Clearwater Real Estate Search

Clearwater Historical Properties for Sale

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Newest Clearwater Historical Properties for Sale

$299,990
2 Beds 1 Baths Navajo Park Rev SubDv. 33755 Zip Code
Welcome to 1010 Osage St, Clearwater, FL 33755, a charming 2-bedroom, 1-bathroom home offering comfort, functionality, and an unbeatable location in the heart of Clearwater. Located in a NO Flood Zone, this property provides added peace of mind while being just minutes from many of the area's most popular destinations. Inside, you'll find a bright and functional layout that offers comfortable living spaces ready to make your own. Major improvements have already been completed, including a NEW roof and NEW HVAC system, giving the next owner confidence in two of the home's most important components. Step outside to enjoy the spacious backyard, offering plenty of room for entertaining, pets, gardening, or simply relaxing outdoors. One of the property's standout features is the beautifully redone garage barn, providing endless possibilities as a workshop, hobby space, storage area, home gym, or creative studio. Conveniently located just minutes from Downtown Dunedin, Downtown Clearwater, and world-famous Clearwater Beach, you'll have easy access to waterfront parks, local restaurants, breweries, shopping, entertainment, and some of Florida's most beautiful beaches. Enjoy everything the area has to offer while still being tucked away in a quiet residential neighborhood. With a new roof, new HVAC system, NO Flood Zone location, spacious outdoor living, and a versatile garage barn, 1010 Osage St offers a fantastic opportunity to own a home in one of Clearwater's most desirable locations.

1010 Osage Street, Clearwater

$1,249,000
5 Beds 5 Baths Belleair Estates SubDv. 33756 Zip Code
Nestled in the heart of Belleair, this enchanting 1925 Mediterranean estate is a rare architectural gem filled with timeless character, flexible living options, and endless potential. Set on a private tropical property with a 2023 ROOF, NO FLOOD required, NO HOA, Multifamily Zoning. This distinctive residence offers exceptional versatility for multigenerational living, guest accommodations, or a unique estate-style retreat in one of Pinellas County’s most desirable coastal communities. Belleair is known for its beautiful residential setting, established charm, nearby parks and sports courts, and exceptional recreational opportunities. Just across the street, you will find the Belleair Country Club, Pelican Golf Club, and the recreation center, which hosts soccer games, pickleball matches, and summer concerts. The property is also just minutes from Gulf beaches, dining, shopping, and the relaxed Florida lifestyle. The main residence features over 3,331 square feet of living space and is highlighted by two inviting atriums that fill the home with natural light and create a seamless connection between the interior spaces and surrounding tropical landscape. At the center of the home, the unique sunroom overlooks the pool and lush gardens, creating a memorable focal point and a peaceful space to relax or entertain. An adjacent playroom adds even more flexibility for everyday living, recreation, hobbies, or additional gathering space. The spacious primary suite offers direct pool access, two walk-in closets, and generous proportions. Two additional bedrooms each feature their own en suite bathrooms, with one also enjoying direct access to the pool. The fifth bedroom could also be used as a private office with custom built-ins, providing an ideal workspace or creative area, while the layout throughout the home offers excellent storage, including a former wine cellar, and a variety of spaces that can be adapted to fit the next owner’s needs. Rich in original architectural details, the home showcases beautiful hardwood floors, classic Mediterranean terracotta tile floors, original stained-glass windows, and a warm sense of history throughout. The kitchen is located adjacent to the formal dining room and offers abundant cabinetry. Located beside the detached two-car garage, the guest house offers approximately 633 square feet of living space, complete with one bedroom, one bathroom, a full kitchen, and a 126-square-foot enclosed porch. This separate living space adds tremendous value and flexibility, making it ideal for extended family, guests, a private retreat, or additional multifamily use. Outside, the extra-long, deep pool is surrounded by mature tropical landscaping, creating a private and serene backyard setting. The pool would benefit from resurfacing, giving the next owner an opportunity to personalize the outdoor space and bring their own vision to the property. Restore this Mediterranean masterpiece to its original grandeur and create your own dream property in the heart of Belleair. Don’t miss this rare opportunity to own one of the area’s most distinctive homes.

1330 Indian Rocks Road, Belleair

$359,999
2 Beds 1 Baths Shadow Lawn SubDv. 33755 Zip Code
Virtually Staged. Step into the timeless charm of this beautifully renovated 1930s Florida cottage bungalow, where historic character meets thoughtful modern updates. From the moment you enter, you'll appreciate the inviting living space centered around a charming fireplace—a true rarity in Florida—paired with new recessed dimmable lighting, updated ceiling fans, and a warm, welcoming atmosphere. The completely refreshed kitchen features butcher block countertops, a large stainless steel sink, and tasteful finishes that complement the home's original character. The beautifully updated bathroom blends modern style with classic charm, while an additional light-filled bonus room surrounded by windows offers the perfect space for a home office, reading room, playroom, or creative studio. An interior laundry room conveniently located just off the kitchen means no trips through the garage on hot summer afternoons or rainy Florida days. Situated on an oversized 8,000 sq. ft. lot, this property offers something exceptionally difficult to find: two detached garages. In addition to the one-car garage, the property features an oversized approximately 800 sq. ft. two-car garage complete with its own electric meter. Rare Value-Add Opportunity! One of the property's most exciting features is its LMDR zoning, which, combined with the oversized detached garage, presents outstanding potential for a future Accessory Dwelling Unit (ADU) conversion, subject to City of Clearwater approval and permitting. Whether you're envisioning future rental income, multigenerational living, a private guest suite, home office, fitness studio, workshop, or creative space, this versatile structure offers flexibility that is rarely available in this location. Located in a desirable golf cart-friendly neighborhood, you'll enjoy easy access to everything that makes this area so special. Cruise to vibrant Downtown Dunedin for restaurants, breweries, boutique shopping, and community events, or spend the day enjoying the world-renowned beaches of Clearwater Beach and Honeymoon Island State Park. The home is just minutes from Downtown Dunedin, approximately 15 minutes to Clearwater Beach, and conveniently located near parks, marinas, golf courses, and the Pinellas Trail. Recent improvements include: •Updated kitchen with butcher block countertops and oversized stainless steel sink •Beautifully renovated bathroom •New flooring throughout •New recessed dimmable lighting •New ceiling fans • New roof on the rear garage/storage building •Interior and exterior improvements throughout. This is more than a beautifully renovated bungalow—it's a property that combines historic charm, modern comfort, and exceptional future potential in one of Clearwater's most desirable locations.

1235 Idlewild Drive, Clearwater

$599,999
4 Beds 2 Baths Marymont SubDv. 33765 Zip Code
Step into this exquisitely renovated 1925 residence, where timeless architectural character is enhanced by refined modern upgrades. This spacious home offers 4 well-appointed bedrooms, 2 spa-like bathrooms, and an inviting layout designed for both comfort and style. Elegant details such as luxury vinyl tile, coffered ceilings, and a beautifully updated kitchen featuring 42" wood cabinets, stone countertops, and stainless steel appliances elevate the everyday living experience. A dining area conveniently located just off the kitchen creates a seamless flow for gatherings and entertaining. The warm and welcoming living room is anchored by an impressive stone fireplace, adding a striking focal point to the home’s historic charm. The expansive owner’s suite on the main floor offers a private retreat, complete with a generous sitting area, a spa-inspired bathroom, and a spacious walk-in closet. The versatile third-floor loft provides endless possibilities—ideal for guests, creative pursuits, or a quiet getaway. Outside, a large backyard offers abundant space for relaxation, play, or outdoor entertaining. Nestled in one of Pinellas County’s highest-elevation, non-flood-zone neighborhoods, this exceptional property delivers unmatched convenience. Parks, Gulf beaches, golf courses, shopping, and dining are all just minutes away. With thoughtful renovations, ceiling fans, modern finishes, and enduring historic character, this move-in-ready home offers a rare blend of charm, sophistication, and premier location.

1960 Mckinley Street, Clearwater

$6,495,000
7 Beds 7 Baths Willadel Rev SubDv. 33756 Zip Code
Virtually Staged. A truly exceptional opportunity awaits in Belleair's prestigious Willadel subdivision. Situated high and dry on two-thirds of an acre, this magnificent 7,500+ square-foot estate offers 7 bedrooms, 6.5 baths, a 3-car garage, and access to an exclusive private waterfront park featuring a newly remodeled boat basin. The deeded boat slip with a newer dock and 13,000-pound boat lift provide direct access to the Intracoastal Waterway and Gulf. Arriving via the circular driveway, you'll immediately appreciate the timeless Southern-inspired architecture and grand presence of this remarkable residence. A sweeping staircase welcomes guests through the double-door entry, setting the stage for the elegant living spaces beyond. 155 Willadel was designed with both entertaining (this home has hosted a number of prestigious events) and family living in mind. The gourmet kitchen is equipped with double islands, Wolfe, Subzero and Thermador stainless steel appliances, extensive custom cabinetry, and luxury stone countertops. Adjacent to the kitchen, the expansive great room offers soaring 20’ ceilings, a gas fireplace, and a climate-controlled wine room. Also downstairs is a formal dining room with adjoining butler's pantry, a gracious living room with custom built-ins, wood-burning fireplace, hardwood flooring, crown molding, and two sets of French doors that open to a charming front veranda. Four downstairs bedrooms – two en-suite and two sharing a jack and jill bath – provide plenty of comfortable space for family and guests. Upstairs can be accessed by front or back staircases, as well as an elevator, where you will find 3 oversized bedrooms, all of which are en-suite. The primary features a private balcony, two large walk-in closets and a beautiful remodeled primary bath with soaking tub and separate shower. One of the other upstairs bedrooms has a wood-burning fireplace, private balcony, and spacious walk-in closet. Both upstairs balconies have peeks of the intracoastal. Additional amenities include upstairs and downstairs laundry rooms, a private theater room with projector and large screen, a wet bar, game room, and numerous custom built-ins throughout. The flexible floor plan provides abundant space for family, guests, and entertaining. Outdoor living is equally impressive, featuring a covered lanai with a spectacular outdoor kitchen overlooking the spacious, private backyard lined with mature podocarpus. The property’s RE (Estate Residential) zoning classification and large backyard allow for the construction of an additional structure as well as ample room for a resort-style pool. Other recent upgrades include impact-rated windows and doors throughout, a completely replumbed home, updated electrical throughout, and a whole-house generator for added comfort and peace of mind. Located just minutes from Clearwater Beach, fine dining, boutique shopping, and premier golf destinations including Belleair Country Club and Pelican Golf Club, this extraordinary estate presents a rare opportunity to enjoy luxury living in one of Florida's most sought-after boating, golf, and racquet communities.

155 Willadel Drive, Belleair

$1,950,000
4 Beds 4 Baths Overbrook Park SubDv. 33756 Zip Code
Nestled on just over a quarter acre in the heart of Belleair, this exceptional residence is recognized as one of the Town's historic homes, blending timeless architectural character with modern comforts in one of the area's most sought after locations. Located in an X flood zone, with no history of flooding and flood insurance not required, this remarkable property is ideally positioned near the prestigious Pelican Golf Club and Belleair Country Club, world famous Gulf beaches, boutique shopping, charming neighborhood cafes, and a world renowned hospital, offering an unmatched combination of elegance, convenience, and lifestyle. Surrounded by lush, mature landscaping, the property offers a private resort style setting highlighted by a sparkling pool, expansive outdoor living areas, and an enclosed patio overlooking the backyard oasis. Designed for both relaxation and entertaining, the outdoor spaces create a true retreat like atmosphere. Inside, distinctive architectural details set this home apart, including elegant rounded archways, rich hardwood flooring, and thoughtfully designed living spaces that blend historic character with modern functionality. The open concept kitchen features a gas Wolf range, quality cabinetry, generous workspace, and seamless flow into the main living and dining areas. The flexible floor plan includes three spacious ensuite bedrooms on the upper level, including a well appointed primary suite featuring an exceptionally large custom built walk in closet and an adjoining room ideal for a private study, nursery, fitness space, or wellness room. A room currently utilized as an executive study on the main level can easily be transformed into a fourth bedroom, providing additional flexibility for family, guests, or multigenerational living. Enhancing both comfort and functionality are a whole home generator, integrated dehumidification system, custom wine cellar, oversized three car garage, and abundant storage. The home's exceptional condition reflects years of attentive ownership and care. Combining historic charm with thoughtful modern updates, this remarkable residence is designed for both everyday living and effortless entertaining. From the resort style backyard to the spacious living areas and sought after Belleair location, every aspect of the home reflects quality, character, and enduring appeal.

322 Roebling Road S, Belleair

$299,900
2 Beds 1 Baths Clearwater SubDv. 33755 Zip Code
Just 10 minutes from world-famous Clearwater Beach, this beautifully remodeled home offers the perfect combination of coastal lifestyle, modern comfort, and investment potential — with NO HOA and NO CDD. This move-in-ready property features 2 bedrooms, 1 fully renovated bathroom, and an additional office/flex room that may be used as a third bedroom, studio, guest space, or potential mother-in-law area with a private entrance. The home has been thoughtfully updated throughout, offering a functional layout designed for comfortable living, rental flexibility, or a future income-producing opportunity. Inside, you will find new flooring, new doors, new appliances, updated plumbing and electrical, a recent A/C, and a beautifully redesigned kitchen with granite countertops, a functional island, and a fresh modern feel. The fully renovated bathroom offers elegant finishes, including a glass shower and a spacious jacuzzi tub. Additional updates include a newer roof, new windows, new grass, gutters, and beautiful curb appeal from front to back. Enjoy an excellent Clearwater location close to top-rated schools, Downtown Clearwater, Coachman Park, Pier 60, restaurants, shopping, hospitals, parks, airports, and some of Florida’s most beautiful beaches. Whether you are looking for a primary residence, vacation home, rental property, or short-term rental/Airbnb opportunity, this home offers exceptional flexibility in one of Florida’s most desirable coastal areas. Live where others vacation.

802 Jurgens Street, Clearwater

$485,000
4 Beds 3 Baths Plaza Park Add Clearwater Improv Co Corr SubDv. 33755 Zip Code
Virtually Staged. Unique homes like 909 Hart St in Clearwater do not come along often. Thoughtfully renovated this 4-bedroom, 3-bathroom home is full of character, charm, and stylish updates that set it apart from the typical cookie-cutter property. Best of all, there is no HOA and no CDD, helping keep ownership costs lower. A true standout feature is the oversized remodeled swimming pool, which adds exceptional value and lifestyle appeal. In Florida, having a large updated pool is a major advantage — perfect for cooling off during the long summer months, entertaining guests, hosting pool parties, or simply enjoying your own private backyard retreat year-round. A charming front patio welcomes you in and offers the perfect place to enjoy your morning coffee and Florida’s beautiful weather. Inside, the spacious family room features a large fireplace, creating a warm and inviting space for relaxing or entertaining. The updated kitchen is both functional and stylish, featuring stainless steel appliances, newer cabinetry, granite countertops, and a light gray backsplash. Just beyond the kitchen, the generously sized dining room is ideal for gathering with family and friends. Tile and vinyl flooring flow throughout the home, with no carpet anywhere. Most of the windows have been replaced, adding to the home’s overall value, appeal, and peace of mind for the new owner. The renovated bathrooms feature tasteful contemporary finishes, and the oversized laundry room offers abundant cabinet storage along with a utility sink for added convenience. The private primary suite includes a large sitting area that works perfectly as a home office, workout space, or quiet retreat, with views of the patio and pool. Situated on a large lot, the fully fenced backyard is designed for enjoying the very best of the Florida lifestyle. Complete with an outdoor kitchen, spacious entertaining areas, and the oversized remodeled pool, this outdoor space is made for weekend BBQs, family gatherings, and relaxed evenings at home. Properties with this much personality, outdoor living space, and pool appeal are hard to find.

909 Hart Street, Clearwater

$178,900
3 Beds 1 Baths Greenwood Park SubDv. 33755 Zip Code
Welcome to 1106 Carlton St, Clearwater, FL 33755, a great opportunity for investors, renovators, or buyers looking for value in the heart of Clearwater, Florida. This 3-bedroom, 1-bath single-family home offers strong potential for those willing to bring a little vision and finishing work to the property. The home was recently renovated, but unfortunately experienced vandalism after the improvements were completed, which has led the seller to make the decision to sell. While the property may currently show with boarded windows, don’t let that discourage you — much of the heavy lifting has already been completed and the home offers a solid foundation for the right buyer. Since purchasing the property in 2017, the owner has made numerous improvements including new flooring, fresh interior and exterior paint, a new HVAC system, a new roof, updated kitchen cabinets and countertops, and a renovated bathroom. With many of the major systems and cosmetic upgrades already addressed, this property presents an excellent chance to come in, complete some minor clean-up and finishing touches, and either rent, renovate further, or resell for potential profit. Located in a convenient area of Clearwater in Pinellas County, the property is close to shopping, restaurants, schools, parks, and major roadways, while also being just a short drive from the world-famous Clearwater Beach and the Gulf of Mexico. Clearwater continues to be one of the most desirable areas in the Tampa Bay real estate market, making opportunities like this increasingly difficult to find. Whether you are searching for your next investment property in Clearwater, a rental opportunity, or a value-add renovation project, 1106 Carlton St is worth taking a look at. Schedule your showing today and see the potential this property has to offer.

1106 Carlton Street, Clearwater

$1,820,000
2 Beds 3 Baths Bay View Heights Blk 3, Lot 2 Less E 112 1/2ft SubDv. 33755 Zip Code
2024 Hurricanes - No Flooding * Now let’s get to the good stuff. PARADISE!!!!! Think I’m kidding come look for yourself. This completely remodeled 1935 Bungalow is Owners with major OCD problems. Move in Ready. INCREDIBLE!!!! I know because many stop daily, take pictures and tell me. It is a beauty. The main house is a 1 bedroom, 1 and 1/2 bath. The Quest house / additional generational housing / Mother in laws suite is a full kitchenette. This home is conveniently located between downtown Clearwater and Dunedin. Publix grocery 1.8 miles. Mall 4.7 miles. Blocks from the Pineallas County Trail that can take you from St Pete to Tarpon Springs. Walk, bike, run… Another choice could be along Edgewater into Dunedin with incredible views, many use it also daily. Restaurants just blocks away. Did I mention the views from your favorite chair. To the south the Clearwater bridge, to the west some of the most beautiful sunsets you have ever laid your eyes on, after watching the diamond glisten all day. From the dock to the north the Dunedin causeway bridge… The back lawn is fenced with puppy picket fencing to keep any pets safe and lushly landscaped with high end pavered paths and patios. There is a bolder water feature next to the patio closest to the waters edge, the sound is so tranquil. Your own private heated jacuzzi tub and outdoor shower. Oh, and don’t forget to bring your boat or fish from the dock. Lift can hold up to 20,000 lbs. Just load it on the lift, safely board your boat with custom built stairs, hit the remote, lower the boat and zoom, your off… so many places to enjoy. Restaurants, sand bars, fishing, gorgeous trips, nothing stopping you from boating into the Gulf. Our neighbors are owners and have become family over the last 14 years. Like I said, come see for yourself… it is Paradise.

202 Fairmont Street, Clearwater

$279,900
3 Beds 1 Baths Carolina Terrace Annex SubDv. 33756 Zip Code
Welcome to 1579 S Washington Ave, Clearwater, FL 33756, a well-located single-family home offering comfort, convenience, and excellent value in the heart of Clearwater, Florida. Whether you are a first-time homebuyer, investor, or someone looking for an affordable home near the Gulf beaches, this property presents a fantastic opportunity in a desirable Pinellas County location. Situated just 15 minutes from the world-famous Clearwater Beach and only minutes from Morton Plant Hospital, downtown Clearwater, shopping, dining, and everyday conveniences, this home provides easy access to everything the Tampa Bay area has to offer. Inside, you’ll find a spacious living room that creates a welcoming space for relaxing or entertaining. The home features a remodeled kitchen and bathroom, along with newer flooring and fresh paint, making the home comfortable and ready for its next owner. The layout is practical and functional, ideal for everyday living. Additional features include an independent laundry room, providing convenience and extra storage space. At the front of the home, enjoy a screened-in covered porch, a perfect spot to relax and enjoy the Florida weather. The property also features a generously sized rear porch, offering additional outdoor living space for gatherings or quiet evenings. Major systems have been maintained, including a roof installed in 2011, along with an HVAC system and water heater replaced in 2017, offering peace of mind for future owners. While the home could benefit from a little “elbow grease” and personal touches, it is move-in ready and offers great potential to add value over time. If you’re searching for a home for sale in Clearwater FL, an affordable property near Clearwater Beach, or a solid investment opportunity in Pinellas County, this home deserves your attention. Schedule your private showing today and discover the potential of 1579 S Washington Ave in Clearwater, Florida.

1579 S Washington Avenue, Clearwater

$899,000
3 Beds 3 Baths Peale Park SubDv. 33755 Zip Code
One or more photo(s) has been virtually staged. This is a rare opportunity to own a truly one-of-a-kind legacy property designed for coastal living in one of Pinellas County's most sought-after locations. Situated on a tropical double lot just blocks from St. Joseph’s Sound and minutes from Downtown Dunedin, this exceptional property offers a combination of land, flexibility, charm, and income potential that is increasingly difficult to find. Perhaps the most valuable feature of this property is its rare grandfathered multifamily designation within a residential zoning district, allowing it to function as either a single-family residence or an income-producing duplex with an additional ADU. Owners have the unique ability to live comfortably in one residence while generating income from the others, creating exceptional income opportunities. Thoughtfully renovated from the studs out by a renowned local builder, the property preserves the timeless character and “Old Florida” charm of the original structures while seamlessly incorporating modern luxury, craftsmanship, and convenience throughout. High-end finishes, thoughtful design, and flexible living spaces create a property that feels both elevated and inviting. The oversized double lot offers endless possibilities for expansion, outdoor entertaining, RV or boat parking, and private resort-style living. Surrounded by tropical landscaping, the outdoor setting is anchored by a brand-new pool with elegant paver decking, creating a private coastal retreat perfect for relaxing, entertaining, and enjoying Florida living year-round. Despite being located just minutes from the waterfront, the property sits outside the flood zone, eliminating the need for flood insurance. The Pinellas Trail is located at the end of the block and provides direct biking/walking access to downtown Dunedin’s acclaimed restaurants, breweries, bars, live music venues, boutique shopping, marinas, award-winning Gulf beaches, and Major League Baseball spring training facilities. The staged renderings showcase the incredible versatility of the property and highlight the many ways the spaces can be customized to fit your vision—whether as a private retreat, multigenerational compound, luxury seasonal residence, or high-performing investment property. Properties offering this level of location, flexibility, land value, and coastal character rarely come to market! This property is listed below appraised value and priced to sell!

1109 Charles Street, Clearwater

$299,999
3 Beds 1 Baths Belmont Sub 1st Add SubDv. 33756 Zip Code
NEW AC unit. Newer partial PVC Fence. Seller Motivated!! Great home located on the Clearwater/Largo line, offering an incredible opportunity to own a property with ENDLESS POSSIBILITIES! Large Backyard! The home has been modestly updated and features a functional layout with inviting living spaces, a spacious kitchen with warm cabinetry, STAINLESS STEEL APPLIANCES, ample counter space, and an in-kitchen dining area. The carpeted living room and bedrooms add warmth and comfort, creating a cozy and welcoming atmosphere throughout the home. All three bedrooms are generously sized, providing flexibility for a variety of lifestyles. The third bedroom is currently being used as a home office, making this home an excellent option for work-from-home professionals, entrepreneurs, or anyone needing a dedicated FLEX SPACE without sacrificing bedroom count. The bathroom has been beautifully updated, featuring modern finishes and a TUB/SHOWER COMBINATION, offering both style and functionality. Step outside and you’ll immediately appreciate the LARGE LOT this home sits on, a rare find in this area, with plenty of room to PARK YOUR RV, BOAT OR EXTRA VEHICLES. There is also ample space to add an ADU/MOTHER-IN-LAW SUITE, making this property ideal for INCOME POTENTIAL, a guest house, or MULTI-GENERATIONAL LIVING, the possibilities are endless! With a few updates & thoughtful landscaping, this property will truly shine. The backyard can offer privacy, room to expand, and space to create your own outdoor oasis — perfect for entertaining, gardening, or future enhancements. A covered porch adds additional flexibility for outdoor living year-round. Conveniently located just 15 minutes from Clearwater Beach and Downtown Dunedin, you’ll enjoy easy access to dining, shopping, breweries, and entertainment. Daily conveniences such as shopping, restaurants, and grocery stores are just minutes away. For ease of travel, PIE Airport is approximately 20 minutes away and Tampa International Airport is about a 30-minute drive. This property is all about potential — whether you’re a buyer looking to personalize a space, a work-from-home buyer seeking flexibility, or an investor focused on value and future expansion, this home, and the land it sits, on offer unlimited possibilities in a prime Clearwater/Largo location.

734 New Jersey Street, Clearwater

$370,000
3 Beds 2 Baths Sandy Oaks SubDv. 33755 Zip Code
Get ready to fall in love with this historic three-bedroom, two–full bath home with a BONUS ROOM—an exceptional blend of old Florida charm and modern-day comfort! Originally crafted in 1918 as the farmhouse for a pecan grove, this property carries a rare piece of local history, with a thoughtfully added second story completed in 1970. Set on an oversized 105x116 corner lot, the home is framed by majestic pecan and oak trees that create a peaceful, park-like atmosphere from the moment you arrive. The long expanded driveway, covered carport, large workshop, and additional space for RV, boat, or trailer parking allows outstanding versatility for storage, hobbies, and creative projects—not something you’ll easily find elsewhere. Out back, the fully fenced yard includes both an elevated wood deck and a lower deck, providing multiple outdoor spaces for relaxing, gathering, or entertaining beneath the shade of mature trees. Inside this 1,796 sq. ft. home, you are greeted by polished wood floors glowing with natural light from updated double-paned windows. To your right is a nicely sized bonus room—ideal for an office, gym, playroom, or guest space. The inviting living room features warm original wood flooring, abundant natural light, and a comfortable layout perfect for everyday living. A wide pass-through keeps the living and dining spaces feeling connected, open, and airy. Your attention is then drawn to the beautifully crafted wood staircase leading to the second floor, a special architectural detail that adds depth and character to the home’s interior. Beyond the living room, the bright galley-style kitchen has ample counter space and cabinetry, while the incredibly spacious walk-in pantry provides storage rarely found in a home of this era. Upstairs, you’ll find well-proportioned bedrooms with natural light, wood floors, and charming details—a comfortable retreat that complements the home’s historic personality. This home is the kind that stops you in your tracks—a rare combination of history, curb appeal, warmth, and potential. Located close to Sandy Lane Elementary and Dunedin Highland Middle School, and just minutes from Edgewater Drive Park for nightly sunsets. You’re also only an eight-minute drive to Main Street in Dunedin, where you’ll find waterfront dining, live entertainment, and boutique shops. And of course, just a short drive to world-famous Clearwater Beach. A one-of-a-kind property with a story, room to grow, and a setting that feels like old Florida—don’t miss your chance to make it yours.

1765 Kings Highway, Clearwater

$1,095,000
4 Beds 4 Baths Country Club Add SubDv. 33755 Zip Code
SELLER MOTIVATED, PRICE REDUCTION, & INCOME PRODUCING! Designer Renovation + Income Producing Guest Home in Sought-After Country Club Estates. Private living space RENTING for approx. $2,515/mo.- perfect for SECONDARY INCOME, guests, or multigenerational setup. Blocks from Clearwater Country Club, the estate blends modern luxury, historic charm, & income potential. Property consists of Main Home-3 bed, 2 bath Spanish/Mediterranean retreat, Detached 1 bed, 1 bath ADU, Bonus studio structure, and extra pool 1/2 bath. NO FLOOD INSURANCE required & is in NON EVAC ZONE. From the street, tasteful curb appeal sets the tone, & inside the quality of a fully permitted renovation is undeniable. Engineer plans showcase meticulous care behind every detail. Major upgrades: reinforced stem walls/foundation, floor structure w/ joists/beams/footers, drywall, interior doors/trim/baseboards, updated sewer/plumbing, electrical panel/wiring, electric tankless water heater, & HVAC ductwork. HVAC system (approx. 2021) includes a fan motor & UV light (2025 for air sanitation/mold prevention). 2022 roof w/ warranty & hurricane-rated windows/doors provide lasting peace of mind. Inside, the home exudes a modern coastal vibe, filled w/ natural light, neutral tones, & crisp lines for calm sophistication. Split floor plan offers privacy, while luxury waterproof vinyl floors flow throughout. Home is west facing, w/ main areas on the east side overlooking the backyard, capturing serene morning light & warm evening glow. The heart of the home is the open living area. High ceilings enhance the bright, airy design. A beautiful stone fireplace adds warmth, while the layout makes entertaining effortless. Chef’s kitchen boasts soft-close cabinetry, elegant quartz countertops, oversized island w/ breakfast bar, stainless apron sink, 36" electric Verona range w/ dual ovens, a Verona French door refrigerator w/ dual freezer drawers, built-in side desk/bar, & striking pendant lighting. The spacious primary suite features French doors to the backyard, sparkling chandelier, & vast 5'x12' walk-in closet ready for custom organization. Its ensuite bath showcases stylish tile, dual vanity, modern lighting, & a walk-in shower. Two add'l bedrooms share an updated guest bath w/ tub/shower combo, fresh tile, & contemporary fixtures. Detached guest house is equally impressive w/ high ceilings, modern finishes, full kitchen, dining area, energy-efficient tile flooring, spacious bath w/ walk-in shower, & a large bedroom w/ French doors overlooking the backyard entertaining firepit. Designed for privacy/comfort, this ADU offers flexibility & strong income potential. An air-conditioned detached bonus room adds more versatility. Adorned w/ bold, artistic 100-yr-old Italian doors, it currently serves as a gym & could function as an office, art studio, or meditation retreat. The grounds are a private oasis w/ lush tropical landscaping, many lounge areas, a convenient half bath/storage room, & a heated/cooled saltwater pool for your enjoyment. Pavered patio & low-maintenance artificial turf keep upkeep minimal. Add'l upgrades: insulated subfloor w/ vapor barrier, foam wall insulation, pool heater/cooler (3-yr warranty), 2025 saltwater system power center, etc. Located near Pinellas Trail & Clearwater Beach, downtown Clearwater, Coachman Park, Dunedin, shopping, & restaurants, home offers unmatched quality, thoughtful design, & the rare ability to live, relax, & EARN- all in one remarkable home!

219 N Missouri Avenue, Clearwater

$989,000
4 Beds 3 Baths Sunset Ridge SubDv. 33755 Zip Code
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.

1880 N Washington Avenue, Clearwater

$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

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