Anna Maria Homes with Historic Architectural style

Anna Maria Homes with Historic Architectural style

Welcome to Anna Maria, Florida, a hidden gem nestled on the stunning Gulf Coast. Known for its charming, laid-back atmosphere, Anna Maria is a quaint island city that offers residents and visitors a unique blend of natural beauty and rich history. With its pristine white sandy beaches, crystal-clear waters, and lush tropical landscapes, it’s no wonder that this picturesque locale has become a beloved destination for those seeking a peaceful coastal retreat.

One of the most enchanting features of Anna Maria is its collection of historic architectural homes. These residences, often adorned with classic coastal designs and vibrant colors, reflect the rich history and cultural heritage of the area. From charming bungalows to stately beach houses, each home tells a story of the past, showcasing the craftsmanship and artistry of bygone eras. Many of these historic homes have been lovingly restored, offering modern amenities while preserving their original character and charm.

Living in Anna Maria means embracing a lifestyle that celebrates both relaxation and adventure. Enjoy leisurely strolls along the beach, explore the local shops and eateries, or take part in water activities such as kayaking, paddleboarding, and fishing. The community is tight-knit, with friendly neighbors who share a love for the island's natural beauty and vibrant culture.

Whether you’re drawn to the allure of historic architecture or the serene coastal lifestyle, Anna Maria offers a unique opportunity to experience the best of Florida living. Discover your dream home amidst the charm and history of this enchanting island city.

Newest Anna Maria Homes with Historic Architectural style

605 14th Avenue Ne, St Petersburg
$1,695,000
4 Beds ⋅ 4 Baths ⋅ Snell & Hamletts North Shore Add SubDv. ⋅ 33701 Zip Code
Situated on a prominent corner lot in the heart of the Old Northeast and located just two blocks from the waterfront, this 1920s Craftsman offers exceptional architectural character and curb appeal. Recent updates include a new roof, PGT impact windows and fresh exterior paint in a period-inspired 1920s color palette. The attention to detail sets this home apart, featuring contrasting painted corbels and detailed trim work, original Cuban tile on the front porch, Craftsman lighting, carriage-style garage doors and numerous windows that create a bright, light-filled interior. Greet your guests on the inviting front porch or relax poolside in the tropical backyard complete with brick pavers, a heated saltwater Pebble Tec pool, and a hot tub. A rare ground-floor detached guest house, complete with a full kitchen and bathroom, offers private and flexible accommodations. Downstairs, living and dining spaces feature coffered ceilings and wood flooring, while the renovated kitchen opens to a casual family room overlooking the pool. A dedicated laundry room and a bedroom or home office with a full bath complete the first floor. Upstairs, the primary suite pairs dual closets with a period-inspired black-and-white bath featuring dual sinks and a walk-in shower; two additional bedrooms share a full hall bath. Experience the character, setting and indoor-outdoor lifestyle of this distinctive Old Northeast Craftsman, moments from downtown dining, shopping, museums and the waterfront—schedule your private showing today!

605 14th Avenue Ne, St Petersburg

420 Druid Road W, Clearwater
$924,900
3 Beds ⋅ 3 Baths ⋅ Harbor Oaks SubDv. ⋅ 33756 Zip Code
Historic Harbor Oaks charm meets a backyard made to wow! Set on a gated corner lot beneath mature oaks, this beautifully remodeled 1940s bungalow pairs original character with exceptional modern upgrades. Pella impact windows, Hardie board siding, a tile-inspired metal roof and a five-car carport add to its appeal. Inside, pristine original hardwood floors, plantation shutters and a striking stone fireplace welcome you into the bright, open living room. The chef’s kitchen is a showpiece, featuring leathered granite countertops, high-end KitchenAid appliances, slate floors, glass-front cabinetry, a pot filler and a statement-making Futuro Murano range hood. The primary suite leads to an oversized bath designed for indulgence. Soak in the 72-inch copper-coated claw-foot tub beneath an overhead rain shower or unwind in the custom walk-through steam shower with mood lighting and river rock flooring. A private outdoor garden shower offers another way to recharge. You’ll also find a walk-in sauna, a TV built into the vanity mirror, heated floors in the second bath, and a new stackable washer and dryer concealed behind a glass mirror in the primary bath, keeping laundry convenient while saving valuable space. And then there’s the outdoor oasis: a private splash pad with cascading waterfalls, dual shower heads, and gusher jets. Surrounded by lush green space and an irrigated garden, it’s a setting built for relaxing or entertaining. Additionally, a spacious shed with electricity and newer AC wall unit offers flexible room for hobbies, a workshop or storage. World famous Clearwater Beach, Coachman Park, the Pinellas Trail and more are all nearby. This magnificent property is truly a MUST-SEE!

420 Druid Road W, Clearwater

1225 11 Street N, St Petersburg
$1,499,900
5 Beds ⋅ 5 Baths ⋅ Greater Euclid Place SubDv. ⋅ 33705 Zip Code
Incredible Investment Opportunity: Historic Uptown 3-Unit Income Property in St. Petersburg Discover a rare, well-maintained vintage gem in the historic Uptown neighborhood along magnificent tree-lined streets. This triad opportunity blends classic charm with modern livability, featuring a spacious main residence plus two income-producing units—each with long-term tenants in place. The main house offers about 2,400 sq ft of living space, with four bedrooms and 2.5 baths, preserved original tile floors greeting you at the entry, tall ceilings, and generously proportioned rooms that radiate old-world charm. A magnificent fireplace anchors the living area, making it ideal for gatherings, while the layout flows gracefully into dining and living spaces filled with natural light. The property sits on a huge lot that showcases a large inground pool. The two back units also provide steady income: upstairs is a one-bedroom, one-bath unit and downstairs is another studio unit, all currently leased to long-term tenants, offering immediate cash flow. This is a true vintage home that has been meticulously cared for, merging original character with modern livability in a location that combines historic appeal with everyday convenience. If you’re seeking a remarkable Uptown find with genuine old-world charm, solid rental income, and a backdrop of tree-lined streets, this property is a must-see. Close to downtown St Petersburg and a short drive to the world renowned Pinellas county Beaches. Reach out today to schedule a tour and explore financing options that maximize this incredible opportunity.

1225 11 Street N, St Petersburg

1801 W Hills Avenue, Tampa
$1,770,000
3 Beds ⋅ 3 Baths ⋅ Hyde Park West SubDv. ⋅ 33606 Zip Code
A timeless piece of Tampa history, this beautifully maintained 1925 Craftsman-influenced Southern bungalow offers the architecture, lifestyle and sense of place that make Historic Hyde Park so enduringly desirable. Set prominently on a corner lot along Hills Avenue, the home enjoys an exceptional location just a couple of blocks from Bayshore Boulevard, while sitting at higher elevation outside of a designated flood zone. Hills is a quiet residential street with very little pass-through traffic, yet Hyde Park Village, neighborhood schools and many of South Tampa’s favorite destinations remain remarkably close. If two of the greatest lifestyle draws of Hyde Park are Bayshore Boulevard and Hyde Park Village, this home sits beautifully between them. The expansive wraparound porch immediately sets the tone. More than an architectural detail, it becomes a true extension of the living space during Tampa’s mild fall, winter and spring months—ideal for morning coffee, al fresco dinners, or a free-flowing indoor/outdoor cocktail gathering. Inside, the home offers 3 bedrooms, 2.5 bathrooms, 2,378 heated square feet and 3,055 total square feet. Real hardwood floors, plantation shutters and abundant natural light complement generously scaled rooms. Separate living and family rooms provide valuable flexibility for modern family life, while the formal dining room can easily double as a dedicated work or study space. The living room features a substantial brick wood-burning fireplace, while the family room offers a second gas fireplace. The spacious kitchen is exceptionally well equipped with abundant cabinetry and prep space, granite countertops, a GE Monogram eight-burner gas range with center griddle, pot filler, wine refrigerator and stainless-steel appliances. Natural gas also serves the water heater and dryer, while a tankless hot water heater adds efficiency and convenience. Outdoor living is another defining feature. Beyond the wraparound porch, the private backyard feels like its own retreat with a resort-style pool and waterfall, lush tropical surroundings and expansive hardscaping for lounging, dining and entertaining. An oversized two-car garage, added in 2004 and accessed from the alley, is a rare luxury within a historic neighborhood and provides excellent parking and storage. The property may also offer compelling future expansion possibilities, whether enlarging the main residence or exploring additional living space associated with the garage, subject to applicable zoning, historic district and permitting requirements. Fresh exterior paint completed in 2026 further enhances the home’s beautifully preserved curb appeal. Just down the street, Front Porch Jazz has become a beloved local tradition. Gorrie Elementary and Wilson Middle School are both located within the neighborhood, while Plant High School is just a short bike ride or drive away. And during Tampa’s most celebrated season, few locations put you closer to the experience. Gasparilla’s parades, road races, art shows and music festivals transform the area into a multi-week celebration, and with Bayshore moments away, this is the kind of home that naturally becomes the gathering place for friends and family year after year. Downtown Tampa is approximately 9 min & Tampa Int'l Airport approximately 15 min away, offering an uncommon combination of historic charm, walkability, neighborhood intimacy and city convenience.

1801 W Hills Avenue, Tampa

2001 E 2nd Avenue Unit 26, Tampa
$375,000
1 Beds ⋅ 2 Baths ⋅ Box Factory Lofts SubDv. ⋅ 33605 Zip Code
Welcome to Box Factory Lofts, where Tampa history meets one-of-a-kind urban living in the heart of Ybor City. Originally built in 1890, this 1-bedroom, 1.5-bath, two-story loft offers 992 square feet of character-filled living space with the authentic industrial details that make these residences so unique. Soaring ceilings, exposed block walls, visible ductwork, oversized factory-style windows and an open wood-and-cable staircase create a dramatic space that feels unlike anything found in newer construction. The first floor is open, bright and full of personality, with newly installed luxury vinyl plank flooring flowing throughout the main living spaces. Towering windows bring natural light into the living room and emphasize the impressive ceiling height, while newly added automatic shades provide convenience and privacy when desired. And in true loft fashion, there is even a swing suspended in the living room, adding an unexpected touch that perfectly complements the character of the home. The seller has also planted palms outside the windows to create additional privacy while maintaining the tropical feel of the courtyard. The kitchen blends naturally into the open living and dining areas and features warm wood cabinetry, stone countertops, stainless steel appliances, a mosaic tile backsplash and breakfast bar seating. The industrial aesthetic continues with corrugated metal detailing, pendant lighting and exposed architectural elements, creating a space that feels both functional and completely at home within the building’s historic character. A flexible first-floor den/study provides additional space for a home office, reading area or creative workspace. Upstairs, the loft-style primary suite overlooks the living space below and continues the home’s dramatic sense of scale. The bedroom includes a walk-in closet and connects to a spacious bathroom with a long dual-sink vanity. A stacked washer and dryer are conveniently tucked into the bathroom area. A new HVAC system adds another important update to the home. Outside your front door, Box Factory Lofts offers a private courtyard setting centered around a community pool surrounded by palms and tropical landscaping, creating a surprisingly peaceful retreat in the middle of the city. The community is gated, and this unit also includes one assigned covered parking space, a valuable convenience for urban living. The location may be one of the most exciting parts of all. Box Factory Lofts sits within historic Ybor City at a time when this part of Tampa is experiencing significant new investment and connectivity. Nearby Gasworx is envisioned as a six-million-square-foot mixed-use district designed to reconnect Ybor City with surrounding neighborhoods through new residences, retail and office space, parks, multi-use trails and a new streetcar stop. At the same time, continued public and private investment throughout Ybor is bringing infrastructure, streetscape and redevelopment initiatives to this already iconic neighborhood. With the proposed Ybor Harbor redevelopment also envisioned to extend Ybor toward Tampa’s waterfront and Channel District, this location puts you in the middle of an exciting new chapter for one of Tampa’s most historic neighborhoods. Historic character, modern updates, unmistakable personality and a front-row seat to the continued evolution of Ybor City…this is urban Tampa living with a story to tell.

2001 E 2nd Avenue Unit 26, Tampa

907 Bayshore Boulevard, Tampa
$5,950,000
4 Beds ⋅ 5 Baths ⋅ Morrison Grove Sub SubDv. ⋅ 33606 Zip Code
Commanding a distinguished position along celebrated Bayshore Boulevard, this extensively remodeled stately Neoclassical residence presents an extraordinary expression of timeless architecture, superior craftsmanship and modern luxury. Known as the Isaac Maas House, the 1923 residence pairs authentic period provenance with an extensive 2021 renovation designed to deliver the systems, functionality and finishes expected for modern luxury living. Framed by an elegant circular paver drive, gas lanterns and a gracious columned portico, the home captures magnificent views across Tampa Bay from the front veranda and throughout the home. The interiors unfold with refined finishes, hardwood flooring, statement lighting, coffered ceilings and extensive custom millwork. A wood-paneled study with humidor, formal dining room, family room including an adjoining butler’s pantry with Dacor wine station and wet bar, and sunroom with veranda and courtyard access create an inspired collection of living and entertaining spaces. French doors and transom windows introduce abundant natural light while creating a graceful connection between the elegant interiors. At the heart of the residence, the impressive chef’s kitchen is designed for both culinary brilliance and effortless entertaining. A statement La Cornue range and custom hood take center stage, complemented by multiple prep sinks, Thermador appliances, dedicated beverage storage, plumbed coffee maker and walk-in pantry. Upstairs, the serene primary retreat captures breathtaking bay views and features an expansive custom closet/dressing room. The spa-inspired bath offers a luxurious wet room with a deep soaking tub, steam shower and decadent finishes. The second level also offers two additional guest bedrooms with ensuite baths, a media room and custom built-ins designed to complement the home’s original architectural character. The third floor offers finished flex space along with generous storage and extraordinary elevated views stretching across Bayshore Boulevard to the sparkling waterfront. Outdoors, a private oasis with courtyard and lush tropical landscaping awaits. The heated pool and spa, enhanced by a tranquil waterfall feature, provide an intimate resort-inspired setting for relaxation and entertaining. A pull-through two-car garage with alley access is topped by private guest quarters featuring a kitchenette, full bath and walk-in closet, ideal for extended stays or flexible living arrangements. Completed in 2021, the extensive renovation went well beyond cosmetic finishes. Working with an architect and structural engineers, the residence was taken to the studs and its interior floor plan comprehensively reimagined. Steel beams were incorporated to create more open, light-filled living spaces and a natural flow among the kitchen, family room and entertaining areas. Plumbing, electrical and flooring were replaced and a new roof installed, with impact-rated windows and doors, three-zone HVAC, Control4 home automation and automated window shades integrated throughout. The result preserves the architectural character and provenance of this distinguished 1923 residence while delivering the infrastructure, technology and functionality of contemporary luxury living. Blending historic distinction with commanding bay views and an iconic address, this remarkable residence offers an incomparable Tampa lifestyle moments from acclaimed dining, shopping, arts and culture, sports, downtown and airport.

907 Bayshore Boulevard, Tampa

33564 Willow Point Ct, Wesley Chapel
$1,050,000
6 Beds ⋅ 4 Baths ⋅ Watergrass Pcls D-2 D-3 & D-4 SubDv. ⋅ 33545 Zip Code
**Waterfront Luxury in Willow Point!** Welcome to this stunning **Tradewinds model by award-winning Taylor Morrison**, a well-regarded local builder known for quality construction, in the gated Willow Point enclave of highly sought-after Watergrass. Built in 2020 and thoughtfully upgraded, this **6-bedroom, 4-bath, 3-car garage solar home** offers 4,800+ square feet of beautifully designed living space, a bright, open and inviting floorplan, serene **waterfront conservation views** and exceptional privacy. Soaring 20-foot ceilings and abundant natural light create a beautifully open, light-filled atmosphere that feels impressive yet wonderfully livable. Wood-look tile flows through the main living areas, with formal dining and formal living room or den. The gourmet kitchen features an induction cooktop, double ovens, stainless steel appliances, quartz countertops and a large island, opening to a dining nook and expansive gathering room. Four-panel pocket sliders fully open to the massive panoramic screen-enclosed lanai. Florida living truly comes to life outdoors with a **saltwater pool, solar pool heating, custom lighting, Wi-Fi controls, Islands Spa 5-person Jacuzzi, built-in propane grill and ceiling fans.** Solar pool heating extends the swim season nearly year-round, creating the perfect setting for relaxing, entertaining and enjoying the private **waterfront** setting. A standout feature is the home's **TWO OWNER'S SUITES**, offering exceptional flexibility for **multigenerational living and in-law suite potential**. The downstairs owner's suite provides a peaceful retreat with a spa-style ensuite featuring quartz counters, double vanities, soaking tub, walk-in spa shower and spacious walk-in closet. Upstairs, the second owner's suite includes a private sitting room currently designed as a spa retreat with a **SAUNA**, also ideal as a nursery, office or yoga space. The owner's bath features a soaking tub, glass-enclosed shower, dual sinks with quartz counters and walk-in closet with custom shelving. Four additional bedrooms, a massive loft and separate media room provide flexible space for family, guests, work, hobbies and entertaining. Energy and technology upgrades include **OWNED SOLAR PANELS installed in 2023**, ceiling fans throughout, whole-home water softener with circulating pump, smart thermostats, doorbell camera, three perimeter cameras and Wi-Fi extender. Landscape lighting and programmable holiday lights add beautiful evening appeal. Exterior improvements include decorative curbing, low-maintenance rock landscape beds and additional pavers alongside the garage and side of the home. Watergrass offers resort-style amenities including clubhouse with fitness center, multiple parks, tennis courts, three pools and walking trails. Just 1 mile from Publix, restaurants, retail and everyday conveniences, with easy access to I-75, Epperson Lagoon and top-rated schools. **Enjoy Florida living at its finest with space, light, privacy, luxury and a versatile multigenerational floorplan in gated Willow Point.** Experience the rare combination of **waterfront living, two owner's suites, private sauna, owned solar and in-law suite potential** in one of Wesley Chapel's most sought-after communities.

33564 Willow Point Ct, Wesley Chapel

701 Mirror Lake Drive N Unit 317, St Petersburg
$274,900
1 Beds ⋅ 1 Baths ⋅ 701 Mirror Lake Condo SubDv. ⋅ 33701 Zip Code
Welcome to this amazing one-bedroom, one-bathroom third-floor condo in historical Mirror Lake Condos where historic charm meets modern convenience. From the moment you enter, you’ll appreciate the light and bright atmosphere created by the newer recessed lighting throughout the living room and kitchen. Gorgeous wood-look tile flooring flows throughout the entire condo, creating a beautiful, cohesive look that is both stylish and easy to maintain. The condo has a brand new hot water heater installed in August 2026. One of the condo’s most special features is the original exposed brickwork, adding incredible character and a true connection to the building’s history. The living area showcases an original brick wall complemented by a custom-built bookshelf, while the bedroom features additional original brick. These unique brick walls are from the original St. Petersburg High School, built in 1915, making this condo truly one-of-a-kind. The beautifully appointed living room opens with a breath of air and light, its generous proportions and elegant, versatile design creating an inviting sense of spaciousness. An exquisite Italian-made Clei Murphy bed unfolds with quiet, effortless grace when guests arrive, then tucks neatly away when morning comes, leaving the room open, polished, and beautifully uncluttered. The kitchen overlooks the living area and combines stylish cabinetry and appliances with custom shelving, a double sink, and a newer faucet for a beautiful, highly functional space. The bright and beautifully appointed bedroom offers an airy, open feel and features a newer ceiling fan, exquisite Italian-made Clei Murphy bed, and beautiful cedar wood detailing framing the window above and below. Elegantly designed and exceptionally functional, the Clei Murphy bed can be effortlessly tucked away when not in use, creating an abundance of additional living space. The warm, natural beauty of the cedar accents adds a touch of character and timeless elegance, creating a bedroom that is as stylish as it is inviting. A convenient in-unit laundry area includes a newer stackable washer and dryer, adding to the comfort and functionality of this wonderful home. The completely remodeled bathroom is beautifully appointed with gorgeous new tile on the walls, a new bathtub, a stylish new vanity, new toilet, new mirror, and a new light fixture. With its combination of historic charm, thoughtful updates, beautiful finishes, and an ideal layout, this wonderful condo offers a unique opportunity to enjoy a piece of St. Petersburg history while living with today’s modern conveniences. Just unpack, settle in, and enjoy! Mirror Lake Condos is located just across the street from Beautiful Mirror Lake. This Pet Friendly Building offers Secure Fob Access, Interior Bike Racks, Laundromat, Assigned Parking and Guest Parking. Residents have access to a large, heated community pool. The Monthly HOA fee of only $796 a month covers cable, internet, water, trash services, sewer, community heated pool access, exterior building maintenance and grounds upkeep. Moreover, The historical significance of the building adds an extra layer of charm to the community. The Mirror Lake Condominium is housed in the renowned Old St. Petersburg High School building, which was originally constructed in 1915. Immerse yourself in the rich history of the area while enjoying modern comforts and amenities. Priced to Sell very quickly for only $274,900 make an appointment to see it today !!

701 Mirror Lake Drive N Unit 317, St Petersburg

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