Location: Clearwater , 33755
Do Not Show Listings
1453 CLEVELAND ST, CLEARWATER, FL 33755
$790,000147 Days on yellowkey MLS ID: TB8449763
Bed: 11 Bath: 0.0 Liv Area Sq Ft: 882 Built: 1942 Tax: $3,541 (2025)Community: Highland GrovesApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,541
Elementary School: Belcher Elementary-PN
High School: Clearwater High-PN
Tax Year: 2025
Middle School: Oak Grove Middle-PN
Remarks: UNIQUE - INVESTOR OPPORTUNITY!!! 4 parcels of land with 6 housing units in all! Key Features: • Four lots which includes 4 Single family homes and a duplex. • Each lot is 50X105 • 6 month to month tenants in place, currently collecting $6000 in rent. • Tenants in 4 units pay their own utility & bills, Other 2 are included in the rent. • Property is being sold AS IS • Frontage on 3 Streets! (Cleveland, Park, and S. San Remo) • Parking for 10+ cars!! • TAX ID 4-29-15-38736-004-0210 for 1455 Cleveland Street TAX ID 4-29-15-38736-004-0230 for 1451 Cleveland Street • TAX ID 4-29-15-38736-004-0250 for 15 S. San Remo and 14-29-15-38736-004-0270 for 1454 Park Street • No storm damage from 2024! • Purchase now and keep tenants in place or explore building your own compound of condos or Townhomes on this half acre property. Refer to the City of Clearwater Planning Department to determine options. • Location, Location, Location! Enjoy the benefit of no HOA, pet. or age restrictions. Quick access to downtown Clearwater and the beaches, shopping, dining, and all the best that the area has to offer. Schedule your showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Kim Cooke (727-458-9604)
628 CLEVELAND ST #1104, CLEARWATER, FL 33755
$525,00018 Days on yellowkey MLS ID: TB8491841
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1636 Built: 2008 Tax: $8,013 (2025)Community: Station Square CondoCondo
Taxes:$8,013
Elementary School: None
High School: None
Middle School: None
Remarks: Luxury Downtown Clearwater Condo with Water Views & Resort Amenities. Private balcony, natural light, and prime location just minutes from Clearwater Beach. Welcome to elevated downtown living in the heart of Clearwater. This beautiful 11th-floor condo offers views of the Intracoastal where every sunset feels like a private show. Featuring an open layout this residence is filled with natural light and designed for both comfort and style. The kitchen showcases granite countertops, stainless steel appliances, and seamless flow into the living space, perfect for entertaining or unwinding at the end of the day. The spacious primary suite offers a true retreat with water views, a walk-in closet, and a beautifully appointed bath. Enjoy your morning coffee or evening wine from your private balcony off the living room, taking in the breeze and vibrant downtown energy below. Located in a luxury building with resort-style amenities, including a pool, fitness center, and secure access, this residence offers both convenience and peace of mind. This residence includes two highly sought-after deeded parking spaces in the attached garage with direct elevator access—providing both convenience and ease of living. Just steps from restaurants, shopping, entertainment, and minutes to Clearwater Beach, you are positioned in one of the most desirable locations on the Gulf Coast. Whether you're looking for a primary residence, second home, or investment opportunity, this is where lifestyle and location come together effortlessly.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Candice Kelly (727-403-4499)
200 N BETTY LN #5F, CLEARWATER, FL 33755
$94,90037 Days on yellowkey MLS ID: TB8485439
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 920 Built: 1955Monthly Fee: $671 Tax: $1,490 (2024)Community: Betty Drew Apts Co-OpCondo
Taxes:$1,490
Elementary School: Sandy Lane Elementary-PN
Tax Year: 2024
Middle School: Dunedin Highland Middle-PN
Remarks: Exceptional Opportunity – Motivated Seller! Enjoy the best of Florida’s coastal lifestyle in this delightful 2-bedroom, 1-bath condo, ideally situated in a friendly 55+ co-op community beside the scenic Clearwater Country Club. This inviting residence is move-in ready and perfectly positioned just 10 minutes from the pristine shores of Clearwater Beach—ranked the #1 beach in the U.S. by the Travel Channel. Step into an airy, open-concept living and dining space featuring stylish new wood-look flooring and refreshing A/C in both bedrooms. While the home offers a solid foundation and immediate comfort, a few light cosmetic updates provide a wonderful opportunity to make it your own. Enjoy tranquil golf course views, a relaxed community atmosphere, and convenient amenities including secure entry, BBQ area, laundry facilities, guest and covered parking. Whether you’re biking to downtown Clearwater or exploring nearby Dunedin with its lively restaurants, music venues, parks, and boutique shops, you'll love the ease and energy of this location. Discover nearby gems like Honeymoon Island, Caladesi Island, Coachman Park, and an abundance of local golf courses—all just minutes away. Offered As-Is with exciting news: The HOA fee could drop by 50% by the end of April 2026—making this an even smarter investment. Affordable, active, and steps from Florida’s finest—this is coastal living at an unbeatable value.
Listing is courtesy of: HIGH POINT REALTY INC (727-466-6697)
Listing Agent: Rod Griffin (727-403-2130)
807 PALM BLUFF ST, CLEARWATER, FL 33755
$239,900162 Days on yellowkey MLS ID: TB8445797
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1326 Built: 1959 Tax: $5,306 (2024)Community: Palm ParkSingle Family
Taxes:$5,306
Remarks: Short Sale. Short Sale Deal! This beautifully renovated home, updated within the last 3 years, blends modern comfort with style in the heart of Clearwater. Featuring a nearly new 2-year-old A/C unit, waterproof vinyl flooring, and a fully fenced yard, this move-in-ready property has been meticulously maintained. The spacious master suite, with its own separate entrance, offers excellent potential as an in-law suite. With no flood damage during the recent hurricanes, this home is also an ideal opportunity for investors. Just minutes from Clearwater Beach, and with easy access to major highways, restaurants, and shopping, this property offers both a prime location and the charm of coastal living. Don’t miss your chance to make this gem your new home or investment!
Listing is courtesy of: NEW BEGINNING REALTY LLC (813-249-5932)
Listing Agent: Ana Acosta (813-841-7141)
320 N BETTY LN, CLEARWATER, FL 33755
$849,90041 Days on yellowkey MLS ID: TB8482837
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3224 Built: 1937 Tax: $7,772 (2025)Community: Country Club AddSingle Family
Taxes:$7,772
Remarks: Dream home alert! This stunning 5 bedroom 3 1/2 bath Colonial style home is truly a once-in-a-lifetime opportunity. The main residence features 4 spacious bedrooms and 2 1/2 bathrooms. From the front of the home, enjoy picturesque views of a beautiful golf course. Out back, you'll find a mature Live Oak overlooking a spacious backyard perfect-for relaxing or entertaining. The kitchen is thoughtfully updated with quartz countertops, stainless steel appliances, soft close cabinets and modern recessed lighting. The inviting living room showcases stunning hardwood floors and a cozy wood-burning fireplace. The formal dining room is ideal for family dinners or card games with friends. Upstairs offers a traditional three-bedroom layout. The primary suite features a private en suite bathroom and wood-burning fireplace, while the second and third bedrooms share a convenient Jack-and-Jill bathroom. Recent additions, making the exterior even more enjoyable are an updated circular driveway, back patio pavers and a storage shed. The side driveway is large enough for a boat or RV. Adding even more value is the highly sought-after detached apartment, complete with one bedroom, one full bathroom and a fully appointed kitchenette-ideal for guests, extended family or potential rental income. This exceptional property blends classic charm modern updates and versatile living space. Don't miss your chance to call it home!
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Sherry Carannante (727-418-7887)
1625 LAURA ST, CLEARWATER, FL 33755
$339,900149 Days on yellowkey MLS ID: TB8449408
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2466 Built: 1950 Tax: $2,009 (2024)Community: Keystone ManorSingle Family
Taxes:$2,009
Remarks: Under contract-accepting backup offers. Investor special in Clearwater! Multi-family investment opportunity at 1625 Laura St - featuring 2 existing units, situated on a 56x125 lot with two separate meters in place. The front house offers 2 bedrooms, 1 bathroom, and 1074 sqft. It features hardwood floors in good condition and could be reconfigured into a 3-bedroom, 1-bathroom layout. The front home will need a new AC. The back house is a two-story, 3-bedroom, 2-bathroom home with 1,392 sq ft. This as-is property offers excellent income potential in the heart of Clearwater. Schedule your showing today!
Listing is courtesy of: PALM ISLAND REALTY (813-843-2233)
Listing Agent: James Nagy, Pa (813-843-2233)
$339,900149 Days on yellowkey MLS ID: TB8449407
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 2466 Built: 1950 Tax: $2,009 (2024)Community: Keystone ManorApartment
1507 CARLOS AVE, CLEARWATER, FL 33755
$243,000261 Days on yellowkey MLS ID: A4660426
1 Days Off yellowkey (back on 11/21/2025)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1494 Built: 1956 Tax: $2,888 (2024)Community: Highland Terrace ManorSingle Family
Taxes:$2,888
High School: Dunedin High-PN
Remarks: Under contract-accepting backup offers. Short Sale. Short Sale has been approved at list price.– Investor Opportunity! This 3-bedroom, 2-bath home in Clearwater offers strong potential and solid cash flow. While the property does need significant repairs and updates, it currently has a tenant in place paying $2,500/month. The tenant has expressed interest in renewing, offering a great opportunity for continued rental income. Located in a well-established neighborhood near schools, parks, and just minutes from Downtown Clearwater and the beaches. Sold AS-IS. Buyer to verify all measurements. Short sale subject to lender approval.
Listing is courtesy of: REALTY ONE GROUP SUNSHINE (727-293-5100)
Listing Agent: Troy Funk (941-241-3850)
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
Taxes:$1,467
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
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
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
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)
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
Taxes:
Tax Year:
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)
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