Location: Clearwater
Do Not Show Listings
1445 PINE ST, CLEARWATER, FL 33756
$325,00070 Days on yellowkey MLS ID: TB8492077
1 Days Off yellowkey (back on 4/16/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 955 Built: 1947 Tax: $4,722 (2025)Community: Breeze HillSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,722
Elementary School: Plumb Elementary-PN
High School: Clearwater High-PN
Tax Year: 2025
Middle School: Oak Grove Middle-PN
Remarks: Under contract-accepting backup offers. Welcome to a charming and well-maintained 2-bedroom, 2-bathroom pool home offering 955 square feet of comfortable living space, perfectly situated on a generous .18-acre lot in a high and dry location outside of a flood zone while still being just a short drive from the award-winning shores of Clearwater Beach. This delightful single-family residence greets you with inviting curb appeal, highlighted by a quaint front porch and a covered carport that provides convenient parking along with additional storage space at the rear. Inside, you are welcomed into a warm and inviting living room featuring beautiful original hardwood floors that add character and charm, seamlessly flowing into the dining area and an updated kitchen designed to impress with bright LED can lighting, crisp white shaker-style cabinetry, newer stainless steel appliances, and sleek 12x24 modern tile flooring. Both bedrooms are generously sized and continue the timeless appeal with stunning hardwood floors, offering ample closet space and room for a variety of furniture layouts, while a full bathroom with a tub/shower combination is conveniently located between them. Just off the kitchen, a versatile bonus room provides endless possibilities as a second living area, home office, den, or fitness space, complete with sliding glass doors that open to your own private outdoor retreat. The backyard is truly an entertainer’s dream, featuring a large kidney-shaped pool surrounded by a fully fenced and private setting, along with multiple wooden deck spaces including a covered area for shaded relaxation and an open-air deck ideal for dining and gatherings. A pavered section in the corner creates the perfect spot for a cozy fire pit, while a storage shed adds extra functionality. Enhancing the outdoor experience even further is a detached bathroom equipped with a toilet, sink, and shower, offering ultimate convenience without needing to re-enter the home while enjoying the pool and backyard. Recent updates provide peace of mind, including an AC unit replaced in 2020, a new roof installed in 2022, and a freshly painted exterior completed in 2026. Ideally located in the heart of Clearwater, this property provides easy access to top-rated dining, shopping, and entertainment throughout the Tampa Bay area, and is just a short drive to both Tampa International Airport and St. Pete-Clearwater International Airport, making it an exceptional opportunity for full-time living, a vacation retreat, or an investment property offering minimum 30 day lease. Last tenants will vacate on August 1st, 2026 as traveling nurses occupy until then and seller can not cancell their contract.
Listing is courtesy of: HOOVER REAL ESTATE SERVICES (727-492-4042)
Listing Agent: Cindy Hoover (727-492-4042)
1349 VIEWTOP DR, CLEARWATER, FL 33764
$495,00029 Days on yellowkey MLS ID: TB8507869
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1830 Built: 1961 Tax: $5,641 (2025)Community: Douglas Manor Park 1St AddSingle Family
Taxes:$5,641
Remarks: Move-in ready 3BR/2BA ranch, 5-min walk to coveted Plumb Elementary -- no HOA, no CDD, Flood Zone X. This 1,830 sq ft Douglas Manor Park home shows beautifully: renovated kitchen with quartz counters, a large center island, stainless appliances, and abundant cabinet storage; porcelain tile baths with a dual vanity in the guest bath; brand-new luxury vinyl plank flooring in all three bedrooms; and a wood-burning fireplace with porcelain marble surround in the open living area. Bright, entertaining-friendly layout opens to a private screened porch and a big fenced yard -- room for a firepit or future pool. Block/stucco construction, tile roof, 2-car attached garage (20x22). Flood Zone X = lower insurance and no mandatory evacuation. 0.21-acre lot on quiet Viewtop Drive -- central Pinellas, quick access to US-19, the beaches, and downtown.
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Evan Beggs (727-776-1122)
2650 VELVENTOS DR, CLEARWATER, FL 33761
$689,00041 Days on yellowkey MLS ID: TB8503405
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2238 Built: 1997Monthly Fee: $90 Tax: $3,763 (2025)Community: Velventos SubSingle Family
Taxes:$3,763
Elementary School: None
High School: None
Middle School: None
Remarks: Hidden Gem! Located in the heart of Clearwater and nestled in the cul de sac of an exclusive private gated community with just 11 homes. This beautifully maintained 4 bedroom, 2.5 bath residence offers the perfect blend of privacy, comfort, and elevated living, positioned at one of the highest elevations in Pinellas County, located in a no flood zone and is being offered by the original owner. Boasting 2,238 square feet, this home features soaring vaulted ceilings and a spacious, light-filled layout designed for both everyday living and entertaining. The kitchen is appointed with solid maple wood cabinetry and granite countertops, flowing seamlessly into the main living areas, great for gathering. Step outside into your own private backyard oasis, complete with a saltwater pool, relaxing jacuzzi and sauna, perfect for year-round enjoyment. The oversized 2.5 car garage provides ample space for vehicles, storage, or a workshop. The expansive backyard is adorned with mature lemon trees, offering both beauty and a touch of Florida charm. Enjoy peace of mind with major updates already completed, including a new roof 2020, new AC 2020, new water heater 2022, updated saltwater pool system 2025 and new electrical panel 2026. Streets paved 2024, streets sealed 2025. Irrigation on well. Low monthly HOA fee of $90 covers common area maintenance, pond, gate, street repair and paving, keeping the entire community beautifully maintained and pristine. With the exclusivity of a tight-knit, gated community, this home is a rare opportunity to own a private retreat while still being close to everything Clearwater has to enjoy, including its award winning beaches, dining, shopping and top local attractions all just a short drive away.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Helen Spanos (727-798-2195)
1452 TEMPLE ST, CLEARWATER, FL 33756
$345,000166 Days on yellowkey MLS ID: TB8457959
0 Days Off yellowkey (back on 5/5/2026)
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1024 Built: 1956 Tax: $3,455 (2025)Community: Sunny Park GrovesSingle Family
Taxes:$3,455
Remarks: Under contract-accepting backup offers. Back on the market with a New Roof (2026) and ready for its new owner! Nestled in unincorporated Pinellas County, this solid block construction home presents a versatile and inviting opportunity in sunny Clearwater. The residence offers 2 bedrooms and 1.5 bathrooms, with a 1 car garage for safe covered parking and additional storage. The home features classic terrazzo flooring throughout that adds both timeless character and easy, low-maintenance living. Inside, you’ll love the spacious living room filled with natural light. Some recent updates adding to the homes convenience are the addition of a new hot water heater, new GFCI outlets, fresh paint, a newer kitchen and newer appliances. The open living space is an inviting spot for movie nights, casual get-togethers, or simply relaxing after a long day. The enclosed Florida Room expands the living space and captures the essence of Florida living—perfect for relaxing, entertaining, or enjoying the space year-round. Conveniently located approximately 15 minutes from Clearwater Beach and close to shopping, dining, and major roadways, this property combines location, flexibility, and classic Florida charm. There’s also ample space to park an RV or boat, and with no HOA, no deed restrictions, and no required flood insurance, you can truly make this home your own. With its unincorporated setting, the home offers future owners the opportunity to enjoy it as a personal residence or explore investment potential.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Justin Smith (407-579-0425)
1584 OAK LANE, CLEARWATER, FL 33764
$1,390,00076 Days on yellowkey MLS ID: TB8490329
REDUCED by $60,000 (4.1%) on 06/05/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 5004 Built: 1969 Tax: $16,533 (2025)Community: Belleair Grove 1St AddSingle Family
Taxes:$16,533
Remarks: Welcome home! OR to your next brilliant investment. With over 5000 sq feet this luxury property is packed with endless amenities so sit tight. Tucked into a quiet UNINCORPORATED residential neighborhood with NO rental restrictions is a retreat you could call your own. Make it a home built for generational wealth or a short term rental with presentence of high performance. This estate has been run for over a year as a cash flowing AirBNB grossing on average 20k a month (can show AirBNB documents for proof). The home features THREE primary bed rooms (five bedrooms total) making it great for multigenerational families or if used as STR great for multiple families that want to share a place but also have their own space! All three of the primary bed rooms have their own full (his/hers) bathrooms and walk in closets. Two of the primaries are 1200 square feet of luxury overlooking the Olympic sized swimming pool and court yard. One of the primary bedrooms could easily be converted into a full in-law suite with a kitchenette, bedroom, walk-in closet, full bath, and private entrance to the pool. The kitchen was newly (cosmetically) renovated with brand new appliances, wood shaker cabinets, and stone counters that overlook the entertainment room. The entertainment room has a wet bar with a wine fridge great for create unforgettable gatherings. The home has endless space featuring three living rooms with three custom fire places. The home features endless character and Feng shui. Some feature the home presents inside are: newer impact windows and sliders, newer electrical, 5 walk in closets, 2026 cosmetically renovated primary bathroom, private formal dining room, a home theatre, a gym and sauna room, stand alone soaker tub, security system on every door and window, 25 foot ceilings, and an original fire pole/spiral staircase from Clearwater's first ever built fire station from 1911. Luxury does not stop at the interior. Outside displays an underground drainage system for ANY potential flooding that stretches throughout the entire lot (no damage or flooding has happened in the 2024 major hurricanes or any previous), roof 2021, 2021 shed with a private boat gate entrance, irrigation system to keep your lawn and gardens pristine, parking for 10 or more cars, and more. The yard features a mini pickleball court, turf with mini golf, fire pit, outdoor dining space off the kitchen, privacy foliage filled with mango trees and tropical landscaping. Not to mention the HUGE swimming pool with a lap lane, Baja shelf and a sunken lounge. This is one of the most sought after areas in Clearwater and Belleair located only 6 miles from Clearwater Beach! Pictures truly cannot capture the beautiful character of this home. Book your private showing today! Can come furnished making it an easy turn-key move.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Ashley Gibson (443-591-7562)
1109 CHARLES ST, CLEARWATER, FL 33755
$950,00080 Days on yellowkey MLS ID: TB8489075
REDUCED by $49,000 (4.9%) on 06/05/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 1936 Tax: $6,914 (2025)Community: Peale ParkSingle Family
Taxes:$6,914
Remarks: One or more photo(s) has been virtually staged. ***OWNER FINANCING AVAILABLE AT A VERY ATTRACTIVE BELOW-MARKET INTEREST RATE*** This is a rare opportunity to own a truly one-of-a-kind legacy property designed for coastal living in one of Pinellas County's most sought-after locations. Situated on a tropical double lot just blocks from St. Joseph’s Sound and minutes from Downtown Dunedin, this exceptional property offers a combination of land, flexibility, charm, and income potential that is increasingly difficult to find. Perhaps the most valuable feature of this property is its rare grandfathered multifamily designation within a residential zoning district, allowing it to function as either a single-family residence or an income-producing duplex with an additional ADU. Owners have the unique ability to live comfortably in one residence while generating income from the others, creating exceptional income opportunities. Thoughtfully renovated from the studs out by a renowned local builder, the property preserves the timeless character and “Old Florida” charm of the original structures while seamlessly incorporating modern luxury, craftsmanship, and convenience throughout. High-end finishes, thoughtful design, and flexible living spaces create a property that feels both elevated and inviting. The oversized double lot offers endless possibilities for expansion, outdoor entertaining, RV or boat parking, and private resort-style living. Surrounded by tropical landscaping, the outdoor setting is anchored by a brand-new pool with elegant paver decking, creating a private coastal retreat perfect for relaxing, entertaining, and enjoying Florida living year-round. Despite being located just minutes from the waterfront, the property sits outside the flood zone, eliminating the need for flood insurance. The Pinellas Trail is located at the end of the block and provides direct biking/walking access to downtown Dunedin’s acclaimed restaurants, breweries, bars, live music venues, boutique shopping, marinas, award-winning Gulf beaches, and Major League Baseball spring training facilities. The staged renderings showcase the incredible versatility of the property and highlight the many ways the spaces can be customized to fit your vision—whether as a private retreat, multigenerational compound, luxury seasonal residence, or high-performing investment property. Properties offering this level of location, flexibility, land value, and coastal character rarely come to market! This property is listed below appraised value and priced to sell!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Elena Kapetaneas (727-515-9693)
2025 TEMPLE TER, CLEARWATER, FL 33764
$395,00049 Days on yellowkey MLS ID: S5148158
REDUCED by $20,000 (4.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1105 Built: 1958 Tax: $4,978 (2025)Community: Sirmons Orange Blossom HeightsSingle Family
Taxes:$4,978
Remarks: This beautiful property in Clearwater offers incredible potential, whether for first time homebuyers or as an investment opportunity fort short-term rentals like Airbnb. Ideally situated just 10 minutes from the beach, it provides both convenience and lifestyle appeal. The home features 2 bedrooms and 2 fully remodeled bathrooms, along with a spacious backyard perfect for outdoor enjoyment or future enhancements. Major updates include a new air conditioning system and new water heater, giving buyers peace of mind. BEST OF ALL, there is no HOA, offering added flexibility and no additional fees.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Letisia Alonso (407-318-0639)
5 N KEYSTONE DR, CLEARWATER, FL 33755
$469,000181 Days on yellowkey MLS ID: TB8455359
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1487 Built: 1956 Tax: $5,027 (2025)Community: Keystone ManorSingle Family
Taxes:$5,027
Elementary School: Skycrest Elementary-PN
Remarks: LOCATION, LOCATION, LOCATION! Stunning fully remodeled 3-bedroom, 2-bath block home with NO HOA in highly desirable Keystone Manor. Offering 1,500 sq. ft. of open-concept living with a split-bedroom floor plan, this move-in ready home combines style, comfort, and convenience. The beautifully renovated kitchen features a large pantry, while both en-suite bathrooms have been fully remodeled. Additional upgrades include engineered water-resistant hardwood flooring, all new lighting and ceiling fans throughout, a 2024 tankless water heater, 2022 roof with hurricane retrofit, and all new hurricane-certified impact windows. Natural light fills the spacious interior, which also includes a 2-car garage, covered back porch, front enclosed patio for extra living space, and abundant storage with two sheds plus a wooden workshop shed with electricity. Situated on a deep 7,800+ sq. ft. lot, there is plenty of room to enjoy outdoor living. Located in Flood Zone X with 70'+ elevation, this home is just one block from the newly renovated Crest Lake Park, offering a mile-long walking trail, Doggie Days Dog Park, fishing area, fitness stations, volleyball courts, basketball shoot-out, splash fountains, and an ADA-accessible playground. Only 4 miles from Clearwater Beach and 5 miles from the Courtney Campbell Causeway, this location provides easy access to airports, Tampa Bay, interstates, theme parks, professional sports venues, aquariums, zoos, hospitals, medical facilities, and vibrant art districts. This exceptional home offers the perfect blend of modern upgrades, outdoor space, and unbeatable location.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Adriana Dollar (469-233-1620)
3132 SHORELINE DR, CLEARWATER, FL 33760
$614,900153 Days on yellowkey MLS ID: TB8461630
REDUCED by $15,000 (2.4%) on 05/27/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2240 Built: 1993Monthly Fee: $16 Tax: $8,734 (2025)Community: SeabrookeSpa: YesSingle Family
Taxes:$8,734
Remarks: VA Assumable Loan...... Single-story split layout • Kitchen updated 2021 • Saltwater pool with spa This four-bedroom, three-bath single-story home features a functional split-bedroom layout with vaulted ceilings and multiple living areas arranged for everyday use and flexibility. The kitchen was updated in 2021 and includes white shaker cabinetry, solid-surface countertops, stainless steel appliances, and an open connection to the main living area. A formal dining room and separate family room with a wood-burning fireplace provide defined spaces while maintaining flow throughout the home. The primary suite is positioned separately from the secondary bedrooms and includes an en suite bath with dual sinks, a separate shower, and a garden tub. Secondary bedrooms are located on the opposite side of the home along with an additional full bath. A dedicated office or flex room provides additional workspace or multipurpose use. Flooring throughout the home includes a combination of tile, laminate, and carpet. Outdoor areas include a covered, screened lanai with ceiling fan that overlooks the open-air saltwater pool and attached spa. The pool pump is approximately four years old. A pool heater is present; the seller has not used the heater and does not represent its operational condition. The backyard is fully fenced and includes a mature mango tree along the side yard. Additional features include an interior laundry room with cabinetry and sink, an attached garage, and established landscaping. Major systems include a roof installed in 2012, HVAC system installed June 2014, and a water heater installed December 2025. The seller reports no flooding occurred at the property during recent hurricanes and Flood Insurance is through the NFIP which is transferable with an approximate annual premium of $900.00. The property is located near Datsko Park (approx. 0.1 mi), offering a public green space with a walking trail, playground, volleyball court, basketball court, picnic tables, and on-site parking. Grocery shopping is available at Publix Super Market at Ulmerton (approx. 1.2 mi). Dining options include Olive Garden Italian Restaurant (approx. 1.5 mi). Movie theater access is available at CMX CineBistro at Largo Mall (approx. 2.0 mi), with fitness facilities such as LA Fitness located nearby (approx. 2.3 mi).
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: William Wargin Pllc (727-400-7178)
1862 FRANCIS DR, CLEARWATER, FL 33763
$539,00019 Days on yellowkey MLS ID: TB8508399
0 Days Off yellowkey (back on 6/4/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1710 Built: 1967 Tax: $7,791 (2025)Community: Montclair Lake EstatesSingle Family
Taxes:$7,791
Elementary School: Dunedin Elementary-PN
High School: Dunedin High-PN
Middle School: Dunedin Highland Middle-PN
Remarks: Under contract-accepting backup offers. Experience the ultimate Florida lifestyle in this beautifully updated 3-bedroom, 2-bathroom pool home located in the sought-after, non-flood zone community of Montclair Lake Estates. This move-in-ready residence boasts significant recent upgrades for ultimate peace of mind, including a BRAND NEW ROOF(August 2023) and a fully installed HURRICANE PROTECTION system (December 2023) featuring Kevlar fabric and panels, and a NEWLY RESURFACED POOL(April 2026). Inside, the open split floor plan shines with NEW FLOORING and a stunning, completely remodeled CHEF'S KITCHEN featuring a massive central island, sleek stainless steel appliances, and premium finishes. The spacious living areas, with decorative ceilings, flow seamlessly into an impressive screen-enclosed in-ground pool area, perfect for entertaining or relaxing under the sun. The exterior is equally impressive with a FENCED YARD, fresh irrigation, a charming outdoor paver pathway, and mature landscaping. With no HOA fees and a prime location just 5 minutes from the vibrant shops and dining of Downtown Dunedin, the Countryside Mall, and world-class beaches, this Clearwater gem offers the perfect blend of modern luxury and coastal convenience. Don't miss your chance to own this remarkable retreat!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Sylvia Haddad (727-678-6984)
1515 BELLEAIR RD, CLEARWATER, FL 33756
$380,00053 Days on yellowkey MLS ID: TB8495008
REDUCED by $35,000 (8.4%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1538 Built: 1960 Tax: $5,060 (2024)Community: Belleair TerraceSingle Family
Taxes:$5,060
Tax Year: 2024
Remarks: Welcome to effortless Florida living in Clearwater’s highly sought-after neighborhood. This fully renovated 3-bedroom, 2-bath home with a is move-in ready and designed for modern comfort—without the hassle of HOA restrictions. Step inside to a bright, open layout that creates a natural flow between the living, dining, and kitchen spaces—perfect for hosting friends or enjoying everyday life. The heart of the home is the beautifully updated kitchen, featuring sleek quartz countertops, a spacious island ideal for gathering, and stainless steel appliances that tie everything together seamlessly. Durable luxury vinyl flooring runs throughout, giving the home a clean, cohesive look. Both bathrooms have been thoughtfully upgraded with contemporary finishes, including stylish tile work and stone flooring. The two front bedrooms share a bathroom while the primary suite is located on the other side of the house with full privacy and it's own bathroom with a dual vanity and walk in shower. Outside, enjoy a fenced backyard and large shed with ample storage. Additional upgrades include hurricane impact-rated windows for energy efficiency and peace of mind. HVAC was replaced in 2022 along with the roof and the water heater was just replaced last month! Situated in a high and dry Zone X (no flood insurance required), this home is nestled among well-kept properties in a neighborhood rich with history and charm. You’ll love the convenience of being just minutes from shopping, top-rated schools, and a quick drive to Clearwater’s world-famous beaches. Whether you're buying your first home or looking for a turnkey property in a prime location, this one checks all the boxes—style, location, and low-maintenance living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kristina Longstreet (727-225-4365)
1819 WEST DR, CLEARWATER, FL 33755
$469,50032 Days on yellowkey MLS ID: TB8507000
REDUCED by $20,000 (4.1%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1256 Built: 1976 Tax: $6,899 (2025)Community: Subans SubSingle Family
Taxes:$6,899
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bath, 1-car garage home, centrally located in Clearwater just minutes from the world-famous Clearwater Beach! This exceptional residence features a bright and modern open-concept floor plan seamlessly connecting the living, dining, and kitchen areas — perfect for both everyday living and entertaining. The stunning newly renovated kitchen showcases an abundance of quartz countertops, elegant subway tile backsplash, soft-close shaker hardwood cabinetry, and modern finishes throughout. The spacious primary suite is thoughtfully designed with a walk-in closet and a stylish en-suite bathroom. Step outside to your own private tropical oasis featuring a large in-ground swimming pool and a spacious fully fenced backyard — truly an entertainer’s paradise. Whether you’re relaxing poolside, enjoying the Gulf breezes, or hosting family and friends, this outdoor space offers plenty of room for everyone, including pets and kids. Additional upgrades include a metal roof (2017), newer A/C (2022), luxury vinyl flooring throughout, LED lighting fixtures, ceiling fans, updated landscaping, and much more. Ideally situated in the heart of Clearwater, this home provides convenient access to beaches, parks, shopping, dining, and an easy commute to both Tampa and St. Petersburg. Move-in ready and waiting for you to enjoy Florida living at its finest!
Listing Agent: Anesti Filipi (727-709-3662)
2207 WILLOWBROOK DR, CLEARWATER, FL 33764
$670,00082 Days on yellowkey MLS ID: TB8488778
INCREASED by $20,223 (3.1%) on 05/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2433 Built: 1974Monthly Fee: $5 Tax: $6,674 (2025)Community: BrooksideSingle Family
Taxes:$6,674
Remarks: One or more photo(s) has been virtually staged. Welcome to 2207 Willowbrook Dr in the highly desirable Brookside neighborhood of Clearwater! This beautifully maintained 4-bedroom, 3-bath pool home offers over 2,400 sq ft of living space with a flexible layout perfect for multi-generational living, entertaining, or working from home. Step inside to an open and bright floorplan featuring two spacious living areas, a cozy wood-burning fireplace, and large windows overlooking the sparkling screened-in pool and private backyard oasis. The split-bedroom design provides privacy, while the separate in-law suite with its own bathroom and pool access creates endless possibilities for guests, extended family, or a home office. This home has been professionally virtually staged to help showcase the incredible potential and functionality of the spacious layout while giving buyers inspiration on how to make the space their own. Major update: the seller will be installing a brand-new roof prior to closing, providing added peace of mind for the next owner. Situated on a beautifully landscaped corner lot, this home also features a spacious kitchen with abundant cabinetry and counter space, porcelain tile flooring, a newer vinyl fence, underground drainage, and fantastic curb appeal. Located in the heart of Pinellas County, you’re just minutes from award-winning Gulf beaches, shopping, dining, parks, boating, golf, and everything Florida living has to offer. Seller is open to contributing toward buyer closing costs, prepaids, or mortgage rate buydown with an acceptable offer. Schedule your private showing today!
Listing is courtesy of: CENTURY 21 RE CHAMPIONS (727-398-2774)
Listing Agent: Lily Esposito (727-741-5397)
202 FAIRMONT ST, CLEARWATER, FL 33755
$1,899,90069 Days on yellowkey MLS ID: TB8493540
REDUCED by $100,000 (5.0%) on 05/03/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1768 Built: 1935 Tax: $9,715 (2025)Community: Old Clearwater BaySpa: YesSingle Family
Taxes:$9,715
Remarks: 2024 Hurricanes - No Flooding * Now let’s get to the good stuff. PARADISE!!!!! Think I’m kidding come look for yourself. This completely remodeled 1935 Bungalow is Owners with major OCD problems. Move in Ready. INCREDIBLE!!!! I know because many stop daily, take pictures and tell me. It is a beauty. The main house is a 1 bedroom, 1 and 1/2 bath. The Quest house / additional generational housing / Mother in laws suite is a full kitchenette. This home is conveniently located between downtown Clearwater and Dunedin. Publix grocery 1.8 miles. Mall 4.7 miles. Blocks from the Pineallas County Trail that can take you from St Pete to Tarpon Springs. Walk, bike, run… Another choice could be along Edgewater into Dunedin with incredible views, many use it also daily. Restaurants just blocks away. Did I mention the views from your favorite chair. To the south the Clearwater bridge, to the west some of the most beautiful sunsets you have ever laid your eyes on, after watching the diamond glisten all day. From the dock to the north the Dunedin causeway bridge… The back lawn is fenced with puppy picket fencing to keep any pets safe and lushly landscaped with high end pavered paths and patios. There is a bolder water feature next to the patio closest to the waters edge, the sound is so tranquil. Your own private heated jacuzzi tub and outdoor shower. Oh, and don’t forget to bring your boat or fish from the dock. Lift can hold up to 20,000 lbs. Just load it on the lift, safely board your boat with custom built stairs, hit the remote, lower the boat and zoom, your off… so many places to enjoy. Restaurants, sand bars, fishing, gorgeous trips, nothing stopping you from boating into the Gulf. Our neighbors are owners and have become family over the last 14 years. Like I said, come see for yourself… it is Paradise.
Listing is courtesy of: GAWA INVESTMENTS, LLC (813-494-1744)
Listing Agent: Shirlene Hammond (813-494-1744)
1977 BROOKSTONE WAY, CLEARWATER, FL 33760
$540,00021 Days on yellowkey MLS ID: TB8510802
1 Days Off yellowkey (back on 6/4/2026)
INCREASED by $6,000 (1.1%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1736 Built: 1988Monthly Fee: $43 Tax: $5,188 (2025)Community: Brookstone SubSpa: YesSingle Family
Taxes:$5,188
Remarks: Under contract-accepting backup offers. Mornings begin differently here. Instead of scraping ice from windshields or rushing through endless traffic, the day starts with coffee by the pool as the Florida sun rises overhead. The private backyard becomes part of everyday life — a place where quiet mornings turn into afternoon swims and evenings end beneath softly lit water bubbling from the connected spa. Some nights it’s peaceful and relaxing. Other nights it becomes the center of the gathering, with friends lingering poolside long after sunset. That’s the beauty of living here. The home doesn’t just provide space — it creates a lifestyle. Even ordinary weekdays feel elevated when the weather invites you outdoors year-round. Maybe the morning begins with a walk nearby or an early tee time at Cove Cay Golf Club overlooking the bay. Maybe it’s brunch at the beach or an afternoon bike ride along the Pinellas Trail. The location strikes a balance that’s difficult to find — close to beaches, downtowns, restaurants, marinas, parks, and airports, yet tucked away from the tourist crowds and constant noise. Residents enjoy the freedom of having everything nearby without sacrificing the comfort and calm of home. An evening sunset at Clearwater Beach doesn’t require weeks of planning. Here, it can be as simple as deciding at 5:00 PM to head toward the Gulf, watch the sky melt into shades of orange and pink, then return home for one last dip in the spa before settling in for the night. That kind of spontaneity changes people. Life becomes less rushed, more connected to the outdoors, and centered around experiences instead of schedules. Even everyday errands feel easier here. Grocery stores, shopping, fitness centers, dining, and healthcare are all nearby, while Tampa and St. Petersburg remain easily accessible for commuting, entertainment, or travel. Quick access to both St. Pete–Clearwater International Airport and Tampa International Airport makes business trips and weekend getaways remarkably convenient. But perhaps what residents love most is the balance. This isn’t a chaotic high-rise beach town, nor is it an isolated suburb disconnected from activity. It sits comfortably in between — offering a lifestyle that feels coastal, active, connected, and relaxed all at once. Neighbors wave. People walk in the evenings. Outdoor dining becomes normal in January. Friends visit once and immediately begin browsing homes nearby. Over time, residents begin to realize the luxury here isn’t only found in square footage or finishes. It’s found in how life feels on an ordinary day. It’s the ability to enjoy sunsets after work, weekend boating trips, morning walks by the bay, spontaneous dinners in charming downtown districts, and year-round outdoor living without needing to “escape” somewhere else to find it. (Recent improvements include a new roof, new appliances, all new master bathroom, new fixtures throughout, and so much more!)
Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)
Listing Agent: Richard Blake (727-359-0388)
2134 MCKINLEY ST, CLEARWATER, FL 33765
$394,90042 Days on yellowkey MLS ID: TB8503139
REDUCED by $24,000 (5.7%) on 05/31/2026
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1254 Built: 1964 Tax: $887 (2025)Community: Terrace Lake AddSingle Family
Taxes:$887
Remarks: BEAUTIFUL HOME IN ESTABLISHED NEIGHBORHOOD* NICE BACKYARD WITH OPEN VIEWS OF THE LAKE* ENJOY THE OPEN BACKYARD WITH AN OPEN PATIO AREA* TILE FLOORING THROUGHOUT THE HOME* OVERSIZED 2 CAR GARAGE WITH FULL BATHROOM* UPDATED KITCHEN WITH NEWER APPLIANCES* NEWER CENTRAL HEAT AND AIR UNIT* OPEN FLOORPLAN WITH FLORIDA ROOM* ADDITIONAL WORKROOM* NICELY LANDSCAPED* THE TWO CAR GARAGE IS APPROXIMATELY OVER 600 SQ FT THAT CAN BE CONVERTED WITH APPROPRIATE PERMITS*CLOSE TO SHOPPING, BANKS, AND AIRPORT* MINUTES TO CLEARWATER BEACH
Listing is courtesy of: 1ST CLASS REAL ESTATE LLC (727-797-7500)
Listing Agent: Michael Spithoyanis (727-418-9694)
1477 S PRESCOTT AVE, CLEARWATER, FL 33756
$299,99985 Days on yellowkey MLS ID: O6389565
REDUCED by $9,001 (2.9%) on 06/02/2026
Bed: 3 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1547 Built: 1956 Tax: $5,547 (2025)Community: Salls 1St AddSingle Family
Taxes:$5,547
Elementary School: Ponce de Leon Elementary-PN
Remarks: One or more photo(s) has been virtually staged. Welcome to this charming Clearwater home offering a comfortable and functional layout in a convenient location. The interior provides inviting living spaces designed for both relaxing and entertaining, with a natural flow between the main living areas and the kitchen. The bedrooms provides comfortable retreats, while the additional living space allows flexibility for a home office, family room, or gathering area. The outdoor space provides room to enjoy the Florida sunshine, whether relaxing, gardening, or entertaining guests. Conveniently located near shopping centers, parks, hospitals, and the beautiful Gulf Coast beaches, this home places everyday essentials and recreation just minutes away.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
416 N WASHINGTON AVE, CLEARWATER, FL 33755
$409,00029 Days on yellowkey MLS ID: TB8507652
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1375 Built: 1983 Tax: $7,855 (2025)Community: Country Club AddSingle Family
Taxes:$7,855
Remarks: This charming home in the Country Club Estates boasts 3 bedrooms, 2 bathrooms, and a 1-car garage. Nestled on a peaceful, dead-end street near downtown Clearwater and the Clearwater Country Club, this home offers a serene retreat. Wake up each day to the beauty of the lush, tropical landscaping and exotic gardens visible from the back deck and the lovely screened porch, which is accessible from both the family room and the master bathroom. A private outdoor shower makes washing off the beach sand a breeze. The family room and two bonus rooms provide plenty of space for all your needs. The spacious living room flows seamlessly into the kitchen and family room, creating an inviting atmosphere. Two bonus rooms offer endless possibilities for an office, library, study, or game room. The master bedroom features a walk-in closet, while a hall linen closet provides additional storage. The spacious garage includes a washer and dryer and has plenty of room for storage. This home is ideal for a family, for use as a short term, or long-term income property. The block construction ensures durability. Beaches are within a short bike ride. This home is just a quick ten-minute drive to the world-famous Clearwater Beach and Downtown Dunedin.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Michael Feola (850-419-1395)
5638 146TH TER N, CLEARWATER, FL 33760
$329,80062 Days on yellowkey MLS ID: TB8495770
REDUCED by $19,000 (5.4%) on 06/04/2026
Bed: 4 Bath: 1.0 Liv Area Sq Ft: 1288 Built: 1973 Tax: $3,317 (2024)Community: Highpoint EstatesSingle Family
Taxes:$3,317
Remarks: LOCATION, CONDITION, & PRICE!! Welcome to our move-in-ready home located in the highly desired community of Highpoint Estates. This property boasts a Wide-Open, Split Floor plan designed to maximize Natural Light, Functionality, and everyday Comfort. Property features include a fully renovated Kitchen with CORIAN Counter-tops, REAL wood cabinetry, and Stainless appliances. The main living area boasts all tile flooring, with new luxury vinyl in the bedrooms that provide a crisp, clean, and modern feel. The large Master Bed is adjacent to the laundry room fixtures making a 2nd, primary bath easy to install. The kitchen is the centerpiece of this property; flowing seamlessly into the main living area and rear covered patio, creating a true Indoor-Outdoor experience perfect for entertaining and family gatherings. The fully Fenced, Pool-sized yard offers exceptional privacy with plenty of room to store your Boats, RV’s, Trailers, and more. This home is located in unincorporated Clearwater, which allows for Short-Term Rentals, making it perfect for homeowners and investors alike. The Low-Cost transferable insurance makes this home affordable and budget-friendly. FHA, VA, Cash, & Conventional buyers are Welcome. This home is centrally located, just minutes from Gulf beaches, shopping, dining, top schools, and both Tampa International & St. Pete Clearwater airports. This home is priced to sell and won't last long. Call today to schedule your private showing. homeowners and investors alike. The Low-Cost transferable insurance makes this home affordable and budget-friendly. FHA, VA, Cash, & Conventional buyers are Welcome. This home is centrally located, just minutes from Gulf beaches, shopping, dining, top schools, and both Tampa International & St. Pete Clearwater airports. This home is priced to sell and won't last long. Call today to schedule your private showing.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Travis Pettengil, Pll (727-686-3107)
2165 MAJESTIC OAKS BLVD, CLEARWATER, FL 33759
$1,550,00021 Days on yellowkey MLS ID: TB8509811
3 Days Off yellowkey (back on 6/4/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2905 Built: 2017Monthly Fee: $211 Tax: $16,298 (2025)Community: Majestic Oaks RepSpa: NoSingle Family
Taxes:$16,298
Elementary School: Leila G Davis Elementary-PN
High School: Countryside High-PN
Middle School: Safety Harbor Middle-PN
Remarks: Under contract-accepting backup offers. Welcome to 2165 Majestic Oaks Boulevard, an exceptional contemporary pool home located in the prestigious gated community of Majestic Oaks in Clearwater. Professionally designed and impeccably crafted, this 3-bedroom, 3-bath residence with a spacious rear media room showcases a refined aesthetic with carefully curated finishes, a one-story layout, private pool, 3-car garage, and elegant indoor-outdoor living. The home has been beautifully designer-refreshed with wide-plank Bali European White Oak flooring throughout, featuring impressive 10¼-inch wide long-plank boards, 5/8-inch thickness, a premium wear layer, and a lifetime residential warranty. Every detail has been thoughtfully selected to create a cohesive, sophisticated look, including contemporary decorative light fixtures, matte black interior hardware, matte black Moen plumbing fixtures, frosted glass single-lite interior doors, custom-designed cabinetry, elegant granite countertops, and a matching granite fireplace front. The gourmet kitchen offers refined finishes, updated cabinetry, lit upper cabinets, granite counters, premium appliances, a new refrigerator, a Wolf cooktop, a disposal, a walk-in pantry, and a dining area overlooking the pool. The living room features custom built-ins, designer lighting, a gas fireplace, and seamless views toward the screened outdoor living area. The spacious primary suite offers a warm, modern retreat with designer wallcoverings from the luxury Maya Romanoff Collection, generous closet space, and a refreshed en-suite bath featuring a striking freestanding tub, updated flooring, matte black Moen plumbing fixtures, towel warmer, Toto Neorest toilet, dual vanities, shower, and private water closet. A standout feature of the floor plan is the large rear media room, complete with Maya Romanoff wallcoverings and a custom angled TV wall with built-in storage and desk area. This flexible space is ideal for movie nights, entertaining, working from home, a private lounge, or guest overflow. Additional 2025 updates include a new A/C condenser and air handler, full interior paint, all new translucent glass interior doors, new cabinet fronts and hardware, new lit upper cabinetry in the kitchen and living room, Sonos sound system, front door electronic lock, Tesla wall charger, garage door camera/keypad, and refreshed rear landscaping with gray rock hardscape, new plants, sod, and improved drainage. Outdoor living is a major highlight, featuring high-performance impact-rated windows and doors, a private screened lanai, travertine pool deck, saltwater pool with Pebble-Tec finish, pool heater, and built-in Coyote grill surrounded by lush tropical landscaping. The result is a warm, modern sanctuary where luxurious natural materials and designer finishes come together to create a home of exceptional quality and style. Conveniently located near Safety Harbor, Countryside, shopping, dining, schools, Tampa International Airport, and the beaches, this designer-finished Majestic Oaks residence offers luxury Florida living in one of Clearwater’s most desirable gated communities.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Nancy Leslie (727-789-5555)
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