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5-Bedroom Homes for Sale in Clearwater, FL with Private Pool

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  • /98

    $6,700,000

    • 5 Beds
    • 5 Baths
    • 4,294 Sq Ft

    780 Eldorado Ave, Clearwater Beach, FL 33767

    EXCEPTIONAL BEACHFRONT LIVING | 60 FEET OF DIRECT GULF FRONTAGE | EXTENSIVELY RENOVATEDWelcome to your private slice of paradise on Clearwater Beach — a move-in ready, fully renovated 5-bedroom, 5-bathroom coastal retreat offering breathtaking views, unforgettable sunsets, and the kind of beachfront lifestyle that brings families together for generations.From morning walks along

    Agent Photo

    Brad Parks

    PARKS GROUP

    (727) 761-2559

    780 Eldorado Ave, Clearwater Beach, FL 33767
  • /62

    $1,249,000

    • 5 Beds
    • 3 Baths
    • 3,446 Sq Ft

    3168 Masters Dr Unit 2, Clearwater, FL 33761

    ATTENTION!!!! Amazing "Countryside Country Club" area - 5 BEDROOM plus DEN/OFFICE, 3 BATHROOM, 3 CAR GARAGE, POOL HOME with NEW ROOF installed in 2024! SPECTACULAR GOLF COURSE VIEWS! NON-EVACUATION! NO-FLOOD ZONE! One of the HIGHEST ELEVATIONS IN PINELLAS COUNTY!! Boasting OVER 3,400 SQUARE FEET of LIVING SPACE and 4,751 SQUARE FEET UNDER ROOF, this BLOCK CONSTRUCTION home has SOMETHING FOR

    Agent Photo

    Peter Kotsovolos

    RE/MAX ELITE REALTY

    (727) 610-8245

    3168 Masters Dr Unit 2, Clearwater, FL 33761
  • /91

    $3,450,000

    • 6 Beds
    • 9 Baths
    • 7,053 Sq Ft

    1835 Alicia Way, Clearwater, FL 33764

    Prepare to be amazed by this extraordinary estate home tucked within Kent Place—one of Clearwater’s most coveted and private neighborhoods, where country-style living meets city convenience. Designed with vision and created with care, this home is a true masterpiece, ideal for car collectors, art lovers, or multigenerational living. Pride of ownership is evident from the moment you arrive, with

    Martha Thorn COLDWELL BANKER REALTY

    1835 Alicia Way, Clearwater, FL 33764
  • /80

    $1,850,000

    • 5 Beds
    • 3.5 Baths
    • 3,814 Sq Ft

    1681 Long Bow Ln, Clearwater, FL 33764

    Quietly tucked away on one of Clearwater’s most desirable streets, this stately home offers the perfect blend of timeless elegance, peaceful privacy, and unbeatable location. From the moment you arrive, the curb appeal is undeniable—with a circular driveway, grand columns, and a welcoming front porch inviting you in. Beautiful double leaded glass doors open to a traditional floor plan that feels

    Martha Thorn COLDWELL BANKER REALTY

    1681 Long Bow Ln, Clearwater, FL 33764
  • /80

    $2,899,950

    • 8 Beds
    • 6.5 Baths
    • 7,900 Sq Ft

    3025 Oakmont Dr, Clearwater, FL 33761

    Where luxury meets paradise—with a jaw-dropping backyard oasis designed for relaxation and entertainment. Tucked inside the gated 11-home enclave of Landmark Reserve, where every residence is a one-of-a-kind custom design, this home offers 1.11 private acres at the end of a peaceful cul-de-sac. High and dry—no flood zone—with well over $1 million in UPGRADES since 2022! Top-of-the-line bronze

    Tami Jones COMPASS FLORIDA LLC

    3025 Oakmont Dr, Clearwater, FL 33761
  • /66

    $3,200,000 Open Sat 11AM - 2PM

    • 5 Beds
    • 4 Baths
    • 3,250 Sq Ft

    406 Venetian Dr, Clearwater, FL 33755

    Built in 2018, this waterfront residence blends coastal elegance with theconfidence of modern construction. Elevated above flood level and built tomeet today’s stringent hurricane standards, it features high-efficiencysystems, luxury appliances, and the latest in safety and durability—offeringboth comfort, luxury and long-term peace of mind.The main living area includes a

    Alana O'Hanlan EPIQUE REALTY, INC.

    406 Venetian Dr, Clearwater, FL 33755
  • /65

    $1,595,999

    • 5 Beds
    • 6 Baths
    • 4,206 Sq Ft

    1020 Charles St, Clearwater, FL 33755

    Welcome to your private compound in a prime Clearwater/Dunedin location just one block from the Gulf of Mexico with peek-a-boo water views from the top deck. This sprawling 6-bedroom, 6-bath estate is a rare gem designed for luxurious living and effortless entertaining.The main home offers four spacious bedrooms and four baths. A custom solid mahogany front door opens to a light-filled

    Evan Pedone ENGEL & VOLKERS MADEIRA BEACH

    1020 Charles St, Clearwater, FL 33755
  • /82

    $2,495,000

    • 6 Beds
    • 7.5 Baths
    • 3,971 Sq Ft

    831 Mandalay Ave, Clearwater Beach, FL 33767

    One or more photo(s) has been virtually staged. One or more photo(s) have been virtually staged. LUXURY COASTAL RETREAT- ACROSS FROM BEACH ACCESS TO THE GULF. TURNKEY FURNISHED INVESTMENT OPPORTUNITY, PRIMARY RESIDENCE OR VACATION HOME. This 3971 sq ft POOL HOME is steps from the powder-soft sands of Clearwater Beach. Boasting 6 spacious bedrooms and 8 bathrooms, this courtyard-style retreat

    Robin Svoboda EXP REALTY LLC

    831 Mandalay Ave, Clearwater Beach, FL 33767
  • /81

    $2,100,000

    • 5 Beds
    • 4 Baths
    • 4,138 Sq Ft

    413 Midway Island, Clearwater Beach, FL 33767

    Exceptional Waterfront Opportunity on Island Estates – Renovate or Rebuild with Stunning & Rare Open Water Views! Welcome to one of the most desirable waterfront locations in Clearwater Beach – Island Estates. This 5-bedroom, 4-bathroom home offers over 4,100 square feet of living space and sits on an expansive open-water lot just steps from the cul-de-sac, offering both breathtaking

    Tara Beheshti COASTAL PROPERTIES GROUP INTERNATIONAL

    413 Midway Island, Clearwater Beach, FL 33767
  • /44

    $3,495,000

    • 5 Beds
    • 5.5 Baths
    • 5,006 Sq Ft

    511 Windward Passage, Clearwater Beach, FL 33767

    More than a home, this Island Estates retreat delivers the ultimate coastal lifestyle. Trade traffic for palm-lined bike rides to world-famous Clearwater Beach, or cast off from your private dock and cruise straight to dinner at your favorite waterfront restaurant. Set on an oversized lot with 179 feet of water frontage, the property feels like a private resort, complete with a sparkling

    Kerryn Ellson COASTAL PROPERTIES GROUP INTERNATIONAL

    511 Windward Passage, Clearwater Beach, FL 33767
  • /85

    $1,790,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 4 Baths
    • 4,406 Sq Ft

    1721 Allens Creek Dr, Clearwater, FL 33764

    One or more photo(s) has been virtually staged. If these walls could talk, they’d tell the story of a young engineer-turned-CEO and wife who needed more than just square footage, they needed space to accommodate a growing family of five children ... this home is the product of the owners vision ...over 35 years, he didn’t just expand the house—he thoughtfully put together carefully designed,

    Don Taylor SMITH & ASSOCIATES REAL ESTATE

    1721 Allens Creek Dr, Clearwater, FL 33764
  • /77

    $1,695,000

    • 5 Beds
    • 4 Baths
    • 3,613 Sq Ft

    806 Narcissus Ave, Clearwater Beach, FL 33767

    Imagine living at a beach that consistently is rated #1 or #2 in America! This Key West Style home has the original North Clearwater Beach feel in that the owner preserved the historical value while updating it. The home sits on a rare lot across from a park like setting separating Bay Esplanade and Narcissus, giving the home an open space and a view to the Intercoastal waterway. While it is

    Fran Bartlett REALTY CONCEPTS OF PINELLAS

    806 Narcissus Ave, Clearwater Beach, FL 33767
  • /85

    $1,499,900

    • 6 Beds
    • 6 Baths
    • 5,799 Sq Ft

    2671 Lakebreeze Ln S, Clearwater, FL 33759

    If you’re looking for a home with space and elegance that has been well cared for, look no further! This stunning home, built in 2006, features 6 bedrooms, 6 bathrooms, a large bonus room, a 3-car tandem garage, and a pool. Two bedrooms are primary suites, one upstairs and one downstairs. This gives you plenty of options for multi-generational living, flex space for an office or den, or room for

    Mary White SOUTHERN LIFE REALTY

    2671 Lakebreeze Ln S, Clearwater, FL 33759
  • /83

    $1,940,000

    • 5 Beds
    • 4.5 Baths
    • 4,740 Sq Ft

    608 Orange Ave, Clearwater, FL 33756

    Have you considered a custom home that a Construction Building Company Owner designed and built for himself and his adoring family? Here is a home that will outlast the future generations as well fulfill their every need. Full block construction, with the original part of the home stripped and redone along side the new home in 2010. With: hurricane rated windows and doors, GREEN certificates,

    Raymond Cassano STATION SQUARE REALTY LLC

    608 Orange Ave, Clearwater, FL 33756
  • /4

    $1,674,995

    • 5 Beds
    • 4.5 Baths
    • 3,597 Sq Ft

    2400 Pine Hammock, Clearwater, FL 33764

    MUST SEE!! Developers, Investors or just savvy home-owner end users. Huge Opportunity on this well-maintained property that is a full remodel and/or new construction as there's a lot of room for profit at half the LTV. Property at 2420 Kent Place just sold for $3,055,000 and 2316 Kent Place just sold for $2.495m. This one could go at $3.995m with full overhaul and/or new build or if you are

    Keith Schwabinger KELLER WILLIAMS GULF BEACHES

    2400 Pine Hammock, Clearwater, FL 33764
  • /58

    $1,175,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,679 Sq Ft

    2845 Chelsea Place S, Clearwater, FL 33759

    One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 5bed + den, 3.5bath home nestled in the heart of Chelsea Woods of Clearwater! Set on a high elevation (approx. 90 ft), this home offers elegance, functionality & peace of mind, w/a BRAND NEW ROOF,fresh exterior paint & premium upgrades throughout. The stamp paved driveway & front walkway lead you to a

    Vanessa Leonard KELLER WILLIAMS REALTY- PALM H

    2845 Chelsea Place S, Clearwater, FL 33759
  • /69

    $699,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 2 Baths
    • 2,229 Sq Ft

    1855 Yale Dr, Clearwater, FL 33765

    Welcome to your new home in central Clearwater . Located just a 5 minute drive from Dunedin and Safety Harbor , and a short drive to Clearwater beach . This home is fully updated , the homeowner is finishing up some minor details. All impact windows and doors brand new roof with solar attic fan completed in 2024. The kitchen has all high end appliances panel ready refrigerator and dishwasher and

    Paul Merenyi CHARLES RUTENBERG REALTY INC

    1855 Yale Dr, Clearwater, FL 33765
  • /100

    $1,399,000

    • 5 Beds
    • 3 Baths
    • 3,303 Sq Ft

    2834 Chancery Ln, Clearwater, FL 33759

    Welcome to this impressive one of a kind light and bright 5-bedroom, 3-bathroom pool home with a 3-car garage, perfectly designed for luxurious Florida living. Situated in the highly sought-after Clearwater area, this spacious residence combines elegance, comfort, and practicality.A circular driveway and simple rocky landscaping create stunning curb appeal. Step through the double entry

    Caroline Hanna CHARLES RUTENBERG REALTY INC

    2834 Chancery Ln, Clearwater, FL 33759
  • /58

    $949,000

    • 5 Beds
    • 3 Baths
    • 2,748 Sq Ft

    1623 El Tair Trail, Clearwater, FL 33765

    Virtually Staged Photos included. A Unique Opportunity for a Meticulously Maintained Spacious Pool Home in Clearwater's Coachman Ridge subdivision with a True Attached In-Law Apartment. Abundant Big Ticket Features include a New Roof in December 2022, New HVAC in 2019, Impact Windows & Sliding Doors in 2011, Wood Burning Fireplace with Marble surround, Vaulted Ceilings, Inside Laundry Room with

    Rick Amorose AMOROSE & ASSOCIATES REALTY

    1623 El Tair Trail, Clearwater, FL 33765
  • /32

    $789,000

    • 5 Beds
    • 3 Baths
    • 2,654 Sq Ft

    2280 Willowbrook Dr, Clearwater, FL 33764

    Welcome to Your Dream Home in Brookside!Prepare to be amazed by this stunning 5-bedroom, 3-bathroom home nestled in the heart of the charming Brookside neighborhood. Built in 1978 with space and comfort in mind, this beautifully updated residence offers everything you need—and more! New roof - 2025, new HVAC 2021.Grand Entrance & Elegant Living - Step inside and be greeted by

    Robyn Humphreys PREMIS REALTY

    2280 Willowbrook Dr, Clearwater, FL 33764
  • /38

    $850,000

    • 5 Beds
    • 3 Baths
    • 2,852 Sq Ft

    2567 Frisco Dr, Clearwater, FL 33761

    Nestled in the desirable and beautifully kept Clearwater neighborhood, Northwood West, this Campagna-built residence combines prime location with resort style living. Professional tropical landscaping and fresh exterior paint create head turning curb appeal, while a covered entry ushers you into a bright open floor plan and interiors awash in new luxury vinyl plank flooring, fresh paint and

    Martha Thorn COLDWELL BANKER REALTY

    2567 Frisco Dr, Clearwater, FL 33761
  • /32

    $544,900

    • 5 Beds
    • 3 Baths
    • 2,244 Sq Ft

    1542 Picardy Cir Unit 2, Clearwater, FL 33755

    Welcome to paradise!! The main home of this property features 4 bedrooms and 2 bathrooms, an updated kitchen, and a truly unique split bedroom layout. Additional features include a spacious in law apartment with a full bathroom and kitchenette, an enclosed private pool, and a massive garage that is any hobbyist’s dream. A new roof was installed in 2023. This home is in a highly desired location

    Amber Massotto ASCENT REALTY

    1542 Picardy Cir Unit 2, Clearwater, FL 33755
  • /61

    $458,900 Open Sun 2PM - 4PM

    • 5 Beds
    • 3 Baths
    • 1,730 Sq Ft

    1317 S Betty Ln, Clearwater, FL 33756

    THE SELLER WILL CONTRIBUTE $6,000 TOWARD BUYER'S CLOSING COSTS. Beautiful pool home in a desirable location near Clearwater Beach. Welcome to the oasis of your dreams! This magnificent, completely remodeled 5-bedroom, 3-bathroom home features a stunning kitchen boasts a center island and granite countertops, backsplash all with smooth hardware, making it the heart of the home. Elegant stainless

    Maria Guinand AVISTA BAY REALTY, LLC

    1317 S Betty Ln, Clearwater, FL 33756
  • /28

    $2,250,000

    • 5 Beds
    • 3 Baths
    • 1,554 Sq Ft

    608 Bay Esplanade, Clearwater Beach, FL 33767

    FANTASTIC INCOME OPPORTUNITY - WEEKLY RENTAL IN CLEARWATER BEACH! Just a short stroll to the sand, this newly renovated turnkey pool property offers 5 bedrooms / 3 bathrooms in total (a 4-bedroom, 2-bath home with a 1-bedroom / 1-bath lock-off attached (with it's own entry, but can be a part of the whole home), sleeps 14 people in total. This property is located in the "Tourist Zone" of

    Cammie Whalen ENGEL & VOLKERS BELLEAIR

    608 Bay Esplanade, Clearwater Beach, FL 33767
  • /13

    $3,990,000

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    891 Island Way, Clearwater Beach, FL 33767

    Island Estates Waterfront Home!!This exceptional property is situated on a prime, elevated waterfront corner lot within Island Estates, a premier luxury residential community. Boasting a generous 20,691 sq ft lot, the home offers unparalleled waterfront living with approximately 275 feet of open water views along the intercoastal waterway in Beautiful ClearwaterSeawalls on two

    Steven Ayoub FLORIDA HOMES REALTY & MORTGAGE GVILLE

    891 Island Way, Clearwater Beach, FL 33767
  • /53

    $895,000

    • 5 Beds
    • 3 Baths
    • 3,277 Sq Ft

    3089 Ashland Terrace, Clearwater, FL 33761

    One or more photo(s) has been virtually staged. STUNNING POOL HOME IN DESIRABLE ASHLAND HEIGHTS! Located at the end of a cul-de-sac in the desirable Countryside neighborhood, this impressive 5-bedroom, 3-bath residence offers over 3,200 sqft of beautifully designed living space and an expansive outdoor oasis perfect for entertaining. Step outside to your private, saltwater heated pool (30’ x 16’)

    Marcy Daniels COLDWELL BANKER REALTY

    3089 Ashland Terrace, Clearwater, FL 33761
  • /39

    $949,000

    • 5 Beds
    • 2.5 Baths
    • 3,535 Sq Ft

    2886 Green Meadow Ct, Clearwater, FL 33761

    WOW!!Resort-Style Living in Clearwater’s Coveted “Landmark” Section. Tucked away on a quiet cul-de-sac—where only your neighbors drive by—you’ll find this exceptional 5-bedroom, 2.5-bath + Office + Bonus Room residence, set on an oversized corner lot in Clearwater’s desirable Landmark neighborhood. From the moment you arrive, custom solid wood double doors create a sense of arrival that’s

    Gary Ubaldini KELLER WILLIAMS REALTY- PALM H

    2886 Green Meadow Ct, Clearwater, FL 33761
  • /90

    $7,500,000

    • 5 Beds
    • 5.5 Baths
    • 6,402 Sq Ft

    755 Bay Esplanade, Clearwater Beach, FL 33767

    One or more photo(s) has been virtually staged. Welcome to one of Clearwater Beach’s most exceptional coastal residences, a masterfully crafted estate built by renowned builder Monogram in 2012. Commonly known as the "Crown Gem" of the beach. Situated on two oversized lots and boasting 152 feet of breathtaking waterfront on the coveted Mandalay Channel, this coastal traditional masterpiece offers

    Justin Helmus THE SHOP REAL ESTATE CO.

    755 Bay Esplanade, Clearwater Beach, FL 33767
  • /51

    $865,000

    • 5 Beds
    • 3.5 Baths
    • 3,318 Sq Ft

    3014 Ashland Terrace, Clearwater, FL 33761

    NEW improved price! NEW $16,000 seller credit being offered for upgrades or closing cost! NEW carpets being installed. This is the one you’ve been looking for! And location, location, location! Only minutes to world-famous beaches, local malls, a wide variety of restaurants, top-rated schools, county parks, Pinellas trail, golf courses, country clubs, concert halls, hospitals and

    Timothy Smith REAL BROKER, LLC

    3014 Ashland Terrace, Clearwater, FL 33761
  • /15

    $350,000

    • 5 Beds
    • 2.5 Baths
    • 1,488 Sq Ft

    1329 Tuscola St, Clearwater, FL 33756

    This beautiful vaulted ceiling and crown molding beauty home is nestled atop on an elevated lot. It welcomes you! Located at the very heart of our most world famous prize winning beach. Very spacious home with lots to decorate to your specific needs. Spacious bedrooms, Master bedroom leads you onto the poolside for that fantastic evening. Perfect for pool parties, bonfires and more! This little

    Ramon Gaber REALTY MARK ASSOCIATES

    1329 Tuscola St, Clearwater, FL 33756
  • /90

    $22,900,000

    • 10 Beds
    • 11 Baths
    • 16,472 Sq Ft

    802 Druid Rd S, Clearwater, FL 33756

    A Stunning Achievement in Design and Location Beyond Comparison. Incomparable Gulf views, dramatic architectural details and a highly coveted location combine for the height of luxury in this Mediterranean masterpiece overlooking the widest expanse of Clearwater Harbor. “Century Oaks” is the namesake of this storied estate that has entertained U.S. presidents, heads of state and is located on the

    Kenny Hayslett RE/MAX ACTION FIRST OF FLORIDA

    802 Druid Rd S, Clearwater, FL 33756
  • /64

    $5,900,000

    • 6 Beds
    • 5 Baths
    • 4,646 Sq Ft

    800 Druid Rd S, Clearwater, FL 33756

    Waterfront Masterpiece in Clearwater’s Harbor Oaks. Breathtaking vistas of Clearwater Harbor and the Clearwater Beach skyline combine with manicured gardens and a coveted address to create an idyllic setting for this Greek Revival-style home in Harbor Oaks. Privately situated behind stately walls with gated access and a brick drive, the two-story home commands 1.1 acres and boasts more than 100

    Kenny Hayslett RE/MAX ACTION FIRST OF FLORIDA

    800 Druid Rd S, Clearwater, FL 33756
  • /98

    $3,999,999

    • 5 Beds
    • 4 Baths
    • 5,798 Sq Ft

    124 Leeward Island, Clearwater Beach, FL 33767

    Elevated with first floor living space and a uniquely elevated pool equal with the first level living space keeps you well up and above the flood for peace of mind and adds convenience in the ability to walk directly out to your pool without having to go down to ground level. Welcome to your dream waterfront oasis on Island Estates in Clearwater Beach! This fully remodeled 5-bedroom, 4-bathroom

    Christopher Grasso BHHS FLORIDA PROPERTIES GROUP

    124 Leeward Island, Clearwater Beach, FL 33767
  • /20

    $3,500,000

    • 7 Beds
    • 4 Baths
    • 2,734 Sq Ft

    42 Somerset St, Clearwater Beach, FL 33767

    Exceptional & rare short-term rental opportunity with a prime Clearwater Beach location! Discover unparalleled profitability with this stunning short-term rental property well-suited for large group vacations, and ideally situated just 150 steps from the pristine sands of Clearwater Beach, one of the top beach destinations in the entire United States. This unique offering features two separate,

    Cammie Whalen ENGEL & VOLKERS BELLEAIR

    42 Somerset St, Clearwater Beach, FL 33767
  • /45

    $989,900

    • 5 Beds
    • 3.5 Baths
    • 3,326 Sq Ft

    167 Woodcreek Dr W, Safety Harbor, FL 34695

    Welcome to your dream home in the sought-after Weatherstone subdivision of charming Safety Harbor! This beautifully maintained Executive Pool Home has 5-bedroom, 3.5-baths and offers over 3,326 of spacious heated living space, perfect for families and entertaining alike. The 3-car garage offers abundant storage and parking space.Step inside to a bright, open floor plan with high ceilings,

    Darlene Sheets FUTURE HOME REALTY INC

    167 Woodcreek Dr W, Safety Harbor, FL 34695

Home Trends in Clearwater, FL

Housing Trends

Median Sale Price
$190,000
Median Single Family Sale Price
$292,000
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$179,900
Median 1 Bedroom Sale Price
$138,000
Average Price Per Sq Ft
$248
Number of Homes for Sale
161
Last 12 months Home Sales
744
Months of Supply
2.60
Median List Price
$215,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
-17%
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