Anna Maria Homes with Cottage Architectural style

Anna Maria Homes with Cottage Architectural style

Welcome to Anna Maria, Florida – a hidden gem nestled on the stunning Gulf Coast. Known for its pristine beaches, charming atmosphere, and laid-back lifestyle, this idyllic city is the perfect escape for those seeking a slice of paradise. With its quaint streets lined with palm trees and vibrant boutiques, Anna Maria exudes a warm, welcoming vibe that captures the essence of coastal living.

One of the most enchanting features of Anna Maria is its collection of homes showcasing the delightful cottage architectural style. These charming abodes, often adorned with pastel colors and whimsical designs, evoke a sense of nostalgia and tranquility. Each cottage tells a story, with cozy porches perfect for sipping morning coffee or enjoying a sunset cocktail. Imagine waking up in a sun-drenched bedroom, where the gentle sounds of waves crashing against the shore lull you into a peaceful state.

Cottage-style homes in Anna Maria often feature open floor plans, inviting natural light, and lush gardens that blend seamlessly with the surrounding landscape. With their unique character and intimate charm, these homes are perfect for families, retirees, or anyone looking to escape the hustle and bustle of city life. Many are just a short stroll from the beach, allowing residents to enjoy sun-soaked days and starlit nights by the sea.

Whether you’re looking for a vacation getaway or a permanent residence, Anna Maria’s cottage homes offer a unique blend of comfort and coastal elegance. Discover the magic of Anna Maria, where every day feels like a holiday!

Newest Anna Maria Homes with Cottage Architectural style

$359,000
3 Beds ⋅ 2 Baths ⋅ Clearview Sub SubDv. ⋅ 33713 Zip Code
Don't miss this incredible opportunity to own a fully furnished, turnkey home in the heart of St. Petersburg! Ideally located just 10 minutes from vibrant Downtown St. Pete, 17 minutes from the Gulf beaches, and only 20 minutes to Tampa International Airport, this move-in-ready gem offers the perfect combination of comfort, convenience, and style. Featuring a desirable split-bedroom floor plan with 3 bedrooms and 2 bathrooms, this home has been thoughtfully updated and meticulously maintained. Major improvements include a 2024 HVAC system, a 2016 roof, and double-pane windows, with the home's interior renovations completed in 2016. Step inside to find a bright and welcoming sunroom with a dining area, where walls of windows fill the space with abundant natural light. The open-concept kitchen serves as the heart of the home, overlooking the living room and creating the perfect space for entertaining family and friends. The kitchen features granite countertops, stainless steel appliances, and tile flooring, while both bathrooms showcase stylish vanities with granite countertops and beautifully tiled tub surrounds. Additional features include ceiling fans with integrated lighting, ample storage, and tasteful finishes throughout. Outside, you'll appreciate the fully fenced backyard, perfect for pets, play, gardening, or simply relaxing in your own private outdoor space. A covered carport with additional storage adds convenience, while the transferable Truly Nolen drywood termite warranty offers added peace of mind. Nestled on a quiet dead-end street with minimal traffic, you'll enjoy a peaceful setting while remaining just minutes from shopping, dining, and everyday conveniences, including Sam's Club and Publix. Whether you're looking for a primary residence, a seasonal getaway, or an investment opportunity, this beautifully furnished home is truly move-in ready. Schedule your private showing today and discover how easy it is to start enjoying the St. Petersburg lifestyle! NO FLOOD INSURANCE NEEDED.

3260 36th Avenue N, St Petersburg
$315,000
2 Beds ⋅ 1 Baths ⋅ Crestmont SubDv. ⋅ 33710 Zip Code
EXCEPTIONALLY CUTE HOUSE. Ideally located close to the beaches and to downtown St Petersburg. This open floor plan home is surrounded by hurricane-rated windows and doors (2020) allowing an abundance of natural light throughout all the rooms. Besides the 2 bedrooms and 1 bath you have a den or flexible little space for an office or other needs. Stunning kitchen with customized cabinets, quartz countertops and stainless-steel appliances. Luxury Vinyl flooring throughout the house. Inside utility and laundry room for your convenience with extra storage and shelves. New roof in (2020), plumbing and electric (2020), tankless water heater (2020), SEER 18 HVAC (2021), thermostat, switches/dimmers, keyless entry. Well for irrigation (2021), NEMA 14-50 EV charger by the parking pad on the back yard. Another exceptional feature is the expansive private and totally vinyl fenced backyard with double gate and plenty space for a pool, boat, parking, new garage, gazebo, carport, anything your imagination desires. It is great for sunbathing, relaxing watching the stars or to entertain a nice group of family and friends. Make living and relaxing seem like a breeze.

5458 6th Avenue N, St Petersburg
$769,999
3 Beds ⋅ 2 Baths ⋅ Excelsior Sub SubDv. ⋅ 33603 Zip Code
Welcome to an almost-new Key West–style cottage in the heart of historic Tampa Heights—where timeless charm, modern comfort, and one of Tampa’s most vibrant urban lifestyles come together beautifully. Just moments from Armature Works, the Tampa Riverwalk, neighborhood parks, and nearby public and private schools, this home places you right in the center of everything buyers love about Tampa Heights. Downtown Tampa, Channelside, Water Street, and Ybor City are all less than 10 minutes away, while Tampa International Airport is approximately 20 minutes from your door. From the moment you arrive, the home makes a memorable first impression with its inviting oversized front porch and distinctive arched entry door. Step inside and you’ll immediately notice the craftsmanship, thoughtful design, and attention to detail that make this residence feel truly special. Designed with beauty, efficiency, and everyday comfort in mind, this 3-bedroom, 2-bath home offers an open great room that is ideal for entertaining, relaxing, or gathering at the end of the day. Outside, enjoy Florida evenings around the gas backyard fire bowl, bike along the Riverwalk, or stroll to dinner at Armature Works and take in sunset views over the Hillsborough River. Custom built in 2021, this home offers the ease and confidence of newer construction while capturing the character and charm that makes Tampa Heights so desirable. Furnishings are negotiable if desired, creating a potentially exceptional turnkey opportunity in one of Tampa’s most connected and sought-after neighborhoods.

3016 N Massachusetts Avenue, Tampa
$449,900
4 Beds ⋅ 2 Baths ⋅ Hamners Marjory B First Add SubDv. ⋅ 33603 Zip Code
Located in the heart of Tampa, this 4-bedroom, 2-bath home has been completely remodeled and features many upgrades both inside and out. From the white picket fence to the stone-like paver driveway that leads to a peaceful courtyard fountain, this move-in ready home is a peaceful outdoor oasis for relaxing and equipped for entertaining family and friends.. Inside, the beautiful wood floors, and calming, fresh colors provide a peaceful backdrop to get away from the hustle and bustle of the city. An open layout facilitates a space where everyone can be involved in activities and conversations from anywhere. The bright and cheerful kitchen, enhanced by the skylight, is designed to be efficient and comfortable with plenty of storage. All bedrooms are spacious, have large closets, and plenty of room for additional furniture. The fourth bedroom, just off the living room, can also serve as an office or playroom. Exiting the laundry room, you will enter a screened-in porch. This is the perfect place to listen to the birds sing while enjoying a cup of coffee in the morning, read a book on the slider bench in the afternoon, or, in the evening, select a soothing color on the cafe lights, and enjoy a nice glass of wine. Outside the screened patio, you will find a beautifully landscaped, fenced-in back yard oasis. No matter which direction you look, you’ll see that each space is created with purpose. The hot tub under the canopy is a favorite on the cool Florida nights or after a hard day at work. There is a cozy sitting area to spend time with friends, a nearby BBQ, and an al fresco dining area under the giant oak tree. For even more fun, challenge your family and friends to a putting contest on your very own putting green. Day or night, this yard has something for everyone. Mechanically, the home has a new air conditioning system (Jan. 2024), water heater (2023), metal roof (2019), refrigerator, disposal, as well as recent termite treatment, promising years of worry-free ownership. The solar system is four years old and keeps the electric bill to a minimum.

2301 W Idlewild Avenue, Tampa
$390,000
3 Beds ⋅ 2 Baths ⋅ Lesleys SubDv. ⋅ 33603 Zip Code
Rare DUPLEX in the heart of Old Seminole Heights! Whether you're an investor looking to add a strong cash-flowing asset to your portfolio or a savvy house hacker looking to offset your mortgage with rental income, opportunities like this are few and far between. Offering two completely separate residences on one property, this unique investment combines privacy, character, and long-term income potential in one of Tampa's most desirable rental markets. Most recently leased for $1,700 and $1,750 per month, this property offers proven income potential from day one. Unlike a traditional duplex, these are two completely detached homes with no shared walls, giving each residence the feel and privacy of a single-family home. The front 1-bedroom, 1-bath 658sqft main house immediately stands out with its distinctive Cape Cod-inspired cedar shingle exterior—a rare architectural style that adds charm and timeless character. Inside, you'll find fresh interior paint, newer windows, white shaker cabinetry, granite countertops, wood-look laminate flooring, a spacious walk-in closet, in-unit laundry, and a full kitchen appliance package including the refrigerator, range, microwave, and dishwasher. Privately tucked behind the main home is a detached 2-bedroom, 1-bath 680sqft carriage house with its own alley access and off-street parking, creating an ideal setup for long-term tenants, multigenerational living, or an owner-occupant looking to generate passive income. A privacy fence separates the two homes, creating the feel of two independent residences rather than a typical duplex. Each home features its own water, sewer, and electric meters, central heat and air, and private laundry, making ownership and management simple. Major improvements include roofs and water heaters replaced in 2018, HVAC systems installed in 2019 and 2020, termite tenting completed in 2018, and more. Additional storage is conveniently located beneath the carriage house. Located in the heart of highly sought-after Old Seminole Heights, you'll be just minutes from neighborhood favorites including award-winning restaurants, breweries, coffee shops, parks, Downtown Tampa, Armature Works, and the Tampa Riverwalk. Investment opportunities with this level of character, privacy, and flexibility rarely become available in Seminole Heights. Whether you're building long-term wealth through rental income or looking for one of the best house-hacking opportunities on the market, this is a property you'll want to see.

405 E Cayuga Street, Tampa
$354,999
2 Beds ⋅ 1 Baths ⋅ Pinehurst SubDv. ⋅ 33770 Zip Code
Coastal Cottage Living...Just Over the Beach Bridges! Welcome to this charming Belleair Bluffs Beach Cottage where coastal living meets small-town charm. Perfectly tucked away just minutes from the Gulf's award-winning beaches, this beautifully updated home offers the lifestyle buyers dream about. Imagine spending your mornings at a neighborhood café, afternoons on Belleair Beach or Indian Rocks Beach, evenings enjoying waterfront dining, or teeing off at nearby championship golf courses and private country clubs. Boutique shopping, grocery stores, medical facilities, marinas, boat ramps, the Pinellas Trail, and countless local restaurants are all just minutes from your doorstep. Inside, this inviting cottage has been thoughtfully updated while maintaining its timeless character. Perfect for retirement or first time home buyer. Suitable for and has previously been run as a vacation rental. The remodeled kitchen features granite countertops, shaker-style cabinetry, stainless steel appliances, and a center island. Engineered hardwood flooring flows throughout the home, complemented by unique architectural ceiling details and abundant natural light. Step outside into your own private backyard tropical landscaped oasis featuring driveway and back porch paver improvements, a spacious fenced yard, solar and low voltage landscape lighting, screened porch, utility room with laundry, and detached storage shed. Major improvements provide added confidence, including a 2018 roof, newer 2023 HVAC system, double-pane windows, a newly permitted sewer line replacement from the home to the public tap reflecting the seller's continued investment in maintaining and improving the property. This Belleair Bluffs gem offers the rare combination of location, charm, thoughtful updates, and the relaxed Florida lifestyle.

621 Mehlenbacher Road, Belleair Bluffs
$499,000
4 Beds ⋅ 2 Baths ⋅ Deanes Percy SubDv. ⋅ 33603 Zip Code
Welcome to this beautifully maintained Riverside Heights home offering exceptional flexibility with a private attached guest apartment. An increasingly rare find less than two miles from Downtown Tampa. Situated on an oversized lot, the property combines comfortable everyday living, modern updates, abundant outdoor space, and the potential for multigenerational living or supplemental rental income. The light-filled main residence features three bedrooms, a fully renovated bathroom and an open, airy floor plan that creates an easy flow between the living and dining areas. Warm wood-look flooring extends throughout the primary living spaces, while a distinctive sliding barn door adds character. The bright kitchen offers crisp white cabinetry with generous storage. With many of the home’s major improvements already completed, this home is move-in ready and prepared for its next chapter. A standout feature is the private guest apartment, thoughtfully designed to function independently from the main home. The suite includes its own designated parking area, private side entrance, a full kitchen, full bathroom, washer and dryer, and a dedicated AC Mini-Split system. Outside, a fenced red-brick courtyard gives the suite its own inviting private outdoor retreat. This versatile space is ideal for extended-stay guests, multigenerational living, a private home office, fitness or recreation studio, or potential short term rentals.* The oversized, fully fenced backyard provides an impressive amount of space for pets, play, gardening or future outdoor enhancements. A large covered patio with a ceiling fan offers a shaded setting for dining, entertaining or relaxing year-round, while mature trees contribute privacy and character. A storage shed provides additional convenience. Located in one of Tampa’s most desirable urban neighborhoods, this Riverside Heights property places you just minutes from Armature Works, Ulele, the Tampa Riverwalk, Water Works Park, several popular restaurants, entertainment and cultural attractions of Downtown Tampa. Whether you are searching for a primary residence with room to grow, a flexible multigenerational layout or a home with potential supplemental-income opportunities, this unique property delivers space, versatility and an outstanding Tampa location. *Buyer should independently verify zoning, permitting, leasing eligibility and any restrictions governing rental or income-producing use.

3913 N Lynn Avenue, Tampa
$447,500
3 Beds ⋅ 2 Baths ⋅ West Bay Manor SubDv. ⋅ 33770 Zip Code
INCREDABLE REMODEL right down to the plumbing. At the end of the cul-de-sac in a quant little neighborhood off West Bay Dr., directly across from HCA Largo Hospital sits 1516 Adele Place with 3 bedroom, 2 baths and nothing but WOW! Less than 4 miles to Indian Rocks Beach and 3.2 miles to the Belair Causeway boat ramp. This remodeled from top to bottom 3-bedroom, 2-bathroom home is tucked into a huge lot WITH ROOM for an Accessory Dwelling Unit (ADU) and Pool and all your toys to boot. Yes, there's that much room. The property, NO corner left unattended and All work has professionally completed. ALL NEW.... "roof, windows, doors, floors, plumbing, electric panel, appliances, fixtures, driveway, cabinets, counters, an 8x12 tuff shed and so much more". Act quickly and schedule your private showing TODAY. This property would be an exceptional Airbnb, VRBO / short term rental / Pad Share etc. The possibilities are endless. Contact your favorite Realtor Today.

1516 Adele Place, Largo
$464,900
3 Beds ⋅ 2 Baths ⋅ Hanleys Sub SubDv. ⋅ 33603 Zip Code
Historic Charm. Modern Peace of Mind.Experience the timeless character of this beautifully preserved 1920s bungalow, thoughtfully updated to blend classic architectural charm with today’s modern conveniences. The beautifully renovated kitchen features elegant quartz countertops and solid wood cabinetry, creating the perfect balance of vintage character and modern living. Luxury vinyl plank flooring flows throughout the home, complementing its timeless appeal with durability and easy maintenance. Thoughtfully preserved original details—including charming built-in cabinetry and generous linen storage in the main bathroom—celebrate the craftsmanship that makes historic bungalows so beloved.Major capital improvements provide lasting peace of mind, including a new asphalt fiberglass shingle roof (2022), complete drain line and sewer line replacement with whole-home re-piping (2022) by Benjamin Franklin Plumbing, a 150-amp electrical panel upgrade (2020), new ductwork (2020), and a 2.5-ton Bryant heat pump A/C system (2016). The home also features a whole-house 3-stage water filtration system with premium catalytic carbon filtration and a built-in scale inhibitor.Outside, the detached garage offers exceptional flexibility for parking, additional storage, a workshop, or the opportunity to create a future guest house, home office, or income-producing ADU (buyer to verify zoning and permitting).Located in the heart of historic Seminole Heights, this home is just a short walk (approximately 1 mile) from the Hillsborough River and benefits from ongoing Riverwalk expansions that continue to improve connectivity and outdoor recreation throughout the area. Nearby, the major $800 million redevelopment of Robles Park Village is bringing significant new investment, community amenities, and neighborhood improvements—further elevating the long-term value and appeal of this location.With inviting curb appeal and a prime Seminole Heights address, this move-in-ready home offers the rare combination of authentic 1920s charm, thoughtful updates, and lasting peace of mind.

813 E New Orleans Avenue, Tampa
$329,900
3 Beds ⋅ 2 Baths ⋅ Caledonia Sub SubDv. ⋅ 33709 Zip Code
Step into total peace of mind with this meticulously maintained, fully turnkey home in a highly desirable St. Petersburg location. Situated in a Non-Flood Zone and perfectly positioned just 15 minutes to vibrant Downtown St. Pete and the shores of Treasure Island Beach. Offering incredible value with every major component proactively updated. The home boasts an unexpectedly expansive open concept living and dining area. This intelligent layout maximizes every bit of the footprint, offering a seamless, light-filled space with plenty of room to play, gather, and entertain. Step outside to a private backyard retreat ready for al fresco dining, complete with 2024 water and electric hookups ready for a hot tub. Upgraded with a NEW Roof (2024), Electrical Panel (2025), PVC Plumbing (2023), Tankless Water Heater (2025), NEW dishwasher (2025), NEW toilets, and refreshed bath fixtures, plus a reliable Rheem HVAC (2017) professionally serviced annually for peak performance. This home delivers zero big ticket worries from day one. Schedule your private tour today and start living the St. Pete lifestyle with zero big-ticket worries!

4924 45th Avenue N, St Petersburg
$649,000
4 Beds ⋅ 2 Baths ⋅ Shoreacres Center SubDv. ⋅ 33703 Zip Code
Completely renovated from the studs up, this exceptional home sits on a double lot, and offers the perfect blend of modern design, quality craftsmanship, and peace of mind. Every major system has been replaced, including all-new framing, plumbing, electrical, and a brand-new tankless water heater, creating a truly move-in-ready home. The thoughtfully redesigned open-concept floor plan includes an additional bedroom and centers around a stunning chef's kitchen featuring custom cabinetry, designer lighting, an oversized quartz island with ample seating, sleek quartz countertops, and brand-new GE stainless steel appliances—perfect for entertaining and everyday living. Additional upgrades include a new roof (2020), new HVAC system (2020), brand-new irrigation, fresh front-yard sod, and a low-maintenance backyard complete with premium artificial turf, a fully fenced yard, Trex decking, and a heated spa—your own private outdoor retreat. Ideally located just minutes from vibrant Downtown St. Petersburg, enjoy convenient access to award-winning restaurants, shopping, waterfront parks, the Recreation Center, and the new YMCA facility. This is a rare opportunity to own a beautifully reimagined home in one of St. Pete's most desirable locations.

1819 Maryland Avenue Ne, St Petersburg
$305,000
2 Beds ⋅ 2 Baths ⋅ Ardmore Place Rep SubDv. ⋅ 33756 Zip Code
Virtually Staged. This beautifully renovated, MOVE IN READY home offers exceptional value in the Ardmore Place neighborhood of Clearwater. Situated on an oversized DOUBLE LOT totaling just under a 1/4 acre, this property combines the peace of mind of a complete renovation with the outdoor space that today's buyers are searching for. Step outside and discover your own private backyard retreat perfect for entertaining with friends and family. The expansive yard provides endless possibilities for gardening, furry friends, boat/RV storage or simply enjoying the Florida lifestyle. Relax year-round on the spacious 326 sq. ft. screened porch, gather around the paver fire pit patio and enjoy the convenience of a storage shed and new fencing. Adding even more value, the property qualifies for an Accessory Dwelling Unit (ADU) of up to 750 sq. ft. (buyer to verify with the local municipality), creating incredible potential for a guest house, home office, multigenerational living or future rental income. Inside, you'll appreciate the peace of mind that comes with extensive renovations throughout. Nearly everything is BRAND NEW, including the electrical panel and system (2026), plumbing (2026), HVAC system and air handler (2026), hot water heater (2026), storm impact windows (2026), drywall, interior and exterior doors, porcelain wood-look flooring, completely remodeled kitchen and beautifully updated bathrooms with stylish tile and modern fixtures. Every major system has been thoughtfully updated so you can simply move in and enjoy! This is an ideal home for a first-time homebuyer, downsizer, or investor as this home combines modern updates, exceptional outdoor living and future expansion potential in one outstanding package. Conveniently located just 4 miles from Clearwater Beach and the award-winning Gulf beaches, you'll also enjoy easy access to shopping, dining, parks, and entertainment.

1362 Milton Street, Clearwater
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