Homes For Sale In 34231 - Sarasota FL Real Estate

4 Beds ⋅ 6 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

Welcome to Villa Meraviglia — A Home Beyond Imagination. An extraordinary Neo-Classical Italian Renaissance estate set on 1.22 bayfront acres in Sarasota's exclusive Oyster Bay Estates. With 146 feet of direct frontage along the sparkling waters of Little Sarasota Bay and panoramic water views, this remarkable walled and gated property is both an architectural living gallery and a warm, inviting home designed to be lived in, enjoyed, and shared. Completely reimagined and expanded under the guidance of a classically trained Italian architect, the residence draws inspiration from Italy's Villa del Balbianello and the iconic Casa Casuarina. A bold metallic gate crowned with a striking Medusa head introduces the arrival experience, while two additional gold-leafed gates provide secure access, including a private entry to the neighboring yacht club. More than 800 feet of custom perimeter wall creates a dramatic architectural statement and exceptional privacy. Spanning nearly 10,700 square feet of refined interiors, plus more than 4,000 square feet of additional air-conditioned space for creativity and leisure, the home offers gracious yet comfortable spaces for everyday living and entertaining. Four ensuite bedrooms, four full and two half baths, and dual Clive Christian-inspired kitchens accommodate everything from intimate family meals to larger gatherings. Venetian plaster walls, 23-carat gold-gilded millwork, hand-painted frescoes, pecky cypress ceilings, stone-inlaid courtyards, and imported Italian materials reflect exceptional craftsmanship throughout. The waterfront lifestyle is equally compelling. Layered terraces and lush gardens frame peaceful bay views and create inviting places to gather, relax, dine, and enjoy spectacular year-round sunsets. A private dock with boat and jet-ski lifts makes boating and water sports part of everyday life. The resort-style pool, octagonal pavilion, and beautifully crafted summer kitchen create an exceptional outdoor gathering space. The sunken poolside kitchen, featuring a concealed appliance lift, 100-year-old reclaimed Chicago brick flooring, a herringbone-pattern ceiling, and maple dining table, is a warm and welcoming setting for relaxed alfresco meals and time with family and friends. Intimate seating areas throughout the property offer beautiful views in every direction. The pool deck is itself a work of art, with marble imported from Italy forming dramatic geometric patterns inspired by classic mythology. Intricate mosaics surround the pool, while a Medusa mosaic walkway connects the pool area to the dock. Perfectly private yet ideally located near The Field Club and just minutes from Sarasota's cultural scene, fine dining, and Gulf beaches, Villa Meraviglia offers a rare combination of architectural artistry and idyllic coastal living. A home of extraordinary artistry - yet equally designed for gathering, entertaining, enjoying the water, and experiencing the beauty of Sarasota Bay!

1310 S 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

$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

$5,980,000

4 Beds ⋅ 7 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.

1521 S Lake Shore Drive, Sarasota

$5,650,000

4 Beds ⋅ 5 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code

Some homes are built. Others are envisioned. 1516 Ridgewood is the result of an uncompromising pursuit of excellence—a California Pacific Palisades-inspired waterfront estate where timeless architecture, extraordinary craftsmanship, and Sarasota's coveted boating lifestyle converge into one remarkable residence. Completely reimagined with virtually every surface, system, and space thoughtfully transformed, this exceptional home was designed to live as beautifully as it looks. Sunlight pours through expansive impact glass, illuminating sophisticated interiors where clean architectural lines, custom finishes, and seamless indoor-outdoor living create an atmosphere of effortless elegance. Every detail reflects a commitment to quality rarely found in today's market. Anchoring the home is a spectacular chef's kitchen designed for both culinary excellence and unforgettable entertaining. An extraordinary suite of Wolf and Sub-Zero appliances—including an eight-burner gas range with griddle, built-in coffee system, Cove dishwasher, designer refrigeration, oversized pantry, and a dramatic entertaining bar—is complemented by custom cabinetry, multiple beverage centers, ice makers, and a stunning temperature-controlled glass wine room worthy of the finest private collections. The primary suite offers a tranquil retreat inspired by the world's finest luxury resorts, while beautifully redesigned guest suites provide exceptional comfort and privacy. Throughout the residence, Turkish shell stone flooring, TruStile doors, EMTEK hardware, floating custom cabinetry, Level 5 wall finishes, and designer appointments create an understated elegance that feels both warm and sophisticated. Behind the walls lies a level of engineering that is seldom seen. A state-of-the-art Josh AI automation system seamlessly integrates lighting, climate, security, audio, and mechanical systems into one intuitive platform, placing the entire home at your fingertips. Whole-home True Audio speakers, buried fiber connectivity, dedicated IT infrastructure, multiple wireless access points, and integrated security provide technology equal to the home's extraordinary design. Constructed with longevity in mind, the residence showcases impact-rated windows and doors, concrete block construction, spray foam insulation, a standing seam metal roof, elevated mechanical systems, new electrical service, new plumbing, new water and sewer infrastructure, WiFi-enabled tankless water heaters, and countless improvements that reflect an unwavering commitment to enduring quality. Outside, the boundaries between home and resort disappear. A completely reimagined pool, expansive terraces, architectural ceilings, lush tropical landscaping, dramatic landscape lighting, and a fully appointed Wolf outdoor kitchen create an extraordinary backdrop for entertaining beneath Sarasota's spectacular sunsets. For boating enthusiasts, the experience is simply unmatched. With newly dredged water access, newer dock, and no bridges to Sarasota Bay, spontaneous afternoons on the water and unforgettable Gulf sunsets become part of everyday life. More than a luxury residence, 1516 Ridgewood is a home that inspires. It is the rare combination of visionary design, uncompromising construction, intelligent technology, and an incomparable waterfront setting—created for those who believe true luxury is measured not only by beauty, but by the extraordinary way a home makes you feel.

1516 Ridgewood Lane, Sarasota

$4,995,000

4 Beds ⋅ 5 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code

A residence of sophistication and luxury, this exceptional home was thoughtfully designed to bring family and friends together—sharing good food, meaningful connection, and the enjoyment of elevated everyday living. Ideally located just 8 miles from Sarasota-Bradenton International Airport, 12 minutes to Siesta Key Beach, and 10 minutes to downtown Sarasota, the property is in close proximity to The Ringling, Van Wezel, Selby Gardens, Asolo, premier dining and shopping, The Field Club, and the Sarasota Yacht Club—creating a seamless blend of culture, convenience, and coastal lifestyle. Elegant yet warm and approachable, the home blends refined architecture with tropical elements, including stone columns, metal pergolas, concrete textures, and lush landscaping, creating a relaxed oasis unlike any other. A surrounding stucco wall enhances privacy, allowing you to unwind to the soothing sound of a tranquil fountain within a peaceful, secluded setting. The main living spaces were intentionally designed for gathering, featuring bead-board stained ceilings in the family room, formal living room, and dining area. The cook’s kitchen is both striking and highly functional, highlighted by a glazed pressed-tin ceiling, unpolished concrete floors, and views into the kitchen garden through multiple French doors and expansive windows—perfectly suited for both everyday living and entertaining.

1804 N Lake Shore Drive, Sarasota

$4,950,000

5 Beds ⋅ 6 Baths ⋅ Coral Cove SubDv. ⋅ 34231 Zip Code

Perfectly positioned on approximately 130 feet of deep sailboat water, this exceptional waterfront estate offers an extraordinary opportunity to experience the very best of Sarasota’s luxury lifestyle. Encompassing over 6,100 square feet, the residence was thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. A dramatic two-story living room, sweeping staircase, extensive custom millwork, and walls of glass create a sense of timeless elegance while framing breathtaking water views throughout the home. The gourmet kitchen serves as the heart of the residence, seamlessly connecting to multiple gathering spaces and opening effortlessly to the expansive waterfront terrace. Corner sliding glass doors dissolve the boundaries between indoors and out, revealing a resort-style infinity-edge pool, summer kitchen, covered entertaining areas, and sparkling bay views beyond. The luxurious primary suite is a private waterfront retreat featuring a separate dressing room, generous dual closets, and serene water vistas. Additional guest suites provide exceptional comfort and privacy for family and visitors alike. Designed for both recreation and relaxation, the home also features a private office/library, elevator access, media and game room with full bar, and a four-car split garage. Outside, the lifestyle continues with a private dock, boat lift, fishing pier, and immediate access to Sarasota Bay. Whether enjoying sunset cruises, waterfront dining, or simply relaxing poolside while watching dolphins and boats pass by, every day feels like a vacation. Rarely does a property combine this level of space, waterfront presence, boating access, and location. Just minutes from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a home designed for those who expect the very best.

1541 Caribbean Drive, Sarasota

$4,500,000

5 Beds ⋅ 6 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code

Welcome to Coucher du Soleil — French for "Sunset" — a magnificent gated waterfront estate styled after the grand French residences of New Orleans. Breathtaking views of Little Sarasota Bay, Siesta Key, and spectacular daily sunsets greet you from every room of this one-of-a-kind home. Impeccable craftsmanship is evident throughout, from the custom sapele mahogany front doors and hand-carved fireplace mantel to the handmade crown moldings and exotic sucupira hardwood floors. An elevator, exquisite lighting fixtures, exterior gas lanterns, and thoughtful hardware selections make this residence as functional as it is beautiful. The open-concept living and dining room flows seamlessly through numerous French doors onto an expansive covered balcony, also accessible from the guest suite and solarium. A custom library offers a tranquil retreat, while the entire top floor is dedicated to the primary suite, complete with a private office, morning kitchen, spacious dressing room, and private balcony with unsurpassed views. The carriage house provides an ideal in-law or guest suite with its own entrance, kitchen, bath, and balcony. Outdoors, enjoy the sprawling verandah overlooking the saltwater pool or head out on the water from your 50-foot composite dock with lift, electric, water, and sailboat access. Truly a one-of-a-kind Sarasota estate, do not miss this opportunity.

6438 Hollywood Boulevard, Sarasota

$3,985,000

Gulf Gate SubDv. ⋅ 34231 Zip Code

**PRIME GULF GATE COMMERCIAL OPPORTUNITY WITH LIVE/WORK POTENTIAL!** THIS SUBSTANTIAL 10,273 SF COMMERCIAL PROPERTY offers an exceptional combination of size, visibility, access, and flexibility in the popular Gulf Gate commercial district of South Sarasota. Featuring approximately 85 feet of frontage and multiple access doors, the property provides excellent functionality for a variety of business uses and is positioned in a high-traffic area near the crossroads of US 41 (Tamiami Trail) and CR72 (Clark Road). The property features robust concrete construction, a generator, Flood Zone X, and impressive two-story ceilings in portions of the building, creating an expansive and versatile interior. Formerly home to Seascape Aquarium and Pet Center, the property offers particularly exciting potential for an owner or investor looking to continue an aquarium, pet, aquatic, specialty retail, or similar business concept, while also offering possibilities for a wide range of other commercial uses. Adding tremendous value and flexibility is the recently completed second-story apartment of nearly 2000sf, providing convenient living quarters, an owner/operator setup, or potential rental/short-term rental income opportunity. The beautifully finished apartment features 2 Bedrooms, 1 Full and 1 Half Bathrooms, a fully equipped kitchen with quartz countertops and stainless-steel appliances, a dedicated laundry room, and additional living space. Located within the distinctive Gulf Gate District, this property is surrounded by the area's signature retro vibe, walkable streets, locally owned independent shops, international restaurants, and neighborhood nightlife. With its substantial square footage, prominent frontage, versatile layout, commercial functionality, and newly finished residential component, this is a rare opportunity to own a highly adaptable property in one of South Sarasota's established commercial and social hubs.

2160 Gulf Gate Drive, Sarasota

$3,500,000

4 Beds ⋅ 3 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code

Perfectly positioned along the water, this exceptional residence offers the coveted Siesta Key waterfront lifestyle—without living on the island. Tucked away on a quiet street, this contemporary home enjoys desirable southern exposure and approximately 100 feet of canal frontage with direct boating access to Sarasota Bay. Designed for both entertaining and everyday living, the open-concept interior features soaring ceilings exceeding 14 feet and expansive walls of impact-rated pocketing glass. Open the sliders to seamlessly extend the living spaces to a covered outdoor lounge, resort-style pool and spa, and fully equipped outdoor kitchen—all overlooking the water and creating the indoor-outdoor lifestyle Sarasota is known for. Privately positioned on the east side of the home, the primary suite is a serene retreat with oversized windows and expansive glass sliders opening directly to the waterfront pool terrace. A custom walk-in closet and spa-inspired en-suite bath complete the luxurious space. On the opposite wing, two sun-filled guest bedrooms feature generous walk-in closets and share a beautifully appointed bath. A versatile bonus or media room offers additional flexibility as a fourth bedroom, complete with its own en-suite bath and walk-in closet—ideal for guests, extended family, or a private retreat. Additional features include a dedicated study or den and a fully air-conditioned split three-car garage, with thoughtfully designed spaces throughout that balance contemporary style with everyday functionality. For those drawn to life on the water, approximately 100 feet of canal frontage provides direct boating access to Sarasota Bay and the Intracoastal, with the opportunity to create a custom dock for your boat and water toys. With no HOA restrictions, the property offers exceptional flexibility to enjoy the waterfront lifestyle on your terms. Spend your days by the pool, head out by boat to explore Sarasota Bay and the Intracoastal, and return home to breathtaking sunsets over the water from your own backyard. From this private waterfront setting, you’ll also enjoy front-row views of Siesta Key’s Fourth of July fireworks—bringing some of the area’s most memorable coastal experiences right to your doorstep. Just minutes from Siesta Key Beach, Downtown Sarasota, and the area’s premier dining, shopping, and cultural destinations—including The Bay Park, Marie Selby Botanical Gardens, and the Van Wezel Performing Arts Hall—this exceptional residence brings together contemporary design, privacy, boating access, and the best of Sarasota’s coastal lifestyle.

1643 Stanford Lane, Sarasota

$3,500,000

4 Beds ⋅ 3 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code

Substantial bayfront property with sweeping views , this rare waterfront location offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic bay views. Whether you choose to renovate the existing residence or create a custom luxury estate to capitalize on the views, the potential is limitless. With prime water access for boating enthusiasts and an unbeatable location near the award winning Siesta Key Beach, world class dining, shopping, and cultural attractions, this is a once-in-a-lifetime chance to own a true Sarasota oasis.

1444 Ridgewood Lane, Sarasota

$3,300,000

Baywood Colony Westport SubDv. ⋅ 34231 Zip Code

Rare opportunity to create a custom waterfront residence on approximately 0.95 acres in Sarasota. Located on Tidewood Avenue, this spacious corner lot homesite overlooks the Intracoastal Waterway and offers beautiful westerly views toward Siesta Key—an ideal setting for enjoying colorful Florida sunsets and the natural beauty of the waterfront. The generous lot provides an exceptional canvas for designing a private coastal retreat in a desirable Sarasota location convenient to Phillippi Estate Park, Siesta Key beaches, shopping, dining and everyday amenities. A distinctive property offering space, scenery and outstanding potential in one of Florida’s most celebrated Gulf Coast communities. Buyer to verify all building requirements, utilities, setbacks, environmental conditions and permitting, including dock eligibility. (Adjoining Lot 14 also available. Lots can be combined MLS#a4702292)

Tidewood Avenue, Sarasota

$3,100,000

3 Beds ⋅ 3 Baths ⋅ Kentwood Estates SubDv. ⋅ 34231 Zip Code

On an elevated lot in the quiet, refined community of Kentwood Estates near Oyster Bay, this modern residence exudes Zen-like sophistication. From its contemporary architecture to its park-like half-acre grounds, 1556 Eastbrook Drive offers a uniquely compelling experience. Vaulted ceilings and insightfully placed windows create an ethereal ambiance as you enter this home. Bleached oak flooring (throughout the entire home) and abundant LED lighting create a bright, inviting environment. And, with concrete block construction, impact windows and doors, and a location well above flood zone, you’ll be secure no matter what the environment. Created for entertaining and effortless daily living, the upscale kitchen provides everything a home-chef wants, such as Thermador appliance package including custom separate built-in refrigerator and freezer, 48-inch dual fuel professional range and dishwasher; built-in drawer microwave, custom cabinetry, aluminum tambour, quartz countertops, rare quartzite backsplash, two sinks with disposals, Kohler Karbon articulating faucets and reverse osmosis drinking water system. Tucked behind the kitchen is a large utility area functioning as a butler’s pantry/work zone with John Boos countertops and wine cooler. On the other side of the kitchen is a full bath that serves as the pool bath. The main living area presents a 20-foot vaulted ceiling, architectural windows, gas fireplace, built-ins with accent lighting and a wall of sliding glass that leads to the outdoor retreat and pool. This central living area, including the open kitchen and dining space, ideally separates the guest rooms from the owners’ suite. Going from the main living area into the owners’ suite, you enter a large private area that can serve as an office/den, exercise space or quiet reflection area with its five oversized windows. The suite continues with a generous sleeping area and sliding glass doors. The adjacent spa-like bath is exquisite with floor-to-ceiling tile, designer fixtures, a multi-head shower and views of the tropical foliage outside. Walk-in closets include built-in custom cabinetry and remote control hangers. On the other side of the home are two generous guest rooms and full bath. The outdoor living area provides the epitome of Florida lifestyle. Accessed from the main living area and the owners’ suite, it offers ample covered sitting areas to accompany the outdoor kitchen with an Alfresco Grill, dining area and entertaining space with cypress ceiling and cabinetry. The heated saltwater pool includes fountains, underwater lighting, and an abundance of deck space to take in the sun and fun. The professionally landscaped half-acre lot is ideal for sports, pets, gardening or simply a park-like respite in daily life. The significantly oversized, climate-controlled garage is large enough for two full-sized vehicles and a work area, and it also includes an electric car charger. Essentially a smart home, most functions can be controlled through apps on your smartphone, as audio, security, climate, lighting and more are in your hands. Additionally, the owners replaced all three HVAC systems and invested more than $100,000 in landscaping. Optimally in the desired West of Trail area, this residence is close to Red Rock Park, The Field Club (historic private waterfront club with boating facilities), South Side Village, access to Siesta Key and everything that makes Sarasota a place to call home.

1556 Eastbrook Drive, Sarasota

$2,997,000

4 Beds ⋅ 4 Baths ⋅ Coral Cove SubDv. ⋅ 34231 Zip Code

Fully renovated waterfront estate in Coral Cove, one of Sarasota’s most desirable West of Trail communities. Set on an elevated 0.59-acre corner lot directly across from the private neighborhood park and boat launch, this British West Indies-style residence offers over 5,012 square feet of updated living space, rare privacy, and the ultimate Sarasota coastal lifestyle. This 4-bedroom, 3.5-bath home has been extensively renovated and thoughtfully redesigned with modern luxury finishes throughout. Major updates include a new metal roof, impact-rated windows and doors, engineered hardwood flooring, solid core interior doors, custom organized closets, two fireplaces, and no flooding during recent hurricanes. The home offers dual primary suites, including a spacious upstairs retreat with a spa-inspired bathroom, freestanding tub, dual vanities, walk-in shower, and oversized custom closet. The chef’s kitchen is the centerpiece of the home, featuring Café Series appliances, Dolomite countertops, soft-close cabinetry, walk-in pantry, waterfall-edge peninsula seating, and a fluted designer range hood. Large living areas, tall ceilings, French doors, and expansive sliders create a bright, open layout designed for seamless indoor-outdoor living. Step outside to a private resort-style backyard with a large pool, limestone pool deck, lush lawn, mature landscaping, new dock, and floating jet ski pad. With the neighborhood boat launch just across the street, this property is ideal for boating, kayaking, paddleboarding, waterfront entertaining, and enjoying the best of Florida living. Located minutes from Siesta Key Beach, Gulf Gate, downtown Sarasota, shopping, dining, marinas, and Sarasota’s arts and culture scene, this Coral Cove waterfront home offers a rare combination of size, elevation, renovation quality, and location.

1707 Caribbean Drive, Sarasota

$2,550,000

Baywood Colony Westport SubDv. ⋅ 34231 Zip Code

Rare opportunity to create a custom waterfront residence on approximately 0.70 acres in Sarasota. Located on Tidewood Avenue, this spacious homesite overlooks the Intracoastal Waterway and offers beautiful westerly views toward Siesta Key—an ideal setting for enjoying colorful Florida sunsets and the natural beauty of the waterfront. The generous lot provides an exceptional canvas for designing a private coastal retreat in a desirable Sarasota location convenient to Phillippi Estate Park, Siesta Key beaches, shopping, dining and everyday amenities. A distinctive property offering space, scenery and outstanding potential in one of Florida’s most celebrated Gulf Coast communities. Buyer to verify all building requirements, utilities, setbacks, environmental conditions and permitting, including dock eligibility. (Adjoining Lot 15 Available. Lots Can Be Combined MLS#A4702296)

Tidewood Avenue, Sarasota

$2,385,000

4 Beds ⋅ 5 Baths ⋅ Phillippi Shores SubDv. ⋅ 34231 Zip Code

Welcome to this extraordinary residence, where luxury, comfort, and the ultimate Florida lifestyle come together. Nestled within an intimate community of just five multi-million-dollar homes, this exceptional property offers deeded boating access to Phillippi Creek, leading directly to the beautiful Gulf waters. A private community path leads to the deeded dock with a 10,000-lb boat lift. Even more remarkable, the home sits at approximately 23 feet of elevation and is not located in a flood zone, a rare opportunity to enjoy close proximity to the water with added peace of mind. Barely four years old and showing like new construction, this impressive residence was designed with quality, durability, and energy efficiency in mind. **Sturdy concrete block construction, spray foam insulation, impact-resistant windows and doors, and a metal roof** provide added durability, efficiency, and peace of mind. Inside, soaring 12- to 14-foot ceilings, abundant natural light, and wood-look tile flooring create a bright, elegant, and inviting atmosphere. The spacious open floor plan features four bedrooms plus a dedicated office, three full bathrooms and two half baths, including a convenient pool bath. The office is beautifully appointed with an abundance of custom-built cabinetry, while the oversized laundry room provides even more valuable storage. At the heart of the home is a gourmet kitchen featuring brand-new 2026 Thermador appliances, quartz countertops, abundant cabinetry, LED ceiling lighting, and generous workspace. The kitchen and main living areas flow seamlessly toward the outdoor living space, overlooking the sparkling heated saltwater pool. The expansive lanai is designed for year-round Florida living, complete with a TV and sun shades for added comfort and privacy. Lush tropical landscaping, accent lighting highlighting the beautiful tropical plants, and a collection of fruit trees producing a variety of exotic fruits create a backyard that feels like a private oasis. Indoor and outdoor speakers powered by a Sonos system make the space equally suited for peaceful evenings or entertaining family and friends. The oversized garage offers nearly 1,000 square feet of space and has been fully repainted, upgraded with epoxy flooring, and equipped with its own split A/C system. The home also features three separate interior A/C zones for enhanced comfort and energy efficiency. Located near highly rated A-rated schools and just a short drive from Sarasota's beautiful Gulf beaches, this home combines an exceptional location with boating access, impressive elevation, quality construction, and an extensive list of thoughtful upgrades. From the custom cabinetry and abundant storage to the resort-style outdoor living spaces, every detail contributes to the home's unique and luxurious character. **This is a truly special opportunity. Schedule your private showing today and experience this remarkable home for yourself.** Video link attached.

2462 Missara Lane, 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

$1,979,000

3 Beds ⋅ 2 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code

Nestled within the desirable West of Trail Southpointe Shores Community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. This canal front home was fully updated with a bright open layout. Three bedrooms, two bathrooms, large updated kitchen with lots of windows and the living areas have pocket sliding doors to outdoor entertaining areas. Luxury vinyl flooring throughout. The indoor/outdoor living quality is almost unbeatable. The current owner added and enlarged the outdoor terrace (almost the width of the entire home) including roofing a section of it and having panoramic and vaulted screening installed that you barely see. Open the pocket sliding doors to create seamless entertaining. Gorgeous views of the canal and great dock space and jet ski lifts also. The canal is very wide and deep water in all tide conditions. The home is only 4 homes away from the intracoastal waterway and just 10 minutes by boat to access the Gulf and Midnight Pass. Roof was replaced in 2021, new pool equipment and air conditioning in 2021. Boat lift 2022. Oversized dock. The neighborhood's private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota's shopping, dining, Siesta Key beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat. Come see it for yourself and bask in the waterfront views from the amazing terrace.

1761 Sandalwood Drive, Sarasota

$1,925,000

3 Beds ⋅ 2 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code

ATTENTION BOATERS!! Waterfront dream home – move-in ready! Just a quick (429 yard) boat ride to the ICW - no bridges - a straight shot to the water. Head out to the newly opened Midnight Pass where pristine waters flow freely into the Gulf. 10,000 pound boat lift - gorgeous trex decking - 45+ foot dock with fish stand. Walk to Siesta Key. This beautifully updated waterfront residence offers refined Florida coastal living in a truly exceptional setting. Positioned on a picturesque “Y” intersection of two canals, the property provides serene water views, privacy, and effortless access for deep water boating and outdoor enjoyment—just minutes from Siesta Key’s renowned white sand beaches. A stately approach framed by mature oaks and professional landscaping leads to a custom paver drive and striking hurricane-impact glass entry. Inside, the open, light-filled floor plan showcases original terrazzo and travertine flooring, PGT impact windows, and seamless indoor-outdoor flow. Impact French doors open to expansive gardens, tranquil fountains, a private pool, and classic Chicago brick pavers. Designed for entertaining, the home features multiple outdoor living spaces, including an expansive Trex deck overlooking the canal, a pergola, screened patio, boat dock and covered cabana. The kitchen is appointed with quartz countertops, ceiling-height shaker cabinetry, stainless steel appliances, reverse-osmosis water, and generous windows overlooking the backyard. Living and dining spaces flow effortlessly, complemented by a separate family room, opening to a screened lanai. Renovated guest accommodations complete the main level with 2 bedrooms including sun-drenched guest room, office with Murphy bed and full bath. The second level is devoted entirely to the primary suite, a private retreat with resort quality features as: hardwood floors, water views in every direction, French doors with retractable screens, a private balcony, and a spa-inspired bath with dual vanities, a Carrara-tiled walk-in shower, and custom walk-in closets. Ideally located near Siesta Key, downtown Sarasota, and the region’s cultural, dining, and shopping destinations. Evening relaxation - picture this: you’ve had an amazing day on the water and now you’re ready to cook up your catch right in your own backyard. Perfect sunset dinner awaits! This waterfront gem offers everything you need for the ultimate boaters lifestyle – easy access, premium amenities, and the perfect set up for enjoying your evenings. Ready to make waves in your new home? **No hurricane damage. HOME NOT IN A FLOOD ZONE.

1827 Baywood Drive, Sarasota

$1,915,000

4 Beds ⋅ 4 Baths ⋅ Pine Bay SubDv. ⋅ 34231 Zip Code

EXCEPTIONAL VALUE IN PINE BAY. A rare opportunity in the coveted West of Trail enclave of Pine Bay, this beautifully renovated 4-bedroom, 3.5-bath residence offers sophisticated design, exceptional privacy, and effortless Florida living. Tucked away on a quiet dead-end street near the historic Field Club, the light-filled home features soaring vaulted ceilings, clerestory windows, dramatic walls of glass, and twelve sets of sliding doors that seamlessly connect the interiors to a spectacular screened courtyard. A heated pool and spa create a private, resort-like setting rarely found at this price point. Beautifully staged to showcase its exceptional scale and design, the interior features quartz countertops, custom cabinetry, induction cooking, rich engineered hardwood flooring, custom built-ins, designer finishes, and integrated smart home technology. The thoughtfully designed spaces flow effortlessly for both everyday living and elegant entertaining. Mature tropical landscaping surrounds the renovated pool and spa retreat, complete with new tile and resurfacing, 2026 pump, expanded deck areas, upgraded drainage, landscape lighting, irrigation, and a remote-controlled privacy screen. Extensive improvements include a 2020 renovated kitchen and baths, 2020 tile roof on the main residence, Miami/Dade hurricane-rated windows and doors, 2024 Kohler whole-house generator, Savant smart home system with electric blinds, whole-house Puronics water purification system, seamless gutters with gutter guards, updated electrical panel, and a 3-car garage with an air-conditioned bay. Just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and world-class dining, shopping, and cultural attractions, 1428 Pine Bay Drive offers the rare combination of a private West of Trail retreat and exceptional convenience. With its fresh presentation this exceptional Sarasota residence is ready to be discovered.

1428 Pine Bay Drive, Sarasota

Homes For Sale In 34231, Sarasota FL

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