Pinellas County Homes with Cottage Architectural style

Pinellas County 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 County Homes with Cottage Architectural style

1145 Charles Street, Clearwater
$360,000
2 Beds ⋅ 1 Baths ⋅ Peale Park SubDv. ⋅ 33755 Zip Code
Sweet Clearwater Charmer with Endless Potential! Location, Location, Location! Discover the charm and possibilities of this delightful 2-bedroom, 1-bath concrete block cottage, ideally situated between the Pinellas Trail and the waterfront in a sought-after residential neighborhood surrounded by beautiful, established homes. Enjoy a vacation-style setting with the convenience of a Clearwater address and the highly desirable Dunedin lifestyle! The Pinellas Trail and Charles Park are just half a block away, and charming Downtown Dunedin is golf-cart friendly from here! Situated on an oversized 50' x 133' lot, this sweet cottage offers plenty of opportunity to make it your own. The home features a bonus room, a deep one-car garage with washer and dryer, and a spacious backyard with a powered and lighted utility shed—perfect for extra storage, a workshop, or hobby space. There's also plenty of room to add a pool and create your own private outdoor paradise retreat! Additional highlights include zoning for Dunedin schools, roof approximately 2012, A/C approximately 2021, and a water heater approximately 2021. No flood zone! Whether you're looking for a charming home to personalize, an investment opportunity, or a property in a fantastic location to enjoy the best of the Dunedin lifestyle, this little gem is full of possibilities. Bring your vision and make it yours!

1145 Charles Street, Clearwater
5271 43rd Terrace N, St Petersburg
$284,900
2 Beds ⋅ 1 Baths ⋅ Hoeldtke Grove Sub SubDv. ⋅ 33709 Zip Code
Introducing this cottage-style home that is full of charm and character! This delightful home offers a welcoming retreat in a quiet neighborhood. An inviting front porch sets the tone, while the open and airy floor plan and abundant natural light create a bright, comfortable atmosphere. Beautiful oak floors add warmth and character, while the kitchen features durable tile countertops and a convenient high-top bar, perfect for casual dining. The adjoining dinette, with its tile flooring, provides a cozy spot to enjoy everyday meals. Step outside and embrace the simple pleasures of outdoor living on the covered patio deck, ideal for al fresco dining, morning coffee, or relaxing evenings. The spacious, fenced backyard offers a private setting with room for pets, play, gardening, and entertaining. A handy storage shed provides extra space for outdoor toys and equipment, and the garage includes a washer and dryer for added convenience. Located approximately 15 minutes from the popular Downtown District of St. Petersburg, known for great dining & shopping and less than 8 miles from St. Pete beach, this home offers an excellent opportunity to enjoy the lifestyle of St. Petersburg at its best! Don’t miss out on the opportunity to call this HOME!

5271 43rd Terrace N, St Petersburg
115 90th Avenue, Treasure Island
$699,000
3 Beds ⋅ 3 Baths ⋅ Herrons Sub 3 SubDv. ⋅ 33706 Zip Code
Just steps from the beach, this beautifully remodeled and fully furnished Treasure Island retreat offers the perfect combination of coastal charm, modern comfort, and effortless beach living. Featuring three bedrooms and three full bathrooms, this thoughtfully designed two-story home is being sold completely turnkey, including all furniture, décor, appliances, kitchenware, and household essentials. Simply bring your suitcase and start enjoying the island lifestyle! The upper level is dedicated to a spacious private primary suite featuring a generous bedroom, ensuite bathroom with walk-in shower, and walk-in closet. On the main level, you'll find a modern, fully equipped kitchen, a comfortable living area, a built-in bar, two additional bedrooms, and two full bathrooms, including a second ensuite. Outside, a private backyard sitting area provides a cozy place to relax after a day at the beach, while two dedicated parking spaces add everyday convenience. Located just a short stroll from Treasure Island's beautiful sandy beaches and within walking distance of local restaurants, beach bars, shopping, and entertainment, this home puts the best of island living right at your doorstep. Whether you're looking for a personal beach getaway, a second home, or a fully equipped coastal retreat, this move-in-ready property offers an exceptional opportunity to enjoy the beach lifestyle without the maintenance of a larger home. Everything is included. The beach is waiting!

115 90th Avenue, Treasure Island
1672 Rainbow Drive, Clearwater
$318,916
2 Beds ⋅ 1 Baths ⋅ Keystone Manor Rev SubDv. ⋅ 33755 Zip Code
Adorable 1955 Clearwater cottage with charm, updates, and plenty of outdoor space! This well-maintained block home features a 2021 roof and major 2022 updates including the kitchen, bathroom, electrical, hot water heater, appliances, and fresh paint. Additional improvements include a privacy fence and irrigation system (2023), attic insulation (2025), water softener and refrigerator (2026), plus more! Luxury wood-look vinyl flooring flows throughout, with tile in the kitchen and bathroom. The kitchen opens to the dining and family areas, keeping everyone connected. Two spacious bedrooms provide comfortable living space. Step outside to the open patio overlooking the private backyard—perfect for entertaining, gardening, or play. Only a 15 minutes drive to the sandy beaches of Clearwater Beach! Walk to Crest Lake Park and A-rated Skycrest Elementary School. Don’t miss this Clearwater gem!

1672 Rainbow Drive, Clearwater
629 Lexington Street, Dunedin
$369,000
2 Beds ⋅ 1 Baths ⋅ Doroma Park 1st Add SubDv. ⋅ 34698 Zip Code
LIVE THE DUNEDIN DREAM! Just off the bustling streets of historic Downtown Dunedin sits this charming 2-bedroom, 1-bath bungalow with a versatile bonus room, offering the perfect combination of character, updates, and an unbeatable location. From the moment you arrive, you’ll love the inviting front porch—the perfect spot to enjoy your morning coffee before heading downtown. Step inside to a bright, welcoming interior featuring luxury vinyl plank flooring, 5-inch baseboards, newer double-pane windows, and plenty of natural light. The open kitchen features newer shaker cabinets and overlooks the oversized, fully fenced backyard with a shed and plenty of room to add a pool. Major improvements provide added peace of mind, including ALL NEW PLUMBING IN 2025, a NEW TANKLESS WATER HEATER, upgraded electrical panel and new electrical outlets, a 2019 ROOF, and a 2016 A/C. The laundry room includes a washer and dryer that convey with the property. The flexible Florida room/bonus room offers additional space for a home office, guest room, or additional living area. Covered parking provides room for both your vehicle and golf cart, while the carport offers potential to be converted into a garage or additional living space. The spacious side yard also provides room to store your BOAT OR RV. Best of all, this move-in-ready home is NOT IN A FLOOD ZONE and puts you just moments from everything that makes Downtown Dunedin so special. Hop on your golf cart and enjoy the restaurants, TD Ballpark, breweries, shops, festivals, waterfront, and vibrant downtown lifestyle. Don’t miss your opportunity to own your own piece of the Dunedin Dream. SEE YOU DOWNTOWN!

629 Lexington Street, Dunedin
2706 Gulf Boulevard, Indian Rocks Beach
$1,995,000
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 America 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
2363 4th Avenue N, St Petersburg
$779,000
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
129 94th Avenue, Treasure Island
$599,450
2 Beds ⋅ 1 Baths ⋅ Harrells Addie B Sub SubDv. ⋅ 33706 Zip Code
Welcome to Paradise, Sunset Beach is Living the Dream.This Beautiful Home is a short distance to the Gulf and the White Sandy Beach. Sunsets 365 Days a year and enjoy the only Restaurant on Sunset Beach Caddy’s Waterfront Restaurant with Great Food and Spirits. KaTiki’s is a must visit for the Music Lovers and there is NO COVER and Music of a Variety of Genre’s of Live Music and Offers a Wide Variety of Spirits for your enjoyment listening or Dancing to Live Music until 11:00 PM. Now for your New Home. Enter into the large Living Room with Cathedral Ceilings ; New Flooring and Hurricane Proof Windows. Two new Split Window Units so quiet you can’t hear them cooling your Home. Solid Wood Doors, not Hollow Doors; a walk in Closet and another Closet in the Bedroom. Custom Built with Solid Wood Doors. House has been rewired by a Licensed Contractor with new Outlets and a newly Rewired Electrical Box. With Fans in the Living Room, Kitchen and Master Bedroom and a Washing Machine and Dryer in the garage easily reached off the Back Deck in the Garage. Family Restaurants within a short distance or take your Golf Cart and each Restaurant has a different theme from American Cuisine to Italian cuisine or Authentic Mexican cuisine. The Publix Grocery store is 1.1 miles from the Home and there is a Walgreens 1.3 miles away. This House is the best Destination for Living Beach Life surrounded by Amenities we want for Year Round Living or spending Winter in the Sunshine State.

129 94th Avenue, Treasure Island
6100 35th Avenue N, St Petersburg
$379,900
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
2329 15th Avenue S, St Petersburg
$225,000
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
1945 Overbrook Avenue, Clearwater
$419,000
2 Beds ⋅ 2 Baths ⋅ Sunset Point 2nd Add SubDv. ⋅ 33755 Zip Code
NEW PRICE! 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
3530 51st Avenue N, St Petersburg
$274,900
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
Start Your Search

How much is your home worth?

Get instant property value now!