South Sarasota Homes with Custom Architectural style

South Sarasota Homes with Custom Architectural style

Welcome to South Sarasota, Florida, where the sun-drenched beaches meet vibrant community life! Nestled in the heart of Sarasota County, this charming city is a hidden gem known for its stunning natural beauty, rich cultural scene, and diverse real estate options. South Sarasota boasts a unique blend of suburban tranquility and urban accessibility, making it the perfect place to call home.

One of the standout features of South Sarasota is its impressive array of homes with custom architectural styles. Here, you’ll find residences that reflect the individuality of their owners, showcasing everything from modern designs to classic Mediterranean influences. These custom homes are often adorned with exquisite details, such as intricate moldings, expansive outdoor living spaces, and lush landscaping, all designed to enhance the Florida lifestyle.

Residents of South Sarasota enjoy a wealth of amenities, including top-rated schools, parks, and recreational facilities. The nearby Gulf Coast beaches beckon with their powdery white sands and crystal-clear waters, perfect for sunbathing, swimming, or simply enjoying a picturesque sunset. Additionally, the vibrant arts and culture scene, featuring galleries, theaters, and festivals, ensures there’s always something exciting happening in the community.

With its inviting atmosphere and beautiful custom homes, South Sarasota is more than just a place to live; it’s a lifestyle. Whether you’re looking to settle down or invest in a vacation property, this delightful city offers a unique blend of charm, character, and coastal living that you won’t want to miss. Come explore South Sarasota and discover your dream home today!

Newest South Sarasota Homes with Custom Architectural style

3970 Red Rock Lane, Sarasota
$4,399,000
4 Beds ⋅ 5 Baths ⋅ Red Rock Terrace SubDv. ⋅ 34231 Zip Code
Pre-Construction. To be built. Introducing an exceptional new custom residence that redefines contemporary luxury in Sarasota's coveted West of Trail neighborhood. Thoughtfully conceived for today's discerning buyer, this architectural masterpiece blends sophisticated design with effortless indoor-outdoor living, creating a private retreat just moments from Siesta Key and Downtown Sarasota. Designed with elegance and versatility in mind, the home features four luxurious bedroom suites, a study and five impeccably appointed baths, including two primary suites—an increasingly sought-after feature ideal for multigenerational living, extended family, or long-term guests. Adding to its uniqueness is a private poolside casita, complete with its own en-suite bath, offering a true guest retreat with direct access to the resort-style outdoor living spaces. Whether used for visiting family, a live-in caregiver, a private office, or wellness studio, the casita provides exceptional flexibility rarely found in luxury new construction. At the heart of the residence, the dramatic great room flows seamlessly into a designer kitchen showcasing premium appliances, custom cabinetry, an oversized waterfall island, and elegant entertaining spaces framed by walls of glass overlooking the outdoor oasis. The principal owner's suite is a sanctuary of comfort featuring a spa-inspired bath, generous walk-in wardrobes, and direct access to the pool terrace. Every finish throughout the home has been selected with uncompromising attention to detail, including wide-plank flooring, designer lighting, impact-rated glass, smart-home integration, and custom millwork. Outdoor living is elevated with a spectacular resort-inspired pool and spa, expansive covered lanai, summer kitchen, and beautifully landscaped grounds situated on an approximately 5,805-square-foot corner homesite. Every space has been designed to embrace Sarasota's year-round indoor-outdoor lifestyle. Located in the prestigious Red Rock Terrace neighborhood, this exceptional residence offers convenient access to Siesta Key Beach, Southside Village, Downtown Sarasota, premier dining, private clubs, marinas, and the area's renowned arts and cultural attractions. Offered as a rare pre-construction opportunity, buyers may have the ability to personalize select finishes during construction. A residence of this caliber—featuring dual primary suites and a private poolside casita—is a rare offering in one of Sarasota's most desirable locations. Renderings are artist's conceptual representations provided for illustrative and marketing purposes only and are not intended to represent the completed residence with absolute accuracy. Final construction may vary from the renderings, including but not limited to architectural details, dimensions, materials, finishes, colors, landscaping, vegetation, pool and spa features, outdoor living areas, furnishings, lighting and surrounding properties. Furnishings and decorative items shown are for visualization purposes and may not be included in the sale. Buyers should rely on the applicable construction plans, specifications, contracts and other governing documents to determine the actual design, features and improvements included with the property.

3970 Red Rock Lane, Sarasota
4307 Camino Real, Sarasota
$2,999,000
4 Beds ⋅ 3 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code
Distinctive Architecture. Space to Unwind. West of Trail. Set on a tropically landscaped half-acre corner lot on a private dead-end street off Camino Real, this custom home offers 3,933 square feet of single-level living with four bedrooms and 2.5 baths. Custom double doors and hand-peeled log columns introduce a striking great room with a 24-foot wood cathedral ceiling, gas fireplace, and oak and travertine flooring arranged in a parquet pattern. The kitchen features custom cabinetry, a Sub-Zero refrigerator, Viking gas cooktop, statement metal hood, large island, and spacious butler’s pantry with wine storage. Sliding glass doors connect the interior to a 2,176-square-foot screened lanai with a pool, spa, covered entertaining areas, and fully equipped outdoor kitchen and a new Koehler Whole House Generator. The expansive primary suite includes two sitting areas, vaulted ceilings, terrace access, a large walk-in closet, and a bath with a separate tub and shower, granite double vanity, and bidet. An adjoining bedroom provides flexibility for an office, den, or exercise room, while the guest bedrooms feature oak floors and built-in storage. Oversized garage spaces add everyday convenience, with generous room for parking and storage. Near Roberts Bay, the historic Field Club, and Oyster Bay Estates, this peaceful setting offers convenient access to downtown Sarasota, St. Armands Circle, and the beaches of Siesta Key, Lido Key, and Longboat Key. A distinctive West of Trail home with generous gathering spaces and a private tropical setting.

4307 Camino Real, Sarasota
5122 Kestral Park S, Sarasota
$1,450,000
4 Beds ⋅ 3 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Discover an exceptional opportunity in the Landings, one of Sarasota's most sought-after communities, ideally situated West of the Trail. Custom-built and lovingly maintained by the original owner, this spacious residence offers over 3,700 square feet of gracious living space, featuring four bedrooms and two-and-a-half baths. Thoughtfully designed for both everyday comfort and effortless entertaining, the home presents a wonderful opportunity to personalize and create a space uniquely your own. At the heart of the home, a generously sized kitchen with abundant storage opens seamlessly to an inviting family room, complete with a wood-burning fireplace. The expansive primary suite offers a private retreat, featuring two walk-in closets, walk-in shower, jacuzzi tub, and personal sauna. Outside, a circular driveway welcomes you home, complemented by a discreet side-entry garage. A screened porch provides the perfect setting for al fresco dining or quiet relaxation, overlooking the natural beauty and privacy of the preserve. With ample room to add a pool, the outdoor space offers endless possibilities for creating your own oasis. A rare opportunity to make your mark on a beautifully maintained, custom-built home in an established Sarasota community, where privacy, convenience, and timeless potential all come together.

5122 Kestral Park S, Sarasota
84 Southwinds Drive, Sarasota
$264,900
2 Beds ⋅ 2 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Welcome home to this absolutely immaculate double-wide in desirable Southwinds Mobile Home Park! Affordable living with monthly HOA dues of only $195 a month make this attractive immediately! Beautifully maintained, this inviting home offers a warm coastal feel from the moment you step inside. Don’t wait on this one—it’s a beauty and you'll love the tasteful furniture and decor! The spacious floorplan features 2 bedrooms plus a versatile den that could easily serve as a 3rd bedroom, home office, or guest space. Enjoy both formal living and dining areas, a comfortable Florida Room, and a spacious kitchen with a separate dinette. Sliding glass doors from the dinette bring in plenty of natural light and overlook the front of the home. Additional features include a covered carport, storage shed, and convenient inside laundry closet with washer and dryer included. Many improvements by Sellers including the following: Shingle Roof 2026*Shed Door 2025*Microwave 2023*Air Conditioner 2023*Washer 2020*Flooring upgraded 2019*FL Room Roof 2019*10 x 8 Shed for storage & much more! Situated toward the back of the community, the home enjoys a quieter location while still being just a short distance from the clubhouse and community amenities. The community pool is always a great place to meet up with your friends in the park, as well as pickleball and shuffleboard too! And ... the location is hard to beat! World-renowned Siesta Key and its beautiful beaches are just minutes away, along with the popular Gulf Gate shops and restaurants. Legacy Trail, Costco, fitness centers, shopping, and an abundance of dining options are all nearby. Cultural downtown Sarasota is approximately 15 minutes away, offering boutique shopping, restaurants, theaters, the opera, Marie Selby Botanical Gardens, and so much more. Southwinds is a welcoming 55+ co-op community known for its friendly atmosphere and wonderful sense of community. Come enjoy the Florida lifestyle and become part of this special neighborhood. This one truly stands out—schedule your showing today!

84 Southwinds Drive, Sarasota
2110 Michele Drive, Sarasota
$2,479,000
5 Beds ⋅ 6 Baths ⋅ Monticello SubDv. ⋅ 34231 Zip Code
EXCEPTIONAL CUSTOM LUXURY HOME ON COQUINA ISLAND! One-of-a-kind 5BR/5.5BA custom residence offering 4,000+ SF of luxurious and enjoyable modern coastal living on an exceptional homesite. The open, flexible floor plan features a dramatic great room with 13' ceilings, floor-to-ceiling windows, custom open staircases, and beautiful wood and tile flooring. The gourmet chef's kitchen boasts premium appliances, oversized island, double wall ovens, coffee bar, and expansive walk-in pantry. Main-level primary suite features two custom walk-in closets and luxurious ensuite bath. Multiple private decks and a spacious paver lanai overlook the heated PebbleTec saltwater pool and spillover spa. Designed for effortless entertaining, the resort-style outdoor living area includes an outdoor kitchen with marine-grade cabinetry, tropical landscaping, and professionally designed hardscape. A separate living space with private entrance includes its own great room, full kitchen, bedroom, bathroom, laundry room, and private balcony—ideal for extended family, guests, a private retreat, or other lifestyle needs. Additional highlights include a 38' wide polyaspartic garage with lift potential, three HVAC systems/zones, sound insulation, extensive structured wiring, 19 speakers, eight security cameras, indoor/outdoor Wi-Fi mesh, custom storage, private irrigation well, and LED-lit circular paver driveway. Located on desirable Coquina Island, close to Siesta Key Beach, Phillippi Mansion Park, Sarasota Memorial Hospital, downtown Sarasota, Selby Gardens, shopping, and dining. Exceptional architectural design, luxury amenities, flexible living spaces, and outstanding indoor-outdoor living—all offered below estimated replacement cost. Elevator addition specifics available.

2110 Michele Drive, Sarasota
3248 Gulf Watch Court, Sarasota
$395,000
3 Beds ⋅ 2 Baths ⋅ Gulf Gate Glen SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to this beautifully maintained three-bedroom, two-bath home nestled in the quiet, tree-lined community of Gulf Gate Glen in Sarasota. Proudly offered for sale by its original owner, this inviting home combines comfortable Florida living with a wonderfully convenient location. Inside, an open floor plan and abundant natural light create a bright, welcoming atmosphere. The living and dining areas feature soaring vaulted ceilings, adding to the home’s spacious feel, while the well-appointed kitchen includes a dedicated breakfast room and new appliances. Impact windows throughout provide added peace of mind and energy efficiency. Step outside to the screened rear porch, the perfect spot to enjoy your morning coffee, unwind after a day at the beach, or take in the tranquil surroundings. With its established setting and thoughtful features, this home offers an ideal opportunity to make your own mark in one of Sarasota’s desirable residential areas. Location is exceptional, with the beautiful beaches of Siesta Key just minutes away, along with the shops, dining, and local charm of Gulf Gate. When you’re ready for more, the vibrant arts, culture, dining, and entertainment of downtown Sarasota are an easy drive away. A rare opportunity to purchase an original-owner home in a peaceful Sarasota community—close to everything that makes the area so special.

3248 Gulf Watch Court, Sarasota
1820 Stanford Lane, Sarasota
$999,000
4 Beds ⋅ 2 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
This is the one * LOCATED IN THE HIGHLY DESIRABLE AQUALANE ESTATES, JUST A MILE FROM WORLD FAMOUS SIESTA KEY BEACH, THIS CUSTOM HOME OFFERS AN INCREDIBLE OPPORTUNITY TO OWN IN ONE OF SARASOTA'S MOST SOUGHT AFTER WATERFRONT NEIGHBORHOODS * No HOA or CDD * NO Deed Restrictions * 'A' RATED SCHOOL DISTRICT * This IMMACULATE home features 3084/- sqft a/c * 4 Bedrooms+ 2 Full Baths * DOWNSTAIRS you'll find the Primary Bedroom & a Guest Room * 2 Guest Bedrooms are UPSTAIRS * HURRICANE IMPACT WINDOWS for your peace of mind * The home sits high & dry and has never had any flooding issues * The Open Floor Plan features a Formal Living Room, Formal Dining Room and a LARGE Family Room * The LOVNGLY RENOVATED Kitchen showcases NEW Shaker Wood Cabinets * * NEW Quartz Countertops * OVERSIZED Laundry Room * 2 Car Garage * PRIDE OF CURRENT OWNERSHIP SHOWS * This is a GREAT HOME for year round living or a winter getaway * It's also ideal for investors to live in while creating your dream home! * THIS IS A FABULOUS INVESTMENT FOR YOUR FUTURE * Location, location, location * Close to Siesta Key Beach, shopping, dining - everything you could want is nearby * 'A' RATED SCHOOL DISTRICT * One look & you'll fall in love with this Midcentury Home *

1820 Stanford Lane, Sarasota
1136 N Lake Shore Drive, Sarasota
$11,375,000
4 Beds ⋅ 8 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a rare opportunity for the luxury buyer who believes life is best lived on the water. Spanning more than 10,000 total square feet, with nearly all principal living areas on one level, the home was created for both grand entertaining and relaxed waterfront living. Dramatic ceilings, distinctive architectural details, expansive windows, and a spectacular gallery space with an interior fountain establish a sense of occasion, while multiple intimate gathering areas make the estate equally comfortable for everyday life. A commercial grade chef’s kitchen with professional appliances is equipped for effortless entertaining, from elegant dinners to large celebrations. The primary suite is a private sanctuary framed by beautiful bay views, featuring an expansive custom wardrobe and an indulgent bath with soaking tub, oversized shower, and dedicated massage and sauna room. Five additional bedroom suites provide exceptional privacy for family and guests, each with its own bath and generous storage. Beyond the interiors, the estate unfolds like a private resort. A swimming pool, tennis court, fitness room, billiard room, private office, three car garage, abundant storage, and permitted dock replacement create a property designed for recreation, relaxation, and life on the water. A new roof completed in 2024 adds further value and peace of mind. The address is equally exceptional. Oyster Bay Estates places you near The Field Club, Siesta Key, Southside Village, Sarasota Memorial Hospital, and Downtown Sarasota, offering remarkable access to world class beaches, boating, fine dining, shopping, arts, and culture while remaining tucked within a prestigious waterfront enclave. For those with an even greater vision, the magnificent acreage and extraordinary bay frontage also present the opportunity to create a completely new custom waterfront estate. The property may offer potential for division into two buildable homesites if the existing residence is removed, subject to verification and applicable approvals. With its commanding Sarasota Bay frontage, boating access, acreage, privacy, and coveted location, 1136 N Lake Shore Drive is not simply a place to live. It is the opportunity to claim an extraordinary piece of Sarasota’s waterfront lifestyle.

1136 N Lake Shore Drive, Sarasota
1440 Kimlira Lane, Sarasota
$7,350,000
4 Beds ⋅ 4 Baths ⋅ 34231 Zip Code
Located on approximately 200 feet of open Bay frontage in one of Sarasota's most prestigious neighborhoods, this remarkable property enjoys a postcard-worthy setting on more than an acre of beautifully landscaped grounds near The Field Club. A 150+/- foot private dock, expansive lawn, and breathtaking panoramic views create one of Sarasota's truly exceptional waterfront offerings. The residence is in outstanding, like-new condition, with all major systems and components replaced in 2017. Thoughtfully designed with an open floor plan, the home offers three private en-suite bedrooms and a relaxed island-inspired aesthetic complemented by textured wall finishes, tray ceilings, crown moldings, custom built-ins, designer lighting, and fine finishes throughout. The spacious great room is ideal for entertaining, while the well-appointed kitchen is perfectly positioned between a charming breakfast room and formal dining area. Additional features include an oversized laundry room, generous air-conditioned attic storage, an attached two-car garage, and an air-conditioned workshop that could also serve as a third garage bay. For many, however, the true rarity lies in the land itself. With approximately 200 feet of open Bay frontage, more than an acre of prime waterfront, and surrounded by Sarasota's most significant estates, this is the kind of homesite that rarely becomes available. While the existing residence can be enjoyed immediately for years to come, the property also presents an extraordinary opportunity to create a world-class waterfront estate that fully realizes the potential of this iconic setting. Quite simply, the value of this offering extends well beyond the home—it is an opportunity to own one of Sarasota's premier Bayfront properties. Offered at a compelling value among the area's most prestigious waterfront estates, this is a rare chance to secure an irreplaceable piece of Sarasota's shoreline for today and for generations to come.

1440 Kimlira Lane, Sarasota
2225 Florinda Street, Sarasota
$1,450,000
4 Beds ⋅ 3 Baths ⋅ Tamiami Terrace SubDv. ⋅ 34231 Zip Code
Virtually Staged. 2225 Florinda Street — arrival as destination. Pull into the driveway, pass the two car garage and follow a landscaped walkway to arrive at a gracious covered entry; decorative metal screening catches the Florida light accenting the french pattern travertine entry and frames an oversize full glass door. Step inside and the experience unfolds: Large format porcelain tile, 10' ceilings and abundant windows bathing the open plan in natural light. Gulfside Homes, a Sarasota Custom Home builder for over 25 years, crafted this over 2,600 sq ft Calista model showcase with thoughtful and custom upgrades you’ll notice throughout—builtin conveniences, premium appliances and finish selections that read like an owner’s wish list already checked. The main level is made for living and entertaining: an elegant dining area flows to a true gourmet kitchen with gas range, pot filler, LG stainless appliances, microwave drawer and an oversized quartz waterfall island. The family room sits beyond, flooded by light from large windows and glass doors that frame the ivory travertine pool deck and spa. Opposite the island and tucked under the stairs is a purposeful coffee bar and prep station with a deep sink (cuttingboard/dryingrack/colander), coordinated floating shelving, abundant storage and a twozone undercabinet beverage refrigerator—one of the many touches that make daily rituals effortless. Also on the first floor is a flexible, large en-suite guest room whose bath doubles as a powder room and provides direct access to the outdoors and access to the pool—perfect for visitors and carefree pool days. Upstairs the home is arranged for privacy and function: a split bedroom plan placing the primary suite apart from two large secondary bedrooms. The primary is a serene retreat with a spa caliber bath—soaking vessel tub, floor to ceiling Calacatta porcelain shower with double rain heads, dual vanities—and generous closet space. A dedicated laundry on the bedroom level adds convenience. A roomy office/den/media room opens to a covered deck for quiet moments or flexible workspace. Outside is your private Sarasota oasis: 12×24 pool with six person spa, travertine decking and glass waterline tile, pre-plumbed for heating and framed by an 8' fenced yard.  Premium systems and Gulfside upgrades that other builders don’t automatically provide—impact windows, underground 500gal propane tank, Rinnai tankless water heater with recirculating system, large format porcelain tile on the main level, waterproof luxury vinyl plank upstairs, timber stairs with stainless cable railing, upgraded lighting and hardware, Ring cameras and low maintenance tropical landscaping—deliver comfort, security and low upkeep. Only blocks to The Landings shopping center with several restaurants, gym, and Publix. Minutes from the John and Mable Ringling Museum of Art, Sarasota Art Museum, Van Wezel Performing Arts Hall, Marina Jack, downtown dining, farmers’ markets, marinas and Siesta Key and gulf beaches, 2225 Florinda is a refined, turnkey Sarasota lifestyle crafted by an experienced custom builder. Schedule your private showing to experience the details in person.

2225 Florinda Street, Sarasota
2424 Ashton Road, Sarasota
$2,342,500
3 Beds ⋅ 3 Baths ⋅ Phillippi Crest SubDv. ⋅ 34231 Zip Code
Pre-Construction. To be built. Pre-Construction | To Be Built by E/M Custom Homes. Rare opportunity to build a custom luxury estate on a private 1-acre homesite in a highly desirable Sarasota location with no HOA, no deed restrictions, and not located in a flood zone. The property also offers the potential to be subdivided into four separate parcels, creating exceptional future investment and development opportunities. The lot is available separately for $800,000. This thoughtfully designed floor plan features an open-concept layout with a spacious great room accented by decorative coffered ceilings, a gourmet kitchen with a large center island, quartz countertops, and premium wood cabinetry. The home includes 3 bedrooms, a dedicated den, bonus room, and a 3-car garage, providing flexibility for a home office, gym, media room, or additional living space. Outdoor living is enhanced by a covered lanai and summer kitchen, perfect for entertaining and enjoying the Florida lifestyle. With no deed restrictions, there is ample room for a pool, detached garage, guest house, RV, or boat storage. Ideally located just 2.5 miles from Siesta Key Beach, minutes from Downtown Sarasota, and with convenient access to I-75. Situated within a highly rated school district with access to sought-after magnet schools. Built by E/M Custom Homes, renowned for quality craftsmanship and personalized design-build services. Buyers still have time to customize floor plans, finishes, and selections to create their dream home. Photos are of a recently completed model and are for illustrative purposes only. Other floor plans and customization options are available upon request.

2424 Ashton Road, Sarasota
5618 Britannia Drive, Sarasota
$1,425,000
3 Beds ⋅ 4 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
One or more photo(s) has been virtually staged. Brand new build in 2017. No HOA Fee or restrictions. Tucked away on nearly an acre in the desirable Phillippi Gardens area, this private 3-bedroom, 3.5-bath estate offers a rare blend of space, security, and classic Florida charm. Enclosed by a full concrete perimeter wall with an electronic gate, the property provides exceptional privacy and peace of mind in a prime location just minutes from Siesta Key, downtown Sarasota, shopping, dining, and top-rated schools. Designed for both comfort and efficiency, the home features hurricane-impact windows and doors, a durable metal roof, and solar panels with net metering available for energy savings. Additional upgrades include propane service, plantation shutters, and a comprehensive exterior security system with 11 surveillance cameras. Inside, the home offers a warm and inviting layout with spacious living areas, custom details, and seamless indoor-outdoor flow ideal for everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool surrounded by mature landscaping and expansive yard space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached, along with an RV hookup. Ample room to store your boat or RV. Set on nearly an acre with room to expand or simply enjoy the space, this unique property boasts privacy and convenience.

5618 Britannia Drive, Sarasota
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