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2323 Okobee Drive, Sarasota
$3,495,000
4 Beds ⋅ 5 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
Brand New West Indies inspired design located West of the Trail in McClellan Park. This stunning four-bedroom, four-and-a-half-bath residence offers exceptional design, thoughtful functionality, and spans close to 3500 square feet under air, complete with a den, bonus room, private elevator, and three-car garage. The primary suite is on the main floor along with the office and the other 3 bedroom suites and bonus room are upstairs. From the moment you arrive, the quality and attention to detail are unmistakable. Inside, the home features wide-plank French Oak flooring throughout both levels, solid-core doors, vaulted ceilings, and an abundance of custom built-ins. The chef’s kitchen is exceptionally appointed with matte finished custom cabinetry, professional-grade appliances, including a 48-inch GE Monogram dual-fuel range with six burners and griddle, Bosch dishwasher, wine refrigeration, and a large center island topped with quartzite, ideal for cooking, entertaining, and gathering. Outdoor living is equally impressive, featuring a saltwater pool and spa, outdoor kitchen, fire features, and a picture-window pool cage designed to maximize views while maintaining privacy. Lush, professionally designed landscaping surrounds the home, enhanced by low-voltage architectural uplighting in both the front and rear yards. Additional premium features include a locally sourced custom iron and glass front door, high-end bathroom finishes throughout, and a comprehensive AV and smart-home package with interior and exterior cameras, built-in speakers with SONOS technology, and multiple Frame TVs. This home also incorporates numerous energy-efficient and green features, including high-impact windows and doors, Icynene open-cell spray foam insulation, insulated garage doors, natural gas service, irrigation with well, and it comes Generator ready. The location is truly exceptional—West of the Trail, just minutes to the barrier islands and downtown Sarasota without the congestion, and only blocks from Southside Village, Sarasota Memorial Hospital, and top-rated Southside Elementary and Sarasota High School. This is a rare opportunity to own a brand-new, move-in-ready luxury home in one of Sarasota’s most desirable neighborhoods. If you like a home loaded with extras this home checks every box.

2323 Okobee Drive, Sarasota

1915 Clematis Street, Sarasota
$2,800,000
4 Beds ⋅ 4 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
A timeless statement of modern luxury, this impeccably reimagined West of Trail residence exudes sophistication, serenity and refined coastal elegance. Completely remodeled, professionally designed and expertly curated, this extraordinary Sarasota home showcases one-of-a-kind craftsmanship, elevated design and exceptional finishes throughout, creating an unparalleled luxury living experience in one of Sarasota’s sought-after neighborhoods. Distinguished appointments include custom cabinetry by Das Holz Haus, reclaimed wood architectural elements, engineered luxury hardwood flooring, designer lighting with Lutron controls, rich designer paint finishes and bespoke décor. Encompassing 3,161 square feet heated and 4,194 total, this floor plan is designed for everyday living, entertaining and relaxing. At the heart of the home, the chef’s kitchen, anchored by two oversized islands, including a breakfast bar, and surrounded by artisan-crafted solid wood cabinetry. Brushed honey bronze fixtures and hardware complement Calcutta quartz countertops, while a farmhouse sink with a designer faucet enhances beauty and functionality. Culinary enthusiasts will appreciate the professional-grade appliance package highlighted by a 2021 La Cornue five-burner gas range with double convection ovens, custom chimney hood and premium ventilation system. Complimented by 2021 Sub-Zero refrigerator, 2021 Sub-Zero refrigerator drawers, 2021 Sharp microwave, 2021 Miele built-in coffee maker, 2025 Sub-Zero wine cooler, 2021 Scotsman ice maker, 2025 Galley sink tap, Shaw fireclay main sink, Shaw fireclay bar sink and Zip water system for bar (hot, cold, sparkling). The kitchen flows seamlessly into the dining area and living room, where a sleek linear color-changing electric fireplace framed by reclaimed wood creates a warm contemporary ambiance. Designed for effortless indoor-outdoor living, the residence offers inviting spaces to relax and entertain. The serene primary suite serves as a private retreat with direct access to the covered lanai. A spa-inspired primary bath features a custom natural wood double vanity, Duravit wash basins, Robern mirrored medicine cabinets with integrated lighting, heated towel warmer, freestanding concrete soaking tub, and a luxurious walk-in shower with multiple showerheads and body sprays. A well-appointed laundry room offers custom cabinetry, 2023 LG stack washer/dryer and ample folding space. A private guest suite with its bath is conveniently on the main level, and a 2025 remodeled bath. Upstairs, a spacious 300-square-foot loft with an 11-foot tray ceiling serves as a gathering space between secondary bedrooms and baths, one being en suite. Complementing the home is an epoxy-coated three-car garage with storage, workspace and room for recreational equipment. Resort-inspired outdoor living environment features travertine tile flooring, a heated pool and spa, and covered entertaining areas, including a 2026 built-in outdoor kitchen, covered dining space and lounging areas. Residence exterior freshly painted 2025, lush landscaping installed 2024, two house HVACs 2025, garage HVAC 2023, whole-house generator 32kVA and pool filter 2025. Ideally in Sarasota’s desired West of Trail neighborhood, offering convenient access to Southside Village, Sarasota Memorial Hospital, Southside Elementary School, Marina Jack, world-class dining, boutique shopping and Gulf beaches.

1915 Clematis Street, Sarasota

1731 Cunliff Lane, Sarasota
$2,600,000
3 Beds ⋅ 3 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
Hidden behind lush, curated gardens on a rare .34-acre parcel in McClellan Park, west of Osprey, this is more than a home—it’s a private in-town compound designed for those who value beauty, privacy, and a deeply connected lifestyle. A winding approach reveals a residence that unfolds with intention, where indoor and outdoor living exist in perfect harmony. At its heart, a 2024 architectural addition creates a breathtaking great room, where walls of glass disappear and the home opens entirely to a serene poolside setting—blurring the line between interior elegance and natural surroundings. The kitchen, dining, and living spaces flow effortlessly together, framed by garden views and natural light, creating an atmosphere that is both refined and grounding. This charming in-city home combines historic character with modern living. The property underwent a complete back-to-studs renovation, bringing it fully up to current Florida building codes with an official build date of 2013. You’ll enjoy the best of both worlds: a classic foundation refined by modern systems and standards. The main home spans 3,239 square feet with three bedrooms and three baths, fully customized with all the details valued by today’s buyers. Bonus rooms include an office/den, plus a sitting room in the primary suite. The striking 2024 addition, designed by Jimmy Thornton, features an open-concept great room, dining and kitchen with zero-corner, fully pocketing sliding glass doors, a dramatic architectural detail that opens the living space completely to the pool and outdoor areas. The kitchen is a true showpiece. It features high ceiling, super-organized European cabinetry with illuminated interiors, high-profile quartz and marble countertops, a glass window backsplash, and clerestory windows. Custom walnut open shelving add artistic flair. Appliance garages, interior drawers, workstation sink with two faucets, and oversize eat-in island add high-end functionality. The outdoors is incredibly lush and functional for an in-town location. Outdoor living rooms, fruit trees, trellises, native flowers, and an expansive food garden…plus a tree house for charm and fun. A heated saltwater pool anchors the backyard, while the detached guest house adds flexibility for recreation, home office, studio or guests. Energy independence is a standout advantage with a roof solar system, two-car solar carport, and backup batteries. It’s a home that powers itself confidently and efficiently. Location is a major benefit here, and one you’ll appreciate every day. From this quiet McClellan Park street, you can walk to Southside School (or the Pine View bus stop), reach Southside Village in 0.5 mile, and be at Sarasota Memorial Hospital in 1.0 mile. Everyday convenience continues just beyond the neighborhood with shopping centers, restaurants, Downtown Sarasota and Gulf beaches all within five miles. And for buyers who love being on the water, you can roll your kayaks to the bay. There’s a convenient put-in at the end of the street. McClellan park homes like this one are few and far between. Quiet street, large lot, guest house and a full renovation already done. If you want Sarasota West of Trail without compromise, this is your moment.

1731 Cunliff Lane, Sarasota

1864 Clematis St Street, Sarasota
$1,600,000
4 Beds ⋅ 3 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
This Spanish Mediterranean style home built in 1925 is nestled in the coveted "West of Trail" subdivision of DeSota Park in the South Poinsettia park Neighborhood just two blocks from the fine dining and boutique shopping offered in Southside Village. This home is ideally located outside of any flood zones and weathered the 2024 hurricane season without any damage. This listed historic home with detached casita is rich with character. The beautifully designed residence offers 2,330 square feet of living space. The home boasts a total of 12 rooms featuring a spacious entry, open plan living area including a formal dining room, living space and chef's kitchen and a versatile family room located directly off the pool area. The 3 bedroom main house has 2 bedrooms with their own en-suite bathrooms plus an additional 3rd bedroom/office/flex space, updated hurricane rated windows and whole home tankless hot water heater. The casita offers the 4th bedroom with en suite bath and kitchenette. Upon entering the tiled courtyard you are invited to step inside and discover an abundance of architectural details like the hurricane rated pecky cypress entry door, arched doorways, pecky cypress beams and fireplace mantel, custom built-ins and original architectural details that all add up to the unique touches of sophistication. The northern exposure fills the home with natural light, highlighting the garden views through casement dual pane hurricane rated windows adorned with tasteful and functional window treatments. Inside the spacious foyer your attention is drawn to the custom window treatments and new flooring and opens to an expansive open plan living room featuring a working fireplace with a pecky cypress mantel that adds warmth and ambiance and pecky cypress beams. The living space is flanked by a light filled dining room that opens to a second private courtyard and the recently renovated gourmet chef's kitchen that includes custom cabinetry, Taj Mahal quartzite countertops, zellige tile backsplash and top of the line appliances - SubZero refrigerator, Thermador warming drawer and Italian Fulgor Milano gas range. Down the hall the main floor primary suite includes a large ensuite bathroom with a separate shower, four closets for ample storage and a convenient laundry space. The second bedroom suite is tucked away with dual closets, dressing area, its own courtyard and private access to the pool. At the back of the home the 3rd bedroom/office/flexroom is located off a large and comfortable family room with pecky cypress beams and tile flooring that opens up through a wall of hurricane rated stack glass back doors to the pool area. The pool area is a tropical paradise featuring a heated pool and hot tub with a new remote controlled electronic system. The pool cage encompasses plenty of space for lounging and dining and includes the entry to the casita and full bath with mini split unit, tile flooring and wooden beams, includes built-in murphy bed and a dedicated generator. Outside the casita is a large paver courtyard with a custom outdoor cooking area that includes a plumbed 36" natural gas grill with rotisserie and pizza oven accessories and an outdoor refrigerator. This "West of Trail" home is ideally located in the Southside Elementary School district, convenient to Sarasota Memorial Hospital and located just steps away from Morton's Gourmet Grocery and some of Sarasota's best restaurants, shopping and art galleries.

1864 Clematis St Street, Sarasota

2315 Mcclellan Parkway, Sarasota
$1,550,000
3 Beds ⋅ 3 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
Superb value in this almost 1/2 acre parcel with a 1935 home in PRIME West of Trail McClellan Park. Build new or renovate this 3000+ home with some great "bones" plus plenty of room to add on. The home has high ceilings and beautiful woodwork on walls and floors. On the main level there is a large living area plus a family room, an oversized sunroom with a separate exterior entrance and a bedroom and bathroom, with 2 additional bedrooms and bathrooms upstairs. PLUS...an upstairs apartment with a private entrance. Lots of possibilities ... McClellan Park is considered to be one of the top neighborhoods in the area with many homeowners still there decades later. At the end of the street is a park with a walkway that easily transports residents to the ever popular Southside Village shops and restaurants.

2315 Mcclellan Parkway, Sarasota

1920 Wisteria Street, Sarasota
$1,350,000
3 Beds ⋅ 3 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
Located West of the Trail in Sarasota’s highly sought after Southside neighborhood, this beautifully renovated home at 1920 Wisteria Street offers the perfect blend of location, lifestyle, and thoughtful updates. Just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the world famous beaches of Siesta Key, this home places you close to everything that makes living in Sarasota so desirable. The property is also located within the highly regarded Southside Elementary school zone, one of the most sought after elementary schools in Sarasota. Inside, the home features a bright open floor plan designed for comfortable everyday living and effortless entertaining. The fully remodeled kitchen serves as the centerpiece of the home and showcases quartz countertops, updated cabinetry, and modern finishes that flow seamlessly into the main living space. Crown molding throughout adds a refined touch, while a gas fireplace creates a warm and inviting focal point. The bathrooms have been tastefully remodeled and the home includes custom built in closets that provide both function and organization. Major system upgrades add comfort and peace of mind, including impact windows and doors throughout and a 2021 HVAC system. Step outside to a private backyard retreat designed for enjoying the Florida lifestyle year round. The pool was remodeled in 2022 and is surrounded by updated landscaping and mature Areca palms that create the natural privacy you have been looking for. One of the most unique features of the home is the outdoor tiki bar paired with a refreshed turf yard, creating the perfect setting for relaxing or entertaining guests. With its West of the Trail location, thoughtful renovations, and proximity to Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and Siesta Key Beach, this property offers an exceptional opportunity to enjoy one of Sarasota’s most convenient and desirable neighborhoods. Furniture is negotiable.

1920 Wisteria Street, Sarasota

2155 Oriole Drive, Sarasota
$1,300,000
Mcclellan Park SubDv. ⋅ 34239 Zip Code
An exceptional opportunity to build your dream home in one of Sarasota's most coveted West of Trail locations. Situated within the McClellan Park neighborhood, this expansive homesite offers the perfect canvas for a custom luxury residence surrounded by some of Sarasota's most distinguished properties. Nestled on a quiet, tree-lined street, the property enjoys an enviable location just moments from Southside Village, Sarasota Memorial Hospital, Selby Gardens, Marina Jack, and Downtown Sarasota. Residents will appreciate the convenience of nearby boutique shopping, award-winning restaurants, waterfront parks, and cultural attractions, all while enjoying the privacy and charm of an established residential enclave. The generous lot size provides ample space to design a custom home with resort-style outdoor living, pool, guest accommodations, and lush tropical landscaping. Whether you envision a timeless coastal estate or a modern architectural masterpiece, this property offers the flexibility and setting to bring your vision to life. Located within highly regarded school districts and only minutes from Siesta Key, St. Armands Circle, Lido Beach, and Sarasota Bay, this is a rare opportunity to secure a premier homesite in one of Sarasota's most sought-after neighborhoods. Build your dream home and create a residence that reflects your lifestyle in the heart of Sarasota's luxury market.

2155 Oriole Drive, Sarasota

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