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$1,399,000
6 Beds ⋅ 6 Baths ⋅ Glenwood SubDv. ⋅ 33755 Zip Code
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.

1500 Maple Street, Clearwater
$2,499,000
Duncans A H Resub SubDv. ⋅ 33756 Zip Code
We are proud to represent for sale 1453 S. Martin Luther King Jr. Avenue in Clearwater, Florida. Situated on ±0.71 acres, the property includes approximately ±11,000 SF across three buildings with a functional mix of office, warehouse, and self-storage space. In 2026, the property underwent major renovations and is now a turnkey opportunity for an owner-operator or investor. The main building includes approximately ±5,000 SF, comprised of approximately ±2,400 SF of warehouse space and approximately ±2,600 SF of renovated two-story office space. The warehouse features 18-foot clear heights, a 12' x 10' grade-level door, epoxy floors, upgraded electrical, a new insulation liner, and skylights. The office area includes a reception area, five private offices, four to five additional cubicle workstations, an oversized conference room, break room, and multiple access points. The rear buildings total approximately ±6,000 SF and include 43 self-storage units of varying sizes, providing additional storage capacity and potential supplemental income for an owner-user or investor. The site is fully fenced and secured with a new electronic gate system, updated security, freshly paved and striped parking, and approximately 17+ parking spaces. Recent improvements also include new interior and exterior paint, new storage doors, roof sealing and coating, and extensive site cleanup and landscaping. The property is ideal for contractors, service businesses, light industrial users, office/warehouse operations, and storage-oriented businesses. Buyers should verify zoning and permitted uses with the City of Clearwater.

1453 S Martin Luther King Jr Avenue, Clearwater
$479,950
3 Beds ⋅ 3 Baths ⋅ Grand Bellagio At Baywatch Condo The SubDv. ⋅ 33764 Zip Code
Seller is MOTIVATED and will consider all reasonable offers for this beautiful two story waterfront corner townhome located in the gated condominium community of The Grand Bellagio at Baywatch! The elegant Mediterranean style greets you as you enter through the 24-hour guard pavilion with Italian fountain to your Bellagio enclave. This spacious San Pietro floor plan features 2078 heated square feet of living, dining and family room, a kitchen with an eat-in area, a half bath, full size utility room and an attached oversized two-car garage on the first floor. The second level offers three bedrooms and two full baths, including a primary suite with a private terrace/balcony overlooking the water and a small loft/office area. Enjoy a screened porch off the kitchen, stunning waterfront views and resort-style community amenities. A rare opportunity to own a premier waterfront residence in one of the area's most desirable gated communities. Crown molding in living, dining and family rooms, kitchen, foyer and primary suite. Kitchen has all wood cabinetry, gas stove, all stainless steel appliances, granite counter tops; plantation shutters on all breakfast nook and family room windows. Full size washer and dryer in laundry area; under the stairs storage; tile flooring throughout. Primary bedroom with gas fireplace and built-in entertainment center and small sitting area; en-suite features updated his and her separate vanities, garden tub, separate shower and a large walk-in closet. Community amenities include 6800 square foot social villa; club room; conference room; billiards room; 24 hour fitness center; geo-thermal heated pool and spa; poolside cabanas with chairs, chaise lounges, loveseats and patio coffee tables; umbrella tables and chairs; redwood sauna; 1 1/2 mile lighted waterfront promenade; tennis court, sand volleyball and playground; outdoor charcoal BBQ grills in front of each building; car care center with wash and vacuum and small area dog run. Three pavilions that are anchored at the ends and middle of the marina with a gazebo at the tennis/volleyball courts and one at "The Point" in front of Building 13 on the open waterway. The "Marina" known as "The Docks at Bellagio" is a separate condominium community under F. S. 718 with condominium boat slip fees. Boat slips can accommodate up to a 50 foot yacht; has water & electric. Currently the 3 Grand Bellagio pavilions and the common areas and boat slips in "The Docks at Bellagio" are under renovation and not available to access. Please note photos of the 3 pavilions and marina were taken prior to the renovation project and are not guaranteed to be "as built" once the renovation construction is completed. All room sizes have been measured for the floor plan in the photos but are deemed to be approximate. NO AIRBNB - NO SHORT TERM RENTALS. The Grand Bellagio is designated by the City as a "residential condominium community" with a minimum rental period of 7 to 12 months. Purchase your Florida resort home today.....

2757 Via Cipriani Unit 1114A, Clearwater
$220,000
2 Beds ⋅ 2 Baths ⋅ Hammock Pine Village SubDv. ⋅ 33761 Zip Code
Investor-friendly two-bedroom, two-bath condominium in the gated Hammock Pine Village community! This second-floor unit offers 1,030 square feet of bright living space, vaulted ceilings and a screened-in lanai with serene views. The open-concept living/dining area flows into a functional kitchen with wood cabinetry. A long-term tenant is in place through January 2026, making this a turnkey investment opportunity. Conveniently near shopping, restaurants and major thoroughfares. Community features include a pool, tennis courts and mature landscaping. Don’t miss this ideal Clearwater income property.

1109 Hammock Pine Boulevard, Clearwater
$499,000
5 Beds ⋅ 3 Baths ⋅ Barnes Sub SubDv. ⋅ 33756 Zip Code
Price reduction and seller is offering a 1.5 point rate buy down or contributing toward buyer closing costs, creating an opportunity for improved affordability and lower monthly payments. Fully renovated 5 bedroom, 2.5 bath home with a den and separate family room located in unincorporated Pinellas County where short term rentals are permitted (buyer to verify). This 2,266 square foot home features a thoughtfully updated open concept kitchen with new cabinets, countertops, and dishwasher, along with new flooring, remodeled bathrooms, fresh paint, updated lighting, and ceiling fans throughout. The flexible layout offers multiple living options including primary residence, multi generational living, or investment use. Additional features include a private 2 car side driveway and a spacious backyard. Move in ready and conveniently located near Clearwater Beach, shopping, dining, and major roadways.

1127 Wyatt Street N, Clearwater
$177,000
3 Beds ⋅ 3 Baths ⋅ Fountain Square Condo SubDv. ⋅ 33755 Zip Code
**NEW PRICE & $4,500 MOVE-IN CREDIT, DON'T MISS OUT ON THIS DEAL!!** This 3-bedroom, 2-bathroom condo offers a fantastic opportunity to get into the desirable Fountain Square community. Step inside to a spacious living area with plenty of room for a comfortable sectional and entertainment setup. The dedicated dining space flows nicely off the living room, and the kitchen offers ample cabinet and counter space for everyday use. A convenient half bath on the main floor adds extra functionality. Upstairs, the primary suite features a walk-in closet and private bath, with two additional bedrooms and a second full bathroom just down the hall. Out back, the fully fenced patio provides a private spot to unwind or enjoy the Florida sunshine. Fountain Square residents enjoy access to a large heated pool, a clubhouse, and a community gym. The monthly condo fee includes water, trash, cable, exterior maintenance, insurance, pest control, and more, making for truly low maintenance living. Located just minutes from world famous Clearwater Beach, plus shopping, dining, and local conveniences, this is a great opportunity to enjoy the Florida lifestyle in a well-established community!

1799 N Highland Avenue Unit 185, Clearwater
$1,299,000
3 Beds ⋅ 3 Baths ⋅ 2087 Edgewater Condo SubDv. ⋅ 33755 Zip Code
Experience stunning sunsets from the comfort of this spacious and open 3 Bedroom, 2.5 Bathroom townhome overlooking the breathtaking expanse of St. Joseph’s Sound and the Intracoastal waterway. Step into luxury as you enter through the privately gated front courtyard into an elegant foyer that leads into an open living room with panoramic waterfront views. Easily entertain guests in the waterfront dining room & kitchen, complete with bar seating, flat stone stack brick (from the historic Belleview Biltmore Hotel) fireplace, and a private covered lanai and outdoor waterfront patio. The first floor also features a spacious laundry room/butler’s pantry with a full-size washer & dryer and elegant 1/2 bath, front courtyard, two car garage and ample storage. Take your private elevator (or stairs) to the second floor to discover the waterfront primary bedroom with an ensuite bath and another private outdoor covered lanai overlooking breathtaking views of nature, water, Clearwater Beach, Caladesi Island. Enjoy the uplifting view of bikers, walkers and jogger’s enjoying the Edgewater trail. Also on the second floor are 2 nice size additional bedrooms and a second, shared full bathroom. This property is extremely unique with the following combination of features that are hard (if not impossible to duplicate) First, absolutely amazing open water expansive views. Second, Flood zone X (no flood insurance required for lenders) and water did not reach the land of this complex during last year’s “worst flood in 100 years”. Third, Location and proximity to Downtown Dunedin, Honeymoon Island and Clearwater Beach. Fourth, private 2 car garage, 3 full bedrooms, 2.5 baths, Elevator, Community Pool, and exquisite updates including features hickory wood flooring, motorized blinds, custom built closets & a Hurricane-rated windows and garage door with a new automatic opener. The kitchen features recently upgraded, high-end appliances (Bosch, Sub Zero, Café GE, Sharp) & custom cabinetry. Additional updates include: new (in the last 5 years) water heater, air conditioner, ductwork, leased Blair water conditioner. Move in ready with modern neutral décor. A real pleasure to tour. Please request a link to view the video walkthrough if you haven’t already.

2087 Edgewater Drive Unit C, Clearwater
$199,500
2 Beds ⋅ 2 Baths ⋅ Oak Lake Park Condo SubDv. ⋅ 33763 Zip Code
Newly updated condo with two bedrooms, one and one half baths in Clearwater. This is an end unit. THe community features pool, playground and clubhouse.

1960 Union Street Unit 25, Clearwater
$599,000
3 Beds ⋅ 3 Baths ⋅ Montclair Lake Twnhms - Ph 1 SubDv. ⋅ 33763 Zip Code
Welcome to your dream home! This exquisite upscale townhouse boasts 3 spacious bedrooms and 2.5 elegantly appointed bathrooms, providing a perfect blend of comfort and style. With a generous layout and upscale finishes, this property offers a refined living experience in a prime location. Step inside to discover a stunning interior featuring beautiful upgrades throughout. The open-concept living area is perfect for both relaxation and entertaining, with a chic wet bar and entertainment are ready for your next gathering. The gourmet kitchen is a chef's delight, showcasing high-end appliances, sleek countertops, and custom cabinetry. The master suite is a private sanctuary, complete with a luxurious en-suite bathroom and ample closet space. Two additional well-sized bedrooms offer versatility and comfort for family or guests. For your convenience, the townhouse includes a two-car garage, providing ample storage and easy access to your vehicles. Located just minutes from pristine Florida beaches, you can enjoy the sun, sand, and surf at your leisure. Additionally, the vibrant cities of Tampa and St. Petersburg are within easy reach, offering a wealth of dining, shopping, and entertainment options. Don't miss the opportunity to experience upscale living in this beautiful townhouse. Schedule your tour today and envision your new lifestyle in this coastal paradise!

2280 Montview Drive, Clearwater
$1,595,000
4 Beds ⋅ 4 Baths ⋅ Pinellas Groves SubDv. ⋅ 33764 Zip Code
Luxury land opportunity with a livable home on 2 acres with 1.4-acre private lakefront estate in the heart of Clearwater. A rare opportunity to renovate, expand, or build a custom residence and livable while you do, on one of the area's most desirable oversized homesites. Approximately 40–60 yards of practical shoreline suitable for a future private dock (subject to approvals), offering exceptional outdoor living potential—all with no flood insurance currently required. There's a lot of room for profit based on LTV in this very private and secluded neighborhood with great access to all your needs as comps in the neighborhood just went over $3,000,000 with the property at 2420 Kent Place just sold for $3,055,000 and 2316 Kent Place just sold for $2.495m. Dream Home Opportunity Awaits! Are you ready to turn your vision into reality? This almost 2-acre lot, nestled in a serene subdivision, is your blank canvas! Located right by a tranquil lake that does not go up or go down, as no flood insurance needed, this spacious property is ideal for those looking for a fixer-upper or a place to create their dream home. As you enter the charming neighborhood, you'll be greeted by well-maintained homes and generous lot sizes, providing a peaceful and inviting atmosphere. The property features a unique 4-bedroom, 3,597 sq. ft. home, complete with 5 bathrooms, a 2-car garage, and an inground pool within an enclosure—perfect for relaxation and entertaining. While the true value lies in the land, the solid bones of the home have plenty of potential for renovation. Imagine customizing your living space to suit your lifestyle, all while enjoying ample room to roam and explore. Don’t miss out on this rare opportunity to own a spacious property in a prime location on Florida's beautiful West Coast, complete with recreational amenities and a welcoming community. Schedule your private showing today, and let your imagination run wild in this wonderful setting! Quick access to all your needs on shopping, restaurants, entertainment, airports, Tampa and Downtown St Petersburg areas.

2400 Pine Hammock, Clearwater