Location: Clearwater , 33756
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1655 S HIGHLAND AVE #C155, CLEARWATER, FL 33756
$159,900108 Days on yellowkey MLS ID: TB8479802
1 Days Off yellowkey (back on 6/11/2026)
REDUCED by $5,000 (3.0%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1971 Tax: $1,808 (2025)Community: Penthouse GrovesSpa: NoVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,808
Elementary School: Ponce de Leon Elementary-PN
High School: Largo High-PN
Tax Year: 2025
Middle School: Largo Middle-PN
Remarks: Under contract-accepting backup offers. TWO PRIVATE COURTYARDS! Price reduced! Bring all reasonable offers! Welcome to this spacious 2-bedroom, 2-bath condo in the desirable 55+ community of Penthouse Groves. What truly sets this villa apart is its rare private outdoor spaces. Unlike many units, this home features both a front and back private yard, providing extra room to relax, garden, or enjoy Florida’s beautiful weather in your own quiet setting. Villa style home offers comfortable living with an open layout and plenty of storage throughout, making it both functional and inviting. The bright living and dining areas provide a welcoming space for relaxing or entertaining, while the kitchen offers ample cabinetry and workspace. Both bedrooms are generously sized, including a primary suite with a private bath and large walk in closet. Additional storage areas throughout the home ensure everything has its place. Enjoy the convenience of a covered carport parking space along with plenty of guest parking nearby. The community offers resort-style amenities including a clubhouse, heated pool, fitness area, and social spaces for residents to enjoy. Ideally located close to shopping, dining, parks, and the beautiful Gulf beaches, this condo combines low-maintenance living with a great central location in Largo in a nonevac zone!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Michelle Cline, Pa (727-424-1108)
831 GRAND CENTRAL ST, CLEARWATER, FL 33756
$378,50046 Days on yellowkey MLS ID: TB8505654
REDUCED by $42,000 (10.0%) on 06/11/2026
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1276 Built: 1946 Tax: $3,975 (2025)Community: Milton ParkApartment
Taxes:$3,975
Elementary School: None
High School: None
Middle School: None
Remarks: Rare Clearwater investment opportunity with multiple exit strategies. Whether you are an investor, builder, or end user looking for land value, rental potential, and future upside, this oversized property offers the flexibility to live, lease, expand, or redevelop in one of Clearwater’s active growth corridors. Situated on an 83’ x 127’ quarter-acre lot with rear alley access, this property is currently configured as a duplex with two 1-bedroom, 1-bath units. The property has no rental history due to owner use, but projected rental potential per unit per month depends on the final use, condition, rental strategy, and market demand. Inquire for details! The real value is in the land, zoning, and flexibility. The property offers potential for duplex, triplex, or fourplex use, giving a future owner several possible paths to increase value: maintain the existing duplex, live in one unit and rent the other, lease both units for income, explore conversion or expansion into a triplex or fourplex, or redevelop the oversized lot with new construction. Buyer should verify zoning, permitted uses, density, rental projections, and redevelopment options with the City of Clearwater. The existing block construction and recent updates — including HVAC, cabinetry, and appliances — allow for continued use while preserving long-term upside. This makes the property especially appealing for buyers who want income potential now with the ability to plan future improvements or redevelopment. Location continues to drive demand. The property is conveniently positioned within a short drive to Clearwater Beach and the Gulf, with easy access to Tampa International Airport, Downtown St. Petersburg, shopping, dining, and major employment corridors. This central location supports strong long-term rental appeal and future resale value. Large lots with this level of flexibility — live-in potential, income-producing use, and redevelopment upside — are becoming increasingly rare in Clearwater. For the buyer looking to control land, create income, and unlock future value, this is a Clearwater opportunity worth serious attention.
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Bill Kulaga (727-644-3758)
1485 LAKEVIEW RD #5, CLEARWATER, FL 33756
$104,75055 Days on yellowkey MLS ID: TB8501689
REDUCED by $250 (0.2%) on 06/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 685 Built: 1967 Tax: $1,743 (2025)Community: Carriage View At Clearwater CondoCondo
Taxes:$1,743
Remarks: Just minutes from Clearwater Beach, this 1-bedroom, 1-bath condo is tucked into a small, quiet community of only 20 units. The spacious bedroom is located at the rear of the unit, while the living room opens on to a screened balcony. The community pool is just steps away, and a covered parking space is included. Great investor opportunity—long-term tenant occupied.
Listing is courtesy of: RICHARD DOYLE REAL ESTATE (727-455-3883)
Listing Agent: April Wakefield (813-382-7990)
1655 S HIGHLAND AVE #D238, CLEARWATER, FL 33756
$119,999296 Days on yellowkey MLS ID: TB8422801
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1971 Tax: $3,040 (2024)Community: Penthouse GrovesCondo
Taxes:$3,040
Tax Year: 2024
Remarks: Virtually Staged. MAJOR PRICE REDUCTION!!! BRAND NEW CARPET, PAINT, and WINDOW COVERINGS THROUGHOUT! Turnkey and ready to move in!!! Welcome to your ideal retirement retreat in a fantastic location in Clearwater! This affordable 2-bedroom, 2-bathroom condo offers a rare opportunity to own in the highly sought-after Penthouse Groves community. The windows were replaced in 2020, bringing in more natural light and boosting energy efficiency. Nestled in a peaceful 55+ community, you’ll enjoy a low-maintenance lifestyle, with the monthly fee covering water, sewer, Wi-Fi, and common grounds maintenance. Take full advantage of the abundant amenities at Penthouse Groves, including a welcoming clubhouse, shuffleboard courts, a community pool, and a scenic dock. Stay active with access to a fitness center, sauna, and pool table room, or unwind in the cozy library. For those who love the beach, Clearwater Beach is just a quick 6-mile drive away, offering even more opportunities for relaxation and fun. This is an incredible opportunity to enjoy both comfort and convenience in one of Clearwater’s most desirable communities.
Listing is courtesy of: HOMESCENE REALTY (727-877-5020)
Listing Agent: Kelli Azeman (813-444-9107)
1013 MAGNOLIA DR, CLEARWATER, FL 33756
$375,000140 Days on yellowkey MLS ID: C7520606
REDUCED by $9,999 (2.6%) on 06/10/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1872 Built: 1930 Tax: $3,719 (2024)Community: Magnolia HeightsSingle Family
Taxes:$3,719
Remarks: SELLER MAY CONTRIBUTE UP TO $5,000 TOWARDS BUYERS CLOSING COSTS!!! NEARLY $50,000 IN UPGRADES MADE IN 2025!!! Beautiful historic home not in a flood zone, blending classic character with modern updates. Less than 10 minutes to Clearwater Beach and 25 minutes to TPA Airport. Set on an oversized double corner lot with an expansive driveway—room for a 40’ RV, dump station, and additional guest parking. Inside, enjoy original inlaid chevron parquet flooring, a grand staircase, abundant natural light, and two fireplaces (living room and upstairs primary). Brand-new ceiling fans in every bedroom. New insulation installed in 2026. The formal dining room features bay windows and a storage closet leading to a brand-new kitchen (remodeled July 2025) with updated plumbing, luxury granite counters, solid wood soft-close shaker cabinets, dishwasher hookup, and a new ventilation system. Downstairs HVAC unit and ducting was replaced in 2024. Laundry includes a new washer/dryer and a new 50-gallon water heater. Downstairs offers a fully updated tile bath with shower and a guest bedroom with a brand-new closet. Upstairs includes a spacious guest bedroom, a remodeled tile bath with a brand-new glass shower and ventilation, plus ample storage with an original linen closet, craftsman built-in closet, and additional hallway storage. The primary suite is a serene retreat with a fireplace, abundant natural light, and space for a California king bed.
Listing is courtesy of: CAPE PREMIER REALTY (239-747-2017)
Listing Agent: Alisa Dudenhoeffer (239-747-2017)
1615 PINEWOOD DR, CLEARWATER, FL 33756
$375,00024 Days on yellowkey MLS ID: TB8513334
REDUCED by $10,000 (2.6%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1224 Built: 1956 Tax: $6,169 (2025)Community: Pine OakSingle Family
Taxes:$6,169
Remarks: Delightfully updated 2 bedroom 2 full bathroom home located in the heart of Clearwater. Low maintenance luxury vinyl plank flooring installed throughout in 2022. Modernized kitchen with all stainless appliances. Family room. Ample sized Dining Room. 9x15 bonus room currently used as an office. 11x12 screen enclosed porch, Privacy Fenced Backyard, 1 Car Garage, Majority of Windows were updated in 2024 & a New Roof in 2017.
Listing is courtesy of: PROPERTY SOLUTIONS REALTY GRP (352-279-1829)
Listing Agent: Michele Archbell (352-279-1829)
1500 S PRESCOTT AVE, CLEARWATER, FL 33756
$470,00044 Days on yellowkey MLS ID: TB8506599
0 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1612 Built: 1954 Tax: $7,410 (2025)Community: Salls 1St AddSpa: NoSingle Family
Taxes:$7,410
High School: Clearwater High-PN
Middle School: Oak Grove Middle-PN
Remarks: Under contract-accepting backup offers. Corner lot, no HOA, and endless potential in the heart of Clearwater, Florida! This beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and Florida living. Situated on a desirable corner lot, the property features two driveways, a detached garage, lush landscaping, charming curb appeal, and an inviting front porch that welcomes you home. Inside, you’ll find a thoughtfully designed split floor plan that provides both privacy and flexibility, ideal for families, guests, or entertaining. The spacious living areas flow seamlessly to the outdoor retreat, where a screened-in heated pool creates your own private backyard oasis for year-round enjoyment. Whether you're hosting gatherings, relaxing poolside, or enjoying sunny Florida days, this home is designed for making lasting memories. Conveniently located near Clearwater’s world-famous beaches, shopping, dining, parks, and entertainment, this property offers not just a home, but the lifestyle you’ve been looking for. Don’t miss this incredible opportunity to own a piece of Clearwater paradise!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Joseph Flores (407-375-7188)
1655 S HIGHLAND AVE #J190, CLEARWATER, FL 33756
$169,00058 Days on yellowkey MLS ID: TB8501058
REDUCED by $10,000 (5.6%) on 06/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1972 Tax: $2,701 (2025)Community: Penthouse GrovesCondo
Taxes:$2,701
Remarks: VACANT- This high demand first-floor condo with a Front and Back Patio's --- a rare and highly desirable feature not available on upper-level units, with tons of natural light offering tranquil water views in this 2 bedroom, 2 bath at Penthouse Groves. This home features elegant ceramic tile flooring throughout the main living areas, and laminate in the bedrooms. The spacious, open-concept living and dining room overlooks a serene pond, creating a peaceful atmosphere. Sip your coffee and watch the sun rise over the pond! The kitchen has granite countertop and was designed for convenience, featuring a rolling island and a generous closet pantry while looking at the pond. The expansive primary bedroom easily accommodates a king-size bed and walk-in closet, the second bedroom offers plenty of room for comfort. There is also a extra-large closet for storage. Both bedrooms feature sliding glass doors that lead to a cozy front patio—ideal for enjoying the outdoors and socializing with neighbors. The unit includes one assigned carport parking space just steps from the front door, along with nine guest parking spaces conveniently located at this end of Building J. Penthouse Groves is an active and welcoming 55+ community as well as a non-flood zone. This building also passed the Milestone engineering review offering an added peace of mind. The monthly HOA fee of $536 includes access to an impressive range of amenities: Internet, fitness center, sauna, shuffleboard, community dock, sparkling pool with lounge chair seating area, large clubhouse with full kitchen, billiard room, library, card room, grilling area, as well as water, sewer, trash, and exterior grounds maintenance. For outdoor enthusiasts, the community dock offers the perfect place to fish or simply enjoy the peaceful pond views. Ideally situated in mid-county Clearwater, this home is five blocks from Publix, shopping, and dining with the beach 15 minutes away. Tampa International Airport and Clearwater/St. Pete Airport are within a 30-minute drive. Schedule a showing today for this incredible opportunity before its gone. Measurements are all approximate.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Michael Frangedis, Pll (727-543-5055)
1626 YOUNG AVE, CLEARWATER, FL 33756
$499,90037 Days on yellowkey MLS ID: TB8509297
1 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1425 Built: 1955 Tax: $6,524 (2025)Community: Monterey HeightsSpa: NoSingle Family
Taxes:$6,524
Remarks: Under contract-accepting backup offers. Back on market! Schedule your showing before it's too late - homes like this don't last long! Welcome home to this beautifully updated Clearwater pool home featuring 3 bedrooms, 3 full bathrooms, and an expansive open-concept living space designed for entertaining and everyday comfort. Situated on an oversized lot in the desirable Monterey Heights area, this move-in-ready residence offers modern upgrades, stylish finishes. With spacious living and dining areas filled with natural light. The remodeled primary suite showcases a spa-inspired bathroom complete with a soaking tub and oversized glass-enclosed shower. Secondary bedrooms include updated finishes and private bath access, creating ideal flexibility for guests or multi-generational living. Step outside to your private backyard retreat featuring a large screened-in inground pool, expansive patio area, outdoor entertaining space, privacy fencing, and plenty of room to relax or host gatherings. Conveniently located near Clearwater beaches, shopping, dining, airports, and top-rated schools, this property combines comfort and style.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Josh Green (801-441-8891)
1216 S MISSOURI AVE #220, CLEARWATER, FL 33756
$179,00014 Days on yellowkey MLS ID: TB8516103
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1010 Built: 2004Monthly Fee: $917 Tax: $3,926 (2024)Community: Residence At RenaissanceCondo
Taxes:$3,926
Remarks: Minutes from Clearwater Beach, this second-floor gated condo offers 1,010 sq ft of well-planned living space with a split-bedroom layout that provides privacy and function. Inside, 9-foot ceilings and a private balcony add openness to the main living area, while the updated kitchen connects directly to the living and dining space. The primary suite includes a walk-in closet and en-suite bath with a soaking tub. A full-size in-unit laundry set (2024) and two assigned parking spaces add everyday convenience. Monthly HOA fees include water, sewer, trash, and basic cable. Community amenities include a pool & fitness room. Located about 1.7 miles from Morton Plant Hospital, the property also provides easy access to shopping, dining, downtown Clearwater, and major roadways. Not located in a flood zone.
Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)
Listing Agent: Kristen Koenig (813-682-4543)
1238 S MISSOURI AVE #102, CLEARWATER, FL 33756
$219,90013 Days on yellowkey MLS ID: TB8516702
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 701 Built: 2000 Tax: $3,026 (2025)Community: Avalon Of Clearwater The CondoCondo
Taxes:$3,026
Elementary School: Belleair Elementary-PN
Remarks: Whether you're looking for a SHORT-TERM rental investment, a VACATION getaway, or an affordable FIRST HOME, this charming 1-bedroom, 1-bath END-UNIT condo offers exceptional value and convenience. Located on the SECOND FLOOR with its own private staircase, this well-maintained unit is tucked away in a rear part of the gated AVALON of Clearwater community, providing both privacy and comfort. Inside, you'll find soaring ceilings, living and dining room combo, sliding doors leading to a large screened PORCH with additional storage space. IN-UNIT laundry space with washer and dryer. A spacious walk-in closet in the bedroom. Residents enjoy RESORT-STYLE amenities year-round, including a heated swimming pool, fitness center, clubhouse, community kitchen, library, and beautifully maintained grounds. Ideally situated close to the GULF OF AMERICA and OLD TAMPA BAY while remaining outside flood and evacuation zones, the property is less than 2 miles from DOWNTOWN Clearwater and only 4 miles from WORLD-FAMOUS Clearwater Beach. A shopping plaza with PUBLIX, restaurants, banks, public transportation, and everyday conveniences is located directly across the street. Downtown Tampa and Tampa INTERNATIONAL AIRPORT are approximately 17 miles away, while the nearby charming communities of Dunedin and Safety Harbor known for traditional local markets, festivals, dining, and entertainment. With a 7-day minimum rental policy, reasonable HOA fees, and included services such as water, sewer, basic cable TV, internet, trash removal, and pest control, this property presents an outstanding opportunity for investors, seasonal residents, or full-time homeowners. Schedule your private showing today and start enjoying the Florida lifestyle tomorrow!
Listing is courtesy of: COASTAL PROPERTIES GROUP INTER (813-553-6869)
Listing Agent: Monika Krolivcova, Pa (321-482-9617)
1379 S MARTIN LUTHER KING JR AVE, CLEARWATER, FL 33756
$445,00013 Days on yellowkey MLS ID: TB8516721
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 1603 Built: 1940 Tax: $7,644 (2025)Community: Lakeview HeightsApartment
Taxes:$7,644
Remarks: Nice property with Lake Bellevue across the street. A great park is also on the other side of the street. The Triplex is divided as follows: 3/1, 2/1, and a studio. It consists of three separate units: • Unit 1: 3 bedrooms, 1 bathroom — currently leased and occupied at $1,850 per month. • Unit 2: 2 bedrooms, 1 bathroom — leased and occupied at $1,800 per month. This unit has been recently remodeled. • Unit 3: Studio — leased at $1,100 per month. Conveniently situated between downtown Clearwater and Belleair, the property boasts a superb location facing Lake Belleview and is directly across from Ross Norton Recreation Center and Ed C. Wright Park. A short drive will take you to some of the best beaches in the US at Clearwater, Belleair Beach, Indian Rocks Beach to name a few. ***TENANT OCCUPIED, PLEASE DO NOT DISTURB TENANTS***
Listing is courtesy of: MCPEAK REAL ESTATE FIRM (813-495-3875)
Listing Agent: Jim Mcpeak (813-495-3875)
1421 NORMANDY PARK DR #4, CLEARWATER, FL 33756
$109,90013 Days on yellowkey MLS ID: TB8515131
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 716 Built: 1969 Tax: $1,059 (2025)Community: Normandy Park Oaks CondoVilla
Taxes:$1,059
Remarks: Come and see this villa that offers so much for so little. The floors have the look of wood and there is an inside laundry hook-up. 55+
Listing is courtesy of: REAL ESTATE FIRM OF FLORIDA, LLC (727-584-8480)
Listing Agent: Thomas Varga (727-946-8100)
805 S KEENE RD, CLEARWATER, FL 33756
$519,00081 Days on yellowkey MLS ID: TB8492891
REDUCED by $6,000 (1.1%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1701 Built: 1959 Tax: $7,327 (2025)Community: Part Of Sw 1/4 Of Sw 1/4 Of Sec 13-29-15 Desc FromSingle Family
Taxes:$7,327
Remarks: Opportunities like this in Clearwater are hard to come by. A true standout property that combines location, space, and lifestyle in one exceptional package. Ideally situated just minutes from the beaches, Tampa, St. Petersburg, and major airports, this 3-bedroom, 2-bath home with a 2-car garage sits on an oversized lot with a backyard that feels like your own private retreat. Step inside and you’re welcomed by a spacious, light-filled living area with custom built-ins and sliding glass doors that open directly to a beautiful pool setting. The seamless indoor-outdoor flow makes this home perfect for entertaining or simply enjoying your own space. The kitchen has been tastefully upgraded with granite countertops, modern cabinetry, and bright windows that bring in natural light, while updated flooring throughout adds a clean, finished feel across the home. Major components have already been taken care of, including the AC system and water heater updated in 2020, along with a newer roof, giving you confidence and peace of mind. Out back is where this home truly shines. A screened pool, outdoor kitchen with built-in hood and grill, and a large yard create the ultimate Florida lifestyle setting. And here’s the bonus that truly sets it apart: no HOA, no CDD, no restrictions. Enjoy the freedom to live your way, bring your boats, RVs, or toys, and make the property your own without limitations. This is more than just a home. It’s a rare opportunity to own space, privacy, and freedom in one of Clearwater’s most convenient locations. For a full walkthrough or video tour, simply search the property address on YouTube.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Sam Wanis (727-999-1536)
1524 BLUE SEA ST, CLEARWATER, FL 33756
$427,50052 Days on yellowkey MLS ID: TB8500541
REDUCED by $22,400 (5.0%) on 06/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2262 Built: 2022Monthly Fee: $235 Tax: $6,138 (2025)Community: Santorini TraceSpa: NoTownhouse
Taxes:$6,138
Remarks: Welcome to effortless Florida living in this stunning 2022 DiGiovanni townhome, offering over 2,200 square feet of stylish, thoughtfully designed space in the gated community of Santorini Trace! This two-story residence combines modern comfort with everyday functionality, featuring a sought-after MAIN-LEVEL Primary Suite and an open-concept floor plan perfect for entertaining and easy living. Step inside to soaring 20-foot ceilings in the living area, creating a bright and expansive atmosphere. The main level also showcases 9-foot ceilings and 8-foot doors, elevating the home’s spacious feel. The chef-inspired kitchen is beautifully appointed with upgraded soft-close cabinetry, under-cabinet lighting, quartz countertops, and stainless steel appliances—blending elegance with practicality. A separate laundry room includes LG washer and dryer for added convenience. The private Primary Suite is tucked toward the back of the home, offering a peaceful retreat complete with dual closets and a spa-like bath featuring dual sinks, quartz counters, upgraded cabinetry, a spacious shower, and a private toilet area. A guest half bath is also located on the main level. Upstairs, you’ll find two additional bedrooms, a full hallway bath, a versatile loft space, and 9-foot ceilings throughout—perfect for guests, hobbies, or a home office setup. Additional highlights include luxury vinyl plank, tile, and carpet flooring, Low-E energy-efficient windows, a high-efficiency electric water heater, Whirlpool Energy Star appliances, and a Rheem 15 SEER(min) high-efficiency heat pump/central air system with dual zones for year-round comfort. The attached two-car garage features finished walls and ceiling, while the rear covered patio offers a relaxing outdoor retreat. Enjoy the resort-style community pool and convenient community mailboxes, all while being just minutes from shopping, dining, beaches, and more. This exceptional townhome offers the perfect blend of luxury, efficiency, and location—don’t miss it!
Listing is courtesy of: COLDWELL BANKER REALTY (727-381-2345)
Listing Agent: Alice Downie (303-520-0277)
1538 S LAKE AVE, CLEARWATER, FL 33756
$390,00081 Days on yellowkey MLS ID: TB8491220
2 Days Off yellowkey (back on 6/4/2026)
REDUCED by $5,000 (1.3%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1643 Built: 1970 Tax: $5,569 (2025)Community: Belleair Park EstatesSpa: YesSingle Family
Taxes:$5,569
Remarks: Under contract-accepting backup offers. Imagine pulling into your driveway, surrounded by mature palms, knowing you’re home...a place that reflects years of pride in ownership. For the past 15 years, this Clearwater home has been more than just a house—it’s been a space where life has unfolded, memories have been made, and every detail has been thoughtfully maintained. With a NEW ROOF & AC in 2024, an UPGRADED ELECTRIC PANEL in 2026 and located in an X FLOOD ZONE, you can move in with confidence and peace of mind. Inside, you’ll find warm wood floors, comfortable gathering spaces, and a layout that feels both open and inviting. The kitchen features GRANITE COUNTERTOPS, ample solid wood SOFT CLOSE cabinetry, and a great BREAKFAST NOOK area, making it both functional and welcoming for everyday living. This home offers 3 bedrooms, 2 bathrooms with a flexible layout. The third bedroom includes windows and a door for privacy; however, it does not have a permanent built-in closet and is currently configured with a removable closet in the adjoining office space. This room may also function well as a home office, guest room, or flex space depending on your needs. Step outside and you’ll find even more to love. The screened-in lanai creates a perfect transition to the outdoors, leading to a separate spa house—your own private retreat for relaxing evenings or weekend unwinding. The SPACIOUS BACKYARD offers space to entertain, garden, or simply enjoy Florida living year-round. Additional features include a 2-car garage and a dedicated laundry room conveniently located just off the kitchen and next to the second bathroom, adding everyday functionality to the home’s thoughtful layout. Just minutes away, you’ll find shopping, dining, and everything you need—and when the beach is calling, Clearwater Beach and the Gulf are only a short drive away, ready for sunset walks and sun-filled days. This isn’t just a place to live—it’s a place to begin your next chapter. Come see what life could look like here.
Listing Agent: Donna Hastings (727-228-2198)
1468 S PRESCOTT AVE, CLEARWATER, FL 33756
$520,00061 Days on yellowkey MLS ID: TB8499808
REDUCED by $10,000 (1.9%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1356 Built: 1956 Tax: $8,638 (2025)Community: Salls 1St AddSingle Family
Taxes:$8,638
Remarks: Short Sale. Short Sale. **SHORT SALE**Welcome to this stunningly renovated 3-bedroom, 2-bath home with a 1-car garage, offering the perfect blend of modern design, comfort, and Florida lifestyle living. This move-in ready home features a bright, open floor plan that seamlessly connects the living room, dining area, and kitchen. Ideal for everyday living and entertaining. The gorgeously updated kitchen is the heart of the home, showcasing quartz countertops, soft-close shaker cabinets, and brand-new stainless-steel appliances, a true showstopper. The spacious primary suite offers a relaxing retreat with a stylish en-suite bath, complete with a contemporary barn door and sleek glass-enclosed shower. Both bathrooms have been fully renovated with top-tier finishes and modern fixtures. This home has been thoughtfully upgraded throughout, including fresh knockdown texture on walls and ceilings, tasteful interior paint, updated lighting and ceiling fans, two-panel interior doors, double-pane windows, an upgraded garage door, and new kitchen and bath fixtures. Major improvements include a new roof (2022), new AC system (2022), and a new pool (2022), providing peace of mind for years to come. Step outside to your private backyard oasis, where a custom-designed, heated, inground saltwater pool takes center stage, built with no expense spared and perfect for year-round enjoyment. An oversized covered outdoor living area creates an entertainer’s paradise, ideal for gatherings, relaxation, and soaking up the Florida sunshine. The large, fully fenced backyard with fresh landscaping offers plenty of space for outdoor fun and leisure. Enjoy big savings with the newly installed solar system, currently averaging approximately $75 per month, with the option for the buyer to assume the system and continue the energy-efficiency benefits. Ideally located approximately 4 miles from world-famous Clearwater Beach, this home offers quick access to Belleair, Belleair Bluffs, downtown Clearwater, Tampa, Tampa International Airport (TIA), St. Pete/Clearwater Airport, award-winning beaches, top-rated restaurants, coffee shops, nightlife, and endless entertainment options. Don’t miss your opportunity to own this exceptional Florida home, schedule your private showing today and start living the lifestyle you’ve been dreaming of! Buyer and/or Buyer’s Agent to verify all information. All information is presumed accurate but not guaranteed. One of the sellers is a Fl. licensed Realtor.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Denice Jordan (813-997-7999)
1433 DE LEON ST, CLEARWATER, FL 33756
$230,00016 Days on yellowkey MLS ID: TB8512796
0 Days Off yellowkey (back on 6/7/2026)
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 910 Built: 1948 Tax: $2,050 (2025)Community: Boulevard HeightsSingle Family
Taxes:$2,050
Remarks: Under contract-accepting backup offers. Welcome home to this charming 2 bedroom, 1 bath residence ideally located in the heart of Clearwater. Offering comfort, convenience, and timeless character, this well maintained home features beautiful hardwood floors that add warmth and elegance throughout the living spaces. Enjoy year round comfort with a newer air conditioning system (2019) and the convenience of a one car garage with ample storage space. The home also includes a washer, dryer and refrigerator, making it move-in ready from day one. The fully fenced backyard provides plenty of room for pets, gardening, or outdoor entertaining and includes a spacious 10' x 16' storage shed equipped with its own sub-panel and air conditioning, making it perfect for a workshop, hobby room, home gym, or additional storage. Nature lovers will appreciate the mature Japanese Loquat tree, adding beauty, shade, and character to the property. Additional updates include a new roof installed in 2021, along with a roof ridge vent that enhances ventilation and helps improve energy efficiency. Ideally situated just 3 miles from Clearwater's world renowned beaches and only 2 miles from the vibrant waterfront destination of Coachman Park, this home also enjoys a location between two family-friendly parks, offering plenty of recreational opportunities nearby. For added peace of mind, the property is located in an area where flood insurance is not required and is not situated within an evacuation zone. Whether you're a first-time homebuyer, looking to downsize, or searching for a seasonal retreat, this delightful Clearwater home presents a wonderful opportunity to enjoy the Florida lifestyle while being close to everything the area has to offer.
Listing is courtesy of: AVENUE HOMES LLC (833-499-2980)
Listing Agent: Merlyn Velez Bodib (813-203-3971)
1655 S HIGHLAND AVE #B215, CLEARWATER, FL 33756
$202,00015 Days on yellowkey MLS ID: TB8516449
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1185 Built: 1970Monthly Fee: $649 Tax: $2,550 (2025)Community: Penthouse GrovesCondo
Taxes:$2,550
Remarks: Welcome to Penthouse Groves, a well-maintained 55+ community in the heart of Clearwater. This spacious second-floor condominium offers 2 bedrooms, 2 bathrooms, 1,185 square feet of living space, in-unit laundry, a large living area, and a bright sunroom. Community amenities include a pool, clubhouse, shuffleboard courts, and a private courtyard. Conveniently located near shopping, dining, and approximately 6 miles from the beautiful Gulf beaches. HUD-owned property sold As-Is. HUD Case #098-148658.
Listing is courtesy of: STATEWIDE PREMIER PROPERTIES (727-591-4039)
Listing Agent: Chad Crookes (727-591-4039)
1339 BOYLAN AVE, CLEARWATER, FL 33756
$210,00016 Days on yellowkey MLS ID: TB8511648
0 Days Off yellowkey (back on 6/6/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 837 Built: 1959 Tax: $732 (2025)Community: Boylan Sub 1St AddSingle Family
Taxes:$732
Remarks: Under contract-accepting backup offers. **The seller has received multiple offers and is requesting highest and best from all interested parties. Deadline for submission is Sunday, June 7th at 5:00 PM.** Located in the heart of Clearwater, just a short drive from Clearwater Beach and downtown Dunedin, this 2-bedroom, 1-bath fixer-upper offers outstanding potential for investors, flippers, and buyers ready to build equity. A separate full bathroom in the garage, next to the laundry area, offers interesting possibilities for future renovations, expanded functionality, or converting additional space into more usable air-conditioned square footage. If done right, the home will have 1,000+ sqft. Hurricane impact windows and a full-house Generac backup generator add major value and peace of mind during Florida storm season. More good news, the property sits in Flood Zone X at approximately 50+ feet above sea level — a huge selling advantage in today’s market. Whether you’re looking for your next flip, rental property, seasonal investment, or affordable entry into the Pinellas County market, 1339 Boylan Avenue delivers location, flexibility, and upside potential. NO SIGHT UNSEEN OFFER OR ASIGNABLE CONTRACTS!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Todd Howard (727-614-3296)
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