Sarasota Homes with Cottage Architectural style

Sarasota Homes with Cottage Architectural style

Welcome to Sarasota County, Florida, a stunning coastal paradise that perfectly blends natural beauty with a vibrant cultural scene. Nestled along the Gulf of Mexico, Sarasota is renowned for its pristine beaches, lush parks, and a rich tapestry of arts and entertainment. Whether you're strolling through the iconic Siesta Key Beach or exploring the charming streets of downtown Sarasota, you’ll quickly discover why this area is a beloved destination for both residents and visitors alike.

One of the most enchanting architectural styles you’ll find in Sarasota is the charming cottage design. These homes exude warmth and character, often featuring quaint details such as gabled roofs, inviting porches, and vibrant gardens that complement the lush Florida landscape. The cottage architectural style is perfect for those seeking a cozy retreat that feels both timeless and welcoming.

Imagine coming home to a picturesque cottage, where sunlight dances through the windows and the scent of blooming flowers fills the air. Many of these homes are thoughtfully designed to maximize indoor-outdoor living, allowing you to enjoy the year-round sunshine and gentle breezes that Sarasota is famous for.

Whether you're looking for a seasonal getaway or a permanent residence, Sarasota County offers a diverse range of cottage-style homes that cater to every lifestyle. With its rich history, cultural offerings, and stunning natural surroundings, Sarasota is not just a place to live; it’s a place to thrive. Discover your dream cottage in this idyllic corner of Florida, where every day feels like a vacation!

Newest Sarasota Homes with Cottage Architectural style

3 Beds ⋅ 3 Baths ⋅ Corwood SubDv. ⋅ 34234 Zip Code

Built in 1910, this original Lexington model Sears, Roebuck and Co. kit house offers a rare opportunity to own a remarkable piece of Sarasota history. Once ordered by mail from the famed Sears catalog, 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

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

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. Located on a quiet dead-end street in an off-the-beaten-path pocket of Sarasota, this is anything but the typical small-lot property. The cozy 2-bedroom, 1-bath cottage offers vintage character and an opportunity to enjoy it as it is, make it your own, or explore the possibilities this unusually large property may offer. DREAMING OF BUILDING A NEW HOME WHILE KEEPING THE EXISTING COTTAGE? With approximately .45 acres and RSF2 zoning, the property's size creates an intriguing opportunity to investigate whether the existing home could potentially remain as an Accessory Dwelling Unit (ADU) while a future dream home is constructed on the property, subject to applicable Sarasota County zoning, permitting, setbacks and other governmental requirements. Buyers should independently verify their intended use with the appropriate authorities. The expansive grounds provide abundant space for gardening, outdoor living, pets, hobbies, recreational vehicles and all the toys, while existing outbuildings provide additional storage and utility. Mature vegetation and generous separation from neighboring properties enhance the property's peaceful, tucked-away atmosphere. NO HOA and Flood Zone X add even more appeal. Here you'll find an increasingly difficult combination to duplicate in Sarasota: LAND, PRIVACY, CHARACTER AND LOCATION. It feels refreshingly removed from the typical suburban setting while remaining convenient to shopping, dining, downtown Sarasota, I-75 and everything the Suncoast has to offer. Whether you're looking for an Old Florida cottage, room to spread out, a unique homesite for your future dream home, or a property with intriguing long-term possibilities, 900 Bokhara Place deserves a look. BRING YOUR VISION—AND DISCOVER JUST HOW MUCH POSSIBILITY CAN FIT ON NEARLY HALF AN ACRE IN SARASOTA!

900 Bokhara Place, Sarasota

2 Beds ⋅ 2 Baths ⋅ Orange Grove Park SubDv. ⋅ 34232 Zip Code

Welcome to this rare and captivating Sarasota cottage! Located in a central neighborhood, this classic bungalow seamlessly blends charming character with modern luxury upgrades. Entering through the welcoming foyer, you are greeted by wood floors that flow through a bright and airy layout. The heart of the home is a fully remodeled,a stunning kitchen featuring soft-close cabinetry, display glass inserts, high-end white Café series appliances, elegant gold/bronze hardware, and Level 3 granite countertops. The primary suite serves as a private retreat, offering dual closets with handcrafted custom cedar swinging doors, and an en-suite bathroom. Step outside into an exceptional backyard oasis designed for living and entertaining.Featuring a custom wooden pergola, a dedicated concrete patio for outdoor lounging, and a separate storage shed. The highlight of the exterior is a spacious, fully air-conditioned (240 sq ft) workshop matching the home’s charming aesthetic, complete with dedicated power—ideal for an art studio, home office, or hobby space. A unique, move-in-ready gem offering unparalleled character and location!

2520 Huntington Avenue, Sarasota

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

2 Beds ⋅ 2 Baths ⋅ Denham Acres SubDv. ⋅ 34231 Zip Code

Welcome to this beautifully renovated 2-bedroom + office, 2-bath 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.

6103 Carlton Avenue, Sarasota

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

2 Beds ⋅ 2 Baths ⋅ Heron Lakes SubDv. ⋅ 34293 Zip Code

Move-in ready and maintenance-free in the heart of Venice! This beautifully maintained turnkey furnished 2 bedrooms/2 baths condo offers easy Florida living with a BRAND NEW A/C system already installed - enjoy peace of mind and lower energy bills from day one. Park with ease under your private 2-car carport, a rare and valuable convenience. Inside, you'll find a bright, open floor plan with laminate flooring, generous natural light, and a spacious layout perfect for relaxing or entertaining. The kitchen features ample cabinetry, and air-conditioned sunroom is ideal for morning coffee or evening breezes. Located just minutes from historic downtown Venice, world-famous Gulf Coast beaches, shopping, dining, golf, and top medical facilities, this turnkey home puts the best of Southwest Florida right at your doorstep. Whether you're seeking a full-time residence, seasonal getaway, or investment opportunity, this is Florida living at its finest.

3001 Seawind Circle Unit 10C, Venice

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

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

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

3 Beds ⋅ 2 Baths ⋅ Vistera Of Venice SubDv. ⋅ 34275 Zip Code

Under Construction. Introducing the Langham floorplan by David Weekley Homes, currently under construction in the desirable Vistera of Venice. As the largest of the cottage series, this spacious 3-bedroom, 2-bath home also includes a dedicated study for added flexibility. The heart of this home is the large, open kitchen, which offers ample cabinet space, a sprawling island perfect for meal prep or casual dining, and a generous walk-in pantry to keep everything organized. The open floorplan enhances the sense of space and flow, making it ideal for both everyday living and entertaining. Every detail of this home is designed with style and functionality in mind, featuring hurricane impact windows, 8-foot interior doors, and luxurious quartz countertops throughout. A beautiful coat rack just on the way in from the garage, adds an extra touch of convenience and organization. The owner's suite is a true retreat, with a huge walk-in closet and an elegant bathroom designed for relaxation. **This property offers a limited time 7% employee pricing incentive.

328 Vistera Boulevard, Nokomis

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