Anna Maria Homes with Traditional Architectural style

Anna Maria Homes with Traditional Architectural style

Welcome to Anna Maria, Florida – a hidden gem nestled on the stunning Gulf Coast, where pristine beaches meet charming coastal living. This idyllic city, located on Anna Maria Island, boasts a rich history, vibrant community, and an enchanting atmosphere that captures the essence of Florida's coastal lifestyle. With its soft sandy shores, turquoise waters, and breathtaking sunsets, Anna Maria is a paradise for beach lovers, nature enthusiasts, and those seeking a tranquil escape.

The architectural landscape of Anna Maria is characterized by its delightful traditional homes, which seamlessly blend with the area’s picturesque surroundings. These residences often feature classic coastal elements such as large porches, gabled roofs, and vibrant colors that reflect the natural beauty of the island. With spacious layouts and inviting outdoor spaces, these traditional homes are perfect for families and individuals alike, providing a serene sanctuary to unwind and enjoy the coastal breeze.

Living in Anna Maria means embracing a lifestyle filled with outdoor adventures, from kayaking and paddleboarding in the serene bay waters to biking along the scenic pathways lined with lush greenery. The city is also home to charming boutiques, delightful eateries, and local art galleries, ensuring there's always something new to explore.

Whether you’re looking for a permanent residence or a vacation retreat, Anna Maria's traditional homes offer the perfect blend of comfort, style, and coastal charm. Discover the magic of this enchanting city and make Anna Maria your own slice of paradise in Florida!

Newest Anna Maria Homes with Traditional Architectural style

$130,000
1 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code
Short Sale. Welcome to 2400 Winding Creek Blvd #17-203, a well-maintained condo in the Winding Creek community of Clearwater. This 2nd floor unit offers a comfortable layout, practical updates, and a convenient location close to shopping, dining, beaches, and everyday essentials. Inside, the living area feels open and bright, with plenty of natural light. The kitchen features granite countertops, 2 tone cabinets, and modern appliances, making it functional for both everyday meals and entertaining. The washer and dryer are located inside the unit and will convey with the sale, adding extra convenience. The bedroom offers good storage with 2 large closets, and the large updated bathroom gives the home a clean, refreshed feel with plenty of space to get ready. Residents of Winding Creek can enjoy the community pool and spa, tennis courts, and shuffleboard court while still being close to everything Clearwater has to offer. Clearwater Beach, local parks, restaurants, shopping, and entertainment are all within easy reach, with the Gulf beaches less than 20 minutes away. Whether you're looking for a full-time home, seasonal Florida getaway, or low-maintenance Clearwater condo, this property offers a practical combination of location, updates, and convenience.

2400 Winding Creek Boulevard Unit 17-203, Clearwater
$274,900
2 Beds ⋅ 2 Baths ⋅ Three Westminster Condo SubDv. ⋅ 34655 Zip Code
Welcome to carefree living in the sought-after 55+ Heritage Lake community, This clean, well-maintained freestanding villa offers an updated kitchen with Quartz countertops and update primary bathroom making the perfect combination of comfort, convenience, and low-maintenance living. The bright and inviting floor plan provides generous living space, making it easy to relax, entertain, or simply enjoy everyday life. A spacious two-car garage and private setting add to the home's appeal. Also, a new roof was installed less than 2 yrs ago. Step outside and discover everything Heritage Lake has to live your best Florida lifestyle. Residents enjoy a beautiful clubhouse, heated pool and spa, tennis and pickleball courts, shuffleboard, bocce, scenic walking paths, and a full calendar of social activities. Conveniently located just minutes from Trinity, you'll have easy access to shopping, restaurants, medical facilities, parks, and the Gulf Coast's beautiful beaches. Whether you're looking for a full-time residence or a seasonal Florida retreat, this well-cared-for home is ready for its next owner to move in and make it their own.

4949 Bostonian Loop, New Port Richey
$345,000
4 Beds ⋅ 2 Baths ⋅ Castle Heights Map SubDv. ⋅ 33612 Zip Code
Welcome to 9608 N 10th St! This 4-bedroom, 2-bathroom home in the vibrant North Tampa area offers nearly 1,600 sq ft of comfortable living space. Step inside to find a functional layout featuring low-maintenance flooring throughout the main areas and plenty of natural light. The open living and dining spaces flow easily toward the kitchen, which is equipped with shaker cabinetry, stainless appliances, and granite countertops. Outside, enjoy a spacious fenced lot with endless potential for outdoor entertaining or customizing your own backyard oasis. Conveniently located just minutes from local schools, shopping, dining, and major roadways for an easy commute. Call to schedule a showing today!

9608 N 10th Street, Tampa
$400,000
3 Beds ⋅ 2 Baths ⋅ Brandon Estates SubDv. ⋅ 33510 Zip Code
Welcome to 560 Robin Hill Circle, Brandon, FL 33510 —a move-in-ready 3-bedroom, 2-bath pool home offering the perfect blend of comfort, convenience, and peace of mind. Whether you're a first-time homebuyer, growing family, or savvy investor, this property checks all the boxes. Enjoy Florida living year-round with your own private pool while knowing the major updates have already been taken care of in the last 5 YEARS!!!! The home features a NEW ROOF (2021) with a 50-year manufacturer shingle warranty and 10-year workmanship warranty, NEW A/C (2022), NEW WATER HEATER (2021), NEW VINYL PLANK FLOORING, NEW KITCHEN APPLIANCES, CABINETS PAINTED, and A NEW POOL PUMP & FILTER —allowing you to move in with confidence. Step outside to your fully fenced backyard with a beautiful white vinyl privacy fence, creating the perfect space for pets to run and play, entertaining guests, or simply relaxing by the pool in your own private oasis. Best of all, there is **NO HOA** and the property is located in a **NO FLOOD ZONE**, providing added flexibility and long-term savings. Situated in one of Brandon's most convenient locations, you'll enjoy quick access to Brandon Exchange Mall, countless restaurants, shopping, entertainment, and major highways. Plus, you're less than 30 minutes from Downtown Tampa, making commuting or enjoying everything the city has to offer incredibly convenient. With modern updates, an unbeatable location, and excellent value, this home is a fantastic opportunity whether you're looking for your next residence or an investment property. Schedule your private showing today!

560 Robin Hill Circle, Brandon
$1,995,000
4 Beds ⋅ 4 Baths ⋅ The Homes At Harbour Bay SubDv. ⋅ 33602 Zip Code
Welcome to a timeless Harbour Island residence where classic architecture, curated design, and effortless indoor-outdoor living come together in one of Tampa’s most coveted gated enclaves. Perfectly positioned along the Island’s linear Central Park, the home enjoys an expanded sense of openness and greenery, an uncommon luxury in the heart of the city. Step inside and the experience begins immediately. A soaring two-story foyer, sweeping staircase, and hand-selected lighting create a dramatic arrival moment. Solid-wood floors carry you through the main level, setting a warm, refined tone that continues throughout the home. The chef’s kitchen is designed for both beauty and performance, featuring Sub-Zero refrigeration, gas cooktop, double ovens, beverage refrigerator, filtered hot/cold water, solid ivory cabinetry, Quartz counters, and stone backsplash. Sunlight pours into the eat-in area, making everyday mornings feel special. The family room is the heart of the home—anchored by a cozy fireplace, custom built-ins, and a dedicated wine refrigerator. French doors open wide to the outdoor entertaining pavilion, where evenings unfold under a custom lighted pergola and the outdoor kitchen becomes the centerpiece for alfresco dining and gatherings. Back inside, the oversized dining room and custom butler’s pantry set the stage for memorable dinner parties, while a separate den/office offers a quiet retreat for work or relaxation. Upstairs, the primary suite becomes a private sanctuary. A welcoming fireplace, balcony overlooking the park, spa-inspired marble and granite bath, and an oversized walk-in closet create a space designed for restoration and indulgence. Throughout, additional features are numerous and thoughtfully integrated. Beyond the home, Harbour Island offers a lifestyle unmatched in Tampa—24-hour gated security, walkability, and immediate access to the best of the city. Stroll to Lifetime Fitness, Tampa’s Riverwalk, Benchmark Arena for Hockey and Concerts, Water Street, Sparkman Wharf, Iconic Bayshore, and nearby dining and entertainment. For boaters, a private marina within walking distance provides effortless access to the bay and beyond. This is Harbour Island living at its finest—classic, curated, and connected to everything.

905 Harbour Bay Drive, Tampa
$599,990
3 Beds ⋅ 4 Baths ⋅ Towns At Union SubDv. ⋅ 33713 Zip Code
Under Construction. Experience the lifestyle others only vacation for at Towns at Union, an exceptional townhome community by David Weekley Homes in the heart of St. Petersburg. Ideally located just minutes from Central Avenue’s vibrant dining and shopping scene and the award-winning Gulf beaches, this is urban coastal living at its finest. The Carsten showcases a thoughtfully designed three-story layout, featuring a private first-floor en suite bedroom—perfect for guests, a home office, or a flexible retreat tailored to your needs. The main living level is designed to impress, with a gourmet kitchen equipped with a gas cooktop, wall oven, and spacious walk-in pantry, all opening to a bright and expansive living and dining area ideal for both entertaining and everyday living.**This property offers a limited-time interest rate incentive. Upstairs, the Owner’s Retreat offers a serene escape with a spa-inspired bath featuring a luxurious shower and a generous walk-in closet. An additional en suite bedroom on this level adds comfort and privacy for family or guests. Enjoy premium features throughout, including impact-rated windows, 8-foot solid core doors, epoxy-coated garage floors, and a tankless gas water heater—all within a natural gas community. Backed by David Weekley’s award-winning craftsmanship and customer experience, this home delivers the perfect balance of style, efficiency, and lasting value.

3104 4th Place N, St Petersburg
$269,900
2 Beds ⋅ 2 Baths ⋅ Cumberland Trace SubDv. ⋅ 33773 Zip Code
Virtually Staged. Welcome to this well-maintained townhome located in the desirable Cumberland Trace community. This home features a functional layout with comfortable living spaces designed for everyday convenience. The interior offers a welcoming living area, a well-appointed kitchen, and bedrooms that provide privacy and flexibility for various needs, including a primary retreat, guest accommodations, home office, or personal space. Enjoy the benefits of community amenities, including a pool, clubhouse, fitness center, and maintained common areas. Conveniently located near shopping, dining, parks, beaches, and major roadways, this home offers a great combination of comfort, location, and low-maintenance living.

13157 Thoroughbred Loop, Largo
$542,500
2 Beds ⋅ 2 Baths ⋅ Cardinal Manor 3rd Add SubDv. ⋅ 34698 Zip Code
Grab your pen and start checking boxes! Two Bedroom/Two Bath/One car garage on over quarter acre? Check. Charming and impeccably maintained? Check. Saltwater Pool w/ new pool pump? Check. Updated Kitchen and Baths? Check. Two year old roof? Check. Hurricane windows, French Doors and Garage Door? Check. Solar? Check. (Assumable $138 a month) A Tropical Paradise backyard with covered, pavered patio? Check. Full Home Water Softener and Culligan water purifier? Check. Washer/Dryer included? Check. 220amp Panel with dedicated 50 Amp for your generator? Check. Finished Garage floor? Check. NO FLOOD Insurance required? CHECK! Natural Gas Fireplace and Water Heater? Check. Seller uses NO PESTICIDES on this property. All of this Fabulousness nestled in the golf cart zone in delicious Dunedin. Just a few minute golf cart ride to vibrant Downtown, the marina, only a few blocks to fabulous Hammock Park, only six blocks to Highlander Park, The Dunedin Fine Art Center and the incredible Dunedin Community Center. Whether you’re wanting a full-time residence, a seasonal escape or a simply a low-maintenance second home close to the coast, this property delivers both the quintessential Florida lifestyle and ideal location. What are you waiting for?

1613 St Catherine Drive E, Dunedin
$1,275,000
5 Beds ⋅ 5 Baths ⋅ Meadow Brook Place SubDv. ⋅ 33759 Zip Code
Big dreams deserve an extraordinary address - TWO HOMES on ONE ACRE for Multi-Generational Living! Welcome to this one-of-a-kind estate in Clearwater, Florida, where versatility and endless possibilities come together on a sprawling one-acre homesite in unincorporated Pinellas County. Whether you're searching for the perfect MULTI-GENERATIONAL retreat, a property with room for all your toys, or space to live in and run a home business, you've found it! Featuring a spacious DETACHED IN-LAW SUITE (aka "The Casita"), offering exceptional flexibility for a creative studio, an at-home business, adult children, or a fitness space. It's a rare amenity that adapts beautifully to every stage of life. Car collectors, boating enthusiasts, and RV adventurers will immediately appreciate the five-car garage, a dedicated RV clean-out with electric hookups, and the freedom that comes with owning a FULL ACRE in a desirable location. Opportunities like this are incredibly rare. Step inside to discover a 4 Bedroom + OFFICE home with 3.5 Baths and an attached 3 Car Garage. Then venture over to "The Casita" which is a detached living apartment with a private entrance featuring 1 Bed, 1 Bath and an additional 2 Car Garage. Upon entering the main house, the spacious floor plan flows with warm wood-look tile flooring throughout the providing timeless appeal. When it's time to unwind, the Owner's Suite offers a private sanctuary complete with two walk-in closets, a spa-inspired bathroom featuring a relaxing soaking tub, step-in shower, and dual-sink vanity, creating the perfect escape after a busy day. Another standout feature is that 2 Bedrooms in the main residence offer private ensuite bathrooms for a true multi-generational living option. Then there's the backyard... designed by longtime hobby breeder and dog enthusiast exhibitor, this unique backyard offers a dedicated kennel building with a bathing station, multiple grass and paver runs, and security features. The self contained setup is ideal for breeders, trainers, groomers, handlers, exhibitors or anyone maintaining multiple dogs. This expansive one-acre property offers endless opportunities for gardening, outdoor recreation, pets, play, or simply enjoying the privacy and open space that's nearly impossible to find in Pinellas County. Prepare to fall in love with your own private resort. The pool, finished with tile pavers and enclosed within a screened lanai also offers a covered and screened patio, outdoor kitchen, and the ultimate setting for sunset dinners, game-day barbecues, or simply relaxing with your favorite drink as the Florida breeze rolls in. Unexpected extras include: NEW ROOF in 2023 and a NEW HVAC in 2025, Non-Evac Zone and No Flood Insurance required! UNINCORPORATED Pinellas County offers unbelievable flexibility and versatility to this home. Additionally, downtown Safety Harbor is less than a mile away and brings the social ambiance and Hallmark-style hometown feel that everyone wants to be a part of. Enjoy 3rd Friday Street Festivals, Sunday Farmer’s Market, local boutique shopping, wine bars, craft breweries, coffee shops and highly acclaimed restaurants are right at your backdoor. Enjoy the best of all worlds with highly coveted acreage and close proximity to the area’s favorite social ambiance scene. This exceptional residence redefines Florida living, come make this your dream home today!

2109 Meadow Brook Drive, Clearwater
$689,990
3 Beds ⋅ 4 Baths ⋅ Towns At Union SubDv. ⋅ 33713 Zip Code
Under Construction. The Carsten II by David Weekley Homes offers a refined blend of classic design and modern comfort in one of St. Petersburg’s most sought-after locations. Just minutes from Central Avenue, this beautifully crafted townhome is flooded with natural light, thanks to expansive windows that enhance its bright, open-concept design. Unwind in the impressive Owner’s Retreat, highlighted by an oversized, spa-style shower and a generous walk-in closet—creating a true sanctuary at home. Each guest suite is thoughtfully designed with its own private bath and versatile space to accommodate your lifestyle needs. At the heart of the home, the stylish corner kitchen with an expansive pantry flows effortlessly into the main living areas, making it ideal for both everyday living and entertaining. Enjoy outdoor living in a private courtyard complete with seating and grilling areas—perfect for relaxing evenings or hosting guests. Backed by David Weekley’s award-winning customer service, the Carsten II delivers an exceptional homebuying experience just moments from the beach and Tropicana Field.**This property offers a limited-time interest rate incentive.

3116 4th Place N, St Petersburg
$795,000
4 Beds ⋅ 3 Baths ⋅ Barcley Estates 4th Add SubDv. ⋅ 33702 Zip Code
Virtually Staged. One of the few two-story, four-bedroom homes in the established Barcley Estates neighborhood of St. Petersburg, this beautifully maintained residence combines timeless design, generous living spaces, and significant mechanical updates on an expansive corner lot. Offering an increasingly rare floor plan with all four bedrooms located upstairs, the home provides the ideal balance of comfortable everyday living, private retreats, and exceptional entertaining space within one of St. Petersburg's most desirable established communities. From the moment you arrive, mature landscaping, attractive curb appeal, and the oversized corner homesite create a warm and welcoming first impression. Inside, spacious formal and casual living areas are complemented by tile flooring throughout the main level, warm wood flooring upstairs, plantation shutters, crown molding, custom millwork, and abundant natural light. Whether hosting holidays in the formal dining room, gathering in the family room, or enjoying a quiet evening at home, every space has been thoughtfully designed with both comfort and functionality in mind. The kitchen serves as the heart of the home, featuring granite countertops, stainless steel appliances, generous cabinetry, abundant prep space, and picturesque views of the backyard through a large window that fills the room with natural light. Its seamless connection to the surrounding living spaces creates an effortless flow for both everyday living and entertaining. Upstairs, all four bedrooms are thoughtfully positioned to provide privacy away from the main living areas. The spacious primary suite offers a peaceful retreat with an ensuite bath, while the secondary bedrooms provide exceptional flexibility for family, guests, a home office, fitness space, or creative pursuits. Designed for year-round Florida living, the private swimming pool anchors an inviting outdoor entertaining area surrounded by an expansive paver patio, lush green space, and plenty of room to relax or gather with family and friends. A weather-protected mounted outdoor television creates the perfect setting for football weekends, movie nights, or poolside entertaining, while the permanently hard-plumbed natural gas grill offers the convenience of uninterrupted outdoor cooking without the need for propane refills. Beyond its beautiful presentation, the home's major systems have already been thoughtfully updated. The roof was replaced in 2022, both the outdoor air conditioning condenser and indoor air handler were replaced in 2022, and a new furnace/blower was installed in 2025, providing valuable peace of mind for years to come. During the sellers' ownership, no flood insurance claims have been filed on the property. With its desirable two-story layout, four-bedroom floor plan, oversized corner lot, private swimming pool, exceptional outdoor living spaces, natural gas amenities, and major updates including a 2022 roof and HVAC system, this Barcley Estates home presents a rare opportunity to enjoy established St. Petersburg living with the comfort, functionality, and long-term peace of mind today's buyers are looking for.

1101 88th Avenue N, St Petersburg
$644,990
3 Beds ⋅ 4 Baths ⋅ Towns At Union SubDv. ⋅ 33713 Zip Code
Under Construction. Live where others vacation at Towns at Union, a new townhome community by David Weekley Homes in the heart of St. Petersburg. Just minutes from Central Avenue dining and shopping and the award-winning Gulf beaches, this location delivers urban coastal living at its best. The Carsten features a flexible three-story design with a private ensuite bedroom on the first floor. This versatile space is ideal for guests or a productive home office. The main living level showcases a gourmet kitchen with a gas cooktop, wall oven, and walk-in pantry. The kitchen opens to a bright, spacious living and dining area, designed for easy entertaining and everyday comfort. Upstairs, the Owner's Retreat offers a spa-style Owner's Bath and a generous walk-in closet. A second ensuite bedroom on this level provides additional privacy and convenience. Enjoy added peace of mind with impact-rated windows, 8-foot solid core doors, epoxy-coated garage floors, and a tankless gas water heater. Located in a natural gas community and backed by David Weekley’s award-winning quality and service, this home combines comfort, efficiency, and lasting value. Call or chat with the David Weekley Homes at Towns at Union Team to learn more about this new home for sale in St. Petersburg, FL!**This property offers a limited-time interest rate incentive.

446 31st Way N, St Petersburg
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