Pinellas Homes with Cottage Architectural style

Pinellas Homes with Cottage Architectural style

Welcome to Pinellas County, Florida—a hidden gem nestled along the Gulf Coast, where sun-drenched beaches meet vibrant communities. Known for its stunning coastlines, Pinellas is home to charming towns like St. Petersburg and Clearwater, both offering a rich tapestry of culture, recreation, and a laid-back lifestyle that residents adore. With an average of 361 sunny days per year, outdoor enthusiasts can revel in activities such as boating, fishing, and exploring the beautiful parks that dot the county.

One of the most enchanting architectural styles you'll encounter in Pinellas is the cottage home. These delightful residences exude charm and character, often featuring quaint details like gabled roofs, inviting porches, and beautifully landscaped gardens. The cottage style is perfect for those seeking a cozy retreat, seamlessly blending indoor and outdoor living spaces that encourage relaxation and connection with nature.

Cottage homes in Pinellas County often embody the coastal lifestyle, with bright, airy interiors that reflect the sun-kissed surroundings. Imagine sipping your morning coffee on a charming porch, surrounded by lush greenery and the gentle sound of waves in the distance. Whether you’re looking for a seasonal getaway or a permanent residence, these homes provide a warm and welcoming atmosphere that feels like a storybook come to life.

In Pinellas County, the combination of stunning natural beauty and the inviting cottage architectural style creates a unique living experience that is hard to resist. Discover your dream home in this coastal paradise, where every day feels like a vacation.

Newest Pinellas Homes with Cottage Architectural style

2 Beds ⋅ 3 Baths ⋅ Indian Beach Re-Revised SubDv. ⋅ 33785 Zip Code

Offered at $2,195,000, 2706 Gulf Blvd is a completely reimagined, turnkey coastal residence just steps from the Gulf of Mexico in the heart of Indian Rocks Beach. Positioned on the desirable west side of Gulf Boulevard and offered fully furnished, this exceptional property combines the feel and finish of a newly completed home with Commercial Tourist (CT) zoning and short-term vacation-rental potential. Virtually every component has been replaced, upgraded or thoughtfully redesigned. Major improvements include a new roof, 200-amp electrical service, new plumbing and PVC sewer lines, front and rear backflow improvements, natural gas, gas heat, tankless hot water heater, new HVAC systems including a mini-split in the Florida room, and approximately 100 additional square feet of conditioned living space. All exterior windows and doors are high-impact hurricane rated. Special attention was also given to coastal resilience. All entry points are equipped with custom FlowStop aluminum flood barriers, providing an additional layer of protection against potential water intrusion. Combined with impact-rated windows and doors, updated underground plumbing and backflow improvements, the home has been thoughtfully upgraded for coastal living. Inside, everything has been transformed with new tile flooring, interior doors, closets, lighting, finishes and fixtures. The kitchen features new cabinetry, stone countertops and Kitchen Aid, stainless steal appliances. All three bathrooms are completely new, including a shower added to the former half bath. An interior wet bar, new washer and dryer, alarm and security camera systems complete the turnkey interior. Outside, a new heated in-ground pool anchors a private resort-style setting surrounded by new pavers, artificial turf, fencing, landscaping, trees and plantings. Additional improvements include a sprinkler system, storage shed, hot-and-cold outdoor shower, exterior lighting and fully pavered driveway. The property is offered FULLY FURNISHED with new furniture, TVs, Bose soundbars, linens, towels, smallwares and household essentials—ideal for a buyer seeking a turnkey beach residence or furnished investment property. Adding to its appeal is CT zoning and the absence of HOA or condominium leasing restrictions, providing flexibility for primary residence, second-home or short-term vacation-rental use, subject to applicable City of Indian Rocks Beach registration, licensing and operating requirements. Just steps from the beach, the property offers the walk-to-the-Gulf lifestyle sought by vacationers and second-home buyers alike. Whether enjoyed as a luxury residence, Florida beach retreat or furnished income-producing vacation property, 2706 Gulf Blvd delivers a rare combination of beach proximity, extensive new improvements, private heated pool, hurricane protection, dedicated flood-mitigation features, flexible zoning and turnkey furnished delivery in one of Pinellas County's most desirable Gulf Coast communities.

2706 Gulf Boulevard, Indian Rocks Beach

4 Beds ⋅ 3 Baths ⋅ St Petersburg Investment Co Sub SubDv. ⋅ 33713 Zip Code

Welcome to this historic Craftsman bungalow radiating authentic charm, character, and versatility in Historic Kenwood. This unique compound features a standalone 2-bedroom, 2-bathroom main house alongside a detached garage and a fully independent Accessory Dwelling Unit (ADU). The spacious ADU offers a complete 2-bedroom, 1-bathroom floor plan with its own full living room, kitchen, dedicated address, and electric meter—delivering incredible potential for rental income, multi-generational living, or a private home office setup. Real hardwood floors run throughout both the main house and the ADU, perfectly complementing the home's historic architectural details. Out back, enjoy a private, low-maintenance outdoor oasis featuring a fully turfed backyard completely enclosed with a low-maintenance vinyl fence. Situated on a desirable corner lot, another highlight is the expansive driveway leading to the detached garage, providing rare and abundant off-street parking for multiple vehicles. Major high-ticket system updates: All three structures feature durable metal roofs installed in 2021, all water lines were updated with PVC in 2023, and the ADU boasts a newer A/C system. Enjoy the unbeatable Historic Kenwood lifestyle—just minutes from the Grand Central District, downtown St. Pete, local parks, and top dining. Call me to schedule your private showing today!

2363 4th Avenue N, St Petersburg

2 Beds ⋅ 1 Baths ⋅ Harrells Addie B Sub SubDv. ⋅ 33706 Zip Code

How'd you like to live just two blocks from the Gulf of Mexico? Dreams become a reality with this charming Beach Bungalow home located near Sunset Beach at the southern tip of Treasure Island. Eclectic homes and true beach vibes await you. With sugar, white sand beaches, and beachfront bars within a short distance of your new home. It's an ideal location for either a weekend retreat, second home, or an Investment Property. Recent updates give it an open-air coastal feel with new vinyl floors, all-new appliances, custom cabinets, new interior doors, new electrical wiring, an updated electrical panel, newer windows, and Hardie Board exterior siding as well as interior. The backyard is fenced in and has potential for a fire pit and BBQ area for additional living space. Roof is in excellent condition and is approximately 10 years old. A one-car garage could easily be converted into additional living space or small separate quarters; there is a washer and dryer hook-up already installed. A Paved circular driveway greets you upon arrival. Nestled away on a quiet street, you're still a short distance from shopping, restaurants, Publix, and the beach. Sandy Shores and Salty Doors await your arrival.

129 94th Avenue, Treasure Island

2 Beds ⋅ 2 Baths ⋅ Sheryl Manor Unit 1 Pt Rep SubDv. ⋅ 33710 Zip Code

Rare privacy this close to downtown St. Petersburg! Tucked away on a quiet cul-de-sac street, this light-filled 2-bedroom, 2-bath home sits on more than a quarter acre and offers an exceptional sense of seclusion. The beautiful primary suite features a private en-suite bathroom and abundant natural light. Bedroom 2 includes an attached private bonus room—ideal for a home office, sitting room, or potential conversion into a third bedroom. Gorgeous white terrazzo flooring flows throughout much of the home, complemented by luxury vinyl flooring in the rear flex space. Recessed lighting, fresh interior and exterior paint, new kitchen cabinetry, energy-efficient impact windows, a high-quality water-filtration system, and a durable metal roof provide comfort, efficiency, and lasting value. Outside, the expansive yard offers ample room to explore adding living space, a large pool, or an incredible outdoor-entertaining area. Towering pine trees create a beautiful natural backdrop with no immediate rear neighbor, while the home’s placement on the oversized lot provides additional privacy from neighboring homes on both sides. Relax on the charming front porch and enjoy a peaceful setting—all just minutes from vibrant downtown St. Petersburg. A truly special property offering space, flexibility, privacy, and possibilities rarely found this close to the city!

6100 35th Avenue N, St Petersburg

2 Beds ⋅ 1 Baths ⋅ Tamarac By The Gulf SubDv. ⋅ 33776 Zip Code

Virtually Staged. FULLY UPDATED and MOVE-IN READY! Welcome to Tamarac, a desirable 55+ community in Seminole where much of the work of homeownership is already taken care of for you! Step inside and you'll immediately appreciate the extensive updates throughout this 2-bedroom, 1-bath, 1-car garage home. The kitchen has been completely reimagined with soft-close cabinetry, quartz countertops, recessed lighting, and stainless steel appliances. New LVP flooring and fresh interior paint create a bright, cohesive feel throughout, complemented by updated light fixtures, outlets, and switches. Newer windows add even more natural light --and efficiency -- making this home feel fresh, comfortable, and truly move-in ready! The finished Florida room provides additional living space with beautiful terrazzo flooring and can easily serve as a dining room, home office, entertaining space, or relaxing retreat. A private patio just off the Florida room extends the living space outdoors. Additional updates include a newer flat roof, A/C system with LED blue-light purification, and stackable washer and dryer (inside). The double driveway provides plenty of off-street parking for up to 4 cars. The real standout, however, is the lifestyle. The $251 monthly HOA fee includes lawn maintenance and irrigation, water, sewer, and trash, as well as exterior home painting and roof pressure washing (every 8–9 years). That's a remarkable amount of maintenance handled for you, allowing you to enjoy the benefits of a single-family home without the constant upkeep. Even better, the home is NOT located in a flood zone. And when it comes to everyday convenience, it's hard to beat the location. Publix, several restaurants, a hardware store, and other essential amenities are all within close proximity. When you're ready to enjoy the Florida lifestyle, the Gulf beaches, parks, golf, shopping, and additional dining are all just minutes away. Tamarac is also pet-friendly, allowing up to two dogs with no size restrictions. If you're looking for the ease of condo living but want the privacy and independence of a single-family home, this one checks all the boxes! Updated, low-maintenance, pet-friendly, outside the flood zone, and incredibly convenient—this is an opportunity to spend less time maintaining your home, and more time enjoying the Florida Lifestyle!

14023 94th Place, Seminole

2 Beds ⋅ 1 Baths ⋅ Delmonte Sub SubDv. ⋅ 33712 Zip Code

A nice sized 2 bedroom 1 bath home with nice sized lot and a 3-4 car concrete driveway. This home is located near the Tropicana Field, the Interstate and Downtown with all of its restaurant and music. A bus stop is nearby making commuting convenient. House should qualify for down payment assistance.

2329 15th Avenue S, St Petersburg

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

A first-floor corner home in Gulfport's Town Shores with a covered carport spot (furnishings negotiable)—a welcoming 55+ waterfront community on Boca Ciega Bay—does not come along every day- this one. This bright 2-bedroom, 2-bath Jamison House residence offers 1,170 square feet, windows on three sides, mature landscaping and true ground-floor living. The lifestyle begins right outside your door with one of the community's four heated pools—The Jamison's pool was just renovated and is HEATED year round, directly off your back patio - plus tennis, pickleball, bocce, shuffleboard, fitness room, saunas, billiards, library, ballroom, marina and kayak launch. Historic Gulfport’s beach, Williams Pier, restaurants, colorful shops and live entertainment are only a few blocks away. The seller reports that this unit did not experience interior flooding during the 2024 hurricanes. Inside, white Shaker-style cabinetry, warm butcher-block countertops and stainless steel appliances give the updated kitchen a crisp coastal feel. The split-bedroom layout adds privacy, while the spacious primary suite offers an updated private bath and walk-in closet. A garden-view Florida room works beautifully as an office, reading room or morning-coffee retreat, and tile flooring keeps upkeep simple. Less upkeep, more Gulfport—and a first-floor corner unit worth seeing. All information to be verified with the HOA. Boat slips are available on a 1st come 1st serve basis.

2960 59th Street S Unit 101, Gulfport

4 Beds ⋅ 2 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code

Seller agrees to offer $10k to buyer for closing costs or rate buy down at closing! Over $100,000 in upgrades—including a brand-new 400 sq ft addition with two new bedrooms and a luxurious master bathroom—have transformed this charming Gulfport home into a modern retreat. Enjoy the best of both worlds: perfectly situated along the vibrant Pinellas Trail for biking, jogging, and leisurely walks, yet tucked away on a remarkably quiet corner lot that offers serenity and privacy. Located just 5 minutes from world-famous St. Pete Beach, this move-in ready home sits in a no-flood zone and features a brand-new roof (2025), new gutters, fresh exterior paint, new fencing, new electrical upgrades, and a tent treatment for termites completed in 2025—offering true peace of mind and low-maintenance living for years to come. Step outside your door and experience the best of Gulfport’s thriving coastal lifestyle. From the legendary weekly farmers market and 500-foot fishing pier to boutique shopping, local art galleries, and waterfront dining, you’re just minutes from everything this dynamic community has to offer. Don’t miss your chance to own this beautifully remodeled, corner-lot home in a rapidly appreciating neighborhood—schedule your private showing today and make this exceptional property yours!

1419 55th Street S, Gulfport

2 Beds ⋅ 2 Baths ⋅ Sunset Point 2nd Add SubDv. ⋅ 33755 Zip Code

Welcome to your slice of Florida sunshine! Tucked on a beautiful street just minutes from Downtown Dunedin's restaurants, breweries, shops, and festivals, this completely renovated, move-in-ready cottage is bursting with charm. Inside, you'll find 2 bedrooms, 2 full baths, PLUS a dedicated office that flexes beautifully into a third bedroom. Step inside and fall in love with the bright, open floor plan and fresh, stylish finishes — every inch has been done for you, so just bring your boxes! Out back? A large backyard with room to dream big: add a pool, plant a garden, or create the ultimate sunset-watching retreat. And what a location! Just moments from the water, where jaw-dropping sunsets and sparkling water views are simply part of your evening routine. Hop on the nearby Pinellas Trail for a morning ride or sunset stroll, and you're a quick ride to Downtown Dunedin! Better yet — high and dry with NO flood zone! Renovated, flexible, and moments from the water, the trail, and downtown — homes like this don't come around often!

1945 Overbrook Avenue, Clearwater

2 Beds ⋅ 1 Baths ⋅ Lellman Heights 1st Sec SubDv. ⋅ 33714 Zip Code

Welcome home to this charming cottage that has been fully restored and styled to honor its historic origins! You'll find that the new quartz countertops, matte black finishes and freshly installed luxury laminate flooring add subtle modern convenience to make this quaint home completely move-in ready. Once you're settled in, pour up a glass of your favorite beverage and enjoy your large back yard from within the fully screened-in back lanai. Have peace of mind knowing this house is sturdy sitting on a concrete perimeter footer and situated on one of the higher points in St Pete, NON FLOOD ZONE. The large yard is fully fenced in, with a double gate allowing for secure and discreet RV or boat storage. All major components have been updated recently: Roof was permitted in 2020 (with an extra degree of protection w/ peel and stick underlayment), AC, electric panel and water heater also updated around 2020. Schedule a tour today to start your next chapter!

3530 51st Avenue N, St Petersburg

3 Beds ⋅ 2 Baths ⋅ West Bay Manor SubDv. ⋅ 33770 Zip Code

$415,000.00 OLD HOUSE PROBLEMS GONE, JUST REDUCED $20,000 — You can buy an older Florida home and wonder what's hiding behind the walls... Or you can buy the one where we already dealt with it. 1516 Adele Place, Largo, FL. This 3-bedroom, 2-bath home has been remodeled from TOP TO BOTTOM — not just painted and given new countertops. NEW ROOF, NEW WINDOWS, NEW DOORS, NEW PLUMBING, NEW ELECTRICAL PANEL, NEW FLOORING, NEW KITCHEN, NEW APPLIANCES, NEW FIXTURES, NEW DRIVEWAY, 8' x 12' storage shed. AND THEN there's the LOT. Oversized 9,087 sq. ft. lot, Room to explore adding a pool, Potential space for an ADU (subject to applicable zoning/permitting), About 3.2 miles to the Belleair Causeway boat ramp, Less than 4 miles to Indian Rocks Beach, NO HOA, Tucked away at the end of a cul-de-sac, NOW $415,000. This isn't a cosmetic flip. It was renovated with the intention of doing the job RIGHT. 1516 Adele Place, Largo FL 33770. Ask your realtor for a private showing and come see for yourself what went into this renovation.

1516 Adele Place, Largo

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 10 minutes to vibrant Downtown St. Pete and 15 minutes to 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

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