Location: Clearwater, 33755
Do Not Show Listings
1223 UNION ST, CLEARWATER, FL 33755
$465,00013 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,576
Elementary School: Dunedin Elementary-PN
High School: Dunedin High-PN
Tax Year: 2025
Middle School: Dunedin Highland Middle-PN
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
$264,50013 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
Elementary School: Sandy Lane Elementary-PN
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 is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Lanetta Sanders (727-771-3878)
1415 WOOD AVE, CLEARWATER, FL 33755
$339,90069 Days on yellowkey MLS ID: TB8490045
REDUCED by $10,000 (2.9%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1332 Built: 1959 Tax: $6,508 (2025)Community: Highland Pines 3Rd AddSingle Family
Taxes:$6,508
Elementary School: None
High School: None
Middle School: None
Remarks: Well-maintained 3-bedroom, 2-bath home located in the heart of Clearwater! This well-maintained property offers a spacious and functional layout filled with natural light throughout. Enjoy a comfortable living area, a well-appointed kitchen with ample cabinet space, and generously sized bedrooms perfect for family or guests. Both bathrooms are well appointed, providing convenience and comfort. Step outside to a large yard ideal for entertaining, pets, or future customization. Conveniently located near stunning Gulf beaches, shopping, dining, and major roadways, making commuting a breeze. A great opportunity to own a home in a desirable Clearwater location!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: John Scalia (954-822-6612)
1242 BERMUDA ST, CLEARWATER, FL 33755
$558,99927 Days on yellowkey MLS ID: TB8504410
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2022 Built: 1950 Tax: $1,762 (2025)Community: CleardunSingle Family
Taxes:$1,762
Remarks: Beautifully renovated 3 bedroom, 3 bathroom move-in ready pool home in a highly desirable Clearwater/Dunedin location offering the ultimate Florida lifestyle! This stunning property features a spacious open concept floor plan with a bright living and dining area, perfect for entertaining, along with a fully updated modern kitchen complete with brand-new stainless steel appliances, custom cabinetry, and stylish backsplash, plus new luxury flooring throughout. The oversized primary suite includes a private en-suite bathroom, creating a relaxing owner’s retreat. Step outside to a screened-in patio overlooking a large, fully fenced backyard with brand-new sod and irrigation system, ideal for pets, families, and outdoor gatherings, all centered around a SPARKLING 12.5 INCH DEEP IN GROUND POOL perfect for year round sunny Florida living. Located just minutes from Downtown Dunedin, Downtown Clearwater, and the world known/award winning Clearwater Beach, this home offers quick access to top-rated restaurants, shopping, parks, marinas, golf courses, and coastal attractions. Ideal as a primary residence, vacation home or investment property, this home checks every box with no detail overlooked featuring updated systems, modern finishes, curb appeal, and prime location. A rare opportunity to own a turnkey Clearwater pool home near the beach with NO HOA, strong rental potential, and high buyer demand - schedule your private showing today!
Listing is courtesy of: ARC REALTY GROUP (800-636-2080)
Listing Agent: Shari Robertson (727-793-5090)
1009 N BETTY LN, CLEARWATER, FL 33755
$525,000236 Days on yellowkey MLS ID: W7879196
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2060 Built: 1948 Tax: $3,666 (2023)Community: Pine Brook Unit 2Single Family
Taxes:$3,666
Tax Year: 2023
Remarks: Waterfront Living in Clearwater’s Marina District – Pool Home on Stevenson Creek Welcome to 1009 N Betty Ln, a beautifully updated 5-bedroom, 3-bathroom pool home on an expansive .38-acre lot in the highly desirable Clearwater Marina District. Backing directly onto Stevenson Creek, this property combines modern upgrades with a true Florida waterfront lifestyle. Step inside to a bright open floor plan featuring a fully updated kitchen with 42” white shaker cabinets, stainless steel appliances, and generous counter space—perfect for both everyday living and entertaining. The renovated bathrooms offer stylish finishes and modern fixtures, while the luxurious master suite is a private retreat with a soaking tub, walk-in shower, floating vanity, and direct pool access. Enjoy the best of indoor-outdoor living with your own inground pool, expansive fenced yard, and serene water views—ideal for hosting gatherings, relaxing evenings, or family fun. Additional highlights include: Oversized paved driveway with ample parking, Spacious backyard backing onto Stevenson Creek, No HOA fees, freedom and flexibility for homeowners Just minutes to Clearwater Beach, Clearwater Country Club, and downtown attractions Whether you’re looking for a family home, vacation retreat, or investment opportunity, 1009 N Betty Ln delivers unbeatable value in a prime Clearwater location. Don’t miss your chance to own this waterfront pool home—schedule your private tour today!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Judi Pobst (727-808-0808)
1447 FAIRMONT ST, CLEARWATER, FL 33755
$315,00015 Days on yellowkey MLS ID: TB8509689
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1251 Built: 1964 Tax: $4,546 (2025)Community: Highland Terrace ManorSingle Family
Taxes:$4,546
Remarks: Well maintained 2-bedroom, 2-bath home located in the heart of Clearwater. This inviting residence features a bright and open floor plan with abundant natural light throughout, creating a comfortable and welcoming atmosphere. The spacious living and dining areas provide a great flow for everyday living and entertaining. The kitchen offers ample cabinet space and functionality, while the generously sized bedrooms provide comfort and flexibility. Enjoy a private backyard with plenty of space for relaxing, entertaining, or outdoor activities. Conveniently located near shopping, dining, parks, major roadways, and just a short drive to Clearwater’s beautiful beaches.
1765 KINGS HWY, CLEARWATER, FL 33755
$370,000188 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
Tax Year: 2024
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
$530,000117 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)
1061 NOKOMIS ST, CLEARWATER, FL 33755
$315,00079 Days on yellowkey MLS ID: TB8483549
0 Days Off yellowkey (back on 4/13/2026)
REDUCED by $10,000 (3.1%) on 04/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1950 Tax: $5,887 (2025)Community: Navajo Park RevSingle Family
Taxes:$5,887
Remarks: Under contract-accepting backup offers. Great Location! 3 Bed 2 Bath Home on an oversized corner lot very close proximity to Downtown Dunedin and Clearwater. Private off-street parking and the Pinellas Trail entrance is across the street. There's an Additional 208 living Square feet that is Under Air not in Public Records you could possibly pull permit to get the extra sq ft/Value. Newer Windows and Central HVAC. Windows have been Tinted for extra comfort from the elements. This Home can make a great starter at this price or even a possible rental, Just needs a little TLC!
Listing is courtesy of: URBAN CORE REALTY (813-418-0207)
Listing Agent: Steven Hachigian (727-303-4446)
1493 CLEVELAND ST, CLEARWATER, FL 33755
$349,000167 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)
1542 CARROLL ST, CLEARWATER, FL 33755
$325,00022 Days on yellowkey MLS ID: TB8507252
0 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1258 Built: 1959 Tax: $5,706 (2025)Community: Highland Pines 6Th AddSingle Family
Taxes:$5,706
Remarks: Well-maintained 3-bedroom, 2-bath home located in the heart of Clearwater. This inviting property features a bright and open layout with plenty of natural light throughout. The living and dining areas give a comfortable flow, perfect for everyday living and entertaining. The kitchen provides ample cabinet space and functionality, while the bedrooms are generously sized with great closet storage. Enjoy a spacious backyard ideal for relaxing, entertaining, or outdoor activities. Conveniently located near shopping, dining, parks, major roadways, and just a short drive to Clearwater’s beautiful beaches.
1235 IDLEWILD DR, CLEARWATER, FL 33755
$289,000195 Days on yellowkey MLS ID: TB8449750
3 Days Off yellowkey (back on 5/19/2026)
REDUCED by $36,000 (11.1%) on 05/14/2026
Bed: 2 Bath: 1.0 Gar: 3 Liv Area Sq Ft: 1068 Built: 1935 Tax: $4,580 (2024)Community: Shadow LawnSingle Family
Taxes:$4,580
Remarks: Under contract-accepting backup offers. Discover the charm of this delightful older Florida home that perfectly blends character with convenience in a prime Clearwater location. This cozy two-bedroom, one-bathroom residence sits proudly on an oversized lot spanning nearly .19 of an acre, offering plenty of space to breathe and grow. Step inside to find a welcoming living room anchored by a wood-burning fireplace, perfect for those rare chilly Florida evenings. The spacious kitchen flows into a dedicated dining room, while a bright sunroom provides an ideal spot for morning coffee or evening relaxation. The thoughtful layout maximizes every square foot while maintaining that authentic Florida home feel. Home roof was replaced in 2019. The real showstopper lies in the incredible garage situation – you'll find not one but two separate garage spaces. The standard single garage is accompanied by an impressive oversized two-car garage measuring 35 x 24, creating endless possibilities for workshops, storage, or recreational vehicle parking. This setup welcomes boats, recreational vehicles, and work vehicles with open arms. Golf cart enthusiasts will appreciate the easy access to downtown Dunedin, where a vibrant street scene awaits with diverse restaurants, unique shops, and marina activities. The neighborhood offers that perfect blend of suburban tranquility and urban accessibility. Located near Edgewater Drive Park, outdoor recreation is literally around the corner. This property represents an excellent opportunity for buyers seeking character, space, and flexibility in a well-connected Clearwater neighborhood. Whether you're downsizing, starting out, or looking for a unique investment opportunity, this home delivers on multiple fronts.
Listing Agent: Sandy Papadakis (727-463-7653)
1239 VISTA WAY, CLEARWATER, FL 33755
$475,000113 Days on yellowkey MLS ID: TB8471344
REDUCED by $20,000 (4.0%) on 05/18/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1818 Built: 2009 Tax: $6,574 (2024)Community: Harbor VistaSingle Family
Taxes:$6,574
Remarks: With a full-price offer, sellers will install a new roof, AC, and water heater. This approximately 1,800 square foot house offers four bedrooms and two bathrooms. The open floor plan creates a spacious and airy feel throughout the living areas. The spacious primary suite offers a peaceful retreat. The two-car garage provides convenient storage and parking, while the laundry room ensures practical living. The covered front porch welcomes guests, and the vaulted ceilings add grandeur to the interior. The screened-in porch is an ideal space for relaxation or outdoor entertaining, complemented by the fenced yard. Prior to listing, the exterior was freshly painted, and the front lighting has been updated, enhancing curb appeal. Currently utilized as an Airbnb, this property is situated in a quiet neighborhood, making it an ideal living space with income potential.
Listing is courtesy of: COLDWELL BANKER REALTY (727-381-2345)
Listing Agent: Wally Whisennant (727-385-3285)
920 N OSCEOLA AVE #307, CLEARWATER, FL 33755
$750,000106 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
$280,00026 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 Agent: G. Busch (727-300-6523)
1437 CARLOS AVE, CLEARWATER, FL 33755
$455,00026 Days on yellowkey MLS ID: TB8502091
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1956 Tax: $6,731 (2025)Community: Highland Terrace ManorSingle Family
Taxes:$6,731
Remarks: * *BEAUTIFULLY UPDATED POOL HOME * * Welcome to this beautifully updated 4-bedroom, 2-bathroom home located in Clearwater, Florida. Step outside to your private backyard oasis featuring a sparkling pool, expansive paver patio areas, and a fully fenced yard ideal for gatherings, pets, or play. The home also includes an attractive exterior lighting package that enhances curb appeal day and night, plus a convenient storage shed for added functionality. Inside, recent updates provide a fresh, modern feel throughout. 4 large bedrooms and 2 full bathrooms allow for plenty of space for family and friends. * * FANTASTIC LOCATION * * Ideally located in the heart of Clearwater, this home offers convenient access to some of the area’s most popular parks, shopping, dining, and Gulf Coast attractions. Enjoy nearby outdoor recreation at Crest Lake Park and Edgewater Drive Park, featuring walking trails, playgrounds, scenic lake views, and waterfront green space perfect for enjoying Florida’s sunshine. Just a short drive away, world-famous Clearwater Beach offers sugar-sand beaches, waterfront dining, sunset activities, boating, and year-round entertainment. Residents also enjoy easy access to downtown Clearwater’s growing dining and entertainment scene, complete with boutique shopping, community events, and farmers markets. Close to Downtown Dunedin as well! Nearby shopping destinations including Westfield Countryside and Clearwater Mall provide a variety of retail, dining, and everyday conveniences, making this location ideal for enjoying the best of Clearwater living.* * PLEASE NOTE * * It is buyer's responsibility to verify all information. Information posted in MLS, or any marketing information is not guaranteed.
Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)
Listing Agent: Matthew Brashear (727-403-3900)
1022 SUNNYDALE DR, CLEARWATER, FL 33755
$589,00069 Days on yellowkey MLS ID: TB8489270
1 Days Off yellowkey (back on 5/16/2026)
REDUCED by $30,599 (4.9%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1385 Built: 1967 Tax: $9,138 (2025)Community: Sunnydale SubSingle Family
Taxes:$9,138
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. PRICE JUST DRASTICALLY REDUCED TO SELL!!! Welcome to this inviting pool home in one of the area’s most desirable, well-connected neighborhoods, situated on a quiet dead-end cul-de-sac street and within a golf cart-friendly community offering easy access to the Intracoastal Waterway, the Pinellas Trail, and vibrant Downtown Dunedin. This 3-bedroom, 2-bath home offers a flexible, light-filled layout with polished terrazzo flooring throughout the main living areas and a comfortable flow for everyday living. The spacious primary suite features a walk-in cedar closet, en-suite bath, and direct access to the pool area, offering flexibility as a private bedroom, guest suite, or home office. It is currently open to the living area and can easily be enclosed to create a fully private space if desired. The kitchen is centrally located and features quartz countertops, white cabinetry, and a newer stainless steel appliance package, providing a bright and functional space that connects easily to both living and dining areas. Step outside to a fully fenced backyard set on an oversized lot, offering a true outdoor living experience with a saltwater pool, covered pergola, and multiple areas for relaxing and entertaining. The yard features updated, low-maintenance landscaping designed for easy upkeep, along with a large storage shed providing excellent additional space for storage, hobbies, or workshop use. Additional features include a 2-car garage with insulation and ductless AC (ideal for a gym, workshop, or additional flex space), double-pane windows, crown molding, ceiling fans, and owned security and water treatment systems. The home also features a separate side-entry interior laundry/mud room just off the kitchen, complete with newer white shaker cabinetry for additional storage and organization, along with direct access to the backyard. Located just a few homes from the Intracoastal Waterway along Edgewater Drive, enjoy daily walks, bike rides, and sunset views along the scenic shoreline, with a continuous waterfront path leading directly into Downtown Dunedin. The Pinellas Trail is just one street away, offering a dedicated path for biking, walking, and running that also connects straight into downtown. This golf cart-friendly area makes it easy to access local dining, breweries, shops, and waterfront parks, as well as TD Ballpark, the spring training home of the Toronto Blue Jays, along with year-round events and festivals. Transportation options add to the convenience, with the Jolly Trolley stopping near the end of Sunnydale Drive and running from Tarpon Springs through Dunedin and Clearwater, along Gulf Boulevard’s beaches, and down to St. Petersburg, as well as a nearby water taxi offering service to Clearwater Beach. You are also just minutes from live entertainment at The Sound at Coachman Park and the Capitol Theatre. Spend your days biking the trail, enjoying the waterfront, or exploring downtown, then return home to relax or entertain by the pool. With no HOA and a well-established neighborhood with a friendly, neighborly atmosphere, this property offers a strong combination of location, flexibility, and lifestyle in a highly sought-after area near Downtown Dunedin.
Listing is courtesy of: HOMESCENE REALTY (727-877-5020)
Listing Agent: Kelli Azeman (813-444-9107)
1109 BLANCHE B LITTLEJOHN TRL, CLEARWATER, FL 33755
$272,00047 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)
700 N OSCEOLA AVE #305, CLEARWATER, FL 33755
$720,00063 Days on yellowkey MLS ID: TB8492293
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 2004 Tax: $10,304 (2025)Community: Bayview Condo ClearwaterCondo
Taxes:$10,304
Remarks: Welcome home to Bayview Condos, an amenity-rich waterfront community overlooking beautiful Clearwater Harbor and ideally located just blocks from downtown Clearwater and Imagine Clearwater. From the moment you arrive and make your way up to the 3rd floor, pride of ownership is evident throughout this beautifully maintained and fully furnished 3 bedroom, 2 bathroom condo offering nearly 1,600 square feet of thoughtfully designed living space. Inside, the spacious split-bedroom floorplan feels light, open, and inviting, with a modern kitchen featuring granite countertops, stainless steel appliances, and generous barstool seating that flows seamlessly into the living and dining areas, making everyday living and entertaining effortless. The owner’s suite is a true retreat with its own private sliding glass door access to the balcony, a large walk-in closet, and an ensuite bathroom complete with dual granite topped sinks, a seamless glass enclosed shower, and a separate jetted soaking tub. The guest bedroom also offers a walk-in closet and is conveniently positioned near the guest bathroom, while the in-unit laundry adds even more convenience. The third bedroom has glass french doors and is currently being used as an office. Step outside to the large private balcony and take in the beautiful views overlooking Clearwater Harbor, the perfect place to enjoy your morning coffee or unwind at the end of the day with stunning sunrises and sunsets. The unit is being sold fully furnished. This residence also includes two designated parking spaces in the gated garage beneath the building, along with a private climate-controlled storage unit. Bayview Condos offers a true resort-style lifestyle with amenities that include a heated saltwater pool, fitness center, recreation room, activity deck, outdoor grills, and access to the Intracoastal for kayaking or paddleboarding. With the marina next door, boating enthusiasts will love the convenience of having the option to bring their boat too. Perfectly positioned to enjoy a peaceful waterfront setting without the congestion of beach traffic, this location offers the best of both worlds. You’re just one mile from downtown Clearwater and the new Imagine Clearwater waterfront redevelopment, where you’ll find waterfront parks, walking paths, events, dining, and entertainment. Clearwater Beach, known for its sugar-white sand and vibrant atmosphere, is only 3.5 miles away, making spontaneous beach days effortless. Nearby parks, the Pinellas Trail, local marinas, and year-round waterfront activities offer endless ways to enjoy the outdoors, while Tampa International Airport is just about a 30-minute drive for easy travel. Whether it’s a sunset stroll downtown, a day on the water, or a night out, everything you need is right at your fingertips.
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Tiana Lake (727-688-5565)
416 N WASHINGTON AVE, CLEARWATER, FL 33755
$409,00021 Days on yellowkey MLS ID: TB8507652
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1375 Built: 1983 Tax: $7,855 (2025)Community: Country Club AddSingle Family
Taxes:$7,855
Remarks: This charming home in the Country Club Estates boasts 3 bedrooms, 2 bathrooms, and a 1-car garage. Nestled on a peaceful, dead-end street near downtown Clearwater and the Clearwater Country Club, this home offers a serene retreat. Wake up each day to the beauty of the lush, tropical landscaping and exotic gardens visible from the back deck and the lovely screened porch, which is accessible from both the family room and the master bathroom. A private outdoor shower makes washing off the beach sand a breeze. The family room and two bonus rooms provide plenty of space for all your needs. The spacious living room flows seamlessly into the kitchen and family room, creating an inviting atmosphere. Two bonus rooms offer endless possibilities for an office, library, study, or game room. The master bedroom features a walk-in closet, while a hall linen closet provides additional storage. The spacious garage includes a washer and dryer and has plenty of room for storage. This home is ideal for a family, for use as a short term, or long-term income property. The block construction ensures durability. Beaches are within a short bike ride. This home is just a quick ten-minute drive to the world-famous Clearwater Beach and Downtown Dunedin.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Michael Feola (850-419-1395)
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