Sarasota County Homes with Cottage Architectural style

Sarasota County Homes with Cottage Architectural style

Welcome to Sarasota County, Florida, a stunning coastal paradise that perfectly blends vibrant culture, breathtaking natural beauty, and a relaxed lifestyle. Known for its beautiful beaches, including the world-renowned Siesta Key Beach, Sarasota is a haven for sun-seekers and outdoor enthusiasts alike. The county boasts a rich tapestry of arts and culture, featuring an array of galleries, theaters, and the renowned Ringling Museum of Art, making it a hub for creativity and inspiration.

One of the most charming aspects of Sarasota County is its architectural landscape, particularly the delightful cottage-style homes that dot the neighborhoods. These quaint residences exude warmth and character, often featuring inviting porches, lush gardens, and intricate detailing that harkens back to a simpler time. The cottage architectural style is perfect for those seeking a cozy retreat, combining functionality with charm. Many of these homes are nestled in picturesque communities, where tree-lined streets and friendly neighbors create a welcoming atmosphere.

Living in a cottage-style home in Sarasota means embracing a lifestyle that values both comfort and connection to nature. Imagine sipping your morning coffee on a sun-drenched porch, surrounded by the fragrant blooms of tropical plants. With easy access to both the vibrant downtown area and the serene coastline, you’ll find that every day offers a new adventure, whether it’s exploring local shops, dining at exquisite restaurants, or enjoying a sunset stroll along the beach.

Discover the enchanting allure of Sarasota County and the timeless appeal of cottage-style homes—where your dream lifestyle awaits!

Newest Sarasota County Homes with Cottage Architectural style

918 Indiana Lane, Sarasota
$550,000
3 Beds ⋅ 2 Baths ⋅ Bay Haven SubDv. ⋅ 34234 Zip Code
Charming 3-Bedroom, 2-Bath Cottage in Indian Beach–Sapphire Shores Discover this adorable 3-bedroom, 2-bath cottage nestled in the highly desirable Indian Beach–Sapphire Shores neighborhood of Sarasota! Full of charm and ideally located, this lovely home offers the perfect blend of comfort, outdoor relaxation, and convenient access to some of Sarasota’s most popular attractions. Relax on the screened-in front porch or enjoy the spacious backyard, featuring a fully paved patio area with a table and chairs—perfect for morning coffee, outdoor dining, or unwinding in the Florida sunshine. Enjoy leisurely walks through this beautiful neighborhood, with a designated Sarasota Bay sunset-viewing area just one block away. You’ll also be close to the Ringling Museum of Art, Sarasota Jungle Gardens, and just approximately 2 miles from downtown Sarasota, where you can explore wonderful restaurants, shopping, entertainment, and more. Charming, inviting, and ideally located—this delightful Sarasota cottage is a wonderful place to call home!

918 Indiana Lane, Sarasota
5572 Sentiero Drive, Nokomis
$625,000
2 Beds ⋅ 2 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
Live the Resort Lifestyle Near the Beach! Discover the perfect blend of comfort, style, and convenience in this stunning 2-bedroom, 2-bath home with a den—ideally located in the sought-after gated community of Bellacina by Casey Key. Just 3½ miles from Nokomis Beach, this home offers a true coastal lifestyle with a touch of luxury. Step inside to find a beautifully furnished, turnkey home featuring a light and airy coastal interior. The open floor plan flows seamlessly to an extended, screened lanai—the ultimate outdoor retreat. Enjoy multiple seating areas, an outdoor kitchen and grill, and breathtaking pond and sunset views—perfect for relaxing or entertaining. The spacious primary and guest suites each offer walk-in closets, while the flexible den easily converts to a third bedroom or home office. The chef’s kitchen boasts a gas range, pantry, and whole house “on demand” hot water system for ultimate convenience. There is a new AC system installed in 2026. Just a short stroll away, the resort-style clubhouse awaits, offering endless amenities: a sparkling pool and spa, 4 pickleball courts, 2 bocce ball courts, a tennis court, firepit lounge area, state-of-the-art fitness center, and a social club room with a full kitchen. The community also features a dog park, playground, and direct access to the Legacy Trail for walking, running, or biking. With top-rated restaurants, golf courses, and the Gulf beaches nearby, this home is more than a place to live—it’s a vacation you never have to leave.

5572 Sentiero Drive, Nokomis
2557 Temple Street, Sarasota
$750,000
2 Beds ⋅ 2 Baths ⋅ Rustic Lodge SubDv. ⋅ 34239 Zip Code
Privacy and charm in the heart of Arlington Park, Sarasota, this thoughtfully updated bungalow offers tranquil luxury and optimal convenience. In one of the quietest sections of Sarasota, yet only six blocks from Sarasota Memorial Healthcare, a few more to Southside Village, and mere minutes to downtown and the exciting bayfront, this location is ideal. And, with the long list of amenities offered by the Arlington Park and Recreation Center just a hundred yards away, what more could you want? This home has been lovingly and thoughtfully updated over the past three years with new roof, windows and doors, kitchen, pool re-surfacing and equipment, and more. The split floor plan features an open-concept kitchen and entertaining area with a private primary suite that opens to the freshly screened pool area and lanai. The guest room is at the front of the home and includes its own full bath. Given its location, a study or in-home office could work well here too. Connecting the center of the home to the lanai and pool area is a beautiful transitional room, used as a dining and conversation space. Even the outdoor area has much to offer with new privacy fencing, gutters and downspouts, low-maintenance landscaping and lighting, green space for pets and extra off-street parking. For those who value optimized space, quiet and convenient location, the assurance of impact-rated windows and doors, and new in everything that matters most, this is your place!

2557 Temple Street, Sarasota
1229 Moonmist Circle Unit P6, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code
TURNKEY FURNISHED, FREE-STANDING VILLA ON SIESTA KEY! TAKE YOUR GOLF CART TO PUBLIC BEACH! Ideally located in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this charming 2-bedroom, 2-bath villa offers the privacy and feel of a single-family home with the convenience of low-maintenance, lock-and-leave living. TWO DOGS ALLOWED! LOW HOA FEES. An excellent choice for a personal island retreat. One of only ten villas overlooking the expansive community pool, this home features a private entrance, covered carport, screened lanai, and inviting outdoor living spaces surrounded by lush tropical landscaping. Relax around the LP gas fire pit or enjoy the Florida sunshine just steps from the community pool. The villa is also positioned at one of the higher elevations within the community. Major updates include a NEW ROOF (2023), HVAC SYSTEM (2023), WATER HEATER (2025), NEW GUTTERS (2025), programmable Nest thermostat, remote-entry touch keypad lock, and remote camera system. (OVER $100,000 OF RENOVATIONS HAVE BEEN DONE.) Enjoy everything the Siesta Key lifestyle has to offer! Spend your days fishing or watching dolphins and manatees from the community dock and fishing pier overlooking the Intracoastal Waterway. Walk or take your GOLF CART to nearby dining, shopping, coffee shops, nightlife, grocery stores, marina access, and local favorites including Captain Curt’s. World-famous Siesta Key Beach, known for its powdery white quartz sand, is just across the street. Hop aboard the free trolley to Siesta Key Village for even more dining, shopping, and entertainment. Rental history is available in the attachments. Whether you’re looking for your own island getaway, a seasonal rental, or an easy-care Florida retreat, this villa offers an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle. MOVE IN, RENT OUT, OR SIMPLY RELAX!

1229 Moonmist Circle Unit P6, Sarasota
3867 Almond Avenue, Sarasota
$279,900
2 Beds ⋅ 2 Baths ⋅ Beverly Terrace SubDv. ⋅ 34234 Zip Code
Built in 2018 and beautifully maintained, this charming Sarasota home offers an appealing opportunity at $279,900. Its 735 square feet are well suited to someone seeking a manageable primary residence, a winter retreat, or an investment property. The smaller lot means less yard to maintain, and there is no HOA. Spend the winter in your own Sarasota getaway, then explore the possibility of renting it while you’re away. Its newer construction, excellent condition, and manageable size also make it an attractive option for a buyer looking to add a rental property to their portfolio. Whether you plan to live here year-round, visit seasonally, or invest, 3867 Almond Avenue offers flexibility at an approachable price. Based on six years of historical Airbnb short-term rental like-kind pro forma data, estimated gross revenue will likely range between $31,700 and $41,210. Your nightly rate will average about $146. Expect an occupancy rate of about 63%. Rental projections are based on a 2-bedroom, 2-bathroom property.

3867 Almond Avenue, Sarasota
142 2nd Avenue, Nokomis
$415,000
3 Beds ⋅ 2 Baths ⋅ Springhill Park SubDv. ⋅ 34275 Zip Code
Florida cottage charm meets real room to breathe in this 3 bedroom, 2 bath pool home in Nokomis, Florida, with NO HOA, an oversized fully fenced lot and a detached 472 square foot workshop, all about 3 miles from Nokomis Beach and conveniently located between Sarasota and Venice. This is the kind of place where the workshop is waiting when inspiration hits, afternoons slip away by the pool and every day feels like a little getaway. Inside, a split floor plan gives the primary suite privacy from the second and third bedrooms while keeping the home easy and connected. Kitchen work completed in 2023 added tile flooring, a backsplash, custom butcher block countertops and a dry bar, bringing warmth and character that suits the cottage feel. The primary bedroom features luxury vinyl plank flooring, trim molding, a smart fan/light and a walk-in closet. The ensuite bath includes tile flooring, a tiled shower and wall surround, vanity, fixtures and hardware. The second and third bedrooms and guest bath have also received improvements, and the bonus room is ready for whatever you need most: a home office, guest space, reading room, craft room or something entirely your own. Then there is the workshop, and it is much more than extra storage. The detached concrete workshop has power, a roll-up door and a separate door to the fenced backyard, giving you real space for hobbies, tools, equipment and projects. For anyone who has ever wished for room to actually do the things they enjoy, this may become their favorite feature of the whole property. Step into the backyard and you may not want to leave. The large private pool was resurfaced in 2022 and retiled in 2025, with plenty of surrounding space for lounging, entertaining or simply enjoying a quiet Florida afternoon. A 6 foot privacy fence, re-stained in 2025, frames tropical landscaping and fruit trees, including a lime tree now producing fresh limes. The outdoor shower is perfect after a swim or a day at the beach, and a repaired well pump supplies a dedicated hose near the pool with well water for landscaping and plants. Behind the charm is the kind of substance Florida buyers, and their insurance agents, ask about first. The home sits in Flood Zone X and has a 24 gauge metal roof with hurricane straps installed in 2022. Most windows are impact rated, and impact windows for the remaining three are already on site. The 5 ton HVAC system with UV light and replacement ductwork dates to 2020. Septic components, including the tank, leach field and lift station, were replaced in 2019, and the system was most recently serviced in July 2026. A 50 amp whole house generator outlet was added in 2024. From here, the beach is never far. Nokomis Beach and the Legacy Trail are each approximately 3 miles away, Oscar Scherer State Park is about 5 miles away and Downtown Venice is approximately 5.6 miles from home. Siesta Key, Sarasota and the rest of Sarasota County’s Gulf Coast beaches are within easy reach, along with golf, boating, dining and shopping. This is a home that lets you bring your own style. Fill the workshop with the projects you have been waiting to start, shape the bonus room into the space you actually need, plant more, entertain more, spend more time outside and enjoy the freedom to use your home your way.

142 2nd Avenue, Nokomis
4116 Swift Road, Sarasota
$420,000
2 Beds ⋅ 1 Baths ⋅ Brookside SubDv. ⋅ 34231 Zip Code
A Piece of Sarasota History, Beautifully Reimagined! A LITTLE HISTORY, A LITTLE PERSONALITY, AND A WHOLE LOT OF SARASOTA CHARM! Welcome to 4116 Swift Road, a captivating 1929 historic cottage where timeless craftsmanship meets eclectic elegance and modern updates. Originally located on Prospect Street, this remarkable home was saved from demolition in 2001, carefully lifted, and relocated to its present location, preserving a unique piece of Sarasota's architectural past. Today, this one-of-a-kind residence offers vintage charm, modern comfort, and distinctive personality. BEST OF ALL, THIS HOME IS BEING SOLD FULLY FURNISHED AND TURNKEY! Step inside and fall in love with beautifully refinished hardwood floors, classic architectural details, generous windows, and rich, sophisticated colors. The inviting living room features striking emerald walls, elegant wood accents, and abundant natural light, while the formal dining room offers the perfect setting for gatherings. The updated kitchen blends modern functionality with historic character, featuring sleek cabinetry, stainless steel appliances, a stylish backsplash, and a charming breakfast area. The beautifully remodeled bathroom is a showpiece, complete with a freestanding soaking tub, timeless subway tile, a striking black-framed glass shower enclosure, elegant fixtures, and classic mosaic flooring. Spacious bedrooms offer warmth, natural light, and inviting accommodations. AND JUST WHEN YOU THINK YOU'VE SEEN IT ALL... AN ENTIRE SECOND FLOOR AWAITS YOUR IMAGINATION! This incredible additional space offers endless possibilities for a private guest suite, elegant library, home office, artist's studio, or personal retreat. Design a space uniquely yours while adding another chapter to this home's extraordinary story. Future improvements or conversion are subject to applicable permitting and building requirements. Thoughtful improvements enhance comfort while preserving the home's distinctive character, including: 2025, Newly updated front deck. 2024, New water heater, new plumbing throughout with attic access, completely remodeled bathroom from floor to ceiling, new rear bedroom ceiling fan, new dishwasher, fresh interior and exterior paint, sanded and refinished hardwood floors, and updated kitchen and dining room lighting. The roof was replaced in 2018, and replacement windows were installed in the kitchen and laundry area. LOCATION, LOCATION, LOCATION! Approximately 4 miles from vibrant Downtown Sarasota, this home places you near Florida's most celebrated destinations. Enjoy waterfront dining, boutique shopping, nightlife, fine dining, museums, galleries, and world-class performing arts. The marina and waterfront restaurants are less than 5 miles away, while the world-famous white sands of Siesta Key are approximately 6 miles away. St. Armands Circle, with its renowned shopping and dining, and beautiful Lido Key Beach are approximately 7 miles away. NOT YOUR ORDINARY FLORIDA HOME! With its remarkable history, historic cottage charm, eclectic elegance, tasteful renovations, extraordinary second-floor potential, and Sarasota lifestyle, 4116 Swift Road is truly special. Whether you're searching for a distinctive primary residence, seasonal escape, or beautifully furnished Florida retreat, this home offers the rare opportunity to own a piece of Sarasota's past while creating your own future.

4116 Swift Road, Sarasota
4451 Charles Lane, Sarasota
$985,000
2 Beds ⋅ 3 Baths ⋅ Corwood SubDv. ⋅ 34234 Zip Code
Built in 1910, this original kit house offers a rare opportunity to own a remarkable piece of Sarasota history. Once ordered by mail from, the residence has been extensively renovated and lovingly maintained while preserving its architectural integrity, timeless character and enduring charm. The original doorbell and stately double-door entry offer a memorable welcome, immediately transporting you to an earlier era. Inside, original heart pine floors, a gas fireplace and thoughtful period details reflect the home’s rich heritage. Although technically 2 bedrooms, there is ample space to easily convert the large office to an additional bedroom. Filled with natural light, the beautifully appointed sunroom opens to an outdoor deck, creating a seamless connection between the interior and the surrounding landscape. Designed for both comfortable living and effortless entertaining, the kitchen is complemented by an impressive butler’s pantry. Upstairs, a versatile bonus room provides a quiet retreat, while an additional office, bedroom and full bathroom offer flexibility for guests or working from home. The luxurious primary suite features a private terrace, an expansive walk-through closet and a beautifully appointed bathroom. Outside, multiple levels of decking overlook a large swimming pool surrounded by lush tropical landscaping, creating a private backyard oasis ideal for relaxing and casual entertaining. A two-car garage and whole-house generator complete this truly exceptional residence. The home is set within Indian Beach–Sapphire Shores, one of Sarasota’s most distinctive and architecturally diverse neighborhoods and just steps from Indian Beach Park where dramatic sunsets are a nightly occurrence. Often referred to as the Museum District, this established bayfront community is known for its canopy-lined streets, Old Florida character and proximity to Sarasota Bay, The Ringling, Ca’d’Zan and the Asolo Repertory Theatre. Just minutes from downtown Sarasota, the neighborhood offers an exceptional combination of history, culture and coastal living.

4451 Charles Lane, Sarasota
6815 Heron Meadow Drive, Sarasota
$784,990
4 Beds ⋅ 3 Baths ⋅ Lakeview Crossing SubDv. ⋅ 34241 Zip Code
You’ll be delighted by the attention to detail and expert design of The Wagoner, single story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces. This home offers 10' ceilings, 4 bedrooms, 3 full baths, an office/study, and a 3-car garage. Prepare and present your culinary masterpieces on the huge designer kitchen island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely Owner’s Retreat. All of our homes feature 10' ceilings, 8' interior doors, hurricane impact windows and much more! **This property offers a limited time 7% employee pricing incentive.

6815 Heron Meadow Drive, Sarasota
900 Bokhara Place, Sarasota
$309,777
2 Beds ⋅ 1 Baths ⋅ Homedale SubDv. ⋅ 34232 Zip Code
**NEW PRICE — $309,777! NEARLY HALF AN ACRE IN SARASOTA WITH ROAD-TO-ROAD ACCESS POTENTIAL!** Discover a rare slice of Old Florida tucked away on peaceful, dead-end Bokhara Place! This charming 1932 cottage sits on an extraordinary 19,600-square-foot homesite extending all the way to Houle Avenue, offering a unique combination of privacy, space, and possibilities. The cozy 2-bedroom, 1-bath home features vintage character, a mini-split A/C system, and existing outbuildings. Need room for your boat, trailer, equipment, workshop, gardens, or outdoor hobbies? Imagine the possibilities! With frontage on TWO STREETS, the property offers intriguing potential for access from both ends. Looking for a future homesite with the possibility of retaining the cottage as an accessory dwelling? Explore the options! Whether you're seeking a peaceful retreat, a creative investment, or simply more land than the typical Sarasota property offers, THIS ONE DESERVES A LOOK! Conveniently located near shopping, dining, and everything Sarasota has to offer. **BIG LOT. SMALL COTTAGE. HUGE POSSIBILITIES!** Buyer to verify zoning, access, permitted uses, ADU eligibility, septic requirements, and development possibilities with Sarasota County.

900 Bokhara Place, Sarasota
1722 North Drive, Sarasota
$2,690,000
3 Beds ⋅ 2 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Rarely available in Cherokee Park, widely regarded as one of Sarasota’s most desirable West of Trail neighborhoods, 1722 North Drive presents an extraordinary opportunity on a remarkably oversized 150-by-150-foot homesite with an impressive 150 feet of street frontage. Significantly larger and more generously proportioned than many properties in the neighborhood, the square parcel offers the scale, symmetry, and flexibility increasingly difficult to find in Sarasota’s most established luxury enclaves. Cherokee Park is distinguished by its quiet, tree-lined streets and an architectural landscape where beautifully restored historic residences sit alongside prominent new custom homes designed and built by some of Sarasota’s most respected architects and builders. Within that setting, this property stands apart. Mature, century-old oak trees frame the perimeter, creating a park-like canopy of privacy, shade, and character while leaving the heart of the lot remarkably open. The combination of its ideal square configuration, substantial street presence, and undisturbed tree canopy creates a compelling canvas for a future luxury residence, with room to build a custom home, pool, outdoor living areas, and landscaped grounds without overwhelming the site. The existing home is charming, comfortable, and move-in ready, giving its next owner the flexibility to enjoy the property immediately, renovate over time, or hold it while designing a future custom residence. Recent improvements include a new air-conditioning system, hot water heater, sewer line, and resurfaced pool, all completed in 2024. A separate bonus space offers an ideal setting for a work-from-home office, art studio, gym, or creative retreat. Located just moments from Southside Elementary School and close to Southside Village, downtown Sarasota, the bayfront, and Sarasota Memorial Hospital, 1722 North Drive combines one of the city’s most coveted residential settings with the dimensions and character of a truly distinctive homesite. Whether enjoyed as it stands today or reimagined as a significant new estate, this is a rare opportunity to secure an unusually substantial parcel and lasting value in the heart of Cherokee Park.

1722 North Drive, Sarasota
6103 Carlton Avenue, Sarasota
$424,900
3 Beds ⋅ 2 Baths ⋅ Denham Acres SubDv. ⋅ 34231 Zip Code
Welcome to this beautifully renovated home where every detail has been thoughtfully updated, creating a truly move-in ready opportunity. From the moment you step inside, you'll say "Wow!" as you're welcomed by the bright, open living spaces and quality finishes throughout. The stunning new kitchen serves as the heart of the home, complemented by fully renovated bathrooms, a newly added laundry room, and a spacious primary suite featuring a walk-in closet. Major improvements extend beyond the cosmetic updates, the replacement of drain pipes, offering added peace of mind for years to come. Step outside to enjoy the fully fenced backyard with two large storage sheds, providing plenty of space for tools, hobbies, or outdoor equipment and plenty of room to park your boat, truck or trailer. Whether you're searching for your first home, a winter retreat, or an easy-to-maintain Florida residence, this home checks all the boxes. Ideally located just 3 miles from the world-famous Siesta Key Beach and only 1 mile from the popular restaurants, shops, and entertainment of Gulf Gate, you'll enjoy the best of Sarasota living with everyday conveniences just minutes away. Completely renovated, thoughtfully upgraded, and ready for its next owner. You NEED to see this IN PERSON. Home is currently permitted to be used as a 2 bedroom + Den, Seller is offering a $4,500 credit toward expanding the existing drain field to accommodate use of the home as a 3-bedroom.

6103 Carlton Avenue, Sarasota
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