Pinellas Homes with Cottage Architectural style

Pinellas Homes with Cottage Architectural style

Welcome to Pinellas County, Florida, a coastal gem nestled along the Gulf of Mexico, renowned for its stunning beaches, vibrant communities, and a lifestyle that embodies the essence of sunny Florida living. With its diverse array of attractions, from the world-famous Clearwater Beach to the charming shops and dining of Dunedin, Pinellas County offers a unique blend of relaxation and recreation. Whether you’re an outdoor enthusiast, a culture buff, or simply seeking a serene retreat, this county has something for everyone.

One of the most enchanting aspects of Pinellas County is its charming homes, particularly those featuring the beloved Cottage Architectural style. These delightful residences are characterized by their cozy, inviting designs, often featuring quaint porches, whimsical gables, and lush gardens. A cottage home exudes warmth and character, making it the perfect haven for families, retirees, or anyone looking to embrace a laid-back lifestyle in this picturesque setting.

Imagine sipping your morning coffee on a sun-drenched porch, surrounded by the fragrant blooms of your garden, or hosting friends for an evening barbecue in your backyard oasis. The cottage-style homes in Pinellas County often boast open floor plans that maximize space and light, making them ideal for both entertaining and everyday living. With many properties situated near the waterfront or within walking distance to charming downtown areas, you’ll find that the allure of cottage living is perfectly complemented by the vibrant lifestyle that Pinellas has to offer.

Explore the enchanting neighborhoods of Pinellas County and discover your dream cottage home, where every day feels like a vacation. Embrace the charm and warmth of cottage living in this idyllic Florida paradise!

Newest Pinellas Homes with Cottage Architectural style

$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

$400,000
2 Beds 2 Baths Oak Ridge 2 SubDv. 33710 Zip Code
Welcome to this oversized and charming Florida bungalow in St. Petersburg’s desirable Live Oaks neighborhood. Ideally located in a non-flood and non-evacuation zone, this move-in-ready, turnkey home offers valuable recent improvements, original character, exceptional outdoor living, and convenient access to downtown St. Petersburg, Gulf beaches, shopping, dining, and major transportation routes. Flood insurance is not required, and there are NO HOA fees and NO CDD fees. Major property updates include a NEW METAL ROOF installed in 2020, a NEW HOT WATER installed in 2026, NEW KITCHEN cabinetry and QUARTZ COUNTERTOPS completed in 2024, original HARDWOOD flooring refinished in 2024, and a NEW REFRIGERATOR added in 2026. Inside, the spacious open-concept living and dining area is filled with natural light and highlighted by beautifully refinished original hardwood floors. The hardwood flooring continues into the updated kitchen, with large windows that create a bright and inviting atmosphere. The oversized hall bathroom includes a large walk-in shower and a separate bathtub. The generously sized primary bedroom features a private full en-suite bathroom. The second bedroom is located across the hall, creating a comfortable split-bedroom layout. Both bedrooms provide direct access to the expansive screened lanai. A separate laundry room for the washer and dryer provide added everyday convenience. Designed for year-round Florida living, the 600-square-foot covered and screened lanai is a true extension of the home. This spacious outdoor living and entertaining area includes a sturdy wood deck, an intricate brick-paver patio, ceiling fans, and a television mount. It is ideal for relaxing, entertaining guests, or creating a private outdoor living room. The large, fully fenced backyard provides privacy and flexibility. The property includes double gated alley access, a spacious storage shed, and an extended driveway that may accommodate a boat, personal watercraft, RV, or additional vehicles. This is in addition to the front driveway that accommodates 4 autos for off street private parking. Enjoy a centrally located St. Petersburg home 5 miles from the white-sand Gulf beaches, 5 miles from downtown St. Petersburg, and minutes to Interstate 275. Only 3 blocks to the Sunrunner route. Tampa International Airport is approximately 25 minutes away. Nearby destinations and attractions include Gulfport, the St. Pete Pier, the Salvador Dalí Museum, Tropicana Field, Beach Drive restaurants and cafés, the Museum of Fine Arts, the Mahaffey Theater, Sunken Gardens, Boyd Hill Nature Preserve, Central Avenue shops and restaurants, downtown waterfront parks, local art galleries, breweries, entertainment venues, and the University of South Florida St. Petersburg campus. Convenient grocery and shopping options include Trader Joe’s, Whole Foods Market, Publix, The Fresh Market, Tyrone Square, and the retail, dining, and entertainment destinations throughout downtown St. Petersburg and along Central Avenue. Whether you are searching for a primary residence, Florida vacation home, second home, retirement property, or St. Petersburg investment property, this updated bungalow offers a desirable combination with limited restrictions and prime location. Experience the best of the St. Petersburg lifestyle, conveniently located near Gulf beaches, downtown St. Pete, Interstate 275, Tampa International Airport, dining, museums, parks, and waterfront attractions.

5016 Dartmouth Avenue N, 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

$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

$1,350,000
3 Beds 2 Baths Green Spgs SubDv. 34695 Zip Code
Welcome home to The Tupelo on 4th Cottage and Art Studio Property..... just behind the Gazebo! This iconic Safety Harbor property offers a blend of Historic and New with an incredible location in the heart of Safety Harbor! The charming 2-Story COTTAGE BUILDING (Approx 1,280 sq ft) fronting the 4th Ave N brick streets is a Wood-Frame Vernacular architecture structure featuring a wide front porch, wrap-around porch/Veranda, ADA Ramp/ Half Bathroom, and unique "fish scale" siding on the front gable - one of the most recognizable buildings in all of Safety Harbor. This historic property was maintained as a private residence until 2012 when it was converted in to Commercial use. For the last decade the front Cottage building as been used a LOCAL BOUTIQUE. The rear ART STUDIO BUILDING (Approx 840 sq ft) was built as an addition in 2014, and features separate entrance, 1 Office, Half Bath, Kitchenette area, high ceilings, Skylights and large open space. The two buildings are connected with an indoor hallway and also have separate entrances @ each end of the property. MOSAIC BENCH: The property is also home to a Custom 40-foot Mosaic Bench (with over 10,000 hand cut tiles!) inspired by Spanish Architect Antoni Gaudi'- a popular destination & photo location for Safety Harbor visitors. Myriad of Permitted and Conditional Uses offering flexibility and possibilities for this space: (MSM- Main Street Marketplace Zoning): Possible Uses: Residential, Multi-family, Art Gallery, Business and Professional Offices, Eating establishments/Taverns, Retail, Bed & Breakfast, etc. Buyers of this incredible property will enjoy the downtown lifestyle: 3rd Friday of every month (Evening Street Closure), Sip & Shop events, Sunday Markets next door at the Gazebo / 4th Ave N, July 4th & December Holiday Parades, and other Special Events. This unique property offers an amazing opportunity for the next Owner- please reach out for a private tour.

135 4th Avenue N, Safety Harbor

$371,168
2 Beds 1 Baths Floral Villa Estates SubDv. 33713 Zip Code
Virtually Staged. Welcome to your charming single-family oasis at 3152 13th Ave N, St. Petersburg! Located in the sought-after North Kenwood area! This cozy 828-square-foot home offers 2 bedrooms and 1 bathroom, perfect for those seeking comfort and functionality. Radiating with a northern exposure, the home is filled with beautiful natural light that accentuates its thoughtful design and warm atmosphere. Designed with both safety and style in mind, the property features hurricane shutters and window treatments. The windowed bathroom adds a bright, airy feel, while central AC and heating ensure year-round comfort. Thoughtful touches like private storage provide practicality and convenience. Step outside to enjoy the delightful outdoor amenities, including a private patio and courtyard – ideal for entertaining, relaxing, or soaking in the Florida sunshine. Gather with loved ones around the fire pit, or enjoy cooking outdoors in the dedicated barbecue area. The rain gutters, storm panels, and double-pane windows are functional additions that help keep the property well maintained. This well-appointed home embodies the perfect blend of charm, comfort, and outdoor living. Conveniently located near St. Petersburg beaches (6.4 miles), Publix, Aldi, and Winn-Dixie grocery stores (within 2.5 miles), Tyrone Mall (5 miles), and Mazzaro's Italian Market (1 mile). This is an opportunity you won't want to miss. The vacant lot fenced in beside this property is also for sale separately on MLS# TB8525727. Schedule your private tour of both properties today!

3152 13th Avenue N, St Petersburg

$360,000
2 Beds 2 Baths Golden Crest SubDv. 33713 Zip Code
Virtually Staged. PROPERTY HAS AN OPTION TO BE PURCHASED WITH A 2.95% INTEREST RATE! Why pay today's higher interest rates ? Qualified buyers may assume the seller's existing VA mortgage which could potentially offer savings of over $500 per month. Call for full details.- Situated in a NON-FLOOD ZONE with NO HOA! Recent updates include HURRICANE RATED IMPACT WINDOWS , a TANKLESS WATER HEATER , and A NEW HIGH EFFICIENCY HVAC system (2025) with a whole-home air filtration system and a warranty valid until February 2028 (includes two free cleanings/inspections per year).Step outside to a spacious, FULLY FENCED LARGE BACKYARD with plenty of room to entertain, let pets play, garden, or add the pool you've always envisioned. This private outdoor space offers endless possibilities for enjoying Florida's beautiful weather. Ideally located just minutes from Gladden Park Recreation Center, you'll enjoy convenient access to playgrounds, athletic fields, basketball courts, a recreation center with fitness and community programs, youth activities, and year-round events. The home is also close to downtown St. Petersburg, shopping, restaurants, schools, major commuter routes, and the area's award-winning Gulf beaches. Whether you're a first-time homebuyer, downsizing, or searching for a great investment opportunity, this move-in-ready home checks all the boxes. Don't miss your chance to make it yours - schedule your private showing today!

3242 Kingston Street N, St Petersburg

$627,000
2 Beds 2 Baths La Jolla Sub SubDv. 33755 Zip Code
Coastal charm and exceptional curb appeal define this beautifully updated bungalow, perfectly positioned in one of Clearwater's most sought-after neighborhoods, just 5 houses down from the picturesque waterfront along Edgewater Drive. Enjoy breathtaking Gulf sunsets, peaceful waterfront strolls, and the relaxed Florida lifestyle that makes this location so special. Situated on a fenced 50' x 125' lot with no HOA, this move-in-ready 2-bedroom, 2-bath home has been thoughtfully updated while preserving its timeless charm and character. From the adorable picket fence welcoming you home to the charming paver driveway, inviting front porch, and refreshed tropical landscaping, every detail creates a warm and inviting first impression. Inside, you'll find fresh interior paint, beautiful laminate wood-plank flooring, and a cozy living room centered around a wood-burning fireplace. The beautifully remodeled kitchen showcases quartz countertops, modern cabinetry, stainless steel appliances, and stylish finishes, while both bathrooms have been tastefully renovated, making this home truly move-in ready. Step into your own private backyard oasis featuring a sparkling swimming pool, a cozy fire pit, and plenty of room to entertain family and friends or unwind in the privacy of your tropical retreat. Whether you're hosting weekend gatherings, enjoying your morning coffee poolside, or relaxing beneath the stars after a sunset stroll along Edgewater Drive, this backyard was designed for the very best of Florida outdoor living. The location is truly exceptional. Just minutes from vibrant Downtown Dunedin, you'll enjoy award-winning restaurants, craft breweries, boutique shopping, the marina, and year-round festivals. Spend the day exploring the pristine beaches and nature trails of Honeymoon Island State Park, bike or walk nearly 50 miles along the Pinellas Trail, or take a short drive to the world-famous sands and crystal-clear waters of Clearwater Beach. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional home offers the perfect blend of timeless character, thoughtful updates, a private backyard oasis, and an unbeatable location where every sunset, every stroll, and every day captures the best of Florida coastal living.

1023 Granada Street, Clearwater

$475,999
3 Beds 2 Baths Grahams T W Sub SubDv. 33701 Zip Code
LOW MAINTENANCE HOME. COMPLETELY REMODELED. Benefits: High Elevation Benefits: X Flood Zone = No Flood Insurance. No damage ever reported from hurricanes. Xeriscape = No Mowing and No irrigation = Low Water Bill and Low (cost) maintenance. No HOA = Less monthly Expense. More flexibility. Pets welcome. Bring the motorcycle. Already renovated including extra insulation and upgrades = No capital expenditures and low electric bill. Renovations include roof, electric, kitchen, bathrooms, flooring, front entry, extra closets and shelving, landscaping, garage floor and pavers. Renovations and upgrades completed between 2017-2026 Lots of (large) windows to enjoy sunlight. Termite protection warranties in place. Last year inspected and Insurance approved. Recently painted inside and outside. One block street = little traffic. No thru traffic on Marion. We have neighborhood block parties. Friendly neighbors. We will introduce you! Great for Primary or Secondary Residence. Location: The new “Innovation District” is growing and we border Ingleside and the beautiful historic Roser Park. Walk or bike to the WATERFRONT, MARINA, Central Ave and restaurants and entertainment. 9th St Corridor improvement projects and Historic Gas Plant District Redevelopment. Central location in St Petersburg and close to I 275 for travel and convenience. Previously used as a short-term rental; any furniture or contents may be purchased under separate agreement. Golf carts allowed. E-bike and scooter rentals are available nearby.

1137 Highland Street S, St Petersburg

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