Location: Clearwater , 33755
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1799 N HIGHLAND AVE #3, CLEARWATER, FL 33755
$1,6007 Days on yellowkey MLS ID: TB8517887
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971Community: Fountain Square CondoSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Beautifully remodeled and updated condo on ground level with fenced in courtyard where you can enjoy your own barbeque. Very bright with a lot of windows. New kitchen with quartz countertop and new appliances Washer and dryers hook up in Master bathroom Very close to public transportation and shopping center. Complex has large pool, fitness center and laundromat. Only minutes away from Dunedin and Clearwater Beach. Listing agent is also part owner.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jolanta Wasowski (727-798-9099)
313 N JUPITER AVE, CLEARWATER, FL 33755
$1,49578 Days on yellowkey MLS ID: TB8492358
REDUCED by $50 (3.2%) on 06/10/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 700 Built: 1958Community: Drew TerraceVilla
Remarks: Gorgeous duplex, recently renovated. Living room, updated kitchen, 2 bedrooms, 1 bathroom, laundry room, carport. First month and security to move in. Appliation $40 each adult. NO pets.
Listing is courtesy of: LYRIC REALTY GROUP, INC. (813-263-8965)
Listing Agent: Liliana Damiani (727-742-4361)
117 N EVERGREEN AVE #102, CLEARWATER, FL 33755
$1,27535 Days on yellowkey MLS ID: TB8508494
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 900 Built: 1953Community: Fair View AddApartment
Elementary School: Kings Highway Elementary-PN
High School: Clearwater High-PN
Middle School: Coachman Fundamental-PN
Remarks: Tenants are responsible for all Utility expenses associated with the leased premises including but not limited to ELECTRIC - GAS - WATER - SEWER services. Tenants also responsible for CABLE and INTERNET Services if desired. Tenants are responsible for all LAWN & YARD maintenance. For a limited time, move into this beautiful apartment for just $1,775 (Qualifying Applicants) Includes: First month’s rent Security deposit Administration fee Please note: Does not include any applicable pet fees or utility charges. All Best Rental Service residents are enrolled in the Resident Benefits Package (RBP) for $60.00/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application.
Listing is courtesy of: TAMPAS BEST REALTY LLC (813-392-3329)
Listing Agent: Jason Canaan (813-802-7646)
117 N EVERGREEN AVE #105, CLEARWATER, FL 33755
$1,27535 Days on yellowkey MLS ID: TB8508409
INCREASED by $280 (28.1%) on 06/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1953Community: Fair View AddApartment
Remarks: Tenants are responsible for all Utility expenses associated with the leased premises including but not limited to ELECTRIC - GAS - WATER - SEWER services. Tenants also responsible for CABLE and INTERNET Services if desired. Tenants are responsible for all LAWN & YARD maintenance. For a limited time, move into this beautiful apartment for just $1,495 Includes: First month’s rent Security deposit Administration fee Please note: Does not include any applicable pet fees or utility charges. All Best Rental Service residents are enrolled in the Resident Benefits Package (RBP) $60.00/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application.
1365 DREW ST #102, CLEARWATER, FL 33755
$1,40072 Days on yellowkey MLS ID: TB8494134
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 850 Built: 1955Community: Fair View AddApartment
Elementary School: Belleair Elementary-PN
Middle School: Oak Grove Middle-PN
Remarks: Tenants are responsible for all Utility expenses associated with the leased premises including but not limited to ELECTRIC - GAS - WATER - SEWER services. Tenants also responsible for CABLE and INTERNET Services if desired. Tenants are responsible for all LAWN & YARD maintenance. Tenant is responsible for $50 Flat Fee Monthly Garbage Service, $90 Flat Free Monthly Water & Sewer Services All Best Rental Service residents are enrolled in the Resident Benefits Package (RBP) $60.00/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application.
119 N EVERGREEN AVE #203, CLEARWATER, FL 33755
$1,150100 Days on yellowkey MLS ID: TB8484760
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1955Community: Fair View AddApartment
Remarks: Tenants are responsible for all Utility expenses associated with the leased premises including but not limited to ELECTRIC - GAS - WATER - SEWER services. Tenants also responsible for CABLE and INTERNET Services if desired. Tenants are responsible for all LAWN & YARD maintenance. Tenant is responsible for Electric, $65 Water/Sewer monthly, $35 Garbage Monthly. All Best Rental Service residents are enrolled in the Resident Benefits Package (RBP) $60.00/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application.
1015 VINE AVE, CLEARWATER, FL 33755
$1,35035 Days on yellowkey MLS ID: TB8504189
REDUCED by $45 (3.2%) on 06/10/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1962Community: Jurgens Add To ClearwaterHalf Duplex
Elementary School: Sandy Lane Elementary-PN
Middle School: Dunedin Highland Middle-PN
Remarks: ***Second month's rent FREE!!!!*** Welcome to beautiful Clearwater! This freshly remodeled 2-bedroom, 1-bath residence offers comfortable Florida living in one of Clearwater’s rapidly growing areas. The home features central air conditioning, a full kitchen with elegant granite countertops, updated cabinetry, and modern finishes throughout. Bright living spaces and refreshed interiors create a clean, inviting atmosphere perfect for relaxing or entertaining. Conveniently located just minutes from world-renowned Gulf beaches, this property is close to schools, shopping, downtown Clearwater, churches, restaurants, and grocery stores. Small pets considered. Schedule your showing today and make Clearwater home!
Listing is courtesy of: PHILLIP SCOTT MANAGEMENT & INV (727-712-6073)
Listing Agent: Angela Mason (727-608-7203)
1535 GROVE ST, CLEARWATER, FL 33755
$2,00042 Days on yellowkey MLS ID: TB8505330
REDUCED by $200 (9.1%) on 05/21/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1640 Built: 1948Community: Crest Lake SubSingle Family
Elementary School: Skycrest Elementary-PN
Remarks: Welcome to this quaint and cozy 2-bedroom, 1-bath home nestled in the heart of Clearwater. Full of character and warmth, this inviting residence offers a comfortable layout with plenty of natural light throughout. The home features a spacious living area perfect for relaxing or entertaining, along with a functional kitchen equipped with ample cabinet space. Both bedrooms are well-sized and provide a peaceful retreat at the end of the day. The bathroom is conveniently located. Step outside to enjoy a private yard, ideal for morning coffee, weekend barbecues, or simply soaking up the Florida sunshine. With its charming appeal and manageable size, this home is perfect for anyone seeking comfort and simplicity. Located just minutes from beautiful Gulf beaches, local shops, dining, and parks, this property offers both tranquility and convenience. Tenant is responsible for 70% of utilities. In addition to the advertised base rent, all residents are enrolled in the Resident Benefits Package for $50.00/month, which includes HVAC air filter delivery, credit building to help boost your credit score with timely rent payments, utility concierge service making utility connection a breeze during your move-in, and much more. More details upon application. One dog considered at owner’s discretion. Maximum 40 lbs. No cats. No aggressive breeds. Vacant and available NOW!
Listing is courtesy of: WRIGHT DAVIS REAL ESTATE (813-251-0001)
Listing Agent: Chelsie Lewis (813-251-0001)
905 JONES ST, CLEARWATER, FL 33755
$1,7009 Days on yellowkey MLS ID: TB8516595
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 660 Built: 1925Community: Plaza Park Add Clearwater Improv Co CorrHalf Duplex
Remarks: Charming 2-bedroom, 1-bath second-floor condominium located in the heart of Downtown Clearwater. Enjoy the convenience of being just minutes from local restaurants, shops, entertainment, and the beautiful Coachman Park. This well-maintained unit features an in-unit washer and dryer, an open and comfortable living space, and easy access to Clearwater Beach, the waterfront, and major roadways. Experience the best of downtown living with dining, events, and outdoor activities all close by. Available for immediate occupancy.
Listing is courtesy of: CAPSTONE REALTY & ASSOCIATES (727-301-7855)
Listing Agent: Nikky Yang Victorino (626-893-9955)
404 PENNSYLVANIA AVE, CLEARWATER, FL 33755
$1,27514 Days on yellowkey MLS ID: TB8514781
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 748 Built: 1924Community: Plaza ParkSingle Family
Remarks: 1 Bed/ 1 Bath Apartment Detached 1 bedroom / 1 bath studio apartment in Clearwater. Conveniently located a few miles from the beach, marine aquarium, restaurants, state parks and more. Includes washer and dryer hookup, full-size stove, and front sitting area. Water is included.
Listing is courtesy of: VALENCIA REALTY,LLC (813-321-1200)
Listing Agent: Kevin Byrne (813-600-5010)
2045 ALPINE RD #3, CLEARWATER, FL 33755
$1,40083 Days on yellowkey MLS ID: TB8486102
REDUCED by $100 (6.7%) on 05/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1970Community: Sunset RidgeSpa: NoCondo
Remarks: Location, Location, Location! Just a mile from popular Downtown Dunedin, this recently fully renovated 2 Bedroom apartment is available for immediate Annual Lease. This unit has just been remodeled throughout and has a beautiful new kitchen with solid white "shaker style" cabinets, stone countertops and new appliances! The large open floorplan offers new "hardwood plank" tile floors throughout and an abundance of light. Enjoy the Brand new tile shower/bathroom fixtures. Enjoy the close location to Downtown Dunedin and the North side of Downtown Clearwater. This property provides a great location for all that these two downtown areas offer! Variety of great restaurants, shops, boutiques, businesses, grocery stores and more. Onsite Laundry available for your convenience. Small pets are ok with landlord approval and pet deposit. Tenants will be billed monthly $135 for water/sewer/trash. Tenants must pass $65 Credit/Tenant Application.
Listing is courtesy of: KELLER WILLIAMS GULF BEACHES (727-367-3756)
Listing Agent: Drew Carlyle, Jr (727-420-6973)
920 N OSCEOLA AVE #804, CLEARWATER, FL 33755
$7,99992 Days on yellowkey MLS ID: TB8487019
REDUCED by $501 (5.9%) on 06/07/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2545 Built: 2021Community: Marina Bay 880 CondoCondo
Remarks: Welcome to Marina Bay 880, where upscale waterfront living meets the perfect Clearwater location. Nestled along the Intracoastal Waterway in Clearwater, this beautiful 3-bedroom penthouse offers a resort-style experience just minutes from the world-famous Gulf beaches and the dining, entertainment, and waterfront parks of downtown Clearwater. Inside, the condo features an elegant open layout with upgraded flooring and a bright kitchen with quartz countertops and modern finishes. The spacious living area opens to an impressive 418-square-foot private balcony with glass railings, creating the perfect place to relax while enjoying sweeping water views and the refreshing intracoastal breeze. The primary suite offers a peaceful retreat with a large walk-in closet and a spa-style bathroom featuring a walk-in shower and upscale finishes, while additional comforts include remote-control blinds, hurricane-impact windows, and secure glass doors. Guests also enjoy access to exceptional resort-style amenities, including an Olympic short course 25-meter lap pool and hot tub, outdoor barbecue and dining areas, putting green, full-service marina, fitness center, sauna, steam room, elegant clubroom, 24/7 concierge service, gated parking garage with EV charging stations, bike racks, kayak storage, and climate-controlled storage. Ideally located, Marina Bay places you just minutes from Clearwater Beach as well as the charming coastal communities of Dunedin and Belleair, with Tampa International Airport and St. Pete–Clearwater International Airport about 30 minutes away, making travel easy and convenient.
Listing is courtesy of: SUNSTAR REAL ESTATE LLC (727-596-8200)
Listing Agent: Taylor Holevas (727-330-4727)
1799 N HIGHLAND AVE #114, CLEARWATER, FL 33755
$1,57537 Days on yellowkey MLS ID: TB8507585
REDUCED by $75 (4.5%) on 06/06/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971Community: Fountain Square CondoCondo
Remarks: This is a great deal on a 2 bed 1.5 bath , furnished, condo located on the 2nd floor! In the pet friendly community of Fountain Square. This condo will allow one small pet with a weight limit up to 25 pounds. The well maintained condo has been updated with newer flooring and bathroom vanities. This apartment is ready for you to call home. Located adjacent to the pool, clubhouse, fitness center and laundry facility for the community with it's own private balcony. The community is conveniently located in central Clearwater across the street from a grocery store and just a few miles from award winning Clearwater Beach. Make your appointment to tour this condo today! Owners pay water, trash, sewer, lawn care and basic cable.
Listing is courtesy of: STONEBRIDGE REAL ESTATE CO (727-443-5000)
Listing Agent: Meghan Panek (727-744-0266)
500 N OSCEOLA AVE #502, CLEARWATER, FL 33755
$2,450148 Days on yellowkey MLS ID: TB8465607
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1974Community: Harbor Bluffs Waterfront CondoCondo
Remarks: **GATED WATERFRONT CONDO — DOWNTOWN CLEARWATER** NOW THIS IS FLORIDA LIVING AT IT'S BEST!!!! Enjoy waterfront living in this 2-bedroom, 2-bath condo with stunning sunset and city night views. This light-filled residence offers an updated kitchen with quartz countertops, a stainless steel stove, breakfast bar, vinyl flooring, and an open-concept living and dining area. Both bedrooms feature balconies, and the primary suite includes an updated bathroom with walk-in shower. A bonus in-unit laundry closet with washer and dryer adds everyday convenience. Located in the sought-after Harbor Bluffs waterfront community, residents enjoy a Bayfront pool, fitness center, community room, interior courtyard, and kayak/paddleboard dock. Secure building amenities include gated parking with one assigned space, key-entry to lobby, gym, and community room and elevators. Nearby fun and relaxation can be found at Clearwater Beach, the causeway, downtown Clearwater, Coachman Park, and BayCare Sound. Shopping, dining, Morton Plant hospital, and the Clearwater deep-water boat ramp are nearby as well— this is waterfront living at its best!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Vanessa Leonard (727-647-2706)
1004 OSAGE ST, CLEARWATER, FL 33755
$2,45014 Days on yellowkey MLS ID: TB8515215
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1282 Built: 1998Community: Navajo Park RevSingle Family
Remarks: Fully furnished rental near the water. Welcome to this beautifully maintained, move-in-ready single-family home offering comfort, style, and an ideal Clearwater location. This turn-key rental comes fully furnished with furniture, décor, and everyday essentials, making it easy to settle in and start enjoying the Florida lifestyle right away. The home features a bright, open layout with high ceilings, tile flooring throughout, and a split-bedroom floor plan that offers privacy and functionality. The kitchen includes stainless steel appliances, marble countertops, ample cabinet space, and plenty of room for preparing meals at home. The living and dining areas are thoughtfully furnished, creating a clean, comfortable space for relaxing or entertaining. Enjoy peace of mind with a brand-new roof and the convenience of a well-maintained home in a highly desirable location. Less than half a mile from Edgewater Drive Park, this property offers easy access to waterfront views, outdoor recreation, and scenic walking areas. You are also a short drive from Downtown Clearwater, the newly revitalized Coachman Park, Clearwater Beach, Caladesi Island, and Honeymoon Island. Whether you are relocating, spending the season in Florida, or looking for a fully furnished home close to the water, this rental offers a convenient and comfortable place to call home.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jeffrey Esquillo (656-231-5434)
1799 N HIGHLAND AVE #5, CLEARWATER, FL 33755
$1,69088 Days on yellowkey MLS ID: TB8489141
REDUCED by $10 (0.6%) on 06/02/2026
Remarks: One or more photo(s) has been virtually staged. This first-floor condo in Fountain Square offers easy, convenient living in a central Clearwater location. The unit has been well maintained and recently updated with new wood vinyl flooring installed in December and fresh interior paint, creating a light and clean feel throughout. Unlike many units in the community, this condo includes the added convenience of a private washer and dryer right inside the unit (many units dont, and must use shared laundry facility). The private, gated back patio provides a great opportunity to set up your own outdoor space for relaxing or entertaining. Enjoy access to community amenities including a pool, fitness center, and clubhouse. Ideally situated just 10 minutes from Clearwater Beach and 5 minutes to Downtown Dunedin, with Walmart Neighborhood Market just steps away, right next to Planet Fitness and CVS, and only minutes from the Pinellas Trail for outdoor activities. The unit can also be offered fully furnished for an additional fee. (Photos are virtually staged). For Showings/questions contact Brittany (list agent 2)
Listing is courtesy of: ARC REALTY GROUP (800-636-2080)
Listing Agent: Montana Wynant (910-789-2789)
912 ENGMAN ST, CLEARWATER, FL 33755
$1,60042 Days on yellowkey MLS ID: TB8506042
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 625 Built: 1951Single Family
Remarks: We are excited to offer a FIRST MONTH HALF OFF RENT SPECIAL. Regular rent is $1600 a month. However the first month is only $800. This home provides a bright and inviting atmosphere with wall units for both heating and cooling to keep you comfortable year-round. The kitchen comes equipped with an oven and refrigerator, ready for your everyday cooking needs. Tenants are responsible for water and electricity, giving you control over your own utilities. Conveniently located near shops, restaurants, parks, and just a short drive to Clearwater’s beautiful beaches, this charming home offers an ideal balance of comfort and convenience. Schedule your showing today and make this lovely Clearwater home yours.
Listing is courtesy of: FIELDS OF PROSPER LLC (813-424-0643)
Listing Agent: Clarence Fields (813-424-0643)
633 N KEENE RD #APT C, CLEARWATER, FL 33755
$1,58915 Days on yellowkey MLS ID: TB8515022
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 710 Built: 1976Community: St Andrews Cove CondoCondo
Remarks: Conveniently situated in Central Pinellas County, this apartment boasts a serene view overlooking a tranquil pond. Just a short ten-minute drive to downtown and Clearwater Beach, as well as nearby pharmacies and convenience stores. This apartment is located on the 2nd floor with a designated parking space in front of the building and visitor parking available. Enjoy the convenience of on-site laundry, a swimming pool, and a beautiful view of the lake. Don't miss out on this prime location for your next home!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Maibel Hernandez (727-267-9244)
$2,45062 Days on yellowkey MLS ID: TB8497826
0 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1072 Built: 1925Community: Plaza Park Add Clearwater Improv Co CorrSingle Family
Remarks: Spacious and well-maintained 3-bedroom, 2-bath single-family home located in the heart of downtown Clearwater. This home offers comfortable living with updated features and a prime location close to everything. Property Features: 3 bedrooms, 2 full bathrooms; Updated kitchen and bathrooms; Bright and open living spaces; Private parking. 2 blocks to Pinellas Trail; Minutes to Downtown Clearwater; 5-minute drive to Dunedin; Short drive to Clearwater Beach; Located in a growing redevelopment area. Great opportunity to live in a central location with easy access to beaches, dining, and entertainment.
1221 DREW ST #A21, CLEARWATER, FL 33755
$1,300296 Days on yellowkey MLS ID: TB8420801
REDUCED by $45 (3.3%) on 06/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 705 Built: 1966Community: Drew Ridge Apts Co-OpCondo
Remarks: Enjoy the convenience of Clearwater living in this well-furnished 2BR/1BA apartment, ideally located in a welcoming 55+ community. Just steps from downtown dining, shopping, and Nature’s Food Patch, you’ll also be minutes from Coachman Park’s waterfront events. Clearwater Beach—the nation’s #1 ranked beach—is only a short drive away, while Tampa International Airport is easily accessible in 30 minutes. Perfect for long-term rental, this apartment is fully equipped and ready for you to settle in. At least one resident must be 55 or older.
Listing is courtesy of: HIGH POINT REALTY INC (727-466-6697)
Listing Agent: David Kerr (727-804-2116)
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