Sarasota Homes For Sale & Real Estate - 3181 homes

Remarks: Welcome to your future oasis at 6261 Timber Lake Drive, Unit F6, in the desired maintenance-free villa community of Woodland Green in the heart of Sarasota. This inviting residence delivers a blend of comfort, style and resort-style living in one turnkey package with community features like the golf course and community pool. From the moment you arrive, you'll appreciate the serene quiet street, lush landscaping and the community's tranquil ambiance. Enter inside to discover light-filled rooms with vaulted ceilings that elevate the sense of space and airiness. The open concept great room flows seamlessly into the dining area and updated kitchen, creating an ideal layout for everyday living and entertaining. The floor plan blends the outdoor and indoor space with access through sliding glass doors from the front porch to the kitchen and the living room to the enclosed back porch overlooking the golf course, surrounded by trees. This villa has a newer air conditioner, roof, updated kitchen and baths, and newer flooring in the great room and bedrooms. The kitchen features tasteful finishes, new stainless steel appliances, a functional layout with breakfast nook and large pantry. It's the kind of space where morning coffee or casual gatherings feel effortless. A thoughtfully designed split bedroom floor plan ensures privacy. The spacious primary suite is tucked away with its full bath with dual vanities, and sliders opening to the porch while the guest bedroom and secondary bath sit opposite. In between, the laundry room keeps things convenient and well-organized. The oversized one-car garage features a new hurricane impact-resistant door and offers storage, easy parking and practical everyday convenience. Living in Woodland Green means enjoying resort-style amenities including a sparkling community pool, shuffleboard courts, optional golf memberships and access to the broader Palm Aire lifestyle with tennis, clubhouse and a relaxed Florida environment at your doorstep. The location offers exceptional convenience, just a short drive to UTC shopping area, dining destinations, downtown Sarasota, Siesta and Lido Key beaches, SRQ airport and quick access to Interstate 75. If you're looking for a turnkey villa close to all Sarasota offers, here is your opportunity.

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

Listing Agent: Reid Gerletti (941-376-1159)

Remarks: Allegra Built located in the desirable Southgate neighborhood, this custom new build blends an organic modern design with lovely coastal touches. Created for both comfort and versatility, the 2,372 sq. ft. floor plan of open-concept living features 3 bedrooms plus a flexible bonus room, ideal as a home office, den, or creative space. The home includes 2 full bathrooms and an elegant powder room. The designer fixtures and finishes have been expertly done with a minimalist aesthetic that is both stylish and highly functional. Pops of color enhance the warm neutral interior, creating a timeless and sophisticated appeal throughout. A stunning gallery-style foyer welcomes you with classic wainscoting and a skylight that fills the entry with natural light. The impressive great room features a dramatic 12’ 8” ceiling accented by striking wood beams, creating a grand yet inviting gathering space. The kitchen is a true centerpiece, showcasing an all-white palette, standalone range hood, expansive quartz island, and a well-sized butler’s pantry featuring a wall of gorgeous cabinetry, a dishwasher, and convenient pass-through access to the kitchen. The adjoining dining area is surrounded by three large windows and offers direct access to the covered patio, creating a wonderful setting for indoor-outdoor entertaining and al fresco dining. The primary suite offers an enchanting retreat, complete with a double vanity flanked by illuminated niches, a large frameless glass shower with walls of exquisite tile, artistically wallpapered water closet, a mirrored wall above the vanity, and rich gold -colored fixtures. Massive 10-ft. tall French doors enhance the home’s light-filled atmosphere while opening to a covered lanai and private, tropically landscaped yard. Additional highlights include grid-less windows that enhance the seamless indoor-outdoor feel, thick luxury vinyl plank flooring throughout, a spacious two-car garage, and a tiled outdoor shower. The fabulous in-town location places you just moments from an array of arts and entertainment venues, along with abundant recreational, shopping, and dining opportunities. The home is also located within one of the area’s most sought-after school districts, known for its strong academic excellence. With its spectacular design elements and beautiful architectural details, this residence creates an atmosphere where you’ll want to simply relax, unwind, and savor the beautiful surroundings. It’s a place where you and your family can live the perfect Sarasota lifestyle along one of Florida’s most picturesque coastlines.

Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)

Listing Agent: Karen Greco (941-504-6927)

Remarks: Nestled in a peaceful, gated, and maintenance-free community just six miles from downtown Sarasota, this beautifully designed 2019-built villa offers the ideal blend of tranquility and convenience. With serene long lake views and an open, easy-flow layout, the home is perfectly suited for both relaxing and entertaining. The residence features two bedrooms, two full baths, and a versatile den/office. The split-bedroom floor plan provides excellent privacy, while the additional den offers flexible space for a home office, gym, media room, or guest retreat. The kitchen is a standout, appointed with stainless steel appliances, quartz countertops, and a stylish tile backsplash both functional and elegant. Step outside to the screened lanai and take in the expansive water views, creating a true Florida lifestyle setting for morning coffee or evening unwinding. Located in the University Village community, residents enjoy access to a community pool, clubhouse, dog park and sidewalks for leisurely strolls. The location is exceptionally convenient, close to shopping, dining, SRQ Airport and Sarasota's world-famous beaches. Come discover this inviting retreat that truly feels like home. Please be sure to watch the zillow 3D tour.

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

Listing Agent: Alison Elizalde (941-951-6660)

Remarks: Anchored in one of Sarasota’s most sought-after deepwater settings, 3631 San Remo Terrace is a modern sanctuary where clean lines meet the warmth of natural textures, creating a home that feels both timeless and alive. Completed in 2021 by award-winning designer Stephen Chung and thoughtfully refined by the current owner, the residence reflects resilience and intention, standing strong through recent storms while maintaining an atmosphere of calm and connection to its surroundings. Updated in fall of 2025, the home now features new railings and window trim to complement the wood flooring, linear drains in the paver pool deck, and a fully equipped outdoor kitchen, enhancing its functionality and contemporary appeal. Within 4,750 square feet of living space, complemented by nearly 3,000 square feet of terraces, pool, and patio, every detail is designed to balance sophistication with ease. The kitchen centers the home with a sculptural marble island and professional-grade Sub-Zero and Wolf appliances, accented by soft lighting and sunlight that filters through walls of glass. The great room’s stone fireplace, open shelving, and expansive sliders invite an effortless flow to the outdoors, while the adjoining dining space rises with two-story ceilings and a dramatic wall of windows. A temperature-controlled wine room with space for 1,800 bottles adds both artistry and function. The primary suite is its own retreat, defined by quiet luxury and seamless connections to nature. Sliders open to a private courtyard with spa and sauna on one side and the pool terrace on the other. Inside, illuminated details, a bespoke walk-in closet, and a spa-like bath with an expansive vanity and glass-enclosed shower emphasize comfort and serenity. The second floor carries the same sense of air and light, with three guest suites, one currently a gym, each opening to a full-length terrace overlooking the water. A loft like office, a custom laundry room with a beverage cooler and sink, and an open gallery walkway further showcase the home’s thoughtful design. Outside, the saltwater pool with a glass wall becomes a focal point for relaxation, while the expansive dock offers a 20,000-pound lift, two low-profile lifts, and a floating platform for kayaks and paddleboards—providing instant access to Sarasota Bay and Big Pass. Even the garage has been elevated, with epoxy floors, a BendPak lift for a fourth car, and custom storage for boating and fishing gear. Every system has been considered, including a fully integrated smart-home platform with programmable lighting and shades, whole-house audio, Apple TVs, a generator, and strong WiFi indoors and out. San Remo Estates is at the core of Sarasota, just before the north bridge to Siesta Key, and minutes to Downtown Sarasota and Southside Village. 3631 San Remo Terrace is a unique property, where every detail speaks to the timelessness and practicality of the Sarasota School of Architecture.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Joel Schemmel (941-587-4894)

Remarks: Complete renovation and brand new addition completed in 2024. If you’ve been searching for a Sarasota West of Trail oasis, quiet, private, accessible and beautifully updated, this McClellan Park residence brings together the features discerning West of Trail buyers value most, a large .34-acre lot, a fully renovated home with a 2024 addition, a detached guest house, a heated saltwater pool and energy independence, all on a private dead-end street minutes from the best of Sarasota. Originally built with timeless character, this in-city sanctuary has undergone a comprehensive back-to-studs renovation and is up to Florida building code, with an official effective build date of 2013. A classic foundation, refined with modern upgrades and standards. The main home spans 3,100 square feet with three bedrooms and three baths, fully customized with all details valued by today's buyers. Bonus rooms include an office/den, plus a sitting room in the primary suite. The striking 2024 addition, designed by Jimmy Thornton, features an open-concept great room, dining and kitchen with zero-corner, fully pocketing sliding glass doors, a dramatic architectural detail that opens the living space completely to the pool and outdoor areas. The kitchen is a showpiece. It features high ceiling, super-organized European cabinetry with illuminated interiors, high-profile quartz and marble countertops, a glass window backsplash, and clerestory windows. Custom walnut open shelving adds artistic flair. Appliance garages, interior drawers, a workstation sink with two faucets and an oversize eat-in island add high-end functionality. The outdoors is incredibly lush and functional for an in-town location. Outdoor living rooms, fruit trees, trellises, native flowers and an expansive food garden, plus a treehouse for charm and fun. A heated saltwater pool anchors the backyard, while the detached guest house adds flexibility for recreation, home office, studio or guests.

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

Listing Agent: Andrew Tanner (941-539-0998)

Remarks: Welcome to your private oasis in the heart of Wellington Chase, one of Sarasota’s most desirable and centrally located communities. This charming 3 bedroom, 2 bathroom pool home presents a rare opportunity to own a piece of paradise where you can add your own personal touches to create the ultimate dream home. From the moment you step inside, you are greeted by a bright and airy living room that feels spacious, thanks to large sliding glass doors that lead directly to the screened-in pool area. This seamless indoor-outdoor flow is perfect for entertaining or simply enjoying the peaceful, sun-drenched Florida lifestyle. The floor plan is thoughtfully designed for both comfort and functionality, featuring a dedicated dining space and a kitchen equipped with Corian countertops and a convenient closet pantry. Nearby, the oversized laundry room with a brand NEW washer and dryer and built-in shelving offers plenty of extra storage and utility space. The master suite serves as a true sanctuary, boasting a massive walk-in closet and a master bathroom complete with dual sinks, a relaxing soaking tub, and a separate shower. Ensuring privacy for family or guests, the second and third bedrooms are joined by a Jack-and-Jill bathroom. Outside, the backyard is a hidden gem, offering a level of privacy that is hard to find. Whether you are lounging by the pool or enjoying the lush surroundings, this space feels like a personal retreat. Best of all, Wellington Chase offers incredibly low annual HOA fees while keeping you close to everything Sarasota is famous for; including world-class beaches, top-rated schools, and the Legacy Trail. This home is ready for its next chapter and is waiting for someone to unlock its full potential in a premier location.

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

Listing Agent: Mairead Smialek (847-334-4848)

Remarks: This exceptional home delivers the perfect blend of space, style, and comfort. Thoughtfully updated throughout with over $90K in quality improvements, this villa offers a surprising sense of space, comfort, and flow far beyond expectations. Located in the intimate and quiet enclave of Center Gate Village VI, a charming community of just 24 homes, residents enjoy a shared greenspace and sparkling community pool in a peaceful setting. Completely Move-in Ready, the remodeled chef’s kitchen is truly the heart of the home, featuring abundant cabinetry, additional built-in storage, a walk-in pantry, and a spacious breakfast bar perfect for casual dining and entertaining. Whether hosting friends or enjoying a quiet morning coffee, this kitchen was designed for both function and gathering. Major Improvements include, Remodeled Master Bathroom, a NEW ROOF (2022), HVAC (2016), Water Heater (2017), Hurricane Windows (2017), and New French Doors that enhance natural light and seamless indoor-outdoor living from the lanai. Freshly painted throughout, the home is enhanced by luxury vinyl flooring that brings warmth, durability, and a seamless modern finish to every space. Additional highlights include a spacious garage with a full wall of custom storage cabinets and a built-in workbench, ideal for hobbies, organization, and extra storage. Location is hard to beat. Just minutes to I-75, downtown Lakewood Ranch, downtown Sarasota, and the world-renowned Gulf beaches, UTC Mall and the Sarasota Airport. This home offers convenience paired with an exceptional lifestyle. If you are seeking, Low-maintenance living. Thoughtful renovations. A peaceful setting. This is more than a Villa, it's a home that feels right the moment you walk in.

Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)

Listing Agent: Louise Cabral (727-744-2549)

Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience, ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Recent upgrades include exterior painting (2023) and a new HVAC system (2023), offering peace of mind for years to come. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!

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

Listing Agent: Diane Goodwin (941-706-6620)

Remarks: Under contract-accepting backup offers. Located in the sought-after West of Trail neighborhood of Oyster Bay Estates, this beautifully updated residence sits on nearly one-third of an acre just around the corner from the historic Field Club. The home blends timeless architectural character with extensive recent improvements, creating a refined yet relaxed retreat close to Sarasota’s most desirable destinations. A beautifully landscaped yard and newly added covered front porch with brick pavers create inviting curb appeal and lead to a charming courtyard entry. Inside, the home showcases distinctive craftsmanship and warm architectural details, including Mexican tile floors, natural wood cabinetry and baseboards, exposed ceiling beams, plantation shutters, and hand-crafted clay sconces and pendant lighting. Fresh interior and exterior paint, updated trim, solid-core doors, and impact-rated windows and doors complement the home’s original character while adding modern comfort. The main living spaces flow naturally together, with the kitchen, dining area, and living room opening through walls of glass to the expansive screened lanai. A wood-burning fireplace with carved stone mantel anchors the living room, while a newly detailed tray ceiling adds architectural interest. The kitchen combines artisanal style with high-end functionality, offering custom wood cabinetry, updated countertops, an intricate ceiling detail, and premium appliances including a Sub-Zero refrigerator and Fisher & Paykel dual-fuel range with side-by-side ovens. Privately positioned, the primary suite features vaulted ceilings with exposed wood beams and sliding glass pocket doors that open directly to the pool terrace. Two walk-in closets with newly designed systems lead to the renovated primary bath, which offers dual vanities, private water closets, and a spacious walk-in shower. Two generously sized guest bedrooms provide comfortable accommodations, each with built-in closet systems and beautifully renovated en-suite baths, creating privacy for family and guests within the home’s traditional split floor plan. Outdoor living is designed for both relaxation and entertaining. The screened lanai surrounds a 40-by-14 heated pool framed by stone columns and generous covered seating areas with wood ceilings, while an Ipe wood open deck, fire pit, and lush tropical landscaping create a private backyard sanctuary. Additional improvements include updated plumbing and HVAC throughout, new ductwork and attic insulation, LED lighting, a Sonos sound system in the main living area and covered porch, renovated laundry room with new cabinetry and appliances, epoxy garage flooring, and a propane tankless water heater with gas supplied to the kitchen range and outdoor grill. Ideally located close to shopping, dining, and just minutes from world-renowned Siesta Beach and downtown Sarasota, this Oyster Bay Estates home offers a rare blend of character, privacy, and thoughtful updates in one of Sarasota’s most established neighborhoods.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)

Listing Agent: Michael Hays (941-376-1826)

Remarks: Under contract-accepting backup offers. This is a must-see condo in Sarasota, priced to sell. It’s the larger of the two 1-bedroom, 1-bath models in the community and features a separate dining area, giving it a more open and functional layout. The unit has been recently updated and is truly move-in ready. You’ll find a full-size washer and dryer inside, vaulted ceilings that add to the spacious feel, and fresh interior paint throughout. There’s also a private storage closet off the screened balcony, complete with a sun shade—perfect for enjoying the Florida lifestyle. The monthly HOA fee is just $362 and covers internet, trash, and full access to all community amenities. Major updates have already been taken care of, including new impact windows, a new roof, and fresh exterior paint. Location is hard to beat—just a few miles from Siesta Key Beach, and within walking distance to Costco right across the street. Plus, the nearby Sarasota Square redevelopment is set to bring in popular additions like Trader Joe’s and Whole Foods. Opportunities like this don’t come around often—schedule your showing today before it’s gone.

Listing is courtesy of: ANYTIME REALTY LLC (941-564-6358)

Listing Agent: Joseph Ciarla (941-730-1247)

Remarks: Fully remodeled in a Florida Coast theme with new 2025 flat tile roof; transferable warranty and impact glass windows. Discover West Hampton on Palmer Ranch, a quiet and gated enclave surrounded by nature. Minutes to Siesta Key beach, top schools, and all the services an active household would need. This sunny 3073 sq. ft. home has a panoramic lake view framed by majestic royal palms across its lake. Model condition, move-in ready, and meticulously maintained. Split plan 4 bedrooms, den, 3 baths, natural gas heated pool, and must-have 3-car garage. Wide plank laminate flooring throughout all the active living areas. The primary suite occupies one side of the home for privacy with front-entry den. The primary suite has a spa-like updated bath, Italian porcelain tile walls, a walk-in shower, large separate tub, twin vanities, and dressing table. The owner’s suite has two custom fitted closets with a luggage shelf. Double leaded glass 8’ door entry opens to the formal dining and living room with lanai, pool, and lake views. Your island show kitchen has a café dining space with an aquarium glass window view of the lanai, pool, and lake. The kitchen combines casual family room—all under a high vaulted ceiling—with a full view of the lanai and pool. The kitchen café has a wine bar and wine refrigerator. Kitchen cabinets are fine wood cabinets; upper cabinets are 42” and fitted with under-cabinet lighting. Your kitchen has a generous amount of 3cm rich quartz countertops with a large deep stainless steel farm sink. The kitchen has double wall ovens, separate microwave-oven and a natural gas 36” 5-burner cooktop. The flexible fourth bedroom is 14.5’ x 19’use as a second main bedroom or bonus room/guest suit and is en suite to 3rd bath with door to lanai. You will love its large picture window lake view framed by majestic Royal Palms. Guest bedrooms 2 & 3 are ample in size, and bedroom 2 has a large walk-in closet. A 9’ x 6’ laundry room with utility sink, closet, and upper cabinets. Two 2019 a/c units keep the home cool and balanced, hot water is gas tankless system. The 20’ x 30’ garage has a high ceiling and attic pull-down stairs for some storage. Palmer Ranch is an expertly engineered 10,000-acre planned unit development, minutes to Siesta Key beach, unhurried parkways, excellent schools, new public library, shopping, restaurants, state of the art fitness center, parks, and 18.5-mile expanding Legacy bike trail.

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

Listing Agent: Leonard Giarrano (941-724-0690)

Remarks: Welcome to this 3-bedroom, 2.5-bath fully furnished townhouse. Perfectly located in the highly sought-after Isles of Sarasota community in Palmer Ranch. The home offers amenity-rich and a maintenance-free lifestyle. Inside, on the first floor you'll find an open floor plan living room and dining room with a spacious kitchen & a breakfast area, as well as a laundry area and guest bathroom. Step outside to your private patio where you can sit, relax, and enjoy peaceful views of nature. Upstairs, all three bedrooms and two full baths provide ample space and comfort. This layout is ideal for anyone looking for convenience and everyday comfort or someone seeking a strong rental opportunity in a high-demand area. The Isles of Sarasota has a heated resort-style pool, fitness center, 4 Har-Tru tennis courts, basketball, playground and clubhouse. With a dedicated lifestyle director, there's always something fun on the calendar for you to enjoy! For your convenience the community includes an on-site manager. Ideally located just minutes from Siesta Key Beach, downtown Sarasota, Legacy Trail, top-rated restaurants, and shopping.

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

Listing Agent: Katia Balcazar (941-539-1005)

Remarks: Nestled in the sought-after community of Lakewood Ranch Waterside, this exceptional two-story home offers a harmonious blend of comfort and functionality in a picturesque setting. The main floor features a thoughtfully designed great room floor plan with volume ceilings showcasing custom coffered details, along with a private office ideal for working from home. The kitchen is a centerpiece of style and efficiency, boasting a large center island with seating, quartz countertops, stainless steel appliances, a gas cooktop, and a spacious walk-in pantry. The primary suite is a private retreat, complete with a walk-in shower, private water closet, and an expansive custom-organized dressing room. Two additional bedrooms and bathrooms on the main floor provide ample space for family or guests. Upstairs, a generous bonus room, along with a fourth bedroom and full bath, creates an ideal space for visitors. Enjoy a private pool and outdoor kitchen, perfectly positioned to take in serene lake views and a rare backdrop of a prestigious polo farm, where the sight of grazing horses enhances the setting. Shoreview residents enjoy a wide array of amenities, including a fitness center, resort-style pool, tennis and pickleball courts, and more. Located just minutes to Waterside Place, with convenient access to Lakewood Main Street, University Town Center, downtown Sarasota, I-75, beaches, top-rated schools, and medical facilities.

Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)

Listing Agent: Katina Shanahan (941-702-0437)

Remarks: Tucked along the sugar-white sands of world-renowned Siesta Key, this freestanding villa offers the rare combination of effortless ownership, strong rental potential, and immediate coastal enjoyment. With direct beach access just steps away, every day begins and ends with the Gulf as your backdrop. Thoughtfully and completely updated, the residence features easy-care terrazzo flooring, a beautifully renovated kitchen with stainless appliances and dining space, along with a refreshed full bath and convenient half bath. The screened porch invites year-round indoor-outdoor living, while an impact-rated sliding glass door enhances both comfort and peace of mind. Positioned just steps from the community pool and clubhouse, this villa is part of an active, well-managed rental community offering flexible 5–7 day minimum rentals, making it an exceptional opportunity for those seeking income potential with personal-use flexibility. On-site management simplifies ownership, whether you’re local or remote. Sold furnished, the home is ready for immediate enjoyment or rental—just bring your suitcase. Parking is conveniently located directly in front of the unit. Beyond the property, you’re ideally situated near Siesta Key’s popular dining, shopping, and parks, while still enjoying a quieter stretch of beach perfect for morning walks, sunset swims, and relaxed days on the sand. Whether you’re looking for a smart investment, a personal retreat, or the perfect blend of both—this villa delivers the Siesta Key lifestyle with ease.

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

Listing Agent: Ryndie Brusco (941-809-6913)

Remarks: Lavish boutique living in the heart of Downtown Sarasota awaits at the Plaza at Five Points. This tastefully updated, turnkey 2-bedroom, 2-bath condo residence, with a covered lanai/balcony, offers city living with refined style and comfort. A spacious entry foyer with a dedicated office nook provides a practical and welcoming first impression—ideal for year-round living or a stress-free seasonal retreat. The kitchen features sleek quartz countertops and newer, high-quality appliances. The primary en-suite bedroom showcases beautiful city views, a California-style walk-in closet, and access to the private lanai. The guest bedroom is generously sized and offers equally charming downtown vistas. The lanai is accessible from both the living room and the primary bedroom, providing a seamless indoor-outdoor flow. Additional features include two deeded garage parking spaces conveniently located near the lobby, and a private storage room. Building security includes controlled access at all entry points and elevators, ensuring peace of mind. Enjoy an elevated lifestyle with luxurious amenities including front desk concierge service, front desk steward, valet parking, rooftop heated pool and spa, outdoor grilling area, cabana with gazebo, a well-equipped fitness center, community room with catering kitchen and fireplace, conference room, and a guest suite available for weekly reservations. Step out of your lobby into Sarasota’s vibrant arts and entertainment district. Just a short stroll to the Sarasota Opera House, theaters, live music venues, art galleries, eclectic shopping, and top-rated dining. Whole Foods is around the corner for added convenience. The Bayfront and Marina Jack are just minutes away, offering a variety of boating and waterfront activities. Easy access St. Armands Circle, Lido Beach, Longboat Key, and world-renowned Siesta Key Beach. The Sarasota-Bradenton International Airport, Selby Botanical Gardens, Van Wezel Performing Arts Center, and the Asolo Repertory Theatre are all within a short drive. The building performs like a champ during hurricanes and storms. Residences with this floor plan in ‘The Plaza at Five Points’ are rarely available—schedule your private or virtual showing today. Vacant and easy to show.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)

Listing Agent: Ronald Greene (941-445-2985)

Remarks: PRICE REDUCED!!!! Location is the key! 1 bedroom, 1 bathroom second floor condo. Sienna Park is located just a few miles from Siesta Key and features a community pool and clubhouse for relaxation. This condo is unfurnished but sill provides refrigerator, range, and dishwasher plus washer dryer. This condo is perfect as a 2nd home or an investment. This property is easy access for all your needs.

Listing is courtesy of: SIESTA HOME & CONDO RENTAL INC (941-685-0054)

Listing Agent: Cheryll Vance (941-685-0054)

Remarks: Under contract-accepting backup offers. Welcome to effortless Florida living in this beautifully updated three-bedroom, two-bath villa in the desirable Palm Aire community. Behind lush landscaping, this meticulously maintained residence welcomes you through a private paved courtyard and into a bright, open interior designed for comfort and easy entertaining. The spacious living area flows seamlessly into the dining space and kitchen, enhanced by new skylights that flood the home with natural light and create an airy, inviting atmosphere. The kitchen offers crisp white cabinetry, recessed lighting and a clean, functional layout ideal for everyday living. A charming Florida room provides flexible additional living space, ideal for a sitting area, home office or casual dining, and offers direct access from the primary suite. The primary bedroom features a generous walk-in closet and an en-suite bath, while the guest bedrooms are thoughtfully positioned for privacy, with one adjacent to a full bath. Recent upgrades provide peace of mind, including new air conditioning, new roof, new flooring, new skylights, fresh interior paint and hurricane-impact windows. Plantation shutters add timeless style throughout. The association fee covers exterior and grounds maintenance, sewer, water, trash and basic cable, allowing for low-maintenance living. The community pool is just a short distance away, and Palm Aire Country Club is minutes from your door, offering optional golf, pickleball, dining and social memberships. Ideally near shopping, dining, UTC, downtown Sarasota and the area’s renowned beaches, this is a move-in-ready opportunity in one of Sarasota’s established communities. Location. Condition. Lifestyle. This one checks all the boxes.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)

Listing Agent: Jaci Krawtschenko (941-284-3789)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Positioned at the tip of Stephens Point, where Sarasota Bay opens wide and the sky feels endless, 320 South Shore Drive commands what many consider the finest views in the city. With sweeping 180-degree panoramas across North Sarasota Bay, glowing downtown lights and elegant arc of the Ringling Bridge, this is a setting that delivers unforgettable sunsets, constant water activity, and a front row seat to dolphins and wildlife passing by daily. The home’s clean lines, open layout, and extensive use of glass create a seamless connection between indoors and out, allowing the surrounding water and sky to become part of everyday life. From the moment you arrive through the gated entry and enter into the all-glass foyer, the experience is unmistakable. Light pours in, sightlines extend in every direction, and the bay immediately takes center stage. Set on nearly half an acre with expansive direct frontage on Sarasota Bay, the property offers a sense of privacy and an exceptional relationship to the water. Boating enthusiasts will appreciate direct access to the bay, while those drawn to quieter moments will enjoy watching the colors of sunset shift across the horizon and the calm rhythm of the water below. The interior spaces are well-suited for everyday living and entertaining. The living and dining areas are wrapped in glass and flow seamlessly to the outdoor areas, creating an easy indoor-outdoor lifestyle. The kitchen is functional and well-positioned, offering generous workspace, quality finishes and uninterrupted bay views. The primary suite serves as a private retreat, positioned to capture long water views and enhanced by a spa-inspired bath that blends indoor and outdoor living. Additional guest accommodations are thoughtfully arranged, offering comfort and privacy for family and friends while maintaining the home’s cohesive modern aesthetic. Outdoors, the full width lanai and lap pool overlook Sarasota Bay, offering an inviting space to relax, entertain and take in the sunsets that define this location. Mature landscaping, including a striking banyan tree, adds character and a sense of place to the property. 320 South Shore Drive is more than a waterfront home. It is a legacy property that brings together architectural significance, extraordinary views and one of Sarasota’s desired locations. A modern masterpiece designed for those who value design, setting and simple luxury of living on the water at its best.

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

Listing Agent: Mike Warm, Llc (941-525-2740)

Remarks: 2/1 condo in Sarasota Harbor West in Sarasota. Top-floor waterfront with unobstructed bay views. 55+ community with boat slips. 1 parking space.------------------------------------------------------------------------- This 2-bedroom, 1-bath condo in Sarasota Harbor West offers top-floor waterfront living with unobstructed bay views from 816 square feet. Positioned on the third floor, the elevation provides wide water vistas and steady coastal breezes. Located in a 55+ community with elevator access, the property supports low-maintenance ownership in a defined waterfront setting. The interior layout is efficient and light-filled, with the main living area oriented toward the bay to maximize water views. The two-bedroom configuration allows for flexible use, including full-time residence or seasonal occupancy. Water views are visible from primary living spaces, reinforcing the coastal setting. The $987 monthly HOA includes cable TV, internet, water, sewer, trash, insurance, exterior maintenance, grounds maintenance, maintenance repairs, pool maintenance, common area taxes, escrow reserves fund, and fidelity bond coverage. Community amenities include a pool, shuffleboard courts, kayak storage, bicycle storage, and on-site laundry. Deep-water boat slips are available for additional fees, supporting direct access to Sarasota Bay. Ownership details include one designated parking space with ample guest parking available. The community has a no-pet policy. Rentals are permitted after one year of ownership and are limited to two rentals per ownership period. Buyers should verify all rules and fees directly with the association. The waterfront location places the property minutes from St. Armands Circle, Lido Beach, downtown Sarasota, and Marina Jack, providing access to dining, shopping, and waterfront activities. Schedule your showing today.

Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)

Listing Agent: Lauren Hofing (773-960-1122)

Remarks: A welcoming Sarasota residence that blends spacious indoor living with a true resort-style outdoor oasis, all positioned in one of the most convenient and desirable locations in Sarasota County. Thoughtfully decorated and beautifully maintained, this home opens with a charming courtyard entrance that sets an immediate tone of warmth and sophistication. Inside, Brazilian hardwood floors flow throughout the living spaces, complementing abundant natural light and an open, flexible layout. The home offers large bedrooms and two versatile flex rooms ideal for a den, office, playroom, hobby studio, gym, storage, or an additional guest suite. Upgraded interior doors add a refined touch, while the master bedroom features a custom built-in closet system for exceptional organization. The kitchen impresses with an epoxy river kitchen-island countertop paired with a copper farmhouse sink, creating a stunning focal point for both cooking and entertaining. Additional highlights include Mexican tile accents, a generous walk-in pantry, and thoughtful design that blends character with function. Step outside to discover the crown jewel of the property: a private, resort-style lagoon pool designed for the ultimate Florida lifestyle. This expansive 20,000-gallon saltwater pool showcases a rockwall waterfall, a dolphin fountain, bench seating, and a sun shelf for lounging. With outstanding sun exposure perfect for sunbathing, the pool is surrounded by an oversized pavered patio offering abundant space for lounge seating and entertaining. A 340-sq-ft screened lanai with a ceiling fan extends the indoor living space and provides a comfortable transition to the home’s breathtaking outdoor retreat. Mature tropical landscaping creates lush privacy, enhancing the serene ambiance and delivering the feeling of a secluded paradise. Completing the outdoor experience is a tiki bar with bartop seating and built-in lighting, ideal for evening cocktails, weekend celebrations, and memorable nights under the Florida sky. The property also includes a wired utility and workshop shed, plus an irrigation system for easy landscape maintenance. Beyond its impressive features, the location elevates this home even further. Residents are less than 10 minutes from Downtown Sarasota’s world-class dining, boutique shopping, waterfront parks, and vibrant cultural arts district. The world-famous Siesta Key Beach, renowned for its powdery white quartz sand, is approximately 10 minutes away, offering effortless beach days. The upscale UTC Mall and surrounding dining and entertainment district are about 15 minutes away, while St. Armands Circle and Lido Beach are roughly 20 minutes away for oceanfront dining and luxury leisure. Everyday conveniences, including Sarasota Memorial Hospital, grocery stores, parks, boat ramps, and I-75, are all within minutes, making this home a rare combination of comfort, style, and accessibility. Beautifully updated, move-in ready, and enhanced with an outdoor living experience rarely found in this location, this property presents an exceptional opportunity to embrace the best of Sarasota living! ROOF 2020. Two of three HVACs 2023. PVC plumbing throughout.

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

Listing Agent: Janette Schafer (954-298-7791)