Location: Clearwater , 33755
Do Not Show Listings
305 PENNSYLVANIA AVE, CLEARWATER, FL 33755
$223,12591 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,664
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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 is courtesy of: GREAT HOMES REALTY INC (727-488-4825)
Listing Agent: Paola Lombardi (727-488-4825)
306 MARSHALL ST, CLEARWATER, FL 33755
$899,90030 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
Elementary School: Sandy Lane Elementary-PN
High School: Clearwater High-PN
Middle School: Dunedin Highland Middle-PN
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)
1568 DREW ST, CLEARWATER, FL 33755
$278,00034 Days on yellowkey MLS ID: TB8491625
REDUCED by $42,000 (13.1%) on 04/01/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1374 Built: 1925 Tax: $490 (2025)Community: Glenwood Estates AddSingle Family
Taxes:$490
Remarks: This 1920's bungalow brings the kind of charm you just don’t find in newer homes, with original hardwood floors, great natural light from UPDATED WINDOWS, and a comfortable layout from the moment you walk in. The LARGE BACK DECK is a standout feature that's perfect for hosting and enjoying your backyard space. Plus, being in a NO FLOOD ZONE adds real peace of mind. NEW ROOF and IMPACT-RATED WINDOWS as well to give you a great DISCOUNT on your HOME-OWNERS INSURANCE. The location makes everyday life easy—just minutes to downtown Clearwater, quick access to US-19 and Gulf-to-Bay for commuting to beach or Tampa Bay. Not to mention all of the shopping, restaurants, and everyday needs conveninetly close by. Whether you’re buying your first home or looking for a solid investment, this one checks the boxes in all the right ways.
Listing is courtesy of: ACROPOLIS REALTY GROUP LLC (315-396-0493)
Listing Agent: Sal Degaetano (315-396-0493)
1453 CLEVELAND ST, CLEARWATER, FL 33755
$790,000161 Days on yellowkey MLS ID: TB8449763
Bed: 11 Bath: 0.0 Liv Area Sq Ft: 882 Built: 1942 Tax: $3,541 (2025)Community: Highland GrovesApartment
Taxes:$3,541
Elementary School: Belcher Elementary-PN
Middle School: Oak Grove Middle-PN
Remarks: UNIQUE - INVESTOR OPPORTUNITY!!! 4 parcels of land with 6 housing units in all! Key Features: • Four lots which includes 4 Single family homes and a duplex. • Each lot is 50X105 • 6 month to month tenants in place, currently collecting $6000 in rent. • Tenants in 4 units pay their own utility & bills, Other 2 are included in the rent. • Property is being sold AS IS • Frontage on 3 Streets! (Cleveland, Park, and S. San Remo) • Parking for 10+ cars!! • TAX ID 4-29-15-38736-004-0210 for 1455 Cleveland Street TAX ID 4-29-15-38736-004-0230 for 1451 Cleveland Street • TAX ID 4-29-15-38736-004-0250 for 15 S. San Remo and 14-29-15-38736-004-0270 for 1454 Park Street • No storm damage from 2024! • Purchase now and keep tenants in place or explore building your own compound of condos or Townhomes on this half acre property. Refer to the City of Clearwater Planning Department to determine options. • Location, Location, Location! Enjoy the benefit of no HOA, pet. or age restrictions. Quick access to downtown Clearwater and the beaches, shopping, dining, and all the best that the area has to offer. Schedule your showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Kim Cooke (727-458-9604)
1507 CARLOS AVE, CLEARWATER, FL 33755
$243,000275 Days on yellowkey MLS ID: A4660426
1 Days Off yellowkey (back on 11/21/2025)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1494 Built: 1956 Tax: $2,888 (2024)Community: Highland Terrace ManorSingle Family
Taxes:$2,888
High School: Dunedin High-PN
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Short Sale. Short Sale has been approved at list price.– Investor Opportunity! This 3-bedroom, 2-bath home in Clearwater offers strong potential and solid cash flow. While the property does need significant repairs and updates, it currently has a tenant in place paying $2,500/month. The tenant has expressed interest in renewing, offering a great opportunity for continued rental income. Located in a well-established neighborhood near schools, parks, and just minutes from Downtown Clearwater and the beaches. Sold AS-IS. Buyer to verify all measurements. Short sale subject to lender approval.
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-293-5100)
Listing Agent: Troy Funk (941-241-3850)
1257 DREW ST #14, CLEARWATER, FL 33755
$89,00035 Days on yellowkey MLS ID: TB8491536
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 640 Built: 1964 Tax: $1,467 (2025)Community: Kenwood Garden Apts Co-OpCondo
Taxes:$1,467
Remarks: Newly renovated ! Come check out this stunning 1-bedroom, 1-bath second-floor condo offers the perfect blend of comfort, style, and convenience. Step into a bright and airy living space featuring a spacious living room that feels both open and inviting ideal for relaxing or entertaining. The updated kitchen boasts a stylish island, perfect for morning coffee, casual dining, or hosting guests. Enjoy ample closet space throughout, providing excellent storage and a clutter-free lifestyle. Unwind in the charming sunroom your own private retreat ideal for reading, working from home, or enjoying Florida’s sunshine year-round. Conveniently located just minutes from Clearwater Beach, as well as top-rated restaurants, shopping, and hospitals, this condo offers the best of coastal living with everyday convenience. Additional features include off-street parking and on-site laundry. This property also presents an excellent investment opportunity and would make a great rental. Don’t miss this opportunity to own a beautifully updated condo in a prime location!
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Betty Rohe (301-366-3208)
1365 OVERLEA ST, CLEARWATER, FL 33755
$209,000141 Days on yellowkey MLS ID: W7881369
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 988 Built: 1953 Tax: $2,097 (2024)Community: Pine Brook HighlandsSingle Family
Taxes:$2,097
Remarks: Under contract-accepting backup offers. Cozy block 2-bedroom Clearwater home with great potential and a larger-than-average 0.21-acre lot. Cheapest Clearwater Block Home as of Mar 23, 2026. The property backs up to a creek area with a gentle, bubbling water flow. Home includes a newer air conditioner and newer water heater, and the seller is willing to include a new roof with at $225k. The home itself is in a non-flood zone, with only a small portion at the back of the lot located in a designated flood zone. No deed restrictions, no pet restrictions, and no lease restrictions. Conveniently located near Downtown Clearwater, beaches, parks, and major roadways. A great opportunity for first-time homebuyers, investors, or anyone looking for a value-priced home. Buyers to sign sellers' standard disclosure addendum. All offers should be net to seller.
Listing is courtesy of: FLORIDA REAL ESTATE PARTNERS (727-409-4663)
Listing Agent: Randal Jenkins (727-409-4663)
1792 OVERBROOK AVE, CLEARWATER, FL 33755
$1,899,00065 Days on yellowkey MLS ID: TB8479538
1 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2314 Built: 2020 Tax: $10,472 (2025)Community: Sunset Point 1St AddSingle Family
Taxes:$10,472
Remarks: Under contract-accepting backup offers. Experience elevated coastal living in this stunning newer-construction waterfront home, perfectly positioned in Clearwater just minutes from the charm and energy of downtown Dunedin. Designed for those who appreciate refined craftsmanship and timeless character, this 3-bedroom, 2-bathroom residence blends modern luxury with historic coastal elegance. Set on an oversized waterfront lot, the property offers direct water access to the Intracoastal Waterway, complete with a covered 7,000 lb boat lift—ideal for effortless days cruising the coast or heading out for waterfront dining. As an added bonus, the sale includes a 2019, 18.5 ft Tahoe 450 TS bow rider, with a Mercury 115HP four-stroke engine, making this a true turnkey waterfront lifestyle opportunity. Lush, mature landscaping surrounds the home, including established fruit trees that enhance the private, garden-like setting. Inside, high-end finishes and thoughtful details create a light-filled coastal retreat. Salvaged architectural elements from the iconic Belleview Biltmore Inn add rare character and historic charm, seamlessly woven into the home’s elegant, coastal-inspired design. Every space reflects quality craftsmanship and timeless appeal. The chef’s kitchen is anchored by a 36-inch, 6-burner Wolf gas range and showcases premium finishes including timeless shaker style cabinets and stone counters. An oversized butler’s pantry provides exceptional storage and additional prep space, keeping everything organized and within reach. Modern efficiencies include solar panels, whole house generator, a durable metal roof, PGT hurricane rated impact windows and sliders, a tankless water heater and whole house reverse osmosis water filtration and softener—combining sustainability with everyday comfort. Whether enjoying morning coffee overlooking the water, entertaining in the coastal breeze, or heading downtown for dining and festivals, this exceptional home offers the perfect blend of location, luxury, and lifestyle. This is more than a home—it’s waterfront living at its finest.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kerryn Ellson (727-408-4888)
1028 SUNSET POINT RD #R4, CLEARWATER, FL 33755
$2,500,00057 Days on yellowkey MLS ID: TB8482756
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2873 Built: 2026 Tax: $1,000 (2025)Community: Serena By The SeaTownhouse
Taxes:$1,000
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 that the Tampa Bay area has to offer!
Listing is courtesy of: VALOR LUXURY REALTY (727-441-2144)
Listing Agent: Joseph Kotula (571-331-5886)
1028 SUNSET POINT RD #R6, CLEARWATER, FL 33755
$2,195,900254 Days on yellowkey MLS ID: TB8412209
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3264 Built: 2026 Tax: $1,000 (2023)Community: Serena By The SeaTownhouse
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!
1407 TAFT AVE, CLEARWATER, FL 33755
$329,90093 Days on yellowkey MLS ID: A4680211
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1248 Built: 1962 Tax: $4,427 (2025)Community: Lincoln PlaceApartment
Taxes:$4,427
Remarks: **New Price Adjustment!!** Excellent investment opportunity in the heart of Clearwater! This well-maintained duplex at 1407 Taft Ave offers immediate cash flow with strong upside potential. Both units are currently tenant-occupied and rented below market value, making this an ideal property for investors or owner-occupants looking to increase returns over time. Unit A is a 2-bedroom, 1-bath residence renting for $1,150/month on a month-to-month lease, providing flexibility for a rent increase or future owner occupancy. Unit B is also a 2-bedroom, 1-bath unit leased at $1,195/month through 07/31/2026, delivering stable, long-term income. Each unit features its own private laundry room located in the backyard, a valuable amenity that adds convenience and tenant appeal. The property was updated by the prior owner and has been well cared for, making it a low-maintenance addition to any portfolio. Separate living spaces and thoughtful layout enhance privacy for both tenants. Located just minutes from downtown Clearwater, residents enjoy easy access to shopping, dining, public transportation, and major roadways. The property is a short drive to world-famous Clearwater Beach, local parks, and the Pinellas Trail, while also being close to employment centers, hospitals, and schools. With strong rental demand in the Clearwater market and continued area growth, this duplex presents a compelling opportunity for both seasoned and first-time investors. Don’t miss this income-producing property with built-in upside in a highly desirable Clearwater location.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Lorena Marquez (941-933-0133)
1500 MAPLE ST, CLEARWATER, FL 33755
$1,399,000221 Days on yellowkey MLS ID: TB8429998
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 3850 Built: 1925Community: GlenwoodSingle Family
Taxes:
Tax Year:
Remarks: Live in Resort-Style Luxury While Earning Passive Income! Welcome to paradise in the heart of Clearwater — just 10 minutes from the world-renowned Clearwater Beach, within walking distance to Clearwater Country Club, and in an A-RATED school district. This beautifully updated and income-generating MULTIFAMILY QUADPLEX resort combines timeless elegance with modern upgrades, offering a truly unique blend of residential comfort and business potential. Whether you're looking to live in style while offsetting your mortgage or expand your portfolio with proven 5-star short and long term rental success, this property delivers. Zoned for FIVE UNITS, with the potential of earning over $200,000 in annual rental income, this high-performing asset comes fully furnished and turnkey — ready for immediate occupancy for multigenerational living or continued rental use. Set on a spacious 1/3 acre CORNER LOT, the centerpiece is a 1925 Mediterranean masterpiece bursting with original charm and character. Inside you’ll find terracotta tile floors, original red oak hardwood floors and red oak accents through out, soaring ceilings, 10" baseboards, rope twist door and window molding, a cozy fireplace, natural gas burning appliances, AND an ATTACHED MOTHER IN LAW SUITE WITH A PRIVATE ENTRANCE! The chef-inspired kitchen features a gas range, granite countertops, stainless steel appliances, and ample cabinet space. The primary home features an attached mother in law suite that can either be utilized with main home access or can remain separate to create two units. The other two apartments are located in the detached building adjacent to the pool. Each of the four units on this property boasts private entrances and has been thoughtfully remodeled with modern touches and inviting décor — perfect for vacationers or long-term tenants alike. Step outside to your private oasis: a resort-style pool with a brand new gas heater surrounded by a pavered entertaining deck complete with an outdoor kitchen and bar, brand new $12,000 hot tub, pool table, and a variety of games — ideal for hosting guests or relaxing in style. Additional features include a woodworking shed and storage shed for hobbyists or added storage, a 40-foot parking space for an RV or camper with electrical hookups and water, and fully landscaped grounds offering privacy and charm. This multifunctional property is a rare gem in one of Clearwater’s most desirable locations, nestled within the historic Glenwood neighborhood. Whether you want a luxe home with unmatched character, an income stream, or both — this quadplex is the ultimate lifestyle and investment package.
Listing Agent: Katie Patterson (727-771-5660)
2075 N KEENE RD, CLEARWATER, FL 33755
$489,99972 Days on yellowkey MLS ID: TB8477685
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1788 Built: 1964Community: Montclair Lake EstatesSingle Family
Remarks: SELLER MOTIVATED!!! Life is Better at Lake Montclair. Beautifully remodeled Florida Lakefront home featuring 4 bedrooms and 2 bathrooms, 1.5 car garage, huge pool with large enclosure and PVC fenced yard. Separate family and living rooms are perfect for entertaining and the formal dining room is a must see. Spacious bedrooms full of light with mirrored closet doors. Enjoy 2 sliding doors that open up to the oversized enclosed pool area that gives wonderful views of the Lake. Th is home is conveniently located just minutes from downtown Dunedin and is in Dunedin School zones.
Listing is courtesy of: BUFFINGTON PROP MGMT INC (727-518-8700)
Listing Agent: Krista Kosier (727-798-0972)
214 S HIGHLAND AVE, CLEARWATER, FL 33755
$598,800296 Days on yellowkey MLS ID: O6321854
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2064 Built: 1952Community: Boulevard HeightsApartment
Remarks: Exceptional Investment or Development Opportunity in Prime Clearwater Location Presenting a rare opportunity to acquire a high-potential triplex nestled on an expansive 15,033 sq ft corner lot in the highly sought-after Downtown Gateway area of Clearwater. This property offers immense promise for both investors seeking immediate returns or developers with an eye for future growth. Zoned to allow for the development of up to 7-8 additional units, this is an outstanding canvas for expansion or redevelopment. The Property: This distinctive triplex features three unique units, each with its own character and considerable income-generating potential. Unit 214B: A spacious 2-bedroom, 1.5-bath residence showcasing beautiful hardwood floors throughout, a generous master suite with a walk-in closet, and a charming bonus room with a cozy fireplace—perfect for a game room or home office. This unit rents for $2,500/month. Unit 212: A well-designed 1-bedroom, 1-bath unit with separate electric and water meters, offering flexibility for long-term tenants ($1600) or short-term rental opportunities. Ideal for an Airbnb or VRBO investment, with the potential to generate up to $2,000/month. Unit 214A: An efficiency/studio unit with a full bath, previously generating up to $2,200/month on Airbnb/VRBO. or Longterm rental for $1300 (Please note: Clearwater enforces a minimum 30-day rental restriction.) Also The property has availability for RV and jet ski parking to generate up to $2500 monthly creating a potential NOI of $82,600 and Cap rate of 6.8% While the property may require some TLC, it is brimming with potential. With shared utilities between Units 214A and 214B and independent meters for Unit 212, the layout is well-suited for various rental models. Additional Highlights: Central A/C in the 2-bedroom unit (installed in 2004), complemented by a mix of central and window units throughout. Roof replaced in 2017, ensuring peace of mind for the next owner. Detached storage shed/workshop on the vacant portion of the lot—an excellent space for additional storage or project use. Developer's Dream: Situated in Clearwater’s Downtown Gateway district, this property is zoned for up to 35 units per acre, which opens the door to potential development for up to 10 residential units (buyer to verify with the city). Whether you envision expanding the multifamily footprint or redeveloping for a larger project, this is a prime opportunity to capitalize on Clearwater's growing demand for residential space. Don't Miss Out: This is a rare investment opportunity in a flourishing area with excellent upside potential. Whether you’re looking for strong cash flow from current tenants or a high-potential development project, this property checks all the boxes. Confirm zoning, building codes, and permitting requirements with the City to ensure a seamless transition to your next vision.
Listing is courtesy of: BEST HOMES, LLC. (305-879-3707)
Listing Agent: Harry D'Onofrio (561-450-9676)
331 CLEVELAND ST #1501, CLEARWATER, FL 33755
$925,00077 Days on yellowkey MLS ID: TB8476127
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1676 Built: 2008Community: Waters Edge CondoCondo
Remarks: Stunning fully furnished 15th-floor condominium offering sweeping southwest Gulf and Intracoastal views, enhanced by dynamic east city vistas. From golden sunrises to unforgettable sunsets, this residence delivers a front-row seat to Clearwater’s most beautiful scenery—enjoyed daily from your private balcony overlooking the marina and passing boat parade. Designed for refined coastal living, this impeccably maintained home features quality craftsmanship and high-end finishes throughout. The open-concept kitchen is both elegant and functional, showcasing granite countertops, solid wood cabinetry, a GE Profile stove, and a large breakfast bar with seating for six—ideal for entertaining or relaxed everyday living. Furnishings, LG refrigerator, and dishwasher are just two years new, and the AC system was replaced in 2025. The spacious combined living, dining, and kitchen areas are filled with natural light and framed by breathtaking water views. The primary suite opens directly to the balcony, allowing you to wake up, raise the electric remote shades, and take in serene waterfront views from the comfort of your bed. A bright secondary bedroom and a versatile third room—currently used as an office—offer flexibility for guests or additional sleeping space. Porcelain tile and hardwood flooring complete the sophisticated interior. Lightly used as a vacation home, this residence is in pristine, move-in-ready condition. The condo includes two assigned under-building parking spaces (106 & 107) and a private storage locker. Residents enjoy resort-style amenities including a heated pool and spa with cabanas, grills, and an outdoor fireplace, along with a state-of-the-art fitness center with sauna. Ideally located near downtown Clearwater’s restaurants, shopping, and entertainment, with easy access to Clearwater Beach via the walking and bike path. The Clearwater Marine Aquarium and Jolly Trolley are just minutes away. Just over the bridge from the world-famous powder sands of Clearwater Beach, this exceptional residence offers the perfect balance of luxury, convenience, and coastal lifestyle. An absolute must-see.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tom Byrnes (727-243-8405)
1799 N HIGHLAND AVE #155, CLEARWATER, FL 33755
$113,00045 Days on yellowkey MLS ID: TB8487393
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971Community: Fountain Square CondoCondo
Remarks: Great opportunity. Property is being sold AS-IS. Cash offers only. Affordable corner unit ALL-AGE condo in Clearwater’s Fountain Square with great potential. This 2-bedroom, 1.5-bath unit (815 sq ft) offers a spacious layout, in-unit laundry, and a private fenced patio—perfect for relaxing or for pets. Community amenities include pool, fitness room, club house, assigned parking, and guest parking. Prime location—5 minutes to Dunedin, 12 minutes to Clearwater Beach, and walking distance to shopping, restaurants, and public transportation. Located in a non-flood zone.
Listing Agent: Monika Spadlo (847-507-5709)
1009 N BETTY LN, CLEARWATER, FL 33755
$525,000204 Days on yellowkey MLS ID: W7879196
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2060 Built: 1948Community: Pine Brook Unit 2Single Family
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)
1010 PLAZA ST, CLEARWATER, FL 33755
$310,000 MLS ID: TB8486662
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1088 Built: 1927Community: Plaza Park Add Clearwater Improv Co CorrSingle Family
Remarks: Super 2 bedroom vintage house in downtown Clearwater. High ceilings throughout. Combo living room - dining room has a brick fireplace (closed) and opens to a large function kitchen. Laundry room is off the kitchen. Two good bedrooms and end updated bathroom with a brand new large walk-in shower. Good driveway and large back yard with a shed. The air handler and condenser have just been replaced with the newest models. More photos inside soon!
Listing is courtesy of: HIGH POINT REALTY INC (727-466-6697)
Listing Agent: David Kerr (727-804-2116)
1005 N HIGHLAND AVE, CLEARWATER, FL 33755
$415,000 MLS ID: TB8475620
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1958Community: Bonair Hill Sub 3Single Family
Remarks: One or more photo(s) has been virtually staged. Welcome to this sparkling contemporary design, FULLY renovated home. Come and see this highly desirable property next to the Clearwater County Club and Golf Course, complete with 3 Bedrooms, 2 FULL Baths. This property exudes charm from the moment you step in. It offers a large living room, formal dining room, family room finished with newer Tile Flooring all around the house and beautiful laminate in the bedrooms (2019). The floor plan leads to the spectacular, newly renovated, chef's dream eat-in kitchen, spacious and well-lit with an abundance of granite counter tops and stunning Newer Cabinetry (2019), ALL newer Samsung Stainless steel Appliances (2019). Large master bedroom with En-suite bathroom. Newer roof (2018), Newer HVAC unit (2019), Newer energy efficiency windows (2019), Newer tankless water heater, doors and baseboards throughout the house (2019). Contemporary ceiling fixtures, recessed LED lighting and ceiling fans (2019), matured landscaping, spacious fenced backyard providing plenty of entertainment for the entire family. Interior and exterior painting completed in 2019. No HOA or CDD and NO flood insurance required. This fabulous house is conveniently located in a well-established neighborhood, commuter's delight with Easy Access only 10 min from the beaches, close to the Pinellas Trail, less than 2 miles to downtown Clearwater, 10 minutes to downtown Dunedin and about 15 minutes to Clearwater St. Pete Airport. This home is impressive to see in person. Don’t miss this out!! Additional parking in the Cul De Sac from Bonair St.
Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)
Listing Agent: Michael Dickey (813-789-3102)
2087 EDGEWATER DR #C, CLEARWATER, FL 33755
$1,299,000 MLS ID: TB8367548
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2200 Built: 1985Community: 2087 Edgewater CondoTownhouse
Remarks: Experience stunning sunsets from the comfort of this spacious and open 3 Bedroom, 2.5 Bathroom townhome overlooking the breathtaking expanse of St. Joseph’s Sound and the Intracoastal waterway. Step into luxury as you enter through the privately gated front courtyard into an elegant foyer that leads into an open living room with panoramic waterfront views. Easily entertain guests in the waterfront dining room & kitchen, complete with bar seating, flat stone stack brick (from the historic Belleview Biltmore Hotel) fireplace, and a private covered lanai and outdoor waterfront patio. The first floor also features a spacious laundry room/butler’s pantry with a full-size washer & dryer and elegant 1/2 bath, front courtyard, two car garage and ample storage. Take your private elevator (or stairs) to the second floor to discover the waterfront primary bedroom with an ensuite bath and another private outdoor covered lanai overlooking breathtaking views of nature, water, Clearwater Beach, Caladesi Island. Enjoy the uplifting view of bikers, walkers and jogger’s enjoying the Edgewater trail. Also on the second floor are 2 nice size additional bedrooms and a second, shared full bathroom. This property is extremely unique with the following combination of features that are hard (if not impossible to duplicate) First, absolutely amazing open water expansive views. Second, Flood zone X (no flood insurance required for lenders) and water did not reach the land of this complex during last year’s “worst flood in 100 years”. Third, Location and proximity to Downtown Dunedin, Honeymoon Island and Clearwater Beach. Fourth, private 2 car garage, 3 full bedrooms, 2.5 baths, Elevator, Community Pool, and exquisite updates including features hickory wood flooring, motorized blinds, custom built closets & a Hurricane-rated windows and garage door with a new automatic opener. The kitchen features recently upgraded, high-end appliances (Bosch, Sub Zero, Café GE, Sharp) & custom cabinetry. Additional updates include: new (in the last 5 years) water heater, air conditioner, ductwork, leased Blair water conditioner. Move in ready with modern neutral décor. A real pleasure to tour. Please request a link to view the video walkthrough if you haven’t already.
Listing is courtesy of: BURWELL REAL ESTATE (727-332-0446)
Listing Agent: Andy Burwell, Jr (727-442-7513)
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