Sarasota Homes with Cottage Architectural style

Sarasota Homes with Cottage Architectural style

Welcome to Sarasota, Florida—where sun-kissed beaches meet vibrant culture, creating a lifestyle that is truly one-of-a-kind. Nestled along the Gulf Coast, Sarasota boasts a rich tapestry of art, history, and natural beauty. With its stunning waterfront views, lush parks, and a thriving arts scene, it’s no wonder that this charming city is a favorite among residents and visitors alike.

Sarasota offers a delightful mix of urban conveniences and small-town charm. Explore the historic downtown area, filled with boutique shops, gourmet restaurants, and lively cafes. Don't miss the renowned Ringling Museum of Art, showcasing an impressive collection of European masterpieces and the stunning Ca' d'Zan mansion. For outdoor enthusiasts, the nearby Siesta Key Beach, consistently ranked among the best in the nation, invites you to unwind on its powdery white sands.

As you explore the real estate options in Sarasota, consider the enchanting homes designed in the Cottage Architectural style. These charming residences exude warmth and character, often featuring cozy nooks, inviting porches, and beautifully landscaped gardens. With their whimsical details and timeless appeal, cottage-style homes provide a perfect retreat for those seeking a peaceful yet vibrant lifestyle. Imagine sipping your morning coffee in a sun-drenched garden or hosting friends in a quaint living space that feels like a storybook come to life.

Whether you’re drawn to the artistic allure of Sarasota or the inviting charm of cottage-style homes, this city offers a unique blend of comfort and culture that makes it a perfect place to call home. Embrace the Sarasota lifestyle and discover your dream home today!

Newest Sarasota Homes with Cottage Architectural style

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
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
3 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. 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. Current owner is using the 3rd bedroom as an office. 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
$799,990
4 Beds ⋅ 3 Baths ⋅ Lakeview Crossing SubDv. ⋅ 34241 Zip Code
Under Construction. 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
$324,777
2 Beds ⋅ 1 Baths ⋅ Homedale SubDv. ⋅ 34232 Zip Code
A RARE SLICE OF OLD FLORIDA IN THE HEART OF SARASOTA! Tucked away in a surprisingly peaceful, semi-secluded setting, this charming 1932 cottage sits on an exceptional .45-ACRE HOMESITE—nearly 20,000 square feet of land with a wonderfully private, almost country-like feel. HERE'S WHAT MAKES THIS PROPERTY EVEN MORE UNUSUAL: THE HOMESITE EXTENDS ROAD-TO-ROAD FROM BOKHARA PLACE TO HOULE AVENUE, creating the potential for access from both ends of the property. With appropriate gates and improvements, imagine being able to enter from one street and exit from the other—an especially intriguing feature for an owner with vehicles, trailers, boats, equipment, hobbies or storage needs. Located on quiet, dead-end Bokhara Place, the cozy 2-bedroom, 1-bath cottage offers vintage character along with existing outbuildings and an extraordinary amount of land for a property this close to the heart of Sarasota. Enjoy the cottage as it is, make it your own, or explore the property's longer-term possibilities. DREAMING OF BUILDING A NEW HOME WHILE POTENTIALLY RETAINING THE EXISTING COTTAGE AS AN ADU, GUEST HOUSE OR OTHER ACCESSORY USE? The size, configuration, existing improvements and unique road-to-road setting make this a property worth exploring. Whether you're looking for an Old Florida cottage, room for your toys and equipment, a unique homesite, or simply a property offering possibilities you won't find on the typical Sarasota residential lot, 900 Bokhara Place deserves a look. BRING YOUR VISION—AND DISCOVER JUST HOW MUCH POSSIBILITY CAN FIT ON NEARLY HALF AN ACRE IN SARASOTA! Buyer to independently verify zoning, permitted uses, ADU potential, access, setbacks, 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
2404 Bispham Road, Sarasota
$575,000
3 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
Located in the Gulf Gate Community, here you will discover the exceptional potential of this rare 0.60+ acre property with a prime Sarasota location. Situated at 2404 Bispham Rd, this oversized homesite offers endless possibilities for investors, builders, or buyers looking to create their dream property. With the potential to divide the parcel into two buildable lots (buyer to verify with local zoning and municipal requirements), this is a unique opportunity to capitalize on future development in one of Sarasota's most desirable areas. The existing home presents an excellent opportunity for renovation as a fixer-upper or can serve as a rental while planning future improvements. Outside, you'll find a private swimming pool and an expansive partially fenced backyard with ample space for recreation, gardening, RV or boat storage, or future expansion. Whether you're seeking a renovation project, an investment property with redevelopment potential, or a large homesite that's increasingly difficult to find in Sarasota, this property delivers exceptional flexibility and value. Enjoy the convenience of nearby shopping, dining, parks, schools, downtown Sarasota, world-renowned Gulf beaches, and easy access to major roadways. Opportunities to own an oversized parcel with subdivision potential are becoming increasingly rare. Bring your vision and explore the possibilities this unique Sarasota property has to offer. Private showings available. Call today!

2404 Bispham Road, Sarasota
6813 Chloe Court, Sarasota
$669,990
3 Beds ⋅ 3 Baths ⋅ Lakeview Crossing SubDv. ⋅ 34241 Zip Code
Under Construction. You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-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 showcase our Life Design, refinements that grants this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center 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 first floor Owner’s Retreat. Also on the first level, you'll find the office with French doors as well as a convenient powder room. **This property offers a limited-time interest rate incentive. **This property offers a limited time 7% employee pricing incentive.

6813 Chloe Court, Sarasota
6820 Chloe Court, Sarasota
$718,990
4 Beds ⋅ 4 Baths ⋅ Lakeview Crossing SubDv. ⋅ 34241 Zip Code
Under Construction. You’ll be delighted by the attention to detail and expert design of The Brugman 2-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 showcase our LifeDesign, refinements that grants this floor plan exceptional style and livability. This home offers 4 bedrooms, 3 full baths, 1 half bath, a study, upstairs retreat/loft and a 2-car garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center 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 first floor Owner’s Retreat. Also on the first level, you'll find the office with French doors as well as a convenient powder room. **This property offers a limited time 7% employee pricing incentive.

6820 Chloe Court, Sarasota
5438 Dominica Circle, Sarasota
$550,000
3 Beds ⋅ 2 Baths ⋅ Center Gate Estates SubDv. ⋅ 34233 Zip Code
An exceptional opportunity in the highly sought-after Center Gate Estates community ! This beautifully updated home with peaceful pond views welcomes you with a leaded glass entry door and an inviting living room. Cottage-inspired finishes include soft taupe tones, white shaker-style cabinetry, moldings, and trim throughout. Porcelain tile flooring, vaulted ceilings, five skylights, IMPACT WINDOWS, and impact sliding doors fill the home with abundant natural light. Upgraded lighting includes two elegant chandeliers on dimmers, adding warmth and sophistication. The open kitchen and family room create an ideal space for everyday living and entertaining, featuring an eat-in breakfast area and a formal dining room highlighted by a stunning crystal chandelier. The generous primary suite offers vaulted ceilings, walk-in closets, dual sinks, a make-up vanity, a spacious garden tub, and a large tiled walk-in shower. Three impact-resistant sliding glass doors open to an oversized screened lanai with three ceiling fans, creating the perfect indoor-outdoor living space. Enjoy the peaceful ambiance of the pond, complete with bird, ducks, and other wildlife, from the expansive lanai, which provides a tranquil setting. Additional highlights include a separate laundry room with a newer washer and dryer, a spacious two-car garage, a NEW HVAC system (April 2025) with a transferable warranty, upgraded lighting, and a 2021 ROOF. Ideally located just minutes from shopping, fine dining, I-75, world-renowned beaches, and top-rated schools, this exceptional home offers the perfect blend of timeless charm, thoughtful updates, and serene Florida living with relaxing water views.

5438 Dominica Circle, Sarasota
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