Homes for Sale Near Sarasota High in Sarasota - 770 homes

Remarks: A $100,000 price improvement! A unique opportunity to renovate and create your dream coastal retreat in one of Siesta Key’s sought-after gated enclaves, Hamilton Club, an exclusive boating community on North Siesta Key. Rarely available, this spacious, elevated townhome is one of only 18 residences in a private, pet-friendly, deep-water boating community offering a deeded dock with sailboat water access—no fixed bridges to Sarasota Bay and direct access to the Intracoastal Waterway and the Gulf. Bring your vision and design ideas—this property is ready for a full renovation and offers incredible potential. Generous square footage, soaring ceilings, and an open floor plan provide the canvas. The main level features a welcoming foyer, expansive living and dining areas, a large eat-in island kitchen, a spacious bedroom/den with a full bath, a laundry room, a pantry closet, and a powder room. Go out to the screened lanai overlooking lush, tropical landscaping, a tranquil lagoon and fountain, and the community pool, complete with spiral stair access to the lower level. Upstairs, a bonus room is flanked by two bedroom suites. The oversized primary suite offers a walk-in closet and a large bath with a soaking tub and a separate shower. A second en-suite guest bedroom and bath ensure comfort for family and guests. The elevator services all three levels, though it is not operational and not warranted. Downstairs, the ground floor offers flexible bonus space—ideal for an exercise room, game room, or hobby area—along with a screened lanai, two-car garage, and additional storage room. Residents enjoy maintenance-free living, a heated community pool, and access to tennis and pickleball courts. On the north end of Siesta Key, just minutes to the Shell Road Beach, quaint Siesta Village, and the powdery white sands and aqua waters of world-famous Siesta Beach. Only 10 minutes by car to downtown Sarasota's shopping, dining, vibrant nightlife, and cultural amenities. Rarely does a home in Hamilton Club become available—this is a must-see opportunity to create something special.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Judie Berger (941-928-3424)

Remarks: New price - $100K less! Offered for the first time, this rare three-bedroom, three-bath waterfront villa at Excelsior’s coveted Beach-to-Bay community presents an exceptional opportunity to own one of only eight residences of its kind. Positioned on Sarasota Bay and the Intracoastal Waterway, the villa enjoys extraordinary privacy, peacefulness, and sweeping 180-degree water views from the expansive 36-foot lanai and most principal rooms. This light-filled corner residence lives beautifully like a single-family home, elevated above a private two-car garage and framed by windows on three sides. The open floor plan is spacious and airy, enhanced by vaulted ceilings in the living room, primary suite, and guest bedroom, hardwood flooring, and sliding glass doors that invite the waterfront setting indoors. A wood-burning fireplace adds warmth and character, while ceiling fans, custom window treatments, and 3M hurricane film on windows provide comfort and peace of mind. The updated kitchen opens seamlessly to the main living areas, creating an ideal space for entertaining or relaxed island living. The primary suite features a walk-in closet, a walk-in shower, and an updated bath. A new HVAC system, in-residence washer and dryer, and thoughtful upgrades throughout add to the villa’s move-in-ready appeal. Excelsior’s villas are uniquely situated directly on Sarasota Bay’s Intracoastal Waterway, with no other residences between you and the water. Only eight villas exist in total, four three-bedroom residences and four two-bedroom villas, making this a limited opportunity. Residents of Excelsior enjoy an unparalleled resort lifestyle with deeded beach access to Siesta Key’s world-renowned white sands, turquoise Gulf waters, and mango-colored sunsets. Amenities include two large, heated pools, two hot tubs, tennis and pickleball courts, shuffleboard, a fitness center, a library, a community room, and tranquil, tree-lined walkways with ponds and fountains. The fishing and lounging pier, grilling areas and picnic spaces are just moments away. The community is pet-friendly (small dogs), offers easy access to South Bridge and a short distance to Crescent Village, with free trolley service to Siesta Village. With a two-week minimum rental policy and on-site property management services available, the residence also offers attractive flexibility for seasonal or investment use. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, and St. Armands Circle. Rarely available and exceptionally positioned, this waterfront villa captures the best of Siesta Key living, privacy, views, resort amenities and effortless access from beach to bay.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Judie Berger (941-928-3424)

Remarks: Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience, and the quintessential Siesta Key lifestyle are prepared for you to move in ready. A brief stroll from the vibrant energy of Siesta Key Village and the quartz sands of Siesta Beach. With an astounding approximately 240 feet of private seawall and offering long-range canal views creating a lagoon-like setting, this opportunity simply cannot be replicated. While offering crisp, clean lines of modern contemporary style, the infrastructure is strictly 2026-ready. This unique residence provides both luxurious aesthetic appeals, featuring a fully updated chef’s kitchen and designer baths, and "invisible luxury". The peace of mind that comes from the resilience of a durable metal roof, new seawall, and all-new high-velocity hurricane windows and doors, new flooring, wood burning fireplace, and new electrical, plumbing, as well as new three-zone HVAC and mechanical systems, has been thoughtfully provided. And, for your peace of mind, professional night vision high-tech security cameras and systems were installed in 2026. The preferred split plan offers three additional bedrooms, including a private guest suite with its own separate entrance and ensuite bath. Life at 339 Treasure Boat Way centers around the water. Venture out onto the paved, open-air pool deck to find a 2026 freshly re-finished Aqualink-controlled, saltwater, heated pool and spa with LED lighting. Enjoy gentle, golden morning sun and cool, shaded afternoons—perfect for entertaining and alfresco dining. An oversized detached two-car air-conditioned garage, fenced yard for pets, and ample guest parking.

Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)

Listing Agent: Tonna Gruber (941-232-8950)

Remarks: Welcome to this beautifully reimagined 3-bedroom, 3-bath residence with a dedicated office, where thoughtful design meets modern luxury. Following an extensive $200,000 renovation, this home offers a seamless blend of style, comfort, and functionality. Step inside to an expansive open floor plan filled with natural light, perfect for both everyday living and entertaining. The heart of the home flows effortlessly from the living and dining areas into a stunning, updated kitchen, creating a true gathering space. The primary suite is a private retreat, featuring direct access to the backyard through elegant French doors—ideal for enjoying quiet mornings or evening relaxation. The spa-inspired primary bathroom showcases high-end finishes and a luxurious design that elevates daily living. Outdoors, you’ll find a resort-style experience with a screened-in pool, complemented by a fully equipped outdoor kitchen complete with a new grill—perfect for hosting and year-round enjoyment. Beyond the screened enclosure, the oversized backyard offers lush, mature landscaping, providing both privacy and a serene natural setting. Ideally located less than 25 minutes from St. Armands Circle and the world-renowned Siesta Key Beach, this home offers convenient access to premier shopping, dining, and some of Florida’s most beautiful coastline. With a versatile office space, premium upgrades throughout, and exceptional indoor-outdoor living, this home is a rare opportunity to enjoy refined living in a beautifully upgraded setting.

Listing is courtesy of: MEGAN DOWDY REALTY, LLC (407-509-9279)

Listing Agent: Shawn Jordan (407-808-9207)

Remarks: A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Judie Berger (941-928-3424)

Remarks: Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive. Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that Sarasota has to offer. Inside, the home welcomes you with soaring ceilings accented by exposed beams, expansive windows, and an open, light-filled layout that blends modern design with everyday comfort. Warm wood tones, clean architectural lines, and carefully selected finishes create a sophisticated yet relaxed ambiance throughout the main living spaces. The updated kitchen is designed for both beauty and function, featuring luxury appliances, sleek cabinetry, stone countertops, and a statement glass-topped bar, ideal for entertaining or casual dining. The kitchen flows seamlessly into the living and dining areas, creating an inviting environment for gatherings large and small. The primary suite serves as a private retreat, offering tranquil garden views, direct access to the outdoor living area, and a spa-inspired bath adorned with striking mosaic tile, modern fixtures, and a glass-enclosed walk-in shower. Additional bedrooms are thoughtfully arranged to provide flexibility for guests, a home office, or creative space. Step outside to the screened lanai and resort-style pool and spa, where privacy and lush landscaping create a serene oasis. Recent upgrades include a new pool filter, enhancing efficiency and ease of ownership, while covered seating areas invite year-round outdoor enjoyment. Beyond its aesthetic appeal, this home is equipped with premium infrastructure upgrades designed for long-term comfort and reliability. A Generac natural gas generator powers the entire home and pool, providing seamless backup during outages. The roof is approximately six years old, plumbing lines have been professionally blown out and cleaned, and the property is located in a no flood zone for added peace of mind. The home is serviced by city water, complemented by a deep water irrigation well that keeps the lush landscaping thriving while helping reduce utility costs. Aerial views highlight the home’s generous lot, mature greenery, and prime Sarasota location—just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and cultural attractions. Distinctive, upgraded, and effortlessly livable, 1780 Spring Creek Drive delivers a sophisticated Sarasota lifestyle without compromise.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Adnan Dedic (941-726-2917)

Remarks: Nestled near the end of a Cul-de-Sac, with a Private Setting backing to a Nature Preserve, this Beautifully maintained 3-bedroom, 2-bathroom split-plan home offers 1,999 SF of living space with the perfect blend of comfort, updates, and location. Major improvements provide peace of mind, including a new roof and skylights (2018), impact windows (2019 & 2020), A/C system (2020), and hot water heater (2020). Step inside to find an updated kitchen and bathrooms, complemented by wood laminate and tile flooring throughout. The living room and primary bedroom feature elegant plantation shutters, adding both style and functionality. An indoor laundry room with additional storage adds everyday convenience. Enjoy flexible living with an expansive 390 SF Air Conditioned Florida Room overlooking the fenced backyard—ideal as a game room, playroom, fitness space, home office, or entertainment area. A screened entry porch enhances curb appeal and provides a welcoming outdoor space, while the oversized 2-car garage offers ample storage. Ideally located near Colonial Oaks Park with access to a gymnasium, basketball courts, tennis, pickleball, playgrounds, and picnic areas. Just minutes from Doctors Hospital, shopping, dining, and I-75, this home delivers both tranquility and accessibility. Don’t miss this move-in ready gem in a highly desirable location!

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Mike Bridges (941-316-6530)

Remarks: An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Sheryl Vanduren (720-384-4884)

Remarks: Under contract-accepting backup offers. Totally remediated and beautifully remodeled 3-bedroom, 2-bath pool home located in Bellevue Terrace, just off Bahia Vista, in the heart of Sarasota. This home was taken down to the studs and completely rebuilt, including all new electrical, plumbing, and sheetrock. Additional upgrades include all new interior doors, cabinetry, kitchen appliances, air conditioning system, hot water heater, and washer and dryer. Porcelain tile flooring throughout enhances the bright, open, and spacious feel of the home. The expansive screened pool area features a tropical setting and a large covered lanai, ideal for outdoor entertaining and year-round enjoyment. Bellevue Terrace offers a prime central location near Locklear Park, the YMCA, Pinecraft with its Amish Restaurants, downtown Sarasota, and the Bayfront neighborhoods. Enjoy a friendly community with no HOA, no rental restrictions, and easy access to everything Sarasota has to offer. Easy to show and a must see.

Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)

Listing Agent: Philip Graber (941-320-5451)

Remarks: This is the one * QUALITY BUILT BY PRUETT HOMES AND LOCATED BEHIND THE GATES OF THE RARELY AVAILABLE HAMMOCKS NEIGHBORHOOD, WHERE YOUR DREAM HOME AWAITS * 'A' RATED SCHOOL DISTRICT * Lovingly cared for, and the PRIDE OF OWNERSHIP SHOWS * This FAMILY ESTATE HOME is LOCATED ON A PREMIUM CUL DE SAC * 1/3 ACRE LOT IS A MUST-SEE PRIVATE SETTING * NO THROUGH TRAFFIC * This BEAUTIFUL home backs to VIEWS of Laurel Oak Golf Course and a lovely Lake * NO NEIGHBORS BEHIND YOU * This IMMACULATE 2 Story Home is a MUST-SEE * This Split Plan Design boasts a total of 5 Bedrooms PLUS Office/Den & 3 Baths * 2nd Floor features 2 Guest Bedrooms, 1 Bath & a 27x19 Bonus Room for entertaining and is perfect for kids or guests. DOWNSTAIRS: Primary Suite, 2 Guest Bedrooms, Den, Formal Living Room & Formal Dining Room with Gas Fireplace * Private Master Suite is LARGE with a HUGE Oasis Bath, Dual Sinks, Soaking Tub & a Separate Walk-in Shower * Gorgeous Chef's Kitchen opens to the Family Room with VIEWS to the Private, Heated Pool & Spa * This DREAM KITCHEN showcases a Pantry, Breakfast Bar, Nook/Dinette with Aquarium Glass, Wood Cabinets, Granite Counters, Gas Cook-top & Double Oven * Excellent home to entertain in or just relax in your slice of paradise * 3 car Garage allows for plenty of room for all the toys * Paver Brick Driveway * The Hammocks is a 24 hour gated community with low annual HOA fees * It has that country feel yet you are minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & Publix Plaza are nearby * All the luxury features you desire are here! * One look & you'll fall in Love *

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Ryan Brown (941-330-7774)

Remarks: Under contract-accepting backup offers. Experience breathtaking, panoramic Gulf of Mexico views from this one of a kind penthouse-level residence. Located in the coveted Gulf-Front Tower at the Palm Bay Club on Siesta Key! Sitting high above the shoreline, you'll have the opportunity to experience amazing Siesta Key Sunsets like never before! This rare opportunity features a bright, open layout with a welcoming foyer, crown molding, and tile flooring throughout. The spacious kitchen includes granite countertops, trey ceiling detail, breakfast-bar seating, and a direct backdrop of the shimmering Gulf. The utility room adds valuable convenience and storage. Resort-style amenities include private deeded beach access, beach chairs, two heated pools (including one beachside), a large hot tub, barbecue areas, bayside fishing pier, lighted tennis & pickleball courts, fitness center, complimentary WiFi, 24-hour security and more. With excellent rental potential and a 3-day minimum rental program, this residence is ideal as a high-performing investment, seasonal escape, or full-time coastal retreat. Offering the best of both worlds with flexibility to make a nice income while still enjoying it personally. The onsite rental management provides an effortless, hands-off experience. Enjoy the island lifestyle just minutes from Siesta Key Village’s boutiques and restaurants, and a short drive to Downtown Sarasota’s vibrant arts and dining scene.

Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)

Listing Agent: Ryan Miller (941-954-6925)

Remarks: Under contract-accepting backup offers. Spanish Mediterranean home located in Granada subdivision. This courtyard home comes complete with a Casita with great flex space… maybe you need an art studio, separate guest quarters, a caregiver’s suite or a home office. The possibilities are endless. The main house is a two bedroom, two bath residence. The Casita is a one bedroom, one bath space. Both are connected with the central courtyard with potted garden, Mexican tile accents and a spa. The living areas in the home have beautiful vantage points. Kitchen has wood cabinets, stainless appliances, stone counters ,a breakfast bar and direct access to the sitting and dining rooms. The main living room has access to the private back garden with pergola. All bedroom suites are separate private quarters. High ceilings, columns, crown moldings, profile baseboards, led lights, and decorator color palate are some of the features throughout the residence. Home and gardens are meticulously maintained. Granada is minutes to downtown Sarasota, Siesta Key beach, area dining and shopping. Wonderful old oaks trees and sidewalks remain in this Historic Neighborhood.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Tammy Garner (941-374-4161)

Remarks: Under contract-accepting backup offers. Very private residence ON THE GULF AND ON THE BEACH! This updated 4-bedroom 4- bath residence directly faces the beautiful gulf waters of world-famous SIESTA KEY on a half-acre with your own 100 feet of PRIVATE BEACH to enjoy. Unrestricted views and access to the beach make this one of the most highly desirable locations on Siesta Key. Situated on the quiet south end of Siesta Key just north of Turtle Beach and is accessed by a semi- private road with only 2 homes facing the gulf. Large high impact windows and sliding glass doors throughout the home allow for breathtaking panoramic beach and gulf views. You will enjoy watching the dolphin play and spectacular sunsets whether inside or outside the home. Open floor plan with a total of 3632 sq. ft. of living area. A total of five large individual private decks face the gulf for you to enjoy. A magnificent second story family room and an updated owner’s suite was added by the current owners allowing for panoramic views up and down the beach. Updated kitchen and appliances. Spacious bedrooms each with their own baths. 2-car attached garage. This property is being sold turnkey furnished. This is a very unique opportunity that may not be seen again for a very long time. Visit our virtual tour and make an appointment today!

Listing is courtesy of: ROBERTS REALTY INC (941-924-2330)

Listing Agent: John Garner (941-544-6732)

Remarks: Unlock Unbeatable Value: Assume an FHA Loan at an Astounding 3.49% Interest Rate! Seize a truly rare opportunity to own a meticulously maintained 3-bedroom, 2.5-bathroom townhouse in Palmer Place at Artistry, Sarasota, for an unbeatable price of $312,000. What makes this offering truly exceptional is the potential to assume an existing FHA loan at an astounding 3.49% interest rate! This is your chance to secure an incredibly low mortgage payment and significantly enhance your homeownership affordability in a vibrant community. Built in 2019, this spacious 1,758 SqFt home presents a fantastic blend of comfort and convenience, ready for you to move in and personalize to your taste. Step inside to an inviting layout that reflects modern design principles, providing ample space for everyday living and entertaining. While showcasing its original builder quality, this home has been meticulously cared for, offering a clean canvas for you to infuse your personal style and desired upgrades over time. Enjoy peaceful moments and picturesque scenery from your private back patio, which boasts tranquil lake views – a serene backdrop for morning coffee or evening relaxation. The convenience continues with an attached one-car garage, providing secure parking and additional storage. Palmer Place at Artistry is a community designed for ease of living, offering a pet-friendly environment and the flexibility of renting your unit one time per year with an 8-12 month lease, providing a potential income opportunity. Location is key, and this home delivers! You're just moments away from area shopping, diverse dining options, and recreational parks. Plus, the world-renowned Siesta Key Beach is a convenient 14-mile drive, making weekend getaways effortless. Don't miss this rare opportunity to own a well-located, well-maintained home with fantastic potential in the heart of Sarasota County. This is your chance to refine a home to your exact specifications while securing an exceptionally low mortgage rate and enjoying all that the vibrant Sarasota area has to offer! Schedule your showing today – this value won't last long!

Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)

Listing Agent: Tory Uccello, Jr (941-504-8052)

Remarks: Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with vision to bring it back to life. The location alone makes this one special, just minutes to the beach, village shops, and dining, yet surrounded by peaceful island neighborhoods. Whether you’re looking to restore it as your island getaway, rebuild for modern coastal living, or invest in a premium piece of Siesta Key real estate, this property is full of potential and promise. Come see what’s possible in one of the most desirable corners of Sarasota’s barrier islands.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Beth Helvey Pa (941-330-3600)

Remarks: Under contract-accepting backup offers. Unwind on your private covered lanai, where tranquil lake views stretch out before you—calm, glassy waters reflecting the sky and surrounding greenery, creating a peaceful backdrop that feels like your own personal retreat. Whether you’re enjoying a quiet morning coffee as the sun rises over the water or relaxing in the evening with gentle breezes drifting across the lake, this outdoor space invites you to slow down and savor the moment. Inside, the thoughtfully designed open floor plan seamlessly connects the living spaces, ensuring those beautiful water views remain the focal point from the main living area as well as the spacious primary suite. Natural light fills the home, enhancing the airy, relaxed feel throughout. A split-bedroom layout offers privacy for guests, with a well-positioned second bedroom and bath tucked away from the primary suite. Located in the peaceful 55+ community of Lake Tippecanoe, this charming villa offers not just a home, but a lifestyle. Residents enjoy a picturesque lakeside pool, shuffleboard courts, and an inviting clubhouse perfect for social gatherings and connecting with neighbors. Ideally situated just minutes from the world-renowned Siesta Key Beach and the vibrant culture, dining, and shopping of downtown Sarasota—approximately 7 miles away—this property is perfectly suited as a full-time residence or a seasonal retreat. With covered parking conveniently located just outside your front door, every detail has been considered for easy, comfortable living in a serene setting.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)

Listing Agent: Beverly St Hilaire (818-416-2505)

Remarks: Under contract-accepting backup offers. Positioned along a quiet loop in the heart of Arlington Park, this property presents a rare opportunity for redevelopment in one of Sarasota’s most active and desirable in-town neighborhoods. With no through traffic, Prospect Street offers a more private, residential feel, while still surrounded by a growing mix of new construction and high-end renovations that continue to elevate the area. The existing structure is best suited for removal, allowing for a fresh start and the ability to design a custom home that takes full advantage of the setting. For those with a longer-term approach, the home may also offer the option to renovate and generate interim rental income while plans for future redevelopment take shape. Whether you are a builder seeking your next project or an end user ready to bring a vision to life, this is the kind of opportunity that rarely stays available for long. Buyers are drawn to this area for its unmatched convenience, with easy access to downtown Sarasota, Sarasota Memorial Hospital, Southside Village, and the region’s top dining and cultural destinations, all just minutes away. The nearby Arlington Park and Aquatic Complex adds to the appeal, offering green space, walking trails, and recreational amenities. At the same time, the beaches of Siesta Key are just a short drive away. With no HOA and city rental regulations allowing for short-term leasing, the property also offers flexibility for income-producing use without added restrictions. Secure your place in one of Sarasota’s most dynamic areas and build something that reflects the full potential of this location.

Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)

Listing Agent: Domanic Calamese (941-914-0038)

Remarks: Discover contemporary luxury at its finest in this impeccably designed downtown Sarasota townhome—a sanctuary just steps from the vibrant energy of Main Street and serene Bayfront Park.This stunning two-bedroom, two-and-a-half-bath residence seamlessly blends refined elegance with effortless modern living. Enter to be greeted by exquisite finishes: sleek Lube Italian cabinetry, Caesarstone quartz countertops and backsplash, soaring eight-foot imported Rosewood doors, and premium Bosch appliances anchored by a gas 5-burner cooktop. Hansgrohe fixtures, a whole-home Culligan filtration system, and tankless hot water elevate every moment to spa-like indulgence. Thoughtful luxury extends throughout: a private two-car garage, custom California closets, and your own two-stop elevator for effortless access between levels. Two generous terraces—one with a gas hookup—invite al fresco dining, sunset gatherings, or quiet evenings beneath the stars, with custom retractable screens enhancing the flawless indoor-outdoor connection. Bathed in natural light, the open-concept layout is ideal for both grand entertaining and peaceful retreats. Location is everything, and this home delivers. Stroll to world-class dining, boutique shopping, and cultural venues, or drive mere minutes to the powdery sands of Lido Beach, Longboat Key, and legendary Siesta Key—consistently ranked America’s #1 beach. Sarasota-Bradenton International Airport is only 15 minutes away for easy travel. More than a home, this is an elevated Sarasota lifestyle, convenient, and undeniably captivating. Schedule your private showing today and step into the life you deserve.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Perry Corneau (941-650-4626)

Remarks: One or more photo(s) has been virtually staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Rachel Hamrick (941-529-1773)

Remarks: Welcome to 2438 Wisteria St. This turnkey property is ready for YOU, located in the desirable Arlington Park neighborhood. Everything can be included in this purchase! New roof in 2025, new pool in 2022, fresh landscaping, along with all the recent updates inside this home, make this a move-in ready home! This property boasts an impressive rental history as well, just ask! Listed as a 2 bedroom home, but it has an extra room that could be used as a 3rd bedroom or office space! This home offers an open floorplan, galley style kitchen that has been updated, and features a cozy breakfast nook. The view from the spacious living room looks out to the back yard, while first housing a bright and airy sunroom. Make your way to the back yard and you will find yourself in your own resort style oasis! The beautiful pool is the star of the back yard! There's a large paved patio, as well as a spacious turf area, with a hammock and swings, for the ultimate relaxation retreat. Brand NEW Aquavoss cold plunge/hot tub! You won’t want to leave! This home is Located conveniently near downtown Sarasota, with its world-famous beaches, dining, shopping, and luxurious lifestyle this amazing town offers!

Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)

Listing Agent: Nic Yoder (941-993-9268)