Location: Clearwater
Do Not Show Listings
2468 HIDDEN PINES LN, CLEARWATER, FL 33761
$575,00067 Days on yellowkey MLS ID: TB8511792
0 Days Off yellowkey (back on 6/15/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1751 Built: 1996Monthly Fee: $120 Tax: $8,181 (2025)Community: Hidden Pines At CountrysideSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,181
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to 2468 Hidden Pines Lane — a beautifully maintained 1996-built home in the heart of Clearwater. Situated on an oversized corner lot just under ¼ acre, this property offers excellent space, privacy, and curb appeal, enhanced by, impact rated doors and windows and hurricane clips on the roof which grants the owner a significant savings on insurance. Newly installed wood fencing that fully encloses the yard. The seller has also added a private well dedicated to the irrigation system, providing significant savings on lawn and landscape care. Inside, the home features a desirable split floor plan and new luxury vinyl flooring installed within the last year, creating a clean and modern interior. A standout convenience: the washer and dryer convey with the home, and both were recently purchased, making move-in even easier. The living areas transition seamlessly to the outdoors, where a screened-in pool invites year-round relaxation and entertaining. Major improvements include a 2017 roof and a new A/C system installed in 2024, offering comfort and peace of mind. Located just north of Westfield Countryside in the desirable Clearwater Countryside area, residents enjoy quick access to shopping, dining, entertainment, and easy commuting throughout Tampa Bay. Built in 1996, tastefully updated, efficient, and move-in ready — this home perfectly combines comfort, convenience, and Florida living.
Listing is courtesy of: STONEBRIDGE REAL ESTATE CO (727-443-5000)
Listing Agent: Meghan Panek (727-744-0266)
1243 S MARTIN LUTHER KING JR AVE #C303, CLEARWATER, FL 33756
$125,00051 Days on yellowkey MLS ID: TB8518488
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 720 Built: 1969Monthly Fee: $699 Tax: $1,720 (2025)Community: Sunshine Towers Apt ResidencesCondo
Taxes:$1,720
Remarks: Pristine one bedroom Condo completely furnished from all the furnishings to dinnerware. New flooring and paint. Renovated kitchen with beautiful shaker cabinets, newer, and stainless appliances. Beautiful tile screened in balcony, overlooks the amazing grounds and pool. This condo has everything you need to move in this Condo will not disappoint. Didn’t say that you walked away.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Peter Nemethy (727-685-7170)
1880 N WASHINGTON AVE, CLEARWATER, FL 33755
$989,000310 Days on yellowkey MLS ID: TB8430292
REDUCED by $10,000 (1.0%) on 05/19/2026
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2335 Built: 1926 Tax: $8,715 (2024)Community: Sunset RidgeSpa: YesSingle Family
Taxes:$8,715
Tax Year: 2024
Remarks: Experience the best of coastal living with this versatile, income-generating property, nestled within a serene tropical landscape. Ideal for investors, multi-generational living, or those seeking a live/work retreat, this rare gem features multiple residences, lush outdoor spaces, and direct access to the Pinellas Trail. Steps from the Dunedin border! The grounds feel like your own private resort, surrounded by mature shade oaks, swaying palms, and even your own mango tree. Brick walkways wind through cozy nooks and open gathering areas, perfect for enjoying Florida’s outdoor lifestyle. Designed with Spanish-inspired architecture, the main residence greets you with a circular brick driveway, clay tile roof accents, and a welcoming porch with Spanish tile flooring. Step inside through wood-framed French doors to a charming living room featuring hardwood floors and a classic fireplace. The adjacent dining room is flooded with natural light from a picture window overlooking a lush garden, while the fully renovated kitchen is both stylish and functional, boasting granite countertops, white shaker-style soft-close cabinetry, hammered copper dishwasher (2024), Induction range (2025) and a "smart" refrigerator (2025). A laundry/storage room includes a stacked washer/dryer, utility sink, and shelving. A leaded glass door leads you to the rear patio and garden, where a private hot tub awaits. The primary bedroom offers newer luxury vinyl flooring and a private sunroom perfect for a home office, yoga space, or quiet reading nook with direct yard access. The second bedroom connects to an updated bath with basket-weave stone tile flooring and a modern walk-in shower. Accessible from both inside the home and via a wide outdoor staircase, this bright and spacious second-floor suite is perfect as a primary ensuite, guest quarters, or rental unit. Features include an oversized private deck, kitchenette with butcher block counters, soft-close cabinetry, and stainless sink, Murphy Bed for flexible living and a full bath with tiled tub/shower combo. Across from the main house, a charming standalone cottage offers a bright, open living area with large sliding windows, tile countertops, ample kitchen storage, and space for dining/game area. There is also a private bedroom with walk-in closet and a full bath and private rear patio… perfect for guests, short-term rentals, or extended family stays. Features & Upgrades include high-efficiency mini-split HVAC systems in all residences, newer sewer lines and main water supply lines to both main house and cottage, a gas water heater (2019), Tesla charging station, and one-car garage with newer garage door. NO HOA. FLOOD ZONE X. This unmatched location is situated directly on the Pinellas Trail, enjoy 47 miles of scenic biking and walking from your backyard. Ride north to Downtown Dunedin’s shops, microbreweries, and farmers markets, or head south to historic Clearwater and world-famous Clearwater Beach. Just a block away, launch your kayak to explore uninhabited coastal islands or drop your boat in at the Seminole Boat Ramp. You're also minutes from award-winning beaches, premier golf courses, top-rated hospitals, airports, restaurants, retail, and live music venues. This is more than a home — it’s a lifestyle. Whether you're looking for a profitable investment, a multi-unit family property, or a peaceful tropical retreat, this Clearwater oasis has it all.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Linda Caruso (727-410-7501)
628 CLEVELAND ST #904, CLEARWATER, FL 33755
$499,950107 Days on yellowkey MLS ID: TB8498334
REDUCED by $25,050 (4.8%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1636 Built: 2008 Tax: $7,667 (2025)Community: Station Square CondoCondo
Taxes:$7,667
Elementary School: Belleair Elementary-PN
High School: Clearwater High-PN
Middle School: Oak Grove Middle-PN
Remarks: Welcome to 628 Cleveland Street, Unit 904 an impeccably maintained residence perched high above the heart of Downtown Clearwater. From the moment you step inside, you’ll immediately feel the exceptional care and pride of ownership that make this home truly stand apart. Light-filled and inviting, the open layout offers an effortless flow for both relaxing and entertaining, while expansive windows frame beautiful natural light along with a subtle glimpse of the water in the distance. Fresh, refined, and move-in ready, this residence offers the perfect canvas for a buyer seeking a downtown lifestyle. Every space has been thoughtfully maintained, creating a sense of comfort, cleanliness, and understated elegance throughout. Rarely do you find a home this immaculate and ready for immediate enjoyment. Adding to its appeal are TWO assigned indoor garage parking spaces an incredible convenience and rarity for downtown living. Located in the center of exciting Downtown Clearwater, residents are surrounded by a city experiencing remarkable transformation and growth. Enjoy being moments from waterfront parks, the revitalized Cleveland Street District, concerts and events at The Sound at Coachman Park, boutique dining, cafés, entertainment, and the beautiful Clearwater waterfront. With easy access to Clearwater Beach, marinas, the Pinellas Trail, and vibrant community events year-round, this location offers the perfect blend of energy, walkability, and coastal lifestyle. Whether you are searching for a full-time residence, seasonal retreat, or lock-and-leave lifestyle, Unit 904 offers elevated downtown living in one of Clearwater’s most exciting and evolving locations.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
1020 SUNSET POINT RD #111, CLEARWATER, FL 33755
$1,225,00075 Days on yellowkey MLS ID: TB8509493
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1409 Built: 2023Monthly Fee: $1,405 Tax: $14,820 (2025)Community: Serena By The Sea CondoCondo
Taxes:$14,820
Remarks: An exceptional opportunity in one of Clearwater’s most sought-after luxury waterfront communities, this beautifully designed 2-bedroom, 2-bath residence at Serena by the Sea is competitively priced below comparable units, offering incredible value for buyers seeking luxury, location, and lifestyle. Experience luxury waterfront living with breathtaking water views in a home designed with a spacious open floor plan filled with natural light, seamlessly blending indoor and outdoor living. The gorgeous chef-inspired kitchen features a stunning 10-foot waterfall Quartz island, premium Gaggenau gas stove, built-in oven, paneled refrigerator, and custom-designed Italian cabinetry, creating the perfect space for entertaining family and friends. Floor-to-ceiling windows showcase beautiful bay views, creating a peaceful coastal backdrop throughout the main living areas. The thoughtfully designed split-bedroom layout offers both comfort and privacy, while high-end finishes, hardwood flooring in the bedrooms, abundant closet space, and modern luxury design add to the home’s upscale appeal. Enjoy the private terrace stretching from the primary bedroom to the second bedroom, offering the perfect place to relax and take in the coastal surroundings. The condominium is elevated approximately 10 feet above ground level and also includes an assigned covered corner parking space along with a temperature-controlled storage unit. Residents enjoy exceptional resort-style amenities including 24/7 concierge service, a heated waterfront saltwater pool overlooking Clearwater Bay, private cabanas, an outdoor grilling area with TVs and seating, elegant fire pit lounges, a luxurious wellness spa with sauna and cold plunge, a state-of-the-art fitness center, stylish clubhouse and social spaces, and secure gated access for peace of mind. Serena by the Sea is a gated boutique luxury condominium community ideally located just minutes from Clearwater Beach and the shops and restaurants of Dunedin, with convenient access to St. Petersburg, Tampa, and Tampa International Airport. Enjoy being just a short distance from the Pinellas Trail, perfect for biking, walking, and enjoying the Florida lifestyle.
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Betty Rohe (301-366-3208)
2955 FLINT DR S, CLEARWATER, FL 33759
$134,90092 Days on yellowkey MLS ID: TB8503409
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 812 Built: 1971Monthly Fee: $616 Tax: $2,284 (2025)Community: Mission Hills CondoVilla
Taxes:$2,284
Remarks: Fabulous, move-in ready 2 BR/1 BA open-concept villa in the highly desirable 55+ Mission Hills community! This beautifully updated home features a chef’s kitchen complete with newer appliances—including a gas oven/range and built-in microwave—a sunny dedicated coffee bar, dishwasher, refrigerator, and an updated sink and disposal. The bathroom boasts a brand-new vanity (2026), alongside a newer toilet and exhaust fan. Enjoy maintenance-free living with Luxury Vinyl Plank and ceramic tile flooring throughout, fresh molding, newer lighting and ceiling fans, newer energy-efficient windows, and a convenient indoor laundry room with washer and dryer included. Relax in the true Florida lifestyle on your choice of two charming outdoor spaces: a private front paver patio (2022) with a storm door that lets the sunshine in, or the back paver patio (2021). Unbeatable Central Location: * Walkable: Just a 5-minute walk to Bayside Bridge Plaza (Publix, Planet Fitness, dining, and shopping). • Accessible: 15 minutes to Tampa International and St. Pete/Clearwater airports. • Leisure: 5 minutes to Safety Harbor, 5 minutes to the Phillies baseball complex, 5 minutes to Ruth Eckerd Hall, 20 minutes to world-class beaches, 25 minutes to vibrant Downtown St. Pete, and 30 minutes to historic Tarpon Springs.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Marsha Rantala, Pa (727-422-6642)
2071 BUTTERNUT CIR E, CLEARWATER, FL 33763
$469,900138 Days on yellowkey MLS ID: TB8486461
REDUCED by $19,100 (3.9%) on 06/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1520 Built: 1980 Tax: $6,333 (2024)Community: Charter OaksSpa: YesSingle Family
Taxes:$6,333
Remarks: Huge Price Reduction!!! Your perfect Florida home! Fully remodeled lakefront home in Clearwater. This light-filled residence features an open-concept layout, a gourmet kitchen with granite countertops and stainless steel appliances, and refined finishes. Enjoy a large enclosed spa overlooking the serene lake—ideal for entertaining or relaxing. Just minutes from Clearwater’s premier beaches, dining, and shopping. Featuring 2024 ROOF/ 2024 Water Heater/ Bathrooms remodeled and new tile flooring throughout! Make an appointment before its too late!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Claudia Varela (727-851-0638)
2650 COUNTRYSIDE BLVD #E103, CLEARWATER, FL 33761
$220,00085 Days on yellowkey MLS ID: TB8504236
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1978 Tax: $2,981 (2025)Community: Rustlewood At Countryside CondoCondo
Taxes:$2,981
Elementary School: Leila G Davis Elementary-PN
High School: Countryside High-PN
Middle School: Safety Harbor Middle-PN
Remarks: Adorable and affordable condo in the heart of Countryside in Clearwater! This 2/2 turnkey and updated property comes fully furnished and is move in ready. No stairs to worry about with this unit and a quiet private screened lanai to relax on! The updated kitchen is light and bright with white solid wood cabinets, quartz countertops, stainless appliances, and deep stainless-steel sink. There’s also an added feature in the kitchen, the floor to ceiling pantry, providing ample storage. The open floor plan provides a living/dining room combo with direct access through the sliders from your living room to enjoy the use of your screened in covered lanai with views of the pond and a sizable storage closet. The oversized primary bedroom oasis offers a huge walk-in closet, and beautifully remodeled en-suite primary bath has been updated with newer cabinet's, wall tile and fixtures along with quartz countertops and a step-in shower with full view glass door, porcelain wood looking tile floors that continue into the primary bedroom. The additional 2nd bedroom is equally as nice and spacious with a fully remodeled 2nd bathroom. The in-unit washer & dryer is an added bonus for your convenience. The A/C system was replaced in 2020 giving you peace of mind and buildings were repainted with in the last few years in this very well-maintained community. Building E is just steps away from the community pool and covered patio area for the complex. Walking distance to shopping, restaurants, Countryside Mall, as well as minutes to Dunedin, Safety Harbor, Palm Harbor and just a short drive to all Tampa Bay has to offer. Don't miss your opportunity to make this your new home!
Listing is courtesy of: COMPASS FLORIDA LLC (813-365-9935)
Listing Agent: Jenna Utley (813-486-9286)
2025 TEMPLE TER, CLEARWATER, FL 33764
$395,000101 Days on yellowkey MLS ID: S5148158
REDUCED by $20,000 (4.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1105 Built: 1958 Tax: $4,978 (2025)Community: Sirmons Orange Blossom HeightsSingle Family
Taxes:$4,978
Remarks: This beautiful property in Clearwater offers incredible potential, whether for first time homebuyers or as an investment opportunity fort short-term rentals like Airbnb. Ideally situated just 10 minutes from the beach, it provides both convenience and lifestyle appeal. The home features 2 bedrooms and 2 fully remodeled bathrooms, along with a spacious backyard perfect for outdoor enjoyment or future enhancements. Major updates include a new air conditioning system and new water heater, giving buyers peace of mind. BEST OF ALL, there is no HOA, offering added flexibility and no additional fees.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Letisia Alonso (407-318-0639)
2886 WHITNEY RD, CLEARWATER, FL 33760
$879,00050 Days on yellowkey MLS ID: TB8513305
Bed: 0 Bath: 1.5 Liv Area Sq Ft: 2627 Built: 1984Community: Lauras Little FarmsGarage Condo
Taxes:$0
Remarks: Exceptional 1.17± acre corner property in Clearwater’s growing 33760 corridor offering existing improvements, flexible use potential, and future redevelopment upside. Zoned R-4 and comprised of a double lot configuration, the property presents opportunities for owner-users, investors, educational or institutional uses, multifamily redevelopment, or phased repositioning. Existing structure may provide interim occupancy or income potential while future plans are pursued. Prominent corner positioning offers strong visibility, access, and development appeal.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Jason Teabout (912-398-8668)
2725 VIA CIPRIANI #735B, CLEARWATER, FL 33764
$299,900286 Days on yellowkey MLS ID: TB8439421
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1453 Built: 2002Monthly Fee: $229 Tax: $6,279 (2024)Community: Grand Bellagio At Baywatch Condo TheCondo
Taxes:$6,279
Remarks: Virtually Staged. The Grand Bellagio is a gated waterfront property located on Tampa Bay. This 3rd floor, three bedroom/two bath condo has been newly renovated. The living, dining & master bedroom area features crown molding and coffered ceiling, updated ceilings. The Master bedroom features a spacious sitting area and oversized walk-in closet. Community amenities include a heated pool/spa, 24 hour fitness center, playground, lighted tennis courts and free car wash area. Enjoy walking or jogging the 1.5 mile paved path overlooking Tampa Bay. This is a PET friendly community. Upon entry through the 24/7guard pavilion, you will feel you have arrived in Paradise. To help visualize this home’s floor plan and to highlight its potential, virtual furnishings may have been added to photos found in this listing.
Listing is courtesy of: MCPEAK REAL ESTATE FIRM (813-495-3875)
Listing Agent: Jim Mcpeak (813-495-3875)
1216 S MISSOURI AVE #322, CLEARWATER, FL 33756
$177,700256 Days on yellowkey MLS ID: TB8446229
REDUCED by $12,300 (6.5%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1010 Built: 2004 Tax: $1,499 (2025)Community: Residence At RenaissSpa: YesCondo
Taxes:$1,499
Remarks: Light & bright 2-bedroom, 2-bath condo offers easy living in the pet-friendly, gated Residence at Renaissance Square. Built in 2004, the open split-bedroom floor plan features walk-in closets in both bedrooms, an ensuite primary bath, full-size washer and dryer in unit, two assigned parking spaces, and an exterior storage closet right next to the condo. The well-kept community offers a pool, fitness room, clubhouse, and maintained grounds. The monthly fee includes internet, basic cable, water, sewer, trash, building exterior insurance, roof, and common-area maintenance. Not in a flood zone, this condo is a smart choice for low-maintenance living close to shopping, dining, Coachman Park, and Clearwater Beach!
Listing Agent: Tanja Cisliek (727-480-4155)
8 PALM TER #201, CLEARWATER, FL 33756
$1,499,00091 Days on yellowkey MLS ID: TB8503457
REDUCED by $126,000 (7.8%) on 06/12/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2195 Built: 2021 Tax: $20,473 (2025)Community: Residences At Belleview Place CondoCondo
Taxes:$20,473
Remarks: Experience luxury living at its best in this stunning, second floor condo inside the private, guarded gates of the Belleair Golf and Country Club which provide the ultimate in privacy and peace of mind. This corner unit enjoys an absolute abundance of natural light from the multiple windows and sliding glass doors, creating a seamless beautiful indoor/outdoor experience. This unit also boasts a wrap-around terrace that is the perfect spot to entertain or relax while enjoying the incredible Florida views and the beauty of the natural surroundings. The open floor plan encompasses a spacious family room, dining room, and chef's kitchen with ample counter space, an oversized island, with lots of room for entertaining.There is a powder room located off the foyer, as well as a large walk-in storage closet, laundry room, a full-size guest bath, and two more bedrooms, which also feature an amazing amount of natural light from outdoors. The split bedroom plan offers privacy for guests or tranquility and separation for a home office which features custom wood cabinetry and bookshelves. Enjoy the peace, security and good living Belleair provides, while being minutes from amazing golf and the world renowned white sands of Clearwater Beach.
Listing Agent: Kim Joyce (727-698-7415)
1169 DREW ST, CLEARWATER, FL 33755
$340,00051 Days on yellowkey MLS ID: O6416051
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1119 Built: 1954 Tax: $3,632 (2025)Community: BassadenaSingle Family
Taxes:$3,632
Remarks: Perfect opportunity for both **homeowners and investors**! This well-maintained **2-bedroom, 1-bath home** provides spacious living areas, abundant natural light, and tile flooring throughout. The home is **not furnished** and has been extensively upgraded within the last year, including **brand-new impact windows and doors**, a **new certified electrical panel**, **new water heater**, and **new attic insulation**. The roof has approximately **10 years of remaining useful life**, providing added peace of mind. Ideally located just minutes from **Clearwater Beach**, one of Florida's most renowned beaches, and close to a local golf course, this property gives the perfect blend of convenience and lifestyle. Enjoy being only 5 minutes from downtown, with easy access to restaurants, shopping, entertainment, and major roadways. With numerous new developments and improvement projects taking place throughout the area, the neighborhood continues to experience growth and revitalization, making this an attractive opportunity for those seeking a primary residence, summer home, or investment property with strong future potential. Buyer to verify all information and measurements independently. Shared driveway with the adjacent multifamily unit . Parking is behind the property. Don't miss out on one of the only NO HOA deals in the area . Seller is a Real Estate agent. Only serious buyer
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
585 SKY HARBOR DR #326, CLEARWATER, FL 33759
$149,900166 Days on yellowkey MLS ID: TB8477013
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 816 Built: 1968Monthly Fee: $305 Tax: $1,490 (2025)Community: Sky Harbor Estates Corp Inc CondoMobile Home
Taxes:$1,490
Remarks: Enjoy living in paradise at Sky Harbor Estates mobile home community, small and friendly park on Old Tampa Bay. Priced to sell now! This Doublewide mobile home with aluminum roof-over, has an additional 160ft sunny, enclosed Florida room, great for relaxing or party. This 2 bedroom 2 bathroom single story, enjoys one bath with wide counter space and walk in shower and the other bath has a tub shower combo functional as is, or ready for your updates. The large storage shed, is attached to the 2 car, plus covered carport with a newer washer. Dryer hookup available. The well-maintained HVAC system was installed 5 years ago. The furnishings are functional and ready for new owner to move right in. Nice sized 50'x70' lot is deeded and is included in the purchase price. Flooring allowance considered with reasonable offer. This active community with many snowbirds includes a heated/cooled swimming pool, waterfront for fishing, kayaking or canoeing and shuffleboard courts. Imagine sitting on the bench waterfront or in your own golfcart watching the birds and often times dolphin frolic in this peaceful atmosphere. Great convenient location close to buses, airports shops, restaurants and more! HOA approval is required, deed and age restricted community with no renting for the first 3 years of ownership.
Listing is courtesy of: SEA ROYAL REALTY, INC. (813-600-5636)
Listing Agent: Marci Short (813-600-5636)
1500 MAPLE ST, CLEARWATER, FL 33755
$1,399,000313 Days on yellowkey MLS ID: TB8429998
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3850 Built: 1925 Tax: $3,823 (2024)Community: GlenwoodSpa: YesSingle Family
Taxes:$3,823
Elementary School: Skycrest Elementary-PN
Middle School: Dunedin Highland Middle-PN
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)
24862 US HIGHWAY 19 N #2001, CLEARWATER, FL 33763
$79,99952 Days on yellowkey MLS ID: R4911422
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1979Monthly Fee: $433 Tax: $1,903 (2025)Community: Hill Crest VillasVilla
Taxes:$1,903
Remarks: Take advantage of this incredible opportunity to own a charming 1-bedroom, 1-bathroom villa in a highly desirable location. Offered at a discounted price, this property combines comfort, convenience, and value. Whether you're looking for a vacation retreat, investment property, or full-time residence, this villa is the perfect fit. Enjoy easy access to shopping, dining, entertainment, and local attractions while living in a peaceful and welcoming community. Don't miss your chance to secure this great property at an exceptional price!
Listing is courtesy of: PLAYA INTERNATIONAL REALTY (813-856-5151)
Listing Agent: Marisela Anzziani (813-856-5151)
831 GRAND CENTRAL ST, CLEARWATER, FL 33756
$378,50087 Days on yellowkey MLS ID: TB8505654
REDUCED by $42,000 (10.0%) on 06/11/2026
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1276 Built: 1946 Tax: $3,975 (2025)Community: Milton ParkApartment
Taxes:$3,975
Remarks: Rare Clearwater investment opportunity with multiple exit strategies. Whether you are an investor, builder, or end user looking for land value, rental potential, and future upside, this oversized property offers the flexibility to live, lease, expand, or redevelop in one of Clearwater’s active growth corridors. Situated on an 83’ x 127’ quarter-acre lot with rear alley access, this property is currently configured as a duplex with two 1-bedroom, 1-bath units. The property has no rental history due to owner use, but projected rental potential per unit per month depends on the final use, condition, rental strategy, and market demand. Inquire for details! The real value is in the land, zoning, and flexibility. The property offers potential for duplex, triplex, or fourplex use, giving a future owner several possible paths to increase value: maintain the existing duplex, live in one unit and rent the other, lease both units for income, explore conversion or expansion into a triplex or fourplex, or redevelop the oversized lot with new construction. Buyer should verify zoning, permitted uses, density, rental projections, and redevelopment options with the City of Clearwater. The existing block construction and recent updates — including HVAC, cabinetry, and appliances — allow for continued use while preserving long-term upside. This makes the property especially appealing for buyers who want income potential now with the ability to plan future improvements or redevelopment. Location continues to drive demand. The property is conveniently positioned within a short drive to Clearwater Beach and the Gulf, with easy access to Tampa International Airport, Downtown St. Petersburg, shopping, dining, and major employment corridors. This central location supports strong long-term rental appeal and future resale value. Large lots with this level of flexibility — live-in potential, income-producing use, and redevelopment upside — are becoming increasingly rare in Clearwater. For the buyer looking to control land, create income, and unlock future value, this is a Clearwater opportunity worth serious attention.
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Bill Kulaga (727-644-3758)
110 N JUPITER AVE, CLEARWATER, FL 33755
$349,00054 Days on yellowkey MLS ID: O6414604
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1117 Built: 1953 Tax: $3,985 (2025)Community: Sky Crest Unit 1Single Family
Taxes:$3,985
Remarks: Welcome to your charming coastal retreat nestled in the lush foliage of the desirable Sky Crest neighborhood. This beautifully maintained two-bedroom, two-bath home offers the perfect balance of peaceful residential living and convenient access to everything the Clearwater area encompasses. Located just six miles from the beach, you can enjoy relaxing days along the Gulf Coast while still being tucked away from the busy tourist areas, creating a quiet and inviting atmosphere to call home. This home has been thoughtfully updated with significant capital improvements, including a new roof (2025), new insulation (2023), a replaced HVAC system (2023), and a new hot water heater (2024). Additional enhancements include select replacement windows and a beautifully updated kitchen with upgraded cabinetry and granite countertops. As you step inside, you are welcomed by a bright and comfortable layout designed for both everyday living and entertaining. The spacious living room is thoughtfully positioned just off the kitchen, creating a natural flow throughout the home while still maintaining distinct gathering spaces. The kitchen features granite surface countertops, stainless steel appliances, and ample cabinetry, making it both functional and stylish for cooking and hosting guests. Tile flooring runs throughout the home, offering durability, easy maintenance, and a clean coastal feel. The dining area provides generous space for family dinners, holiday gatherings, or casual entertaining with friends. Both bedrooms are comfortably sized, and the two full bathrooms provide convenience and flexibility for homeowners and guests alike. One of the standout features of this property is the screened-in back porch, the perfect place to unwind with your morning coffee or enjoy the evening breeze while taking in the fresh coastal air. Step outside to discover a spacious backyard with endless possibilities. Whether you envision creating a beautiful garden, adding outdoor entertainment space, setting up a workshop area, or simply enjoying the extra room for storage and hobbies, this oversized lot provides the flexibility to make it your own. Conveniently located near shopping, dining, parks, and community amenities, this home combines comfort, location, and opportunity in one inviting package. Whether you are searching for a primary residence, seasonal getaway, or investment opportunity near the beach, this property is full of potential and charm. Do not miss your opportunity to own this quaint beach-area gem in the heart of Sky Crest. Schedule your private showing today and experience the relaxed Florida lifestyle this home brings to the table.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Walter Taylor, Iii (904-716-0670)
24862 US HIGHWAY 19 N #3003, CLEARWATER, FL 33763
$79,99952 Days on yellowkey MLS ID: R4911423
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 640 Built: 1979Monthly Fee: $433 Tax: $1,837 (2025)Community: Hill Crest VillasVilla
Taxes:$1,837
Remarks: Discover exceptional value with this charming 1-bedroom, 1-bathroom villa, now offered at a discounted price in a fantastic location. Perfect as a full-time residence, vacation getaway, or investment opportunity, this well-maintained property offers comfort, convenience, and affordability all in one. Enjoy being just minutes from shopping, restaurants, beaches, and local attractions while tucked away in a peaceful community. Opportunities like this are rare—don't miss your chance to own a villa in a sought-after area at an unbeatable price.
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