Location: Clearwater
Do Not Show Listings
570 CASLER AVE, CLEARWATER, FL 33755
$515,00061 Days on yellowkey MLS ID: TB8490920
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1823 Built: 1969 Tax: $7,012 (2025)Community: Ambleside 2Nd AddSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,012
Elementary School: Skycrest Elementary-PN
High School: Clearwater High-PN
Tax Year: 2025
Middle School: Dunedin Highland Middle-PN
Remarks: Property is Leased until December 1st. Welcome to this beautifully updated 3-bedroom, 2-bath home, perfectly positioned on an oversized corner lot in the desirable Estates of Florida. Offering true peace of mind, this property remained completely dry through recent major hurricanes with no flooding. Inside, you’ll find a bright, open layout designed for modern living. Luxury flooring runs throughout the main areas, while large windows fill the home with natural light. The kitchen stands out as the heart of the home, featuring granite countertops, stainless steel appliances, and a spacious island ideal for cooking, dining, and gathering. The primary suite offers privacy and comfort with a generous closet and an en suite bath complete with double vanity and a walk-in, custom-tiled shower. A split floor plan provides separation from the secondary bedrooms and a full bath with updated finishes. Step outside to a large backyard with plenty of space to relax, entertain, or play. Located near Spring Lake, you’ll enjoy easy access to outdoor activities including kayaking and nature trails. 2024 Roof, hurricane rated windows, and electrical panel. Conveniently located near top-rated schools, parks, golf, beaches, shopping, dining, and major roadways—this home delivers comfort, convenience, and lifestyle all in one. Lease ends December 1st 2026
Listing is courtesy of: WEALTH HAVEN REALTY (813-817-5442)
Listing Agent: Jeffrey Tabares (813-817-5442)
1835 ALICIA WAY, CLEARWATER, FL 33764
$2,995,000333 Days on yellowkey MLS ID: TB8402218
Bed: 6 Bath: 8.0 Gar: 13 Liv Area Sq Ft: 7053 Built: 1978Monthly Fee: $42 Tax: $25,119 (2025)Community: Little Pete TrSpa: YesSingle Family
Taxes:$25,119
Elementary School: Belcher Elementary-PN
High School: Largo High-PN
Middle School: Oak Grove Middle-PN
Remarks: Hidden within the private enclave of Kent Place, this extraordinary Clearwater estate feels less like a residence and more like a world of its own. Set beneath majestic oaks on beautifully manicured grounds, the property blends grand-scale entertaining, resort-inspired amenities, and unmatched flexibility into one unforgettable offering. From the moment you step through the gallery-style foyer, the home unfolds as a series of immersive spaces designed to surprise and inspire. A striking Key West-inspired retreat, complete with hand-painted murals, skylights, and dramatic walls of glass, creates an atmosphere that feels transported straight from the southernmost point of Florida. Designed for both intimate evenings and large-scale entertaining, the living spaces flow effortlessly from a sophisticated formal dining room to a richly appointed family room with fireplace, wet bar, cigar cabinet, and WINE CELLAR. At the center of the home, the chef’s kitchen is outfitted with premium stainless steel appliances, an oversized island, and seamless access to one of the estate’s most remarkable features—an enclosed INDOOR POOL AND SPA surrounded by custom murals celebrating Tampa Bay’s most iconic landmarks. Glass accordion doors allow the space to transform from private retreat to entertainer’s showpiece in moments. The primary suite is a private sanctuary unto itself, featuring a dedicated office, secondary laundry, custom built-ins, spa-inspired bath, and an extraordinary multi-level cedar-lined dressing room with illuminated glass cabinetry and exceptional storage throughout. Guests are treated to a dramatic, castle-inspired suite complete with soaring ceilings, STEAM ROOM, SAUNA, whirlpool tub, and walk-in shower, while two additional ensuite-style bedrooms offer abundant natural light and walk-in closets. Ideal for multigenerational living, long-term guests, or private staff accommodations, a separate two-bedroom, two-bath residence includes its own kitchen, living areas, and theater room. For the automotive enthusiast, the estate offers an exceptionally rare collector’s garage experience with six bays, four lifts, and capacity for up to 10 vehicles, in addition to a separate three-car garage and expansive utility and storage spaces. IMPACT-RATED WINDOWS AND SHUTTERS, MULTIPLE GENERATORS, custom craftsmanship, and thoughtfully curated details at every turn elevate the property into a category rarely found in Tampa Bay. Just minutes from world-class beaches, shopping, dining, and two international airports, 1835 Alicia Way is a statement estate designed for those who value privacy, creativity, and a home unlike anything else on the market.
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Martha Thorn (727-432-9019)
1409 NELSON AVE, CLEARWATER, FL 33755
$399,00051 Days on yellowkey MLS ID: TB8488195
1 Days Off yellowkey (back on 5/14/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1957 Tax: $999 (2024)Community: Highland Pines 5Th AddSpa: NoSingle Family
Taxes:$999
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to your own private oasis in the heart of Clearwater! This beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and financial advantage. Take advantage of a rare VA assumable loan at just 4.37 interest, offering significant monthly savings compared to today’s rates, a true standout opportunity for qualified buyers. Solar will be paid off at closing so enjoy an average monthly electric bill around only $36/month!!! Step inside to discover a freshly painted interior and a fully updated kitchen featuring elegant marble countertops and brand-new appliances, ideal for both everyday living and entertaining. The home also boasts completely renovated bathrooms (2026), delivering a modern, move-in-ready experience. Outdoors, escape to your stunning in-ground pool, surrounded by a thoughtfully designed space that creates a true backyard retreat. A designated garden area adds charm and versatility. A perfect space for entertaining guests, relaxing poolside, or enjoying your own slice of Florida living. Additional highlights include energy-efficient solar panels, helping reduce long-term utility costs while adding value. Located just a short drive from Florida’s world-renowned Gulf beaches, this home offers the best of location, lifestyle, and opportunity. Schedule your private tour today. This one won’t last!
Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)
Listing Agent: Audra Donaldson (618-335-1296)
1348 FRIEND AVE, CLEARWATER, FL 33756
$335,00017 Days on yellowkey MLS ID: TB8508214
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1144 Built: 1982 Tax: $4,629 (2025)Community: Cleveland Grove Blk 7Single Family
Taxes:$4,629
Elementary School: None
High School: None
Middle School: None
Remarks: Beautiful 3-bedroom, 2-bath home in superb condition with a large backyard, centrally located near shopping, entertainment, major airports, and world-famous Gulf beaches. The updated kitchen features soft-close solid wood cabinets, granite countertops, and stainless steel appliances. Beautiful porcelain tile flooring runs throughout the entire home. Major updates include a 2019 roof, 2019 A/C system, and new double-pane insulated windows installed in 2019. The home also features new sliding glass doors. Indoor laundry room for added convenience. This move-in ready home has been exceptionally well maintained and is ready for its next owner. Buyer and buyer’s agent to verify all room dimensions. Schedule your private showing today before it’s gone!
Listing is courtesy of: STREETSMART REALTY (727-822-8833)
Listing Agent: Fabrice Barrault (727-331-2145)
733 1/2 NEW JERSEY ST, CLEARWATER, FL 33756
$329,900626 Days on yellowkey MLS ID: TB8302919
REDUCED by $20,000 (5.7%) on 05/13/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1248 Built: 1959 Tax: $3,297 (2023)Community: Belmont Sub 1St AddSingle Family
Taxes:$3,297
Tax Year: 2023
Remarks: Welcome to your dream retreat in the heart of Clearwater/Largo! This beautifully updated 3-bedroom, 2-bathroom home boasts a modern touch with classic charm, making it an ideal choice for a home, rental or Airbnb investment. Step inside to discover a light-filled living space featuring contemporary finishes and stylish upgrades throughout. Brand new hurricane rated impact windows and Mini split AC units throughout and a new roof in 2023! The kitchen is a chef's delight with sleek countertops, stainless steel appliances, and ample cabinetry. Retreat to the master bedroom, which offers a serene space with its own private bathroom. Two additional bedrooms provide plenty of space for guests or a growing family. Both bathrooms have been thoughtfully updated to provide modern comfort. Outside, you'll find your own personal paradise. The beautifully landscaped, fenced-in backyard is a true oasis, featuring a stunning outdoor space with LED lighting for enchanting nighttime ambiance. Whether you’re hosting a summer barbecue or enjoying a quiet evening under the stars, this backyard is designed to impress. The home also includes a convenient one-car garage, adding both storage and functionality. Plus, you’re just a short distance away from award-winning beaches, offering the ultimate coastal lifestyle. Don’t miss out on this exceptional opportunity. Whether you’re looking for a perfect home, rental property or a charming Airbnb, this Clearwater/Largo gem is ready to welcome you home!
Listing is courtesy of: REALTY EXPERTS ASSOCIATES (727-614-0105)
Listing Agent: Jennifer Mcdonnell (727-247-2896)
1590 PEACEFUL LN N, CLEARWATER, FL 33756
$430,000193 Days on yellowkey MLS ID: TB8449176
REDUCED by $20,000 (4.4%) on 05/13/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1662 Built: 1964 Tax: $2,364 (2024)Community: Leisure AcresSingle Family
Taxes:$2,364
Remarks: LOCATION, LOCATION, LOCATION!!! Perfectly nestled between Eagle Lake Parks, Highland Recreation Center, just minutes to Shopping, Dining & Entertainment, and only 10 Minutes from the Beaches is where you will find this Amazing Home. Boasting almost 1,700 SF of Living Space and featuring 3 Spacious Bedrooms, 3 Full Bathrooms, Large Living Room, Dining Area, PLUS a Bonus IN-LAW SUITE or OFFICE, a COZY SCREENED LANAI & an oversized 2 Car Garage; there is Ample space to ROAM & still PRIVACY for Everyone! The Primary Bedroom features an en-Suite Bathroom with a walk-in shower and a linen closet. Step out the back door and create your Private Paradise in the fully fenced Backyard. The Oversized 2 Car Garage offers Extra Space for Storage & Workshop Space. ADVENTURE is waiting just outside the Front Door! A short 3-Minute Walk brings you to the entrance of either Eagle Lake Park or Highland Recreation Center and Largo Sports Complex offering your choice of Activities including Swimming, Playgrounds, Walking and Biking Trails, Fishing, Classes, and so much more! Located HIGH & DRY in a Non-Flood Zone & Non-Evacuation Zone! This home is perfect as a Primary or Second Home and offers Opportunity for those looking to Invest or completing a 1031 Exchange. The property is physically located within the City of Largo which allows both Short & Long Term Rentals. It is rare to find Homes for Rent in this neighborhood and Rentals are in HIGH DEMAND; providing the opportunity to generate Above Average Rates for both Long Term Leasing and Short Term Vacation Rentals. DON'T MISS OUT ON THIS RARE OPPORTUNITY IN SUCH AN IDEAL LOCATION & SCHEDULE YOUR SHOWING APPOINTMENT TODAY!!!!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)
Listing Agent: Ryan Repko (727-484-2726)
349 69TH ST N, CLEARWATER, FL 33764
$319,900233 Days on yellowkey MLS ID: TB8436167
REDUCED by $5,000 (1.5%) on 05/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1957 Tax: $3,965 (2024)Community: Roosevelt HighlandsSingle Family
Taxes:$3,965
Elementary School: Frontier Elementary-PN
High School: Pinellas Park High-PN
Middle School: Fitzgerald Middle-PN
Remarks: Charming Clearwater Gem in Roosevelt Highlands! Discover this rare find in the desirable Roosevelt Highlands community—a solid block-construction home featuring 2 bedrooms, 2 baths, a large carport, and additional parking for up to six vehicles. With 1,170 heated sq ft (2,268 total) on a 50 ft × 135 ft lot (0.155 acres), this home offers both comfort and flexibility. Enjoy a spacious screened-in porch and a large Florida room that could easily be converted into another living area, office, or guest suite—plus a storage shed for tools or hobbies. Located in Flood Zone X and unincorporated Pinellas County, you can park your boat, RV, or trailer with no HOA restrictions. This well-cared-for property has had only two owners, is fully fenced, and provides ample outdoor space for entertaining or expansion. Enjoy a prime Clearwater location just minutes from the Gulf Beaches, golf courses, shopping, dining, and major commuter routes connecting you to Tampa and St. Petersburg. Opportunities like this in Roosevelt Highlands are rare—schedule your showing today and make this Florida classic your own!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Vivian Resnick (813-410-2890)
14933 56TH ST N, CLEARWATER, FL 33760
$289,90029 Days on yellowkey MLS ID: TB8503433
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $10,000 (3.3%) on 05/10/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1098 Built: 1972 Tax: $894 (2025)Community: Highpoint EstatesSingle Family
Taxes:$894
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Opportunity meets value in this centrally located Clearwater home with major upgrades already completed. Needs some TLC including flooring and interior paint, but the big-ticket items are done, saving buyers thousands. Recent updates include Roof (2025), 5 Windows & 2 Entry Doors (2025), Central Heat & Air (2018), and Updated Electrical (2008). The modern kitchen features stainless steel appliances and a tiled backsplash. French doors lead to a spacious 28x12 Florida Room with a wood-burning fireplace, perfect for entertaining or relaxing year-round. The deep oversized garage offers a full-size washer and dryer hookup and additional storage space. Enjoy outdoor living on the fenced lot shaded by beautiful oak trees and mature landscaping, providing privacy and plenty of room for pets, play, or gardening. Located in unincorporated Clearwater, allowing short-term rentals, making this property ideal for homeowners, seasonal residents, or investors seeking income potential. Low-cost transferable insurance adds to the affordability of this home. Conveniently located just minutes from Gulf beaches, shopping, dining, schools, and both Tampa International and St. Pete–Clearwater airports. FHA, VA, Conventional, and Cash buyers welcome. Allow 60 days for closing subject to probate completion. Includes 1-Year FREE Home Warranty. Priced to sell—schedule your private showing today. Allow 60 days for closing and subject to probate. Sold AS-IS for seller’s convenience.
Listing is courtesy of: BIANCHI REALTY & PROPERTY MANAGEMENT INC. (727-595-7653)
Listing Agent: Brenda Bianchi (727-595-7653)
3041 OAK COVE DR, CLEARWATER, FL 33759
$639,90029 Days on yellowkey MLS ID: TB8501163
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1809 Built: 1981 Tax: $2,536 (2025)Community: Shady Oak FarmsSpa: NoSingle Family
Taxes:$2,536
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover the best of Florida living with this fully remodeled pool home in a prime location with 2 car garage—no HOA and located in a non-flood zone, all while being just minutes from the beach. Ideally situated between Safety Harbor and Clearwater, this 3-bedroom, 2.5-bath home offers both convenience and lifestyle. The spacious, show-stopping kitchen is truly the heart of the home, featuring beautiful finishes, new appliances, and ample space for entertaining. A convenient half bath is located just off the kitchen with easy access to the pool—perfect for guests. The private primary suite is tucked away on one side of the home, overlooking the pool, and includes a walk-in closet. On the opposite side, you’ll find two additional bedrooms and a beautifully updated bathroom, offering flexibility for guests or even a secondary suite option with walk in closet. This home also offers abundant storage and direct access to the nearby Pinellas Trail, ideal for walking, biking, and enjoying the outdoors. If you’ve been searching for a move-in-ready home with a pool, close to everything, and without the restrictions—this is it. Majors include NEW storm windows and new sliders, 2 year old roof, and newer ac.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Stephanie Eck (781-291-9273)
2277 S LAGOON CIR, CLEARWATER, FL 33765
$389,90023 Days on yellowkey MLS ID: TB8506097
0 Days Off yellowkey (back on 5/13/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1340 Built: 1959 Tax: $6,653 (2025)Community: Clearwater ManorSpa: NoSingle Family
Taxes:$6,653
Elementary School: McMullen-Booth Elementary-PN
High School: Countryside High-PN
Middle School: Safety Harbor Middle-PN
Remarks: One or more photo(s) has been virtually staged. Welcome to 2277 Lagoon Circle S in Clearwater — a beautifully maintained 2-bedroom, 2-bath home offering a wonderful blend of comfort, functionality, and outdoor enjoyment. Situated on a double lot, this property provides an abundance of space both inside and out, creating endless possibilities for entertaining, recreation, gardening, storage, or simply enjoying the Florida lifestyle. A circular driveway adds convenience and curb appeal, while the expansive fenced backyard serves as a private retreat complete with a sparkling pool and two sheds offering excellent additional storage, workshop space, hobby space, or room for outdoor equipment. Inside, the home features a welcoming living room, a large family room with dining area, and a beautiful kitchen highlighted by granite countertops, ample cabinet space, and a gas range for those who enjoy cooking with precision and control. The layout offers flexibility for everyday living, relaxing, hosting guests, or creating work-from-home areas. Additional features include a tankless gas hot water heater for energy efficiency and continuous hot water. The laundry area is conveniently located in the garage, and the attached 1-car garage provides additional storage and parking options. Located in a centrally positioned area of Clearwater, this home offers convenient access to a variety of shopping, dining, entertainment, parks, and everyday amenities. The property is approximately 3 to 5 miles from the Westfield Countryside Mall area with its popular retail, restaurants, and entertainment options. Outdoor enthusiasts will appreciate the proximity to local parks, golf courses, and recreational facilities throughout north Clearwater and nearby Safety Harbor and Dunedin. World-famous Clearwater Beach is approximately 10 to 12 miles away, offering sugar sand beaches, waterfront dining, boating, fishing, and year-round activities. Downtown St. Petersburg is approximately 20 to 25 miles away, while downtown Tampa and Tampa International Airport are roughly 18 to 20 miles away, making commuting and travel convenient. Whether you are looking for a primary residence, seasonal getaway, or property with room to personalize and enjoy, this home offers an exceptional opportunity in a desirable Clearwater location. All information is believed to be accurate but is not guaranteed. Buyers and agents to verify all facts and information pertinent to their purchase decision.
Listing is courtesy of: RESULTS REAL ESTATE INC (727-596-8181)
Listing Agent: Stephanie See (727-580-6275)
1349 VIEWTOP DR, CLEARWATER, FL 33764
$495,00018 Days on yellowkey MLS ID: TB8507869
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1830 Built: 1961 Tax: $5,641 (2025)Community: Douglas Manor Park 1St AddSingle Family
Taxes:$5,641
Elementary School: Plumb Elementary-PN
Remarks: Move-in ready 3BR/2BA ranch, 5-min walk to coveted Plumb Elementary -- no HOA, no CDD, Flood Zone X. This 1,830 sq ft Douglas Manor Park home shows beautifully: renovated kitchen with quartz counters, a large center island, stainless appliances, and abundant cabinet storage; porcelain tile baths with a dual vanity in the guest bath; brand-new luxury vinyl plank flooring in all three bedrooms; and a wood-burning fireplace with porcelain marble surround in the open living area. Bright, entertaining-friendly layout opens to a private screened porch and a big fenced yard -- room for a firepit or future pool. Block/stucco construction, tile roof, 2-car attached garage (20x22). Flood Zone X = lower insurance and no mandatory evacuation. 0.21-acre lot on quiet Viewtop Drive -- central Pinellas, quick access to US-19, the beaches, and downtown.
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Evan Beggs (727-776-1122)
2668 CONCORDE CT, CLEARWATER, FL 33761
$1,299,00044 Days on yellowkey MLS ID: TB8497991
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4320 Built: 1980Monthly Fee: $3 Tax: $15,448 (2025)Community: Clubhouse Estates Of CountrysideSpa: YesSingle Family
Taxes:$15,448
Elementary School: Curlew Creek Elementary-PN
Remarks: One or more photo(s) has been virtually staged. 2.5% VA ASSUMABLE LOAN — open to civilians and veterans. The Loan Itself Is Worth $315,000 — present value of paying 2.5% vs. today's 6.4%. 4,300+ SQFT Turn-Key Move-In Ready Golf Course Estate on .51 acres in Countryside, Clearwater FL. 4 BEDROOMS, 3.5 BATHROOMS. 1,000+ SqFt Master Wing — nearly 1/4 of the home. 185 Ft Golf Course Frontage on Countryside Country Club — Bayhead Hole #2. No Flood Insurance Required — high and dry. All Major Systems Updated 2021. $90,000 Recent Renovation. Remodeled Spa-Inspired Baths. ATTENTION BUYERS: UNBEATABLE OPPORTUNITY — STOP THE SEARCH. The ultimate financial "unicorn." Imagine a million dollar+ estate locked into a STAGGERINGLY LOW 2.5% INTEREST RATE. The Loan Itself Is Worth an estimated $315,000 — present value of paying 2.5% instead of today's 6.4% market rate over the remaining 25-year term. SMART CAPITAL meets "Modern Organic" luxury. THE COUNTRYSIDE MASTERPIECE | LUXURY REIMAGINED. Situated in the heart of Countryside overlooking Countryside Country Club, this Turn-Key Move-In Ready estate pairs massive scale with a recently completed CURATED $90,000 Recent Renovation. Perched high and dry (No Flood Insurance Required) on a 1/2 ACRE LOT with 185 Ft Golf Course Frontage (Bayhead Hole #2). 4,300+ SQFT of elite living space. THE 2026 LUXURY REVOLUTION — high-end finishes, clean industrial lines: • DESIGNER CHEF'S KITCHEN: Custom cabinetry and one-of-a-kind TERRAZZO & STAINED CONCRETE countertops. • REMODELED SPA-INSPIRED BATHS: All 4 baths — WHITE SHAKER VANITIES, PREMIUM QUARTZ, BACKLIT MIRRORS. • UNIFIED MODERN FLOORING: 4,000+ SQFT of new LIGHT OAK LUXURY VINYL PLANK throughout. • ARCHITECTURAL ARRIVAL: MATTE BLACK entry doors and refinished MATTE BLACK SPIRAL STAIRCASE. • FRESH PAINT: SHERWIN-WILLIAMS ALABASTER throughout. • LED RECESSED LIGHTING with MATTE BLACK hardware and screwless faceplates. THE PRIMARY WING: 1,000+ SqFt Master Wing — nearly 1/4 of the home. A true "home within a home": • FLEX SPACE: Dedicated wing for executive office, gym, or nursery. • MASSIVE STORAGE: FOUR LARGE WALK-IN CLOSETS. • REFRESHED RETREAT: Dual shaker vanities, quartz tops, RAIN SHOWER HEAD. All Major Systems Updated 2021 — Insurance-Ready 4-Point Audit: • ROOF: Full Replacement (2021). • HVAC: Dual-system replacement (2021). • ELECTRICAL: Main Panel upgrade (2021). • PLUMBING: New Hot Water Heater (2021), Water Softener & Sprinkler Controller (2022). • SECURITY: Black aluminum fully fenced backyard (2022). AN ENTERTAINER'S DREAM. SOARING CEILINGS, floor-to-ceiling golf course views. 4TH BEDROOM ENSUITE on main level — perfect for guests or office. OPEN-AIR POOL & SPA, oversized 3-car garage, designer landscaping. LOCATION: Golf-cart distance to Countryside Country Club. Convenient to Tampa International Airport, top-rated beaches, and Tampa Bay dining. THIS IS THE ONE. Bold architecture, modern luxury, Turn-Key Move-In Ready, 1,000+ SqFt Master Wing, Remodeled Spa-Inspired Baths, 185 Ft Golf Course Frontage on Countryside Country Club, and a GENERATIONAL 2.5% VA Assumable Loan — The Loan Itself Is Worth $315,000+ vs. TODAY'S MARKET. Schedule your private tour today! DISCLAIMER: Info deemed reliable but not guaranteed; verify independently. 2.5% VA assumption subject to lender approval, eligibility, and equity-gap payment by buyer. Sold As-Is. Savings estimate based on 6.4% market rate; actual results may vary.
Listing Agent: Brett Harris (727-644-6022)
6673 146TH AVE N, CLEARWATER, FL 33764
$450,000379 Days on yellowkey MLS ID: TB8386986
REDUCED by $50,000 (10.0%) on 04/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 480 Built: 1939 Tax: $923 (2024)Community: Pinellas GrovesSingle Family
Taxes:$923
Remarks: A great opportunity to acquire four (4) grandfathered lots in unincorporated Clearwater that offer the opportunity to build a 4-plex or 5-plex multi-family home according to the Pinellas County Housing & Community Development Zoning Division, or the three existing buildings can be updated to use as rental properties. Live in one home & rent the other two homes for steady income. It's Zoned C-2 that offers flexibility for other commercial uses.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Garrett Grimes (727-403-8723)
1625 BRAVO DR, CLEARWATER, FL 33764
$429,90041 Days on yellowkey MLS ID: TB8499130
1 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1938 Built: 1959 Tax: $7,224 (2025)Community: KeeneairSingle Family
Taxes:$7,224
Remarks: Under contract-accepting backup offers. Come see this spacious central Clearwater 3 bedroom 3 bath home, situated on a large corner lot w/ an inground POOL in fenced back yard, located close to beaches, shopping, schools, Tampa International Airport and much much more. The home boasts a HUGE eat-in kitchen with loads of cabinet space, interior laundry room with a full size washer and dryer, an oversized attached 2 car garage w/ 2 garage doors, a cozy family room w/ a wood burning fireplace, terrazzo floors throughout that are just waiting for you to finish them to their original glorious condition and much much more. This property is eligible under the Freddie Mac First Look Initiative through 04/19/26. We have received multiple offers and seller has called for Highest and best. The deadline for submission is 04/24/2026 12:00 NOON. Please complete the multiple offer form attached
Listing is courtesy of: CAMELOT INC REALTORS (727-791-8100)
Listing Agent: George Papachristu, Pa (727-481-3407)
1389 CHESTERFIELD DR, CLEARWATER, FL 33756
$575,00027 Days on yellowkey MLS ID: TB8504519
3 Days Off yellowkey (back on 5/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1414 Built: 1962 Tax: $6,700 (2025)Community: Chesterfield HeightsSingle Family
Taxes:$6,700
Elementary School: Ponce de Leon Elementary-PN
Middle School: Largo Middle-PN
Remarks: Under contract-accepting backup offers. Whether you're searching for your forever home, a sun-soaked Florida retreat, or a savvy investment property — 1389 Chesterfield Drive has you covered. This stunning coastal gem checks every box, and then some. MOVE-IN READY | NEWLY RENOVATED | NO FLOOD ZONE | NO HOA The hard work is already done: Roof (2023), water heater (2023), 125-amp electrical panel (2022), HVAC (2019), screened lanai (2023), gutters (2023), irrigation pump (2023), and appliances (2023). Pack your bags and start living — this home is ready when you are. A recently completed four-point inspection is available upon request, giving you even greater peace of mind. Tucked into a wonderful, established neighborhood within the city limits of Largo, this beautifully designed 3-bedroom, 2-bath coastal home sits just 10 minutes from the beach. From the moment you step through the front door, something shifts — the coastal vibe wraps around you, and it immediately feels like home with a bright open layout. Luxury vinyl plank flooring flows seamlessly throughout, anchoring the open-concept design. The updated kitchen features spectacular quartz countertops, handcrafted tile backsplash, new stainless steel appliances, a designer range hood, and floating shelves that are equal parts functional and gorgeous. Step through to the screened-in lanai and let Florida do its thing. A heated in-ground pool glistens over a paver patio, surrounded by a fully fenced, private backyard complete with a pool shed. A great space for gathering with friend and family, this outdoor space was made for making memories. The primary suite is your personal sanctuary, featuring an en-suite bath and a generous sitting area large enough for a dedicated home office. Both bathrooms have been refreshed with new vanities. The two-car garage offers built-in shelving to keep life organized. And a lawn with a fully automated irrigation system that runs off a private well, without the added water bill. The flexibility here is truly rare. Approved for short-term rentals by the City of Largo, this home works beautifully as a primary residence, a second home escape, or an income-generating investment property. Turnkey setup. Furniture negotiable with a strong offer. All of this, just minutes from the Gulf beaches, top-rated restaurants, shopping, and everything the Coast has to offer. Homes like this don't wait. Neither should you.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Peter Bonanno (603-496-0201)
29781 69TH ST N, CLEARWATER, FL 33761
$379,00052 Days on yellowkey MLS ID: TB8495581
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1967 Tax: $4,685 (2025)Community: Curlew CitySingle Family
Taxes:$4,685
Middle School: Palm Harbor Middle-PN
Remarks: Welcome to this beautiful newly renovated Clearwater move-in-ready home. It has been professionally painted inside and out (2026), offering a clean, bright, and inviting feel from the moment you arrive. Step inside to find updated living spaces featuring a stunning custom-built-in TV wall (2025), creating a stylish focal point perfect for relaxing or entertaining. The kitchen shines with granite countertops installed in 2023 and newer stainless steel appliances (2023), providing both elegance and functionality. HOUSE IS VACANT & MOVE IN READY! Major systems have been thoughtfully updated, including the HVAC system (2022) and water heater (2022), giving peace of mind for years to come. The roof is in great condition, adding even more value to this well-maintained home. Outside, enjoy newly installed pavers (2025), fresh landscaping (2026), and a recently pressure-washed exterior, enhancing curb appeal and outdoor living space. Additional updates include a garage bathroom with NEW LUXURY FLOORING, NEW DOOR, and NEWLY reglazed shower, adding extra versatility and convenience. Garage has been painted from the ceiling, walls, and floor! Second bathroom with shower is ideally located in the garage! NO HOA, NO CDD, AND NO FLOOD INSURANCE REQUIRED!! Ideally located near shopping, dining, and just a short drive to Clearwater’s beautiful Gulf beaches, this home offers the perfect combination of style, updates, and location.
Listing is courtesy of: FLORIDIAN SHORES REALTY LLC (727-330-1322)
Listing Agent: Litzy Dothi Charrez (727-945-4585)
2017 KAMENSKY RD, CLEARWATER, FL 33763
$450,00027 Days on yellowkey MLS ID: TB8504426
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $40,000 (8.2%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1443 Built: 1981 Tax: $1,158 (2025)Community: Cedar HeightsSingle Family
Taxes:$1,158
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT... Your new home awaits! Experience the essence of Florida living in this beautifully maintained 1981 Mediterranean Style block home, offered by its original owner. Rich in character and timeless charm, this residence welcomes you with elegant arched doorways, tasteful furnishings, crown molding, and ceiling fans in nearly every room. Enjoy peace of mind with major updates already completed, including a new roof in 2020, a well maintained HVAC system replaced in 2020, and updated plumbing in 2019! Thoughtfully designed with a desirable split-bedroom floor plan, both the primary suite and guest bedroom feature double door access to the expansive 280-square-foot screened lanai. Designed for true indoor-outdoor living, the spacious lanai is the perfect setting for entertaining, dining or simply unwinding, complete with two ceiling fans for year-round comfort. Beyond the lushly landscaped backyard seamlessly extends into a beautifully maintained city green space, frequently visiting by native Florida wildlife, creating a peaceful and private nature backdrop. Additional highlights include an indoor laundry room with full-size washer and dryer, ample outdoor space with room to add a pool, and endless potential to create your own backyard oasis! Don't miss this rare opportunity to own a lovingly cared-for one-owner home filled with charm, quality, and endless possibilites for making new memories~
Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
Listing Agent: Barbara Strickland (813-966-1889)
202 FAIRMONT ST, CLEARWATER, FL 33755
$1,899,90058 Days on yellowkey MLS ID: TB8493540
REDUCED by $100,000 (5.0%) on 05/03/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1768 Built: 1935 Tax: $9,715 (2025)Community: Old Clearwater BaySpa: YesSingle 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)
1532 ORANGE ST, CLEARWATER, FL 33756
$529,00044 Days on yellowkey MLS ID: TB8498708
REDUCED by $10,000 (1.9%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1780 Built: 1956 Tax: $7,919 (2025)Community: Highland Lake Sub 3Rd AddSingle Family
Taxes:$7,919
Remarks: Welcome to 1532 Orange Street — a rare opportunity to own a proven, successful vacation rental in one of Clearwater’s most strategic locations. Situated in UNINCORPORATED PINELLAS COUNTY, this home is legally permitted for nightly short-term rentals, a significant advantage that most properties in the surrounding municipalities simply cannot offer. Whether you’re an investor looking for immediate cash flow or a family searching for your next forever home, this property delivers on both fronts. Step outside to your private pool and sun-soaked backyard — the perfect centerpiece for Florida living and five-star guest reviews alike. The layout offers comfortable living spaces, natural light throughout, and plenty of room to entertain, relax, and unwind. There is meaningful upside here too: the home has tremendous potential for further customization, upgrades, or expansion to drive even stronger rental performance and long-term appreciation. Location is everything, and this one checks every box. You are just 15 minutes from the world-famous Gulf Coast beaches — Clearwater Beach, Indian Rocks, and Belleair — while staying tucked away from the congestion and restrictions of the beach barrier islands. Minutes to downtown Clearwater, shopping, dining, Tampa International Airport, and Pinellas County’s best attractions. Guests love the convenience; residents love the lifestyle. Buy it as a turnkey investment and step into an established income stream with an existing Airbnb presence and proven booking history, or move in and enjoy a spacious Florida home with a pool, a great neighborhood, and the flexibility to rent nightly whenever you’d like. Properties that combine legal short-term rental status, a private pool, this proximity to the beach, and real upside potential don’t come to market often — don’t miss this one.
Listing is courtesy of: EMPEROR REALTY LLC (630-854-1234)
Listing Agent: Mark Malevskis (813-616-0123)
1358 BYRON DR, CLEARWATER, FL 33756
$469,95034 Days on yellowkey MLS ID: B4902245
1 Days Off yellowkey (back on 5/12/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1650 Built: 1960 Tax: $5,796 (2025)Community: BrookhillSpa: NoSingle Family
Taxes:$5,796
Elementary School: Belleair Elementary-PN
Remarks: Under contract-accepting backup offers. Welcome home to the best of Clearwater living in this beautifully refreshed mid-century modern home, where timeless character meets meaningful updates. From the moment you arrive, the freshly painted exterior creates a warm, inviting first impression that carries throughout. Inside, classic terrazzo floors ground the home in its original charm, while preserved vintage tile in the bathrooms adds a layer of character that’s both rare and desirable. Major updates including a new roof, HVAC system, sewer line, and a full suite of new appliances with natural gas, give peace of mind without compromising the home’s mid-century charm. At the heart of the home, the kitchen is where life naturally unfolds. Imagine morning light pouring in as coffee brews, the ease of preparing meals with new appliances, and evenings filled with conversation as cooking becomes part of the experience. The space flows effortlessly into the living area, where a cozy fireplace creates the perfect setting for quiet nights at home. Large windows frame a peaceful view of the backyard, blending indoor comfort with outdoor living. Designed for both function and ease, the home offers generous storage and a spacious laundry area that supports everyday living. Step outside to your private retreat, complete with a pool and a large fenced backyard, ideal for entertaining, relaxing, or simply enjoying Florida’s year-round sunshine. A rare opportunity to own a home that captures the essence of mid-century design while offering the updates today’s buyers expect. Located just minutes from Clearwater Beach and zoned for highly regarded schools, this property delivers convenience, lifestyle, and long-term value with the added benefit of no HOA.
Listing is courtesy of: LANDSEARCH LLC (863-858-4399)
Listing Agent: Jessica Brady (704-969-4096)
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