Pinellas County Homes with Cottage Architectural style

Pinellas County Homes with Cottage Architectural style

Welcome to Pinellas County, Florida, a coastal gem that offers a delightful blend of sun-soaked beaches, vibrant communities, and a rich cultural tapestry. Nestled along the Gulf of Mexico, this stunning county is renowned for its picturesque waterfronts, lush parks, and a plethora of recreational activities. Whether you’re a nature enthusiast, beach lover, or someone who enjoys the arts, Pinellas County has something for everyone.

One of the most charming architectural styles gracing this region is the cottage style home. These quaint, cozy residences exude warmth and character, making them a beloved choice for many homebuyers. Typically characterized by their inviting front porches, steeply pitched roofs, and delightful gardens, cottage homes create a sense of nostalgia and comfort. In Pinellas County, you’ll find these charming abodes nestled in serene neighborhoods, often just a stone's throw from the stunning beaches and vibrant local attractions.

Living in a cottage home in Pinellas means embracing a lifestyle that celebrates community and the great outdoors. Enjoy morning strolls along tree-lined streets, afternoons spent at nearby parks, and evenings watching the sunset over the Gulf. With the added benefit of a welcoming community spirit, residents often find themselves engaged in local events and activities.

Whether you’re looking to buy your first home or seeking a vacation retreat, Pinellas County’s cottage-style homes offer a unique opportunity to experience the beauty of Florida living. Discover the charm of cottage life in this enchanting coastal paradise today!

Newest Pinellas County Homes with Cottage Architectural style

906 14th Avenue Nw, Largo
$325,000
3 Beds ⋅ 1 Baths ⋅ Highland Park SubDv. ⋅ 33770 Zip Code
Affordable Largo charmer with amazing indoor and outside spaces for the Florida lifestyle you are dreaming of. Many updates including; interior and exterior paint, updated kitchen and bathroom, and luxury vinyl plank flooring throughout. Newer appliances. The roof was replaced in 2015. Water heater 2021. The vaulted ceiling in the living room makes the space feel open and bright. Expand your daily living habits with the HUGE, beautiful shaded backyard oasis with grill gazebo, fire pit, storage shed and hammock. Plenty of room to park all your toys such as a boat, RV or trailer behind the PVC fence gates. RV hook-up as well as power and water for your RV or boat. Additional exterior outlets. This location is also in the development district of Largo which allows owner occupants to build an ADU (accessory dwelling unit) to use for a rental or a guest house. 3 blocks to the Pinellas Trail and upscale Belleair area neighborhoods. 10 minutes to the white sandy Gulf beaches. Walking distance to a produce stand, restaurants and shops. Close to hospitals and medical facilities. No flood insurance required.

906 14th Avenue Nw, Largo
798 45th Avenue N, St Petersburg
$649,000
3 Beds ⋅ 2 Baths ⋅ Euclid Manor SubDv. ⋅ 33703 Zip Code
Welcome to 798 & 798 1/2 45th Avenue North, nestled in one of St. Petersburg’s most desirable and rapidly growing neighborhoods. Allendale is known for its Tree-lined streets, Historic character and welcoming neighborhood atmosphere. Perched under Mature Oak trees and on an Elevated Expansive Corner lot, this Meticulously Maintained property blends Historic Charm, Modern updates and Exceptional Income-producing potential. The main residence offers 2 bedrooms and 1 bathroom, complemented by a generously sized, Sun-drenched glass-enclosed Sunroom that functions as an additional living area while seamlessly connecting to the outdoors. Upon entry, you'll find an Open concept floor plan featuring wood flooring throughout, classic cove ceilings and timeless character. Recent improvements include a Roof (2023), Hot water heater (2023), Stainless-steel appliances (2026), 220-volt outlet for EV charging (2025) and main driveway (2023). Step outside to an oversized deck perfect for barbeques, furry friends and gathering with family. A true standout feature is the private, fully permitted 578-square-foot ADU (Accessory Dwelling Unit), completed in 2023 and approved by the City of St. Petersburg. With its own private entrance and separate address (798 1/2 45th Avenue North), this versatile space offers exceptional flexibility for rental income, Multigenerational living, a Guest Retreat, Yoga/Gym or a private home office. Offered fully furnished, this beautifully designed modern 1-bedroom, 1-bath cottage is currently a successful Short term rental and presents endless possibilities as a private guest retreat, home office, multigenerational living space or income-producing rental property. The cottage features Soaring Vaulted Ceilings, Exposed beams, Dual Mini-split HVAC systems, Full Kitchen and a Spacious Bedroom with an ensuite bathroom featuring a enclosed Glass walk-in shower. Step outside to perfect outdoor space where guests can enjoy morning coffee or relax beneath the mature oak tree. Ideally located and walking distance to the new Whole Foods, Shopping, Restaurants and just a short bike ride to Crescent Lake and vibrant Downtown St. Pete!! Whether you're seeking a Primary residence, an Investment opportunity or the perfect combination of both, this exceptional Allendale Oaks property delivers. Offering the perfect blend of charm, versatility, location and peace of mind in a non-flood zone, this is a true gem. Schedule your private showing today!

798 45th Avenue N, St Petersburg
5313 19th Avenue S, Gulfport
$415,500
2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Discover the charm of Gulfport living in this inviting bungalow, offering a wonderful blend of vintage character, thoughtful modern updates, and the relaxed coastal vibe that makes Gulfport so special. The home features attractive porcelain tile flooring, new carpeting in primary bedroom, and new laminate flooring in the bonus room (October 2026). The kitchen is a knockout, showcasing custom design details, Restoration Hardware-inspired lighting, custom concrete countertops, subway tile backsplash, under-cabinet lighting, a farmhouse-style porcelain sink, over-the-range vent hood, and built-in wine rack. The bathroom has also been tastefully updated. A versatile bonus room offers additional living/flex space or potential 3rd bedroom. The oversized garage provides ample room for laundry, a vehicle, and workshop space, while the extra-deep adjacent carport offers additional covered parking. Numerous important improvements include a new fence installed in 2025, plumbing redone in 2022, windows and doors replaced in 2020/2021, HVAC system replaced in 2020, and roof replaced in 2019. Step outside and enjoy the tropical landscaping, lush lawn that has been certified as a natural habitat, a covered deck, and an adjacent patio area perfect for relaxing, entertaining, or enjoying Florida's year-round outdoor lifestyle. The privacy fenced yard provides plenty of room for gardening, pets, and outdoor enjoyment. Full of character, flexible living space, and meaningful updates, this Gulfport bungalow offers a wonderful opportunity to enjoy the unique charm and laid-back lifestyle of one of Pinellas County's most beloved waterfront communities!

5313 19th Avenue S, Gulfport
1214 Aloha Lane, Clearwater
$500,000
3 Beds ⋅ 2 Baths ⋅ Sunset Knoll SubDv. ⋅ 33755 Zip Code
Welcome to 1214 Aloha Lane in Clearwater! This completely updated property offers a unique combination of modern finishes, versatile living space, and inviting outdoor entertaining areas. Enjoy LVP and tile flooring throughout, providing a clean, stylish look with easy maintenance, along with a 2017 roof for added peace of mind. Outside, take advantage of additional parking and two separate outdoor entertaining areas, including a covered patio perfect for relaxing or hosting guests year-round. Adding even more versatility, the property features a separate accessory dwelling unit (ADU), offering potential for guests, extended family, or additional income opportunities. The ADU includes a remodeled bathroom, updated plumbing, and a mini-split air conditioning system for added comfort. With its flexible layout, multiple outdoor gathering spaces, and additional parking, this property offers plenty of possibilities for homeowners and investors alike. Conveniently located near Dunedin, enjoy easy access to local dining, shopping, golf, and the beautiful Gulf Coast beaches. Whether you're looking for a move-in-ready home with room to entertain or a property with flexible living arrangements, 1214 Aloha Lane is one to see!

1214 Aloha Lane, Clearwater
2450 37th Avenue N, St Petersburg
$324,900
2 Beds ⋅ 1 Baths ⋅ Coolidge Park SubDv. ⋅ 33713 Zip Code
ROOM FOR YOUR BOAT, RV, AND MORE! This charming 2-bedroom, 1-bath CONCRETE BLOCK home offers an exceptional combination of parking, outdoor living, and convenience, just minutes from vibrant downtown St. Petersburg! One of this property's standout features is the exceptional parking! Enjoy the convenience of your own front parking pad with direct access through a gated front fence to the home's entrance. And there's more! The rear of the property offers a large rolling access gate, generous space for RV or boat parking, expansive covered carports, and a separate one-car garage complete with washer and dryer. Add in a storage shed, and you'll appreciate the flexibility this property offers for vehicles, recreational toys, and all those extras! Inside, you'll find 976 square feet of comfortable heated living space featuring beautiful wood floors, a welcoming living room, and a tastefully updated kitchen with white cabinetry, attractive backsplash, and a cozy dining area. And there's more! An additional 366 square feet of enclosed and screened space, not included in the heated living area, provides even more room to enjoy. The charming wood-paneled bonus room is currently used as a yoga studio, while the screened porch offers a relaxing spot to enjoy Florida's beautiful weather. Step outside to a spacious backyard featuring mature landscaping, a delightful circular gathering area, and a storage shed for all those extras. Located in a NON-FLOOD ZONE and just minutes from downtown St. Petersburg's waterfront parks, restaurants, shopping, and entertainment. This property offers so much more than meets the eye, with space for your vehicles, hobbies, and the Florida lifestyle you've been looking for!

2450 37th Avenue N, St Petersburg
19 Cambria Street, Clearwater
$1,750,000
3 Beds ⋅ 3 Baths ⋅ Clearwater Beach Rev SubDv. ⋅ 33767 Zip Code
EXPERIENCE THE PINNACLE OF COASTAL LIVING AND UNMATCHED INVESTMENT POTENTIAL WITH THIS EXTREMELY RARE NORTH CLEARWATER BEACH DUPLEX! Offering a rare two-unit duplex setup tailor-made for maximum rental flexibility. Perfectly positioned on the coveted northern peninsula, just moments from the exclusive Carlouel Yacht Club and the luxurious Sandpearl Resort, this property represents an incredible value and a high-yielding opportunity in one of Florida's most desirable destinations. This versatile estate features a pristine two-bedroom, two-bathroom main patio home paired with a fully independent one-bedroom, one-bathroom villa apartment. Perfect for the savvy investor, this turnkey setup allows you to maximize returns by leasing both units simultaneously as a highly profitable rental, or you can choose to live in one while letting vacationers fund your ultimate beach lifestyle. Best of all, an incredible, 30-second walk is all that stands between your front door and the world-renowned sugary sands of Clearwater Beach, putting tranquil coastal scenery, upscale dining, and boutique shopping right at your fingertips. Properties of this caliber with two independent, income-producing units so close to the shore are exceptionally rare, making this more than just a home; it is an elite investment and an unparalleled opportunity to own a powerhouse vacation rental asset.

19 Cambria Street, Clearwater
1549 S Prospect Avenue, Clearwater
$212,000
3 Beds ⋅ 1 Baths ⋅ Belmont Sub 2nd Add SubDv. ⋅ 33756 Zip Code
Virtually Staged. Come and see this adorable 3bed/1bath cottage in the heart of Clearwater. When you enter you will immediately notice the High vaulted ceilings and all the natural light. This layout offers a desired open concept with luxury vinyl tile throughout with matching kitchen appliances and an updated bathroom. Some upgrades to consider is new insulation, two mini split systems, and newer hot water heater, Modern light fixtures, updated interior doors as well as the bedroom closets have been outfitted with barn doors to give it that modern look. The home is wrapped in Hardi-plank board siding. Property is located on an oversized corner lot. (50x108). Located in an "X" Flood Zone and Non-evacuation zone. There is a well for irrigation. Large Private Driveway as well as street parking is available. Just minutes to Downtown Clearwater, The Baycare Sound where many events are held throughout the year and let's not forget Clearwater Beach as well as other local restaurants, parks, shopping and other local beaches. Call for you private showing today.

1549 S Prospect Avenue, Clearwater
1145 Charles Street, Clearwater
$350,000
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
$279,900
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
608 4th Street Sw, Largo
$850,000
3 Beds ⋅ 2 Baths ⋅ Oak Crest SubDv. ⋅ 33770 Zip Code
Rarely available and built to impress, this 2022 brand-new construction single-family residence in Largo sits on an expansive double lot in a high-and-dry Non-Flood Zone. Highlighting over $50,000 in recent upgrades, the modern interior showcases a designer entertainment space with high-gloss checkered tile flooring alongside polished large-format porcelain tile. A custom statement feature wall boasts illuminated acoustic wood slat panels with integrated LED lighting framing a large-format Calacatta porcelain marble slab accent wall. Designed for lifestyle and adaptability, the layout includes flexible living space alongside a detached garage with incredible potential for a home office, private gym, or workshop. The outdoor footprint is an absolute entertainer paradise, boasting a classic 1,100 square foot wraparound front porch ideal for relaxing in rocking chairs while watching kids play, plus a covered rear porch overlooking a saltwater pool with custom paver decking perfect for weekend grilling and poolside gatherings. Nestled in a prime central Pinellas location, you are just a 10-minute walk to the new Downtown Largo City Hall complex with local dining and shopping, minutes to iconic Largo Central Park, a 10-minute drive to the Belleair Causeway, and only 20 minutes to Gulf Coast beaches. Properties offering this 2022 new construction quality, architectural charm, luxury finishes, double lot size, and location do not come along often and will not last long.

608 4th Street Sw, Largo
629 Lexington Street, Dunedin
$364,000
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
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