Location: Clearwater , 33755
Do Not Show Listings
1257 DREW ST #14, CLEARWATER, FL 33755
$89,00021 Days on yellowkey MLS ID: TB8491536
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 640 Built: 1964 Tax: $1,467 (2025)Community: Kenwood Garden Apts Co-OpCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,467
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Newly renovated ! Come check out this stunning 1-bedroom, 1-bath second-floor condo offers the perfect blend of comfort, style, and convenience. Step into a bright and airy living space featuring a spacious living room that feels both open and inviting ideal for relaxing or entertaining. The updated kitchen boasts a stylish island, perfect for morning coffee, casual dining, or hosting guests. Enjoy ample closet space throughout, providing excellent storage and a clutter-free lifestyle. Unwind in the charming sunroom your own private retreat ideal for reading, working from home, or enjoying Florida’s sunshine year-round. Conveniently located just minutes from Clearwater Beach, as well as top-rated restaurants, shopping, and hospitals, this condo offers the best of coastal living with everyday convenience. Additional features include off-street parking and on-site laundry. This property also presents an excellent investment opportunity and would make a great rental. Don’t miss this opportunity to own a beautifully updated condo in a prime location!
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Betty Rohe (301-366-3208)
1365 OVERLEA ST, CLEARWATER, FL 33755
$209,000127 Days on yellowkey MLS ID: W7881369
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 988 Built: 1953 Tax: $2,097 (2024)Community: Pine Brook HighlandsSingle Family
Taxes:$2,097
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Cozy block 2-bedroom Clearwater home with great potential and a larger-than-average 0.21-acre lot. Cheapest Clearwater Block Home as of Mar 23, 2026. The property backs up to a creek area with a gentle, bubbling water flow. Home includes a newer air conditioner and newer water heater, and the seller is willing to include a new roof with at $225k. The home itself is in a non-flood zone, with only a small portion at the back of the lot located in a designated flood zone. No deed restrictions, no pet restrictions, and no lease restrictions. Conveniently located near Downtown Clearwater, beaches, parks, and major roadways. A great opportunity for first-time homebuyers, investors, or anyone looking for a value-priced home. Buyers to sign sellers' standard disclosure addendum. All offers should be net to seller.
Listing is courtesy of: FLORIDA REAL ESTATE PARTNERS (727-409-4663)
Listing Agent: Randal Jenkins (727-409-4663)
1792 OVERBROOK AVE, CLEARWATER, FL 33755
$1,899,00051 Days on yellowkey MLS ID: TB8479538
1 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2314 Built: 2020 Tax: $10,472 (2025)Community: Sunset Point 1St AddSingle Family
Taxes:$10,472
Remarks: Under contract-accepting backup offers. Experience elevated coastal living in this stunning newer-construction waterfront home, perfectly positioned in Clearwater just minutes from the charm and energy of downtown Dunedin. Designed for those who appreciate refined craftsmanship and timeless character, this 3-bedroom, 2-bathroom residence blends modern luxury with historic coastal elegance. Set on an oversized waterfront lot, the property offers direct water access to the Intracoastal Waterway, complete with a covered 7,000 lb boat lift—ideal for effortless days cruising the coast or heading out for waterfront dining. As an added bonus, the sale includes a 2019, 18.5 ft Tahoe 450 TS bow rider, with a Mercury 115HP four-stroke engine, making this a true turnkey waterfront lifestyle opportunity. Lush, mature landscaping surrounds the home, including established fruit trees that enhance the private, garden-like setting. Inside, high-end finishes and thoughtful details create a light-filled coastal retreat. Salvaged architectural elements from the iconic Belleview Biltmore Inn add rare character and historic charm, seamlessly woven into the home’s elegant, coastal-inspired design. Every space reflects quality craftsmanship and timeless appeal. The chef’s kitchen is anchored by a 36-inch, 6-burner Wolf gas range and showcases premium finishes including timeless shaker style cabinets and stone counters. An oversized butler’s pantry provides exceptional storage and additional prep space, keeping everything organized and within reach. Modern efficiencies include solar panels, whole house generator, a durable metal roof, PGT hurricane rated impact windows and sliders, a tankless water heater and whole house reverse osmosis water filtration and softener—combining sustainability with everyday comfort. Whether enjoying morning coffee overlooking the water, entertaining in the coastal breeze, or heading downtown for dining and festivals, this exceptional home offers the perfect blend of location, luxury, and lifestyle. This is more than a home—it’s waterfront living at its finest.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kerryn Ellson (727-408-4888)
1028 SUNSET POINT RD #R4, CLEARWATER, FL 33755
$2,500,00043 Days on yellowkey MLS ID: TB8482756
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2873 Built: 2026 Tax: $1,000 (2025)Community: Serena By The SeaTownhouse
Taxes:$1,000
Elementary School: Sandy Lane Elementary-PN
High School: Dunedin High-PN
Middle School: Dunedin Highland Middle-PN
Remarks: One or more photo(s) has been virtually staged. Under Construction. BRAND NEW CONSTRUCTION IN PROGRESS! Move-in this year 2026! 3-level, 3 Bedroom, 2.5 Bathroom, 2-Car Garage, Elevator townhomes at Serena by the Sea! Residence #4 is the LAST REMAINING WATERVIEW TOWNHOME, with south-facing exposure overlooking the water and future Serena boat dock/marina. Serena by the Sea residents enjoy 23,000+ square feet of resort-style amenities inside the gated-community, including 24/7 front-desk concierge, saltwater swimming pool & spa overlooking the intracoastal, daybeds, cabanas, outdoor shower, summer kitchens & entertaining areas, fire lounge, social room, catering kitchen, billiards & poker tables, pet park, Spa center with massage room, hair salon, sauna, tiki jacuzzi, locker room, state-of-the-art fitness center overlooking the Florida gulf coast sunset - and more! A perfect lock & leave seasonal getaway, or full-time residence in this serene location. Conveniently only minutes to world famous Clearwater Beach, downtown Dunedin, Tampa International Airport, St. Pete, Dunedin Blue Jays and Clearwater Phillies baseball Spring Training facilities, and all that the Tampa Bay area has to offer!
Listing is courtesy of: VALOR LUXURY REALTY (727-441-2144)
Listing Agent: Joseph Kotula (571-331-5886)
1028 SUNSET POINT RD #R6, CLEARWATER, FL 33755
$2,195,900240 Days on yellowkey MLS ID: TB8412209
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3264 Built: 2026 Tax: $1,000 (2023)Community: Serena By The SeaTownhouse
Tax Year: 2023
Remarks: Pre-Construction. To be built. Brand New Construction Residences at Serena by the Sea! MOVE-IN THIS YEAR 2026! Enjoy the privacy of townhome-style living in Serena's gated community with 23,000+ square feet of resort-style amenities outside your doorstep. Residence #6 is an End-Unit, 3-level townhome with 3 Bedrooms, 2.5 Bathrooms, 2-Car Garage, and an Elevator accessing all levels. The first level welcomes you with its entry Foyer, Garage, Bonus Room/Den, and Covered Porch opening to the Private Rear Garden. Choose between your Elevator or Stairs up to the Main Living Level featuring an open floor plan perfect for entertaining with spacious Kitchen offering a large island bar and high-end Gaggenau and Bosch appliance options, seamless Living & Dining areas, and covered Balcony ideal for dining al fresco overlooking the lush community gardens. A Powder Room services this main level for guests. Private quarters on the Third Level boast a luxurious Owner Suite with large walk-in closet, En Suite Bathroom with double vanity and glass enclosed bathing area featuring a double shower beside a relaxing soaking tub. The Second and Third Bedrooms share a well-appointed hall Bathroom with glass enclosed shower. The home's Laundry Room is also conveniently located on this Bedroom level. The total of 4,087 SF includes 3,264 SF of interior living space, plus 2-Car Garage, Porch, and Balcony - luxury living at its finest!
1325 SANDY LN, CLEARWATER, FL 33755
$260,00070 Days on yellowkey MLS ID: TB8473811
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1401 Built: 1956 Tax: $5,057 (2024)Community: Betty Lane Heights 2Nd AddSingle Family
Taxes:$5,057
Remarks: Welcome to this updated 3-bedroom, 1-bathroom home located in the desirable Betty Lane Heights neighborhood of Clearwater. The open floor plan is enhanced by vaulted ceilings, creating a bright and airy living space perfect for everyday living and entertaining. A spacious rear family room overlooks the mature landscaping of the fully fenced backyard, offering a private setting for relaxation or outdoor gatherings. Additional features include an inside laundry room and thoughtful updates throughout. Ideally situated within walking distance to schools, parks, and shopping, with easy access to Clearwater’s beautiful beaches—all while being located in a non-flood zone—this home offers comfort, convenience, and peace of mind.
Listing is courtesy of: EQUITY REALTY SUNCOAST (727-343-8100)
Listing Agent: Peter Chicouris (727-410-7064)
1407 TAFT AVE, CLEARWATER, FL 33755
$329,90079 Days on yellowkey MLS ID: A4680211
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1248 Built: 1962 Tax: $4,427 (2025)Community: Lincoln PlaceApartment
Taxes:$4,427
High School: Clearwater High-PN
Remarks: **New Price Adjustment!!** Excellent investment opportunity in the heart of Clearwater! This well-maintained duplex at 1407 Taft Ave offers immediate cash flow with strong upside potential. Both units are currently tenant-occupied and rented below market value, making this an ideal property for investors or owner-occupants looking to increase returns over time. Unit A is a 2-bedroom, 1-bath residence renting for $1,150/month on a month-to-month lease, providing flexibility for a rent increase or future owner occupancy. Unit B is also a 2-bedroom, 1-bath unit leased at $1,195/month through 07/31/2026, delivering stable, long-term income. Each unit features its own private laundry room located in the backyard, a valuable amenity that adds convenience and tenant appeal. The property was updated by the prior owner and has been well cared for, making it a low-maintenance addition to any portfolio. Separate living spaces and thoughtful layout enhance privacy for both tenants. Located just minutes from downtown Clearwater, residents enjoy easy access to shopping, dining, public transportation, and major roadways. The property is a short drive to world-famous Clearwater Beach, local parks, and the Pinellas Trail, while also being close to employment centers, hospitals, and schools. With strong rental demand in the Clearwater market and continued area growth, this duplex presents a compelling opportunity for both seasoned and first-time investors. Don’t miss this income-producing property with built-in upside in a highly desirable Clearwater location.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Lorena Marquez (941-933-0133)
1221 DREW ST #A2, CLEARWATER, FL 33755
$94,00023 Days on yellowkey MLS ID: TB8489450
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 840 Built: 1966Community: Drew Ridge Apts Co-OpCondo
Taxes:
Tax Year:
Remarks: Co operative ownership. This is your chance to to own a piece of Beautiful Pinellas County for a reasonable price. This home needs your tlc to make it home . Great investment opportunity or a 2nd home to get out of the cold! Needs work but an excellent opportunity. Central A/C & Heat.
Listing is courtesy of: HUTCHESON REAL ESTATE (727-584-6800)
Listing Agent: David Hutcheson (727-458-7050)
1963 EDGEWATER DR, CLEARWATER, FL 33755
$1,295,000336 Days on yellowkey MLS ID: TB8387041
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2367 Built: 1968Community: Floridena RepSingle Family
Remarks: Waterfront living on one of Dunedin’s most iconic streets. Wake up to glowing Intracoastal views, watch nightly sunsets from your own windows, and enjoy a walkable lifestyle just minutes from Downtown Dunedin, the Pinellas Trail, and the Fenway. This home mixes classic charm with effortless coastal living: • Wall-to-wall water views from the bright, open family room • Two primary suites (one upstairs, one downstairs) ideal for guests or multi-gen living • Gourmet kitchen with granite, stainless steel, and plenty of prep space • Vaulted ceilings + exposed beams in the upstairs primary—wake up to the water every day • Spa-style bath with clawfoot tub + oversized walk-in shower • Flexible layout perfect for entertaining, hosting holidays, or quiet weekends at home Your private backyard retreat: Enjoy breezy alfresco dining, grilling, cocktails at sunset, and plenty of room to relax. Location highlights: • Steps to the Pinellas Trail • Walk to Fenway Hotel (rooftop bar, live music, waterfront dining) • Minutes to Downtown Dunedin, Palm Harbor, & award-winning Clearwater Beach • Nestled in a long-established neighborhood known for friendly neighbors & annual block parties A rare blend of walkability, water views, and coastal lifestyle—all along one of the most desirable stretches of Edgewater Drive. Homes like this don’t pop up often!
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Martha Thorn (727-432-9019)
1500 MAPLE ST, CLEARWATER, FL 33755
$1,399,000207 Days on yellowkey MLS ID: TB8429998
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 3850 Built: 1925Community: GlenwoodSingle Family
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)
1623 DARTMOUTH ST, CLEARWATER, FL 33755
$416,00027 Days on yellowkey MLS ID: TB8489121
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1656 Built: 1951Community: Keystone Manor RevSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to 1623 Dartmouth St in Clearwater, FL—an inviting non-flood zone residence where architectural charm meets modern sophistication in a setting that truly lives beyond the walls of the home. From the moment you enter, you’re greeted by an abundance of natural light that pours effortlessly through the interiors, illuminating rich hardwood floors and striking coffered ceilings that add a level of craftsmanship and depth seldom found at this price point. The updated kitchen is both stylish and functional, thoughtfully appointed with stainless steel appliances, clean lines, and a seamless flow ideal for both intimate evenings and effortless entertaining. Recessed LED lighting enhances the home’s refined aesthetic, creating a warm yet elevated ambiance throughout. Offering 3 bedrooms and 1.5 bathrooms, the layout is designed for comfort and versatility, while the living area is anchored by a charming wood-burning fireplace—providing a cozy focal point that invites relaxation and connection. Set on an expansive homesite (A TRUE DOUBLE LOT) with an exceptional sense of openness and flexibility, the property offers ample room to accommodate boat or RV parking with ease—an increasingly rare and highly desirable feature. Whether you envision future expansion, a custom outdoor retreat, or simply enjoying the freedom of additional space, this setting provides the opportunity to do so without compromise. Adding to its appeal, the home’s proximity to Crest Lake Park offers a lifestyle element that is truly unmatched—perfect for peaceful morning strolls, evening walks, and enjoying the natural beauty just moments from your front door. This is more than a home—it’s a thoughtfully curated living experience where charm, space, and location converge to create something truly special.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Zach Steinberger (941-539-7253)
1799 N HIGHLAND AVE #133, CLEARWATER, FL 33755
$199,90039 Days on yellowkey MLS ID: TB8482089
0 Days Off yellowkey (back on 3/24/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1179 Built: 1971Community: Fountain Square CondoTownhouse
Remarks: Under contract-accepting backup offers. HIGH & DRY, FLOOD ZONE X & NON-EVACUATION ZONE! COMPLETELY UPDATED!! EVERYTHING IS LIKE NEW in this lovely garden patio entrance 3 bedroom, 2.5 bathroom townhome!! HURRICANE IMPACT WINDOWS (2024), ALL NEW STAINLESS STEEL APPLIANCES (2024): FRENCH DOOR REFRIGERATOR WITH ICEMAKER, MICROWAVE, RANGE & DISHWASHER! HVAC (2024), WATER HEATER (2024), NEWER LAMINATE FLOORING ON STAIRS AND SECOND FLOOR. LIKE NEW WASHER & DRYER! Convenient to Downtown Dunedin & Clearwater Beach! Walking distance to Walmart and many other local shops and restaurants. There is a monthly special assessment fee of $230.41 due until September 2026.
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-325-5843)
Listing Agent: Marsha Rantala Pa (727-422-6642)
1430 FAIRMONT ST, CLEARWATER, FL 33755
$259,90048 Days on yellowkey MLS ID: TB8480497
1 Days Off yellowkey (back on 3/24/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1004 Built: 1959Community: Highland Terrace ManorSingle Family
Remarks: Under contract-accepting backup offers. $40,000 price reduction!!! Motivated seller!!!Welcome to 1430 Fairmont Street in Clearwater, a charming and inviting 2-bedroom, 1-bath home nestled in a quiet, well-established neighborhood. This residence offers a warm and welcoming feel, perfect for first-time buyers, downsizers, or those seeking a cozy Florida retreat. Enjoy a convenient location just minutes from Clearwater’s beautiful beaches, local parks, shopping, dining, and major roadways, making everyday living and commuting a breeze. The surrounding community offers a relaxed residential atmosphere while still being close to everything the area has. Whether you’re looking for a place to call home or a smart investment opportunity, this property delivers comfort, location, and timeless appeal—schedule your showing today!!!
Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)
Listing Agent: Anthony Koutroumanis, Llc (727-593-4255)
2075 N KEENE RD, CLEARWATER, FL 33755
$489,99958 Days on yellowkey MLS ID: TB8477685
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1788 Built: 1964Community: Montclair Lake EstatesSingle Family
Remarks: SELLER MOTIVATED!!! Life is Better at Lake Montclair. Beautifully remodeled Florida Lakefront home featuring 4 bedrooms and 2 bathrooms, 1.5 car garage, huge pool with large enclosure and PVC fenced yard. Separate family and living rooms are perfect for entertaining and the formal dining room is a must see. Spacious bedrooms full of light with mirrored closet doors. Enjoy 2 sliding doors that open up to the oversized enclosed pool area that gives wonderful views of the Lake. Th is home is conveniently located just minutes from downtown Dunedin and is in Dunedin School zones.
Listing is courtesy of: BUFFINGTON PROP MGMT INC (727-518-8700)
Listing Agent: Krista Kosier (727-798-0972)
1057 CALUMET ST, CLEARWATER, FL 33755
$475,000161 Days on yellowkey MLS ID: TB8445862
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1570 Built: 1955Community: Navajo Park RevSingle Family
Remarks: This charming home is more than a place to live, it’s a lifestyle. A coastal retreat ready for fun, relaxation and unforgettable moments. Live steps from Old Clearwater Bay, this fully furnished coastal retreat invites you to watch sunsets over the water, spot playful dolphins or manatees, and enjoy the best of the quaint Dunedin living. Nestled on a quiet corner lot, it’s less than a mile from local restaurants, boutique shopping, and vibrant community events year round. Vine accents on the exterior create instant curb appeal, while inside, a thoughtfully designed accent wall ties the living spaces together with style and warmth. The kitchen features new appliances, generous counter space, and plenty of cabinets, perfect if you love to cook or entertain. The primary suite is a private haven with space to unwind, and an ensuite with a walk-in shower. Two additional bedrooms have terrazzo flooring and share a beautifully updated guest bath. Family time comes alive in the oversized 2-car garage, complete with new epoxy flooring and a ping pong table which is ideal for lively game nights or casual play. Outdoors, the screened lanai overlooks a large backyard, perfect for relaxing, or enjoying quiet evenings under the stars. Adventure is right outside your door. Take the nearby Pinellas Trail for a bike ride or walk, or head to award winning BEACHES: Clearwater Beach, Honeymoon Island and Caladesi Island for boating, kayaking, fishing, and sun-filled beach days. Recent updates include: Roof (2024), Appliances (2024), HVAC (2022), Electrical (2022), Doors (2022), Vinyl Fence (2020). See... Fall in LOVE... Make it YOUR own!!!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Sandy Budd (727-776-0443)
412 N JEFFERSON AVE, CLEARWATER, FL 33755
$349,90037 Days on yellowkey MLS ID: TB8485781
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1194 Built: 1954Community: Country Club AddSingle Family
Remarks: One or more photo(s) has been virtually staged. Multiple offers - Seller requests all highest and best offers due by 2 p.m. on 3/17/26. Discover timeless character and classic Florida charm at 412 N. Jefferson Avenue in Clearwater, a 2-bedroom, 2-bath home originally built in 1954 and filled with distinctive architectural details rarely found today. Warm wood flooring, thoughtful built-in features, and an abundance of natural light create a welcoming interior that feels both inviting and full of personality. The spacious living room offers generous room for gathering and everyday living, while vintage design touches—including the charming built-in telephone niche, a nostalgic feature common in mid-century homes—add authenticity and a sense of history that reflects the era in which the home was built. The property offers wonderful indoor and outdoor living possibilities. The backyard is truly a standout feature, offering a large and beautifully shaded setting enhanced by mature landscaping that creates a sense of privacy and established natural beauty. A rear deck with a hot tub provides a relaxing place to unwind and overlook the yard, while the generous lot still offers ample space for future enhancements such as a pool, expanded entertaining areas, lush gardens, or additional outdoor living spaces. Whether you envision a peaceful garden retreat or a lively space for gatherings, the backyard offers the flexibility to bring those ideas to life. The garage includes a utility area and an additional bathroom, adding practical functionality and flexible use for hobbies, projects, or workspace needs. Situated in Clearwater, the home provides convenient access to many of the area’s well-known destinations and amenities. Clearwater Beach is approximately 5 miles away, offering award-winning Gulf beaches, waterfront dining, and recreation. Downtown Clearwater and Coachman Park are approximately 2 miles away, providing concerts, waterfront activities, and community events along the Intracoastal Waterway. Shopping, dining, and everyday conveniences along Gulf to Bay Boulevard are roughly 1 mile from the property, while U.S. Highway 19 is approximately 2 miles away, providing convenient access throughout Pinellas County. Downtown Dunedin is approximately 6 miles away, known for its charming waterfront district, restaurants, and access to the Pinellas Trail. Tampa International Airport and downtown Tampa are approximately 20–22 miles away, making regional travel and commuting accessible. With its blend of Old Florida charm, natural light, character-rich details, and a spacious yard framed by mature landscaping, this home offers a unique opportunity to enjoy the warmth and personality of a mid-century residence while creating your own vision for the future. All information provided is believed to be accurate but is not guaranteed. Buyers and their agents are responsible for verifying all facts, measurements, and information deemed important to their purchase decision.
Listing is courtesy of: RESULTS REAL ESTATE INC (727-596-8181)
Listing Agent: Stephanie See (727-580-6275)
1837 VENETIAN POINT DR, CLEARWATER, FL 33755
$1,395,000288 Days on yellowkey MLS ID: TB8401618
Bed: 3 Bath: 4.0 Liv Area Sq Ft: 2893 Built: 1955Community: Venetian PointSingle Family
Remarks: Under contract-accepting backup offers. WATERFRONT OPPORTUNITY! This remarkable 3,118 sq. ft. Clearwater waterfront home was a true showpiece—offering luxurious indoor/outdoor living, tropical landscaping, and resort-style amenities. Unfortunately, the home sustained flooding due to Hurricanes Helene and Milton and is now in need of repair and restoration. This is your chance to bring it back to life or create something entirely new on a premium waterfront lot with 70 feet of seawall. The property includes valuable features still intact, including a new dock (2023) with 13,000 lb. boat lift, tiki hut, gas-heated saltwater pool and spa, and spacious circular driveway lined with royal palms. Hurricane impact windows, a 2022 roof, and newer mechanicals (including 2 AC units from 2019 and pool heater from 2022) may offer salvageable value for the right buyer. Previously renovated with vaulted ceilings, multiple en-suite bedrooms with walk-in closets, and elegant details throughout—this home offers endless potential to restore or reimagine a luxury waterfront lifestyle. Whether you're an investor, builder, or buyer ready to take on a renovation, don’t miss this rare opportunity to secure a prime piece of Clearwater waterfront real estate. Appointment required. Cash or renovation financing only.
Listing is courtesy of: KEY LIME REAL ESTATE INC (813-966-4003)
Listing Agent: Rob Van Stronder (813-966-4003)
214 S HIGHLAND AVE, CLEARWATER, FL 33755
$598,800282 Days on yellowkey MLS ID: O6321854
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2064 Built: 1952Community: Boulevard HeightsApartment
Remarks: Exceptional Investment or Development Opportunity in Prime Clearwater Location Presenting a rare opportunity to acquire a high-potential triplex nestled on an expansive 15,033 sq ft corner lot in the highly sought-after Downtown Gateway area of Clearwater. This property offers immense promise for both investors seeking immediate returns or developers with an eye for future growth. Zoned to allow for the development of up to 7-8 additional units, this is an outstanding canvas for expansion or redevelopment. The Property: This distinctive triplex features three unique units, each with its own character and considerable income-generating potential. Unit 214B: A spacious 2-bedroom, 1.5-bath residence showcasing beautiful hardwood floors throughout, a generous master suite with a walk-in closet, and a charming bonus room with a cozy fireplace—perfect for a game room or home office. This unit rents for $2,500/month. Unit 212: A well-designed 1-bedroom, 1-bath unit with separate electric and water meters, offering flexibility for long-term tenants ($1600) or short-term rental opportunities. Ideal for an Airbnb or VRBO investment, with the potential to generate up to $2,000/month. Unit 214A: An efficiency/studio unit with a full bath, previously generating up to $2,200/month on Airbnb/VRBO. or Longterm rental for $1300 (Please note: Clearwater enforces a minimum 30-day rental restriction.) Also The property has availability for RV and jet ski parking to generate up to $2500 monthly creating a potential NOI of $82,600 and Cap rate of 6.8% While the property may require some TLC, it is brimming with potential. With shared utilities between Units 214A and 214B and independent meters for Unit 212, the layout is well-suited for various rental models. Additional Highlights: Central A/C in the 2-bedroom unit (installed in 2004), complemented by a mix of central and window units throughout. Roof replaced in 2017, ensuring peace of mind for the next owner. Detached storage shed/workshop on the vacant portion of the lot—an excellent space for additional storage or project use. Developer's Dream: Situated in Clearwater’s Downtown Gateway district, this property is zoned for up to 35 units per acre, which opens the door to potential development for up to 10 residential units (buyer to verify with the city). Whether you envision expanding the multifamily footprint or redeveloping for a larger project, this is a prime opportunity to capitalize on Clearwater's growing demand for residential space. Don't Miss Out: This is a rare investment opportunity in a flourishing area with excellent upside potential. Whether you’re looking for strong cash flow from current tenants or a high-potential development project, this property checks all the boxes. Confirm zoning, building codes, and permitting requirements with the City to ensure a seamless transition to your next vision.
Listing is courtesy of: BEST HOMES, LLC. (305-879-3707)
Listing Agent: Harry D'Onofrio (561-450-9676)
1109 CHARLES ST, CLEARWATER, FL 33755
$999,00026 Days on yellowkey MLS ID: TB8489075
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1833 Built: 1936Community: Peale ParkSingle Family
Remarks: One or more photo(s) has been virtually staged. This is your chance to own a one-of-a-kind legacy property crafted for coastal living in one of the most sought-after locations in Pinellas County. This double lot, surrounded by lush tropical landscaping, sits just blocks from St. Joseph’s Sound, where sunsets and salty air become part of your daily lifestyle. A renowned local builder preserved the bones and “Old Florida” charm of the original structures while completely renovating the property from the studs out to deliver modern comfort and convenience. To complete the experience, a brand-new pool, framed by gorgeous pavers, makes outdoor living and entertaining an absolute dream. Perhaps the most valuable aspect of this property is the grandfathered multi-family designation, which means it can be used as a single-family home or as a two-unit rental. The new owner can live in one unit and rent out the other, offering exceptional flexibility and income potential. The large double lot also supports future expansion, provides ample space for RV or boat parking, and creates an inviting backdrop for gatherings and celebrations. The location is extraordinary: despite its proximity to the ocean, the property sits high enough in elevation to remain outside the flood zone, eliminating any flood insurance requirement. The Pinellas Trail is accessible at the end of the block and, within minutes, connects you to downtown Dunedin, where restaurants, bars, renowned breweries, shopping, live music, award-winning beaches, and Major League Baseball spring training await. There are many creative ways to customize this property to suit your vision. The staged renderings highlight multiple possibilities, from a refined single-family haven to a multi-family, income-producing retreat.High-end finishes and thoughtful, flexible design are apparent in every space and feature throughout this home. Make this property yours—opportunities like this are rare!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Elena Kapetaneas (727-515-9693)
331 CLEVELAND ST #1501, CLEARWATER, FL 33755
$925,00063 Days on yellowkey MLS ID: TB8476127
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1676 Built: 2008Community: Waters Edge CondoCondo
Remarks: Stunning fully furnished 15th-floor condominium offering sweeping southwest Gulf and Intracoastal views, enhanced by dynamic east city vistas. From golden sunrises to unforgettable sunsets, this residence delivers a front-row seat to Clearwater’s most beautiful scenery—enjoyed daily from your private balcony overlooking the marina and passing boat parade. Designed for refined coastal living, this impeccably maintained home features quality craftsmanship and high-end finishes throughout. The open-concept kitchen is both elegant and functional, showcasing granite countertops, solid wood cabinetry, a GE Profile stove, and a large breakfast bar with seating for six—ideal for entertaining or relaxed everyday living. Furnishings, LG refrigerator, and dishwasher are just two years new, and the AC system was replaced in 2025. The spacious combined living, dining, and kitchen areas are filled with natural light and framed by breathtaking water views. The primary suite opens directly to the balcony, allowing you to wake up, raise the electric remote shades, and take in serene waterfront views from the comfort of your bed. A bright secondary bedroom and a versatile third room—currently used as an office—offer flexibility for guests or additional sleeping space. Porcelain tile and hardwood flooring complete the sophisticated interior. Lightly used as a vacation home, this residence is in pristine, move-in-ready condition. The condo includes two assigned under-building parking spaces (106 & 107) and a private storage locker. Residents enjoy resort-style amenities including a heated pool and spa with cabanas, grills, and an outdoor fireplace, along with a state-of-the-art fitness center with sauna. Ideally located near downtown Clearwater’s restaurants, shopping, and entertainment, with easy access to Clearwater Beach via the walking and bike path. The Clearwater Marine Aquarium and Jolly Trolley are just minutes away. Just over the bridge from the world-famous powder sands of Clearwater Beach, this exceptional residence offers the perfect balance of luxury, convenience, and coastal lifestyle. An absolute must-see.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tom Byrnes (727-243-8405)
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