Location: Clearwater
Do Not Show Listings
2746 VIA TIVOLI #116A, CLEARWATER, FL 33764
$369,00077 Days on yellowkey MLS ID: TB8496654
REDUCED by $10,000 (2.6%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1598 Built: 2002 Tax: $6,694 (2025)Community: Grand Bellagio At Baywatch CondoSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,694
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Start living the waterfront lifestyle you’ve been dreaming of in this beautifully updated townhouse-style residence in the elegant Grand Bellagio at Baywatch, now offered as the lowest-priced 2-bedroom townhouse in the community. Nestled within a 24-hour guard-gated enclave along Old Tampa Bay, this exceptional home combines refined coastal luxury with the ease of resort-style living. From the moment you enter, tranquil water views create a stunning backdrop throughout both levels of the residence. The open-concept floor plan is designed for both comfortable everyday living and effortless entertaining, while the spacious upstairs loft or family room with a gas fireplace offers an inviting retreat overlooking the water. Step outside to your private waterfront patio and enjoy peaceful mornings or sunset evenings watching dolphins and manatees glide by. The flexible layout offers the option of a primary suite on either the first or second floor. Both bedrooms feature oversized windows with exceptional water views and spacious walk-in closets. The spa-inspired bathrooms are beautifully appointed with granite countertops, dual vanities, and upgraded designer showers that create a luxurious, resort-like feel. Recent updates provide both style and peace of mind, including a new roof (2023), hurricane impact windows (2023), and sliding glass doors (2023). The residence also includes a private two-car garage along with two additional assigned parking spaces, a rare and valuable feature for waterfront living. Residents enjoy an exceptional collection of amenities, including a waterfront clubhouse with a state-of-the-art fitness center, conference room, and billiards lounge, a heated pool with spa and private cabanas, tennis courts, playground, kayak access, and a scenic 1.2-mile lighted waterfront walking trail. The condominium fee covers 24/7 manned security, flood insurance, exterior maintenance, grounds care, pest control, valet trash service, and full access to all community amenities. Community docks are currently under renovation and are expected to be completed in late 2026. Ideally located just 20 minutes from Tampa International Airport, this residence offers an exceptional opportunity to enjoy luxury waterfront living with convenience, privacy, and resort-style amenities. Room sizes are approximate and should be verified by buyer or buyer’s agent.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Teresa Hefley (727-515-4307)
3078 EASTLAND BLVD #107, CLEARWATER, FL 33761
$185,000236 Days on yellowkey MLS ID: TB8442753
0 Days Off yellowkey (back on 5/27/2026)
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 870 Built: 1983 Tax: $2,662 (2024)Community: Imperial Pines CondoSpa: YesCondo
Taxes:$2,662
Elementary School: Leila G Davis Elementary-PN
High School: Countryside High-PN
Tax Year: 2024
Middle School: Safety Harbor Middle-PN
Remarks: Under contract-accepting backup offers. Welcome to Imperial Pines — a beautifully maintained Rutenberg-built 55+ community in the heart of the coveted East Lake corridor. This inviting condo is truly a standout, boasting an updated kitchen, interior laundry, brand-new flooring throughout, and one of the ONLY units featuring an expansive private balcony measuring approximately 25’ x 12’ — your own outdoor sanctuary in the treetops. Step inside and immediately feel the comfort of a bright, thoughtfully designed floorplan that maximizes both functionality and flow. The kitchen is a chef-friendly space with newer tile, microwave, dishwasher, recessed lighting, and a large window that fills the room with natural light. Ample cabinetry and counter space seamlessly connect to the dining area for easy entertaining. The spacious living room, enhanced by massive sliders and charming tri-fold French doors, opens into a BONUS room—perfect for a home office, reading nook, craft room, or fitness space. From here, step onto your oversized private balcony, one of the largest in the community, where you can sip morning coffee, unwind, view the sunset skies, and enjoy peaceful views of lush landscaping and nature. This meticulously maintained home also features an interior laundry closet, providing everyday convenience rarely found in similar buildings. Imperial Pines offers a welcoming lifestyle with a host of amenities: • A beautiful heated pool & jacuzzi • A billiards and game room • A clubhouse with exercise room • Community spaces ideal for hosting gatherings • Ground-floor covered parking and a garage-style entrance to the elevator for easy access • A secure, key-entry elevator that whisks you directly to your floor Perfectly located, you’re just a short walk from shopping and daily conveniences, and only 20 minutes to the world-famous Gulf Coast beaches, top dining, golf, and entertainment. This charming condo is more than a home—it’s a serene, low-maintenance retreat in a vibrant, active community. Schedule your private showing today and discover the ease and beauty of Florida living at Imperial Pines. Reserves fully funded! Buyer to verify measurements.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Donna Williams- Suchocki (727-580-0677)
2370 JAMAICAN ST #84, CLEARWATER, FL 33763
$159,900359 Days on yellowkey MLS ID: TB8403861
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1978 Tax: $2,038 (2024)Community: On Top Of The WorldCondo
Taxes:$2,038
Remarks: Top-Floor Corner Unit | New A/C 2025 | Optional Furnished | Active 55+ Golf Community Enjoy easy Florida living in this beautifully updated 2-bedroom, 2-bath top-floor corner unit in Clearwater’s highly sought-after On Top of the World community. With no upstairs neighbors and additional windows from its corner location, this light-filled condo offers a quiet, private setting with a spacious and comfortable layout. Recent upgrades provide peace of mind, including brand-new hurricane impact windows and a new A/C system (2025) — major improvements already completed for the next owner. The open living and dining area flows into a functional kitchen with ample cabinetry and storage. Both bedrooms are generously sized, making this home ideal for full-time living or hosting guests. Available furnished (optional), with furnishings negotiable via separate agreement, offering a potential turnkey opportunity for seasonal residents or second-home buyers. Residents of On Top of the World enjoy a highly active and amenity-rich lifestyle, including two private golf courses (free for residents), heated swimming pools, tennis and pickleball courts, a fitness center, hobby studios, and multiple clubhouses with social events and activities. The monthly fee includes cable, internet, water, sewer, trash, exterior maintenance, and grounds care, providing a simplified, low-maintenance lifestyle. Conveniently located near shopping, dining, medical facilities, and just a short drive to Clearwater’s world-famous Gulf beaches. Ideal for cash or strong down payment buyers seeking value, convenience, and an active 55+ community lifestyle.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (813-749-0875)
Listing Agent: Peter Gawienczuk (813-743-4178)
2554 SEA WIND WAY, CLEARWATER, FL 33763
$280,00063 Days on yellowkey MLS ID: W7885203
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1252 Built: 2007Monthly Fee: $414 Tax: $4,453 (2025)Community: Townhome Manors OfSpa: NoTownhouse
Taxes:$4,453
Remarks: 2 Bedrooms with 2 Full Bathrooms, Townhome located in Clearwater, positioned in a Non-Flood Zone per the county, offering added peace of mind. The layout provides a functional use of space with comfortable living areas and natural light throughout. Set in a convenient location with easy access to shopping, dining, and major roadways, making everyday travel simple. The surrounding area offers a quiet residential feel while still being close to the beaches, parks, and all that Florida’s Gulf Coast lifestyle has to offer. The HOA is well-regarded by residents and provides true low-maintenance living and includes exterior maintenance, grounds upkeep, common areas, trash service, cable TV, and high-speed internet. Residents also enjoy access to a community pool and playground, making it easy to relax and enjoy Florida living without the upkeep of a single-family property. Even better, grilling in the backyard is permitted, so enjoying Florida evenings with friends and family is easy. Conveniently located near shopping, dining, beautiful Gulf beaches, and just minutes to PIE and Tampa International Airport, this home offers both comfort and convenience in one compelling Clearwater opportunity. Community is not age-restricted. Rental restrictions apply (no leasing within the first two years of ownership). Please view two videos: Tour 1 & Tour 2.
Listing Agent: Eric Jenkins, Pa (727-409-3484)
2428 COLUMBIA DR #22, CLEARWATER, FL 33763
$159,90073 Days on yellowkey MLS ID: TB8497611
REDUCED by $20,100 (11.2%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1972 Tax: $2,457 (2025)Community: On Top Of The WorldCondo
Taxes:$2,457
Remarks: GROUND FLOOR WITH PARKING RIGHT IN FRONT!!!!!! Better be quick to this 2/2 with a sunroom, this beautiful condo is move in ready, light and bright, and best of all its on the ground floor. Active 55 plus community, 2 golf courses, two activity centers with pools, sauna, fitness center, tennis/pickleball courts, lawn bowling, shuffleboard, woodworking shop, billiards room, dancing auditorium with shows, lots of community classes, social events, Good Karma Cafe, library, bbq area.. busses for transportation to shopping, a lake with a fishing pier and kayaking, dog park with covered seating. This property is centrally located to shopping, airports, churches, hospitals, beaches, restaurants, don't miss out for this price!!!
Listing Agent: Kirk Budd (727-433-2947)
2215 BUENA VISTA DR, CLEARWATER, FL 33764
$600,00052 Days on yellowkey MLS ID: TB8504911
3 Days Off yellowkey (back on 5/27/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2296 Built: 1972Monthly Fee: $10 Tax: $6,159 (2025)Community: EldeoroSingle Family
Taxes:$6,159
Remarks: Under contract-accepting backup offers. Welcome to this spacious Clearwater pool home offering the perfect blend of comfort, privacy, and Florida lifestyle living. Situated on a desirable corner lot, this home features a large fenced yard, screened pool area, covered patio, and a functional split floor plan designed for everyday living, entertaining, and hosting guests. Inside, the home offers an open and inviting layout filled with natural light, multiple living areas, and a dedicated home office, making it ideal for today’s work from home lifestyle. The remodeled kitchen, completed in 2019, features Samsung appliances, granite countertops, and a practical layout that connects easily to the main living spaces. Multiple sliding glass doors create seamless indoor outdoor living, leading to the covered patio and screened pool area, perfect for relaxing, entertaining, weekend gatherings, or enjoying quiet Florida evenings. The split bedroom floor plan provides added privacy and flexibility, making it a great setup for guests, multi generational living, or buyers needing separate spaces. Additional features include a 2 car garage, horseshoe driveway, ample parking, pool pump replacement, and pool updates completed in 2019. Located just minutes from Clearwater Beach, and within approximately 25 minutes of Tampa, St. Petersburg, Dunedin, Safety Harbor, and surrounding Tampa Bay destinations, this home offers convenience, lifestyle, and location all in one. Whether you are looking for a primary residence, Florida pool home, or a home close to beaches, shopping, dining, and entertainment, this Clearwater property is a must see.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Nick Kippenberg (813-428-2364)
1132 AUBURN ST, CLEARWATER, FL 33756
$2,899,000115 Days on yellowkey MLS ID: O6387667
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 12036 Built: 1981 Tax: $33,640 (2025)Community: AcreageMulti-Family 5+
Taxes:$33,640
Remarks: Well-maintained 15-unit multifamily complex in a highly desirable Clearwater location just minutes from the Missouri Ave Business District, Largo schools, and public transportation. This property features a strong unit mix of nine 1-bedroom and six 2-bedroom apartments across one- and two-story concrete block/stucco buildings. The complex offers 24 parking spaces, a guest laundry room, and a large rear yard with value-add potential. The expansive backyard provides an excellent opportunity to generate additional income through boat and RV storage. Historically 100 occupied, this property has demonstrated consistent performance. The current owner has renovated several units, including tile flooring upgrades and updated A/C systems. Major capital improvements include a brand-new roof (2024) and a new fire alarm system servicing the entire complex. Solid block construction, strong rental history, and additional income potential make this a compelling investment in one of Clearwater’s most accessible and growing corridors.
Listing is courtesy of: BLUE PEAK REALTY LLC (727-777-7100)
Listing Agent: Andrew Cutrona (610-757-8785)
1850 LOMBARDY DR, CLEARWATER, FL 33755
$499,90072 Days on yellowkey MLS ID: TB8498213
5 Days Off yellowkey (back on 5/27/2026)
REDUCED by $10,000 (2.0%) on 05/05/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1575 Built: 1962 Tax: $6,933 (2025)Community: Woodmont ParkSingle Family
Taxes:$6,933
Elementary School: Sandy Lane Elementary-PN
High School: Dunedin High-PN
Middle School: Dunedin Highland Middle-PN
Remarks: Under contract-accepting backup offers. Location! Location! Near to all... Dunedin, downtown Clearwater, Honeymoon and Clearwater Beaches! Beautifully renovated pool home in the desirable Woodmont Park community! No flood zone and no HOA for this nearly 1,600 sq. ft. charmer with 2 bedrooms, 2 full baths and a 1 car garage. Reimagined with a true open concept layout that allows seamless flow throughout the main living areas. The kitchen has been redesigned for fine family living and entertaining, modern cabinetry, gorgeous quartz counters, designer backsplash, stainless appliances and a fabulous peninsula breakfast bar. A sizable dining area flows to the main living space and the magnificent Florida room with gorgeous windows and French doors looking out on the backyard patio and pool. Bright and airy, the flex space has endless possibilities. The perfect setting for an office, sunroom or playroom. The primary bedroom boasts an updated ensuite with designer finishes. The secondary bathroom has also been fashionably updated. The large patio and screen enclosed pool offer an extension of your living space… and the backyard is fully fenced for ultimate privacy. The backyard also houses a stylish 'she shed' with endless possibilities and additional storage. So much to love and peace of mind with a 2023 A/C system, 2023 windows and doors and 2024 new hot water tank, newer flooring and kitchen and bathrooms are recent updates. The Woodmont community offer a premium location. Enjoy the vibe of delightful Dunedin with its plentiful restaurants, breweries, entertainment and festivals. A short drive will take you to downtown Clearwater and on to the famed Gulf Beaches! Convenient access to airports and medical as well. Stunning home in move in condition in a prime location. Make it yours!
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nancy Leslie (727-789-5555)
1630 HARBOR DR, CLEARWATER, FL 33755
$439,000151 Days on yellowkey MLS ID: O6377536
REDUCED by $10,500 (2.3%) on 05/27/2026
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2013 Built: 1951 Tax: $6,350 (2024)Community: Fairmont SubApartment
Taxes:$6,350
Remarks: Welcome to Harbor House situated on .5 acres of land, you will enjoy peace, quiet and privacy as the house is off the road with a large fenced in yard and a long driveway. Conveniently located 1 mile from Clearwater beach and the Gulf of Mexico, you can be on an instant vacation in minutes. The main house is a fully renovated 2 bedroom 1 bath with large living living rooms, dining room and a large kitchen with a dishwasher and all new appliances. There is plenty of parking. Lots can be subdivided and able to build (3 lots)!
2258 WORLD PARKWAY BLVD W #56, CLEARWATER, FL 33763
$149,90085 Days on yellowkey MLS ID: TB8493846
2 Days Off yellowkey (back on 5/27/2026)
REDUCED by $5,000 (3.2%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983 Tax: $548 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$548
Remarks: Welcome home to your 2 bedroom 2 bath 1400 sq ft Emerald model on the WEST side of Top of the World with a view of the pool. This open concept floor plan has updated laminate and freshly painted. You will have plenty of storage with all the closets. Not only do you have Hurricane IMPACT Windows but also have hurricane shutters for extra protection. A/C Was replaced in 2019 and water heater was replaced in 2026. Don?t miss your chance to make this piece of paradise your own! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for resident owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required. All washer, dryer and hookups must be approved by the association.
Listing is courtesy of: ON TOP OF THE WORLD RE (727-799-3417)
Listing Agent: Jason Johantgen (727-422-2352)
505 N HIGHLAND AVE, CLEARWATER, FL 33755
$674,000204 Days on yellowkey MLS ID: TB8453434
REDUCED by $10,000 (1.5%) on 04/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2361 Built: 1961 Tax: $8,202 (2024)Community: GlenwoodSingle Family
Taxes:$8,202
Remarks: PRICE IMPROVEMENT NOW $674000!! BEAUTIFUL 4BR 2 & 1/2 BATH POOL HOME IN CLEARWATER!! THIS IS A GREAT FAMILY HOME WITH HUGE ROOMS AND LARGE LIVING SPACES!! THE GIGANTIC PRIMARY BEDROOM HAS A BIG WALK IN CLOSET THAT IS CURRENTLY CONVERTED TO A 5TH BEDROOM!! LIVING ROOM IS LARGE WITH COZY FIREPLACE AND OPENS WITH 12FT SLIDERS TO FANTASTIC RECREATION OASIS!! HEATED POOL, OUTDOOR KITCHEN AND TABLE THAT SEATS 12!! THE GARAGE HAS BEEN CONVERTED TO A MEDIA AND GAME ROOM WITH LOTS OF GAMES, AND CUSTOM LIGHTING!! THERE IS A LARGE CIRCULAR DRIVE THAT WILL ACCOMMODATE SEVERAL VEHICLES!! MAKE YOUR APPOINTMENT TO SEE THIS HOME SOON!! HOME HAS BEEN OPERATED AS A VACATION RENTAL, REPORTS AVAILABLE. ASKING PRICE $674,000
Listing Agent: Calvin Van Auken (727-641-0912)
1202 S KEENE RD, CLEARWATER, FL 33756
$639,900204 Days on yellowkey MLS ID: TB8453428
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1861 Built: 1963 Tax: $6,833 (2024)Community: Oak Acres AddSingle Family
Taxes:$6,833
Remarks: $10,000 PRICE REDUCTION!! NOW $639,900 !! YOU HAVE TO SEE THIS ONE TO BELIEVE IT!! CURRENTLY OPERATED AS A VACATION RENTAL HOME BUT WILL ALSO BE A GREAT FAMILY HOME!! THIS IS A DESTINATION HOME!! ALL THE ENTERTAINMENT IS RIGHT THERE!! LOTS OF ROOM FOR LARGE GATHERINGS! FABULOUS OUTDOOR KITCHEN!! LAWN GAMES GALORE INCLUDING PUTT PUTT GOLF!!!! POOL TABLE INSIDE!! LARGE DINNER TABLE FOR THOSE FAMILY MEALS OR GAME NIGHT!! BUT THE CENTERPIECE IS THE LAZY RIVER!! FLOAT AROUND TO YOUR HEARTS CONTENT!! SCHEDULE A SHOWING NOW!! INCOME STATS AVAILABLE!!
2497 HERON TER #203C, CLEARWATER, FL 33762
$239,900208 Days on yellowkey MLS ID: TB8451214
REDUCED by $5,100 (2.1%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1185 Built: 1979Monthly Fee: $599 Tax: $3,835 (2024)Community: Bordeaux VillageCondo
Taxes:$3,835
Remarks: Exquisite Condo in the Highly Desirable Feather Sound Community. Discover this beautifully updated second-floor condo featuring: Bedroom 2, Bathrooms 2, screened patio, assigned carport, and extra storage space. Ideally situated near shopping and dining options, this condo offers both comfort and convenience. Don't miss your chance to own a piece of this sought-after community!
Listing is courtesy of: REALTY ONE GROUP ADVANTAGE (813-909-0909)
Listing Agent: Ola Alhuneidi (813-618-8337)
1109 S SAN REMO AVE, CLEARWATER, FL 33756
$550,00065 Days on yellowkey MLS ID: TB8494539
REDUCED by $25,000 (4.3%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1858 Built: 1960 Tax: $2,372 (2025)Community: Parkwood SubSingle Family
Taxes:$2,372
Elementary School: Plumb Elementary-PN
High School: Clearwater High-PN
Middle School: Oak Grove Middle-PN
Remarks: One or more photo(s) has been virtually staged. PRICE REDUCED!! Discover this very special home in the highly sought-after Parkwood Subdivision of Clearwater. This home has it all! A wonderful neighborhood, a corner lot and a thoroughly updated 3-bedroom, 2-bath home that blends thoughtful design, tons of upgrades and effortless Florida living. With a NEW gorgeous brick walkway leading to the NEW front door to the latest building code, you will find a home thoughtfully redesigned in 2021, 2024 and 2025. The kitchen features NEW quartz countertops, custom cabinetry, a striking tile backsplash, stainless steel appliances, and a versatile island with bar seating—perfect for both everyday living and entertaining. An open and airy floor plan shines with abundant natural light. Elegant french doors and dual sliding glass doors create a seamless indoor-outdoor connection, leading to an expansive Florida room with NEW pet-proof screens designed for year-round enjoyment. Just beyond, a brick-paved, screened-in patio offers the ideal setting for morning coffee or relaxed evenings with friends. Some of the upgrades include flooring (2021) , remodeled bathrooms, updated plumbing and electrical systems, a new hot water heater, improved ventilation system, recessed lighting, and plantation shutters in the bedrooms. Some of the 2025 upgrades include NEW hurricane impact windows, NEW roof, NEW gutter system with leaft filters and NEW brick patio and firepit, NEW pet-proof, scratch proof screening in the lanai and patio areas! Located just minutes from Clearwater’s world-famous beaches, the Pinellas Trail, shopping, dining, and everyday conveniences; this homes offers a quiet, tucked-away feel just moments from everything Clearwater has to offer. This home is ideal! Schedule your private showing today!
Listing is courtesy of: SAND KEY REALTY (727-443-0032)
Listing Agent: Brian Pelfrey (727-871-0871)
2076 BUTTERNUT CIR W, CLEARWATER, FL 33763
$370,000141 Days on yellowkey MLS ID: TB8473247
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1341 Built: 1980Community: Charter OaksSingle Family
Taxes:$0
Remarks: Price Improvement!! Great opportunity in Clearwater’s desirable Charter Oaks area! This comfortable home offers 2 bedrooms, 2 full baths, bonus room, in-ground pool, and a spacious fenced backyard — perfect for outdoor enjoyment or future upgrades. This could be a clean Slate for a Savy Home owner or Investor, alike. With updated electrical and newer roof, Just needs a cosmetic renovation. Located in a welcoming Clearwater community with easy access to shopping, dining, parks, and major roads just a short drive to Clearwater’s beaches and Dunedin’s luxury lifestyle. Being Sold As-Is, Where-Is; fewer contingencies preferred for offers. This is your chance to buy an investment home, In an amazing area with a Pool.
Listing is courtesy of: JAY ALAN REAL ESTATE (855-529-2526)
Listing Agent: Orlando Izquierdo Jr (727-692-5922)
615 N GLENWOOD AVE, CLEARWATER, FL 33755
$499,00037 Days on yellowkey MLS ID: TB8510985
1 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2197 Built: 1947 Tax: $227 (2025)Community: GlenwoodSingle Family
Taxes:$227
Remarks: Under contract-accepting backup offers. Welcome to a rare opportunity in the heart of Clearwater’s historic Glenwood neighborhood. Perfectly positioned directly across from Glenwood Park, this 3 bedroom, 3.5 bathroom home sits on an oversized double lot totaling an impressive .41 acres — an exceptional offering in one of Clearwater’s most charming and evolving neighborhoods. Surrounded by a beautiful mix of historic homes, thoughtfully renovated residences, and stunning new construction, Glenwood offers timeless character and a sense of place that is becoming harder to find. Mature trees, unique architecture, and a neighborhood rich with history create an atmosphere that feels both established and full of possibility. This property presents the opportunity to restore and reimagine a home with incredible character while creating something truly special. Whether your vision is preserving its historic charm, designing a luxury renovation, or blending classic architecture with modern finishes, the possibilities here are endless. Set on nearly half an acre, the oversized double lot provides space rarely found this close to everything — room to expand, create incredible outdoor entertaining areas, add a pool, or simply enjoy the privacy and scale of the property. Inside, the home offers generous living spaces and one feature that is almost unheard of in Florida — a basement. Ideal for storage, a workshop, fitness area, game room, wine room, or additional flexible space, this rare amenity makes this property truly stand apart. Even better, the home is located in Flood Zone X, offering added peace of mind with no required flood insurance. Enjoy an unbeatable location just minutes from everything that makes Pinellas County so desirable — only 5 minutes to vibrant Downtown Dunedin and approximately 10 minutes to world-famous Clearwater Beach. Spend your days enjoying local restaurants, breweries, waterfront parks, festivals, shopping, and endless coastal activities. Historic character, a rare basement, an oversized .41-acre double lot, and an incredible location — 615 N Glenwood Ave is ready for its next chapter and waiting for someone to bring their vision to life.
Listing is courtesy of: KATIE DUCHARME REALTY, LLC (727-492-8490)
Listing Agent: Katie Ducharme Procissi (727-492-8490)
450 S GULFVIEW BLVD #703, CLEARWATER, FL 33767
$659,90041 Days on yellowkey MLS ID: TB8507942
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1264 Built: 1975Monthly Fee: $1,457 Tax: $11,552 (2025)Community: 440 West CondoCondo
Taxes:$11,552
Remarks: Experience the ultimate beach lifestyle in this tastefully updated, direct Gulf-front condo, offering EXPANSIVE WATER VIEWS, SUNSETS, VIEWS OF SAND KEY BEACH and VIEWS OF CLEARWATER BEACH (including PIER 60). You will enjoy the views from every window, and the large balcony. Step onto your private balcony to sip wine, watch passing boats, and admire the sparkling blue waters of the Gulf. Boasting 2 bedrooms, 2 bathrooms, 1,264 sq ft and a highly sought-after split floor plan, this condo offers maximum privacy and comfort. The primary suite features an en-suite bathroom with a walk-in shower, dual vanities, and a large storage room with a private owners’ closet. An entertainer’s dream, the kitchen features wood cabinetry, granite countertops, a closet pantry, and a breakfast bar. The open layout flows seamlessly into the dining and family rooms, complete with a sit-up bar for hosting guests. Convenience is key with a dedicated in-unit laundry room equipped with a folding counter, storage cabinets, and newer washer/dryer. This unit includes a second large private storage space across the hall from the unit, and an assigned under-building parking space. Monthly fees cover water, sewer, trash, cable, internet, amenities, and 24/7 security guard. This investment can generate short-term (minimum 30 days) rental income during your family's absences, offsetting your costs. Property Note: The complex is currently undergoing extensive building updates and repairs. Step out for a walk to world-famous Clearwater Beach, premier dining, local shopping, and endless entertainment.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Laura Trundle (727-744-4075)
2452 ENTERPRISE RD #2030, CLEARWATER, FL 33763
$149,900151 Days on yellowkey MLS ID: TB8468750
0 Days Off yellowkey (back on 5/26/2026)
REDUCED by $10,000 (6.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 925 Built: 1984 Tax: $2,783 (2025)Community: Villas At Countryside TheSpa: NoCondo
Taxes:$2,783
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. DUE TO UNFORSEEN CIRCUMSTANCES, BUYER HAD TO CANCEL THE CONTRACT. SELLER MAY CONSIDER OWNER FINANCING. THE VILLAS AT COUNTRYSIDE HAVE COMPLETED THE MILESTONE INSPECTION AND HAVE FULLY FUNDED RESERVES. Top floor corner unit in a 3-story building with elevator, is located in the well-maintained and desirable Community of the Villas at Countryside which is situated in a highly desirable area of Clearwater offering a blend of suburban peace and access to coastal amenities. This 2-bedroom, 2 bath condo features a split bedroom plan for maximum privacy, also has a fully equipped kitchen with a double closet pantry, breakfast area in kitchen, pass thru opening to the dining room, sliding glass doors from the living room and master bedroom leading to an 8' x 23' private screened in balcony with wooded views. Newer stackable washer and dryer. Master bedroom with ensuite bath. Vinyl plank tile floor in living room and dining room. Newer Water Heater. Assigned covered parking space close to the elevator. Complex has a heated pool, shuffleboard court, clubhouse and is close to shopping, restaurants, beaches and adjacent to Woodgate Park which offers lighted tennis courts, soccer field and playground. 15 minutes from Clearwater Beach and Honeymoon State Park. Short drive to the Countryside Mall, 30 minutes to Tampa International and St. Petersburg/Clearwater Airports. Monthly maintenance fee includes water, sewer, trash removal. Pet friendly community.
Listing is courtesy of: CENTURY 21 COASTAL ALLIANCE (727-867-8633)
Listing Agent: Gabrielle Bettig (727-385-9017)
1201 S BETTY LN, CLEARWATER, FL 33756
$314,90096 Days on yellowkey MLS ID: TB8489173
REDUCED by $5,000 (1.6%) on 05/26/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 938 Built: 1958 Tax: $656 (2025)Community: Lakeview EstatesSpa: NoSingle Family
Taxes:$656
Remarks: Updated and move-in ready, this three-bedroom pool home sits on an oversized corner lot in a centrally located Clearwater neighborhood. Step through the front door into an inviting living and dining area, where a cedar wood accent wall and vaulted ceilings are enhanced by new luxury vinyl flooring. The dining room features glass sliders that open directly to the screened-in pool, offering a seamless connection for indoor-outdoor living. This main living area flows into the bright and light kitchen, making the space ideal for both everyday meals and entertaining. The kitchen is beautifully updated with quartz countertops, white shaker-style cabinetry with a coordinating subway tile backsplash, recessed lighting, a new dishwasher, a pantry, and ample prep space. The bedrooms feature classic terrazzo floors and wall closets, while the bathroom includes dual sinks, a tub/shower combination, and cedar plank siding. Designed for the Florida lifestyle, the exterior features a screened-in pool that connects to dual side yards with patio space, providing plenty of room for outdoor relaxation. Interior and exterior updates include fresh paint and energy-saving insulated windows with new blinds. Functional upgrades include a new electric panel and a new pool pump and filter. Primary systems are well-maintained with a NEW ROOF (2026), A/C (2017), and a water heater (approx. 3 years old), updated Electric. Positioned in Flood Zone X, this home is less than a mile from Clearwater Plaza (Publix) and under four miles from the white sands of Clearwater Beach. Enjoy the best of Pinellas County living with nearby parks, local dining, and an easy commute to both St. Pete-Clearwater and Tampa International airports. Schedule your private tour today!
Listing Agent: Dean Ribble (727-420-5549)
701 S CREST AVE, CLEARWATER, FL 33756
$399,90061 Days on yellowkey MLS ID: TB8501793
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1610 Built: 1951 Tax: $3,196 (2025)Community: Boulevard PinesSingle Family
Taxes:$3,196
Remarks: Welcome to this beautifully maintained and thoughtfully updated 4-bedroom, 2-bath Clearwater bungalow, ideally situated in a quiet, picturesque neighborhood! Offering over 1,600 square feet of inviting living space, this home combines charm, comfort, and functionality with an oversized fenced backyard featuring a pool and abundant outdoor amenities. Step inside and be greeted by a warm, cozy living room that flows seamlessly into a formal dining room—perfect for everyday living or entertaining. The bright kitchen offers stainless steel appliances, a gas stove, built-in wine fridge, and a sunny eat-in dining area. Just beyond, the spacious family room impresses with vaulted ceilings and provides an ideal gathering space for guests and family alike. Both the family room and fourth bedroom have direct access to the covered patio, creating effortless indoor-outdoor living. The private backyard is truly a gardener’s paradise, complete with vegetable gardens, lush landscaping and an additional chicken coop. A sturdy above-ground pool adds the perfect place to relax and unwind in your own backyard retreat. Additional highlights include a garage for extra storage, a driveway with parking for up to four vehicles, newer A/C, updated electrical panel, and newer AC ducting. Best of all—no HOA or CDD fees! Located high and dry in a non-flood zone, yet only a few miles from the beach. Enjoy being close to Crest Lake Park, featuring lakeside walking trails, playgrounds, fishing, picnic areas, and a 3-acre dog park. Conveniently just blocks from Gulf-to-Bay Boulevard with shopping, restaurants, pubs, schools, and easy access to area airports. Rarely available 4-bedroom homes in central Clearwater at this price point do not last long—schedule your showing today!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Lori Dunlap (727-253-2139)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.