Location: Clearwater , 33755
Do Not Show Listings
1257 DREW ST #1, CLEARWATER, FL 33755
$118,50039 Days on yellowkey MLS ID: TB8517898
3 Days Off yellowkey (back on 6/22/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1055 Built: 1964Monthly Fee: $535 Tax: $632 (2025)Community: Kenwood Garden Apts Co-OpSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$632
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Completely remodeled 18 months ago, 2BR 1Ba plus 24\' x 7\' bonus room/office/storage under air. 1055 sq ft, Owner relocation overseas, all furnishings (turnkey) negotiable. No flood zone, 3 miles/less than 10 minute drive to Clearwater beach. Very walkable neighborhood. 5 min walk to grocery stores, drug store, retail, restaurants, bars. Turkish marble floors in living/dining, kitchen, bath, hallway. Wood like plank in BRs. All wood cabinets with dovetail joints, all new Whirlpool stainless steel appliances. Large capacity washer/dryer. Walk in closet, Small all ages Condo building only 18 units. Private parking lot, plenty of visitor parking. Can be rented immediately. 3 month lease minimum. HOA/Co-op monthly maintenance fee $535 per month includes water, sewer, trash, maintenance, insurance on building structure. All furnishings negotiable.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
2050 DUNSTON COVE RD, CLEARWATER, FL 33755
$434,99959 Days on yellowkey MLS ID: TB8511345
1 Days Off yellowkey (back on 6/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1356 Built: 1962 Tax: $6,033 (2025)Community: Windsor ParkSingle Family
Taxes:$6,033
Elementary School: Dunedin Elementary-PN
High School: Dunedin High-PN
Middle School: Dunedin Highland Middle-PN
Remarks: Under contract-accepting backup offers. Lovely 3-bedroom, 2-bath home in desirable Clearwater, located less than 3 miles from vibrant downtown Dunedin. This home features several valuable updates, including a new roof in 2020, updated windows and doors, as well as tastefully selected light fixtures and ceiling fans throughout the home that cohesively blend together to create a stylish, updated feel. A large front window fills the living room with natural light, creating a bright and welcoming atmosphere that flows seamlessly into the dining area. Sliding glass doors from the dining room, kitchen, and primary bedroom provide easy access to the outdoor living space and beautiful backyard views. The kitchen overlooks the spacious backyard, perfect for entertaining or relaxing. If a garage is a must, this 2 car garage offers lots of space and has a beautiful paver base for a great esthetic design. The generously sized primary suite features French doors leading to an en-suite bath complete with a walk-in closet, vanity area, and an updated oversized bathroom. Step outside to a large covered patio area, ideal for entertaining, gatherings, or enjoying Florida living year-round. The spacious backyard is beautifully landscaped and offers plenty of room to relax or play. The location is hard to beat — close to shopping, dining, beaches, and major roadways. Nearby US-19 provides convenient access south to St. Petersburg or north to Tarpon Springs, both within approximately 30 minutes. World-famous Clearwater Beach and Honeymoon Island State Park are both within 20 minutes or less, making this home the perfect blend of comfort, convenience, and coastal living.
Listing is courtesy of: BRAINARD REALTY (813-922-2891)
Listing Agent: Eugene Verly (815-790-6325)
1656 WEBB DR, CLEARWATER, FL 33755
$525,00053 Days on yellowkey MLS ID: TB8512642
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 1969 Tax: $4,274 (2025)Community: Ambleside 2Nd AddSingle Family
Taxes:$4,274
Remarks: Beautifully updated 4-bedroom, 2-bathroom home with a spacious 2-car garage, centrally located in Clearwater just minutes from world-famous beaches, shopping, dining, and entertainment. This move-in ready property features a brand-new roof (2026), new electric panel(2026), new flooring throughout(2026), remodeled bathrooms, and a stunning custom kitchen complete with brand-new appliances(2026), Newer AC (2020), Newer water heater (2020), well sprinkler system, newly painted inside & out. Inside, you’ll find a perfect blend of style and comfort with elegant travertine tile flooring and luxury vinyl plank throughout the home, complemented by modern light fixtures, stone & marble countertops and contemporary finishes. The flexible floor plan offers plenty of space for working from home, entertaining, or relaxing with family and friends. Conveniently located near major roadways, top-rated beaches, shopping centers, and local restaurants, this beautifully renovated home combines modern upgrades with an unbeatable Clearwater location. Don’t miss this exceptional opportunity!
Listing is courtesy of: MAVREALTY (727-314-3942)
Listing Agent: Bona Nedelkovska (727-238-6302)
1225 GROVE ST, CLEARWATER, FL 33755
$300,00038 Days on yellowkey MLS ID: O6414965
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1078 Built: 1948 Tax: $5,533 (2025)Community: Moore Prop Of A JSingle Family
Taxes:$5,533
Remarks: Short Sale. Short sale subject to third-party lender approval. Property may convey furnished with an acceptable offer. Welcome to 1225 Grove Street, a charming Clearwater home offering flexible living space, a functional layout, and a convenient location just minutes from Downtown Clearwater, Cleveland Street, and Clearwater Beach. This 2-bedroom, 1-bath single-family home features two living areas, a well-equipped kitchen, laundry access, carport parking, and private outdoor space with a patio area, gazebo, grill space, and room to relax or entertain. The home offers comfortable indoor and outdoor living with thoughtful features such as blackout shades and beach gear storage. Whether you are looking for a primary residence, second home, or investment opportunity, this property offers excellent flexibility in a desirable Clearwater location. Property is being sold as-is and is subject to third-party lender approval. Buyer to verify all property details, condition, zoning, rental use, permitting, and local requirements.
Listing is courtesy of: INNOVATION PROPERTIES (703-782-4422)
Listing Agent: Devin Moore (703-782-4422)
331 CLEVELAND ST #702, CLEARWATER, FL 33755
$750,00032 Days on yellowkey MLS ID: TB8520869
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1765 Built: 2008 Tax: $7,161 (2025)Community: Waters Edge CondoCondo
Taxes:$7,161
Elementary School: Belleair Elementary-PN
High School: Clearwater High-PN
Middle School: Largo Middle-PN
Remarks: Enjoy stunning water and city views from this beautifully maintained 7th-floor condo at Water's Edge in downtown Clearwater. This spacious residence features an open living and dining layout with engineered hardwood floors and sliding glass doors leading from both the living area and primary suite to a private balcony overlooking the skyline. The kitchen is designed for both style and function with wood cabinetry, GRANITE countertops, tile backsplash, stainless steel appliances, and a large breakfast bar. A flexible den/office/bonus space adds versatility to the floor plan. The primary suite offers direct balcony access, a custom bath with dual sinks, and a large walk-in shower. The guest bedroom also enjoys water views and has an adjacent full bath and a laundry room with stacked washer/dryer. Brand New AC replaced in January 2025. This unit also has TWO assigned GARAGE PARKING spaces and one storage space. Resort-style amenities elevate everyday living at Water's Edge. Residents enjoy a heated pool and spa with cabanas, outdoor grilling stations, and a cozy fireplace lounge overlooking the marina and Coachman Park. Indoors, you'll find a state-of-the-art fitness center with sauna, beautifully redecorated club and social rooms with catering kitchen and billiards, plus conference and event spaces ideal for entertaining. A 24/7 concierge provides security and convenience. Located in the heart of downtown Clearwater, you'll be just steps from the marina, Capitol Theatre, library, shopping, dining, and entertainment and only minutes over the bridge to Clearwater Beach. An easy commute to Tampa International and Clearwater Airports. Call today for your private showing!
Listing is courtesy of: CENTURY 21 LIST WITH BEGGINS (813-658-2121)
Listing Agent: Susan Witzigman (813-830-8282)
2080 DOUGLAS AVE, CLEARWATER, FL 33755
$339,99839 Days on yellowkey MLS ID: TB8517985
0 Days Off yellowkey (back on 6/18/2026)
REDUCED by $5,002 (1.4%) on 06/17/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1009 Built: 1956 Tax: $5,773 (2025)Community: Bay Terrace & Bay Terrace AddSingle Family
Taxes:$5,773
Elementary School: Sandy Lane Elementary-PN
High School: Dixie Hollins High-PN
Remarks: Under contract-accepting backup offers. Located just one street outside of Dunedin and within steps of the Pinellas Trail, this fully renovated 3-bedroom, 1-bath corner lot home offers an exceptional combination of location, quality, and value. Golf cart to Downtown Dunedin, enjoy sunsets along Bayshore Boulevard, or catch a game at TD Ballpark—all just minutes away. Situated on a spacious corner lot with room for a pool, RV, boat, or outdoor entertaining, this home has been extensively updated with a new dimensional shingle roof, new permitted windows, fresh stucco, and fresh Sherwin-Williams paint inside and out. The interior features real wood cabinetry, granite countertops, stainless steel appliances, luxury vinyl plank flooring throughout, and a beautifully updated bathroom with subway tile, rain shower head, and new vanity. Additional improvements include a newer tankless water heater, newer electrical panel, newer A/C and ductwork, new interior and exterior doors, upgraded lighting, fresh texture, and new blown-in insulation. The oversized one-car garage includes laundry hookups and additional storage space. Outside, enjoy new sod, fresh landscaping, and a brand-new PVC privacy fence. Best of all, this property has never flooded and is not located in a flood zone. A recent survey is available and attached to the MLS. Buyer seeking additional parking or improved traffic flow may appreciate the potential for a future circular driveway, subject to municipal approval. Seller is currently awaiting final confirmation from the City. Conveniently located near shopping, dining, Downtown Dunedin, Clearwater Beach, public transportation, and major commuter routes. Move-in ready and ready for its next owner—schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angie Haddon (727-439-3485)
1221 DREW ST #B3, CLEARWATER, FL 33755
$90,000201 Days on yellowkey MLS ID: TB8459988
REDUCED by $2,000 (2.2%) on 05/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 705 Built: 1966 Tax: $1,267 (2025)Community: Drew Ridge Apts Co-OpCondo
Taxes:$1,267
Remarks: Turnkey, worry-free living in a desirable Clearwater 55+ community. This well-maintained Unit is currently rented for $1,300/month to a strong, reliable tenant, making it an excellent income opportunity or future personal residence. The condo has been tastefully updated and very well cared for, offering a clean, comfortable feel that stands out. No known issues, no deferred maintenance, and no special assessments—a truly low-stress ownership option. Ideally located close to shopping, dining, medical facilities, and major roadways, with everything you need just minutes away. Priced to sell and perfect for buyers seeking convenience, stability, and long-term value in a well-established 55+ community.
Listing is courtesy of: MCBRIDE KELLY & ASSOCIATES (813-254-0900)
Listing Agent: Brain Albores Hernandez (727-365-6263)
2075 N KEENE RD, CLEARWATER, FL 33755
$469,000152 Days on yellowkey MLS ID: TB8477685
REDUCED by $20,999 (4.3%) on 06/17/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1788 Built: 1964 Tax: $7,875 (2025)Community: Montclair Lake EstatesSpa: NoSingle Family
Taxes:$7,875
Remarks: SELLER MOTIVATED!!! Life is Better at Lake Montclair. Beautifully remodeled Florida Lakefront home featuring 4 bedrooms and 2 bathrooms, 1.5 car garage, huge pool with large enclosure and PVC fenced yard. Separate family and living rooms are perfect for entertaining and the formal dining room is a must see. Spacious bedrooms full of light with mirrored closet doors. Enjoy 2 sliding doors that open up to the oversized enclosed pool area that gives wonderful views of the Lake. This home is conveniently located just minutes from downtown Dunedin and is in Dunedin School zones. A portion of this mortgage is assumable
Listing is courtesy of: BUFFINGTON PROP MGMT INC (727-518-8700)
Listing Agent: Krista Kosier (727-798-0972)
1004 N BETTY LN, CLEARWATER, FL 33755
$409,900152 Days on yellowkey MLS ID: TB8477676
REDUCED by $10,100 (2.4%) on 05/29/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1550 Built: 1974 Tax: $7,098 (2025)Community: Fair Burn AddSingle Family
Taxes:$7,098
Remarks: Beautiful 4-bedroom, 3-bathroom single-family home located in desirable Clearwater, FL. This well-maintained home offers approximately 1,550 square feet of comfortable living space that has been completely remodeled. Open concept floorplan with large kitchen, Granite countertops, stainless steel appliances, new flooring and beautiful fireplace. This home is a MUST SEE, with 4 bedrooms and 3 baths can accommodate comfortably. Split floor plan with 2 master bedrooms, fully updated baths, free standing bathtub, dual sinks and walk in shower. Situated next to a golf course, the home provides a quiet, relaxing setting while still being close to shopping, dining, beaches, and major roadways. Spacious bedrooms, multiple bathrooms, and an open layout make it ideal for families or seasonal residents looking to enjoy Florida living. Schedule your appointment today.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Ervis Muso (727-688-8814)
1507 TALISKER DR, CLEARWATER, FL 33755
$274,999103 Days on yellowkey MLS ID: TB8494862
REDUCED by $5,801 (2.1%) on 05/14/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1416 Built: 2008Monthly Fee: $240 Tax: $5,184 (2025)Community: Highland GlenTownhouse
Taxes:$5,184
Remarks: CLEARWATER DIAMOND IN THE ROUGH! PRICE IMPROVEMENT!! MOTIVATED SELLER!! Solid Block Construction in Prime Clearwater Location! Welcome to 1507 Talisker Dr. This spacious 3-bedroom, 2.5-bath, 1-car garage townhouse is located in the desirable Highland Glen community. Built in 2008 with durable block construction, this home offers 1,416 sqft of living space and a functional layout ready for your personal touch. The roof was replaced in March of 2024, providing peace of mind for years to come. While it does need some cosmetic updates, the home features strong bones, solid structure, and great potential! Enjoy unbeatable convenience with close proximity to some of Pinellas County’s most desirable destinations. You are approximately 1.5 miles from Downtown Dunedin, Edgewater Dr, and the Intercoastal. 3 miles from US 19, major shopping and dining. 3 Miles from Downtown Clearwater, 5 miles from the world-famous Clearwater Beach, and 18 miles from Tampa International Airport. Whether you're heading to the beach, enjoying Dunedin’s vibrant dining scene, or commuting across the Tampa Bay area, this location puts you right in the middle of it all. With major systems already addressed and just cosmetic updates needed, this is your chance to own a well-built home in a high-demand area at a great value! Don't wait to schedule your showing today!
Listing is courtesy of: THE SHOP REAL ESTATE CO. (727-593-7777)
Listing Agent: Jessica Martin (901-240-9790)
500 N OSCEOLA AVE #406, CLEARWATER, FL 33755
$524,000130 Days on yellowkey MLS ID: TB8479503
REDUCED by $25,000 (4.6%) on 06/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1974Monthly Fee: $1,280 Tax: $7,849 (2025)Community: Harbor Bluffs Waterfront CondoCondo
Taxes:$7,849
Remarks: Rare 2 Bedroom 2 Bath Open Waterfront View at Harbor Bluffs Waterfront in downtown Clearwater. The balcony overlooks St. Joseph's Sound Intercoastal Waterway from the entire length of this spacious 4th floor unit from every room with floor to ceiling windows in both bedrooms and living room. Enjoy waterfront breezes while entertaining or watching wildlife, boaters and gorgeous sunsets. Harbor Bluffs is a gated waterfront condo building with 2 elevators, an interior courtyard, fitness center, pool, dock and clubhouse, all overlooking the Intercoastal. One designated storage room on the 1st floor also conveys as well as one covered parking space. There is also guest parking. Kitchen is well equipped with an electric Kenmore Elite range that offers 2 ovens for baking, as well as a convection setting. Privacy is at a premium with a split bedroom floor plan and 2 separate entrances to the unit. Primary bedroom boasts dual closets and an ensuite bathroom with a walk-in shower. This property is located near vibrant downtown, home to Ruth Eckerd’s Capital Theater and Coachman’s Park Sound Venue, both with worldwide top performers. Listen to entertainers perform from the Sound Venue FROM THE COMFORT AND PRICACY OF YOUR BALCONY! Downtown has many popular delectable restaurants, as well as fabulous shopping, the Clearwater library, several banks, Clearwater Court House, Clearwater downtown Marina, Seminole boat ramp and Clearwater Playhouse. All within a short walking distance from Harbor Bluffs Condominium. Famous Clearwater beach is just over the Clearwater Memorial Causeway, as well as the Clearwater Aquarium, home to Winter and also the popular Island Way Grill Restaurant. Enjoy walks on the beach, sunsets, entertainment and other famous restaurants on Clearwater beach. Only a short drive to Dunedin, Tarpon Springs, Tampa and St. Petersburgh. Experience a tranquil lifestyle at Harbor Bluff with excitement around every corner. New electrical panel 2023, HVAC 2023. LG Thin Q front loading washer and dryer convey with purchase.
Listing is courtesy of: FLORIDA PREMIERE REALTY (727-437-0261)
Listing Agent: Anna Stamas (727-492-0019)
200 N BETTY LN #1C, CLEARWATER, FL 33755
$99,900123 Days on yellowkey MLS ID: A4686445
REDUCED by $25,100 (20.1%) on 06/16/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 875 Built: 1955Monthly Fee: $497 Tax: $1,347 (2025)Community: Betty Drew Apts Co-OpCondo
Taxes:$1,347
Remarks: **MAJOR PRICE IMPROVEMENT - JUNE 2026** Welcome to Unit 1-C at 200 N Betty Lane! This 55+ cooperative community offers an inviting opportunity to enjoy relaxed, low-maintenance living in the heart of Clearwater. This charming unit comes completely TURNKEY FURNISHED and features a comfortable and efficient layout that makes the most of its space. The bright interior creates a warm and welcoming atmosphere, while the functional floor plan provides comfort and flexibility. Whether you're looking for a full-time residence, an investment property, or a seasonal retreat, this condo offers a wonderful place to call home! This 1-bedroom, 1-bath unit features low maintenance TERRAZO flooring, stainless steel appliances, and the convenience of GROUND FLOOR living - Just steps away from your assigned COVERED parking space, assigned private storage area, and the ground level laundry room! The location is another standout feature. Walk to the beautiful Clearwater Country Club or take a short 10-minute drive to the world-famous Clearwater Beach, celebrated for its powder-soft sand, beautiful Gulf waters, and spectacular sunset views. Whether you enjoy morning beach walks, waterfront dining, or simply soaking up the Florida sunshine, the coast is always within easy reach. Nearby Coachman Park has recently been beautifully redeveloped and serves as a gathering place for concerts, festivals, and waterfront recreation throughout the year. Residents can also explore local attractions such as the Clearwater Marine Aquarium, a beloved destination known for marine life rescue and education. Everyday conveniences are close at hand as well, with shopping, grocery stores, medical services, and dining options located just minutes from the community. The central Pinellas County location also allows easy travel throughout the Tampa Bay area, with convenient access to both St. Petersburg and Tampa for additional cultural attractions, sporting events, and airport access. Unit 1-C at 200 N Betty Lane offers the perfect blend of comfort, community, and location—making it an excellent opportunity to enjoy the relaxed lifestyle that makes Clearwater such a sought-after place to live.
Listing is courtesy of: NETWORK REAL ESTATE GROUP (941-803-0344)
Listing Agent: Shawn Peacher (703-405-2615)
1735 UNION ST, CLEARWATER, FL 33755
$420,000125 Days on yellowkey MLS ID: TB8477663
0 Days Off yellowkey (back on 6/14/2026)
REDUCED by $15,000 (3.4%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2252 Built: 1974 Tax: $2,112 (2025)Community: Windsor Park 3Rd AddSingle Family
Taxes:$2,112
Remarks: Under contract-accepting backup offers. Virtually Staged. Significant Price Improvement! Welcome to a home where generous space meets endless possibilities. This 3-bedroom, 2-bath home with over 2,250 square feet and multiple living areas designed for comfortable Florida living. A private gated courtyard entry welcomes you and leads to the main front doors, creating an inviting first impression. Inside, the kitchen and dining area flow into an open-concept layout, while the great room offers a tremendous living space that can easily accommodate both a large living area and, if desired, a formal dining room. The Florida room is the perfect place to relax with a book or enjoy peaceful views year-round. Just beyond the Florida room is a large bonus room that provides fantastic flex space—ideal for a home office, hobby room, fitness area, or additional entertaining space. Bring your imagination and make it your own. A newer spa is included in the sale of the home. Centrally located on the Clearwater/Dunedin city line and close to the beautiful Gulf beaches. Just minutes from the charming downtown Dunedin district, where a walkable Main Street offers unique shops, outside markets, restaurants, breweries, and boutiques.
Listing is courtesy of: BILTMORE GROUP INC (727-559-2008)
Listing Agent: Donna Kelly (727-742-8482)
1860 N FORT HARRISON AVE #402, CLEARWATER, FL 33755
$975,000368 Days on yellowkey MLS ID: TB8405599
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $24,000 (2.4%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2512 Built: 2005 Tax: $4,308 (2024)Community: Villa Del Mar Of Clearwater CondoCondo
Taxes:$4,308
Tax Year: 2024
Remarks: Under contract-accepting backup offers. 3 BEDROOMS ~ 2.5 BATHS ~ very rare LARGE 2 CAR GARAGE plus a BOAT SLIP! Welcome to Villa del Mar, where elegance meets coastal serenity in one of Clearwater’s most refined waterfront enclaves. Perched gracefully on the top floor of an intimate 24-residence building, with over 2,500 sq ft, this home is the epitome of waterfront living. A private, deeded boat slip conveys with the residence, offering effortless access to the open water for sunset cruises and weekend adventures. From your private elevator foyer, enter through the custom stained-glass doors into a residence where every inch has been curated with elevated taste and craftsmanship. Rich travertine flooring seamlessly connects expansive living and dining spaces to a grand waterfront terrace perfect for both vibrant entertaining and tranquil reflection. Designed with the connoisseur in mind, this home features a gourmet kitchen with a raised ceiling and fan, oversized granite countertops, built-in cabinetry, and top-of-the-line appliances. Custom China cabinet and pantry roll-out drawers offer both luxury and practicality. The living room, wrapped in glass, features remote-controlled blinds that frame the breathtaking vistas beyond. The primary suite is a retreat unto itself, offering a spacious layout, raised ceilings with a fan, custom cabinetry, and a spa-style bath complete with a built-in glass tile shower and roll-out drawers throughout. Two additional bedrooms include elegant touches—one with a built-in oak desk and pull-down bed. Luxury continues throughout with remote-controlled see-through hurricane screens on the balcony engineered to withstand Category 5 storms. Plus inside remote-controlled blinds. This condo also offers a 2-Car Garage with upgraded emergency power control, ideal for storm readiness. All this, just moments from the vibrant culture of Downtown Dunedin, Clearwater Sound, the beaches of Honeymoon Island, and a lifestyle that blends upscale tranquility with easy coastal access. This is more than a home, it’s a celebration of waterfront luxury, artistry, and timeless design. Condo reserves are fully funded, and all reports are readily available for buyer confidence. This perfect condo is just waiting for you.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kelly Castellano (727-458-6267)
1880 N WASHINGTON AVE, CLEARWATER, FL 33755
$989,000298 Days on yellowkey MLS ID: TB8430292
REDUCED by $10,000 (1.0%) on 05/19/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2335 Built: 1926 Tax: $8,715 (2024)Community: Sunset RidgeSpa: YesSingle Family
Taxes:$8,715
Remarks: Experience the best of coastal living with this versatile, income-generating property, nestled within a serene tropical landscape. Ideal for investors, multi-generational living, or those seeking a live/work retreat, this rare gem features multiple residences, lush outdoor spaces, and direct access to the Pinellas Trail. Steps from the Dunedin border! The grounds feel like your own private resort, surrounded by mature shade oaks, swaying palms, and even your own mango tree. Brick walkways wind through cozy nooks and open gathering areas, perfect for enjoying Florida’s outdoor lifestyle. Designed with Spanish-inspired architecture, the main residence greets you with a circular brick driveway, clay tile roof accents, and a welcoming porch with Spanish tile flooring. Step inside through wood-framed French doors to a charming living room featuring hardwood floors and a classic fireplace. The adjacent dining room is flooded with natural light from a picture window overlooking a lush garden, while the fully renovated kitchen is both stylish and functional, boasting granite countertops, white shaker-style soft-close cabinetry, hammered copper dishwasher (2024), Induction range (2025) and a "smart" refrigerator (2025). A laundry/storage room includes a stacked washer/dryer, utility sink, and shelving. A leaded glass door leads you to the rear patio and garden, where a private hot tub awaits. The primary bedroom offers newer luxury vinyl flooring and a private sunroom perfect for a home office, yoga space, or quiet reading nook with direct yard access. The second bedroom connects to an updated bath with basket-weave stone tile flooring and a modern walk-in shower. Accessible from both inside the home and via a wide outdoor staircase, this bright and spacious second-floor suite is perfect as a primary ensuite, guest quarters, or rental unit. Features include an oversized private deck, kitchenette with butcher block counters, soft-close cabinetry, and stainless sink, Murphy Bed for flexible living and a full bath with tiled tub/shower combo. Across from the main house, a charming standalone cottage offers a bright, open living area with large sliding windows, tile countertops, ample kitchen storage, and space for dining/game area. There is also a private bedroom with walk-in closet and a full bath and private rear patio… perfect for guests, short-term rentals, or extended family stays. Features & Upgrades include high-efficiency mini-split HVAC systems in all residences, newer sewer lines and main water supply lines to both main house and cottage, a gas water heater (2019), Tesla charging station, and one-car garage with newer garage door. NO HOA. FLOOD ZONE X. This unmatched location is situated directly on the Pinellas Trail, enjoy 47 miles of scenic biking and walking from your backyard. Ride north to Downtown Dunedin’s shops, microbreweries, and farmers markets, or head south to historic Clearwater and world-famous Clearwater Beach. Just a block away, launch your kayak to explore uninhabited coastal islands or drop your boat in at the Seminole Boat Ramp. You're also minutes from award-winning beaches, premier golf courses, top-rated hospitals, airports, restaurants, retail, and live music venues. This is more than a home — it’s a lifestyle. Whether you're looking for a profitable investment, a multi-unit family property, or a peaceful tropical retreat, this Clearwater oasis has it all.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Linda Caruso (727-410-7501)
628 CLEVELAND ST #904, CLEARWATER, FL 33755
$499,95095 Days on yellowkey MLS ID: TB8498334
REDUCED by $25,050 (4.8%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1636 Built: 2008 Tax: $7,667 (2025)Community: Station Square CondoCondo
Taxes:$7,667
Middle School: Oak Grove Middle-PN
Remarks: Welcome to 628 Cleveland Street, Unit 904 an impeccably maintained residence perched high above the heart of Downtown Clearwater. From the moment you step inside, you’ll immediately feel the exceptional care and pride of ownership that make this home truly stand apart. Light-filled and inviting, the open layout offers an effortless flow for both relaxing and entertaining, while expansive windows frame beautiful natural light along with a subtle glimpse of the water in the distance. Fresh, refined, and move-in ready, this residence offers the perfect canvas for a buyer seeking a downtown lifestyle. Every space has been thoughtfully maintained, creating a sense of comfort, cleanliness, and understated elegance throughout. Rarely do you find a home this immaculate and ready for immediate enjoyment. Adding to its appeal are TWO assigned indoor garage parking spaces an incredible convenience and rarity for downtown living. Located in the center of exciting Downtown Clearwater, residents are surrounded by a city experiencing remarkable transformation and growth. Enjoy being moments from waterfront parks, the revitalized Cleveland Street District, concerts and events at The Sound at Coachman Park, boutique dining, cafés, entertainment, and the beautiful Clearwater waterfront. With easy access to Clearwater Beach, marinas, the Pinellas Trail, and vibrant community events year-round, this location offers the perfect blend of energy, walkability, and coastal lifestyle. Whether you are searching for a full-time residence, seasonal retreat, or lock-and-leave lifestyle, Unit 904 offers elevated downtown living in one of Clearwater’s most exciting and evolving locations.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
1020 SUNSET POINT RD #111, CLEARWATER, FL 33755
$1,225,00063 Days on yellowkey MLS ID: TB8509493
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1409 Built: 2023Monthly Fee: $1,405 Tax: $14,820 (2025)Community: Serena By The Sea CondoCondo
Taxes:$14,820
Remarks: An exceptional opportunity in one of Clearwater’s most sought-after luxury waterfront communities, this beautifully designed 2-bedroom, 2-bath residence at Serena by the Sea is competitively priced below comparable units, offering incredible value for buyers seeking luxury, location, and lifestyle. Experience luxury waterfront living with breathtaking water views in a home designed with a spacious open floor plan filled with natural light, seamlessly blending indoor and outdoor living. The gorgeous chef-inspired kitchen features a stunning 10-foot waterfall Quartz island, premium Gaggenau gas stove, built-in oven, paneled refrigerator, and custom-designed Italian cabinetry, creating the perfect space for entertaining family and friends. Floor-to-ceiling windows showcase beautiful bay views, creating a peaceful coastal backdrop throughout the main living areas. The thoughtfully designed split-bedroom layout offers both comfort and privacy, while high-end finishes, hardwood flooring in the bedrooms, abundant closet space, and modern luxury design add to the home’s upscale appeal. Enjoy the private terrace stretching from the primary bedroom to the second bedroom, offering the perfect place to relax and take in the coastal surroundings. The condominium is elevated approximately 10 feet above ground level and also includes an assigned covered corner parking space along with a temperature-controlled storage unit. Residents enjoy exceptional resort-style amenities including 24/7 concierge service, a heated waterfront saltwater pool overlooking Clearwater Bay, private cabanas, an outdoor grilling area with TVs and seating, elegant fire pit lounges, a luxurious wellness spa with sauna and cold plunge, a state-of-the-art fitness center, stylish clubhouse and social spaces, and secure gated access for peace of mind. Serena by the Sea is a gated boutique luxury condominium community ideally located just minutes from Clearwater Beach and the shops and restaurants of Dunedin, with convenient access to St. Petersburg, Tampa, and Tampa International Airport. Enjoy being just a short distance from the Pinellas Trail, perfect for biking, walking, and enjoying the Florida lifestyle.
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Betty Rohe (301-366-3208)
411 PLEASANT ST, CLEARWATER, FL 33755
$875,00040 Days on yellowkey MLS ID: W7886599
0 Days Off yellowkey (back on 6/12/2026)
Bed: 25 Bath: 0.0 Liv Area Sq Ft: 3134 Built: 1951 Tax: $5,213 (2025)Community: North Shore ParkApartment
Taxes:$5,213
Remarks: Under contract-accepting backup offers. Looking for a great rental complex with 5 units and solid rental income which could increase substantially depending on what the new owner prefers in rental options??? Welcome to 409 and 411 Pleasant Street (sold together), this exceptional investor’s rental gem is a rare opportunity to own a high-performing quadplex literally steps from the ocean. The property features five separate apartments, including three 1-bedroom/1-bath units, one 2-bedroom/1-bath unit, and one efficiency apartment, offering a diverse rental mix ideal for maximizing occupancy and income potential. Tenants and guests can enjoy a relaxing community pool, while the property’s prime location places it only 5-10 minutes from world-famous Clearwater Beach and close to major shopping, dining, entertainment, and popular tourist attractions. With a current annual rental income from long term tenants of approximately $72,000, this income-producing property presents an outstanding opportunity for investors seeking strong cash flow in one of Florida’s most desirable coastal markets.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Michael Constantine (727-415-0922)
$875,00059 Days on yellowkey MLS ID: W7885997
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3134 Built: 1951 Tax: $5,213 (2025)Community: North Shore ParkCondo
Remarks: Under contract-accepting backup offers. Looking for a great rental complex with 5 units and solid rental income??? Welcome to 409 and 411 Pleasant Street (sold together), this exceptional investor’s rental gem is a rare opportunity to own a high-performing quadplex literally steps from the ocean. The property features five separate apartments, including three 1-bedroom/1-bath units, one 2-bedroom/1-bath unit, and one efficiency apartment, offering a diverse rental mix ideal for maximizing occupancy and income potential. Tenants and guests can enjoy a relaxing community pool, while the property’s prime location places it only 5-10 minutes from world-famous Clearwater Beach and close to major shopping, dining, entertainment, and popular tourist attractions. With a current annual rental income from long term tenants of approximately $72,000, this income-producing property presents an outstanding opportunity for investors seeking strong cash flow in one of Florida’s most desirable coastal markets.
1221 DREW ST #D9, CLEARWATER, FL 33755
$89,00039 Days on yellowkey MLS ID: TB8515579
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 675 Built: 1967Monthly Fee: $439 Tax: $82 (2025)Community: Drew Ridge Apts Co-OpSpa: NoCondo
Taxes:$82
Remarks: Enjoy easy Florida living in this charming 2nd-floor condo located within a quiet 55+ Clearwater community. Situated outside of a flood zone, this residence offers peace of mind and a convenient location close to beaches, healthcare, shopping, and transportation. Inside, you'll find a bright interior featuring updated flooring, neutral finishes, and a newer air conditioning system. The spacious primary bedroom offers excellent closet space, including a large walk-in closet and updated impact-rated windows. Whether you're looking for a year-round residence or a seasonal escape, this move-in-ready condo presents an excellent opportunity to enjoy comfort, convenience, and value in a desirable Clearwater location.
Listing is courtesy of: CAPSTONE REALTY & ASSOCIATES (727-301-7855)
Listing Agent: Julianne Williams (213-718-4316)
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