Anna Maria Homes with Cape Cod Architectural style

Anna Maria Homes with Cape Cod Architectural style

Welcome to Anna Maria, Florida – a hidden gem nestled on the stunning Anna Maria Island, where sun-kissed beaches meet charming coastal living. This idyllic city is renowned for its laid-back atmosphere, picturesque sunsets, and vibrant local culture. Anna Maria boasts pristine white-sand beaches, delightful boutiques, and a variety of dining options, making it the perfect retreat for families, retirees, and anyone seeking a slice of paradise.

In Anna Maria, you’ll find a selection of stunning homes that embody the timeless elegance of Cape Cod architectural style. Characterized by their steeply pitched roofs, symmetrical facades, and inviting porches, these homes exude a sense of warmth and charm that perfectly complements the coastal environment. Imagine sipping your morning coffee on a spacious deck, surrounded by lush tropical landscaping, while the gentle sea breeze whispers through the air.

Cape Cod homes in Anna Maria often feature open floor plans that invite natural light to flood the interiors, creating a warm and welcoming atmosphere. With their classic wood siding painted in soft, beachy hues, these residences harmoniously blend with the coastal landscape, offering both comfort and style. Whether you’re searching for a cozy cottage or a grand beach house, the Cape Cod homes in Anna Maria provide the perfect backdrop for a relaxed, seaside lifestyle.

Explore the enchanting streets of Anna Maria, where every corner reveals a new adventure, from kayaking in the emerald waters to indulging in fresh seafood at local eateries. With its captivating charm and stunning architecture, Anna Maria is not just a place to live; it’s a way of life. Come discover your dream home in this coastal paradise today!

Newest Anna Maria Homes with Cape Cod Architectural style

$2,450,000
4 Beds ⋅ 5 Baths ⋅ Kensington Oaks SubDv. ⋅ 33774 Zip Code
Experience an exceptional waterfront lifestyle in this magnificent custom estate, ideally situated on the Intracoastal Waterway between Indian Rocks Beach and Belleair Beach. Nestled on an extraordinary 1.3-acre homesite in the exclusive Kensington Oaks community, this private residence offers breathtaking panoramic water views, lush manicured grounds, and quick access to the Gulf of America. Spanning more than 4,200 square feet, this impressive home offers 4 bedrooms, a bonus room w wet bar, loft, 4.5 baths with convenient pool bath, and a spacious 2-car garage. The thoughtfully designed floor plan is ideal for both everyday living and entertaining, featuring a luxurious first-floor primary suite with an expansive sitting area and spa-inspired bath, and an in law suite w private bath, while the upper level includes two more bedrooms, a full bath, and a versatile loft with balcony. Spectacular water views throughout the home, soaring ceilings, rich wood flooring, and fireplaces in both the living and family rooms create warmth and timeless elegance. The formal dining room is perfect for hosting memorable gatherings. Outdoor living is equally impressive. A nearly 60-foot covered and screened lanai overlooks the sparkling 15’ x 30’ pool, designed with open-air enjoyment instead of a traditional pool cage, allowing uninterrupted sunshine and refreshing coastal breezes. The second-floor balcony provides an elevated vantage point for breathtaking sunrises, colorful sunsets, and endless views of the Intracoastal. Kensington Oaks is one of the area’s desirable waterfront communities, known for its beautifully maintained homes, mature landscaping, and peaceful setting. Enjoy a short stroll to Bonner Nature Park and easy access to some of Florida’s finest beaches, including Indian Rocks Beach, Belleair Beach, and Clearwater Beach. Fine dining, golf, shopping, and two international airports are all within convenient reach. This is more than a home—it’s a rare opportunity to own a private waterfront estate offering space, elegance, and the quintessential Florida coastal lifestyle.

12816 Harborwood Drive, Largo
$410,000
2 Beds ⋅ 2 Baths ⋅ Dunedin Isles Country Club Sec A SubDv. ⋅ 34698 Zip Code
Welcome to this beautifully updated home in one of Dunedin's most sought-after neighborhoods, just steps from the historic 18-hole Dunedin Golf Club. Thoughtfully updated with high-end finishes and modern improvements, this move-in-ready residence offers the perfect blend of style, comfort, and convenience. Step inside to discover elegant new porcelain tile floors, crisp interior paint, and a stunning remodeled kitchen featuring new cabinetry with a timeless subway backsplash. This midcentury home has a bright, modern design that's perfect for both everyday living and entertaining. The beautifully refinished primary bathroom showcases a spacious step-in shower with frameless glass doors.. Enjoy peace of mind with an impressive list of recent upgrades, including hurricane-impact windows and a sliding glass door (2018), an elevated A/C system (2020), new plumbing from the street to the home (2026), and a freshly painted exterior (2026). The location is truly exceptional. Golf Cart Community: Take a short ride to vibrant downtown Dunedin, where you'll enjoy charming boutiques, award-winning restaurants, local breweries and picturesque waterfront parks. Outdoor enthusiasts will appreciate being just two streets from the Pinellas Trail, just a short distance from the Dunedin Golf Club and Sterling Driving Range, and only minutes from Hammock Park, Highlander Park, Honeymoon Island State Park, and some of Florida's most beautiful Gulf Coast beaches. Boat ramps and Kayak launches nearby. Whether you enjoy biking, boating, golfing, beach days, or exploring nature, this prime location places the very best of the Florida lifestyle right at your doorstep.

2048 Jefferson Avenue, Dunedin
$2,500,000
3 Beds ⋅ 4 Baths ⋅ Crystal Island SubDv. ⋅ 33708 Zip Code
Virtually Staged. Pre-Construction. To be built. An exceptional opportunity to build your dream waterfront home in one of Tampa Bay's most desirable coastal communities. Situated on picturesque Crystal Island in Madeira Beach, just a few homes from the cul-de-sac, this property offers added privacy, spectacular open water views, and direct boating access. Designed for luxury waterfront living, this custom two-story residence offers approximately 2,500 square feet of elevated, insurable living space built on a hurricane-ready foundation with impact-rated windows and doors. Thoughtfully designed for seamless indoor-outdoor living, the home features a resort-style pool and spa, outdoor kitchen, expansive covered lanais, and multiple balconies that capture stunning Intracoastal Waterway views. The main living level showcases soaring ceilings, an open-concept great room, a chef's kitchen, and elegant finishes throughout. The private owner's retreat offers a spa-inspired bathroom, dual walk-in closets, and a private waterfront balcony. Spacious guest suites each include ensuite bathrooms and walk-in closets, providing comfort and privacy for family and guests. The property includes a newer seawall (2020), a 13,000-pound boat lift (2020), and a private dock. Dredging permits are ready for approval and will allow for deeper water access, accommodating larger vessels while providing convenient boating access to John's Pass and the Gulf. Multiple architectural style packages and finish selections are available, allowing buyers to personalize the home to their preferences. Buyers may choose to work with our preferred builder and design team or bring their own builder to create a custom waterfront residence. Opportunities are endless and be sure to get in early to customize your home however way you like. The lot is being sold separately. Home pricing is based on the proposed construction shown. Photos are AI-generated conceptual renderings for illustrative purposes only and are intended to depict possible home designs. Construction pricing is subject to final plans, engineering, buyer selections, and permitting.

575 Crystal Drive, Madeira Beach
$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
$389,000
3 Beds ⋅ 1 Baths ⋅ Greenbriar SubDv. ⋅ 33763 Zip Code
Welcome home! Immaculately maintained and cared for 3-bedroom, 1-bath residence on a 60 x 115 lot in the popular Greenbriar neighborhood. The beautiful circular driveway and one-car garage allow for vehicles and toys. Move-in condition! Light and bright open floor plan with flexible living areas/options. A real wood fireplace for those holiday evenings when there is a nip in the air. The security system is owned; however, it is currently self-monitored. The back yard is massive with an oversized shed with power run to it and a 10 x 10 concrete pad for entertaining or erecting another storage shed. New well (2022) for the irrigation system. Water Heater 2024, A/C replaced 2017, Electrical panel replaced 2024 with a generator-ready junction box. Hurricane shudders in the garage for those pesky storms. The Greenbriar Clubhouse offers a large outdoor swimming pool, fitness center, shuffleboard courts, library, and meeting room...all for only $181-$281 annually, depending upon how many owners are on the warranty deed. This well-established and conveniently located community is located near shopping, golf, entertainment, hospitals, schools, beaches, parks, airports, and sporting events. Look no further...you are, indeed, home!

2133 Indigo Drive, Clearwater
$239,000
2 Beds ⋅ 2 Baths ⋅ Pasadena Cove Condo SubDv. ⋅ 33707 Zip Code
One or more photo(s) has been virtually staged. Opportunity awaits in the sought-after waterfront community of Pasadena Cove. This ground-floor, 2-bedroom, 2-bath residence offers a comfortable split-bedroom floor plan, a spacious primary suite with walk-in closet, in-unit laundry, and a screened patio perfect for enjoying Florida's year-round sunshine. The home is ready for its next chapter and presents an excellent opportunity for a new owner to personalize the interior to reflect their own style and vision. With over 1,000 square feet of living space and a desirable first-floor location, the possibilities are endless. Pasadena Cove residents enjoy a resort-style lifestyle with gated entry, a waterfront clubhouse, heated pool and spa, fitness center, marina access, walking paths, and a full calendar of community activities. Ideally located just minutes from St. Pete Beach, downtown St. Petersburg, shopping, dining, and everyday conveniences. This is your chance to own in one of South Pasadena's most desirable waterfront communities. Seller is willing to pay the HOA fee for the first month.

1332 Pasadena Unit 102, South Pasadena
$323,000
3 Beds ⋅ 3 Baths ⋅ Long Lake Ranch Village SubDv. ⋅ 33558 Zip Code
Move-in ready and updated, this Long Lake Ranch townhome offers low-maintenance living in one of Lutz's popular communities. Major updates were just completed in May 2026, including a new air-conditioning system, new carpet and updated stairs, helping buyers save money and move in with peace of mind. The layout feels open, bright and comfortable, with granite countertops, 42-inch cabinets, large kitchen island, walk-in pantry, screened lanai, water softener, CAT6 wiring for fast internet and a 240V Tesla/EV outlet installed in the garage. Washer and dryer are also included. Enjoy resort-style community amenities including pools, tennis and pickleball courts, basketball courts, playgrounds, dog park, walking trails, lake views and clubhouse areas. Near Tampa Premium Outlets, Wiregrass, restaurants, shopping, major highways and highly rated schools. Easy access to Tampa International Airport and downtown Tampa. Clean, updated and move-in ready.

18843 Ulmus Street, Lutz
$725,000
3 Beds ⋅ 3 Baths ⋅ Riverbend Sub SubDv. ⋅ 33610 Zip Code
Experience what many call "one of the most beautiful views in Florida." This rare opportunity is one of only 10 properties situated directly on Hanna’s Whirl, a pristine open bayou on the Hillsborough River. Nestled in a serene stretch of Seminole Heights, this home offers an unparalleled blend of adventure, tranquility, and modern luxury. This refinished 3-bedroom, 3-bathroom midcentury residence is elevated HIGH AND DRY above the riverbank, offering you complete peace of mind. The home has been thoughtfully modernized throughout, featuring rich flooring that flows seamlessly underfoot. Bathed in natural light thanks to its ideal eastern exposure, the open-concept layout includes two primary suites, both boasting gorgeous ensuite bathrooms and stunning water views. The third bedroom is perfectly versatile, serving as an ideal guest suite or a quiet home office. No expense was spared in the renovation of the chef’s kitchen, which features a massive stone center island that serves as the heart of the home, complemented by custom cabinetry, charming bonus nooks, and a tasteful nautical theme that runs throughout the living spaces. Whether you are an avid boater or a nature enthusiast, this property is your private gateway to the water. With 91 feet of direct riverfront, you can launch your boat from your private dock and enjoy easy navigation to downtown Tampa’s hotspots, or paddle upstream to explore the wilder reaches of the calming Hillsborough River. The backyard is a true oasis, featuring a massive rear deck and an expansive paver patio area perfect for entertaining. As a natural manatee habitat, this serene setting allows you to enjoy regular sightings of osprey, tarpon, and gentle manatees right from your own backyard, where you can also cast a line for top-quality fishing. The property is fully fenced for privacy and includes extra parking space. The giant yard gives space to add future swimming pools, additions or ADU. This is more than just a home; it is an adventurer’s sanctuary available to you now.

1502 E Park Circle, Tampa
$159,900
2 Beds ⋅ 2 Baths ⋅ Wilds Condo SubDv. ⋅ 34653 Zip Code
Welcome to 6129 Elmhurst Drive in the desirable Active Adult community of The Wilds! This beautifully maintained 2-bedroom, 2-bathroom condo offers a bright, open floor plan designed for both comfort and easy entertaining. Updated flooring flows seamlessly throughout the home—no carpet here—creating a clean, modern feel from the moment you walk in. The spacious living area connects effortlessly to the updated kitchen, making it ideal for gathering with friends or enjoying a quiet evening at home. The primary suite features a generous walk-in closet, while the guest bedroom offers a large built-in closet for added storage. A washer and dryer conveniently located inside the unit adds to the home’s everyday ease. Take a dip in the heated pool, unwind on the pool deck, or spend time at the clubhouse featuring billiards. Stay active with tennis courts and shuffleboard, all just moments away. The low HOA covers cable, internet, exterior maintenance, roof care, exterior pest control, and painting—giving you true peace of mind and a maintenance-free lifestyle. Inside, the coastal-inspired décor perfectly reflects the home’s proximity to the Gulf beaches, just a short drive away. For a taste of local charm, hop on your golf cart and head just one mile west to downtown New Port Richey, where you’ll find an inviting mix of restaurants, bars, and ice cream shops. Enjoy scenic strolls along the river or relax at Sims Park, a favorite local spot for outdoor enjoyment and community events. Conveniently located near shopping, grocery stores, and medical facilities, and only about 30 miles from Tampa International Airport, this condo is ideal as a full-time residence or a seasonal retreat. Turn-key and move-in ready, this is your opportunity to embrace the laid-back, maintenance-free Florida lifestyle in The Wilds.

6129 Elmhurst Drive, New Port Richey
$475,000
3 Beds ⋅ 3 Baths ⋅ Riviera Bay Second Addn SubDv. ⋅ 33702 Zip Code
Welcome to the gated waterfront community of Caya Costa—one of St. Petersburg’s best-kept secrets! Nestled along Riviera Bay, this highly sought after neighborhood offers a rare blend of privacy, natural beauty, and resort-style amenities, all just minutes from downtown St. Pete. This beautifully maintained 3 BEDROOM, 2.5 BATH TOWNHOME features a DEEP 1-CAR GARAGE and a versatile layout designed for both comfort and functionality. Inside, you’ll find WOOD FLOORING, a cozy FIREPLACE, and a flexible DOWNSTAIRS BEDROOM—perfect for guests, a home office, or multi-generational living. Enjoy the Florida lifestyle with TWO SCREENED-IN PORCHES—one off the PRIMARY SUITE for peaceful morning coffee ? and another downstairs overlooking your own private GREEN SPACE, creating the perfect setting for relaxing or entertaining. Plus, this home is located JUST STEPS TO THE COMMUNITY POOL, making it incredibly convenient to enjoy resort-style living right outside your door. Caya Costa residents enjoy an impressive list of amenities, including a COMMUNITY POOL, TENNIS COURTS, and PICKLEBALL, along with BOAT STORAGE and a PRIVATE BOAT RAMP for easy access to Tampa Bay—ideal for boating, kayaking, and paddleboarding enthusiasts. Additional highlights include PLENTY OF GUEST PARKING, lush landscaping, and the peace of mind of a 24-HOUR GUARD-GATED COMMUNITY. With its prime location close to downtown St. Petersburg, waterfront parks, shopping, and dining, this townhome offers the perfect combination of LOW-MAINTENANCE LIVING, AMENITY-RICH LIFESTYLE, and COASTAL CONVENIENCE.

713 Caya Costa Court Ne, St Petersburg
$899,000
4 Beds ⋅ 3 Baths ⋅ Spring Park Rev SubDv. ⋅ 34695 Zip Code
NO FLOOD ZONE. Rare opportunity just steps from downtown Safety Harbor on the coveted cobblestone stretch of 5th Avenue. Originally built in 1925 during the height of the Sears & Roebuck catalog home era, this classic American Foursquare features the enduring craftsmanship of early 20th-century construction, including dense old-growth lumber known for its exceptional strength and longevity. While thousands of these homes were built nationwide, only a limited number of comparable early 20th-century homes remain in Florida today. Featuring tall ceilings uncommon for homes of this era, the property offers a unique sense of openness and character throughout. Spanning over 2,700 square feet across three levels, the home offers 4 bedrooms, 3 bathrooms, bonus/flex spaces, a loft, and a layout ideal for buyers seeking something distinctive and full of personality. The primary suite features a private balcony, dual walk in cloests and a remodeled bathroom retreat. Inside, you’ll find an open kitchen with an island, dedicated laundry room, elegant laminate flooring, and a wood-burning fireplace with a chimney that adds warmth and historic charm to the living space. Flexible living areas throughout the home provide endless possibilities for guest space, offices, creative studios, or additional entertaining areas. Outside, a welcoming back patio overlooks the spacious backyard, offering endless potential to create your own outdoor retreat, whether it’s a garden, entertaining space, or future vision. A long-lasting metal roof adds additional value and peace of mind, while the cobblestone street setting enhances the home’s undeniable charm and sense of arrival. Walkable homes this close to downtown Safety Harbor are exceptionally rare. Just four blocks from restaurants, coffee shops, the pier, live music, art festivals, boutiques, Third Friday celebrations, and the world-famous Safety Harbor Spa. Whether you’re looking to restore, personalize, invest, or simply own a truly distinctive property in one of Tampa Bay’s most beloved waterfront towns, opportunities like this rarely come available.

516 5th Avenue N, Safety Harbor
$3,900,000
3 Beds ⋅ 3 Baths ⋅ Mandalay Sub SubDv. ⋅ 33767 Zip Code
One or more photo(s) has been virtually staged. Welcome to your dream coastal retreat! This charming beachside cottage is located on the highly sought-after north end of Clearwater Beach, offering the ultimate Florida lifestyle with direct, private beach access just steps from you back door. As you enter, you’re greeted by a bright, open floor plan with designer finishes and attention to detail including custom built-ins adding extra storage and stunning exposed wooden beams that add character and warmth. Gorgeous wood flooring flows seamlessly throughout the living areas, creating a light and airy atmosphere perfect for relaxing or entertaining. The living room features a cozy white brick fireplace, and a wall of floor to ceiling windows and French doors that frame the sparkling pool and spa and spectacular Gulf just beyond. The updated kitchen boasts a large central island, white cabinetry, stainless-steel appliances and a stylish backsplash and custom lighting add a touch of coastal charm. A set of French doors lead to the primary suite, filled with natural light, enhancing the spacious and inviting feel. The sleek, spa-like ensuite has white cabinetry and a walk-in shower with custom tile work. The additional bedrooms are equally well appointed and share a Jack and Jill bathroom with a double sink vanity. This move-in ready cottage combines modern comforts with classic beach cottage appeal in one of Clearwater Beach’s most desirable locations. Whether you’re looking for a primary residence, vacation home, investment property, this is coastal living at its finest. Don’t miss out on owning your piece of paradise.

1038 Eldorado Avenue, Clearwater
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