appliances and durable luxury vinyl plank flooring throughout—no carpet here! The functional layout includes a single covered carport and a spacious laundry area. Outside, the large, fully fenced backyard is a private oasis for pets and play. Location is a home run: you are just a short drive from TD Ballpark for spring training action, minutes from the award-winning Clearwater Beach, and the coastal charm of Downtown Dunedin. Enjoy easy access to the Pinellas Trail, Glen Oaks Park, and Crest Lake Park for endless outdoor recreation. With all major systems updated in 2024, this home is truly move-in ready. Schedule your showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Janessa Urra (813-981-4585)
1020 SUNSET POINT RD #112, CLEARWATER, FL 33755
$1,395,000333 Days on yellowkey MLS ID: TB8408479
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1420 Built: 2023 Tax: $15,466 (2024)Community: Serena By The SeaSpa: YesCondo
Taxes:$15,466
Remarks: Sun-filled South facing 2 Bedroom + 2 Bathroom residence with oversized private terrace and water views at Serena by the Sea! Discover refined luxury coastal living at Serena with approx. 23,000 SF of resort-style amenities and 24-hour concierge. This convenient garden level residence is elevated above street level and offers 1,420+/- sq ft of interior space, plus an expansive 489+/- SF private terrace, with southern exposure overlooking Stevenson Creek. Enjoy watching the dolphins, manatees, and other marine life from your entertaining kitchen island, appointed with high-end stainless steel Gaggenau appliances, including a 5-burner gas cooktop, built-in oven, microwave, Bosch French door refrigerator, and dishwasher. A large waterfall quartz island anchors the space with spacious breakfast bar, paired with custom-made Italian cabinetry and additional lighting upgrades for functionality and visual appeal. Porcelain marbled tile flooring spans the entire interior living spaces and terrace. Two sliding glass doors open from the bright living room to the private terrace. The owner’s suite features a spacious bedroom with sliding glass door offering direct access to the terrace and south-facing water vistas. Its ensuite bathroom boasts a frameless glass enclosed rainfall shower and floating double vanity. The guest bedroom has floor-to-ceiling windows and is adjacent to the second full bathroom including a tub with shower. The dedicated laundry room offers hookups for washer & dryer is conveniently located next to the kitchen. Residents have access to the professionally designed resort-style amenities, including a heated saltwater pool overlooking Clearwater Bay, poolside cabanas and summer kitchens with grills, a wellness spa, sauna, fitness center, and social lounge. Serena by the Sea is a one-of-a-kind gated, boutique luxury condominium located in Clearwater, just minutes from the world-famous Clearwater Beach and Downtown Dunedin, convenient to St. Petersburg & Tampa, and less than 20 mi to Tampa International Airport. Must See!
Listing is courtesy of: VALOR LUXURY REALTY (727-441-2144)
Listing Agent: Jeanie Sigal (503-883-3663)
1028 SUNSET POINT RD #R6, CLEARWATER, FL 33755
$2,195,900304 Days on yellowkey MLS ID: TB8412209
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3264 Built: 2026 Tax: $1,000 (2023)Community: Serena By The SeaSpa: YesTownhouse
Taxes:$1,000
Tax Year: 2023
Remarks: Pre-Construction. To be built. Brand New Construction Residences at Serena by the Sea! MOVE-IN THIS YEAR 2026! Enjoy the privacy of townhome-style living in Serena's gated community with 23,000+ square feet of resort-style amenities outside your doorstep. Residence #6 is an End-Unit, 3-level townhome with 3 Bedrooms, 2.5 Bathrooms, 2-Car Garage, and an Elevator accessing all levels. The first level welcomes you with its entry Foyer, Garage, Bonus Room/Den, and Covered Porch opening to the Private Rear Garden. Choose between your Elevator or Stairs up to the Main Living Level featuring an open floor plan perfect for entertaining with spacious Kitchen offering a large island bar and high-end Gaggenau and Bosch appliance options, seamless Living & Dining areas, and covered Balcony ideal for dining al fresco overlooking the lush community gardens. A Powder Room services this main level for guests. Private quarters on the Third Level boast a luxurious Owner Suite with large walk-in closet, En Suite Bathroom with double vanity and glass enclosed bathing area featuring a double shower beside a relaxing soaking tub. The Second and Third Bedrooms share a well-appointed hall Bathroom with glass enclosed shower. The home's Laundry Room is also conveniently located on this Bedroom level. The total of 4,087 SF includes 3,264 SF of interior living space, plus 2-Car Garage, Porch, and Balcony - luxury living at its finest!
1020 SUNSET POINT RD #103, CLEARWATER, FL 33755
$2,300,000234 Days on yellowkey MLS ID: TB8435690
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2268 Built: 2023 Tax: $27,652 (2024)Community: Serena By The Sea CondoCondo
Taxes:$27,652
Remarks: Luxury living at Serena by the Sea with 23,000+ SF of resort-style amenities! Residence #103, elevated above street level, is a unique 2 Bedroom + Den, 2.5 Bathroom unit boasting intracoastal water views, 3 exposures (South, West, and North), and conveniently located on the amenity level with private gate offering direct access from one of its THREE private terraces to the pool deck with outdoor amenities including the resort-style saltwater pool, jacuzzi, outdoor shower, fire pit lounge, summer kitchens, cabanas, dog run, and more. This 2,268 SF corner unit features an open kitchen with top-of-the-line Gaggenau appliances including gas cooktop, wine cooler, French door refrigerator integrated within the Italian cabinetry, dishwasher, and more, including remote-controlled motorized window shades on all windows. The luxurious Master Suite features two private terraces, walk-in closet with custom built-ins, and En Suite Bathroom with double vanity, glass enclosed dual shower, and separate soaking tub. Second Bedroom Suite features access to west facing terrace, en suite bathroom, and walk-in closet with custom built-ins. A Family Room/Den offers additional living space perfect for a home office, and a Powder Room ideal for guests, plus in-unit laundry room. This unit also comes with 2 reserved parking spaces and a storage unit. Other building amenities include 24/7 concierge, gym, social room & lounge, billiards and card tables, catering kitchen, and Spa with massage room, hair salon, sauna, second jacuzzi, locker room, and more. Must see!
1028 SUNSET POINT RD #R4, CLEARWATER, FL 33755
$2,500,000107 Days on yellowkey MLS ID: TB8482756
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2873 Built: 2026 Tax: $1,000 (2025)Community: Serena By The SeaSpa: YesTownhouse
Elementary School: Sandy Lane Elementary-PN
Remarks: One or more photo(s) has been virtually staged. Under Construction. BRAND NEW CONSTRUCTION IN PROGRESS! Move-in this year 2026! 3-level, 3 Bedroom, 2.5 Bathroom, 2-Car Garage, Elevator townhomes at Serena by the Sea! Residence #4 is the LAST REMAINING WATERVIEW TOWNHOME, with south-facing exposure overlooking the water and future Serena boat dock/marina. Serena by the Sea residents enjoy 23,000+ square feet of resort-style amenities inside the gated-community, including 24/7 front-desk concierge, saltwater swimming pool & spa overlooking the intracoastal, daybeds, cabanas, outdoor shower, summer kitchens & entertaining areas, fire lounge, social room, catering kitchen, billiards & poker tables, pet park, Spa center with massage room, hair salon, sauna, tiki jacuzzi, locker room, state-of-the-art fitness center overlooking the Florida gulf coast sunset - and more! A perfect lock & leave seasonal getaway, or full-time residence in this serene location. Conveniently only minutes to world famous Clearwater Beach, downtown Dunedin, Tampa International Airport, St. Pete, Dunedin Blue Jays and Clearwater Phillies baseball Spring Training facilities, and all of the accommodations of the Tampa Bay area.
1028 SUNSET POINT RD #R9, CLEARWATER, FL 33755
$2,100,00074 Days on yellowkey MLS ID: TB8493042
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3203 Built: 2026Monthly Fee: $3,200 Tax: $1,000 (2025)Community: Serena By The SeaSpa: YesTownhouse
Remarks: One or more photo(s) has been virtually staged. Under Construction. Move-In this Summer 2026! Brand New Construction townhome-style Residences at Serena by the Sea! Enjoy the privacy of townhome-style living in Serena's gated community with 23,000+ square feet of resort-style amenities outside your doorstep. Residence #9 is a 3-level townhome with Elevator to all levels, 3 Bedrooms + Bonus Room, 2.5 Bathrooms, 2-Car Garage, and high-end finishes throughout. The first level welcomes you with its entry Foyer, Garage, Bonus Room/Den, and Covered Porch opening to the Private Rear Garden. Choose between your Elevator or Stairs up to the Main Living Level featuring an open floor plan perfect for entertaining with spacious Kitchen offering a large island bar and high-end Gaggenau and Bosch appliance options, seamless Living & Dining areas, and covered Balcony ideal for dining al fresco overlooking the lush community gardens. A Powder Room services this main level for guests. Private quarters on the Third Level boast a luxurious Owner Suite with large walk-in closet, En Suite Bathroom with double vanity and glass enclosed bathing area featuring a double shower beside a relaxing soaking tub. The Second and Third Bedrooms share a well-appointed hall Bathroom with glass enclosed shower. The home's Laundry Room is also conveniently located on this Bedroom level. Base Price is before upgrades. The total of approx. 4,026 SF includes 3,203 SF of interior living space, plus Garage, Porch, and Upper Terrace - luxury living at its finest!
331 CLEVELAND ST #1702, CLEARWATER, FL 33755
$899,00057 Days on yellowkey MLS ID: TB8500593
0 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1765 Built: 2008 Tax: $10,207 (2025)Community: Waters Edge CondoSpa: YesCondo
Taxes:$10,207
Remarks: Under contract-accepting backup offers. Welcome to Water’s Edge, a premier luxury condominium complex in the heart of Downtown Clearwater, offering refined waterfront living, 24-hour concierge service, resort-style amenities, and the peace of mind of a high-and-dry non-evacuation zone location. Built to 2008 building codes with many hurricane and windstorm features, this stunning 17th-floor residence showcases mesmerizing water views toward Clearwater Beach and Sand Key through three enormous living room windows. This spacious 2-bedroom, 2-bath condo also features a versatile bonus room ideal for an office, den, study, or flex space. Additional highlights include two under-building parking spaces, climate-controlled storage, a tankless hot water system, and a brand-new water softener, creating added space in the utility/laundry area. The exceptional fifth-floor amenities within this luxury complex include a resort-style pool, spa, poolside cabanas, outdoor fireplace, grilling area, state-of-the-art fitness center, and sweeping views of Clearwater Harbor and the municipal marina. Enjoy an unmatched location next to Coachman Park and The Sound at Coachman Park for concerts under the stars, sunsets, and year-round entertainment. Close to dining, shopping, entertainment, and the beach, and perfectly positioned to enjoy the exciting growth of Downtown Clearwater with new restaurants, retail, and attractions coming soon. Whether full-time living, part-time enjoyment, a 1031 exchange, or your dream vacation getaway, this is your slice of paradise. Come live the lifestyle at Water’s Edge.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Vickee Walthall (727-282-3605)
628 CLEVELAND ST #1201, CLEARWATER, FL 33755
$358,000520 Days on yellowkey MLS ID: TB8339346
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1150 Built: 2008Monthly Fee: $677 Tax: $5,377 (2024)Community: Station Square CondoCondo
Taxes:$5,377
Remarks: Under contract-accepting backup offers. BEST DEAL IN DOWNTOWN CLEARWATER!!! Reduced for fast sale!!! DON'T MISS THIS OPPORTUNITY TO OWN YOUR UNIT IN DOWNTOWN CLEARWATER UNDER 400K! WAKING DISTANCE TO WATER! Great floor plan with a balcony - with the amazing 12TH FLOOR PARTIAL WATER VIEW! Much sough-after Station Square Condominium Tower located right in the heart of downtown Clearwater! Very well maintained. The condo has a large primary bedroom, PLUS EXTRA BONUS ROOM and 2 full baths! The kitchen is spacious! Inside washer and dryer, ceramic tile in all wet areas, granite counter tops, and one assigned parking space in the gated parking garage! The community is located on Cleveland Street in Downtown Clearwater, which has become a tree lined, two lane street with wide sidewalks that provides a comfortable Downtown living environment, walk to the restaurants & theater district and to the new waterfront park! Bike or take the trolley to the world famous Clearwater Beach! This coastal urban fusion of calming Florida sun, Gulf of Mexico waters and urban lifestyle is the perfect Clearwater home! It's all at your doorstep at Station Square. Unit Sold as-is for seller's convenience, but it has been wonderfully maintained. DOG FRIENDLY COMMUNITY! 30 days minimum rental. OFFERED FURNISHED.
Listing is courtesy of: GREAT HOMES REALTY INC (727-488-4825)
Listing Agent: Tomoko Ryan (310-729-8662)
911 HART ST, CLEARWATER, FL 33755
$339,900127 Days on yellowkey MLS ID: TB8476278
0 Days Off yellowkey (back on 3/3/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1104 Built: 1926 Tax: $2,312 (2025)Community: Plaza Park Add Clearwater Improv Co CorrSingle Family
Taxes:$2,312
Remarks: One or more photo(s) has been virtually staged. Discover this beautiful newly remodel bungalow featuring 3 spacious bedrooms and 2 modern bathrooms in heart of Clearwater. Perfectly suited for families, this home offers a comfortable and contemporary living environment. The layout ensures plenty of natural light. Large backyard has new fence with large gate and is big enough to park your boat. This house is in very desirable neighborhood close to downtown and beautiful beaches. Make an appointment and see for yourself. Don’t miss the opportunity to make this stunning property your new home! Seller is also License Real Estate agent
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jolanta Wasowski (727-798-9099)
1223 UNION ST, CLEARWATER, FL 33755
$465,00031 Days on yellowkey MLS ID: TB8510309
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1951 Tax: $5,576 (2025)Community: CleardunSingle Family
Taxes:$5,576
Remarks: Welcome to 1223 Union Street, perfectly positioned on the highly desirable border of Clearwater and Dunedin, right in the heart of the Gulf Coast lifestyle. Just minutes from vibrant Downtown Dunedin and the world-renowned, sugar-white sands of Clearwater Beach, this home offers convenient access to some of the area’s best dining, shopping, entertainment, and waterfront attractions. Enjoy the added benefit of being within a close proximity to Dunedin Elementary and Middle Schools, as well as direct access to the scenic Pinellas Trail; ideal for walking, running, or biking. Spend your days exploring Dunedin’s charming Main Street, known for its local restaurants, craft breweries, boutique shops, farmers markets, and year-round festivals. Outdoor enthusiasts will love the nearby parks and marinas, while sports fans are just moments from TD Ballpark, home of the Toronto Blue Jays Spring Training, and BayCare Ballpark, where the Philadelphia Phillies train. Whether it’s beach days, live events, or enjoying the energy of nearby downtowns, this location truly offers something for everyone. Inside, this well-maintained 3-bedroom, 2-bath home features durable wood and tile flooring throughout, creating a warm, inviting, and low-maintenance living environment. Major updates provide peace of mind, including a new HVAC system and insulation (2024), an updated electrical panel (2024), and a washer and dryer (2022). Step outside to a fully fenced backyard, perfect for relaxing, entertaining, or letting pets roam freely. A large powered shed offers excellent flexibility for storage, hobbies, or a workshop, while the patio’s fresh epoxy flooring adds a clean, modern finish. Ideally located near major roadways, the home provides easy access to Clearwater’s new Entertainment complex, St. Petersburg, and both Tampa International and St. Pete-Clearwater airports. Grocery stores, medical facilities, and everyday conveniences are all just minutes away. Whether you’re searching for a primary residence, seasonal retreat, or investment opportunity, this property delivers exceptional value in one of Pinellas County’s most sought-after and centrally located areas.
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Michael Cinquemano, Jr. (813-960-2300)
1132 CARLTON ST, CLEARWATER, FL 33755
$264,50031 Days on yellowkey MLS ID: TB8508918
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 996 Built: 1925 Tax: $1,274 (2025)Community: Greenwood ParkSpa: NoSingle Family
Taxes:$1,274
High School: Clearwater High-PN
Remarks: Step into the charm of old Florida with this beautifully renovated 1925 bungalow located in the heart of Clearwater. Offering 996 sq ft of thoughtfully updated living space, this home perfectly blends vintage character with modern comfort. Inside, you’ll find stylish renovations while preserving the timeless appeal that makes historic homes so special. The spacious backyard is a true outdoor retreat — ideal for entertaining, relaxing, gardening, or creating your own private oasis. Enjoy fresh avocados right from your very own mature avocado tree, adding a unique touch of Florida living. Whether hosting weekend BBQs, gathering with friends under the stars, or simply enjoying the peaceful setting, this yard delivers endless possibilities. Conveniently located near downtown Clearwater, beaches, shopping, dining, and parks, this charming move-in ready home is the perfect combination of character, location, and lifestyle. NO CDD. NO HOA.
Listing Agent: Lanetta Sanders (727-771-3878)
1765 KINGS HWY, CLEARWATER, FL 33755
$370,000206 Days on yellowkey MLS ID: TB8451220
REDUCED by $5,000 (1.3%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1756 Built: 1918 Tax: $3,272 (2024)Community: Sandy OaksSingle Family
Taxes:$3,272
Remarks: Get ready to fall in love with this historic three-bedroom, two–full bath home with a BONUS ROOM—an exceptional blend of old Florida charm and modern-day comfort! Originally crafted in 1918 as the farmhouse for a pecan grove, this property carries a rare piece of local history, with a thoughtfully added second story completed in 1970. Set on an oversized 105x116 corner lot, the home is framed by majestic pecan and oak trees that create a peaceful, park-like atmosphere from the moment you arrive. The long expanded driveway, covered carport, large workshop, and additional space for RV, boat, or trailer parking allows outstanding versatility for storage, hobbies, and creative projects—not something you’ll easily find elsewhere. Out back, the fully fenced yard includes both an elevated wood deck and a lower deck, providing multiple outdoor spaces for relaxing, gathering, or entertaining beneath the shade of mature trees. Inside this 1,796 sq. ft. home, you are greeted by polished wood floors glowing with natural light from updated double-paned windows. To your right is a nicely sized bonus room—ideal for an office, gym, playroom, or guest space. The inviting living room features warm original wood flooring, abundant natural light, and a comfortable layout perfect for everyday living. A wide pass-through keeps the living and dining spaces feeling connected, open, and airy. Your attention is then drawn to the beautifully crafted wood staircase leading to the second floor, a special architectural detail that adds depth and character to the home’s interior. Beyond the living room, the bright galley-style kitchen has ample counter space and cabinetry, while the incredibly spacious walk-in pantry provides storage rarely found in a home of this era. Upstairs, you’ll find well-proportioned bedrooms with natural light, wood floors, and charming details—a comfortable retreat that complements the home’s historic personality. This home is the kind that stops you in your tracks—a rare combination of history, curb appeal, warmth, and potential. Located close to Sandy Lane Elementary and Dunedin Highland Middle School, and just minutes from Edgewater Drive Park for nightly sunsets. You’re also only an eight-minute drive to Main Street in Dunedin, where you’ll find waterfront dining, live entertainment, and boutique shops. And of course, just a short drive to world-famous Clearwater Beach. A one-of-a-kind property with a story, room to grow, and a setting that feels like old Florida—don’t miss your chance to make it yours.
Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)
Listing Agent: Jodi Avery (727-238-9660)
500 N OSCEOLA AVE #307, CLEARWATER, FL 33755
$530,000135 Days on yellowkey MLS ID: TB8472906
REDUCED by $10,000 (1.9%) on 05/03/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1060 Built: 1974 Tax: $6,371 (2024)Community: Harbor Bluffs Waterfront CondoSpa: NoCondo
Taxes:$6,371
Remarks: Rarely available DIRECT WATERFRONT CORNER residence offering unobstructed, front-row views of the Intracoastal and sunset skies - an exposure that seldom comes to market in this building. *** This beautiful unit showcases including hardwood flooring, stainless steel kitchen appliances, solid bathroom countertops, updated fixtures, and refined finishes completed with meticulous attention to detail. *** The desirable corner unit floor plan fills the home with natural light and provides privacy, while expansive water views can be enjoyed from every room. *** Step onto the OVERSIZED BALCONY - accessible from both the living area and primary bedroom - and take in sweeping sunsets and ever-changing water vistas that truly define waterfront living. *** Additional features include in-unit washer and dryer, first-floor storage, and a secure, well-maintained building with a serene multi-story indoor atrium, fitness center, and resident amenities. *** Ideally positioned near Coachman Park, the library, and downtown Clearwater, with Clearwater Beach and Caladesi Island just moments away, this residence offers a rare combination of luxury, location, and direct waterfront exposure - a lifestyle opportunity that is truly hard to replicate.
Listing is courtesy of: FLORIDA LUXURY GROUP (727-488-4825)
Listing Agent: Anna Dementov (727-222-6997)
1493 CLEVELAND ST, CLEARWATER, FL 33755
$349,000185 Days on yellowkey MLS ID: TB8456383
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 2023 Tax: $8,812 (2025)Community: Highland GrovesSingle Family
Taxes:$8,812
Remarks: NEW LOT DIVISION. ONE BLOCK FROM CREST LAKE PARK. CLOSE TO DOWNTOWN CLEARWATER. The Division of Lot of Record (MIS2025-11009): 4S Highland Avenue (Parcel #14-29-15-38736-004-0010) has been approved by the Planning and Development Director and has been filed formally with the Pinellas County Property Appraiser's Office. Lots 3, 4 and Block D contain 1493 Cleveland. See Attached with approved Lot Division Survey by Planning and Development Director. JUST ONE BLOCK TO CREST LAKE PARK WITH SPORTS AND PLAYGROUND AREAS AND DOG PARK SEPARATED AREAS. 2023 CLEARWATER HOME WITH TWO BEDROOMS AND TWO BATHROOMS, INDOOR WASHER AND DRYER. Spacious Fenced Yard. IN WALKING DISTANCE TO DOWNTOWN CLEARWATER. LARGE FENCED YARD.
Listing is courtesy of: BEACH TO BAY BROKERS LLC (727-599-3864)
Listing Agent: John Funk (727-599-3864)
920 N OSCEOLA AVE #307, CLEARWATER, FL 33755
$750,000124 Days on yellowkey MLS ID: TB8466763
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1883 Built: 2021Monthly Fee: $1,676 Tax: $11,091 (2024)Community: Marina Bay 880 CondoSpa: YesCondo
Taxes:$11,091
High School: Palm Harbor Univ High-PN
Remarks: Your Smart Luxury Awaits at Marina Bay 880 Discover waterfront living reimagined. This stunning 2021 Marina Bay 880 residence combines breathtaking Intracoastal views with nearly $30,000 in premium smart home upgrades—transforming everyday living into pure sophistication. Smart Living at Your Fingertips Elon Home automation with Lutron control** ($19K) — Command every detail: lighting, blinds, cameras, thermostat, TV, and music from your phone or touch pad Surround sound** in den and master bedroom ($2,500) — Immerse yourself in crystal-clear audio Outdoor speakers with adjustable lighting** ($1,200) — Entertain in style on your private patio Premium coffee/wine bar** with KitchenAid refrigerator ($4,600) — Elevate your entertaining Luxury laundry room** with custom wall cabinets ($2,200) — Laundry day just got an upgrade The Complete Picture Waterfront views, resort-style amenities (pool, spa, sauna, fitness center), 24-hour concierge, boat slips, gated security, and designer finishes throughout. Located minutes from Clearwater Beach and major airports. All upgrades included. Move-in ready. Your dream home is waiting. Designer furniture negotiable. Under building parking and storage deeded to the unit, along with a highly covenant reserved parking spot on the upper deck. Schedule your private showing today—this won't last long.
Listing is courtesy of: COASTAL PROPERTIES GROUP (727-493-1555)
Listing Agent: Eamon Bolten (727-560-5553)
1788 SYLVAN DR, CLEARWATER, FL 33755
$280,00044 Days on yellowkey MLS ID: TB8506132
1 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 916 Built: 1953 Tax: $3,990 (2025)Community: Harbor VistaSingle Family
Taxes:$3,990
Remarks: Under contract-accepting backup offers. Fully Furnished Charming Clearwater Home – Move-In Ready! Nestled in a highly desirable area of Clearwater, this beautifully maintained 3-bedroom, 1-bathroom home with a 1-car garage offers comfort, style, and opportunity. Featuring a split floor plan and open-concept layout, this home is designed for both everyday living and entertaining. Elegant 24” marble tile flows throughout the main living areas, with ceramic tile in the primary bedroom for added warmth and comfort. Freshly painted inside, this home is clean, bright, and truly move-in ready. Major updates provide peace of mind, including A/C (2019), hot water heater (2017), garage door (2022), new septic tank and drain field (2023), updated countertops (2023), new fence (2023), patio installation (2023), new kitchen sink (2024), all doors and hardware replaced (2024), and electrical box double grounded (2023), air ducts cleaned and floor grout cleaned and sealed May 2026. Step outside to enjoy the huge backyard—perfect for entertaining, pets, gardening, or future possibilities. Ideally located just minutes from charming downtown Dunedin and close to the Dunedin Public Library, TD Ballpark (spring training home of the Toronto Blue Jays), the Pinellas Trail, and the beautiful Gulf of Mexico. Plus, you’re only about 10 minutes from the world-famous Clearwater Beach. Whether you’re looking for a primary residence, vacation getaway, or investment property, this home offers incredible value, location, and potential. ATTENTION INVESTORS: This property is in unincorporated Clearwater which means SHORT TERM RENTALS are ALLOWED!!! Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: G. Busch (727-300-6523)
1109 BLANCHE B LITTLEJOHN TRL, CLEARWATER, FL 33755
$272,00065 Days on yellowkey MLS ID: TB8498496
REDUCED by $13,000 (4.6%) on 05/16/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1920 Tax: $3,198 (2025)Community: Palm ParkSingle Family
Taxes:$3,198
Remarks: Charming and move-in ready, this beautifully updated 2-bedroom, 1-bath home offers the perfect blend of comfort and peace of mind. Recent cosmetic upgrades give the interior a fresh, modern feel, making it ideal for both homeowners and investors alike. Major systems have been thoughtfully updated, including a roof (2025), energy-efficient A/C system (2024), and a newer water heater (2021). Enjoy a functional layout with inviting living spaces, comfortable bedrooms, and plenty of natural light throughout. Whether you're relaxing at home or entertaining guests, this property offers a warm and welcoming atmosphere.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Duncan Maccollom (727-265-5267)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.