Homes for Sale Near Sarasota High in Sarasota - 640 homes

Remarks: Upon entering this impeccably crafted residence, you are immediately greeted by a refined level of finish and thoughtful design. Rich hardwood flooring flows seamlessly throughout the main living areas, complemented by intricate custom millwork, elegant moldings, and double tray ceilings that enhance the home’s architectural character. Designed with intention, this 4-bedroom, 4-bath residence—featuring two bedrooms currently utilized as a den and one as a sitting room—along with a versatile bonus room ideal as a fifth bedroom, office, or private gym, offers effortless single-level living with an exceptional sense of space and functionality. As you enter, a formal sitting area anchored by a detailed fireplace creates an inviting first impression, complemented by an adjacent dedicated dining room and an elegant wet bar—perfect for entertaining. The kitchen is a true statement of both style and function, featuring artisan granite, two expansive islands offering generous space for cooking, gathering, casual seating, and designer backsplash detailing. A full suite of top-tier stainless steel appliances, including dual Liebherr refrigerators, an induction cooktop, and a built-in oven and microwave, is seamlessly integrated. Reverse osmosis filtration at the sink, along with a whole-house water filtration system, enhances everyday living. The spacious family room is designed for comfort, offering expansive views of the pool and lush Florida-native landscape, creating a seamless indoor-outdoor living experience. The primary suite is a luxurious private retreat, offering direct access to the pool, three spacious walk-in closets, and a spa-inspired bath adorned with exquisite custom stone finishes. The primary bathroom is thoughtfully designed with two separate vanities and generous counter space. Meticulously maintained and extensively upgraded, the home offers a level of efficiency and ease. Recent improvements include a new roof (2023), two new Lennox air conditioning systems (2023–2024), Storm Smart hurricane shutters, and hurricane-rated garage doors. A whole-home generator and multiple propane tanks provide added peace of mind, while energy-efficient heat pump systems service the pool heater, water heater, and HVAC. Outdoor living is equally impressive, with a beautifully updated pool area featuring a fully refurbished enclosure, upgraded automation system, and pool heater. An Artisan infrared grill connected to a permanent propane source creates an ideal, relaxed setting for entertaining, surrounded by Florida-friendly native landscaping and ambient landscape lighting. Additional enhancements include a drip irrigation system with a separate meter, an upgraded security system with cameras, and UniFi Wi-Fi extenders for seamless connectivity throughout the home. The three-car garage is as functional as it is polished, featuring an epoxy-coated floor, built-in cabinetry, and overhead gantry storage systems. Throughout the home, you’ll find abundant storage space with custom-built-in cabinetry thoughtfully integrated for easy everyday living. Ideally situated in the highly coveted West of Trail enclave of Bayview Heights, this custom-built home offers an exceptional lifestyle. Located on a rare dead-end street just one block from the bay, and within minutes of downtown Sarasota, Southside Village, and the area’s renowned beaches, it also lies within top-rated school districts—an unparalleled combination of privacy, convenience, and prestige.

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

Listing Agent: Courtney Tarantino (941-893-7203)

Remarks: Expansive three-story penthouse offering 360 degree views of Sarasota Bay and downtown Sarasota. The penthouse includes the top two floors--as well as a private furnished rooftop terrace with an adjacent upgraded indoor kitchenette. Nearly everything about this listing has been upgraded in the past few years: Both the building and the home itself. Vista Bay Point has undergone massive renovations--and the penthouse has been completely remodeled and updated. This beautiful 3-bedroom 3.5-bathroom residence features hardwood flooring, detailed crown molding and solid mahogany doors throughout. The main level features a great room with a 20-foot ceiling with walls of windows looking out at the water and the sunset. Custom Italian kitchen cabinetry and Viking/Sub-Zero appliances including a gas stove. The second level includes a massive primary wing positioned around a sitting room: A bedroom, "his and her" bathrooms and an oversized custom closet the size of a spare room. A state-of-the-art app-based Crestron integrated system controls the lighting, televisions, stereo, shades and air conditioning. Two patios--one on each floor--overlook Sarasota Bay and the Ringling Bridge. You'll have four garage spaces and a large storage room with an EV hook-up down your private elevator. The building's amenities floor includes a heated pool and hot tub, a large fitness room, a theater and a billiard room that includes a full kitchen and a private guest suite for visitors. Golden Gate Point is uniquely situated between downtown Sarasota, Marina Jack, the Ritz Carlton and St. Armands Circle/Lido Key Beach. Furniture included.

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

Listing Agent: Ray Collins (941-228-0091)

Remarks: 651 Madison Court is a tidy & attractive multi-family home located in the highly desirable neighborhood of Laurel Park, adjacent to downtown Sarasota. The property, which consists of (3) one bedroom, one bathroom apartments, originally constructed in 1953, and extensively renovated in 2023, is fully rented with 3 excellent long term (annual) tenants. The lot location is quiet and attractive, at the end of non-thru street, with neighbors including the Sarasota senior friendship center, multi million dollar new construction homes, the Hudson Bayou waterway and Laurel park kayak launch, downtown Sarasota, Selby Gardens and its marina & waterfront. The 1680 sq/ft concrete block structure includes a 2023 metal roof, 2023 updates to electrical and plumbing systems, impact windows, stylish new kitchens and bathrooms, tile floors, and HVAC systems. The apartments are separately metered for electricity and city services and tenants are paying all utilities individually. Though currently occupied with wonderful annual tenants, the City of Sarasota location makes future use for short term rentals possible, at a 7 night minimum, and there are several other STR's in close proximity. It would be a wonderful 1031 exchange, and is located within the City of Sarasota Qualified Opportunity Zone 1.02, for additional tax advantaged investment, for a potential buyer. Please do not disturb tenants. Access by appointment only.

Listing is courtesy of: COASTAL REAL ESTATE PROFESSIONALS LLC (772-678-6017)

Listing Agent: Zachary Greenberg (561-310-9672)

Remarks: Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on north Siesta Key. This in progress New Construction property by Pham Development is on an expansive 17,842 SF and 0.41 acre lot, with a 4,769 SF traditional-style home to be built. Enjoy two separate guests suites on top of the two 2-car garages, for a total of 4 garage spaces, both with elevator access to the above suites. The master bedroom will have water views, and the grand entry home hosts a total of 6 bedrooms, 6 baths, and 1 powder bath. This property's deep-water grand canal with no bridges is ideal for yachts and boats, with up to a 13-foot draft. A new dock and boat lift is set to be installed. Inside, expansive living spaces boast high-end finishes and top-of-the-line appliances, blending timeless elegance with modern comfort. Enjoy the water, and a large backyard perfect for entertaining, a private pool, and new lush landscaping—making this the ultimate waterfront estate for family.

Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)

Listing Agent: Faith Stutzman (941-260-0709)

Remarks: Experience the best of Sarasota living with this incredible opportunity in the highly desirable Ringling Park neighborhood. Oversized lots this close to downtown are nearly impossible to find—this one offers over 12,500 sq. ft. just blocks from Payne Park, Legacy Trail, and all the energy of downtown Sarasota. This 3-bedroom, 2-bath residence, complete with a bonus flex room or home office, is perfect for anyone looking to live, build, or invest in a rapidly appreciating area. The home features beautifully updated bathrooms, updated electrical, and classic details like solid plaster walls and a cozy fireplace. With new construction flourishing throughout Ringling Park and few homes hitting the market, this property stands out as a rare and versatile opportunity—whether you’re envisioning a stunning custom build, a high-value spec home, or a private retreat conveniently tucked away yet moments from downtown. The possibilities here are endless.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Seth Westerberg (941-342-7653)

Remarks: Excellent income-producing opportunity in the heart of the City of Sarasota, located in the desirable Ringling Park neighborhood. This well-maintained single-family home sits on a prime corner lot shaded by beautiful mature oak trees, offering both charm and curb appeal. Inside, the home features wood cabinetry, granite countertops, and stainless steel appliances, adding modern appeal and durability for long-term ownership. The property includes a single-car garage, a fully fenced yard, and easy-to-maintain landscaping—ideal for low ongoing expenses. A bonus room provides flexible space perfect for a home office, den, or additional living area. With no deed restrictions, the property offers versatility for investors or owner-occupants alike. Enjoy a great location close to downtown Sarasota, beaches, shopping, dining, and major roadways, making this a highly desirable rental or long-term hold.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Seth Westerberg (941-342-7653)

Remarks: Welcome to 1400 Siesta Drive, where refined waterfront living becomes your everyday reality. This home is quietly tucked away behind a gated entrance, with an additional secondary gate providing exclusive access to the residence. Thoughtfully designed to embrace breathtaking, unobstructed views of Sarasota Bay, this modern residence is a showcase of light, space, and coastal elegance. Expansive floor-to-ceiling windows frame the ever-changing scenery, offering front-row views of passing boats and unforgettable sunsets from nearly every room. The primary suite is a private sanctuary, featuring a generous walk-in closet, a spa-inspired ensuite bath, and a dedicated office—each enhanced by stunning bay views. Outdoors, your personal oasis awaits with a heated pool, abundant sun-drenched lounging space, and a newly constructed dock ready for effortless boating and waterfront adventures. Ideally located near Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional bayfront retreat offers the perfect balance of privacy and convenience. Offered turn-key furnished, this is a rare opportunity to step seamlessly into an elevated waterfront lifestyle.

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

Listing Agent: Matthew Voss (941-402-8799)

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: ST. ARMANDS TOWERS NORTH - Located directly across from the sugar-white sands of Lido Beach and just one block from vibrant St. Armands Circle boutiques, galleries, and culinary experiences. This stylish northeast-facing residence on the fifth floor is sold furnished and ready for immediate enjoyment. The interior was designed for effortless elegance, featuring warm bamboo flooring, crisp crown molding, and plantation shutters that beautifully filter the Florida sun. The open-concept floor plan flows seamlessly through three sets of sliding glass doors (with new hurricane shutters) in the living room and both bedrooms, to an expansive 240 sq. ft. balcony—your private sanctuary for enjoying tropical breezes. The kitchen boasts a delightfully functional layout, with ample cabinetry, granite countertops, and stainless-steel appliances. Two full bathrooms include a primary ensuite, offering privacy for you and your guests. Convenience meets beachside luxury with an in-unit washer/dryer, large storage closet, and a dedicated covered carport space with an adjacent storage locker. The St. Armands Towers North community provides a worry-free living experience, having completed all required structural reviews. An on-site manager keeps the building in top condition; proactive maintenance keeps fees low, and the reserves are fully funded. Residents can indulge in a resort-like lifestyle with fantastic amenities, including a heated pool with Gulf views, exercise room, library, and beautiful newly remodeled community room. Location is everything, and this condo delivers. Whether you enjoy sunbathing on the sands of Lido Beach, exploring the kayak launches and nature trails of nearby South Lido Park, shopping, and dining on St. Armands, or relaxing in the splendor of your refined retreat, this property offers the ultimate island experience. A free local shuttle with a stop nearby even provides convenient transport directly to downtown Sarasota, allowing you easy access to explore the area's rich cultural offerings. Enjoy sophisticated, maintenance-free coastal living at one of Lido Key’s most desirable addresses!

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

Listing Agent: Doug Parks (941-400-9087)

Remarks: Under contract-accepting backup offers. There is simply nothing else like this in Sarasota. Sold turnkey furnished with full price offer. Built in 2022 and thoughtfully designed from the ground up, this custom modern estate in The Founders Club represents the pinnacle of what Southwest Florida luxury living has become and what most buyers searching this market quietly wish they could find. At 7,149 sq. ft. of air-conditioned living on a 25,000+ sq. ft. homesite, the scale alone is exceptional. But scale without soul is just square footage. Here, every decision, the glass-and-wood floating staircase, the temperature-controlled feature wine wall, the soaring volume ceilings and lake views through walls of glass, was made with intention. The chef's kitchen is anchored by an oversized waterfall island and equipped with Wolf appliances, dual dishwashers, custom cabinetry, and a fully outfitted butler's pantry with a dedicated Miele coffee station. Two private offices, a home gym, and a dedicated theater address how high-net-worth buyers actually live and work today. Outside, the resort environment rivals anything in the region: a lap-lane pool with raised spa, sun shelf, and submerged seating, a fire-pit lounge, a covered lanai with fireplace, and a full summer kitchen, all oriented toward peaceful preserve and lake views. Full Crestron-integrated smart home automation governs lighting, climate, security, audio, and pool systems, backed by more than $250,000 in A/V infrastructure and impact windows and doors throughout. A 4-car garage completes the package. The Founders Club offers optional golf membership, no CDD fees, and a location that puts Siesta Key and Lido Beach within a short drive, along with the dining and boutiques of St. Armands Circle, the cultural venues of downtown Sarasota, Waterside Place, UTC, and Lakewood Ranch. This is the listing your most discerning buyer has been waiting for. Private showings available by appointment, your clients deserve to experience this one in person.

Listing is courtesy of: BEYOND REALTY LLC (941-467-4673)

Listing Agent: Darren Dowling (941-204-0493)

Remarks: Motivated sellers are ready to make a deal—bring your offer! This beautifully updated ground-floor condo in the desirable Cordova Gardens community is priced to move and offers the perfect blend of comfort, location, and value right in the heart of Sarasota. Whether you’re downsizing, investing, or searching for your first Florida home, this is an opportunity you won’t want to miss. Step inside and immediately feel at home in the bright, open layout featuring modern luxury vinyl flooring and plenty of natural light. The renovated kitchen showcases granite countertops, sleek gray cabinetry, and generous storage, seamlessly connecting to the dining and living areas for easy entertaining. Both bathrooms have been tastefully refreshed with modern finishes, and the split-bedroom floor plan provides privacy for guests or a dedicated home office. Through the sliding glass doors, enjoy your private screened lanai overlooking lush landscaping—a serene spot for morning coffee or relaxing after a day at the beach. With assigned parking right outside your door and a ground-floor location, convenience is built into every detail. Living at Cordova Gardens means worry-free homeownership. The monthly fee covers water, sewer, trash, internet, landscaping, pest control, and exterior maintenance, along with access to the community pool, clubhouse, and gathering spaces—everything you need for easy Sarasota living. Location couldn’t be better—just minutes from downtown Sarasota, Sarasota Memorial Hospital, Lido Beach, Payne Park, the Legacy Trail, and the Sarasota Art Museum. Top-rated schools like Alta Vista Elementary, Brookside Middle, and Sarasota High are nearby, and you’re within walking distance of local favorites such as Yoder’s Fresh Market, Big Olaf Ice Cream, and the YMCA. This condo truly checks every box—style, location, and value—with owners eager to sell and ready to review all offers. Don’t wait—schedule your private showing today and make this Sarasota gem your next home before it’s gone!

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

Listing Agent: Rachel Tritschler (941-993-5892)

Remarks: Under contract-accepting backup offers. This charming cottage home near downtown Sarasota and the Bay offers a private mother-in-law suite, with separate entrance. -perfect for multi-generational living. Small fenced back yard and plenty of parking. A laundry room with washer/dryer on site, separates the two units. The main apartment features two bedrooms and one bath. The kitchen is big enough to accommodate a dining table with four chairs. A dream location, walkable to downtown and the Bay, a few minutes driving to the airport and the Ringling College. Most affordable and closest to where all is happening!

Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)

Listing Agent: Este Lennox (941-350-0048)

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: Welcome to this beautifully maintained 3-bedroom, 2-bathroom plus den home, located in the gated community of Villa Rosa — a hidden gem of maintenance-free single-family homes in the heart of Sarasota. Sitting high and dry in the desirable Flood Zone X (no flood insurance required), this residence is perfectly positioned on a serene lake with views of a lovely magnolia tree and fountain. The oversized screened patio—featuring all new screens and stainless steel screws (2025)—is ideal for relaxing, dining al fresco, or soaking up the sun with a great book. Enjoy complete peace of mind with a NEW tile roof (2022), NEW air conditioning system (December 2024), hurricane shutters throughout, and a hurricane-impact garage door. Additional upgrades include whole-house gutters with new gutter guards (2025), a brick paver driveway and walkway in classic herringbone design, landscape curbing, plantation shutters, custom Hunter Douglas blinds, and professionally installed surround sound for your AV equipment and entertainment needs. Step inside this one-owner, meticulously cared-for home with an open and thoughtfully designed floor plan—offering the open living concept you desire while maintaining the privacy everyone appreciates. A versatile den at the front of the home features French doors with custom blinds, wood flooring, and a charming bay window, making it an ideal home office, reading room, or bonus space. The two guest bedrooms and guest bath featuring a TOTO comfort height toilet are tucked away in their own private hallway and provide comfort for family or visitors. The primary suite is situated in its own wing, showcasing peaceful pond views, one walk-in closet plus a second spacious closet, and an ensuite bath with dual sink vanities, a large soaking tub, shower with grab bars, a private water closet, and an upgraded TOTO comfort-height toilet. At the heart of the home, the great room, with trey ceiling, kitchen with island and bar seating, and the eat-in dining area all open to the screened lanai overlooking the water—offering tranquil views from every angle. The kitchen boasts Silestone countertops, an abundance of cabinetry, a generous pantry, and a pocket door separating the kitchen and formal dining room. High ceilings, crown molding, extra closets, and abundant natural light flow throughout. The laundry room with pocket door and extra large closet includes a newer LG washer and dryer (2022) and the two-car garage is upgraded with high ceilings, built-in cabinetry, and an epoxy-surfaced floor. Living is easy within the gates of Villa Rosa, where lawn maintenance and cable TV are included and residents enjoy access to a heated community pool, spa, fitness and club room. You’ll love connecting with neighbors through the many community events. From your front door, take a leisurely stroll to Urfer Family Park’s scenic walking trails. This peaceful yet central location puts you close to shopping, hospitals, doctors’ offices, and only 8 miles from world-renowned Siesta Key Beach. Indulge in Sarasota’s vibrant arts and dining scene with the nearby ballet, opera, restaurants, and Saint Armands just minutes away. Perfect as a year-round residence or a seasonal retreat, this Villa Rosa home offers the best of Sarasota living—comfort, convenience, and community. Furnishings available on a separate contract

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

Listing Agent: Lee Brewer (941-724-3448)

Remarks: An exceptional custom home by Arthur Rutenberg, set on nearly one acre behind the gates of Bent Tree Village, offers space, privacy, and thoughtful design in one of Sarasota’s most desirable communities. Step through the double wood doors into a welcoming foyer that opens to formal living and dining rooms, creating an immediate sense of openness. The layout flows naturally, making it just as comfortable for quiet evenings as it is for hosting guests. The kitchen is designed for someone who truly enjoys cooking. You’ll find generous counter space, extensive wood cabinetry with abundant storage, a breakfast bar, and a full suite of updated appliances, including a wine refrigerator. An informal dining area sits just off the kitchen, overlooking the screened lanai, pool, and spa, perfect for everyday meals with a view. The family room is spacious and inviting, anchored by an oversized wood-burning fireplace and complemented by a wet bar, an ideal setup for gatherings or relaxed weekends at home. The primary suite provides a private retreat with an ensuite bath featuring dual sinks, a water closet, a freestanding tub, and a step-in shower. Four additional bedrooms allow for flexibility. The fifth bedroom, with its own private entrance, can easily serve as a home office, game room, or guest suite. Outside, the screened pool and spa area is the true centerpiece. With nearly an acre of surrounding grounds, there’s ample room for entertaining, recreation, or simply enjoying the privacy and greenery. Located in a private gated community with convenient access to shopping, dining, golf, and the cultural amenities Sarasota is known for, this home offers the best of both comfort and location. And in walking distance to Lakeview Elementary School. Less then 5 miles to two private schools, the Classical Academy or Out of Door Academy. It’s a property that must be experienced in person to fully appreciate.

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

Listing Agent: Lisa Bouck, Pa (941-374-0165)

Remarks: NO FLOODING from hurricanes! Not a drop! This ground floor beach front condo did not get any damage from last year’s storms! Bay Tree Club is an extremely popular community on the south end of Siesta Key and there was no damage to any of the 120 condos in this well managed and maintained community and remains in HIGH DEMAND. This immaculate and easy accessible end unit directly on the gulf is STUNNING with upgrades galore. Sellers have spared no expense expanding their living space and have Installed hurricane impact glass throughout this customized condo. Upon entering, you’ll notice the beautiful solid wood white cabinetry in this spacious kitchen with superior stainless steel appliances including a farmhouse sink. The timeless and classic high polished granite that covers this kitchen is beautiful and was also creatively used to customize a 10 foot built in dining room table. And for added convenience and function, designated work space sits at the front of kitchen next to another point of entry with sliding glass doors, where your designated parking space is located. Primary light filled en-suite bedroom features a French door entry, gorgeous bathroom, and large closet. Behind a big white sliding barn door, you’ll find the guest bath and the secondary bedroom, which has a large and extremely comfortable but still cozy built in bench/sleeping area that features tons of storage beneath giving incredible space and function to this room. Luxury wood plank tile throughout entire condo offers a timeless appeal. Unique to this community are private storage cabanas right off the beach where each owner has their own designated space to keep their e-bikes, beach chairs and other essentials. For added convenience to owners and guests, restrooms are also located directly off your pristine private access to the best location on Turtle Beach. Bring your boat too, as this is a gulf and bay community with superior Trek decking docks. There are BBQ areas and heated pools on both sides of this beach and bay community. The Siesta Key beach trolley stops immediately in front of Bay Tree Club for hop on/hop off free transport to the island’s beaches and to both enormously popular North and South Villages and runs all day up and into the night. This pet friendly community is ideal for a second home or an investment property, permitting one month minimum rentals January through April, and 2 weeks the remaining 8 months of the year. Make no mistake- this corner unit on the gulf side can boast a high-end renovation with premium finishes and is in an exceptional location. The unit has a rental in place for February 2026, that must be honored.

Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)

Listing Agent: Brian Ward (941-650-7721)

Remarks: Discover this impeccable, light-filled second-floor End unit in Peppertree Bay, offering serene views of the tranquil pond. Meticulously remodeled and lovingly maintained over 20 years, this residence exudes pride of ownership. Featuring two bedrooms and two bathrooms, the unit is complete with impact windows throughout, ensuring safety and comfort. Every square inch of this home has been tastefully enhanced, and the furnishings are included for your convenience. Enjoy the added convenience of an in-unit washer and dryer. Residents of Peppertree Bay benefit from a wealth of resort-style amenities, including a private beach with lounge chairs, two heated swimming pools, a fitness center, saunas, tennis and pickleball courts, barbecue grills, a fishing pier, and dedicated on-site management. Ideally located just a short stroll from Siesta Village’s shops and dining, and a quick drive to Sarasota’s cultural attractions, this property embodies coastal living at its best. Whether you’re seeking a full-time residence, a winter retreat, or an investment opportunity with rental income potential, this exceptional beachfront property meets all your needs. Don’t miss your chance to embrace the Siesta Key lifestyle—where every day feels like a vacation.

Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)

Listing Agent: Brian Ward (941-650-7721)

Remarks: Discover beautifully remodeled contemporary luxury in Sarasota in this light-filled 2-bedroom, 2-bath condominium with a versatile flex room currently used as a bedroom at Key Tower South on directly on the Gulf of Mexico on Lido Key. This spacious 2,035 square foot residence showcases unobstructed Sarasota Bay views and stunning Sarasota skyline sunsets, visible from expansive windows that frame daily sights of dolphins, seabirds, and shimmering water. The condo has been thoughtfully redesigned with contemporary finishes throughout, including porcelain tile flooring, a designer kitchen with quartz waterfall countertops, and sleek modern cabinetry. Spa-inspired bathrooms feature premium materials and refined fixtures, creating a private retreat-like experience. The open-concept floor plan offers excellent flow for entertaining or relaxed everyday living, enhanced by abundant storage and a flexible den ideal for a home office or guest space. The building has recently undergone updates to its common areas, adding a fresh, modern aesthetic that complements the residence. Located directly on the Gulf of Mexico, residents enjoy true beachfront living on Lido Key with immediate access to white sand beaches and scenic waterfront walks. Just minutes away, St. Armands Circle offers world-class dining, boutique shopping, and vibrant coastal culture. This is a rare opportunity to own a luxury waterfront condo in Sarasota, perfectly positioned for both full-time living and seasonal enjoyment. Furnishings included with a few personal exceptions. Washer / Dryer hookup in the hall closet is ready for use.

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

Listing Agent: Midge Mccarthy (941-809-3800)

Remarks: Exceptionally spacious 1,920 sq.ft. Brentwood Estates pool home w/ 3 bedrooms & 3 FULL baths-perfect for entertaining or large gatherings. Breakfast nook flows into formal dining area providing lots of space for socializing. Oversized 420 sq. ft. family room with wood burning fireplace, full bath, lots of natural light and sliding glass doors access pool area. Step out onto the covered screened lanai and enjoy dining or relaxing rain or shine and access to the sparkling caged pool. Expansive master suite with spacious walk-in closet and oversized shower. Updates include pool cage 2023, updated vanities and floors in guest bathrooms, washer and dryer 3 1/2 years, roof 2018, hot water heater 2022, A/C 2017, pool marcite was redone within last 8 years, pool pump 2025. Close proximity to I-75, shopping and restaurants

Listing is courtesy of: PALM OASIS REALTY AND MGMT INC (941-750-6464)

Listing Agent: Tara Bolesta (941-232-8587)

Remarks: 2105 Cork Oak St is a 3 bedroom 2 bath home located in Colonial Oaks subdivision. This concrete block home has a split floor plan with the main bedroom and 2 guest rooms as well as an open concept with the living room being the center of the home with views of the kitchen, dining room and screened in patio. Other features include a 2 car garage, corner lot, irrigation system, impact sliding glass doors and more. The neighborhood is near I-75, shops and restaurants and also features tennis and basketball courts, a community gymnasium, shaded picnic tables with BBQ grills, walking trails and a fenced-in play area for the kids.

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

Listing Agent: Troy Robbins (941-356-1613)