Sarasota County Homes with Custom Architectural style

Sarasota County Homes with Custom Architectural style

Welcome to Sarasota County, Florida – a stunning coastal paradise that perfectly blends the beauty of nature with the charm of vibrant city life. Nestled along the Gulf of Mexico, Sarasota is renowned for its pristine beaches, cultural attractions, and an inviting community atmosphere that makes it one of the most desirable places to call home in the Sunshine State.

Sarasota boasts a diverse array of neighborhoods, each with its own unique flavor. From the bustling downtown area filled with chic boutiques and gourmet dining to serene waterfront communities, there's something for everyone. The county is also home to world-class attractions, including the renowned Ringling Museum of Art and the lush Marie Selby Botanical Gardens, ensuring that residents can enjoy a rich cultural lifestyle.

One of the standout features of Sarasota County is its collection of homes showcasing custom architectural styles. Here, you’ll find residences that reflect a variety of design influences, from Mediterranean Revival to contemporary masterpieces. These custom homes are not just structures; they are artistic expressions that harmonize with the natural beauty of the surroundings. Many properties feature expansive outdoor spaces, private pools, and breathtaking views, making them perfect for entertaining or simply enjoying the tranquil Florida sunsets.

Whether you’re a first-time homebuyer or looking to invest in a luxurious retreat, Sarasota County offers a wealth of options that cater to every taste and lifestyle. Discover your dream home in this enchanting locale, where custom architecture meets the vibrant spirit of Florida living. Welcome to Sarasota – your new home awaits!

Newest Sarasota County Homes with Custom Architectural style

1404 Kenilworth Street, Sarasota
$4,775,000
4 Beds ⋅ 5 Baths ⋅ Oyster Bay Landings SubDv. ⋅ 34231 Zip Code
Designed by renowned architect Guy Peterson, this waterfront residence in gated Oyster Bay Landings pairs distinctive modern architecture with a private setting overlooking a short canal to Sarasota Bay. Offering 5,428 square feet with four bedrooms and four and a half baths, the home is defined by walls of glass, expansive outdoor living spaces and a private dock with two lifts and bridge-free access to the bay. Natural materials bring warmth to the interiors, while water views and changing evening light create a compelling backdrop throughout. In the great room, travertine floors and cypress ceiling details complement floor-to-ceiling windows, creating an inviting balance of openness and warmth. Expansive terraces extend the living spaces outdoors, offering places to gather, dine or simply enjoy the waterfront setting. The kitchen brings people together around an island with seating for six, supported by separate refrigerator and freezer units, two dishwashers and a deep walk-in pantry. A 20-foot counter accommodates two desk workstations, while the adjoining family room features a built-in entertainment wall and opens to a waterfront patio with an outdoor cooking center. A game area with a wet bar and 400-bottle wine room offers another setting for evenings with friends. The dedicated office is appointed with stone countertops and solid wood cabinetry. Throughout more than 4,000 square feet of outdoor space, the home offers a variety of experiences. Covered terraces overlook tropical gardens and manicured grounds, while the courtyard brings together a heated pool and spa. Along the canal, the two private docks make boating a natural extension of life at home, with Sarasota Bay just beyond. Upstairs, a 30-foot hallway creates a distinctive approach to the private primary wing. Water views, a sitting room, morning bar and adjoining gym or office give the suite the feeling of a retreat within the home. The primary bath and dressing spaces include a dressing hall with built-ins and mirrors, a generous custom walk-in closet, a multi-function shower and a deep jetted soaking tub. Additional en-suite bedrooms feature custom closet systems and elevated ceilings. An elevator serves all three levels, complemented by a Crestron music and lighting system, a Generac generator and a four-car garage. Within easy reach of Sarasota’s beaches, golf, dining and downtown, this residence brings together architectural distinction, gated privacy and direct boating access. Its thoughtful balance of gathering spaces and private retreats makes it as welcoming for a houseful of guests as it is for a quiet evening overlooking the water.

1404 Kenilworth Street, Sarasota

3930 Elysian Woods Lane, Sarasota
$1,999,000
4 Beds ⋅ 3 Baths ⋅ Booth Preserve SubDv. ⋅ 34231 Zip Code
Virtually Staged. Coastal Elegance on Phillippi Creek! Custom-built by Coachman Homes, this exceptional waterfront residence blends timeless architecture, privacy, and an ideal Sarasota location. Set within an intimate gated enclave of just nine homes, the property spans nearly three-quarters of an acre and offers over 190 feet of private frontage on the scenic Phillippi Creek—an idyllic backdrop for daily living and entertaining. Notably, the house structure has had no water intrusion from storms/hurricanes during the owners’ tenure. Inside, approximately 3,500 square feet of living space unfolds in an open, light-filled layout with four bedrooms, a family room, and a dedicated office. A columned front porch and double-door entry lead into a grand living room featuring vaulted ceilings, a cultured stone fireplace, and a wall of glass doors that open to the screened lanai and pool. The adjacent dining room creates an elegant setting for gatherings, while the open-concept kitchen connects seamlessly to the family and casual dining areas—each overlooking the outdoor living space. The chef’s kitchen features custom cabinetry with under-cabinet lighting, granite countertops, tile backsplash, breakfast bar, and stainless-steel appliances. A split-bedroom plan ensures privacy. The primary suite is a serene retreat with French doors to the deck, a large walk-in closet, and a spa-style bathroom complete with dual vanities, walk-in shower, soaking tub, and private water closet. A flexible office adjoins the suite, ideal for working from home or quiet reading. On the opposite wing, three guest bedrooms share two full baths, offering comfort for family and visitors alike. Additional features include Lauzon hardwood floors throughout, recessed lighting, plantation blinds, hurricane shutters, two-zone A/C, re-screened pool cage (2024), a spacious laundry with newer washer and dryer, and a three-car garage with abundant storage. Outdoor living takes full advantage of Sarasota’s year-round sunshine. A large, screened lanai with swimming pool, spa, and waterfall fountain invites relaxation, while the full-length covered deck—with outdoor kitchen—encourages al fresco dining. Lush tropical landscaping guarantees privacy, and the large fenced portion of the backyard offers space for pets and play. A brick walkway leads to the private dock, equipped with water and electric. With only two bridges to Roberts Bay, boaters enjoy quick access to the Intracoastal Waterway and Gulf of Mexico. This residence combines the serenity of a secluded estate with unmatched convenience—just minutes to Siesta Key Beach, Downtown Sarasota, and The Bay Park. Fine dining, boutique shopping, cultural venues, and waterfront recreation are all within easy reach. In this rare nine-home community, you’ll experience the perfect balance of coastal tranquility and city sophistication—a true Sarasota lifestyle.

3930 Elysian Woods Lane, Sarasota

3607 Flamingo Avenue, Sarasota
$4,950,000
3 Beds ⋅ 4 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Exceptional Waterfront in North Siesta Key's Bay Island Shores Community. Experience the best of coastal living in this custom built residence with direct access just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with Brazilian Ipe hardwood flooring throughout, hurricane rated windows, French doors and volume Pine ceilings. At the heart of the home is a true cook's kitchen with Wolff Gas Range, built-in Sub-Zero stainless refrigerator, Fisher Paykel dishwasher and soap-stone countertop. A walk-in chef's pantry, abundant cabinetry and full wet-bar with wine refrigeration elevate the entertaining experience. The Primary Bedroom Suite, set it its own private wing, offers a tranquil retreat w/French doors opening to a full private deck, perfect to enjoy sunrise and enjoy the water vistas; generous closet space and spa-inspired Bath; Guests Private Wing and other rooms offer flexibility. Laundry room w/sink; office nook and mudroom are conveniently located off the 3-car garage. Outdoors, enjoy multiple covered decks, one with gas fireplace for perfect evening waterfront ambiance; overlooking heated salt-water pool/spa; tropical lighted landscape and water view. Located just minutes to downtown Sarasota; shopping; restaurants and cultural venues.

3607 Flamingo Avenue, Sarasota

800 N Tamiami Trail Unit 611, Sarasota
$699,000
2 Beds ⋅ 2 Baths ⋅ Alinari SubDv. ⋅ 34236 Zip Code
Immerse yourself in refined coastal luxury in this beautifully designed two-bedroom, two-bath residence, ideally in the heart of downtown Sarasota. On the sixth floor, this elegant home blends comfort, sophistication and functionality while capturing turquoise Sarasota Bay views from every room. The sought-after Cellini floor plan offers 1,332 square feet of interior living space and 1,411 square feet total, thoughtfully arranged in a spacious great-room layout oriented toward the bay and the vibrant waterfront cultural district beyond. Floor-to-ceiling sliding glass doors bathe the residence in natural light and open to a covered balcony, creating a seamless indoor-outdoor connection suited for relaxed coastal living. A welcoming foyer introduces ceramic tile flooring paired with neutral carpeting, crown molding and 9-foot ceilings. Thoughtful design details continue throughout, including recessed and accent lighting, custom wall finishes, designer fixtures, ceiling fans and furniture-quality wood cabinetry, resulting in a timeless and polished interior. The open kitchen is stylish and functional, featuring granite countertops, a generous breakfast bar, stainless steel appliances, indirect lighting and rich cherry wood cabinetry. Positioned to overlook the main living area, the kitchen maintains uninterrupted bay views while remaining suited for entertaining. The primary suite is privately within its wing and offers tranquil water views, a spacious walk-in closet and a spa-inspired en-suite bath with a soaking tub, separate shower and dual vanities. A well-appointed guest bedroom and guest bath provide additional accommodations, while a private laundry room with extra storage enhances everyday convenience. This residence also includes two deeded garage parking spaces, a valuable feature for downtown living. The second bedroom, equally suited as a den or office, is generously sized and features two windows with Sarasota Bay views, an attribute shared by every room in the residence. Alinari is a classic contemporary 18-story luxury high-rise offering refined plazas, fountains, a private recreational parcel and resort-style amenities. In 2025, enhancements were completed to the pool area, planters, movie theater, game room and catering kitchen. The building features key-card entry, a redesigned lobby, 24-hour on-site security and full front-desk services. In Flood Zone X and outside the flood plain, Alinari was engineered with reinforced concrete construction and deep pilings, with lobby and guest parking elevated approximately 17 feet above base sea level. This residence includes a climate-controlled assigned storage unit and two garage parking spaces on the second and third levels, placing vehicles more than 30 feet above sea level. The association maintains strong reserves with no current or upcoming assessments. Amenities include on-site management, secured parking, a resort-style pool, a hot tub, a grilling area, a clubroom, a wine room, a fitness center, saunas, a business center, a resident theater and two on-site guest suites newly renovated. Ideally in Sarasota’s cultural district, Alinari is moments from world-class arts, dining, waterfront promenades and vibrant social experiences, with the Sarasota Bay Park project underway with a new bayfront greenspace with pier and more. Downtown Sarasota living meets convenient coastal living.

800 N Tamiami Trail Unit 611, Sarasota

6240 Yellow Wood Place, Sarasota
$1,000,000
4 Beds ⋅ 3 Baths ⋅ Secluded Oaks SubDv. ⋅ 34241 Zip Code
**Discover Luxury, Privacy & Timeless Craftsmanship in Secluded Oaks!** Tucked away in a tranquil setting yet centrally located, this stunning custom-built Maglich Homes residence showcases exceptional craftsmanship, thoughtful design, and timeless architectural details. Situated on a **premium double half-acre lot overlooking a beautiful pond**, this home offers exceptional outdoor living. Enjoy the sparkling saltwater pool within a full mansard screen enclosure, a **newly rescreened lanai**, and an updated outdoor kitchen with gas cooking—perfect for entertaining. Lush landscaping is supported by a full-perimeter, well-fed irrigation system. Inside, the open-concept floor plan welcomes you with abundant natural light, luxurious hand-scraped distressed wood flooring, dramatic 12-foot coffered ceilings, disappearing pocket sliders, elegant French doors, and stunning aquarium glass. The desirable split-bedroom layout features four bedrooms, three full baths, and a dedicated den, offering flexibility for family, guests, or working from home. The spacious primary suite is a private retreat featuring an additional bonus room and a luxurious marble-enveloped en-suite bath. Distinctive architectural details include arched doorways, elegant lighting with decorative medallions, six-inch baseboards with double molding, and crown molding throughout. A stone-accented gas fireplace adds warmth and character to the living space. The gourmet kitchen impresses with 42-inch wood cabinetry, crown molding, integrated lighting, beaded-edge detailing, built-in oven/microwave, cooking island, wine refrigerator, and double sinks. Additional features include central vacuum and surround sound. With its expansive water views, generous homesite, custom craftsmanship, and inviting indoor-outdoor living spaces, this exceptional residence offers a wonderful opportunity to enjoy the best of the Florida lifestyle. Beyond the home, Secluded Oaks offers the charm of a peaceful country setting with the convenience of low HOA fees and easy access to everyday essentials. Enjoy proximity to A-rated schools, shopping, dining, Rothenbach Park, and a Publix shopping plaza just five minutes away. **A rare combination of custom craftsmanship, generous outdoor living, beautiful views, and an exceptional location—this is a home you truly need to experience in person. Don't miss your opportunity to make it yours!**

6240 Yellow Wood Place, Sarasota

452 Blue Garden Lane, Osprey
$1,925,000
3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Experience exceptional luxury and privacy in this Updated, custom Bo MacEwen residence, ideally situated on a beautifully landscaped cul-de-sac homesite in the prestigious gated community of Oaks Bayside. A welcoming approach features a long paver driveway, side-entry garage, and generous guest parking. Inside, architectural details take center stage with a dramatic two-story domed foyer, 11-foot ceilings, custom millwork, crown molding, tray ceilings, travertine flooring, abundant natural light, and oversized doors throughout. Designed for both elegant entertaining and comfortable everyday living, the open great room features a fireplace and flows seamlessly into a chef-inspired kitchen appointed with custom wood cabinetry, granite countertops, induction cooktop, double wall ovens, microwave drawer, and premium built-in appliances, including a wine cooler. The expansive primary suite offers a private retreat with ample sitting space, generous walk-in closets, and a beautifully appointed bath featuring dual vanities, dressing area, soaking tub, and glass-enclosed shower overlooking a secluded garden. Two additional guest suites, each with private en-suite baths, are thoughtfully positioned on the opposite side of this split floor plan. Outdoors, a recently renovated private courtyard creates an exceptional setting for relaxation and entertaining, featuring more than 1,500 square feet of covered and open-air space, a heated pool and spa, and convenient access to the main living areas and pool bath. Additional features include central vacuum, zoned HVAC with enhanced air filtration, hardwired security, integrated pool controls, and a Sonos/Sonance theater system. A distinctive combination of craftsmanship, architectural character, and private outdoor living in one of The Oaks' most desirable neighborhoods. The nearby, Private Dock on the Intracoastal Waterway is a cherished amenity of the Oaks-Bayside residents. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

452 Blue Garden Lane, Osprey

2589 Daisy Drive, North Port
$320,000
2 Beds ⋅ 2 Baths ⋅ Cypress Falls SubDv. ⋅ 34289 Zip Code
**TURNKEY FURNISHED** Experience a luxurious, maintenance-free lifestyle in the 55+ Del Webb community of Cypress Falls at The Woodlands! This meticulously kept 2-bedroom + den, 2-bath home radiates w/ light, openness & tranquility offering the perfect blend of comfort & elegance. Nestled within a peaceful setting, this home invites relaxation from the moment you arrive. Drive up & be greeted w/ lush Florida landscaping including perfectly trimmed shrubbery, manicured green grass & swaying palm trees. The brick pavered driveway and front entryway sets the tone for the inviting ambiance inside as you step through the beautiful etched glass front door into a spacious, open-concept layout featuring soaring ceilings, large tile flooring & neutral colors throughout. The kitchen is a showstopper—granite countertops, decorative tile backsplash, Stainless steel appliances that pair beautifully with the 42" white wood cabinets with crown molding. Enjoy the abundance of counter/cabinet space as well as recessed lighting, pull out cabinet drawers, a closet-style pantry, and a large island that seamlessly connects the kitchen to the dining and living room, creating a warm and inviting atmosphere for gatherings! The expansive living room has ample space for friends and family, making it the heart of the home. The split-bedroom layout ensures privacy for you and your guests and includes a den/office offering versatility for various uses. Retreat to the spacious owner’s suite that is tucked away right off the living room, featuring a ceiling fan, walk-in closet and 2 large windows w/ one overlooking the private preserve—a peaceful view to wake up to each day. The en-suite bath features dual sinks, upgraded faucet package, granite countertops, wood cabinetry (which includes 3 pull out drawers) and a walk- in shower with frame-less glass door enclosure, perfect for a spa-like experience! The guest bedroom is generously sized with a ceiling fan and a built-in closet. The nearby guest bath doesn’t disappoint w/ granite countertops, white wood cabinets & a shower/tub combo w/ upgraded tiled walls. The interior laundry room has a matching whirlpool washer & dryer w/ added shelving above, perfect for all your extra laundry room necessities. Step out through the back door onto the screened-in lanai and enjoy the peace and privacy with no rear neighbors, making it easy to fully appreciate this space—a perfect spot for outdoor dining or simply relaxing in the tranquil surroundings. Updated fixtures/faucets, Storm impact windows, plantation shutters throughout & accordion hurricane shutters. Lawn care and irrigation are included in your HOA, so your days of mowing, edging & weeding are over! The community is small enough to still have a small town feel, while large enough to have all the activities & amenities you’d love to enjoy in your retirement years including: a resistance pool, beach access pool, spa, pickle ball courts, bocce ball, billiard's, ping pong, horseshoes, library, internet café; to the numerous clubs & classes, crafters, Bridge, poker, euchre, yoga, tai chi, water aerobics, dance club, mah jong & more. Community activities also include Bingo, parties & professional entertainment. Active individuals and enthusiasts will revel in the community's tennis courts, while the 55+ community aspect ensures a neighborly vibe with plenty of engaging activities for the mature homeowner!

2589 Daisy Drive, North Port

5880 Tyler Road, Venice
$469,500
3 Beds ⋅ 2 Baths ⋅ Gulf View Estates SubDv. ⋅ 34293 Zip Code
If you have been searching for the perfect blend of a modern custom home, an established neighborhood, and a prime Venice location, this is the One! Thoughtfully designed and lovingly maintained, this custom 3-bedroom, 2-bath heated pool home sits in Gulf View Estates, one of Venice's beloved "Hidden Gem" communities, and delivers comfort, style, and everyday practicality few homes can match. The bright, open Great Room and Dining Room feature soaring ceilings, abundant natural light, and a "disappearing" sliding door that leads to the expansive, covered Lanai and sparkling 26 x 13 screened pool, framed by a mature hedge for year-round privacy and enjoyment. Your family Chef will enjoy this updated designer kitchen featuring quartz countertops with an oversized drop-in granite sink; cabinets with drawers, pull-outs, and lazy susans; a custom tile backsplash; under-counter lighting; and stainless steel appliances. A true split-bedroom floor plan ensures privacy for the owners and guests, with three generously sized bedrooms. The Primary Suite features two walk-in closets, a rare and highly desirable feature, and a fully updated en Suite bathroom with an oversized, curbless walk-in shower and a quartz double-sink vanity. Two guest bedrooms and the guest baths are tucked behind a pocket door for added privacy. The Laundry room, with a washer, dryer, and built-in laundry tub, features 2 storage closets and leads to the 2-car garage, which has a second laundry tub for outdoor use. Located in Gulf View Estates, a friendly, deed-restricted community with low HOA fees of just $350 annually, NO CDD FEES, and Flood Zone X. You're only 5 minutes from Manasota Key Beach and close to dining, shopping, golf, medical facilities, and entertainment, including Cool Today Park, home of the Atlanta Braves Spring Training. HVAC '2024; Roof 2015; Gutters with gutter guards (2021); new exterior paint (2026); irrigation on a private well; and much more! A great opportunity to grab a slice of Florida paradise!

5880 Tyler Road, Venice

1207 Sharswood Lane, Sarasota
$3,195,000
3 Beds ⋅ 4 Baths ⋅ Spice Bay SubDv. ⋅ 34242 Zip Code
LIVE THE SIESTA KEY LIFESTYLE IN SPICE BAY—an intimate, gated enclave of just 14 estate-sized homesites in one of Siesta Key’s most distinctive Intracoastal communities. Custom built by award-winning builder Ryan Perrone of Nautilus Homes, this sophisticated residence offers approximately 3,235 square feet of beautifully designed SINGLE-LEVEL LIVING with exceptional craftsmanship, privacy, and effortless indoor-outdoor entertaining. Offered FURNISHED, this exceptional home is ready for you to immediately begin enjoying the Siesta Key lifestyle. From the moment you enter through the impressive mahogany front door, a dramatic wall of glass sliders draws your eye to the lush tropical surroundings and expansive outdoor living areas beyond. Filled with NATURAL LIGHT, the home blends refined finishes with relaxed “barefoot elegance,” creating a coastal retreat that feels both luxurious and inviting. The thoughtfully designed floor plan features 3 BEDROOMS, EACH WITH ITS OWN ENSUITE BATH, providing exceptional privacy and comfort for family and guests. The spacious primary suite includes a private den/study and a luxurious spa-inspired bath, while the additional bedrooms are generously sized and beautifully appointed. A PRIVATE CASITA LOCATED JUST OFF THE PORCH adds even more flexibility—perfect for visiting guests, extended family, a private retreat, studio, or home office. Throughout the home, you’ll find wide-plank oil-finished wood flooring, handcrafted details, custom closets and built-ins that reflect the quality of this custom residence. At the heart of the home, the GOURMET CHEF’S KITCHEN was created for entertaining and features a 6-burner gas range, steam oven, two dishwashers, generous workspace and a large walk-in pantry. Open the sliders and embrace true Florida indoor-outdoor living. The extended courtyard and lanai enjoy DESIRABLE SOUTHERN EXPOSURE and a private tropical setting—perfect for morning coffee, entertaining friends, relaxing with an evening cocktail or unwinding in the spa. For boating enthusiasts, enjoy access to a DEEP-WATER BOAT DOCK WITH A 13,000-LB LIFT, making it easy to spend your days exploring Sarasota Bay and the surrounding waterways. An oversized THREE-CAR TANDEM GARAGE provides exceptional space for vehicles, storage and all your island toys. Spice Bay offers the rare combination of PRIVACY AND CONVENIENCE on Siesta Key. Walk or bike to the beach, nearby shops and restaurants, spend your days enjoying the world-famous quartz sands of Siesta Key Beach, then head downtown for Sarasota’s celebrated dining, arts and cultural scene. This exceptional TURNKEY FURNISHED custom residence captures the very best of luxury coastal living—private, refined and unmistakably Siesta Key.

1207 Sharswood Lane, Sarasota

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