Location: Clearwater, 33755
Do Not Show Listings
1799 N HIGHLAND AVE #155, CLEARWATER, FL 33755
$113,000123 Days on yellowkey MLS ID: TB8487393
1 Days Off yellowkey (back on 6/30/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971 Tax: $1,789 (2025)Community: Fountain Square CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,789
Elementary School: Sandy Lane Elementary-PN
High School: Dunedin High-PN
Tax Year: 2025
Middle School: Dunedin Highland Middle-PN
Remarks: Under contract. Seller is accepting backup offers. Great opportunity. Property is being sold AS-IS. Cash offers only. Affordable corner unit ALL-AGE condo in Clearwater’s Fountain Square with great potential. This 2-bedroom, 1.5-bath unit (815 sq ft) offers a spacious layout, in-unit laundry, and a private fenced patio—perfect for relaxing or for pets. Community amenities include pool, fitness room, club house, assigned parking, and guest parking. Prime location—5 minutes to Dunedin, 12 minutes to Clearwater Beach, and walking distance to shopping, restaurants, and public transportation. Located in a non-flood zone. No special assessment .
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Monika Spadlo (847-507-5709)
1505 LAURA ST, CLEARWATER, FL 33755
$434,900170 Days on yellowkey MLS ID: TB8468998
REDUCED by $35,000 (7.4%) on 07/03/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1764 Built: 1945 Tax: $4,813 (2025)Community: Crest Lake SubSpa: YesSingle Family
Taxes:$4,813
Elementary School: Skycrest Elementary-PN
High School: Clearwater High-PN
Middle School: Oak Grove Middle-PN
Remarks: HUGE $35,000 PRICE REDUCTION, Welcome to this beautiful updated 3-bedroom, 2-bathroom home located in a desirable area of Clearwater, just minutes from Downtown, Crest Lake and dog parks, with easy access to shopping, dining and the Gulf beaches. This home has been recently remodeled and offers a combination of the modern upgrades and functional living spaces. Improvements include a new roof (2025), updated A/C, updated electrical panel, and contemporary finishes throughout. The open-concept kitchen flows seamlessly into the main living areas, creating a comfortable space for both everyday living and entertaining. The layout features a dedicated laundry room and the versatile bonus room that can be ideal for a home office, guest space or additional bedroom, providing flexibility to fit a variety of needs. In addition to the main home, the property includes a detached private living space, offering an excellent option for extended family, guests, workspace or a potential income-producing use. Outdoor areas include a private backyard perfect for relaxing or enjoying time with family and friends. The home also provides a great setup for remote work or multi-funtional living. Conveniently located approximately 4 miles from Clearwater Beach and close to major roadways, this move-in ready property offers both location and versatility in one of Clearwater's most sought-after areas. Schedule your private showing today!
Listing is courtesy of: 1ST INVESTMENT REALTY GROUP LLC (813-841-3613)
Listing Agent: Daimy Cruz (727-851-2599)
1878 MURRAY AVE, CLEARWATER, FL 33755
$379,90016 Days on yellowkey MLS ID: TB8525613
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1116 Built: 1964 Tax: $4,036 (2025)Community: Blackshire EstatesSingle Family
Taxes:$4,036
Remarks: THE AMERICAN DREAM AWAITS. MOVE-IN READY home with lots of updating in the heart of Clearwater. There is nothing to do here but unpack. The beautifully enclosed lanai creates a useful Florida Room that adds an additional 200 square feet of living area, bringing you to 1316 square feet. The handsome updated kitchen has quartz countertops with stylish wood cabinets and there is an oversized utility/laundry room adjacent to the kitchen. Lighting, painting and interior doors have all been updated and refreshed. The flooring is very nice; using hand scraped wood engineered planks in the living room and terrazzo in the bedrooms and kitchen. The double pane picture window in the living room brings in lots of light. A custom feature wall with surround sound speakers provides a perfect media wall in the living room AND THE SAMSUNG SMART FLAT SCREEN TV IS INCLUDED. The roof was installed in 2017 and the home has a NEW LAWN with an irrigation system. The spacious fenced back yard boasts an open patio and fire pit for your cookouts and entertaining and leaves you plenty of room for a pool. You are just a short drive to the beaches and downtown Clearwater but high and dry and not in a flood or evacuation zone. The home is pre-wired for a security system and there are CC cameras around the exterior that will only require you to add a DVR and connect them. NO HOA, NO DEED RESTRICTIONS. You may also appreciate the generator panel and transfer switch should you ever need it. This home has so much to offer. Make your appointment to see it today while it is still available.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Jamie Everett (727-409-7242)
1333 OVERLEA ST, CLEARWATER, FL 33755
$345,00018 Days on yellowkey MLS ID: TB8524713
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1971 Tax: $1,289 (2025)Community: Pine RidgeSingle Family
Taxes:$1,289
Elementary School: None
High School: None
Middle School: None
Remarks: Move-in ready 3-bedroom, 2-bath home with a 1-car attached garage situated on an oversized 0.28-acre lot. Major updates include a **new roof (2026)** and **new A/C system (2026)**. The spacious backyard backs to a canal/creek that provides access to the Gulf by kayak or other small paddlecraft, offering a unique opportunity to enjoy Florida's natural waterways. Conveniently located near shopping, dining, parks, beaches, and major roadways. Don't miss your chance to own this updated home with an oversized lot and a rare waterfront setting.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Julio Vasquez (727-404-8889)
1680 SUNSET POINT RD, CLEARWATER, FL 33755
$230,000325 Days on yellowkey MLS ID: TB8421898
0 Days Off yellowkey (back on 8/27/2025)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1633 Built: 1960 Tax: $6,729 (2024)Community: Sunset Lake EstatesSingle Family
Taxes:$6,729
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Short Sale. SHORT SALE! 3 BEDROOMS 3 BATH HOUSE WITH SPLIT FLOOR PLAN. HOUSE IS IN DISTRESS AND IS INVESTOR SPECIAL. THERE ARE SOME ADDITIONAL LIENS FOR SOLAR PANELS AND WINDOWS. SOME SIGNS OF SETTLING BUT ENGINEERING INSPECTION DONE.
Listing is courtesy of: MYREALTY 2 LLC (813-546-2941)
Listing Agent: Stephanie Ottar-Gieder (813-546-2941)
1102 SUNSET POINT RD, CLEARWATER, FL 33755
$1,199,00029 Days on yellowkey MLS ID: TB8513624
REDUCED by $50,000 (4.0%) on 07/01/2026
Bed: 7 Bath: 0.0 Liv Area Sq Ft: 3633 Built: 1946 Tax: $10,415 (2025)Community: Sunset Point A RepApartment
Taxes:$10,415
Remarks: 6 UNITS! Exceptional investment opportunity in perfect Clearwater location. Featuring a 6-unit multifamily property on an oversized lot with abundant on-site parking and additional owner storage shed. This professionally managed asset offers strong cash flow with an excellent cap rate and 5 of 6 units currently occupied, providing immediate income with one vacant unit available for easy showings or owner occupancy. All units have been renovated and in great shape! This is ideal for investors seeking a stable, turnkey asset in a high-demand rental corridor near Dunedin and Clearwater. The flexible layout presents multiple strategies: continue operating as a high-performing income property, increase rents over time, or live in the larger primary unit while the remaining units offset expenses and generate passive income. Tenants love the location with quick access to vibrant downtown Dunedin restaurants, breweries, shopping, and waterfront parks. Enjoy stunning Gulf Coast sunsets along Edgewater Drive and easy access to world-famous Clearwater Beach. Convenient to major employment centers, beaches, recreation, and entertainment, this property has consistently attracted reliable tenants and has been easy to lease. Additional highlights include ample parking, large lot size with future potential, owner storage, strong rental history, and pride of ownership throughout. Property has experienced no flooding or storm-related issues during ownership, offering added confidence for long-term investors. Rare opportunity to acquire a well-positioned multifamily asset in one of Pinellas County’s most desirable rental markets.
Listing is courtesy of: ENGEL & VOLKERS BELLEAIR (727-461-1000)
Listing Agent: Kristin Hallamek (727-642-7985)
1946 CHENANGO AVE, CLEARWATER, FL 33755
$575,000177 Days on yellowkey MLS ID: TB8466753
2 Days Off yellowkey (back on 6/2/2026)
REDUCED by $25,000 (4.2%) on 04/22/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2504 Built: 1925 Tax: $2,497 (2024)Community: Floradel SubSingle Family
Taxes:$2,497
Elementary School: Dunedin Elementary-PN
Remarks: Under contract-accepting backup offers. Ideal location, close to downtown Dunedin and the Pinellas Trail. This one-of-a-kind home is rich in character, beautifully renovated with a European-inspired aesthetic throughout. Set on a spacious-feeling lot, the property offers peace and privacy with the home thoughtfully set back from the road, providing ample parking, a large front yard and an inviting outdoor sitting area. The interior features a welcoming foyer entry and a living room with built-in bookshelves. The house has updated flooring throughout. The recently renovated kitchen and gas stove are perfect for everyday living and entertaining. The layout provides generous living spaces across two floors, creating flexibility for a variety of lifestyle needs. Brand new roof was just installed. Outdoor living is a highlight of the property. The backyard includes a large covered rear porch and open-air patio and deck, perfect for relaxing or hosting gatherings. A charming detached structure is also located in the rear yard and may be enjoyed as a flexible space such as a studio, office or retreat (not marketed as a living unit). Major updates include an on-demand energy-efficient hot water system, a highly economical and multi-zone mini split ductless AC which can switch to provide whole-house heating via the built-in highly efficient heat pump. The kitchen, bathroom, laundry, bedrooms and living room were all aesthetically updated and designed for practical living. This home is conveniently located 15 minutes from Clearwater Beach, 5 minutes from the friendly harbor town Dunedin with its popular shops, bars, restaurants and specialty markets. The house is steps away from the Pinellas Trail and the waterfront on Edgewater Drive, where you can go to watch the blazing sunsets, take a stroll or go for a bike ride or a run. It is close to Clearwater parks, the Intracoastal Waterway, the Toronto Blue Jays training complex, and local stores for shopping, with easy access to Clearwater and Tampa airports. This home is truly a rare find in the area.
Listing is courtesy of: CAPSTONE REALTY & ASSOCIATES (727-301-7855)
Listing Agent: Eva Nygaard (727-501-6166)
1769 OVERBROOK AVE, CLEARWATER, FL 33755
$749,00018 Days on yellowkey MLS ID: TB8522371
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 1347 Built: 1948 Tax: $1,430 (2025)Community: Harbor VistaSingle Family
Taxes:$1,430
Remarks: **Investor Special!** This is your opportunity to acquire three prime buildable lots situated on a corner, just minutes from downtown Clearwater, the renowned Clearwater Beach, and other beautiful beaches. You’ll also benefit from proximity to downtown Dunedin and the Tampa International Airport, along with quick access to top-notch shopping, dining, and world-class sports arenas. These properties present an excellent chance for you to either rehabilitate or demolish existing structures and create the vision you desire. **Important Note:** These lots fall within an R4 zoning area, allowing for multi-family dwellings with up to 7.5 units. Interested parties must consult with the City of Clearwater to fully understand the R4 zoning regulations and the possibilities it offers. Don’t miss out on this exceptional investment opportunity! The in-law suite is in the beginning stages of rehab.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM HARBOR (727-772-0772)
Listing Agent: Eric Szemple (443-375-8662)
1010 PLAZA ST, CLEARWATER, FL 33755
$298,000127 Days on yellowkey MLS ID: TB8486662
REDUCED by $12,000 (3.9%) on 06/30/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1088 Built: 1927 Tax: $157 (2025)Community: Plaza Park Add Clearwater Improv Co CorrSingle Family
Taxes:$157
Remarks: Super 2 bedroom vintage house in downtown Clearwater. High ceilings throughout. Combo living room - dining room has a brick fireplace (closed) and opens to a large function kitchen. Laundry room is off the kitchen. Two good bedrooms and end updated bathroom with a brand new large walk-in shower. Good driveway and large back yard with a shed. The air handler and condenser have just been replaced with the newest models. More photos inside soon!
Listing is courtesy of: HIGH POINT REALTY INC (727-466-6697)
Listing Agent: David Kerr (727-804-2116)
331 CLEVELAND ST #1206, CLEARWATER, FL 33755
$874,90077 Days on yellowkey MLS ID: TB8503111
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 2008Monthly Fee: $1,288 Tax: $4,523 (2025)Community: Waters Edge CondoSpa: YesCondo
Taxes:$4,523
Remarks: Under contract-accepting backup offers. Experience elevated, waterfront downtown living at the highly sought-after Waters Edge Condominium in the heart of Clearwater. Welcome to Unit 1206 an exceptional 2 bedroom, 2 bathroom residence offering breathtaking views, modern comfort, and a vibrant coastal lifestyle. Perched on the 12th floor, this beautifully maintained condo showcases stunning panoramic views of the Intracoastal Waterway and the city skyline, best enjoyed from your private balcony. Inside, you’ll find a light-filled open floor plan with expansive windows and elegant finishes throughout. The kitchen is designed for both style and function, featuring sleek cabinetry, stone countertops, and stainless steel appliances—perfect for entertaining or everyday living. The spacious primary suite offers a peaceful retreat with ample closet space and a well-appointed ensuite bath with spa like shower and separate soaking tub. Additional luxury features include a dedicated home office space, laundry room and oversized balcony. Residents of Waters Edge Condominium enjoy resort-style amenities including a sparkling pool, fitness center, clubhouse, 24-hour concierge, and direct access to the scenic Clearwater Beach and downtown district. Just steps from dining, shopping, entertainment, and minutes to the Gulf beaches, this location truly has it all. Whether you're seeking a full-time residence, vacation home, or investment opportunity, this condo delivers the perfect blend of luxury, convenience, and Florida coastal living.
Listing is courtesy of: THE SHOP REAL ESTATE CO. (727-593-7777)
Listing Agent: William Wiard (727-692-0628)
1104 AMBLE LN, CLEARWATER, FL 33755
$525,00071 Days on yellowkey MLS ID: TB8506423
2 Days Off yellowkey (back on 6/30/2026)
Bed: 4 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 1801 Built: 1972 Tax: $4,966 (2025)Community: Hallmark SubApartment
Taxes:$4,966
Remarks: Under contract-accepting backup offers. Investment opportunity in the heart of Clearwater! Well-maintained duplex located at 1104 & 1106 Amble Lane featuring two spacious 2-bedroom units with garages. Currently furnished. New Sherman Williams paint, updated windows, double pane sliders, new doors, beautiful tile flooring throughout, updated bathrooms and kitchens, central AC is both units with wall units as a bonus. Separate electric and water meters add convenience for investors and owner-occupants alike. Conveniently located near downtown Clearwater, beaches, shopping, dining, and major commuter routes. Excellent opportunity to live in one unit and rent the other, or add a solid income-producing property to your portfolio!
Listing Agent: Chris Sauger (727-420-1975)
851 N KEENE RD #Y7, CLEARWATER, FL 33755
$165,00030 Days on yellowkey MLS ID: TB8520067
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 922 Built: 1976Monthly Fee: $670 Tax: $249 (2025)Community: St Andrews Cove CondoSpa: NoCondo
Taxes:$249
Remarks: Amazing opportunity in Clearwater Florida, less than 6 miles from Clearwater Beach! This condominium has been completely remodeled, by the owner for the owner. It has newer impact windows throughout and impact sliding doors. The kitchen has been completely redone with white cabinets and beautiful granite countertops and stainless steel appliances. There is no carpet in the unit, just gorgeous wood floors throughout the living areas and tiles in the wet areas and bedrooms. The kitchen is completely open to the living room and to the dining room while the large covered balcony directly in view from all the living area, has been screened in and fully retiled with beautiful new tiles throughout. The bathroom has been also completely redone, top to bottom, with new shower tiles, new vanity lights and floors. As a bonus, the master bedroom walk-in closet is truly over-sized and the balcony has a convenient storage room, while there are also other storage closets inside the unit. This complex sits directly on a beautiful lake and you can walk around its settings on your way to the large common pool, and enjoy the gorgeous views. Ducks and birds will welcome you! Check the pictures! St Andrew Cove II is conveniently located with a very easy access to all Clearwater main throughfares, in fact you will be able to easily reach any large grocery store, in Dunedin, Clearwater, Largo, while Downtown Clearwater is only 2.4 miles away. Tampa Airport is 16 miles away!
Listing is courtesy of: GREAT HOMES REALTY INC (727-488-4825)
Listing Agent: Riccardo Santagostino (727-481-1984)
1135 FAIRMONT ST, CLEARWATER, FL 33755
$300,00024 Days on yellowkey MLS ID: TB8518753
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1269 Built: 1951 Tax: $4,770 (2025)Community: Fairmont SubSingle Family
Taxes:$4,770
Remarks: Welcome to 1135 Fairmont Street, a beautifully maintained Clearwater residence offering comfort, value, and peace of mind. Situated on an oversized lot, this 3-bedroom, 2-bath home features a functional floor plan, spacious living areas, and a large backyard with plenty of room to enjoy Florida's outdoor lifestyle. Recent improvements provide added confidence for future homeowners, including a newer roof and upgraded insulation completed through a Duke Energy program, enhancing the home's overall efficiency and comfort. The current owners have also taken the proactive step of obtaining a seller's home inspection, which came back with favorable results, offering buyers additional assurance and demonstrating the pride of ownership found throughout the property. Inside, you'll find an inviting layout filled with natural light, comfortable living spaces, and a move-in-ready atmosphere. The expansive lot provides ample space for outdoor entertaining, gardening, recreation, or future enhancements. For added convenience and security, the home includes an existing security camera system that will convey with the property. Outdoor enthusiasts will appreciate the home's close proximity to the Pinellas Trail, providing easy access to miles of scenic pathways perfect for walking, jogging, cycling, and exploring all that the area has to offer. Conveniently located near shopping, dining, parks, major roadways, Downtown Clearwater, Downtown Dunedin, and the world-famous Gulf beaches, this property offers an exceptional combination of location, comfort, and value. Whether you're searching for a primary residence, seasonal getaway, or investment opportunity, this Clearwater gem is ready to impress. Schedule your private showing today and discover everything 1135 Fairmont Street has to offer.
Listing is courtesy of: LAWYERS REAL ESTATE BROKERAGE (321-951-7077)
Listing Agent: Jane Federoff (727-281-5995)
1005 APACHE TRL, CLEARWATER, FL 33755
$489,90071 Days on yellowkey MLS ID: TB8506091
REDUCED by $10,000 (2.0%) on 06/30/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 1957 Tax: $1,104 (2025)Community: Navajo Park RevSingle Family
Taxes:$1,104
Remarks: Welcome to 1005 Apache Trl, a fully renovated Clearwater home offering modern updates, flexible living space, and an exceptional location just minutes from Downtown Dunedin. This 3-bedroom, 3-bathroom residence features 1,549 square feet of beautifully updated living space along with a spacious 2-car garage, all located in NO- Flood Zone X. HIGH ELEVATION! Inside, the home has been thoughtfully renovated throughout with a bright, modern feel. The updated kitchen features contemporary finishes, ample cabinetry, and a premium natural gas range — a highly sought-after feature for cooking enthusiasts that offers precise temperature control. The home is equipped with natural gas, providing added efficiency and convenience while enhancing the functionality of the kitchen. The kitchen flows seamlessly into the main living spaces, creating an inviting layout for both everyday living and hosting guests. Brand-new flooring runs throughout the home, while all three full bathrooms have been tastefully remodeled with clean, modern finishes. All renovations were completed with permitted work and carried out by licensed professional contractors, offering quality craftsmanship and peace of mind for the next owner. Additional major updates include a newer roof installed within the last five years. Natural light fills the interior, creating a warm and inviting atmosphere across the spacious floor plan. One of the home’s standout features is its location — enjoy water -views of the bay right from your front door while being just moments away from the waterfront lifestyle that makes this area so desirable. Ideally situated just moments from scenic Edgewater Drive, this home offers easy access to waterfront walking and biking paths, parks, and stunning coastal views. The location provides endless opportunities to embrace an active Florida lifestyle. Enjoy being just minutes from the restaurants, breweries, cafés, boutiques, and entertainment of vibrant Downtown Dunedin and Downtown Clearwater while still tucked away in a peaceful residential setting. With waterfront recreation, everyday conveniences, and some of the area’s best dining and entertainment all nearby, 1005 Apache Trl presents an exceptional opportunity to enjoy the very best of Clearwater coastal living.
Listing Agent: Antoni Marinov (727-458-4192)
1428 PINEBROOK DR, CLEARWATER, FL 33755
$359,00019 Days on yellowkey MLS ID: TB8520036
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1560 Built: 1953 Tax: $2,935 (2025)Community: Palm Terrace Unit 2Spa: NoSingle Family
Taxes:$2,935
Remarks: This single-family residence is in the Palm Terrace neighborhood and offers approximately 1,560 square feet of living space on a 7,640-square-foot lot. It features two bedrooms, one bathroom, a separate dining room, a family room, and a galley-style kitchen with stainless steel appliances. There is also an additional bonus room with its own air conditioning unit and windows on three sides. It could be used as an office, den, or extra living area. The home has updated windows and a central air conditioner (manufactured in 2018). The oversized garage has been converted into a closed room with an office and an indoor laundry area at the rear. The sliding glass door entry can be replaced by a garage door if the new owner wishes to have a garage for automotive use. The backyard is spacious and backs up to a lake, providing privacy with no rear neighbors. The property is situated just a few blocks from the Clearwater Country Club and is conveniently located near shopping, dining, and a short drive from Clearwater Beach.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Mark Ganier (727-403-5611)
1500 ELMWOOD ST, CLEARWATER, FL 33755
$684,000452 Days on yellowkey MLS ID: TB8376986
3 Days Off yellowkey (back on 6/29/2026)
REDUCED by $5,999 (0.9%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 5441 Built: 1987 Tax: $6,366 (2024)Community: Oak HillsSingle Family
Taxes:$6,366
Remarks: Under contract-accepting backup offers. ...Showings still available. Motivated seller, lease to purchase and rental options also available. Calling all investors, visionaries, and lovers of character. Appraised at $1.3M prior to the 2024 storms, this is your opportunity to transform this rugged diamond into the distinguished Victorian estate it was meant to be. Situated on over a quarter acre, this beautifully positioned corner lot sits directly across from Clearwater Country Club. Upon entry, you're welcomed by a closed floor plan featuring a formal living room, spacious kitchen with built-in wet bar and wine fridge, formal dining room, expansive media room, and two downstairs bedrooms, one with an ensuite bath. Upstairs, the primary suite spans over 900 square feet, showcasing gently sloped walls that reflect timeless Victorian architecture. The second level also offers a dedicated home office and an impressive 1,000-square-foot bonus room with its own private staircase, ideal as an additional living space, game room, or media retreat. Located in a non-flood zone and just minutes from Clearwater Beach, you'll enjoy easy access to sunny days on the sand, exceptional dining, and vibrant nightlife. Don't miss this rare opportunity to restore and reimagine a truly one-of-a-kind gem.
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Evan Pedone (727-459-5543)
1493 CLEVELAND ST, CLEARWATER, FL 33755
$339,000213 Days on yellowkey MLS ID: TB8456383
REDUCED by $10,000 (2.9%) on 06/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 2023 Tax: $8,812 (2025)Community: Highland GrovesSingle Family
Taxes:$8,812
Remarks: NEW LOT DIVISION. ONE BLOCK FROM CREST LAKE PARK. CLOSE TO DOWNTOWN CLEARWATER. The Division of Lot of Record (MIS2025-11009): 4S Highland Avenue (Parcel #14-29-15-38736-004-0010) has been approved by the Planning and Development Director and has been filed formally with the Pinellas County Property Appraiser's Office. Lots 3, 4 and Block D contain 1493 Cleveland. See Attached with approved Lot Division Survey by Planning and Development Director. JUST ONE BLOCK TO CREST LAKE PARK WITH SPORTS AND PLAYGROUND AREAS AND DOG PARK SEPARATED AREAS. 2023 CLEARWATER HOME WITH TWO BEDROOMS AND TWO BATHROOMS, INDOOR WASHER AND DRYER. Spacious Fenced Yard. IN WALKING DISTANCE TO DOWNTOWN CLEARWATER. LARGE FENCED YARD.
Listing is courtesy of: BEACH TO BAY BROKERS LLC (727-599-3864)
Listing Agent: John Funk (727-599-3864)
1799 N HIGHLAND AVE #170, CLEARWATER, FL 33755
$124,900381 Days on yellowkey MLS ID: TB8380932
REDUCED by $100 (0.1%) on 06/11/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971Monthly Fee: $451 Tax: $192 (2024)Community: Fountain Square CondoCondo
Taxes:$192
Remarks: HELLO! NEW PRICE REDUCTION! COME AND FIND OUT MORE...PRICE REDUCTION...No Flood Zone. GREAT LOCATION! LIGHT and BRIGHT UNIT! Live where convenience meets coastal beauty. Hello!!! Nature enthusiasts, beach lovers will enjoy relaxing walks along the sandy warm beaches at your convenience located a short driving distance from this condo community. Looking for shelling experience to enjoy will be found in the nearby State Parks easily reachable offering great natural settings of their own as you will discover. Hello!!! This unit is a Second Floor unit located on the east side of the community offering natural lighting, low maintenance, charming condo located in a well maintained community with sidewalks, paved parking lots, flowery trees and bushes. Community is a dog friendly environment offering dog walking area around the community. The parking space is next to the building. Easy access to community amenities. pristine pool to enjoy in a relaxing environment, gym space and more. This condo building is located on the South East side of the community which is considered one of the most quiet and relaxing area. Enjoy a short walking distance to stores, gas station, Walmart and more shops and restaurants close by. Condo unit has had the Flooring upgraded, porcelain tiles in the living room, dining areas and hallway. The bedrooms are on ceramic tiles. The wall paint was upgraded, large closets, sliding glass door giving access to your private balcony for your enjoyment. Light and bright Condo unit. Clean unit and ready to move in. Very good size unit with ample closet space. Good comfortable Master Bedroom size. Welcome to your Florida home and make it now your own place to live in as you please. This is a pet friendly environment with a dog walk along the inside borders of the community. Flowery trees and bushes to admire as you enter the area giving colors and beauty to this community. Seller is motivated. This unit has a great future of its own as you will discover and a very welcoming feeling about it. Make it your own as you please. Very pleasant looking and peaceful community for you, family and friends to live in and enjoy located in beautiful sunny Florida State. See you soon.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Louise Alepins (727-692-5970)
1466 LAURA ST, CLEARWATER, FL 33755
$499,00044 Days on yellowkey MLS ID: TB8514528
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1423 Built: 1926 Tax: $5,180 (2025)Community: Highland GrovesApartment
Taxes:$5,180
Remarks: Turnkey income-producing property in the heart of Clearwater! This exceptional investment opportunity features a fully furnished 3-bedroom, 1-bath main home plus a detached fully furnished 1-bedroom, 1-bath cottage, offering incredible flexibility for investors, multi-generational living, guests, or supplemental rental income. Ideally located in Clearwater's desirable East Gateway District, this property is just minutes from world-famous Clearwater Beach and provides convenient access to Downtown Clearwater, downtown St. Petersburg, Tampa International Airport, and St. Pete-Clearwater International Airport. The main residence offers approximately 1,423 square feet of comfortable living space with a fully equipped kitchen, spacious living and dining areas, three generously sized bedrooms, and a full bath. Designed for both everyday living and extended stays, the home provides ample space for relaxing, entertaining, or working from home. Being offered fully furnished, the property is ready for immediate occupancy or continued rental operations. The detached cottage offers approximately 600 square feet of additional living space and is also being sold fully furnished. Complete with a full kitchen, comfortable living area, private bedroom, full bath with tub/shower combination, and a dedicated workspace, the cottage is ideal for long-term tenants, mid-term rentals, visiting family, or a private home office. Adding to the property's appeal, both the main home and cottage feature their own washer and dryer, new roofs, and separate fenced backyards, providing privacy and convenience for occupants of each residence. The dual-living setup creates an attractive opportunity for owner-occupants seeking supplemental income or investors looking to maximize rental potential. Situated just blocks from Gulf-to-Bay Boulevard, residents enjoy quick access to shopping, dining, entertainment, museums, parks, and Florida's award-winning Gulf Coast beaches. Whether you're seeking a turnkey mid-term rental, a multi-generational living arrangement, or a versatile investment property, this unique Clearwater offering delivers endless possibilities in one of the area's most convenient locations.
Listing is courtesy of: COMPASS FLORIDA LLC (727-380-2067)
Listing Agent: Kim Meredith-Hampton (407-448-6679)
1462 CAROLYN LN, CLEARWATER, FL 33755
$425,00036 Days on yellowkey MLS ID: TB8518275
0 Days Off yellowkey (back on 6/28/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1547 Built: 1972 Tax: $3,866 (2025)Community: Terra-Alto EstatesSingle Family
Taxes:$3,866
Remarks: Under contract-accepting backup offers. Welcome to 1462 Carolyn Lane—an inviting ranch home with a private pool and a comfortable, easygoing feel that’s perfect for everyday living and weekend entertaining. With flexible living spaces and room to personalize, it’s a wonderful opportunity to make a home your own in Clearwater, literally 15 minutes to the beach and not living in a flood zone! Offering 1,547 sq ft of heated living space (2,613 sq ft total), the home features a split-bedroom layout for added privacy, a 2-car attached garage, and a spacious 71' × 100' lot with plenty of outdoor room. Other upgrades include a new roof in 2023, all new windows in 2020, new A/C ducts in 2020, as well as the pool enclosure was just rescreened this month. Enjoy a quiet residential setting with convenient access to schools, parks, shopping, dining, and Clearwater’s coastal attractions—making it easy to balance everyday errands with weekend fun. Come experience the space, the sparkling pool, and the possibilities—this is a wonderful opportunity to create a home that fits your style in a location you’ll love. Contact us today to schedule a private tour and see firsthand what makes 1462 Carolyn Lane such a special find. Also the very large water tower towards the end of the road is coming down this fall.
Listing is courtesy of: VINTAGE HOMES REALTY (813-758-7444)
Listing Agent: Michelle James (813-417-2217)
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