Location: Clearwater , 33755
Do Not Show Listings
500 N OSCEOLA AVE #810, CLEARWATER, FL 33755
$340,00034 Days on yellowkey MLS ID: TB8487792
REDUCED by $10,000 (2.9%) on 04/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1974 Tax: $4,961 (2025)Community: Harbor Bluffs Waterfront CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,961
Elementary School: Sandy Lane Elementary-PN
High School: Clearwater High-PN
Tax Year: 2025
Middle School: Dunedin Highland Middle-PN
Remarks: One or more photo(s) has been virtually staged. Beautiful updated 8th floor condo in the north east corner of the building with BREATHTAKING WATER VIEWS form the living room, while the bedrooms open to a large balcony with downtown/city views. Over the last few years, the owner made the following improvements: BRAND NEW A/C system, NEW WATER HEATER, NEW ELECTRIC PANEL. They also REMODELED THE KITCHEN with new cabinets and counters, new range, new dishwasher. The MASTER BATHROOM HAS BEEN completely REDONE. The second bathroom has new floor, vanity and exhaust fan. New tile floors in the living room and bedrooms. This home is free of all carpeting. Additionally they installed tile on the large balcony off the bedrooms. The location of this condo is incredible. You can walk to the incredible Coachman Park or take a short bike ride to the beach. The Pinellas Bike Trail is also just a few blocks away. The community offers a gym, club room, gorgeous waterfront pool, kayak / paddleboard launching floating dock. There is bicycle storage on site. Water, sewer, trash included in your condo fees. PLEASE SCHEDULE A NO OBLIGATION TOUR.
Listing is courtesy of: GREAT HOMES REALTY INC (727-488-4825)
Listing Agent: Niki Fiala (727-254-3141)
500 N OSCEOLA AVE #307, CLEARWATER, FL 33755
$540,00074 Days on yellowkey MLS ID: TB8472906
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1060 Built: 1974 Tax: $6,371 (2024)Community: Harbor Bluffs Waterfront CondoCondo
Taxes:$6,371
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
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)
331 CLEVELAND ST #1504, CLEARWATER, FL 33755
$1,695,00017 Days on yellowkey MLS ID: TB8493840
0 Days Off yellowkey (back on 4/4/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2425 Built: 2008Monthly Fee: $1,768 Tax: $21,716 (2025)Community: Waters EdgeCondo
Taxes:$21,716
Remarks: Wow wow wow... amazing luxury condo. Across the street from the amazing Coachman park project. Rarely available, and in high demand! North west facing corner unit on the 15th floor with direct water views. This custom 3 bed 2 1/2 bath 2425 sq ft unit will not disappoint. This gorgeous unit is classically appointed with wainscotting, chair rails, dark wood flooring, marble countertops, and water views, views, views. Lovely master suite with large walk in closet, double sink, and has huge walk in shower in the master bath. Large 2nd bath with tub. 3rd bedroom also has a walk in closet. Water views from almost every room, including the laundry room. Water's Edge has 24 hour concierge service, is a secure building with pool, gym, secure designated garage parking, this unit has 2 parking spaces and is in the heart of downtown Clearwater. Quick access to award winning Clearwater Beach. 1 block from restaurants, coffee shops, library, etc. Call today for your private viewing.
Listing is courtesy of: VIEWPOINT REALTY INTERNATIONAL (727-584-7355)
Listing Agent: Erin Riffe (727-487-4900)
1021 FAIRBURN AVE, CLEARWATER, FL 33755
$410,00059 Days on yellowkey MLS ID: O6382876
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1560 Built: 1964 Tax: $5,212 (2025)Community: Fair Burn AddSingle Family
Taxes:$5,212
Remarks: Fractional Ownership. Prime Clearwater gem in the heart of sought-after Clearwater 33755 NO HOA, NO CDD and located outside the flood zone! This spacious home boasts a functional layout with multiple bedrooms and bathrooms, perfect for everyday living or entertaining. Enjoy a fully fenced yard ideal for pets and outdoor gatherings and quality features such as granite countertops and easy to maintain flooring throughout. With room for expansion or personalization, this property presents great potential and value. Location is exceptional just minutes to the Clearwater Golf Course, vibrant Downtown Clearwater’s dining/shopping, and the world-renowned Clearwater Beach and Pier District. A wonderful opportunity to live in a convenient, quiet residential neighborhood with access to all coastal lifestyle amenities. Don’t miss this one!
Listing is courtesy of: MONTESOL REALTY, INC. (305-549-5053)
Listing Agent: Yisell Fernandez Reyes (813-462-6552)
708-712 PENNSYLVANIA AVE, CLEARWATER, FL 33755
$489,99919 Days on yellowkey MLS ID: TB8493023
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1848 Built: 1964 Tax: $3,371 (2024)Community: Pine Crest SubApartment
Taxes:$3,371
Remarks: Turnkey investment opportunity in Clearwater! This well-maintained multi-unit property at 708–712 Pennsylvania Ave features strong income potential with value-add upside. Two of the units have been fully remodeled, showcasing updated kitchens, modern bathrooms, new flooring, windows, water heater, and fresh interior finishes—making them highly attractive to tenants and ready for premium rents. The remaining unit offers an opportunity for further improvement and increased cash flow. The property sits on a spacious lot with ample parking and is conveniently located near downtown Clearwater, major highways, shopping, and the Gulf beaches. Whether you're looking to expand your rental portfolio or secure a stabilized asset with upside, this property checks all the boxes. Don’t miss this chance to own a high-demand income-producing property in a growing market!
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Gisselle Amparo (401-339-8460)
202 FAIRMONT ST, CLEARWATER, FL 33755
$1,999,90018 Days on yellowkey MLS ID: TB8493540
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1768 Built: 1935 Tax: $9,715 (2025)Community: Old Clearwater BaySingle Family
Taxes:$9,715
Remarks: 2024 Hurricanes - No Flooding * Now let’s get to the good stuff. PARADISE!!!!! Think I’m kidding come look for yourself. This completely remodeled 1935 Bungalow is Owners with major OCD problems. Move in Ready. INCREDIBLE!!!! I know because many stop daily, take pictures and tell me. It is a beauty. The main house is a 1 bedroom, 1 and 1/2 bath. The Quest house / additional generational housing / Mother in laws suite is a full kitchenette. This home is conveniently located between downtown Clearwater and Dunedin. Publix grocery 1.8 miles. Mall 4.7 miles. Blocks from the Pineallas County Trail that can take you from St Pete to Tarpon Springs. Walk, bike, run… Another choice could be along Edgewater into Dunedin with incredible views, many use it also daily. Restaurants just blocks away. Did I mention the views from your favorite chair. To the south the Clearwater bridge, to the west some of the most beautiful sunsets you have ever laid your eyes on, after watching the diamond glisten all day. From the dock to the north the Dunedin causeway bridge… The back lawn is fenced with puppy picket fencing to keep any pets safe and lushly landscaped with high end pavered paths and patios. There is a bolder water feature next to the patio closest to the waters edge, the sound is so tranquil. Your own private heated jacuzzi tub and outdoor shower. Oh, and don’t forget to bring your boat or fish from the dock. Lift can hold up to 20,000 lbs. Just load it on the lift, safely board your boat with custom built stairs, hit the remote, lower the boat and zoom, your off… so many places to enjoy. Restaurants, sand bars, fishing, gorgeous trips, nothing stopping you from boating into the Gulf. Our neighbors are owners and have become family over the last 14 years. Like I said, come see for yourself… it is Paradise.
Listing is courtesy of: GAWA INVESTMENTS, LLC (813-494-1744)
Listing Agent: Shirlene Hammond (813-494-1744)
1301 WOODBINE ST, CLEARWATER, FL 33755
$355,000101 Days on yellowkey MLS ID: TB8462652
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1387 Built: 1953 Tax: $2,106 (2024)Community: Pine RidgeSingle Family
Taxes:$2,106
Remarks: Motivated seller, we'll work together for a successful closing! Welcome to this remodeled corner house with over 1380 sq ft in Clearwater, FL, just 5 miles from the beach. This beautifully renovated property offers the perfect blend of modern style, comfort, and unbeatable location. Whether you’re looking for your next residence or a profitable investment property in a high-demand area, this home checks every box. Key Features: Modern Upgrades Throughout – Everything is brand new or recently remodeled. Roof (2017) and A/C system (2023). Gorgeous kitchen featuring brand-new cabinets, premium granite countertops, stainless steel appliances, and smart additions like a garbage disposal and built-in detergent dispenser. Fully Remodeled Bathrooms with new bathtub, toilet, vanity, and elegant ceramic tile flooring. Spacious bedrooms, with the master bedroom being the largest and most private of the three. Separate laundry room. Energy-Efficient Double-Glazed Windows, new doors, and sleek laminate flooring throughout. Freshly textured and painted walls, both inside and out, with a modern color palette and smooth stucco exterior. LED lighting in most rooms plus ceiling fans in bedrooms for added comfort. Completely updated plumbing and electrical systems, including new wiring, outlets, switches, and breakers. Every inch of this home has been updated with top-quality materials and meticulous attention to detail — making it truly a gem in the area. Don’t miss out on this incredible opportunity — schedule your private showing today!
Listing is courtesy of: 3D HOME REALTY LLC (813-455-6828)
Listing Agent: Jose Mena Martinez (786-817-3071)
1874 SYLVAN DR, CLEARWATER, FL 33755
$339,900149 Days on yellowkey MLS ID: TB8449353
3 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1124 Built: 1979 Tax: $3,383 (2024)Community: Harbor VistaSingle Family
Taxes:$3,383
Remarks: Under contract-accepting backup offers. Motivated Seller!! Have you been dreaming of a home that blends Florida’s laid-back coastal charm with everyday convenience, this beautifully maintained 2-bedroom, 2-bath home with a 1-car garage on a spacious 0.21-acre lot in Clearwater may be exactly what you’ve been waiting for. Whether you're a first-time homebuyer, a downsizer seeking comfort without compromise, or an investor searching for a solid long-term opportunity, this property checks all the boxes. The two well-proportioned bedrooms provide plenty of natural light and privacy, while the two full bathrooms make daily routines comfortable and convenient. Whether you work from home or simply crave additional storage, this floor plan adapts easily to your lifestyle. This home offers the outdoor space many buyers crave. There’s plenty of room to create your own backyard oasis—whether that’s a garden, a play area, a firepit gathering space, or even a future pool. Roof 2020, windows 2020, New Septic tank 2020 The possibilities are endless.
Listing is courtesy of: RE/MAX COLLECTIVE (813-438-7841)
Listing Agent: Whitney Parks (727-642-7455)
327 N DUNCAN AVE, CLEARWATER, FL 33755
$499,99045 Days on yellowkey MLS ID: TB8482611
0 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2132 Built: 1959 Tax: $3,641 (2025)Community: Drew ManorSingle Family
Taxes:$3,641
Elementary School: Skycrest Elementary-PN
Remarks: Under contract-accepting backup offers. Under contract. Accepting backups. Beautifully remodeled pool home in Flood Zone X! This 3-bedroom, 2.5-bath home with a 1-car garage offers a desirable split floor plan and is located in the heart of Clearwater just minutes from everything. The private primary suite sits on the opposite side of the home and includes a remodeled ensuite bathroom with pocket door, walk-in closet, and direct outdoor access. The home opens into a bright open-concept living area that flows seamlessly into the dining space and brand-new kitchen featuring quartz countertops, soft-close shaker cabinets, and all new appliances. Additional upgrades include luxury vinyl flooring throughout, fresh interior and exterior paint, and new ceiling fans in the bedrooms. One of the additional bedrooms features its own private half-bath ensuite, while another fully remodeled full bathroom serves the main living areas. Major updates include roof (2024), AC (2019), and a new water heater. The home also includes a 1-car garage with laundry hookups. Outside you'll find updated fencing, refreshed landscaping, and a storage shed ready for your personal touches. Enjoy Florida living with a beautiful pool that has been newly resurfaced with brand new tile—perfect for relaxing or entertaining. The property is high and dry in Flood Zone X, has never flooded, and does not require flood insurance. Located near highly rated Skycrest Elementary and zoned for Dunedin Highland Middle School. Just minutes from Drew Street (SR-590) with quick access across Clearwater, US-19 and downtown Clearwater, less than 10 minutes from the Pinellas Trail, and only 15 minutes to world-famous Clearwater Beach. With its location, layout, and pool, this property would make a great primary residence, second home, or potential short-term rental opportunity.
Listing is courtesy of: OUT FAST REALTY & INVESTMENTS (800-688-3278)
Listing Agent: D.J. Brooks (805-824-2641)
1020 SUNSET POINT RD #609, CLEARWATER, FL 33755
$2,995,500138 Days on yellowkey MLS ID: TB8443418
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2572 Built: 2023 Tax: $33,232 (2024)Community: Serena By The Sea CondoCondo
Taxes:$33,232
Remarks: One or more photo(s) has been virtually staged. LUXURY LIVING at SERENA BY THE SEA - "PH 609" is a special southwest corner residence offering panoramic vistas over the intracoastal waterway to Clearwater Beach and the Gulf of America, including 3 Bedrooms and 3.5 Bathrooms in approx. 2,572 SF of interior space, PLUS a 374 SF west-facing private terrace. Its spacious corner Living & Dining Room offers tons of natural light with both south and west exposures, is open to the Kitchen, and has sliding glass doors to the expansive terrace - perfect for al fresco dining with Florida's famous Gulf Coast sunsets as your backdrop. The gourmet Kitchen features a large island bar with waterfall edges, complimented by top-of-the-line Gaggenau appliances including a 5-burner gas cooktop, paneled refrigerator and dishwasher integrated within the Italian cabinetry, a wine cooler, and "The Cube" package with wall oven, speed oven, coffee & espresso maker, steam oven, and vacuum sealer. A spacious Den/Family Room is adjacent to a Powder Room convenient for guests. Luxurious finishes continue throughout the 3 Bedroom Suites each with direct water views, en suite Bathrooms, and designer closets. The Master Bedroom uniquely features its own sliding glass door to the terrace, His & Her walk-in closets, and the Master Bath boasts a wet room with double shower and soaking tub set beside a picture-perfect window overlooking the intracoastal waterway. SERENA BY THE SEA is THE premier luxury condominium in Clearwater with 23,000+ SF of amenities including 24/7 concierge, a self-service Spa (massage room, hair salon, sauna, jacuzzi, more), gym/fitness center, social room with lounge, billiards and poker tables, banquet-sized dining table, full kitchen, plus outdoor resort-style saltwater swimming pool and jacuzzi deck overlooking the intracoastal with poolside cabanas, daybeds, abundance of lounge chairs, 2 summer kitchens with BBQs & TVs, pool bathrooms + outdoor shower, fire lounge, dog-friendly, and more. Call to schedule a private showing today.
Listing is courtesy of: VALOR LUXURY REALTY (727-441-2144)
Listing Agent: Joseph Kotula (571-331-5886)
505 N HIGHLAND AVE, CLEARWATER, FL 33755
$694,000136 Days on yellowkey MLS ID: TB8453434
REDUCED by $5,000 (0.7%) on 04/03/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2361 Built: 1961 Tax: $8,202 (2024)Community: GlenwoodSingle Family
Taxes:$8,202
Remarks: PRICE IMPROVEMENT NOW $694000!! 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 $694,000
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Calvin Van Auken (727-641-0912)
1528 STEVENSONS DR, CLEARWATER, FL 33755
$278,500571 Days on yellowkey MLS ID: TB8307522
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 782 Built: 1955 Tax: $2,698 (2023)Community: Stevensons HeightsSingle Family
Taxes:$2,698
High School: Dunedin High-PN
Tax Year: 2023
Remarks: Charming 3-Bedroom Home with Stevenson's Creek Frontage! Discover your perfect home or next investment opportunity! This cozy 3-bedroom, 1-bath home is nestled along the serene Stevenson's Creek and boasts a variety of desirable features: Spacious eat-in kitchen, tiled flooring through out, Bright and inviting living room, 1-car carport, and fully fenced yard for privacy and security. Conveniently located to schools and shopping, short drive to area beaches and less than a 30 minutes from a major airport. With a nearby park and recreation center, this home is perfect for outdoor enthusiasts. Don't miss out on this hidden gem! Make it yours today!
Listing is courtesy of: GRACE REALTY & PROPERTY MGMT (800-497-4072)
Listing Agent: Beverly Grace (518-572-0204)
1874 DOUGLAS AVE, CLEARWATER, FL 33755
$289,500588 Days on yellowkey MLS ID: TB8301678
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 928 Built: 1945 Tax: $3,225 (2023)Community: Sunset Point 1St AddSingle Family
Taxes:$3,225
Remarks: Check out this hidden gem! 3-bedroom, 1 bath home on large and private lot. Plenty of space for your garden or to turn into your own private oasis. Keep as an investment property or move in, the choice is yours! Call today for a tour.
2027 PINECREST WAY, CLEARWATER, FL 33755
$499,90040 Days on yellowkey MLS ID: TB8485332
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2426 Built: 1946 Tax: $9,994 (2024)Community: Shadow LawnSingle Family
Taxes:$9,994
Elementary School: Dunedin Elementary-PN
Remarks: Under contract-accepting backup offers. Land like this has become increasingly rare. Located in north Clearwater just four blocks from the Dunedin city line, this oversized property presents a distinctive opportunity for homeowners, builders, or investors seeking space and flexibility in a highly desirable location. The property features a 3-bedroom, 2-bath, 2-car garage classic Florida residence offering approximately 2,400 square feet of heated living space. Inside, spacious rooms, two fireplaces, and solid construction provide a strong foundation for restoration, expansion, or thoughtful redesign. One of the bedrooms includes its own private entrance, offering convenient access for guests, extended family, or a potential private suite. Beyond the home itself, the scale of the property opens the door to several possibilities. The site may allow for subdivision into multiple buildable parcels, the creation of larger estate-style homesites, or a plan that incorporates renovation of the existing residence while adding new construction. Buyers are encouraged to explore these possibilities with the appropriate professionals. Set among tree-lined streets, historic homes, and golf-cart-friendly roads, the setting reflects the character that makes this area so sought after. Downtown Dunedin, Mease Dunedin Hospital, the Pinellas Trail, marinas, waterfront dining, parks, Honeymoon Island, and Clearwater Beach are all just minutes away. For those looking for a property that combines location, space, and long-term potential, this is one that deserves careful consideration.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Erin Gwillim (727-409-1089)
305 BAKER AVE, CLEARWATER, FL 33755
$469,00020 Days on yellowkey MLS ID: TB8491981
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1732 Built: 1952 Tax: $7,703 (2025)Community: Grand View TerraceSingle Family
Taxes:$7,703
Remarks: Perfectly situated on nearly a quarter-acre lot within the established Grand View Terrace neighborhood, this high-and-dry 4-bedroom, 2-bathroom residence offers a solid, turnkey opportunity sold fully furnished and ready for immediate occupancy or investment. The bright, open-concept interior features wood laminate and vinyl plank flooring, cedar-lined walk-in closets, and a versatile Florida room- currently a 4th bedroom with a private entry. The dining area is complemented by a fixed counter-height bar and expansive dining table perfect for large gatherings. Updates include a 2019 HVAC with Nest thermostat, an upgraded electrical panel, and roll down storm shutters along front of the house and galvanized storm shutters for the rear. The exterior boasts a privacy-fenced backyard oasis with a 20x30 concrete slab, pergola, fire pit, playset, and Florida-friendly landscaping serviced by Clearwater’s reclaimed water. Ideally located within 10 minutes of award-winning Clearwater Beach and a short drive to Belleair Country Club, multiple golf courses, downtown Dunedin, and both TPA and PIE airports, this versatile property combines suburban comfort with effortless access to the best of the Tampa Bay metro area, and represents an incredible value for anyone seeking a primary sanctuary or a high-performing investment in the heart of Pinellas County.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Lecia Kronberg (727-465-3006)
1320 MARY L RD, CLEARWATER, FL 33755
$319,90027 Days on yellowkey MLS ID: TB8490040
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1101 Built: 1956 Tax: $4,898 (2025)Community: Betty Lane Heights 2Nd AddSingle Family
Taxes:$4,898
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Exceptional investment opportunity! This beautifully updated three bedroom, two bathroom home is ideally situated in a highly desirable NO FLOOD ZONE neighborhood. Truly move-in ready, it features a newer shingle roof and tasteful, modern finishes throughout. The open concept design showcases a stunning kitchen with custom cabinetry, granite countertops, and stainless steel appliances seamlessly flowing into the main living area, perfect for both everyday living and entertaining guests. A split-bedroom floor plan provides added privacy, with a primary suite complete with an ensuite bath. Elegant porcelain tile flooring extends throughout the home, offering both durability and style. Step outside to a generously sized backyard ideal for relaxing, entertaining or just creating your own outdoor oasis. Conveniently located just minutes from downtown Dunedin, Honeymoon Island, and a short drive to Clearwater Beach, this home offers the perfect blend of comfort, location, and lifestyle. Don’t miss your chance to own this incredible home schedule your showing today!
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Meredith Johnson (727-768-7651)
1799 N HIGHLAND AVE #185, CLEARWATER, FL 33755
$177,000318 Days on yellowkey MLS ID: TB8394022
REDUCED by $7,500 (4.1%) on 04/02/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1179 Built: 1971Monthly Fee: $548 Tax: $2,593 (2024)Community: Fountain Square CondoCondo
Taxes:$2,593
Remarks: **NEW PRICE & $4,500 MOVE-IN CREDIT, DON'T MISS OUT ON THIS DEAL!!** This 3-bedroom, 2-bathroom condo offers a fantastic opportunity to get into the desirable Fountain Square community. Step inside to a spacious living area with plenty of room for a comfortable sectional and entertainment setup. The dedicated dining space flows nicely off the living room, and the kitchen offers ample cabinet and counter space for everyday use. A convenient half bath on the main floor adds extra functionality. Upstairs, the primary suite features a walk-in closet and private bath, with two additional bedrooms and a second full bathroom just down the hall. Out back, the fully fenced patio provides a private spot to unwind or enjoy the Florida sunshine. Fountain Square residents enjoy access to a large heated pool, a clubhouse, and a community gym. The monthly condo fee includes water, trash, cable, exterior maintenance, insurance, pest control, and more, making for truly low maintenance living. Located just minutes from world famous Clearwater Beach, plus shopping, dining, and local conveniences, this is a great opportunity to enjoy the Florida lifestyle in a well-established community!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Conor Green (973-494-1712)
305 PENNSYLVANIA AVE, CLEARWATER, FL 33755
$223,12580 Days on yellowkey MLS ID: TB8469776
0 Days Off yellowkey (back on 2/6/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 718 Built: 1920 Tax: $2,664 (2025)Community: Plaza Park Add Clearwater Improv Co CorrSingle Family
Taxes:$2,664
Remarks: Under contract-accepting backup offers. Short Sale. (Subject to final approval by seller's lender, some extra addenda required). Investors and Handyman special. Cute 2 bedrooms 1 bath cottage across from a small, but nice community park. Home has a cute screened in porch and backyard. It is being sold as-is.
Listing Agent: Paola Lombardi (727-488-4825)
1429 LAURA STREET, CLEARWATER, FL 33755
$799,00066 Days on yellowkey MLS ID: TB8475426
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2273 Built: 1956 Tax: $8,463 (2025)Community: Knollwood ReplatMulti-Family 5+
Taxes:$8,463
Remarks: 1429 Laura St is a unique opportunity to own a stabilized 5 unit multi-family apartment community in the rapidly growing Clearwater area of Tampa Bay MSA with substantial room for growth. Conveniently located just minute’s from Clearwater’s world-famous beaches, Downtown Clearwater and major highways. Owner Spent over $150,000 in CapEx including new roof, new hurricane impact windows, new main sewer line, building exterior paint, exterior fencing, landscaping and full interior renovations including, white shaker cabinets, quartz countertops, stainless steel appliances, luxury vinyl flooring and tiled shower bathrooms. Current Rent Roll: $7,740 with a 7 CAP on takeover! NOI: $60,433 Unit Mix: 4 - 1 Bedroom/1 Bathroom Units, 1 - Studio/1 Bathroom Unit
Listing is courtesy of: MPGFL TAMPA LLC (631-356-5697)
Listing Agent: Frank Brito (631-356-5697)
306 MARSHALL ST, CLEARWATER, FL 33755
$899,90019 Days on yellowkey MLS ID: TB8493151
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2724 Built: 1925 Tax: $10,895 (2025)Community: Marshalls E.A. SubApartment
Taxes:$10,895
Remarks: Nestled in the heart of Clearwater, 306 Marshall St presents an incredible opportunity to own a versatile two-dwelling triplex in a prime location. This property offers a spacious 3-bedroom, 2-bathroom front house and two charming 1-bedroom, 1-bathroom units in the rear structure—perfect for multi-generational living, rental income, or a combination of both! The front house boasts an inviting layout with room for family gatherings, while the rear units provide cozy, private retreats. Whether you're looking to invest or settle down, this property delivers flexibility and potential. Location is everything, and this triplex places you at the center of Clearwater's best attractions. Spend your weekends soaking up live entertainment at The Sound, enjoying picturesque views of Clearwater Harbor, or exploring the vibrant shops, dining, and culture of Downtown Clearwater. And of course, you're just minutes away from the world-renowned white sands and sparkling waters of Clearwater Beach, consistently ranked among the nation's top beaches. Don't miss your chance to own a property that combines comfortable living, investment potential, and unbeatable proximity to everything Clearwater has to offer. Schedule your showing today!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Neill Boyd (813-767-2694)
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