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5 Winslow Place, Longboat Key
$2,495,000
4 Beds ⋅ 4 Baths ⋅ Buttonwood Harbor SubDv. ⋅ 34228 Zip Code
Exceptional Waterfront Living on Longboat Key! Discover the perfect blend of coastal elegance, outstanding boating, and relaxed island living in this gorgeously renovated four-bedroom, four-bath residence offering 2,544 square feet of beautifully designed living space. Situated along a tranquil, protected bayou with expansive water views, this exceptional home captures the essence of the Longboat Key lifestyle. From the moment you enter, the home's flowing, open floor plan and thoughtfully designed living spaces create an inviting atmosphere, with spectacular water views from virtually every room. Beautifully renovated interiors combine sophisticated finishes with comfortable, effortless living. Designed with the chef in mind, the stunning kitchen is both a culinary showpiece and a natural gathering place. An oversized center island with a convenient prep sink provides exceptional workspace while inviting casual conversation and entertaining. Gorgeous quartz countertops, including a dramatic waterfall island design, complement the high-end appliance suite featuring Bosch cooking appliances. The kitchen flows seamlessly into the home's open living and dining areas, where expansive views of the pool and bayou provide a beautiful backdrop for everyday living and entertaining. The thoughtfully designed bedroom arrangement offers exceptional privacy and flexibility. The private primary suite features a spacious walk-in closet and beautifully appointed en-suite bath. A generous guest suite offers a large bedroom, separate den, and beautifully designed custom bath, creating an ideal private retreat for visiting family and friends. Two additional bedrooms, one with an en-suite bath and the other with an adjoining full bath, provide comfortable accommodations for family and guests. Outdoor living is equally spectacular. Surrounded by professionally designed tropical landscaping, the gorgeous custom, free-flowing heated pool and spa create a private resort-like setting overlooking the peaceful bayou. An easy-care saltwater system enhances the enjoyment of this exceptional outdoor retreat. For boating enthusiasts, the property is particularly appealing. A new composite dock, well-protected sailboat-depth water, and direct boating access to Sarasota Bay and the Gulf provide an outstanding opportunity to explore some of Southwest Florida's most beautiful waterways. Additional features include hurricane-impact windows and doors throughout, a newer roof, natural gas, an on-demand hot water heater, a welcoming circular driveway, and a garage featuring epoxy flooring and additional storage. The location is simply outstanding. Situated in a fabulous mid-island neighborhood, the home enjoys beach access just steps away, offering the rare opportunity to spend mornings on the Gulf's beautiful beaches and afternoons cruising the waters of Sarasota Bay. Nearby shopping, restaurants, the Town Green, and amphitheater add to the convenience and charm of this exceptional island setting. Beautifully renovated, thoughtfully designed, and surrounded by the natural beauty of its tranquil waterfront setting, 5 Winslow Place offers an exceptional opportunity to experience the very best of Longboat Key living. Whether your passion is boating, enjoying the Gulf's beautiful beaches, entertaining family and friends, or simply relaxing in the privacy of your own waterfront retreat, this extraordinary residence offers a lifestyle as inviting as its surroundings.

5 Winslow Place, Longboat Key

2145 Goldenrod Street, Sarasota
$725,000
3 Beds ⋅ 2 Baths ⋅ Akin Acres SubDv. ⋅ 34239 Zip Code
Virtually Staged. Located in the heart of Sarasota, located in the highly sought-after South Gate neighborhood and tucked away on a quiet dead-end street, this completely renovated 3-bedroom, 2-bathroom home is yours for the taking! Taken down to the block walls and rebuilt with extensive updates throughout, this property offers the feel of a new home with quality improvements inside and out. Renovations include new framing, insulation, drywall, PGT impact windows, a new roof, new stucco, and fresh interior and exterior paint. The interior features beautiful, engineered wood flooring in the bedrooms, porcelain tile throughout the main living areas, and a stylish electric fireplace that adds warmth and character to the living space. Enjoy a brand-new kitchen with new appliances, along with fully updated bathrooms designed with modern finishes. Major system upgrades include all-new electrical wiring, a new electrical panel and meter, all-new plumbing, and new sewer pipes. The newer A/C system was installed in 2023. Outside, enjoy new stone decking in both the front and back, a large backyard with plenty of room to entertain, relax, or create your own outdoor oasis, and a concrete pad ready for a future shed. With extensive renovations, modern updates, and attention to detail throughout, this beautifully updated home is ready for its next owner to enjoy. Conveniently located within the coveted 34239 ZIP code, enjoy prime "East of the Trail" living near top-rated schools, Sarasota's shopping, dining, and entertainment, with easy access to downtown Sarasota, St. Armand's Circle, and the beautiful beaches of Siesta Key and Lido Key.

2145 Goldenrod Street, Sarasota

7500 Tortoise Way, Sarasota
$2,450,000
6 Beds ⋅ 5 Baths ⋅ Gator Creek Estates SubDv. ⋅ 34241 Zip Code
This is the one * QUALITY BUILT BY CUSTOM HOME BUILDER JOHN CANNON * PERFECTLY POSITIONED ON 6 HIGH & DRY ACRES IN HIGHLY SOUGHT AFTER GATOR CREEK ESTATES * SPECTACULARLY REMODELED & BEAUTIFULLY UPDATED FAMILY ESTATE * A few of the RECENT IMPROVEMENTS include a NEWER Metal Roof (2021) * NEW Hurricane Impact Windows & Doors (2020) * RENOVATED Kitchen & Baths * NEW Whole House quiet Kohler Generator * As you drive up to your new home, you will first notice the BEAUTIFUL WHITE VINYL FENCES & PASTURES * The PRIVATE GATED ENTRY opens to a circular paver driveway highlighted by a STUNNING FOUNTAIN * 3 Car Side Load Garage * Open the double front doors to Volume Ceilings, and a Formal Living Room, plus a Formal Dining Room * The REIMAGINED CHEF'S KITCHEN with a GAS COOK-TOP, GORGEOUS GRANITE COUNTER-TOPS & Sold Wood Cabinets is open to the Family Room with COZY GAS Fireplace * 6 Bedrooms PLUS a Den/Office * The Downstairs Primary Suite is SPACIOUS with a LOVINGLY RENOVATED SPA-STYLE BATH with Dual Vanities, Walk-in Shower & a Free-standing Hydro Tub as well as Dual Closets with Custom Built-ins * Downstairs are 2 Additional Bedrooms * The 2nd story offers a 20x18 Bonus Room & 2 Additional En-suite Bedrooms * All of this wraps your OUTDOOR OASIS with a Custom Designed LUCAS LAGOON Heated POOL & an Outdoor Kitchen that is a MUST SEE * This is the perfect home to entertain family & friends or just relax in your slice of paradise * The home has a LARGE BARN for the equestrian with 3 Stalls, Tack Room, Center Aisle, Wash Rack & a Full Bath * The barn could be converted to a guest house or a storage area for all the toys, big & small * PANORAMIC VIEWS OF PASTURES & CROSS FENCING * ALSO a LUCAS LAGOON Waterfall, Koi Pond & Tiki Bar * Irrigation System * This is a truly one of a kind family estate * The grounds are beautiful * This property is like Myakka State Park meets Selby Gardens * Gator Creek is GATED at night * Just 1 mile to Publix Shopping Center and 20 minutes to either Siesta Key Beach or UTC Mall * "A" RATED SCHOOL DISTRICT * COUNTRY LIVING YET CLOSE TO TOWN * ONE LOOK & YOU'LL FALL IN LOVE

7500 Tortoise Way, Sarasota

3602 Fair Oaks Lane, Longboat Key
$2,595,000
3 Beds ⋅ 4 Baths ⋅ Queens Harbour (F/K/A Manchester Bay) SubDv. ⋅ 34228 Zip Code
Enjoy beautiful sunrises and tranquil waterfront living in this three-bedroom custom ranch home in popular Queens Harbour, behind the gates of the Longboat Key Club. Set on a quiet cul-de-sac overlooking a large pond and the Longboat Key Golf Course, this maintenance -free, courtyard-style residence shows like a model, with an open floor plan, soaring 15-foot cathedral ceilings, and walls of glass that showcase breathtaking water and golf course views. A striking stone fireplace anchors the living space, while extensive upgrades and a two-car garage add comfort and convenience. Outdoors, the spacious pavered lanai is designed for entertaining, featuring a pool, spa, and grill. Southern exposure and lush landscaping create a beautifully private setting for relaxing or gathering with guests. Membership to the Bay Isles Club is included in the fee, adding to the appeal of this exceptional home. With its picturesque setting, inviting indoor-outdoor living, and impressice appointmetns, this property represents a true value in today's market

3602 Fair Oaks Lane, Longboat Key

831 Bayport Way Unit 831, Longboat Key
$685,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
Welcome home to Bayport Beach & Tennis Club conveniently located directly across from the best stretch of beach Longboat Key has to offer. This 2nd floor condo offers a bright and airy living space with an abundance of natural light. Once inside, it is immediately evident that this residence has been well maintained and updated. The beautifully renovated kitchen features granite countertops, newer windows, a pantry, stainless steel appliances, a breakfast bar, ample counter space for creating culinary delights while easily conversing with guests and family in the combined living/dining area. The primary suite pampers owners with a nook currently being used as an office space, a large renovated primary bathroom featuring a walk-in closet, granite countertops, dual vanities and a modern glass enclosed shower. Guests will be comfortable in the ensuite guest bedroom with their own large walk-in closet. A screened rear patio surrounded by lush landscaping is the perfect spot for reading, bird watching and enjoying the outdoor air and feels like being in a luxury treehouse. The spacious front patio is ideal for alfresco dining and grilling. There is a carport with additional storage provided on the ground level and guest parking directly in front of the carport. In addition to the fantastic interior features, this condo also offers excellent amenities that enhance the overall living experience. These include a bocci ball court, kayak storage, a fishing pier, a clubhouse with fitness center, heated Olympic size swimming pool, 4 Har Tru tennis courts, onsite management and picturesque tree lined walking trails. For beach lovers, Bayport Beach & Tennis Club offers deeded beach access to easily enjoy the sun, sand and surf, with beach chairs and umbrellas on 1200 feet of white sand beach. Conveniently located mid-Longboat Key close to Publix, Bayfront Park, shopping, fine & casual dining, St. Armands Circle and the cultural hub of southwest Florida, downtown Sarasota.

831 Bayport Way Unit 831, Longboat Key

2110 Harbourside Drive Unit 548, Longboat Key
$999,000
3 Beds ⋅ 3 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Virtually Staged. Sweeping Sarasota Bay views, spectacular sunrises and sunsets, and an exceptional opportunity to create your own coastal retreat await at The Atrium at Fairway Bay. Ideally positioned on the fourth floor within gated Bay Isles, this spacious corner residence enjoys multiple exposures overlooking the bay, golf course, tennis and pickleball courts, and lush community grounds. The sought-after Banyan floor plan offers 2,616 square feet of living space, three bedrooms, two-and-a-half baths, and 3,301 total square feet. Ready for a new owner's vision, its generous proportions and private balconies provide an outstanding foundation for renovation. A welcoming foyer leads to spacious living and dining areas with wood flooring, crown molding, and walls of glass that fill the rooms with natural light. The living room features built-in shelving and opens to a wraparound waterfront balcony. The adjoining dining room also enjoys bay views, while a separate breakfast area provides casual dining space. The eat-in kitchen includes granite countertops, wood cabinetry, stainless steel appliances, breakfast bar seating, and pantry storage, with ample potential for a fresh design. The primary suite features floor-to-ceiling glass, balcony access, and sweeping Sarasota Bay views. Its bathroom, updated in 2016, includes dual sinks, a freestanding soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, an office, or den, each with balcony access. A guest bathroom, powder room, and dedicated laundry room with storage complete the layout. More than 600 square feet of balconies offer distinctive vantage points to enjoy morning sunrises, colorful sunsets, the sparkling bay, golf course, and the community's tennis and pickleball courts amid tropical greenery. Under-building garage parking and additional storage add convenience. Comfortable in its current condition, the residence is ready for a comprehensive renovation tailored to its next owner's tastes. Residents of The Atrium at Fairway Bay enjoy 24-hour gated security, a heated pool and spa, fitness facilities, tennis and pickleball courts, a clubhouse, and beautifully maintained grounds. Ownership also provides access to the private Bay Isles Beach Club along Longboat Key's Gulf shoreline. Near Longboat Key Club golf and marina amenities, this location offers convenient access to St. Armands Circle's shops and restaurants, the beaches of Longboat and Lido Key, and downtown Sarasota's dining, theaters, galleries, and cultural attractions. Fairway Bay Atrium #548 combines remarkable views, spacious outdoor living, and the opportunity to create a personalized Longboat Key residence.

2110 Harbourside Drive Unit 548, Longboat Key

2249 Oak Terrace, Sarasota
$1,887,000
4 Beds ⋅ 4 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code
Welcome to 2249 Oak Ter, Sarasota,FL. A custom residence built by Majestik Homes in 2025 and thoughtfully enhanced with distinctive finishes and upgrades. Offering four bedrooms, three full baths, and one half bath, this modern home combines style and comfort in a convenient location near grocery stores, restaurants, scenic trails, parks, and schools. Inside, 10-foot ceilings and 9-foot impact-rated windows create a bright and inviting atmosphere. The gourmet kitchen features custom two-tone cabinetry, quartz countertops, designer-selected plumbing and lighting fixtures, and GE Monogram appliances, including a double oven, cooktop, built-in microwave, and wine refrigerator. A custom pantry buildout provides organized storage and space for a coffee bar, while natural wood floating shelves add warmth to the wine bar area. The open-concept living and dining areas flow to a covered lanai and private pool, creating an inviting setting for outdoor dining and entertaining. The pool is equipped with a Built Right 135XW heat pump, installed in November 2025. Enhanced landscaping and irrigation in the front and backyard complete the outdoor spaces. Upstairs, the primary suite features two walk-in closets with custom California Closets systems and a beautifully appointed bath with a freestanding soaking tub, oversized walk-in shower, and modern finishes. Three additional bedrooms, custom guest closet shelving, and a versatile loft provide space for guests, a home office, fitness area, or media room. Additional enhancements include a whole-home water filtration and softening system and an Aqua Twist reverse osmosis drinking-water system with a dedicated sink dispenser and connections to the refrigerator’s water dispenser and ice maker. A whole-home security system installation by Leader Security Systems is scheduled for November 2026.

2249 Oak Terrace, Sarasota

320 Bay Vista Avenue, Osprey
$989,000
4 Beds ⋅ 4 Baths ⋅ Bay Acres Sub SubDv. ⋅ 34229 Zip Code
Virtually Staged. Experience the ultimate blend of luxury, functionality, and coastal living iin this modernized 4 large bedroom, 3.5 bath sanctuary located West of the trail on a beautifully landscaped, spacious lot. Designed for year-round outdoor entertainment, this bright and airy residence seamlessly transitions to lovely generous outdoor living spaces complete with a sparkling pool, hot tub, large patio, and a fully equipped outdoor kitchen. Water enthusiasts will love the rare opportunity of a private boat slip, while non-deed restricted grounds offer ample space to park your boat, RV, and toys. A key feature of this home is the private-entrance in-law suite-offering complete independence for extended family, guests, or those teenagers you occasionally pretend aren't yours! Ideally Located in Osprey-Sarasota County's hidden gem, just minutes from Siesta Key, Downtown Sarasota, Venice, and the exceptional Pine View School. Enjoy world-class beaches, restaurants, and premier shopping! This home truly has it all.

320 Bay Vista Avenue, Osprey

2191 Silver Palm Road, North Port
$859,000
5 Beds ⋅ 4 Baths ⋅ Bobcat Trail SubDv. ⋅ 34288 Zip Code
Welcome to 2191 Silver Palm Rd, an exceptional 5-bedroom, 3.5-bath custom Fero Construction home offering 3,744 square feet of living space in North Port's gated Bobcat Trail community. Beautifully manicured landscaping and a sealed paver driveway and walkway set the tone for this thoughtfully designed residence, where soaring tray ceilings, abundant natural light, and an inviting open floor plan create an ideal setting for everyday living and entertaining. Imagine hosting holiday dinners beneath the formal dining room's statement chandelier or gathering with loved ones in the gourmet kitchen, the true heart of the home. An oversized island, striking two-toned solid wood cabinetry by locally owned Red-Jay Cabinets, generous storage, and a custom breakfast nook with a hardwood table and cushioned booth seating make this space as functional as it is beautiful. Premium appliances include a KitchenAid built-in oven and microwave with warming drawer, natural gas cooktop with grill section and custom hood, dishwasher, trash compactor, wine and beverage refrigerator, and an eye-catching Electrolux refrigerator and freezer. A new reverse osmosis filtration system (2026) adds convenience. Upstairs, the expansive primary suite is a private retreat featuring serene lake and golf course views and a balcony overlooking the pool. Two custom-organized walk-in closets lead to a spa-inspired bathroom with dual vanities, soaking tub, and multi-function walk-in shower with body jets. Four additional bedrooms offer flexibility for family, guests, or a home office, with walk-in closets in three. A separate sitting room offers picturesque views and a quiet place to unwind, while the laundry room features a linen closet, shelving, and air-drying rack. Step outside to your own resort-style oasis, complete with a heated saltwater pool and spa overlooking tranquil water and golf course scenery. The reinforced, hurricane-resistant panoramic screen enclosure and freshly paved and sealed pool deck and patio (2023) provide the perfect backdrop for relaxing or entertaining. The outdoor kitchen features a Bull grill, beverage refrigerator, and built-in trash compartment, making poolside barbecues effortless. Significant upgrades include a concrete Eagle tile roof by Kingdom Roofing (2020), A/C systems (2021), hurricane-impact double entry doors, sliding doors, and windows (2024), gas water heater (2025), and reverse osmosis system (2026). Bobcat Trail is a gated, deed-restricted community offering a heated pool, tennis/pickleball courts, fitness center, library, and community gathering spaces. The golf course, now named Kowakkuce Golf Club, is undergoing redevelopment under ITG Capital Group, with management by Coral Hospitality of Naples. Plans call for an upscale Montana-inspired golf and country club, with completion targeted for October 2027. Conveniently located near I-75, shopping, dining, Gulf Coast beaches, and Sarasota attractions, this home pairs luxurious finishes with a warm, welcoming atmosphere. Furnishings are negotiable, and a golf cart with a new battery and tires is available for purchase on a separate bill of sale. Discover the craftsmanship, comfort, and lifestyle that make this remarkable home so special. Schedule your private showing today!

2191 Silver Palm Road, North Port

1889 Oakford Road, Sarasota
$844,900
3 Beds ⋅ 2 Baths ⋅ Oak Ford SubDv. ⋅ 34240 Zip Code
A TRULY SPECIAL HOME ON A PRIVATE 1-ACRE LOT IN SARASOTA! Situated on a FULL 1-ACRE LOT, this beautifully maintained 2631 SQ.FT., CUSTOM-BUILT home offers the perfect blend of privacy, space, and comfortable Florida living. The spacious floorplan provides an inviting atmosphere with plenty of room for entertaining and everyday living. The COMPLETELY RENOVATED KITCHEN is a standout feature, offering a fresh, updated space to gather and enjoy, and is a true highlight, featuring a PROFESSIONAL GRADE VIKING 6-BURNER GAS STOVE, perfect for the home chef. Quartz counters, hi-end Faucet, Fixtures, and Cabinets. Enjoy added peace of mind with numerous recent updates, including a NEWER ROOF, HOT WATER HEATER, POOL PUMP, and UV Water Filtration System. The OUTDOOR GROUNDS ARE MAGICAL with its Mature landscaping, generous size lot, WONDERFUL, UNOBSTRUCTED PARK-LIKE VIEWS, WITH NO ONE BEHIND YOU! BEAUTIFUL RESURFACED POOL OASIS, CUSTOM CONSTRUCTION, and thoughtful IMPROVEMENTS THROUGHOUT. This property offers a wonderful opportunity to enjoy the space and privacy of estate-style living while still being conveniently located in Sarasota, Lakewood Ranch, Beaches, Upscale Restaurants, UTC/Shopping, Airports, and so much more! A rare opportunity to own your own slice of Florida paradise!

1889 Oakford Road, Sarasota

2655 Bay Street, Sarasota
$1,089,900
7 Beds ⋅ 6 Baths ⋅ Pine Lawn SubDv. ⋅ 34237 Zip Code
Virtually Staged. Step into this fully renovated, professionally designed 7-bedroom, 6-bathroom residence offering rare flexibility for multigenerational living, short-term rental investment potential, or residential use such as a senior care, wellness, recovery, or retreat-style property, subject to applicable licensing, and buyer verification. Perfectly positioned just east of Downtown Sarasota and adjacent to the Legacy Trail, this turnkey property blends luxury, functionality, and location. The main residence features 6 bedrooms and 5 bathrooms, plus a separate legal 1-bedroom, 1-bath attached apartment with its own utilities—ideal for extended family, guests, private staff quarters, rental income, or a separate operator suite. From the moment you enter, you are welcomed by abundant natural light, thoughtfully placed windows, and serene views of lush, mature landscaping. The open-concept floor plan is designed for both everyday living and flexible use, with two bedrooms on the first floor and four bedrooms upstairs, including multiple en-suite bathrooms and a luxurious primary suite with generous closet space. A spacious upstairs family room opens to a full-width second-story deck, creating a private indoor-outdoor retreat ideal for entertaining, relaxing, or accommodating larger groups. The chef’s kitchen serves as the heart of the home and features GE appliances, classic shaker cabinetry, and custom Calacatta Statuario waterfall quartz countertops. No detail was overlooked in the full-gut renovation, including Fiandre Italian porcelain tile and Delta fixtures in all bathrooms, 7-inch wide plank white oak flooring throughout, smart thermostats and doorbell system, brand-new roof, impact-rated windows, updated plumbing, water service, sewer, and electrical systems. The oversized backyard offers endless possibilities for a resort-style pool, outdoor lounge, garden retreat, or expanded amenity area. The covered lanai is already positioned for a future outdoor kitchen, extending the living and entertaining space from the kitchen and family room. A circular driveway provides ample parking for multiple vehicles and covered car port, making the property especially well suited for guests, larger households, or investment use. Located minutes from Downtown Sarasota and a short drive to Siesta Key Beach, this property offers the rare combination of design-forward living, income potential, flexible use, and long-term value. Recently appraised for $1.530M.

2655 Bay Street, Sarasota

26890 Weiskopf Drive, Englewood
$699,995
3 Beds ⋅ 2 Baths ⋅ Boca Grande SubDv. ⋅ 34223 Zip Code
Some homes make their presence known the moment you arrive—and this one introduces itself quietly, with a brick-paver drive, mature palms swaying overhead, and coastal landscaping that feels pulled from a private resort. Step inside, and the home opens up in a way that feels both elevated and effortless. Light pours across refined tile floors, soft designer tones, and clean architectural lines that immediately signal you’re somewhere special. The main living space is all about flow. The great room, dining room, and kitchen connect in one sweeping span, giving you that modern, open experience buyers want but with a level of finish that sets it apart. The kitchen is a standout: upgraded cabinetry, quartz that catches the light just right, a deluxe stainless appliance suite including a gas range, a central Island, and a breakfast nook positioned with a tranquil view that makes you want to linger a little longer over coffee. Slide open the triple glass doors and the entire mood shifts—you’re now standing in a private outdoor retreat crafted for real Florida living. An expanded covered lanai frames a summer kitchen and dining space. A gorgeous, heated saltwater pool features a unique exercise walking path and a luxurious 6-jet spa, surrounded by mood lighting creating a peaceful, private setting. Tropical, professionally updated landscaping wraps the space in vivid greens and soft movement, giving it the privacy and serenity you hope for but rarely find. When the sunset touches the greenbelt just beyond the screen, the whole scene takes on an almost cinematic quality. The owner’s suite is tucked in its own wing at the rear of the home—quiet, gracious, and thoughtfully appointed. Plantation shutters and a spa-like bath with dual quartz vanities, an oversized glass shower, and a private water closet create a genuinely restorative environment. The guest wing feels equally considered, with two well-finished bedrooms and a beautifully appointed bath between them. A highly sought-after separate office/den features designer glass French Doors and delivers a comfortable, productive workspace or a private area for relaxing. Even the functional spaces were designed with intention: an interior laundry room and a spacious garage ready for your car and a golf cart. Every space feels cohesive. The home offers a calm, understated luxury that works beautifully with today’s Florida lifestyle, including impact-rated windows on most of the home and a 24 KW Generac generator on standby. Set within Boca Royale Golf & Country Club, you’re surrounded by one of the area’s premier gated communities—golf, tennis, pickleball, fitness, dining, social events, and a resort-style pool, all minutes from Venice, Englewood, Boca Grande, and multiple Gulf beaches. This home doesn’t just offer Florida living—it elevates it. If you’re looking for something truly polished, thoughtfully upgraded, and ready to enjoy on day one, this is the one that deserves your attention.

26890 Weiskopf Drive, Englewood

40 Lighthouse Point Drive, Longboat Key
$20,000,000
7 Beds ⋅ 8 Baths ⋅ Lighthouse Point SubDv. ⋅ 34228 Zip Code
A modern architectural masterpiece on the southern end of Longboat Key, this extraordinary waterfront estate designed by renowned Sarasota architect Guy Peterson occupies nearly ¾-acres in exclusive Lighthouse Point, overlooking New Pass where Sarasota Bay meets the Gulf of Mexico. Built in 2013, the elevated family compound offers 6,800 square feet of interior living, seven en-suite bedrooms, and 123 feet of waterfrontage. Walls of impact glass, striking contemporary lines, and spectacular water views define this exceptional coastal retreat. A dramatic courtyard entrance features a reflecting pool and towering glass curtain wall with exterior louvered sunscreens. Inside, soaring ceilings, beautiful hardwood accents, and expansive glass create an impressive sense of light and space. Tile flooring flows throughout the main living areas, while plush carpeting adds comfort to the bedrooms. The two-story great room opens to the pool terrace and waterfront beyond. The gourmet kitchen features leathered quartz countertops, an oversized island, custom cabinetry, and a seamless connection to the dining and entertaining spaces. Three en-suite guest bedrooms on the main level are thoughtfully arranged for privacy. An open upper-level promenade and connecting bridge overlook the great room below, leading to a spacious loft with custom built-ins, sitting areas, and a family room with morning kitchen. The private north wing houses the primary suite and an oversized guest suite suitable as a second primary retreat. Additional bedroom accommodations and multiple covered outdoor areas provide exceptional flexibility for family and guests. A detached one-bedroom casita with private entrance, bathroom, kitchenette, and bonus room offers a secluded retreat for extended stays. Outside, the heated swimming pool and spa anchor a private waterfront oasis with expansive terraces, covered dining, and a built-in grilling station. An elevated rooftop deck captures refreshing Gulf breezes, spectacular sunsets, and sweeping views of the surrounding waterways. Additional conveniences include laundry rooms on both living levels and an oversized three-car garage. A private 45-foot dock at the nearby community waterfront provides boating access to New Pass, Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Within the gated Lighthouse Point enclave, residents enjoy community tennis facilities and nearby Gulf beach access. This coveted southern Longboat Key location is moments from Longboat Key Club golf and marina amenities, St. Armands Circle's boutiques and restaurants, and the beautiful beaches of Longboat and Lido Key. Downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions are also within easy reach. Combining architectural distinction, expansive living spaces, exceptional privacy, and a premier waterfront setting, 40 Lighthouse Point Drive represents a remarkable expression of contemporary coastal luxury.

40 Lighthouse Point Drive, Longboat Key

4733 Maid Marian Lane, Sarasota
$775,000
3 Beds ⋅ 3 Baths ⋅ Sherwood Forest SubDv. ⋅ 34232 Zip Code
Tucked beneath a canopy of majestic, moss-draped oaks in Sarasota's enchanting Sherwood Forest neighborhood, this beautifully updated, concrete block 3-bedroom, 2.5-bath lakefront pool home offers almost 2,700 square feet of gracious living space, tranquil water views, and an exceptional indoor-outdoor lifestyle. Situated on a quiet dead-end street, the property enjoys a peaceful setting in one of Sarasota's most charming neighborhoods. Known for its picturesque covered bridge, winding streets, and magnificent mature trees, Sherwood Forest feels worlds away while enjoying a wonderfully convenient central Sarasota location. Inside, a thoughtful floor plan features generously sized bedrooms and separate living, dining, and family rooms, offering the perfect balance of openness and privacy. Beautiful tile and engineered hardwood flooring, designer lighting, and fresh paint create a warm, inviting atmosphere throughout. The updated kitchen features granite countertops, solid wood cabinetry, and a convenient pass-through window to the covered lanai's bar area, making entertaining effortless. Expansive pocketing sliding glass doors dissolve the boundary between indoors and out, inviting gentle breezes and lovely lake views into the home's living spaces. Beyond, a beautifully remodeled pool features a pebble finish, brick paver decking, and a new heater, all surrounded by a spacious screened enclosure. The generous covered lanai provides the ideal setting for outdoor dining, entertaining, or simply relaxing while enjoying the peaceful waterfront scenery. An exterior-access half bath adds convenience for poolside gatherings. The spacious primary suite is a true retreat, complete with direct lanai access, dual walk-in closets, and a spacious ensuite bathroom. Two additional generously sized bedrooms and an updated guest bathroom provide comfortable accommodations for family and guests. Additional improvements include a new roof, new plumbing supply lines, updated fixtures, and lush, mature landscaping. With its solid concrete block construction, serene lakefront setting, quiet street, beautifully updated interiors, and exceptional outdoor living spaces, this Sherwood Forest residence offers a rare combination of quality, privacy, neighborhood charm, and convenience in the heart of Sarasota.

4733 Maid Marian Lane, Sarasota

319 Bird Key Drive, Sarasota
$5,499,000
4 Beds ⋅ 5 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
Custom built by a locally treasured builder on one of Bird Key’s largest homesites, over half an acre, this one-level Spanish Mediterranean residence delivers a rare blend of timeless design, thoughtful updates and a resort-style outdoor experience. The home’s wraparound footprint creates exceptional curb appeal while maximizing privacy and indoor-outdoor flow, opening to an expansive rear-yard sanctuary that feels straight out of Selby Gardens. Inside, intricate architectural details meet modern refinement to create dramatic volume and warmth, including soaring ceilings with beams and paneling and walls of windows and travertine flooring throughout. The home has been recently updated with features including PGT impact-rated doors and windows, updated electrical, RH light fixtures, LED accent lighting and fresh landscaping. A 2015 barrel tile roof adds enduring style and peace of mind. The chef’s kitchen is beautifully appointed with a Wolf gas cooktop, built-in oven/microwave, Sub-Zero refrigerator, ice maker, custom cabinetry with specialty slide-outs, marble and quartz counters and a Carrera marble backsplash, all overlooking an intimate walled courtyard. Two spacious primary suites, made even more unique by a connecting playful outdoor shower, complete the thoughtful layout. Two additional bedrooms rest on another side of the home as a relaxing respite for guests. Outside, the ambiance is unmatched with an infinity-edge pool with a gas fire bowl, a covered sitting area and an expansive yard, fully enclosed for privacy, creating an entertainer’s dream and an everyday escape. Just a short distance to the marina and new Bird Key Yacht Club, and ideally between downtown Sarasota and St. Armands Circle. The feel is unmatched, so to understand this level of quality, make an appointment to see it today.

319 Bird Key Drive, Sarasota

525 N Orange Avenue Unit 302, Sarasota
$599,990
2 Beds ⋅ 2 Baths ⋅ Courtyard At Citrus SubDv. ⋅ 34236 Zip Code
Live above it all in this top-floor 2BR/2BA residence at Courtyard at Citrus, a gated, European-style boutique community in the heart of Sarasota’s Rosemary Art & Design District. Head downstairs to ground-floor shops and cafés, then stroll the tree-lined sidewalks of Orange Avenue to neighborhood favorites like Rosemary & Thyme, 481 Gourmet, and Pazzo on Orange, all just steps from your door. Main Street, the Saturday farmers market, Whole Foods, galleries, boutiques, and the bayfront are an easy walk. You can leave the car parked and plugged into the EV charger. Inside, southern exposure fills the open floor plan with natural light. 10' ceilings and a coffered ceiling in the living room create an elegant setting for entertaining. The gourmet kitchen features all-wood cabinetry with upgraded door styles, granite countertops, and stainless appliances. The primary suite has a walk-in closet and a modern bath with a luxurious walk-in shower. Step onto your Juliet balcony with a glass of wine and enjoy the evening sounds of the neighborhood below. Wood-look ceramic tile, solid doors, upgraded moldings, and excellent sound insulation keep the home quiet. Gather in the courtyard lounge by the outdoor fireplace on Sarasota’s pleasant evenings. Whether you live here full-time, seasonally, or as a lock-and-leave retreat, this is downtown living at its best.

525 N Orange Avenue Unit 302, Sarasota

35 Watergate Drive Unit 805, Sarasota
$3,800,000
4 Beds ⋅ 4 Baths ⋅ The Tower Residences SubDv. ⋅ 34236 Zip Code
Experience the pinnacle of luxury living in the most coveted northwest corner residence at The Tower Residences at The Ritz-Carlton, Sarasota. Boasting spectacular panoramic views of Sarasota Bay, the Gulf of Mexico, and breathtaking sunsets, this exceptional residence offers an unparalleled blend of elegance, sophistication, and effortless living. Step directly from your private elevator into a light-filled, beautifully appointed residence where expansive walls of glass and multiple sliding doors seamlessly connect the interiors to large sweeping terraces. Enjoy breathtaking water views from virtually every vantage point, ideal for relaxation and elegant entertaining. The spacious and comfortable great room is enhanced by a substantial custom credenza with two additional wine refrigerators, making entertaining effortless. The sophisticated bar area features elegant shelving and a wine refrigerator. Adding an element of intrigue, a chic mirrored wall opens electronically to reveal a private executive office, discreetly accessed from the owner’s suite or dining room. The office can also serve as a fourth bedroom. Subtle twinkle lighting above the dining area and living room elevate your evenings. The beautiful, functional kitchen features a Sub-Zero refrigerator, GE Profile built in microwave and oven, dishwasher, GE Monogram induction cooktop, and breakfast bar seating—perfect for casual dining or gatherings while enjoying captivating water views. Designed for both the passionate cook and the discerning entertainer, the kitchen flows effortlessly into the spacious living and dining areas, while still maintaining some separation. This stunning three-bedroom, three-and-a-half-bath residence features a floor plan with two private ensuite guest bedrooms and an extraordinary owner's suite. The owner’s retreat is complemented by generous custom closets, including 3 separate closets dedicated to handbags and shoes—a fashionista's dream. The luxurious owner’s bath features dual vanities, expansive mirrors, illuminated glass shelving, and distinctive vessel basin sinks complemented by modern metal fixtures. A spacious walk-in shower, jetted soaking tub, and separate water closet complete this beautifully appointed retreat. A dramatic jewel box powder room with a unique crystalized slate counter makes an elegant statement for guests. Since purchasing the residence in 2024, the sellers have made numerous enhancements, further elevating its appeal. Improvements include fresh paint throughout with custom artistic paint finishes, elegant twinkle lighting in the living and dining areas, new HVAC units, motorized window treatments, redesigned closets, and beautifully redone terraces by Clearview. A rare opportunity to own one of the most desirable residences in The Tower Residences at The Ritz-Carlton, where extraordinary views, refined interiors, thoughtful upgrades, and an exceptional Sarasota lifestyle come together. World-renowned Ritz-Carlton hospitality and services include a dedicated staff of Ritz-Carlton Ladies and Gentlemen along with in-residence dining 24 hours a day. The entire third floor encompasses amenities including a spectacular social room with catering area, fireplace, game/library, private theatre, fitness center with sauna and steam baths, massage room along with an outdoor heated lap pool with separate whirlpool spa. Just moments away are theatres, art venues, galleries, fine dining, shopping, and pristine white sand beaches.

35 Watergate Drive Unit 805, Sarasota

1561 Gulf Of Mexico Drive Unit 301, Longboat Key
$19,995,000
3 Beds ⋅ 5 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Experience a truly once-in-a-lifetime opportunity to own a direct Gulf-front residence in the prestigious Armand building at The St. Regis Longboat Key. From the moment you step inside, you’re greeted by breathtaking, uninterrupted views of the Gulf—an endless panorama of water and sky that transforms daily with spectacular sunsets year-round. This exceptional residence has been masterfully curated by Clive Daniels Interior Design, featuring bespoke light fixtures, designer wallpaper, custom window treatments, and fully integrated electronic blinds. Every detail reflects refined elegance and modern sophistication. The expansive great room is designed for both grand entertaining and casual intimate gatherings, offering multiple seating areas, soaring walls of glass, and seamless indoor-outdoor living. A stunning wet bar—complete with custom shelving and a beverage and wine refrigerator—provides the perfect setting to enjoy sunset views over the Gulf. A striking stone-walled walk in wine cellar serves both the living and dining areas, ideal for showcasing an extensive collection. Fully retractable accordion doors open to oversized terraces, creating a true extension of the living space and featuring a private gas grill for elevated outdoor entertainment. The chef’s kitchen is equally impressive, outfitted with Poggenpohl cabinetry, quartz countertops, a Wolf six burner gas cooktop, double ovens, microwave, and dual Cove dishwashers, along with a generous walk-in pantry. The luxurious owner’s suite is a private sanctuary with sweeping Gulf views, a morning bar, and dual spa-inspired bathrooms-each with its own private vanity and water closet with Toto electric bidet. One bathroom features a soaking tub and additional make up vanity, and both share a large glass-enclosed shower. Two expansive walk-in custom closets complete the elaborate suite. Two additional generously sized ensuite bedrooms also capture stunning Gulf views and open directly onto the spacious terrace, offering comfort and privacy for guests. A powder room for guests and an expansive laundry room with sink and built ins complete this incredible residence. This extraordinary residence embodies the pinnacle of coastal luxury living—where design, comfort, and breathtaking natural beauty come together seamlessly. Residents of The St. Regis Longboat Key enjoy world-class amenities, including a private clubhouse with fitness center, resident-only pool and spa, room service and the signature St. Regis Butler and Concierge services. Resort offerings extend to an oceanfront spa, beachfront cabanas, diverse dining venues, a lazy river, and a saltwater lagoon alive with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence is more than a home—it is an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment.

1561 Gulf Of Mexico Drive Unit 301, Longboat Key

2434 Dick Wilson Drive, Sarasota
$1,339,000
3 Beds ⋅ 3 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Beautifully situated overlooking the fifth green of the Player Course in Laurel Oak Estates, this well-maintained three-bedroom, 2.5-bath home offers a wonderful combination of comfort and golf course living. The home features hardwood flooring in the main living areas & tile in the baths. The inviting family room includes a gas fireplace, while the updated kitchen showcases attractive wood cabinetry. A spacious laundry center adds convenience, storage and a beverage cooler. A three-car side entry garage with paver turnaround. Lawn maintenance is included in the quarterly HOA dues. Enjoy Florida living at its best in the expansive lanai, complete with a heated pool, spa and extended awning for added shade and comfort. Furnishings are available under separate agreement. Laurel Oak Country Club offers optional memberships featuring two championship golf courses, 12 Har-Tru tennis courts, a Junior Olympic swimming pool, pickleball and an active social calendar. Enjoy an exceptional 42,000-square-foot clubhouse with formal and casual dining, complemented by outdoor seating with fire pits. Live the lifestyle!

2434 Dick Wilson Drive, Sarasota

1392 Tangier Way, Sarasota
$11,900,000
6 Beds ⋅ 7 Baths ⋅ San Remo Estates SubDv. ⋅ 34239 Zip Code
This custom waterfront estate is a contemporary masterpiece where architectural sophistication & resort-inspired living converge in the heart of Sarasota’s coveted San Remo neighborhood. Spanning 3 levels, this extraordinary residence was thoughtfully designed by award winning architect Clifford Schultz to embody modern luxury, seamlessly blending cutting-edge technology, impeccable craftsmanship, & elevated designer finishes. From arrival, the home commands attention with its sleek architectural lines, custom stonework, imported Italian garage door coverings, & hurricane-impact construction designed for both beauty & peace of mind. Inside, walls of glass and expansive motorized sliding doors dissolve the boundary between indoors and out, flooding the interiors w/natural light & framing serene waterfront vistas. The home’s curated collection of luxury amenities rivals that of a private resort, including a stunning temperature-controlled wine room w/storage for approximately 240 bottles, w/motion-controlled lighting for dramatic presentation. The formal living and dining room open seamlessly with motorized glass doors onto an expansive bayfront terrace, with hot tub, fire pit and gas grill—perfect for effortless indoor-outdoor entertaining and enjoying glorious sunsets year-round. The beautifully appointed chef’s kitchen showcases custom rosewood cabinetry and premium appliances, including dual Thermador dishwashers, a five-burner Thermador cooktop, double Thermador ovens, microwave, and warming drawer. A well-designed butler’s pantry offers additional wine storage, two beverage drawers, and a built-in desk. Adjacent to the kitchen, a charming sitting area provides a comfortable retreat with a concealed pop-up television, blending luxury with everyday living, and opening onto the gracious bayside terrace. Entertain guests in the private theater room, host evenings in the billiards lounge, or unwind across multiple expansive terraces designed for effortless indoor-outdoor living. The primary suite serves as a tranquil sanctuary, offering a spa-inspired retreat w/refined finishes & an ambiance that captures the essence of waterfront luxury with double vanities, private water closet with bidet, glass enclosed shower with views of Sarasota Bay. Four additional ensuite bedrooms with bayfront terrace access provide plenty of space for friends and family. Parklex wood-look overlay garage doors offer a refined aesthetic while remaining rust-resistant and storm-rated. An advanced security camera system, & private elevator servicing all 4 floors provide effortless convenience & security. Outdoors, the resort-style setting continues w/inviting lounge areas, a private jacuzzi, & beautifully designed entertaining spaces that embrace Sarasota’s coastal climate. Crowning the residence is an extraordinary rooftop terrace offering breathtaking panoramic views of Sarasota Bay, the downtown city skyline, & the surrounding barrier islands. A newly constructed private dock completes this exceptional waterfront estate. Whether enjoying morning coffee, sunset cocktails, or evenings under the stars, this vantage point creates an unforgettable backdrop for entertaining & relaxation alike. Located just moments from world-class Siesta Key beach, downtown Sarasota, shopping, dining, waterfront parks, & cultural attractions. This home represents a rare opportunity to own a one-of-a-kind estate where luxury, design, & lifestyle exist in perfect harmony.

1392 Tangier Way, Sarasota

4717 E E Trails Drive, Sarasota
$1,045,000
5 Beds ⋅ 4 Baths ⋅ Lakes Estates The SubDv. ⋅ 34232 Zip Code
Welcome home to The Lakes 111. Where mature Oak trees surround this picturesque neighborhood. The Lakes has two community pools one heated with heated spas. A gym, a basketball court, playground, two tennis courts, and walking trails around a beautiful lake. Truly making you fell like you are in a different world. . Nestled in the back of this highly desirable neighborhood. You will find an updated modern 5 bed plus office / 3.5 bath home. This expansive home has nearly 3100 ft.2 of freshly painted beauty. It features an updated kitchen and bathrooms, quartz countertops, high end stainless steel kitchen appliances with a wine fridge. The quartz wood burning fireplace is a must for chilly winter nignts. You will fall in love with the master suite. It encompasses the whole right wing of the house with his and hers closets and ensuite master bathroom. New mechanicals including a HVAC two years old, energy efficient heat pump/water heater less than one year old and energystar pool pump that is 8 months old. Hurricane rated garage door, with new app friendly opener. Open or close while not home. New impact resistant windows and doors. Including 4 pocket sliders. Here you can truly live the indoor outdoor lifestyle with these fully opening pocket slinging glass doors. These doors open onto the expansive patio/pool deck. Fully screened in pool cage, outdoor kitchen with quartz countertops, outdoor shower and both shaded or sunny lounging areas. Take your pic. Or you can sit by the the custom outdoor fire pit overlooking the picturesque views of Philippi Creek. Best part of all NO rear neighbors. HOA will consider rear fence for properties by the water. Flood insurance only $1500 a year. No water ever entered the house.

4717 E E Trails Drive, Sarasota

435 S Gulfstream Avenue Unit 907, Sarasota
$549,000
1 Beds ⋅ 1 Baths ⋅ Regency House SubDv. ⋅ 34236 Zip Code
Make downtown Sarasota your everyday experience in this one-of-a-kind, furnished one-bedroom, one-bath condo. Across the street from Bayfront Park and Marina Jack, you’re surrounded by opportunities to enjoy the best of Sarasota. Enjoy the waterfront, discover a favorite coffee shop, browse local boutiques, or meet friends for dinner before the theatre or opera. Spend a morning at the farmers market, explore Selby Gardens, or head out for a bike ride with downtown connections to the Legacy Trail. For a beach day, choose Siesta Key or Lido Beach. With the free trolley to Lido, you don’t even have to get in the car. Or, with a boat club across the street, head to the beach by boat. At the end of the day, simply hand in the keys and let the crew do the rest. Inside, an open layout makes this home as inviting for entertaining as it is for a quiet evening downtown. Taj Mahal countertops, a generous kitchen island, and engineered hardwood floors create a warm foundation, while handmade Moroccan tile, wood accents, and handmade art features give the space its unmistakable personality. A private in-unit sauna adds an unexpected retreat, and included furnishings make settling in easy. From its distinctive finishes to its connection with the city outside, this is downtown living with a point of view, far beyond a standard finish palette.

435 S Gulfstream Avenue Unit 907, Sarasota

2692 Pretzel Lane, North Port
$350,000
3 Beds ⋅ 2 Baths ⋅ Port Charlotte Sub SubDv. ⋅ 34286 Zip Code
BRAND NEW, NEVER OCCUPIED | 2025 CUSTOM-BUILT HOME | IMPACT WINDOWS | NO HOA OR CDD | FLOOD ZONE X | GREENBELT SETTING Be the first to call this beautifully designed North Port residence home! Completed in 2025 and NEVER OCCUPIED, this custom-built 3-bedroom, 2-bathroom home offers 1,487 square feet of thoughtfully designed living space on an approximately quarter-acre lot backing to a greenbelt. With modern finishes, distinctive architectural details, and an attached two-car garage, this move-in-ready residence offers the appeal of new construction without the wait to build. MODERN CURB APPEAL. Clean architectural lines, crisp white stucco, contrasting dark accents, a covered entry, and an expansive paver driveway give the home a contemporary presence. OPEN-CONCEPT LIVING. Vaulted ceilings, recessed lighting, contemporary ceiling fans, and wood-look plank flooring create a bright, cohesive interior. The spacious great room seamlessly connects the living, dining, and kitchen areas, while a sleek linear electric fireplace with a contrasting mantel provides an attractive focal point. A KITCHEN THAT STANDS OUT. An oversized center island with seating and three contemporary pendant lights anchors the kitchen. Beautiful stone countertops, white shaker-style cabinetry, contrasting black hardware, a coordinating backsplash, and stainless steel appliances complete the space. SPACIOUS PRIMARY SUITE. The primary bedroom features an elegant tray ceiling, a contemporary ceiling fan, and a walk-in closet. The adjoining bathroom includes a dual-sink vanity with individual framed mirrors, decorative lighting, and a generous walk-in shower finished with large-format, marble-look tile and contrasting dark fixtures. THOUGHTFULLY DESIGNED BEDROOMS & BATHS. Two additional bedrooms feature tray ceilings and flexible layouts suitable for guests, hobbies, or a home office. The second bathroom offers a tub-and-shower combination with coordinating tile finishes. A dedicated interior laundry room adds everyday convenience. COVERED OUTDOOR LIVING. Sliding glass doors lead to a covered rear patio finished with attractive pavers, creating a natural extension of the interior living space. The generous backyard offers room for outdoor activities, gardening, or future landscaping, while the greenbelt setting provides additional separation from neighboring properties. BUILT FOR FLORIDA LIVING. Impact-resistant windows provide added storm protection and potential sound-reduction benefits. Enjoy the freedom of NO HOA and NO CDD fees. The property is located in FLOOD ZONE X, where flood insurance is generally not required by mortgage lenders (buyer to verify individual insurance requirements). CONVENIENT NORTH PORT LOCATION. Enjoy easy access to I-75, shopping, dining, and recreation. Nearby destinations include Cocoplum Village Shops, North Port Aquatic Center, Wellen Park, Downtown Wellen, and CoolToday Park, the spring training home of the Atlanta Braves. Golf courses, boating, fishing, and the beautiful Gulf beaches of Venice and Manasota Key offer additional opportunities to enjoy Southwest Florida's coastal lifestyle. NEVER LIVED IN, MOVE-IN READY, AND DESIGNED FOR MODERN FLORIDA LIVING. Schedule your private showing today!

2692 Pretzel Lane, North Port

1161 Westway Drive, Sarasota
$13,750,000
6 Beds ⋅ 8 Baths ⋅ Lido Shores SubDv. ⋅ 34236 Zip Code
Virtually Staged. Known as the Grand Piano House, this striking contemporary waterfront estate in Lido Shores is an architectural landmark overlooking New Pass and the Gulf of Mexico. Designed by Jonathan Parks and Peter Shaw and built by Whitehead Construction, the residence features sweeping curves, dramatic elevations, and walls of glass capturing passing boats, open water, and spectacular sunsets. Set on more than half an acre behind a gated entrance and stone privacy wall, the property offers 105 feet of water frontage, 6,221 square feet of interior living, and nearly 7,500 square feet of terraces, balconies, and covered walkways. A lighted koi pond, sculptural staircase, and soaring ceilings introduce the dramatic, light-filled interiors. Oversized tile flooring extends throughout the main level, where formal living and dining rooms with a wet bar flow into generous gathering spaces. Walls of impact sliding glass doors open to expansive waterfront terraces, creating an effortless indoor-outdoor connection. The contemporary kitchen overlooks the informal dining area and adjoining family room, featuring Wolf gas cooking and warming drawer, Sub-Zero refrigeration, quartz countertops, a large island with breakfast bar seating, and a butler's pantry. Two guest bedrooms with east- and west-facing terraces share a modern bathroom, while a conveniently located laundry room completes the main level. Mahogany wood flooring extends throughout the second level, where the private primary wing overlooks New Pass. This retreat features a morning kitchen, custom walk-in closet, an adjoining study with built-in workstation, and separate bathrooms with spa-inspired finishes, including a steam shower. An additional guest bedroom and media room provide flexible accommodations, while a second laundry room, abundant storage, and three-stop elevator add convenience. Connected to the main residence by a covered bridge, the separate guest casita offers two bedrooms, private bathrooms, a vaulted wood-beamed ceiling, private entrance, and outdoor deck. An oversized split three-car garage includes additional workshop space. The versatile ground level features durable finished flooring, dedicated storage, workout and cabana spaces opening directly to the pool deck. Outdoors, the heated saltwater pool enjoys a dramatic waterside setting surrounded by mature tropical landscaping, expansive terraces, and covered entertaining areas. A fully equipped outdoor kitchen and elevated sun decks capture panoramic views of New Pass and the Gulf, providing exceptional spaces for dining, relaxing, and enjoying Sarasota's coastal lifestyle. Located in the architecturally celebrated Lido Shores neighborhood on northern Lido Key, the residence is moments from St. Armands Circle's boutiques and restaurants, the beaches of Lido and Longboat Key, and Downtown Sarasota's renowned dining, theaters, galleries, and cultural attractions. Optional community membership provides access to the neighborhood's private beach. The Grand Piano House offers a rare combination of architectural distinction, extraordinary waterfront views, and a coveted Sarasota address.

1161 Westway Drive, Sarasota

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

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