Location: Clearwater
Do Not Show Listings
103 BRIGADOON DR, CLEARWATER, FL 33759
$264,988281 Days on yellowkey MLS ID: TB8421702
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1536 Built: 1985Monthly Fee: $190 Tax: $3,195 (2024)Community: Brigadoon Of ClearwaterTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,195
Elementary School: Eisenhower Elementary-PN
High School: Countryside High-PN
Tax Year: 2024
Middle School: Safety Harbor Middle-PN
Remarks: Nestled in the sought-after Townhomes of Brigadoon, this beautifully updated 3-story residence offers over 1,500 sq. ft. of stylish living space in a prime Clearwater location. With a low HOA of just $190/month, enjoy carefree living with exterior maintenance included plus access to a sparkling community pool—all in a pet-friendly community. The heart of the home is the modern kitchen, boasting granite countertops, wood cabinets, a new window and an open layout that flows seamlessly into the dining and living areas—perfect for everyday living and entertaining. New sliding glass doors open to a private fenced balcony, while another set leads to the ground-level patio overlooking peaceful conservation with no rear neighbors. The first floor features a versatile living area with a bedroom, full bath, laundry room, and flex space. The third floor features two spacious bedrooms that each have their own bathrooms, including a serene primary suite with a gorgeous, fully tiled walk-in shower. Updates throughout the home include new laminate flooring, modern light fixtures, a water softener and added attic insulation. Brigadoon’s prime location is only a 5 minute walk to Eisenhower Elementary School and offers direct access to Cliff Stephens Park, Kapok Park, and the Ream Wilson Trail—perfect for biking, jogging, fishing, and family picnics. Just minutes away you’ll find BayCare Ballpark, Clearwater Mall, Costco, Target, Sam’s Club, and top restaurants. Clearwater Beach is a quick 8 miles away, with easy access to US-19, Gulf-to-Bay, McMullen Booth, Bayside Bridge, and both Tampa and Clearwater airports. Enjoy the perfect blend of modern updates, outdoor beauty, and convenience. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Brandon Rimes (813-917-1894)
2561 BLACKWOOD CIR, CLEARWATER, FL 33763
$400,00068 Days on yellowkey MLS ID: TB8492045
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1322 Built: 1973Monthly Fee: $18 Tax: $6,929 (2025)Community: GreenbriarSingle Family
Taxes:$6,929
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this charming and whimsical 2-bedroom, 2-bathroom (with bonus room) single-story home in Clearwater, Florida! Nestled in a quiet, private neighborhood, this home offers sweet upgrades, warm Florida color scheme, and flexible to make it your own. There is a clubhouse with an amazing pool, gym and fun offerings to participate in (and even resident peacocks). Conveniently located to the beautiful shores of Clearwater Beach and all the great surrounding towns like Dunedin, Gulfport, St Petersburg. Blocks away from a nature trail and close to shopping and dining at Countryside Mall. Inside, you’ll find a bright layout with a modern kitchen featuring stainless steel appliances and granite countertops. A versatile bonus room provides the perfect opportunity to convert into a third bedroom, office, or additional living space. Step outside to enjoy a screened-in lanai and a fully fenced backyard— great for pups! This home offers the perfect blend of peaceful living and coastal convenience. Don’t miss this opportunity to own a warm and inviting home in a prime location! Seller is willing to rent out the property starting July 1st.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Samantha Cline (941-962-6944)
1655 S HIGHLAND AVE #C155, CLEARWATER, FL 33756
$159,90097 Days on yellowkey MLS ID: TB8479802
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
Taxes:$1,808
Elementary School: Ponce de Leon Elementary-PN
High School: Largo High-PN
Middle School: Largo Middle-PN
Remarks: 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)
2615 COVE CAY DR #409, CLEARWATER, FL 33760
$254,900209 Days on yellowkey MLS ID: TB8447603
REDUCED by $5,000 (1.9%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1050 Built: 1972 Tax: $4,276 (2024)Community: Cove Cay 26-15 Village ICondo
Taxes:$4,276
Elementary School: Belcher Elementary-PN
High School: Pinellas Park High-PN
Middle School: Oak Grove Middle-PN
Remarks: Welcome to this stunning, move-in-ready, FULLY FURNISHED dream home in the beautiful waterfront Cove Cay golfing community! This rare PENTHOUSE CORNER UNIT offers unmatched privacy with no neighbors above and only one shared wall, giving you the peaceful lifestyle you've been looking for. Upgrades include a modern kitchen featuring new stainless steel appliances and soft-close cabinets, fully remodeled bathrooms, granite countertops throughout, chic floating wood tile, craftsman-style troweled ceilings and baseboard moldings, custom-designed closets, built-in bookshelves and shelving in all common areas, and fresh paint throughout - all which enhance the bright and airy ambiance. Enjoy your morning coffee or unwind in the evening in your updated, screened-in Lanai, perfect for soaking in Florida’s golden sunsets reflecting off the Village I pool and Golf Course pond just below. Nestled in a quiet, well-maintained community, you’ll enjoy resort-style amenities including a large heated pool, spa, huge clubhouse with library, a fitness center, and lush landscaped grounds — all designed to give you that resort-style experience with the amenities of a 5-star vacation. Your new home is a short walk to the Cove Cay tennis courts, famous Club Restaurant and nearby Marina - both open to the public and boasting daily specials, unforgettable views, and live entertainment with FULL menus for enjoyable waterfront dining. This home is surrounded by a USGA-rated 18 Hole Championship course, with a PGA Pro at the Clubhouse to help you with your game, and is located only 6–10 minutes from all daily conveniences, including grocery stores, shops, restaurants, libraries, parks, and multiple YMCAs. Cove Cay is also just 10–25 minutes from two airports and some of the nation’s top beaches, including Honeymoon Island State Park and the world-renowned Clearwater and St. Pete Beaches. Unit comes with one assigned, covered parking spot conveniently located closest to the elevators, and a separate, full-size laundry room conveniently located across the entryway that can also be used for storage. Don’t miss your chance to own this carefree, maintenance-friendly oasis that combines comfort, style, and unbeatable location for ALL! Come and see this amazing unit today and make it your tomorrow!
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Meredith Johnson (727-768-7651)
19029 US HIGHWAY 19 N #6-16, CLEARWATER, FL 33764
$149,00054 Days on yellowkey MLS ID: TB8498492
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 950 Built: 1970 Tax: $1,780 (2025)Community: Imperial Cove 6Condo
Taxes:$1,780
Remarks: Imperial Cove is a quiet, gated sanctuary tucked away from the main thoroughfare and set directly along the peaceful waters of Tampa Bay. This 55+ community, gives resort vibes. Residents can walk the lighted waterfront path along Tampa Bay at sunrise, meet friends for billiards or cards in the clubhouse, and organize their weeks around the social calendar rather than the to-do list. This updated second-floor residence fits right into that rhythm. Inside, the home has been refreshed throughout. The kitchen has new shaker cabinetry, marble-look granite counters, and contemporary lighting, opening into a combined living and dining space that flows easily whether you're hosting a few neighbors or settling in for a quiet evening. Porcelain tile runs through the home, and fresh paint keeps everything feeling bright and cohesive. The bedroom suite is positioned at the back of the unit, with a walk-in closet plus a second closet for genuine storage. The en-suite bath has been fully redone with a tiled walk-in shower, granite counters, and modern fixtures. A sunroom off the living room and bedroom pulls in soft light and looks out onto the grounds, making it a natural spot for morning coffee or an afternoon book. A dedicated downstairs storage room is included. Imperial Cove sits directly on Tampa Bay, with an Olympic-sized waterfront pool, an impressive clubhouse anchoring two fitness rooms, a sauna, billiards, game rooms, and a ballroom for community events. Outside, residents enjoy community grills, two fishing piers, and the lighted waterfront walkway. The monthly fee covers exterior maintenance, insurance, grounds, pool, recreational facilities, security, trash, water, and cable. Flood zone X means no flood insurance required, and the community came through recent storm seasons unaffected. The location puts you minutes from Clearwater Mall, Costco, and the US-19 corridor for daily errands, with Tampa International Airport and the Gulf beaches both a short drive.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Chase Walseth (727-755-3830)
200 WINDWARD PSGE #84, CLEARWATER, FL 33767
$375,000463 Days on yellowkey MLS ID: TB8357327
Bed: Bath: 0.0 Liv Area Sq Ft: 675 Built: 1965 Tax: $1,559 (2024)Community: Island Yacht Club CondoDock-Rackominium
Taxes:$1,559
Remarks: Enjoy the Florida lifestyle at its finest!!! Boats slips like this in Florida do not pop up often! Located in the highly sought after Island Yacht Club Marina located on Island Estates. The owner has a new permit, new poles, new electric, and new lift 20k pounds. Slip is 45’x 15’. The lift and dock are under cover of a metal roof helping to keep your boat pristine. 20,000 pound DECO lift that can hold a 40’+ boat. Lift under warranty. Brand new wiring from Yarbrough Electric. Box has 50 Amp, 30 Amp, and 2 additional 20 Amp electrical outlets. Turnkey and ready to go. This marina offers easy access for your boat coming or going. No wake zone. Well-run marina with a true professional dock master who excels in customer service. This location is one of the best that the community offers. The intracoastal opens up to the Gulf of Mexico in either direction. Amenities include fresh water, outdoor rinsing, fish preparation sink, grills, a mail room, and full baths. This community compliments the residential condos in the area. Hurry you won't find a marina that offers safety, convenience and fun all in one place!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
2161 NE HILLWOOD CT, CLEARWATER, FL 33763
$475,00046 Days on yellowkey MLS ID: TB8501733
1 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1587 Built: 1972Monthly Fee: $18 Tax: $2,937 (2025)Community: GreenbriarSpa: NoSingle Family
Taxes:$2,937
Elementary School: Garrison-Jones Elementary-PN
High School: Dunedin High-PN
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Completely renovated from top to bottom, this stunning spacious 3 bedroom 2 bath home offers modern living in a peaceful, family-friendly setting. Nestled on a quiet cul-de-sac in beautiful neighborhood, the property features mature landscaping that provides both beauty and privacy. Step inside to discover a stunning mid century modern kitchen designed to impress, complete with elegant quartz countertops, updated cabinetry, stainless steel appliances, and high-end finishes—perfect for both everyday living and entertaining. The home also boasts newly installed hurricane-impact windows, offering enhanced safety, energy efficiency, and peace of mind. Every detail has been thoughtfully updated, creating a move-in-ready space with a fresh, contemporary feel throughout. Located in a great neighborhood known for its excellent schools, this home is ideal for families seeking comfort, style, and convenience. Don’t miss this rare opportunity to own a fully renovated home in a prime location! Roof 2021 AC 2025 Water heater 2025
Listing Agent: Lori Citek (407-616-1692)
1456 CAMEO WAY, CLEARWATER, FL 33756
$549,90027 Days on yellowkey MLS ID: TB8508663
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1481 Built: 1967 Tax: $2,516 (2025)Community: Midway AcresSpa: NoSingle Family
Taxes:$2,516
Remarks: Charming Clearwater Oasis - A True Gem! Location, location, location! Welcome to this meticulously maintained home in the heart of beautiful Clearwater, where comfort and convenience converge. This gem is situated in a NON Flood Zone and NON EVACUATION area, offering peace of mind and tranquility. As you step through the front door, you'll immediately feel the warmth and care that have gone into every detail of this home. Numerous updates grace this property, including a fully renovated kitchen, modernized bathrooms, upgraded appliances, new flooring, energy-efficient windows with a lifetime warranty, Newer central heat and air, newer insulation and newer ceiling fans. You will also have a comfortable office, exterior security camera, alarm system, water softener and an inviting front door that sets the tone for what lies inside and so much more. Key Features: • Bright and open floor plan that flows seamlessly • A beautifully updated kitchen that is a chef's delight • Thoughtfully upgraded windows for energy efficiency • Convenient electrical setup for a generator * The 20x10 BONUS ROOM INCLUDES central heat and air, a built-in bar, and retractable awning, creating the perfect flex space for entertaining, relaxing, or a game room. While not included in the heated square footage, it adds incredible functionality and charm*. • A backyard haven with a one-of-a-kind lagoon-style pool • Pebble tech finish with embedded shark teeth • Glow in the dark tiles adding a touch of magic to your evenings • A concrete bar and an electric retractable awning for shade • Expansive space for family gatherings and entertaining • Custom artwork on the back fence adding artistic flair to your outdoor space This prime location provides quick access to Clearwater's stunning beaches, premier shopping destinations, and major airports, making everyday living a breeze. Don't miss the chance to make this exceptional property your forever home. Schedule a viewing now before this opportunity slips away!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Brenda Battalio (727-643-8616)
1951 JEFFORDS ST, CLEARWATER, FL 33764
$400,00027 Days on yellowkey MLS ID: TB8508662
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1222 Built: 1958 Tax: $1,297 (2025)Community: Fair Oaks 1St AddSingle Family
Taxes:$1,297
Remarks: Lovely home in Clearwater! This home features 3 bedrooms, 2 bathrooms, a 1-car garage and a large screened lanai! This home feels larger than the sq ft suggests! The floorplan features a living room, a separate sunroom/family room and an interior laundry room. The home is light and bright! You can make this beauty all your own with some updates! A/C 2020. The large screened lanai overlooks the treed area in the back yard. Centrally located to major roads, schools, shopping, restaurants, the airports and the beaches! This home is a must see and a pleasure to show!
Listing is courtesy of: WIKLE INCORPORATED (727-781-7974)
Listing Agent: Tina Shank (727-644-9565)
24862 US HIGHWAY 19 N #1602, CLEARWATER, FL 33763
$145,00030 Days on yellowkey MLS ID: TB8505836
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 640 Built: 1978Monthly Fee: $450 Tax: $153 (2025)Community: Hill Crest VillasSpa: NoVilla
Taxes:$153
Remarks: Discover one of the most versatile and value-packed 1-bedroom condos in the community! While many units offer similar square footage, this residence stands apart with an air-conditioned Florida room AND a screened porch—giving you a rare bonus living space perfect for a home office, guest area, or relaxing retreat. The kitchen and bathroom have both been tastefully updated in the last year! The roof, parking lot and carports have also recently been replaced!! No Land Lease! Ideally situated just steps from the pool, this unit offers both convenience and a lifestyle upgrade. Even more important—no land lease, a major financial advantage compared to other units currently on the market, providing greater long-term stability and peace of mind. This is a non-55+ community, making it a fantastic option for first-time homebuyers, snowbirds, or those looking to downsize. Enjoy low-maintenance living where the exterior is taken care of—so you can spend more time enjoying Florida and less time working on it. Location matters—and this one delivers. Close to shopping, dining, and everyday essentials without the hassle of driving on US-19, giving you convenience without the congestion. Inside, the layout feels open and functional, with natural light flowing through the extended living areas. Whether you're looking for a full-time residence or a seasonal escape, this condo offers flexibility that others simply don’t. Seller is offering your choice of a valuable buyer incentive: one year of paid HOA fees, up to $5,000 toward closing costs, or an interest rate buydown—helping lower your monthly expenses or reduce upfront costs. With inventory in the community ranging widely in price and condition, this unit represents a standout opportunity for buyers who recognize added space, location, and financial advantages. Don’t miss your chance to own one of the most uniquely positioned—and best-valued—units in the complex."
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Denise Franek (727-433-0386)
1935 JEFFORDS ST, CLEARWATER, FL 33764
$399,00033 Days on yellowkey MLS ID: TB8506048
2 Days Off yellowkey (back on 5/14/2026)
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1266 Built: 1957 Tax: $6,335 (2025)Community: Fair Oaks 1St AddSingle Family
Taxes:$6,335
Remarks: Under contract-accepting backup offers. Welcome to 1935 Jeffords St., a beautifully maintained 2-bedroom, 3-bath home located in the heart of Clearwater! Perfectly situated on a quiet street lined with well-kept homes, this property offers comfort, convenience, and peace of mind. Just 12 minutes to world-famous Clearwater Beach, 15 minutes to vibrant downtown Dunedin, and only 22 minutes to Tampa International Airport, you’ll love the easy access to everything the area has to offer. This lovingly cared-for home features a spacious layout, a 2-car garage, and a large fenced backyard perfect for entertaining, pets, or relaxing outdoors. Major updates include a new roof in 2021 and HVAC replaced in 2019, with regular servicing for added confidence. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this Clearwater gem is ready to welcome you home!
Listing Agent: Lance Willard Llc (727-487-1894)
2424 SUNDANCER DR, CLEARWATER, FL 33759
$975,00029 Days on yellowkey MLS ID: TB8507433
0 Days Off yellowkey (back on 5/14/2026)
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3367 Built: 1980Monthly Fee: $7 Tax: $6,935 (2025)Community: Northwood Estates- Tr GSingle Family
Taxes:$6,935
Elementary School: Leila G Davis Elementary-PN
Remarks: Under contract-accepting backup offers. Elevated 82 feet above sea level in a desirable non-evacuation zone with no flood insurance required, this pool home offers the perfect blend of luxury, comfort, and peace of mind. Designed for both everyday living and effortless entertaining, the property is loaded with high-end upgrades inside and out. Nearly every window and door is hurricane impact rated, including five sets of impact sliding glass doors, impact-rated garage doors, and upgraded fiberglass entry doors with built-in blinds. Additional storm-ready features include hurricane fabric protection for the front rain-glass entry, an upgraded 200 AMP electrical panel, generator interlock system, and an included Generac 5K portable generator. Inside, the home showcases a modern aesthetic with industrial-grade porcelain tile throughout the main living areas and plush Stainmaster carpeting in the bedroom wing. The fully remodeled kitchen serves as the centerpiece of the home, featuring a dramatic 12-foot island, leathered granite countertops and backsplash, solid wood lacquered cabinetry, and a complete suite of KitchenAid appliances installed in 2020. The living room centers around a beautifully refreshed wood-burning fireplace accented with a leathered granite surround. Additional interior upgrades include interior and exterior paint completed in 2020, partially removed and retextured popcorn ceilings, updated ceiling fans, exterior lighting, blinds, curtains, and window treatments throughout. The spacious primary suite features a custom walk-in closet designed by Closets by Design and an updated shower with a new tile floor and upgraded shower head. A remodeled pool bath adds convenience and functionality for guests and outdoor entertaining. Step outside to your private backyard retreat where resort-style living awaits. The screened pool enclosure was replaced in 2020, surrounding a sparkling saltwater pool equipped with a 2020 pool filter, LED pool light, remote-controlled cleaner, suction sweep, and a brand-new pool pump and salt cell installed in 2025. An outdoor shower offers added convenience after pool days, while the covered hot tub lounge area creates the feel of a private resort with new pavers, enclosed roofing, and a ceiling fan. The hot tub, added in 2023 and barely used, will stay with the home and convey to the new owner. Additional upgrades include new gutters, a water softener and whole-house filtration system, an Electrolux commercial-grade front-loading washer and dryer with pedestals, vinyl fencing with both walk-through and double gates, and a garage driveway camera that can convey. Meticulously maintained and move-in ready, this home is the complete package for enjoying the very best of Florida living.
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
2256 PHILIPPINE DR #42, CLEARWATER, FL 33763
$149,90068 Days on yellowkey MLS ID: TB8493687
REDUCED by $10,100 (6.3%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1983 Tax: $2,214 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$2,214
Remarks: Absolutely meticulous, 2 bed/2 bath FURNISHED condo! Ideally located on the highly sought after west side of OTOW. Not to mention, situated in a building directly across from the active center. This inviting condo showcases engineered hardwood and ceramic tile flooring, NO CARPET HERE! Soak in the natural light permeating through the IMPACT RESISTANT WINDOWS. Relax and unwind in the Florida room, just off of the kitchen. Enjoy the convenience of having an en-suite bath. Both bedrooms offer an abundance of closet space. HVAC replaced in 2016. Schedule your private showing today, this one won't last! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required.
Listing is courtesy of: ON TOP OF THE WORLD RE (727-799-3417)
Listing Agent: Ken Reiss (727-858-1165)
1500 MAPLE ST, CLEARWATER, FL 33755
$1,399,000261 Days on yellowkey MLS ID: TB8429998
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3850 Built: 1925 Tax: $3,823 (2024)Community: GlenwoodSpa: YesSingle Family
Taxes:$3,823
Elementary School: Skycrest Elementary-PN
High School: Clearwater High-PN
Middle School: Dunedin Highland Middle-PN
Remarks: Live in Resort-Style Luxury While Earning Passive Income! Welcome to paradise in the heart of Clearwater — just 10 minutes from the world-renowned Clearwater Beach, within walking distance to Clearwater Country Club, and in an A-RATED school district. This beautifully updated and income-generating MULTIFAMILY QUADPLEX resort combines timeless elegance with modern upgrades, offering a truly unique blend of residential comfort and business potential. Whether you're looking to live in style while offsetting your mortgage or expand your portfolio with proven 5-star short and long term rental success, this property delivers. Zoned for FIVE UNITS, with the potential of earning over $200,000 in annual rental income, this high-performing asset comes fully furnished and turnkey — ready for immediate occupancy for multigenerational living or continued rental use. Set on a spacious 1/3 acre CORNER LOT, the centerpiece is a 1925 Mediterranean masterpiece bursting with original charm and character. Inside you’ll find terracotta tile floors, original red oak hardwood floors and red oak accents through out, soaring ceilings, 10" baseboards, rope twist door and window molding, a cozy fireplace, natural gas burning appliances, AND an ATTACHED MOTHER IN LAW SUITE WITH A PRIVATE ENTRANCE! The chef-inspired kitchen features a gas range, granite countertops, stainless steel appliances, and ample cabinet space. The primary home features an attached mother in law suite that can either be utilized with main home access or can remain separate to create two units. The other two apartments are located in the detached building adjacent to the pool. Each of the four units on this property boasts private entrances and has been thoughtfully remodeled with modern touches and inviting décor — perfect for vacationers or long-term tenants alike. Step outside to your private oasis: a resort-style pool with a brand new gas heater surrounded by a pavered entertaining deck complete with an outdoor kitchen and bar, brand new $12,000 hot tub, pool table, and a variety of games — ideal for hosting guests or relaxing in style. Additional features include a woodworking shed and storage shed for hobbyists or added storage, a 40-foot parking space for an RV or camper with electrical hookups and water, and fully landscaped grounds offering privacy and charm. This multifunctional property is a rare gem in one of Clearwater’s most desirable locations, nestled within the historic Glenwood neighborhood. Whether you want a luxe home with unmatched character, an income stream, or both — this quadplex is the ultimate lifestyle and investment package.
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Katie Patterson (727-771-5660)
2670 RED OAK CT, CLEARWATER, FL 33761
$595,000306 Days on yellowkey MLS ID: TB8415612
REDUCED by $30,000 (4.8%) on 04/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1878 Built: 1978 Tax: $2,503 (2024)Community: Countryside Tr 8 Unit OneSpa: NoSingle Family
Taxes:$2,503
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Back on the Market, Better Than Ever! This beautifully maintained pool home shines with brand-new interior paint throughout (2026), including the garage, and a sleek epoxy-finished garage floor (2026), offering 4 bedrooms, 2 bathrooms, and a 2-car garage designed for both style and function. With No HOA, it delivers the ideal blend of comfort, privacy, and convenience. Situated in a quiet cul-de-sac on one of the highest points in Pinellas County, the flood-safe setting provides added peace of mind during storm season. Recent updates include a new roof (2024), pool screen (2024), pool pump (2025), and water heater (2022). Additional features include solar pool heating, generator, hurricane shutters, and a water softener. The split-bedroom floor plan offers privacy in the primary suite, while the main living areas are thoughtfully designed for both everyday living and entertaining. Upon entry, the living room flows seamlessly into the dining area with sliding doors opening to the pool. On the opposite side, a breakfast room with built-in cabinetry leads into a TV/media room. Both spaces connect at the heart of the home—the kitchen—featuring vaulted ceilings and skylights that fill the space with natural light. The spacious laundry room includes extra cabinetry, a freezer, and a wine refrigerator. Outdoor living is a true highlight, with a beautiful pool and expansive lanai—perfect for entertaining or relaxing in your own private oasis. The fully fenced backyard is surrounded by lush tropical landscaping, guava and lemon trees, and includes an irrigation system with a new pump and relay, plus a storage shed for garden tools. Conveniently located with quick access to US-19 and McMullen Booth Road, the home is minutes from Countryside Mall, Whole Foods, Trader Joe’s, Publix, ALDI, gyms, golf courses, and the Pinellas Trail. Downtown Safety Harbor and Downtown Dunedin are nearby, with Honeymoon Island and Clearwater Beach offering easy coastal escapes. Less than 20 minutes to St. Pete–Clearwater International Airport and approximately 25 minutes to Tampa International Airport. With a spacious layout, unbeatable location, and beautiful landscaping, this home is truly one of a kind. Schedule your showing today and experience the best of Clearwater living!
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Adriana Gajdosova (917-496-5643)
570 CASLER AVE, CLEARWATER, FL 33755
$515,00072 Days on yellowkey MLS ID: TB8490920
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1823 Built: 1969 Tax: $7,012 (2025)Community: Ambleside 2Nd AddSingle Family
Taxes:$7,012
Remarks: Property is Leased until December 1st. Welcome to this beautifully updated 3-bedroom, 2-bath home, perfectly positioned on an oversized corner lot in the desirable Estates of Florida. Offering true peace of mind, this property remained completely dry through recent major hurricanes with no flooding. Inside, you’ll find a bright, open layout designed for modern living. Luxury flooring runs throughout the main areas, while large windows fill the home with natural light. The kitchen stands out as the heart of the home, featuring granite countertops, stainless steel appliances, and a spacious island ideal for cooking, dining, and gathering. The primary suite offers privacy and comfort with a generous closet and an en suite bath complete with double vanity and a walk-in, custom-tiled shower. A split floor plan provides separation from the secondary bedrooms and a full bath with updated finishes. Step outside to a large backyard with plenty of space to relax, entertain, or play. Located near Spring Lake, you’ll enjoy easy access to outdoor activities including kayaking and nature trails. 2024 Roof, hurricane rated windows, and electrical panel. Conveniently located near top-rated schools, parks, golf, beaches, shopping, dining, and major roadways—this home delivers comfort, convenience, and lifestyle all in one. Lease ends December 1st 2026
Listing is courtesy of: WEALTH HAVEN REALTY (813-817-5442)
Listing Agent: Jeffrey Tabares (813-817-5442)
1835 ALICIA WAY, CLEARWATER, FL 33764
$2,995,000344 Days on yellowkey MLS ID: TB8402218
Bed: 6 Bath: 8.0 Gar: 13 Liv Area Sq Ft: 7053 Built: 1978Monthly Fee: $42 Tax: $25,119 (2025)Community: Little Pete TrSpa: YesSingle Family
Taxes:$25,119
Remarks: Hidden within the private enclave of Kent Place, this extraordinary Clearwater estate feels less like a residence and more like a world of its own. Set beneath majestic oaks on beautifully manicured grounds, the property blends grand-scale entertaining, resort-inspired amenities, and unmatched flexibility into one unforgettable offering. From the moment you step through the gallery-style foyer, the home unfolds as a series of immersive spaces designed to surprise and inspire. A striking Key West-inspired retreat, complete with hand-painted murals, skylights, and dramatic walls of glass, creates an atmosphere that feels transported straight from the southernmost point of Florida. Designed for both intimate evenings and large-scale entertaining, the living spaces flow effortlessly from a sophisticated formal dining room to a richly appointed family room with fireplace, wet bar, cigar cabinet, and WINE CELLAR. At the center of the home, the chef’s kitchen is outfitted with premium stainless steel appliances, an oversized island, and seamless access to one of the estate’s most remarkable features—an enclosed INDOOR POOL AND SPA surrounded by custom murals celebrating Tampa Bay’s most iconic landmarks. Glass accordion doors allow the space to transform from private retreat to entertainer’s showpiece in moments. The primary suite is a private sanctuary unto itself, featuring a dedicated office, secondary laundry, custom built-ins, spa-inspired bath, and an extraordinary multi-level cedar-lined dressing room with illuminated glass cabinetry and exceptional storage throughout. Guests are treated to a dramatic, castle-inspired suite complete with soaring ceilings, STEAM ROOM, SAUNA, whirlpool tub, and walk-in shower, while two additional ensuite-style bedrooms offer abundant natural light and walk-in closets. Ideal for multigenerational living, long-term guests, or private staff accommodations, a separate two-bedroom, two-bath residence includes its own kitchen, living areas, and theater room. For the automotive enthusiast, the estate offers an exceptionally rare collector’s garage experience with six bays, four lifts, and capacity for up to 10 vehicles, in addition to a separate three-car garage and expansive utility and storage spaces. IMPACT-RATED WINDOWS AND SHUTTERS, MULTIPLE GENERATORS, custom craftsmanship, and thoughtfully curated details at every turn elevate the property into a category rarely found in Tampa Bay. Just minutes from world-class beaches, shopping, dining, and two international airports, 1835 Alicia Way is a statement estate designed for those who value privacy, creativity, and a home unlike anything else on the market.
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Martha Thorn (727-432-9019)
2630 PEARCE DR #104, CLEARWATER, FL 33764
$155,000146 Days on yellowkey MLS ID: TB8463905
3 Days Off yellowkey (back on 5/14/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1545 Built: 1972 Tax: $3,824 (2024)Community: Seville Condo 11Condo
Taxes:$3,824
Remarks: Under contract-accepting backup offers. PENDING- ACCEPTING BACK UP OFFERS!! Welcome to Unit 104 - a beautifully maintained ground-floor condo in a quiet, well-kept community. This spacious 2-bedroom, 2-bath unit offers comfort, convenience, and an unbeatable location. Step inside to find an open living and dining area filled with natural light, a bright kitchen with plenty of cabinet space, and two generously sized bedrooms with ample closet storage. Additionally, there’s a versatile bonus room that can be used as an office, third bedroom, or for whatever suits your needs. Enjoy your morning coffee or evening unwind on the private patio, with easy access to the beautifully landscaped grounds. It offers peace of mind with several major updates already taken care of—the roof was replaced in 2021, the A/C system was installed in 2016, and the electrical panel is brand new as of April 2025. This move-in-ready unit is located just minutes from Clearwater’s top beaches, Clearwater Mall shopping, dining, and entertainment. Community amenities include a pool, club house, and assigned parking, with laundry facilities on-site. Whether you're looking for a full-time residence or a seasonal escape, this condo offers the perfect blend of relaxed Florida living and everyday convenience.
Listing Agent: Sonnie Taylor (813-690-7448)
2442 FOGGY CREEK CIR, CLEARWATER, FL 33764
$379,00097 Days on yellowkey MLS ID: TB8483015
REDUCED by $10,000 (2.6%) on 05/14/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1571 Built: 2020Monthly Fee: $463 Tax: $4,104 (2025)Community: Towns At Belleair GroveTownhouse
Taxes:$4,104
Remarks: Welcome to 2442 Foggy Creek Circle - a 2020-built MI Homes townhome that perfectly blends modern style, smart technology, and an unbeatable Clearwater location. This 2-bedroom, 2.5-bathroom residence with a one-car garage offers an open-concept first floor designed for both everyday living and entertaining. The spacious great room flows seamlessly into a beautifully appointed kitchen featuring sleek quartz countertops, stainless steel appliances, and contemporary cabinetry that elevates the entire space. Soaring 9-foot ceilings create an airy feel throughout the home. Double-pane windows, hurricane shutters, and high-end finishes provide both comfort and peace of mind. Upstairs, you’ll find a versatile open loft ideal for a home office, media room, or flex space. Both bedrooms are thoughtfully positioned upstairs for privacy. The primary suite is a true retreat, complete with a luxurious walk-in shower and a double quartz-top vanity. Step outside to your private back patio - perfect for relaxing evenings or weekend gatherings. As a SMART Home, you’ll enjoy features that connect directly to your phone or tablet, putting convenience at your fingertips. Located in a gated, pet-friendly community with a sparkling pool, this home offers easy access to St. Pete and Tampa, just 20 minutes to Tampa International Airport and only 20 minutes to the world-famous beaches of Clearwater Beach. Shopping, dining, and entertainment are all just minutes away. Don't miss out on this opportunity!
Listing is courtesy of: ASCEND REALTY (813-810-0015)
Listing Agent: Dana Fox (360-670-6135)
1409 NELSON AVE, CLEARWATER, FL 33755
$399,00062 Days on yellowkey MLS ID: TB8488195
1 Days Off yellowkey (back on 5/14/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1957 Tax: $999 (2024)Community: Highland Pines 5Th AddSpa: NoSingle Family
Taxes:$999
Remarks: Under contract-accepting backup offers. Welcome to your own private oasis in the heart of Clearwater! This beautifully updated 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and financial advantage. Take advantage of a rare VA assumable loan at just 4.37 interest, offering significant monthly savings compared to today’s rates, a true standout opportunity for qualified buyers. Solar will be paid off at closing so enjoy an average monthly electric bill around only $36/month!!! Step inside to discover a freshly painted interior and a fully updated kitchen featuring elegant marble countertops and brand-new appliances, ideal for both everyday living and entertaining. The home also boasts completely renovated bathrooms (2026), delivering a modern, move-in-ready experience. Outdoors, escape to your stunning in-ground pool, surrounded by a thoughtfully designed space that creates a true backyard retreat. A designated garden area adds charm and versatility. A perfect space for entertaining guests, relaxing poolside, or enjoying your own slice of Florida living. Additional highlights include energy-efficient solar panels, helping reduce long-term utility costs while adding value. Located just a short drive from Florida’s world-renowned Gulf beaches, this home offers the best of location, lifestyle, and opportunity. Schedule your private tour today. This one won’t last!
Listing is courtesy of: KELLER WILLIAMS SOUTH TAMPA (813-875-3700)
Listing Agent: Audra Donaldson (618-335-1296)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.