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

$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

$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

$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

$149,900
2 Beds 2 Baths Moon Lake Estates SubDv. 34654 Zip Code
WELCOME TO YOUR COUNTRY RETREAT at 12307 Eagle Lake Ave, New Port Richey, FL in Pasco County. This is a UNIQUE PROPERTY where the adjacent parcel is included in the sale. 12307 Eagle Lake Ave with TAX ID: 09-25-17-0040-04800-0170 sits on lots 17 & 18 (8991 sqft lot size) & 0 Eagle Lake Ave with TAX ID: 09-25-17-0040-04800-0190 sits on lots 19-20-21 (11,662 sqft lot size) for a total of 5 lots with 2 legal descriptions & just under 1/2 acre combined!!! Your updated single family home features 2 bedrooms, 1.5 bathrooms as well as 2 covered patio areas, 3 separate sheds/workshops, outdoor firepit & pergola/carport parking. This OVERSIZED parcel is located in Moon Lake Estates where there is NO HOA, NO CDD & not in a flood zone. Enjoy PRIVACY GALORE in this rural, wooded setting & fenced along the left side. As you step inside, you'll LOVE the FRESH interior paint in a warm neutral color & NEW floors elegantly dressed in luxury vinyl (no carpet anywhere!). SUNSHINE streams inside through the multiple windows illuminating the interior together with the BRIGHT light fixtures. The OPEN FLOOR PLAN consists of the kitchen, living & dining rooms. The REMODELED eat-in kitchen features expansive laminate counters, beadboard backsplash, double stainless steel sink, crisp white shaker-style cabinets with knobs, LED flush lights, WALK-IN PANTRY with RECLAIMED SHIPLAP on the walls & ceiling & newer appliances including a side-by-side fridge, microwave & GAS range serviced by propane (permitted). The wood tall pantry cabinet will convey with the sale. Create memories during mealtime in the dining area & then relax in SPACIOUS living room with a ceiling fan. The home is heated with a PHENOMENAL wood burning fireplace featuring built-in shelving, wood mantle & a stone hearth. The primary bedroom has DUAL CLOSETS & private en-suite. This private half-bathroom has a cabinet vanity with sink & water-saver toilet. As this bathroom is quite LARGE, the future owner can install a shower here and inside laundry hookups as the laundry is currently in the outdoor shed. In this split bedroom plan, the remaining bedroom is found on the opposite wing of the home. Both bedrooms can fit king-size furniture. The 2nd bedroom has a GIGANTIC WALK-IN room with 2 sets of 3x4 window blocks, wooden ledge as chair rail & beadboard wall accents. This room can EASILY be utilized as the office/den. This RENOVATED main bathroom features a SLEEK WHIRLPOOL/SPA BATH TUB, nice vanity with cultured marble counter, newer toilet & built-in shelves. Need space to tinker? NO PROBLEM! There is a LOT OF LAND to design you DREAM OUTDOOR OASIS! GORGEOUS GRANDFATHER OAK TREES reside on the property along with MATURE plants including TROPICAL bromeliads, amaryllis, aloe & Staghorn air plant. This property is serviced by 3 built-in AC units located in both bedrooms & the kitchen, private well & septic. Want to raise chickens? This property is IDEAL for chickens & your furry friends. As 2 parcels of land (5 total lots) are included, you can build a home on the adjacent lots for multi-generational living or investment! CASH OFFERS ONLY. Location is AMAZING near schools, beaches, medical plazas, shopping centers, restaurants, places of worship, airport & tourist attractions. MAKE THIS YOUR FUTURE HOME!

12307 Eagle Lake Avenue, New Port Richey

$449,900
4 Beds 3 Baths Meadow Lawn 12th Add SubDv. 33702 Zip Code
A rare opportunity in Meadowlawn: a fully remodeled 4-bedroom, 3-bath home with two private primary en-suites, a true split-bedroom floor plan, and no required flood insurance. At the time of listing, this is the only 4-bedroom, 3-bath home available in the area under $500,000. The light-filled interior has been redesigned with a refined European influence, combining clean architectural lines, warm white-oak-toned flooring, modern LED lighting, and an open layout that feels spacious and cohesive. The expanded kitchen features new appliances, contemporary cabinetry, generous workspace, and a dedicated pantry—creating a highly functional centerpiece for the home. Two separate en-suite bedrooms provide exceptional flexibility for multi-generational living, extended-stay guests, a private office arrangement, or anyone seeking additional separation and privacy. All three bathrooms have been thoughtfully renovated with modern tile, streamlined fixtures, and elevated finishes. Major improvements include a newer roof, updated HVAC system, renovated kitchen and bathrooms, new flooring, updated lighting, fresh landscaping, and an exterior storage shed. Large windows and multiple exterior doors bring in abundant natural light while enhancing the home’s open, airy character. Located in the high-and-dry section of Meadowlawn, the property is outside the designated flood zone, offering the significant financial advantage of no required flood insurance. The neighborhood is well suited for biking and is close to restaurants, shopping, grocery stores, schools, I-275, downtown St. Petersburg, and Tampa. Sawgrass Lake Park and its wildlife-viewing boardwalk are also nearby. A distinctive combination of layout, privacy, design, location, and value that is difficult to duplicate at this price point. Buyer to verify measurements, school information, flood-zone designation, and all property details.

7017 20th Street N, St Petersburg

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