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3055 Oak Creek Drive N, Clearwater
$999,000
4 Beds ⋅ 4 Baths ⋅ Oak Creek At Countryside SubDv. ⋅ 33761 Zip Code
Privacy Prevails! Custom Built 5,425 Sq Ft Under Heat /Air - and 8,169 Sq Ft Under Roof! Estate Home is nestled on a tropical One-Acre (mol) Desirable Clearwater-Countryside. A long winding private driveway leads you to a newly installed meandering wood deck walkway, welcoming you to beautiful etched glass double door entry, opening into a large foyer and an impressive staircase that adds character and grandeur. From the moment you step inside you will be captivated by the unique floor plan, the dramatic two-story living room, highlighted by a stunning floor-to ceiling fieldstone, wood burning fireplace and complimented by expansive floor-to ceiling windows that fill in the room with natural light, a beautiful appointed wet bar creates the perfect setting for entertaining guests while the open floor plan connects the living room to the inviting formal dining room with abundance of windows. The beautiful, updated kitchen is the heart of the home, featuring granite countertops, a center island, stainless-steel appliances and a large walk-in pantry. The open concept design flows seamlessly into the spacious breakfast area and family room with custom bult in shelving and French doors that open to lush tropical grounds, offering ample space to accommodate a resort-style pool. As you make your way up to the second level, you will discover an expansive primary suite, featuring a cozy two-way fieldstone -wood burning fireplace shared with the adjoining den, complete with a built-in coffee bar, a private office, a half bath, an oversized walk-in closet with custom built-ins, the primary bath featuring dual vanities, an immense soaking tub and a separate shower. The additional bedrooms and baths are located on the first level, including a beautiful guest room with ample windows framing serene views of surrounding nature, a spacious walk-in closet with custom built ins, third bedroom with sliding glass doors that offer deck access and share a versatile media room or second office with the fourth bedroom. Newer roof in 2021, two newer A/C systems -in 2020 and 2017. Most newer flooring through-out, a large laundry room, three and a half car side entry garage. Conveniently located near top-rated schools, Countryside country club, golfing, shopping, fine dining, theater and Countryside Hospital. Close to Philippe Park and Safety Harbor Spa. Minutes to Honeymoon Island, the Pinellas Trail, Downtown Dunedin, renowned Clearwater Beach and both Tampa and St Pete-Clearwater international airports. Enjoy the charm of country living while embracing the convenience of being just a short drive from Florida's beautiful beaches!

3055 Oak Creek Drive N, Clearwater
2769 Northridge Drive E, Clearwater
$789,000
5 Beds ⋅ 3 Baths ⋅ Countryside Tr 9 SubDv. ⋅ 33761 Zip Code
Discover the opportunity to own a spacious golf course home in the exclusive and highly sought-after Country Club Estates, where generous living spaces, a desirable setting, and endless potential come together. Offering 5 bedrooms, 3 full bathrooms, over 3,300 square feet of living space and approximately 4,500 total square feet, this solid block construction home features a 3-car garage, a private swimming pool, and an expansive screened lanai designed to take full advantage of the beautiful golf course views. The home's layout centers around the outdoor living area, with multiple rooms enjoying views of the pool, lanai, and golf course beyond, creating an ideal setting for entertaining, relaxing, and enjoying the Florida lifestyle. While the interior would benefit from updating, the home offers great bones, a solid foundation, and an excellent opportunity to bring your own vision, style, and finishing touches to a property with tremendous potential. Major improvements include a roof replaced at the end of 2022, an air conditioning system replaced in 2023, and a newer water heater, providing a valuable head start for future enhancements. Country Club Estates offers a desirable golf community atmosphere where golf carts are permitted, making it easy to enjoy the surrounding lifestyle. Conveniently located near shopping, dining, entertainment, and everyday amenities, the property is also within convenient reach of two international airports. For those seeking additional social and recreational opportunities, nearby Countryside Country Club offers membership options with access to a variety of activities and amenities. Whether you envision a beautifully updated golf course retreat, a spacious gathering place for family and friends, or an opportunity to create a home tailored to your personal taste, this property presents an exciting chance to make the most of a sought-after location and a truly desirable Florida setting.

2769 Northridge Drive E, Clearwater
3168 Masters Drive, Clearwater
$1,129,000
5 Beds ⋅ 3 Baths ⋅ Countryside Tr 56 SubDv. ⋅ 33761 Zip Code
GOLF COURSE LUXURY LIVING IN HIGHLY SOUGHT-AFTER CLUBHOUSE ESTATES Experience refined living in the prestigious Countryside community of Clubhouse Estates, where timeless elegance meets panoramic golf course views. This model-perfect, meticulously maintained 5-bedroom PLUS Study, 3-bath residence offers over 3,440 sq. ft. of beautifully designed living space. Ideal for both grand entertaining and comfortable everyday living. A DRAMATIC ENTRANCE: Step through double entry doors into expansive living and dining areas filled with natural light. Wide open views draw you toward the oversized lanai and sparkling pool, all overlooking the private golf course—a serene backdrop from morning to sunset. CHEF'S GOURMET KITCHEN: A true culinary delight featuring custom built-in cabinetry, center island with extra storage, planning desk, buffet bar, and designer step-molding accents on ceiling. Perfectly appointed for hosting or everyday convenience. RESORT-STYLE FAMILY R00M: Relax in the spacious family room complete with a built-in bar, cozy fireplace, vaulted ceilings with wood beams and double sliders opening to the secluded pool and massive lanai. This home is designed for effortless indoor-outdoor living. LUXURIOUS PRIMARY RETREAT: Unwind in the generous primary suite offering a private dressing area, two oversized walk-in closets with custom built-ins, and a stunning walk-in shower overlooking a tranquil courtyard. A true sanctuary. Adjoining private study/library with built-in bookshelves and cabinetry. SPLIT FLOOR PLAN+STUDY: Ideal for large gatherings or multigenerational living. This thoughtful layout provides privacy, flexibility, and comfort. BEAUTIFUL UPDATES AND NEW THROUGHOUT: NEW ROOF 2024, NEW OFFICE FLOORING 2024, NEW CARPET IN FAMILY ROOM 2024, NEW HOT WATER HEATER 2026 Gorgeous flooring throughout the home. This residence reflects exceptional Pride of Ownership and is truly move-in ready. UNBEATABLE LOCATION: Minutes to shopping, Countryside Westfield Mall, Parks, Schools, Mease Hospital, Pinellas Trail, and under 30 minutes to the Tampa International Airport.

3168 Masters Drive, Clearwater
2900 Sandpiper Place, Clearwater
$950,000
4 Beds ⋅ 3 Baths ⋅ Feather Sound Custom Home Site Unit Iii SubDv. ⋅ 33762 Zip Code
Golf Course Lifestyle in Feather Sound! This beautifully updated residence in the highly sought after Feather Sound community is perfectly positioned on the 13th fairway of Feather Sound Country Club golf course and offers the ideal blend of being centrally located and a friendly community lifestyle. A thoughtfully designed split floor plan, offering privacy and functionality for families and guests alike. The primary suite features a spacious walk-in closet, direct access to the screened pool deck. There is also a pool bath that is connected to the second bedroom which also has direct access to the covered pool deck as well as a walk-in closet. The remodeled kitchen is complete with quartz countertops, classic white shaker cabinets, subway tile backsplash, and a walk-in pantry for additional space. Adjacent to the kitchen, the spacious laundry room offers the opportunity to create a custom mud room or additional pantry space. The home's living spaces are thoughtfully designed for both comfort and connection, featuring a welcoming family room, an expansive dining area, and an open-concept layout ideal for relaxed, family-style living. A charming wood-burning fireplace serves as a warm focal point. Brand new HVAC installed in 2025!! Step outside to your private covered lanai and screened-in pool with spillover spa, set on a paver deck with serene views of the golf course. An outdoor wet bar adds the perfect touch for entertaining, grilling or relaxation. The oversized three-car garage has a new epoxy-coated floor, attic space and bonus tool room. Professional lighting and landscaping create a striking curb appeal in this desirable community.

2900 Sandpiper Place, Clearwater
2966 Hillcreek Circle S, Clearwater
$1,075,000
4 Beds ⋅ 3 Baths ⋅ Countrypark SubDv. ⋅ 33759 Zip Code
The Clearwater Lifestyle - With an Exceptional Private Extended-Living Suite! Welcome to this beautifully maintained and truly turnkey 4-bedroom, 3-bath home with a 3-car garage, fenced-in backyard, pool, spa, and a versatile in-law/guest/teen suite designed for comfortable multigenerational living! Thoughtfully designed for both everyday living and entertaining, this exceptional property offers a golden combination of space, privacy, and functionality. The ultimate in-law/guest/college student suite offers 858 sq. ft. of exceptional flexibility with a full kitchen, spacious family/recreational room, large bedroom, full bath and laundry room, and private entrance. The suite's kitchen and family room were completely remodeled in 2020, creating a comfortable and private living space ideal for extended family, guests, or your teens/young adults. Step outside and enjoy your own private retreat! The screen-enclosed pool and spa, paver deck, and spacious sunroom were completed in 2019. The home features 264 square feet of permitted sunroom space that is heated and cooled, bringing the total heated and cooled living area to approximately 3,379 square feet. This valuable additional space provides an inviting extension of the home for relaxing, entertaining, and enjoying the Florida lifestyle year-round.The sunroom features hurricane-rated doors and sliding windows, along with a mini-split HVAC system added in 2022, making this a comfortable year-round space. Numerous important updates provide peace of mind, including the primary Lennox HVAC replaced in November 2024, new water heaters in 2024, upgraded and new 200-amp electrical panels in 2018, along with a 240V 20A (NEMA 6-20) outlet in garage and water softener, tile roof in 2015 and LVP flooring installed in 2025 in the primary family room, hallway, and two bedrooms. Situated in a non-evacuation zone at approximately 70' elevation. Located in the highly desirable Countrypark neighborhood in the Countryside area of Clearwater near excellent schools, hospitals, beaches, restaurants, shopping, and two international airports. Enjoy the outdoors with a stroll or bike ride to adjacent Lake Chautauqua Park, featuring scenic trails and a fishing pier, while Enterprise Dog Park is just down the street. With its 1/3 acre, attractive corner lot, flexible floor plan, multifunctional accommodations, 3,379 total heated and cooled square feet including the permitted sunroom, beautiful pool and spa, and extensive updates, this home is ideal for those seeking multigenerational living, comfortable amenities, and superb Florida outdoor enjoyment. All-inclusive, beautifully maintained and ready to welcome you home!

2966 Hillcreek Circle S, Clearwater
2707 Lakebreeze Lane S, Clearwater
$1,399,900
6 Beds ⋅ 6 Baths ⋅ Chautauqua Lake Estates SubDv. ⋅ 33759 Zip Code
Welcome to 2707 Lakebreeze Lane S, a spacious lakefront residence in gated Chautauqua Lake Estates, offering the rare combination of peaceful Lake Chautauqua views, Flood Zone X, and a non-evacuation location. Set in one of Clearwater’s most private residential communities, this 6-bedroom, 6-bath home features nearly 5,800 square feet of living space, a 3-car garage, private pool and spa, and a serene waterfront backdrop. Designed for both everyday comfort and entertaining, the home offers an open great-room layout, generous living and dining spaces, high ceilings, stone counters, walk-in closets, and multiple flexible areas for guests, work, media, or multi-generational living. A first-floor bedroom suite provides excellent versatility, while the upstairs primary retreat and bonus room capture beautiful lake views. Recent improvements include fresh interior paint, exterior stucco touch-up and sealing, updated flooring, granite countertops in the bathrooms, and plantation shutters. Additional features include a tile roof, tankless water heater, water softener, hurricane shutters, and a screened outdoor living area overlooking Lake Chautauqua. Step outside to a private backyard setting with a heated spa, in-ground pool, screened lanai, and tranquil lake views. Whether relaxing by the pool, hosting guests, or enjoying the quiet waterfront setting, this home offers an exceptional blend of size, privacy, and lifestyle. Chautauqua Lake Estates is a gated, deed-restricted community with sidewalks, reclaimed irrigation, and a convenient Clearwater location near Safety Harbor, Countryside, shopping, dining, parks, beaches, US 19, and McMullen Booth Road. A standout lakefront pool home offering space, privacy, water views, and added peace of mind in a gated Clearwater setting.

2707 Lakebreeze Lane S, Clearwater
1377 S Washington Avenue, Clearwater
$639,000
5 Beds ⋅ 5 Baths ⋅ Lakeview Heights SubDv. ⋅ 33756 Zip Code
Spacious Clearwater Opportunity with Income Potential This two-story 5-bedroom, 5-bathroom home offers exceptional flexibility for owners, investors, or anyone seeking built-in rental income. The main residence features a 4-bedroom, 4-bath layout, plus an attached 1-bedroom, 1-bath mother-in-law apartment with its own private entrance—ideal for long-term tenants, visiting family, or short-term rental opportunities. The home will need some TLC, making it perfect for buyers who want to customize while building equity. For investors, the current configuration generates $7,000+ per month in rental income. Being sold as-is. Located in a prime Clearwater area, you’re just minutes from Clearwater Beach, the city center, dining, shopping, and everything that makes this neighborhood highly desirable.

1377 S Washington Avenue, Clearwater
2707 Westchester Drive N, Clearwater
$824,900
4 Beds ⋅ 3 Baths ⋅ Westchester Of Countryside SubDv. ⋅ 33761 Zip Code
2707 Westchester Drive N: an impressive and classic custom built brick ranch. Offering a refreshing departure from typical Florida architecture this home blends beautifully into its established neighborhood. Set on a nicely landscaped corner lot framed by mature trees, this distinguished residence immediately captivates with its exceptional curb appeal. The deep-set front porch is inviting and an ideal place to relax and enjoy the peaceful surroundings. Planned with both comfort and functionality in mind the home features a spacious floor plan with soaring ceilings, gleaming hardwood floors, custom cabinetry and built-ins. The striking brick wood-burning fireplace serves as the heart of the living space. Every detail reflects years of dedicated care and pride of ownership. The thoughtfully designed split-bedroom floor plan provides privacy and flexibility. The spacious primary suite is tucked away in its own private wing and includes a relaxing sitting room. 3 additional bedrooms and 2 full baths are situated on the opposite side of the home, making it ideal for family and guests alike. The expansive screened lanai is a covered oasis that features a vaulted ceiling, skylights and ceiling fans for an exceptional indoor-outdoor living experience. Accessible from the primary suite, kitchen, living room, and guest suite it offers tranquil views of the private, fenced backyard. There are a multitude of closets throughout, a laundry room, a large 3 car garage with copious storage and a spacious driveway for plenty of off street parking which are all indicative of the home's generous proportions. Ideally located in the Westchester of Countryside Subdivision you?ll enjoy easy access to some of the most desirable destinations and conveniences that Clearwater has to offer.

2707 Westchester Drive N, Clearwater
2675 Lakebreeze Lane S, Clearwater
$1,199,000
5 Beds ⋅ 4 Baths ⋅ Chautauqua Lake Estates SubDv. ⋅ 33759 Zip Code
Welcome to 2675 Lakebreeze Ln S, a beautifully maintained 5-bedroom, 3.5-bath estate offering 3,578 square feet of thoughtfully designed living space in the sought-after gated community of Chautauqua Lake Estates. Set on an approximately 0.36-acre lot and tucked away on a quiet street, this two-story residence offers the space, privacy, and convenience today's buyers are looking for, with central Pinellas County access to Gulf beaches, Tampa International Airport, Tampa shopping, dining, and golf. Inside, an elegant blend of wood and polished marble flooring is complemented by crown molding and plantation shutters throughout. The spacious, light-filled layout offers a comfortable flow for both everyday living and entertaining. The kitchen features stainless steel appliances, while the home's generous scale provides flexibility for family living, guests, and a dedicated home office or other flex space. The spacious primary suite is designed as a private retreat, featuring dual closets and a spa-inspired en-suite bath with a large soaking tub and dual vanity cabinets with convenient under-sink outlets. Four additional bedrooms (one of which is a large 21x21 game room) provide exceptional flexibility for family, guests, or a home office, while the additional baths add everyday convenience. Step outside to a true Florida outdoor living retreat. The extended screened lanai and solar-heated pool create an inviting setting for relaxing, entertaining, and enjoying year-round outdoor living, all overlooking a large, open backyard. A 3-car tandem garage adds valuable room for vehicles, storage, and hobbies. Chautauqua Lake Estates offers the appeal of a quiet, established gated community in a highly convenient central Pinellas location. With everyday shopping, dining, and golf nearby and Gulf beaches and Tampa International Airport within an easy drive, this home delivers an exceptional combination of privacy, space, and location. A rare opportunity to own a meticulously maintained estate in one of the area's most desirable residential settings. KEY FEATURES * 5-BEDROOMS (one is a large 21 x 21 game room) * 3,578 square feet of living space * 3-car tandem garage * Gated Community-Chautauqua Lake Estates * Beautifully maintained, move in ready estate * Wood and polished marble flooring * Crown molding * Plantation shutters throughout * Stainless steel kitchen appliances * Primary suite with his and hers closets

2675 Lakebreeze Lane S, Clearwater
1701 Allens Creek Drive, Clearwater
$1,375,000
4 Beds ⋅ 4 Baths ⋅ Sharon Oaks Estates Rep SubDv. ⋅ 33764 Zip Code
Virtually Staged. Imagine waking up every morning in your own private Florida retreat, where more than 4,000 square feet of custom living space surrounds a tropical oasis hidden right in the center of your home. This incredible 4-bedroom, 3.5-bath Clearwater residence sits on just over half an acre and offers a lifestyle that is anything but ordinary. NO HOA!! Homes like this do not hit the market very often. Step into the heart of the home and you’re greeted by a completely private screened courtyard, where the pool, oversized spa and beautiful koi pond become part of your everyday view. Because the courtyard is surrounded by the home rather than sitting in the backyard, it creates an incredible sense of privacy and seclusion. Start your morning with coffee beside the koi pond, spend the afternoon floating in the pool, and end the evening relaxing in the spa—all without ever leaving your own private sanctuary. A full wraparound travertine patio provides plenty of room for outdoor dining, entertaining and simply enjoying Florida living year-round. Inside, more than 4,000 square feet gives you room to truly spread out. The freshly painted interior, high-end kitchen, spacious living areas and his-and-hers primary closets complement the home’s custom design. There’s also a versatile flex room ready to fit your lifestyle—create the ultimate home theater or media room, build the home gym you’ve always wanted, design a game room, home office or turn it into your own private man cave. The three-car garage provides even more exceptional space for vehicles, hobbies, storage and all the toys that come with the Florida lifestyle. Flood insurance policy is fully transferable. Owner is paying 3133 annually right now. Adding even more value and peace of mind, the roof and AC units were replaced in 2024, taking care of two of the biggest-ticket items Florida homeowners consider. Outside, fresh vibrant landscaping surrounds the oversized property, with irrigation supplied by a private well. A half-circle driveway welcomes you at the front of the home, while a private rear entrance provides additional access and convenience. The home has also been pre-plumbed for natural gas, giving the next owner additional options for future upgrades. And when you decide to leave your private oasis, you’re positioned to enjoy the best of Tampa Bay. Located between Tampa International Airport and the Gulf beaches, with Rocky Point nearby and countless restaurants, shopping, entertainment and everyday conveniences within easy reach, you can spend the morning by the water, meet friends for dinner in Tampa, catch a flight with ease, or head toward the beach to finish the day watching a Florida sunset. For those looking for even more flexibility, the home is located in an area that does allow short-term rentals, subject to buyer verification of current regulations and licensing requirements. Don't miss out. Brand new roof in 2024, and brand new AC units in 2024

1701 Allens Creek Drive, Clearwater
2862 Shady Oak Court, Clearwater
$1,180,000
4 Beds ⋅ 4 Baths ⋅ Landmark Woods 2nd Add SubDv. ⋅ 33761 Zip Code
MID-CENTURY MODERN COUNTRYSIDE GOLF COURSE POOL HOME | NEARLY ½ ACRE | 3,100+ SQ. FT. | EXTENSIVELY REMODELED If you love to entertain, this is the home you’ve been waiting for! This exceptional Mid-Century Modern Countryside home combines timeless style with extensive modern updates, incredible indoor-outdoor living, and a spectacular golf course setting. Situated on an oversized corner lot of nearly ½ acre, the property offers more than 3,100 sq. ft. of heated living space with a floor plan designed for both everyday living and unforgettable gatherings. Inside, the beautifully remodeled interior features solid wood plank flooring, newer cabinetry, upgraded quartz countertops, custom trim and interior doors, updated bathrooms, and upgraded lighting throughout. The spectacular kitchen is truly the centerpiece, featuring a 48-inch gas range, custom 48-inch range hood with built-in TV, oversized refrigerator/freezer, and accent lighting—a dream space for cooking, entertaining, and gathering with family and friends. The spacious family room offers a real wood-burning fireplace and built-in wet bar, while oversized sliders seamlessly connect the interior to the outdoor entertainment area. Step outside to your private backyard retreat featuring a 14' x 30' screened pool, built-in grill and sink, separate pool bath, and generous entertaining space. Whether you're hosting a pool party or enjoying a quiet evening at home, this property was made for Florida living. The impressive primary suite features a beautifully updated bath with a freestanding soaking tub and rain shower, along with direct access to an enclosed porch that could easily serve as a home gym, office, studio, or additional flex space. With 4 bedrooms, 2 full baths, and 2 half baths, there is plenty of space for family and guests. One bedroom adds even more versatility with a built-in Murphy bed and desk. The extensive improvements provide exceptional comfort and peace of mind, including a 2020 standing-seam Galvalume metal roof and flat roof, hurricane protection, two newer A/C systems with all-new ductwork, spray-foam attic insulation, foam-filled exterior block, tankless water heater, and a remarcited pool. Additional upgrades include Cat 6 wiring to every room, a 16-channel POE security camera system, abundant attic storage with an elevator lift, and a dedicated air-compressor room in the garage. High and dry with no flood insurance required, this is a rare opportunity to own a substantially upgraded golf course home located in the sought-after Countryside area, you're just minutes from Countryside Country Club, where membership opportunities include fitness facilities, pools, tennis, dining, social activities, and 27-hole championship golf course. Enjoy convenient access to Pinellas County's beautiful Gulf beaches, Mease Countryside Hospital, St. Pete-Clearwater International Airport, Tampa International Airport, downtown St. Petersburg, and downtown Tampa.

2862 Shady Oak Court, Clearwater
1646 Robin Hood Lane, Clearwater
$1,700,000
4 Beds ⋅ 3 Baths ⋅ Sherwood Manor 1st Add SubDv. ⋅ 33764 Zip Code
Virtually Staged. Magnificent, upscale, contemporary split-plan pool home. Craftsmanship is evident throughout this distinctive Level 3 remodeled home. New roof, hurricane rated windows and doors, HVAC, electric, plumbing, irrigation system with private well. Features 4 bedrooms, 3 baths, 3 car garage, with a large panoramic porch on fenced nearly one-acre landscaped lot. The new kitchen boasts large quartz island, quartz countertops, stainless steel appliances with gas range, soft-closed hardwood cabinets in kitchen and baths (w/pullout drawers). Backyard features a beautiful 32X16 9' deep pool and tanning shelf. Brick pavers high-light the expansive patio with fans and lighting-perfect for dining, lounging and entertaining. Fenced beautiful, landscaped backyard with room for tennis, pickleball, playground and garden. This picturesque home is in a private neighborhood in an excellent Clearwater location on a quiet street in a non-HOA neighborhood. Minutes from world-renowned Clearwater Beach, Eagle Lake Park, top schools, Morton Plant Hospital, Shopping, Dining and major thoroughfares. Contact us today to schedule a private showing of this Clearwater jewel.

1646 Robin Hood Lane, Clearwater
1769 Overbrook Avenue, Clearwater
$749,000
3 Beds ⋅ 3 Baths ⋅ Harbor Vista SubDv. ⋅ 33755 Zip Code
**Investor Special!** This is your opportunity to acquire three prime buildable lots situated on a corner, just minutes from downtown Clearwater, the renowned Clearwater Beach, and other beautiful beaches. You’ll also benefit from proximity to downtown Dunedin and the Tampa International Airport, along with quick access to top-notch shopping, dining, and world-class sports arenas. These properties present an excellent chance for you to either rehabilitate or demolish existing structures and create the vision you desire. **Important Note:** These lots fall within an R4 zoning area, allowing for multi-family dwellings with up to 7.5 units. Interested parties must consult with the City of Clearwater to fully understand the R4 zoning regulations and the possibilities it offers. Don’t miss out on this exceptional investment opportunity! The in-law suite is in the beginning stages of rehab.

1769 Overbrook Avenue, Clearwater
322 Roebling Road S, Belleair
$1,925,000
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
303 Sunny Lane, Belleair
$2,750,000
4 Beds ⋅ 6 Baths ⋅ Shirley Manor Sub SubDv. ⋅ 33756 Zip Code
Nestled within the golf course community of Belleair Country Club, this exceptional 6,387-square-foot estate embodies refined Florida living at its finest. Perfectly positioned to capture fairway views, the residence offers a seamless blend of elegance, comfort, resort-style amenities, and a motivated seller. From the moment you arrive, the home impresses with its grand scale, sophisticated architectural details, and light-filled interiors designed for both everyday living and upscale entertaining. Expansive living spaces flow effortlessly, enhanced by high ceilings, and designer finishes. Step outside to your private outdoor oasis, where a sparkling pool and spacious patio create the ultimate setting for relaxation or hosting guests. Surrounded by lush landscaping and tranquil greens, this backyard is a private retreat. The luxurious primary suite serves as a serene escape, while additional bedrooms and flexible living areas provide ample space for family and guests. A gourmet kitchen, spa-inspired baths, and thoughtfully designed indoor-outdoor living areas complete the home’s elevated lifestyle appeal. Located in the heart of Belleair—a quiet, upscale coastal enclave known for its luxury homes, golf lifestyle, and proximity to the Intracoastal Waterway—this property offers the perfect balance of exclusivity and convenience with NO HOA! This is more than a home—it’s a statement of luxury living.

303 Sunny Lane, Belleair
280 Belleview Boulevard, Belleair
$1,975,000
4 Beds ⋅ 5 Baths ⋅ Gatehouse Woods SubDv. ⋅ 33756 Zip Code
Priced to be the best value on the market, this home leaves you room in your budget to make it your own. Put your savings toward the renovations you've been dreaming of. Welcome to a home that doesn't just change your address, it changes your entire lifestyle. Special perks with Belleair Country Club as well! Nestled behind the prestigious gates of Belleair Country Club, this stunning 4-bedroom, 4.5-bathroom estate with a private executive office is the ultimate expression of refined Florida living. Built in 2000 and spanning just under 5,000 square feet, this masterfully designed residence greets you with soaring ceilings throughout, flooding every room with a sense of grandeur and openness that must be experienced in person. The thoughtfully planned split floorplan offers both privacy and flow, making it ideal for families, entertaining, and multi-generational living alike. Speaking of multi-generational, this home features a true in-law suite or au pair suite, a rarity in any market, let alone one this exclusive. Fully ADA wheelchair accessible, every detail has been considered so that this home truly works for everyone, at every stage of life. The oversized 3-car garage provides ample space for vehicles, golf carts, or a workshop, while the executive office ensures that even the most demanding professional never has to leave the comfort of home to get things done. Step outside and discover your own private paradise. The resort-style pool and spa, surrounded by a beautifully appointed entertaining area, set the stage for everything from lively gatherings to quiet Sunday mornings with a cup of coffee. Best of all, the property backs to a serene, private backdrop with no rear neighbors... just peace, privacy, and tranquility as far as the eye can see. In a neighborhood this sought-after, that kind of seclusion is truly priceless. But the crown jewel here isn't just the home itself, it's the unmatched lifestyle that comes with it. Imagine walking out your front door and strolling to the clubhouse for a casual lunch, a sunset dinner, or teeing off on one of the most iconic courses in the Tampa Bay area. No car needed. No hassle. Just pure, effortless access to world-class amenities right at your doorstep. Opportunities like this... a home of this caliber, in this location, with this level of accessibility and lifestyle simply do not come along often. Whether you're looking for your forever home or your finest chapter yet, 280 Belleview Blvd delivers on every level. Schedule your private showing today, this one won't last.

280 Belleview Boulevard, Belleair
2634 South Drive, Clearwater
$1,295,000
2 Beds ⋅ 2 Baths ⋅ Ehle Sub SubDv. ⋅ 33759 Zip Code
Rare Clearwater build-to-rent / development opportunity with approved developmental order and plans available for a 16-townhome project (drawings and plan set available for buyer review). The existing property includes a home and a shop—however, the highest and best use is the land and future buildout for long-term rentals or resale. Prime central Clearwater location with quick access to US-19 and major commuter corridors. Convenient for tenants and investors alike: approximately 10 miles to St. Pete–Clearwater International Airport (PIE) and about 18–19 miles to Tampa International Airport (TPA) , plus an easy drive to Clearwater’s world-famous Gulf beaches, shopping, dining, and employment hubs. Ideal for investors seeking a shovel-ready (plan-set in hand) townhome rental community in one of Tampa Bay’s most in-demand submarkets. Buyer to verify zoning, density, approvals/vesting status, impact fees, utilities, and all development requirements with the City/County. All information regarding zoning, approvals, density, and development potential is believed to be accurate but is not guaranteed. Buyer is responsible for verifying all details, approvals, and requirements with the appropriate governing authorities and completing their own due diligence.

2634 South Drive, Clearwater
14365 Eagle Pointe Drive, Clearwater
$1,250,000
4 Beds ⋅ 4 Baths ⋅ Eagle Pointe SubDv. ⋅ 33762 Zip Code
Welcome to luxury living in Eagle Pointe — Feather Sound’s most prestigious gated community, ideally situated near the Feather Sound Country Club and all that this highly desirable area has to offer. Built in 2000 with 4 bedrooms, 3.5 baths and timeless quality and attention to detail, this distinguished residence presents a refined blend of classic elegance and modern functionality designed for the discerning buyer. From the moment you arrive, the home exudes curb appeal and architectural balance. Spacious and thoughtfully laid out, this residence is perfect for both upscale entertaining and everyday living. Generous rooms with abundant natural light flow seamlessly, offering formal living and dining areas, flexible living spaces ideal for a casual living, home office or executive study and covered outdoor space for enjoying the Florida lifestyle. High ceilings, quality finishes, and wood & tile flooring elevate the interior appeal. The kitchen features solid wood cabinetry and functional workspace, with excellent access to entertain both inside and out with space for casual breakfasts and elegant gatherings. The second level features a luxurious master suite complete with loft office, generous closet space, a spa-like bath that invites relaxation and French doors leading to an upper level balcony. The first level offers 3 guest bedrooms, 2.5 baths and flex space perfect for casual gathering. One of the guest rooms is ensuite with access to the outdoor area. Designed for outdoor-focused living, this home seamlessly blends indoor comfort with exceptional exterior spaces. Effortless flow to the outdoors, inviting natural light, fresh air, and year-round enjoyment. Covered entertaining areas provide the perfect setting for hosting gatherings or relaxing in the shade, while the sparkling pool serves as a true centerpiece for leisure and entertaining. From the outdoor living areas, enjoy partial views of the community water feature, adding a tranquil backdrop while maintaining a sense of privacy. Whether entertaining guests or unwinding at the end of the day, this home delivers a lifestyle centered on comfort, connection, and refined outdoor living. Eagle Pointe offers privacy, security, and prestige, enhancing your investment and sense of community. Just moments from the renowned Feather Sound Country Club, enjoy easy access to golf, dining, social events, and community amenities that complement an executive lifestyle. Convenient to major business corridors, shopping, and airports — this address delivers both convenience and value. Whether commuting or hosting out-of-town colleagues and guests, you’re perfectly positioned. Homes in this enclave hold their appeal due to quality construction, established landscaping, and the desirability of gated living near one of the region’s premier country clubs. This is not just a home — it’s a strategic lifestyle investment. New tile roof 2025 and many major system upgrades providing peace of mind.

14365 Eagle Pointe Drive, Clearwater
2721 Northridge Drive E, Clearwater
$845,000
5 Beds ⋅ 3 Baths ⋅ Countryside Tr 9 SubDv. ⋅ 33761 Zip Code
One or more photo(s) has been virtually staged. This 5-bedroom, 3-bathroom home in Clearwater’s Clubhouse Estates is positioned directly on the Bayhead No. 3 fairway at Countryside Country Club. The rear living areas and 820-square-foot wraparound covered porch overlook the course, while the 90-by-131-foot lot provides a generous setback from the cart path. With 3,172 square feet of living space, a 720-square-foot three-car garage, and room to add a pool, the property offers substantial indoor and outdoor flexibility. Fresh interior paint and consistent tile flooring throughout create a clean, cohesive interior across multiple living areas. The flexible floor plan can function as five bedrooms or four bedrooms plus a dedicated office for remote work, guests, hobbies, or additional living space. Large gathering spaces connect naturally to the covered porch and the Bayhead No. 3 fairway backdrop. Major updates include a new roof and electrical panel in 2025, hurricane-rated windows installed in 2019, a high-end HVAC system from 2017, and a water heater from 2015. Block construction, a slab foundation, public utilities, and an available gas connection add practical value. The home is located in an X flood zone at approximately 90 feet above sea level, important facts for buyers comparing properties in coastal Pinellas County. The 0.27-acre lot provides open rear views and space to add a pool, while the three-car garage offers generous parking and storage with an acrylic floor coating. Included appliances are the refrigerator, range, microwave, dishwasher, disposal, washer, and dryer. The optional HOA fee is $40 annually, and the Countryside location offers convenient access to shopping, dining, recreation, and major routes. Optional membership at nearby Countryside Country Club offers access to recreational and social amenities, providing another way to enjoy the Countryside lifestyle.

2721 Northridge Drive E, Clearwater
1581 Alexander Road, Belleair
$2,988,000
5 Beds ⋅ 5 Baths ⋅ Gatehouse Woods SubDv. ⋅ 33756 Zip Code
Tucked away on one of Belleair’s best-kept streets—Alexander Road—this family estate blends privacy, nature, and generous living spaces. Begin your day with coffee on the back deck overlooking a lush, wildlife-rich backdrop. Inside, high ceilings, clean lines, and abundant natural light set a sophisticated tone. The open kitchen features custom cabinetry, stainless Thermador appliances, and a large granite island for casual meals and effortless food preparation. The kitchen flows into a warm family room with coffered ceilings and a fireplace—ideal for gatherings or movie night. The primary suite offers a spacious walk-in closet, a spa-style bath, and tranquil views of the yard and pool. With five bedrooms, the home comfortably serves a large or growing family. On the lower level, nearly 3,000 additional square feet expand your options with an entertainer’s kitchen, additional bedrooms, office space, and substantial storage. Outdoors, a stone patio frames the sparkling pool, with multiple areas for sun, shade, dining, and year-round entertaining. Notable upgrades include a 22-kW standby generator, Control4 home automation, and a whole-home water filtration system. The property spans a subdividable double lot, offering future flexibility. Just steps from Belleair Country Club, the location allows owners to apply for membership—and this homeowner qualifies for priority on any membership wait list. Social memberships include dining, a fitness center with pool, tennis, pickleball, croquet, and more; golf memberships add access to two championship, 18-hole, Donald Ross–designed courses. This rare offering delivers space, serenity, and convenience in the heart of Belleair.

1581 Alexander Road, Belleair
429 St Andrews Drive, Belleair
$6,749,000
5 Beds ⋅ 8 Baths ⋅ Belleview Island Sub SubDv. ⋅ 33756 Zip Code
This private, world-class waterfront estate sits within the exclusive double-gated enclave of Belleview Island. Perfectly positioned on a rare double lot, the property offers breathtaking panoramic views of Clearwater Harbor and the historic Donald Ross–designed Belleair Golf and Country Club, Florida’s first golf course. A true boater’s paradise, the protected cove features a custom dock with a jet ski lift, along with 60,000 lb. and 80,000 lb. boat lifts, providing quick and direct access to Clearwater Pass and the Gulf of America. Inside, the custom-built residence showcases refined craftsmanship and elegant living spaces. A grand, custom staircase introduces the home and opens into an expansive great room designed for sophisticated entertaining, complete with a dining area, wet bar, custom built-ins, and sweeping water views. The gourmet kitchen offers a large island, custom cabinetry, granite countertops, a butler’s pantry, and a charming breakfast room overlooking both the bay and golf course. The second floor is a private retreat featuring a luxurious primary suite with its own balcony, vaulted ceilings, fireplace, and dual spa-caliber bathrooms—one with a walk-in shower and the other with a whirlpool tub—plus two walk-in closets. Three additional guest suites each include marble bathrooms and walk-in closets. Outdoor living is exceptional, with a beautifully designed pool house featuring an open wood ceiling, wine refrigerator, and grilling area, all overlooking an elegant paver pool deck. The 1,100 sq ft air-conditioned three-car garage offers high ceilings ideal for car lifts, while the landscaped grounds and custom paver driveway enhance the home’s grand presence. Engineered for long-term resilience, this elevated block construction features custom electric hurricane shutters, a whole-home Generac generator, and a new seawall (2023) New roof (2026). The home further benefits from updated AC systems (all under warranty), a new pool and hot tub heater, tankless water heater, water softener, LED lighting throughout, and numerous updated appliances. This exceptional residence combines pedigree, privacy, craftsmanship, and unmatched waterfront living. Secure your place in the winner's circle and experience one of Belleview Island’s finest estates.

429 St Andrews Drive, Belleair

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