Location: Clearwater
Do Not Show Listings
2452 ENTERPRISE RD #29, CLEARWATER, FL 33763
$124,900168 Days on yellowkey MLS ID: G5106233
REDUCED by $5,000 (3.8%) on 06/15/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1984 Tax: $1,933 (2024)Community: Villas At Countryside TheCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,933
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Beautiful 1-Bedroom Condo in The Villas at Countryside – Prime Clearwater Location! Welcome home to this charming 1-bedroom, 1-bath condo located in the desirable Villas at Countryside community in Clearwater, Florida. This move-in-ready home offers comfort, convenience, and a fantastic location just minutes from world-famous beaches, shopping, dining, and entertainment. Step inside to find a bright, open living space with plenty of natural light and neutral finishes throughout. The kitchen comes fully equipped with a range, refrigerator, microwave. Plus a convenient in-unit washer and dryer. Enjoy the Florida lifestyle year-round in your spacious 7x15 glass-enclosed rear patio, perfect for morning coffee, and relaxing. (Note: this additional living area is not included in the recorded square footage—giving you even more space to spread out and enjoy!) The Villas at Countryside offers residents peaceful, well-maintained surroundings with amenities that may include a community pool, clubhouse, and beautifully landscaped grounds. This condo is ideal as a primary residence, vacation retreat, or investment property—close to Countryside Mall, Dunedin, Safety Harbor, and just a short drive to Clearwater Beach. Don’t miss your opportunity to own an affordable slice of paradise in one of Clearwater’s most convenient and sought-after communities!
Listing is courtesy of: SALTY PAWS PROPERTIES, LLC (407-694-8163)
Listing Agent: James Colston Jr (727-470-8238)
2623 SEVILLE BLVD #301, CLEARWATER, FL 33764
$215,000146 Days on yellowkey MLS ID: TB8469975
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1969Monthly Fee: $715 Tax: $3,830 (2025)Community: Seville Condo 1Condo
Taxes:$3,830
Tax Year: 2025
Remarks: Virtually Staged. Back on market, buyers got cold feet. Welcome Home to refined Florida living in this beautifully updated 3-bedroom, 2-bath condominium, ideally located in the heart of Clearwater. Designed with both style and comfort in mind, this residence offers a seamless blend of modern upgrades and timeless elegance, appealing to buyers of all ages. Step inside to discover a soft, neutral color palette complemented by freshly updated paint, stylish flooring, and thoughtfully renovated bathrooms, creating a light, cohesive aesthetic that feels both luxurious and inviting. The spacious layout is enhanced by abundant natural light and two private balconies, perfect for morning coffee, evening relaxation, or simply enjoying the gentle Florida breeze. The well-appointed living spaces flow effortlessly, making the home ideal for everyday living as well as entertaining. Each bedroom is generously sized, offering flexibility for guests, a home office, or multigenerational living. Enjoy a resort-style lifestyle with community amenities that include a sparkling pool and fitness center, all set within a beautifully maintained environment. Centrally located, this prime address places you just minutes from shopping, dining, and entertainment, while being only 20 minutes from Clearwater’s world-renowned beaches and 20 minutes to Tampa International Airport—the perfect balance of convenience and coastal living. Whether you’re seeking a full-time residence, a seasonal retreat, or a low-maintenance luxury lifestyle, this condo delivers elegance, comfort, and location in one exceptional package.
Listing is courtesy of: BRAINARD REALTY (813-922-2891)
Listing Agent: Corinn Pope (828-231-2323)
1532 ORANGE ST, CLEARWATER, FL 33756
$509,00068 Days on yellowkey MLS ID: TB8498708
REDUCED by $10,000 (1.9%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1780 Built: 1956 Tax: $7,919 (2025)Community: Highland Lake Sub 3Rd AddSingle Family
Taxes:$7,919
Remarks: Welcome to 1532 Orange Street — a rare opportunity to own a proven, successful vacation rental in one of Clearwater’s most strategic locations. Situated in UNINCORPORATED PINELLAS COUNTY, this home is legally permitted for nightly short-term rentals, a significant advantage that most properties in the surrounding municipalities simply cannot offer. Whether you’re an investor looking for immediate cash flow or a family searching for your next forever home, this property delivers on both fronts. Step outside to your private pool and sun-soaked backyard — the perfect centerpiece for Florida living and five-star guest reviews alike. The layout offers comfortable living spaces, natural light throughout, and plenty of room to entertain, relax, and unwind. There is meaningful upside here too: the home has tremendous potential for further customization, upgrades, or expansion to drive even stronger rental performance and long-term appreciation. Location is everything, and this one checks every box. You are just 15 minutes from the world-famous Gulf Coast beaches — Clearwater Beach, Indian Rocks, and Belleair — while staying tucked away from the congestion and restrictions of the beach barrier islands. Minutes to downtown Clearwater, shopping, dining, Tampa International Airport, and Pinellas County’s best attractions. Guests love the convenience; residents love the lifestyle. Buy it as a turnkey investment and step into an established income stream with an existing Airbnb presence and proven booking history, or move in and enjoy a spacious Florida home with a pool, a great neighborhood, and the flexibility to rent nightly whenever you’d like. Properties that combine legal short-term rental status, a private pool, this proximity to the beach, and real upside potential don’t come to market often — don’t miss this one. Comes with a professional vacation rental manager and future bookings and revenue already in place!
Listing is courtesy of: EMPEROR REALTY LLC (630-854-1234)
Listing Agent: Mark Malevskis (813-616-0123)
1720 PENNY LN, CLEARWATER, FL 33756
$629,00055 Days on yellowkey MLS ID: TB8503138
REDUCED by $10,000 (1.6%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1753 Built: 1961 Tax: $7,750 (2025)Community: Emerald Hill EstatesSingle Family
Taxes:$7,750
Remarks: Turnkey Clearwater pool home currently operating as a successful Airbnb in unincorporated Pinellas County, where short-term rentals are permitted subject to county requirements. This income-producing retreat can be sold fully furnished with current professional management in place, existing decor, housewares, and future bookings, offering a seamless transition for the next owner. The home features a flexible split floor plan, 3 full baths, open living spaces, full kitchen, laundry, fast Wi-Fi, and a private screened pool designed for easy Florida living. Guests love the quiet neighborhood, smooth check-in, pool, cleanliness, and convenient location near Clearwater Beach, Sand Key, Pier 60, Coachman Park, the Pinellas Trail, dining, shopping, Tampa, St. Pete, and area airports. Oversized corner lot with fenced outdoor space and patio areas. Located in Flood Zone X, meaning no special flood hazard zone based on prior listing data. Ideal as a primary residence, vacation home, or ready-to-go short-term rental investment. Buyer to verify zoning, STR requirements, bookings, furnishings, room dimensions, and flood information. Comes with a professional vacation rental manager and future bookings and revenue already in place!
1735 UNION ST, CLEARWATER, FL 33755
$420,00098 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)
2027 E VALENCIA WAY E, CLEARWATER, FL 33764
$398,00069 Days on yellowkey MLS ID: TB8490914
REDUCED by $1,000 (0.3%) on 06/12/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1522 Built: 1959 Tax: $4,443 (2025)Community: Sirmons Orange Blossom HeightsSpa: NoSingle Family
Taxes:$4,443
Elementary School: Belcher Elementary-PN
High School: Largo High-PN
Middle School: Largo Middle-PN
Remarks: Enjoy lower utility costs and smarter living with energy-efficient solar panels in this beautifully updated home! Situated in Flood Zone D, flood insurance is currently not required, offering added flexibility and peace of mind. Welcome to this charming 4-bedroom, 2-bathroom residence featuring 1,522 heated square feet of thoughtfully updated living space. Built in 1959, this home seamlessly blends timeless character with modern enhancements designed for comfortable Florida living. Step inside to discover a freshly painted interior and a functional layout ideal for both everyday living and entertaining. The updated kitchen (2024) showcases modern finishes, ample cabinetry, and an inviting space to gather. Additional upgrades include new flooring (2024) and a beautifully remodeled primary bathroom, adding both style and convenience. Major improvements provide peace of mind, including a roof (2020), HVAC system (2021), and new windows and doors (2023). The addition of solar panels further enhances the home's energy efficiency, delivering long-term savings and exceptional value. Situated on an oversized lot, this property offers endless possibilities to create your own private Florida retreat—whether you envision a sparkling pool, outdoor kitchen, lush landscaping, or expanded entertaining space. Enjoy year-round relaxation in the spacious screened porch, perfect for taking in Florida's beautiful weather, while the large garage provides ample storage and functionality. Conveniently located near Gulf beaches, shopping, dining, and everyday amenities, this move-in-ready home offers the perfect combination of comfort, modern updates, energy efficiency, and opportunity.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sheri Boesch (727-776-3422)
605 BELLEVIEW BLVD, CLEARWATER, FL 33756
$350,0009 Days on yellowkey MLS ID: TB8508992
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1772 Built: 1924 Tax: $4,274 (2025)Community: Belleair HighlandsSingle Family
Taxes:$4,274
Elementary School: Belleair Elementary-PN
Remarks: Rare investment opportunity in a highly desirable Clearwater location! Situated on an oversized double corner lot spanning over a quarter acre, this property offers exceptional potential for investors, builders, and renovation enthusiasts. The property features a 3-bedroom, 2-bath main residence with 1,292 square feet of living space, a detached 480-square-foot guest house/ADU, and a private in-ground pool—all ready for restoration and customization. This is a complete rehab project being sold for cash buyers only. The expansive lot, detached guest house, and pool create endless possibilities for a profitable renovation, income-producing property, multigenerational living arrangement, or future redevelopment opportunity. An added bonus is that the property is located in a non-flood zone, providing peace of mind and eliminating the need for flood insurance. Conveniently located just minutes from Belleair Country Club, Clearwater Beach, shopping, dining, parks, and major roadways, this property combines location, land, and potential in one unique package. Opportunities like this with a double lot, detached ADU, pool, and no flood zone designation are increasingly hard to find. Bring your vision and unlock the tremendous value this property has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Stefania Salazar (727-222-9012)
2366 PEMBROOK DR, CLEARWATER, FL 33764
$575,000221 Days on yellowkey MLS ID: TB8447488
REDUCED by $20,000 (3.4%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1922 Built: 1979 Tax: $4,602 (2024)Community: Gulf Breeze EstatesSpa: NoSingle Family
Taxes:$4,602
Remarks: New price! If you’ve been searching for an open floor plan with your own private pool, this is the one. The home features gorgeous tile flooring throughout and a brand-new kitchen complete with stylish green cabinetry, a modern backsplash, and an oversized pantry. You’ll also enjoy the convenience of an inside laundry room along with designer interior doors and upgraded hardware. In the Primary en-suite there is a walk-in shower and a Broan exhaust fan with a heater. Every detail in this home was well thought out for functionality and decoration. Step outside to a spacious yard showcasing a stunning pool with a tranquil water feature—perfect for relaxation or entertaining. Feel free to cozy up in the large screened in porch and read your favorite book. There’s also a brand-new shed offering plenty of room for yard tools and extra storage. An oversized two-car garage provides even more space for vehicles, hobbies, or additional storage. This home truly has it all—style, comfort, and functionality in an ideal location. This home is located in an established neighborhood where owners tend to stay long-term. Many homeowners are renovating their properties, while others are tearing down older homes to build new custom residences. water heater Nov 2025, HVAC Jan 2026, windows/siding and soffit 2012. This home is being sold as-is for seller convenience. Easy drive to famous Clearwater Beach, restaurants, and shopping. The neighborhood has a small water access that you can put paddleboards, kayaks, or even a jet ski in the water for use.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Carmell Fitch (217-242-2741)
3276 FOX HILL DR, CLEARWATER, FL 33761
$610,00012 Days on yellowkey MLS ID: TB8518228
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1716 Built: 1979 Tax: $6,304 (2025)Community: Countryside Tr 8 Unit TwoSingle Family
Taxes:$6,304
Elementary School: Curlew Creek Elementary-PN
High School: Countryside High-PN
Middle School: Safety Harbor Middle-PN
Remarks: Prepare to be impressed by this beautifully updated pool home in Clearwater's highly desirable Countryside area, just steps from the Pinellas Trail! Offering 3 bedrooms, 3 full bathrooms, 1,716 square feet of living space, and situated on an oversized .27-acre lot, this home combines modern upgrades, exceptional outdoor living, and an unbeatable location. From the moment you arrive, you'll notice the outstanding curb appeal with fresh landscaping, a circular paver driveway, and a welcoming exterior freshly painted inside and out. Inside, the open-concept floor plan is designed for both everyday living and entertaining, featuring luxury vinyl plank flooring throughout, a cozy wood-burning fireplace, granite countertops, soft-close cabinetry, and fully renovated bathrooms. Large pocket sliding glass doors open to a spacious screened lanai overlooking the resurfaced pool (2020) surrounded by attractive pavers, creating the perfect Florida retreat. The primary suite offers private lanai access through sliding doors, while the primary bath features direct access to the pool area for added convenience. Additional upgrades include hurricane-impact windows, updated plumbing and electrical, gutters, irrigation system, A/C (2020), water heater (2020), indoor laundry room with utility sink and abundant storage, and a generator hookup. The fully fenced backyard features new white vinyl fencing and plenty of room for RV parking, boat storage, or other recreational vehicles. Best of all, there is NO HOA and NO flood insurance required. All kitchen appliances, plus the washer and dryer, convey with the sale. Located near top-rated schools, including highly sought-after Curlew Creek Elementary, and just minutes from shopping, dining, parks, and Gulf beaches. Don't miss your opportunity to own what feels like a brand-new home in one of Clearwater's most sought-after locations.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Robert Johnson (813-364-2250)
1851 JUANITA CT, CLEARWATER, FL 33764
$975,00088 Days on yellowkey MLS ID: TB8490553
1 Days Off yellowkey (back on 6/11/2026)
REDUCED by $20,000 (2.0%) on 05/28/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2802 Built: 1990 Tax: $11,955 (2024)Community: Rosetree Oaks Unit IiSingle Family
Taxes:$11,955
Remarks: Under contract-accepting backup offers. STUNNING 4-BEDROOM, 3-BATH POOL HOME WITH PRIVATE HUGE BACKYARD OASIS ON A QUIET CUL-DE-SAC CLOSE TO THE AIRPORTS. HOME HAS NOT FLOODED. Welcome to 1851 Juanita Ct, a stunning and spacious two-story home tucked away on a quiet cul-de-sac in the heart of Clearwater. This beautifully updated 4-bedroom, 3-bath residence offers over 2,800 square feet of living space and is perfectly designed for comfort, style, and entertaining. Set on an oversized lot with no rear neighbors and surrounded by mature trees, the home provides rare privacy and a peaceful natural backdrop. Step inside to find soaring ceilings, wood-look flooring throughout, abundant natural light, and new windows that enhance both beauty and efficiency throughout the home. The open-concept layout features a formal living room and dining area with elegant lighting. The fully renovated kitchen is a true showpiece, equipped with soft-close shaker cabinetry, granite countertops, stainless steel appliances, double ovens, a designer backsplash, and a large center island. The sunny breakfast nook overlooks the expansive backyard and sparkling pool, creating the perfect setting for morning coffee or casual dining. The first floor also includes a full guest bedroom and bathroom, ideal for a home office or in-law suite, along with multiple living areas and a well-appointed laundry room with custom cabinetry. Upstairs, the luxurious primary suite impresses with vaulted ceilings, triple bay windows, a sitting area, and private French doors leading to a large covered balcony with serene views of the trees and water beyond. The primary bath offers a spa-like experience with a jetted tub, custom tile walk-in shower, and an expansive walk-in closet. Two additional upstairs bedrooms feature ample closet space, sliders, and access to the wraparound balcony. The thoughtful layout also includes a bonus flex room and an oversized three-car garage with additional storage. Outdoors, the fully fenced backyard is a private oasis with a generous pool deck, lush lawn, and direct views of the creek and peaceful wooded preserve. Combining exceptional value with unmatched character and functionality, this move-in-ready home is located just minutes from Clearwater Beach, downtown Dunedin, top-rated schools, shopping, and dining.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kristin Leon (727-501-6516)
1014 EWING PL, CLEARWATER, FL 33756
$475,000110 Days on yellowkey MLS ID: TB8481852
REDUCED by $24,000 (4.8%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1890 Built: 2006Monthly Fee: $569 Tax: $2,618 (2025)Community: Ewing PlaceTownhouse
Taxes:$2,618
High School: Clearwater High-PN
Remarks: **NICE PRICE ADJUSTMENT- MOTIVATED SELLER** Welcome to a RARELY AVAILABLE end-unit townhome nestled in the intimate 10 home Ewing Place community featuring a newly painted exterior. This stunning 3-bedroom, 2 full and 1 half bath residence is thoughtfully designed for comfort and versatility, making it ideal for multi-generational living or those who simply appreciate room to spread out. As an end unit, the home is bathed in natural light, enhanced by soaring volume ceilings that create an open, airy ambiance throughout. The expansive main living and family area serves as the heart of the home, anchored by a real wood-burning fireplace that adds warmth and character. The open layout flows seamlessly into a beautifully appointed kitchen featuring granite countertops, custom wood cabinetry, and abundant storage, blending functionality with timeless elegance. Retreat to the spacious primary suite, a private sanctuary offering generous closet space, full-laundry area and a luxuriously updated en-suite bath complete with a travertine walk-in shower, elegant flooring, and a spa-inspired soaking tub. Upstairs, you’ll find two additional bedrooms, a full bath, and a spacious secondary living area — perfect for guests, extended family, or a private office or media space. There is also an additional washer/dryer hook-up for convenience. Step outside to your private back porch surrounded by lush landscaping, creating a peaceful setting for morning coffee or evening relaxation. The oversized two-car garage provides ample space for vehicles, storage, and hobbies. Ideally located just minutes from world-renowned Clearwater Beach, convenient access to the vibrant 19-acre waterfront Coachman Park, featuring ferry service to the beach, scenic walkways, playgrounds, splash pads, and the BayCare Sound outdoor amphitheater. You won’t want to miss the natural beauty of Caladesi Island State Park, the Clearwater Marine Aquarium and the convenient access to the Pinellas Trail. This is more than a home — it’s a lifestyle opportunity in one of Clearwater’s most desirable coastal locations. Rarely does a property like this come to market.
Listing is courtesy of: NATIVE PROPERTIES INC (727-367-7602)
Listing Agent: Julie Schwind (727-692-2268)
2722 VIA TIVOLI #410A, CLEARWATER, FL 33764
$300,000157 Days on yellowkey MLS ID: TB8460092
REDUCED by $10,000 (3.2%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1443 Built: 2002 Tax: $4,443 (2024)Community: Grand Bellagio At Baywatch Condo TheCondo
Middle School: Oak Grove Middle-PN
Remarks: Beautifully updated 2-bedroom, 2-bath + den, first-floor condominium located in the highly sought-after Grand Bellagio at Baywatch, featuring Mediterranean-inspired architecture in a desirable corner-style placement. This condo includes one of the larger boat slips, B60, measuring 20ft wide and capable of accommodating a boat up to 50ft with convenient access to Old Tampa Bay. The living room's open layout is anchored by herringbone-pattern luxury vinyl plank flooring throughout, adding warmth and visual interest. Crisply painted walls, crown molding, with abundant natural light from multiple windows fitted with wood-look blinds create an airy, polished atmosphere. A modern fireplace with tiled surround and architectural niche provides a subtle focal point, enhancing the room without overwhelming the space. The open-concept design flows seamlessly into the dining and kitchen areas. The dining room is well-proportioned and inviting, defined by clean architectural lines, crown molding, with a chair rail that adds understated detail. Windows fill the space with natural light, the flooring continues for visual continuity. A statement pendant light centers the room, comfortably accommodating a full-size dining table with ample circulation space. A functional and welcoming kitchen, features a generous granite peninsula that serves as a natural gathering point with room for seating and prep space. Stainless steel appliances—including a gas range, built-in microwave, refrigerator, and dishwasher—are thoughtfully arranged for efficiency. A double-basin sink overlooks the living area, reinforcing the kitchen’s connection to the rest of the home. Tile flooring, track lighting, pendant fixtures, and a closet pantry complete a space designed for both practicality and flow. The primary bedroom features soft natural light, a modern statement light fixture, and sliding glass doors opening to the covered patio. The walk-in closet offers a wraparound layout with double hanging rods, multiple wire shelves, and generous floor-to-ceiling storage. The spa-inspired primary bath includes a granite-topped double vanity, crisp cabinetry, elegant lighting, a soaking tub, and a glass-enclosed walk-in shower w/natural stone tile, a built-in niche, and multi-function shower system. The second bedroom is bright and flexible, offering warm herringbone-patterned luxury vinyl flooring, neutral walls, and multiple windows with wood-look blinds—perfect for a guest room, nursery, or home office. The second bathroom is clean and thoughtfully updated with a granite vanity, under mount sink, clean, light finish cabinetry, dark matte faucet, framed mirror, contemporary lighting, and a tub/shower combination with classic tile surround. A sunlit den with crown molding and multiple windows creates a flexible, inviting space perfect for a home office, guest accommodations, or a cozy sitting room. The laundry room is neatly tucked away and features a full-size washer and dryer with upper cabinetry for organized storage. Neutral finishes keep the space functional and efficient without sacrificing valuable living space. Set along Old Tampa Bay, The Grand Bellagio offers a scenic two-mile walking and jogging trail perfect for sunrise strolls or sunset views. Community amenities include a 24-hour fitness center, playground, tennis courts, resident-use kayaks, a resort-style heated pool, a hot tub, and a 24-hour guard-gated entrance with on-site security, providing perfect lifestyle.
Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)
Listing Agent: Jodi Avery (727-238-9660)
1655 S HIGHLAND AVE #D138, CLEARWATER, FL 33756
$124,90062 Days on yellowkey MLS ID: TB8500338
REDUCED by $24,100 (16.2%) on 05/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1971 Tax: $240 (2025)Community: Penthouse GrovesCondo
Taxes:$240
Remarks: Welcome home! This ground floor 55+ condo in Penthouse Groves is now available! Condo features convenient reserved carport parking, spacious 1,270 sqft, 2 full bathrooms, ceramic tile throughout, washer/dryer inside and Florida room with storage closet. Primary bedroom has large walk-in closet. Rear sliding glass door leads to a small patio and a large community greenspace with oak trees and sidewalk. Community is well maintained featuring a pool, clubhouse and recreational activities. Close to shopping centers and Publix. Low condo fee. Non-flood zone. Schedule your private showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Connor Baird (727-709-0985)
1860 N FORT HARRISON AVE #402, CLEARWATER, FL 33755
$975,000341 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
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 Agent: Kelly Castellano (727-458-6267)
2347 DORA DR, CLEARWATER, FL 33765
$519,00017 Days on yellowkey MLS ID: TB8516317
3 Days Off yellowkey (back on 6/15/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1564 Built: 1959 Tax: $7,242 (2025)Community: Rolling HeightsSingle Family
Taxes:$7,242
Elementary School: Eisenhower Elementary-PN
Remarks: Under contract-accepting backup offers. Fully renovated 4-bedroom, 2-bathroom home with a 2-car garage on nearly one-third of an acre and no HOA. This move-in-ready property features an open-concept floor plan, wood-look tile flooring throughout, and a beautifully updated kitchen with quartz countertops, a center island, stainless steel appliances, and a suspended range hood. Major improvements completed in 2023 include a new Roof, double-pane Windows, HVAC system and ductwork, electrical Panel, Plumbing, Water heater, impact Garage door and opener, Driveway, Fencing, Irrigation system, Landscaping, and interior/exterior Paint. New Septic system 2025. The oversized fenced backyard offers endless possibilities, with plenty of room for a pool and outdoor living space, a fire pit, RV/Boat, or other recreational vehicles parking. The extended driveway provides abundant parking for guests and gatherings. Ideally located to BayCare Ballpark, home of Phillies Spring Training, as well as the Joe DiMaggio Sports Complex, Long Center, Ream Wilson Trail, and Duke Energy Trail. Convenient access to Clearwater Beach, Downtown Clearwater, St. Petersburg, Tampa, St. Pete-Clearwater International Airport, and Tampa International Airport makes commuting and recreation easy. A rare opportunity to own a fully updated home with substantial outdoor space in a central Clearwater location.
Listing Agent: Timothy Queen (727-452-2850)
2971 ESTANCIA BLVD #412, CLEARWATER, FL 33761
$175,0009 Days on yellowkey MLS ID: TB8518158
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1295 Built: 1981Monthly Fee: $653 Tax: $1,486 (2025)Community: Estancia CondoCondo
Taxes:$1,486
Remarks: Location, location, location. This rare three-bedroom, two-bath condo offers effortless living with tile throughout the main areas and laminate in all bedrooms. The primary suite features an en-suite bath with shower and a walk-in closet. An open living/dining area flows to a screened, tiled lanai through double sliding glass doors—ideal for morning coffee, plants, or relaxed entertaining. The kitchen boasts granite countertops, generous prep space, and plentiful cabinetry. Enjoy community amenities with views of the tennis courts and convenient access to the pool and clubhouse. System updates include interior AC (2020), roof-mounted unit (2018), and water heater (2021). Prime convenience near Countryside Mall for shopping, dining, and movies, and minutes to Honeymoon Island State Park and Clearwater Beach. Three-bedroom condos are seldom available—see it soon.
Listing Agent: Paul Bidetti, Pa (727-421-0467)
1303 S HERCULES AVE #2, CLEARWATER, FL 33764
$119,50092 Days on yellowkey MLS ID: TB8487757
REDUCED by $10,400 (8.0%) on 06/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1970 Tax: $853 (2025)Community: Imperial ParkCondo
Taxes:$853
Elementary School: Plumb Elementary-PN
Remarks: Now offered at just $119,500—one of the best values in Clearwater! If you've been waiting for an affordable, move-in ready home in an unbeatable location, this is your opportunity. This 2-bedroom, 2-bath first-floor condo offers the perfect combination of comfort, convenience, and value. Overlooking a tranquil pond, you'll enjoy peaceful water views and spectacular Florida sunsets from both the screened porch and the primary bedroom—creating your own private retreat at the end of the day. With just above 900 square feet of thoughtfully designed living space, the bright, open floor plan feels welcoming and functional. The kitchen features stainless steel appliances, ample cabinetry, and flows seamlessly into the dining and spacious living areas, making everyday living and entertaining effortless. The primary suite includes a private en-suite bath and built-in closets, while the second bedroom offers a walk-in closet and easy access to a full guest bathroom. Even better, many of the big-ticket items have already been addressed, including the HVAC and roof, giving buyers added peace of mind. The community offers the low-maintenance lifestyle so many buyers are searching for, with the monthly HOA covering exterior maintenance, the roof, landscaping, and more—allowing you to spend less time on upkeep and more time enjoying everything the Florida lifestyle has to offer. The location is hard to beat. You're just minutes from some of Florida's most beautiful Gulf Coast destinations, including Clearwater Beach, Sand Key Park, Caladesi Island State Park, and Honeymoon Island State Park. Tampa International Airport is only about 20 minutes away, and downtown Tampa, St. Petersburg, the Dali Museum, Clearwater Marine Aquarium, Tropicana Field, Ybor City, International Plaza, world-class dining, shopping, and entertainment are all within easy reach. Whether you're a first-time homebuyer, looking to downsize, searching for a winter retreat, or adding an affordable property to your investment portfolio, this condo checks all the boxes. Opportunities to own a move-in ready Clearwater condo with no age restrictions at just $119,500 are becoming increasingly rare. Motivated seller. Priced to sell. Schedule your private showing today before someone else takes advantage of this incredible opportunity!
Listing is courtesy of: ALIGN RIGHT REALTY CARROLLWOOD (813-374-6050)
Listing Agent: Ganna Merritt (518-772-8538)
29739 68TH ST N, CLEARWATER, FL 33761
$347,50012 Days on yellowkey MLS ID: A4696794
2 Days Off yellowkey (back on 6/14/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1460 Built: 1969 Tax: $3,690 (2025)Community: Curlew CitySpa: NoSingle Family
Taxes:$3,690
Middle School: Palm Harbor Middle-PN
Remarks: Under contract-accepting backup offers. Well Maintained Block Home in Clearwater Florida! This well kept move in ready beauty boasts over 1,400 square feet of air conditioned space that is move in ready. No HOA, no deed restrictions and an outdoor RV plug, your Florida freedom awaits! Home has 2 bedrooms 2 bathrooms, block masonry with a hip roof in a neighborhood where others are friendly and care about the value of their properties. New waterproof/pet proof luxury vinyl flooring in a neutral color. However, there is beige Terrazzo underneath if you so choose. A new roof and gutters installed in 2024 and sealing of the exterior awning over the back porch pergola. Has an oversized fully fenced in back yard with a tall vinyl privacy fence enclosure, a huge oak tree that is filled with many bird species to keep you entertained for hours and a rain barrel to irrigate without expense. There is a shed where you can store your landscaping supplies, or have a wood working shop. Exterior paint is in good shape. The glass doors in the back Florida room and the front door let the natural light in. New interior paint throughout. Upon entry is an oversized family room/den that is great for entertaining or watching your favorite movies. This space has a plaster ceiling with modern can lights that work from a remote. There are 2 hallway storage closets, 2 large bedrooms and a full bathroom with a tub/shower combo, a new vanity with a sink, granite counter top and lower cabinets. Both bedrooms can suit a king-size bed and both have large closets. The rear bedroom has custom fit sliding closet barn doors that add a modern touch. The HVAC system comes with a year's supply of filters and was installed in 2019. A new water heater in 2024. The kitchen has been tastefully updated with Signature dark stainless steel Smart appliances, new backsplash tile, custom cut granite countertops and cabinets with pull out shelves and a deep sink that has a fitted removable dish drain board, cutting board and strainer. These high end smart appliances connect to the Smart Things App so you can control baking times, start the dishwasher or see if someone left the refrigerator door open! Under the sink is a reverse osmosis system and fed into the new Samsung Smart refrigerator and freezer so no hard water running through your appliance or kitchen sink. Off the kitchen is a second bathroom with a pedestal sink and standup shower with new valves and fixtures. The garage was drywalled in and has a big closet. This space can be used as a home office, gym, art room, kid play room or bedroom. All windows are double paned and easy to clean from the inside by folding in. The Florida room has lots of windows that can be used as a formal living area, home office or entertaining space. The front door has a ring camera doorbell, a front facing separate camera with flood light and in the back of the home is another camera with a flood light combo all linked to the RING App and are hard wired. Pest control is completed regularly by the seller and is only $99/ 3 months. Walkability to local shops and restaurants, Honeymoon Island is a very short drive away, Clearwater Beaches are easily accessible. Also very close to the Florida Botanical Gardens, Safety Harbor Waterfront Park, Lake Moccasin Park and the BayCare Ball Park where the Philadelphia Phillies have their spring training. This home is not in a flood zone, but remains close to the Clearwater beaches and coastal fun!
Listing is courtesy of: RIVER HILLS PROPERTIES, LLC B (315-896-1009)
Listing Agent: Heather Claridge (941-404-8193)
2989 BREEZY MEADOWS DR, CLEARWATER, FL 33760
$699,00033 Days on yellowkey MLS ID: TB8511191
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2020 Built: 2020Monthly Fee: $125 Tax: $8,733 (2025)Community: Ecovillage HighpointSingle Family
Taxes:$8,733
Elementary School: Frontier Elementary-PN
High School: Pinellas Park High-PN
Remarks: Under contract-accepting backup offers. Built in 2020 and located in the gated community of Palm Crest Place, this 3-BEDROOM, 2.5-BATH, 2-CAR GARAGE home offers over 2,000 square feet of thoughtfully designed living space with modern features. The kitchen is the heart of the home, featuring NATURAL GAS COOKING, SOFT-CLOSE CABINETRY WITH PULL-OUT SHELVING, and plenty of space for gathering. TRAY CEILINGS, CUSTOM POWER SHADES, PLANTATION SHUTTERS, SURROUND SOUND, AND AN IN-WALL VACUUM SYSTEM add comfort and convenience. The primary suite provides a relaxing retreat with an en suite bath, including a beautifully customized walk-in shower and separate soaking tub. Additional upgrades include a TANKLESS NATURAL GAS WATER HEATER, WATER SOFTENER, SECURITY CAMERA WIRING, AND A NEW HVAC SYSTEM installed in 2025. Step outside to the covered and screened lanai, already wired for a TV and surround sound, creating the perfect setting for outdoor entertaining year-round. Built with hurricane impact windows and NGBS GREEN certification for energy efficiency, this home delivers peace of mind and lower utility costs. Centrally located with convenient access to Tampa, St. Petersburg, airports, shopping, dining, and Clearwater's award-winning beaches. If you've been searching for a newer construction home in Clearwater without the wait or uncertainty of building, this is an opportunity worth seeing.
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Adam Karol (727-288-7062)
100 PIERCE ST #1205, CLEARWATER, FL 33756
$729,00087 Days on yellowkey MLS ID: TB8490935
REDUCED by $20,000 (2.7%) on 06/14/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2130 Built: 1974 Tax: $15,093 (2025)Community: Pierce 100 CondoSpa: YesCondo
Taxes:$15,093
Remarks: Take Advantage of This Rare Waterfront Opportunity at 100 Pierce — Where Paradise Truly Meets Home. Welcome to an extraordinary, one-of-a-kind residence offering over 2,100 square feet of refined coastal living in one of Clearwater’s most coveted waterfront communities. This expansive 3-bedroom, 3-bathroom condo is a rare find—complete with two reserved under-building parking spaces and breathtaking, unobstructed views of the Intracoastal Waterway. From the moment you enter, you’re captivated by floor-to-ceiling windows that flood the home with natural light and showcase sweeping panoramic water views from nearly every room—including all three bedrooms, the living area, and dining space. Two oversized balconies stretch the full length of the residence, creating a seamless indoor-outdoor lifestyle and offering a front-row seat to dolphins at play, passing boats, vibrant sunsets, and dramatic coastal skies. Designed for both comfort and entertaining, the open-concept floor plan features a massive living room, a generous dining area that easily accommodates gatherings, and a spacious kitchen with abundant custom cabinetry and an oversized breakfast bar that functions like a true island centerpiece. The primary suite is a private retreat, complete with custom built-ins, a well-appointed ensuite bath, and stunning water views to wake up to each morning. A second ensuite bedroom offers added privacy and its own balcony access, while the third bedroom is impressively large—perfect for guests, a home office, or flexible living space. Additional highlights include: New flooring throughout the living, dining and primary suite. Two coveted covered parking spaces (ground level). Private storage unit. Dedicated laundry room just steps away. Residents of 100 Pierce enjoy resort-style amenities, including: Heated waterfront pool & spa, expansive sun deck and grilling area, waterfront picnic spaces and fishing pier, kayak/paddleboard launch with dedicated storage (“Board Room”), on-site storage with bait fridge and fishing gear space. Ideally located next to the city marina and the newly reimagined waterfront park, The Sound, you’re just steps from concerts, events, green space, and stunning harbor views. Enjoy walkable access to downtown Clearwater’s vibrant dining, shopping, coffee spots, and the historic Capitol Theatre. Take a short bike ride on the Pinellas Trail to Dunedin—or head just minutes away to the world-renowned white sands of Clearwater Beach. Opportunities like this are exceptionally rare. Experience the scale, views, and lifestyle that set this residence apart. Schedule your private showing today and step into waterfront living at its finest.
Listing Agent: Laura Yeager (813-431-2754)
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