Homes For Sale in Sarasota 34239 - 232 homes

Remarks: Completely reimagined contemporary pool home in the heart of Sarasota offering bold modern design, luxury finishes, and exceptional indoor-outdoor living just minutes from Downtown Sarasota, Siesta Key Beach, Southside Village, and top dining and shopping destinations. This custom-built residence features striking modern architecture with clean flat rooflines, concrete block construction, impact-rated windows and doors, professionally landscaped grounds, and a private resort-style backyard with a heated pool and spa. Inside, the open-concept layout is filled with natural light from oversized sliders and expansive windows, complemented by soaring ceilings, large-format porcelain tile flooring, and designer lighting throughout. The chef’s kitchen showcases premium appliances, sleek custom cabinetry, quartz countertops, and a dramatic waterfall island designed for both entertaining and everyday living. Offering approximately 2,726 Sq Ft under air, the single-story floor plan includes 4 spacious bedrooms and 3.5 bathrooms, including a luxurious primary suite with spa-inspired bath and custom-built walk-in closets. Bedrooms feature custom window treatments, while additional built-out closets throughout the home provide exceptional storage and functionality. A rare opportunity to own a modern luxury home in one of Sarasota’s most desirable locations with no HOA or CDD fees.

Listing is courtesy of: GRAND STATE REALTY (305-781-9202)

Listing Agent: Oleksandr Blekherov (305-781-9202)

Remarks: Welcome to 2220 Bahia Vista St in Cordova Gardens! This ground-floor 2 bedroom, 2 bathroom condo is in one of the best spots in the community, directly across from the pool and close to everything Sarasota has to offer. Inside, you’ll find a spacious layout with a large kitchen featuring granite countertops, soft-close cabinets, and plenty of storage. The living room has a cozy electric fireplace and opens nicely to the dining area and covered patio area. Both bedrooms have their own attached bathrooms, making the setup comfortable for guests, roommates, or full-time living. One of the unique features of this condo is the outdoor space, with a long covered patio off the living room plus an additional patio area off one of the bedrooms, giving you extra room to relax and enjoy the Florida weather. There’s also great closet space and storage throughout the unit, something that’s hard to find in many condos this size. Cordova Gardens is centrally located just minutes from Sarasota Memorial Hospital, the YMCA, shopping, restaurants, and the beaches. Publix is about 5 minutes away, and Siesta Key Beach and Lido Beach are typically around a 12–15 minute drive depending on traffic. Nearby public schools include Alta Vista Elementary School, located about 0.4 miles away and Sarasota High School just about 0.2 miles from the condo.

Listing is courtesy of: MIHARA & ASSOCIATES INC. (813-960-2300)

Listing Agent: John Overbeck (813-751-9651)

Remarks: **Mid-Century Modern Gem in Arlington Park** This well-maintained mid-century modern home is located just blocks from Southside Elementary. Featuring a new metal roof, clean lines, and timeless style, it offers comfortable living with many original features like terrazzo floors and built-in cabinetry. Inside, you'll find bright, open spaces and a versatile area perfect for a possible third bedroom, office, or studio. The backyard is a standout, with an easement providing natural privacy and no direct rear neighbors. Just minutes from all the best of downtown Sarasota, the North Bridge to Siesta Key, and The Arlington Park And Aquatic Center complete with a dog park, 50 meter pool, pickleball courts, and walking trails. A rare blend of character, comfort, and unbeatable location. Call for a showing today!

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

Listing Agent: Wade Ongstad (941-705-0537)

Remarks: Welcome to Arlington Park, one of Sarasota’s most desirable and rapidly growing neighborhoods. Located on a quiet dead-end street directly across from Arlington Park, this property is just steps away from playgrounds, workout stations, basketball and tennis courts, public pools, and beautiful walking trails surrounded by nature and wildlife. This property offers incredible flexibility and potential depending on your goals. It can be renovated into a beautiful primary residence, used as a profitable rental property, transformed through a full fix-and-flip renovation, or even torn down to build your dream home on this ideally located lot in an area surrounded by new construction homes. Currently generating $3,000 month in rental income, the property is rented as a main house for $2,000/month plus an attached efficiency for $1,000/month with a separate private entrance. Tenants may remain for investors seeking immediate income, or the property can be delivered vacant with a 30-day notice to tenants. The home features a flexible layout, pool access, a new roof, and a prime central Sarasota location just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Siesta Key Beach, and Lido Beach. Rare opportunity in one of Sarasota’s most sought-after neighborhoods. Schedule your private showing today.

Listing is courtesy of: INMOBILIATA, LLC (305-776-8703)

Listing Agent: Tatiana Paredes (786-282-1345)

Remarks: Under contract-accepting backup offers. Experience elevated Sarasota living at 2609 Darwin Ave., Sarasota in this exquisitely updated 3-bedroom, 2-bath pool home with a 1-car garage, ideally located just minutes from renowned Siesta Key Beach, upscale dining, boutique shopping, and vibrant entertainment. Thoughtfully designed for both luxurious everyday living and effortless entertaining, this exceptional residence showcases an expansive open-concept layout with seamless indoor-outdoor flow to a private resort-style setting featuring a sparkling pool with Travertine Pavers, screened patio and elegant firepit lounge area. The designer gourmet kitchen is beautifully appointed with custom cabinetry, luxurious quartz countertops, a farmhouse sink, and newer stainless steel appliances. High-end improvements include a newer roof, newer AC system, hurricane windows and fully owned solar panels providing remarkable energy efficiency with electric costing $46 monthly regardless of usage. The spacious family room with beamed ceiling and hurricane proof skylights overlooking the outdoor oasis, creates the perfect backdrop for relaxing or entertaining guests. Combining modern upgrades, exceptional comfort, and an unbeatable Sarasota location, this move-in-ready residence embodies the finest in Florida luxury living. Don't Miss The Awesome Video.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Geri Scheckner (941-356-0652)

Remarks: Wonderful opportunity to build your dream home in the heart of Sarasota. Found in the desired West of Trail area, this quarter acre lot is 75' wide and offers endless possibilities. Located only one block from Sarasota Memorial Hospital, three blocks to Southside Village with tons of wonderful restaurants and shops, along with Morton's Market, and less than 1.5 miles to Main St in Downtown Sarasota. Also, conveniently right between our two beautiful white sand beaches - Lido and Siesta Key. Come build your perfect piece of paradise in Sarasota, Florida!

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

Listing Agent: Victoria Beckham (941-544-6734)

Remarks: A private, gated masterpiece where Old Florida romance meets modern coastal luxury. Tucked within the coveted West of the Trail enclave, this exquisitely reimagined estate delivers a rare blend of architectural heritage, refined craftsmanship, and elevated contemporary living. Beyond the stately motorized wrought-iron gate, a sweeping brick-paver drive meanders beneath towering live oaks, setting an unforgettable first impression of timeless elegance and privacy. Wrapped in a freshly painted pecky cypress façade and crowned by a newer standing-seam metal roof, the residence honors classic Florida design while embracing today’s luxury standards. Inside, a welcoming foyer unfolds into an airy, open-concept living space anchored by rich natural wood floors and impeccable finishes throughout. A dramatic dual-sided stone fireplace creates a striking focal point between the living and dining areas, while a sophisticated dry bar sets the stage for effortless entertaining. A private office—thoughtfully positioned away from the main living areas—offers flexibility as a refined workspace or guest retreat, complete with an adjacent half bath. At the heart of the home, the chef’s kitchen is nothing short of spectacular, featuring premium stainless steel appliances, a natural gas range, custom cabinetry, designer backsplash, and an oversized marble island that commands attention. A built-in coffee bar adds a touch of indulgence, while French doors invite the outdoors in. Step into a resort-inspired sanctuary where a heated saltwater pool and spa shimmer beneath a newly installed panoramic screen enclosure. Entertain with ease in the fully equipped summer kitchen, complete with stainless gas grill, vent hood, and prep station, or gather around the gas fire pit for evenings under the palms. A newly updated outdoor shower with hot and cold water enhances the spa-like ambiance, while the expansive, lushly landscaped yard offers exceptional privacy and room to relax, play, or unwind. The primary suite is a true retreat, featuring three generous closets, a cozy fireplace, and French doors opening directly to the lanai for seamless indoor-outdoor living. The spa-inspired en-suite bath showcases luxurious finishes, custom vanities, and a walk-in shower designed for pure relaxation. Additional highlights include a spacious laundry room, oversized two-car garage, and curated architectural lighting that bathes the estate in a warm, elegant glow at dusk. Perfectly located just minutes from the Siesta Key North Bridge and the boutiques and dining of Southside Village, this property offers the rare balance of serene seclusion and coastal convenience. Situated outside of a flood zone—with flood insurance optional—this estate represents both luxury and peace of mind.

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

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

Remarks: Exceptionally priced - must close by July 25th, 2026. Seldom does a home of this caliber come to market at below-market value. 2254 Hawthorne Street is a rare and compelling opportunity for the discerning buyer ready to act. Built in 2018, this light-filled contemporary residence offers 3 bedrooms, 2.5 baths, soaring ceilings, expansive windows, and an open-concept layout that balances elegance with everyday ease. The sophisticated interior features high-end cabinetry and sleek finishes throughout, while a versatile second-floor loft adapts beautifully to a home office, fitness area, art studio, or guest retreat. A spacious lanai, fully fenced yard, and lush landscaping create a private outdoor sanctuary ideal for entertaining or simply unwinding. Built above the flood zone and equipped with hurricane-impact windows and doors, this is a home designed to endure as beautifully as it lives. Perfectly situated just minutes from downtown Sarasota, Arlington Park, Sarasota Memorial Hospital and the charming boutiques and dining of Southside Village — priced below market for a quick closing, and unlikely to stay available for long.

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

Listing Agent: Bibi-Ann Allard, Pa (941-685-0422)

Remarks: Under contract-accepting backup offers. Welcome to 2833 Sunnyside Street, a beautifully renovated South Gate residence where timeless Sarasota charm meets modern comfort and effortless Florida living. Perfectly positioned in one of Sarasota’s most desirable and centrally located neighborhoods, this move-in-ready home offers 3BR, 2BA and a versatile sunroom flex space ideal for a home office, playroom, gym, creative studio, or additional lounge area. From the moment you arrive, the home’s inviting curb appeal, updated landscaping, and thoughtfully designed finishes create an immediate sense of warmth and sophistication. Inside, you’ll find a bright and airy open-concept layout featuring stunning restored original terrazzo floors throughout, stylish upgraded lighting, and a seamless flow designed for both everyday living and entertaining. At the heart of the home is a completely renovated designer kitchen showcasing premium Bosch appliances including a Benchmark Series induction range, 800 Series refrigerator and dishwasher, a Brizo faucet, Franke under mount sink, and beautiful Cambria quartz countertops. Expansive windows fill the home with natural light, while the spacious primary suite provides a peaceful retreat complemented by beautifully updated bathrooms and thoughtful designer finishes throughout. This home has been extensively upgraded for both style and peace of mind, including a newer shingle roof (2021), updated HVAC systems (2018/2019), PVC plumbing, new water heater, and new electrical panels with increased 200-amp service. Additional improvements include freshly painted interior walls, ceilings, doors, closets, and baseboards, restored terrazzo flooring, new Toto toilets, upgraded lighting, all new blinds and curtains and ceiling fans installed in the sunroom, living room and secondary bedrooms. The oversized two-car garage features a sleek epoxy floor, while underground utilities enhance the neighborhood’s clean and polished appearance. Situated on nearly 1/4 acre, the oversized fully fenced backyard with white vinyl fencing offers exceptional privacy and endless possibilities with ample room for pets, play, gardening, or even the pool of your dreams. The covered and screened lanai creates the perfect setting to enjoy morning coffee, outdoor dining, or relaxing evenings year-round while embracing the Florida lifestyle. Adding even more appeal, this home is located in Flood Zone X with no history of water intrusion and features an optional HOA giving homeowners added flexibility without the burden of mandatory fees or restrictions. Ideally located just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Arlington Park, Sarasota Memorial Hospital, and the vibrant shopping and dining destinations along Hillview Street, this exceptional property offers the perfect blend of location, lifestyle, and modern upgrades. Families will also appreciate the highly sought-after school zoning for Southside Elementary, Sarasota Middle School, and Sarasota High School. Rarely does a home in South Gate combine this level of renovation, functionality, outdoor space, and prime Sarasota location. 2833 Sunnyside Street is truly a must-see opportunity.

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

Listing Agent: Erica Giesler (813-352-4008)

Remarks: Welcome to this exceptional new construction, upgraded residence located West of Trail, featuring 5 bedrooms, 5 full bathrooms, and 3,640 square feet of thoughtfully curated living space. Designed with a refined modern aesthetic, the home blends clean architectural lines with elevated finishes and seamless indoor-outdoor living. Upon entry, soaring 20-foot ceilings, warm designer lighting, and an expansive open-concept floor plan create an immediate sense of scale and refinement. The chef’s kitchen is appointed with premium GE Café appliances, quartz countertops, and custom cabinetry, flowing effortlessly into the main living and entertaining spaces. The residence also includes a spacious two-car garage equipped with an installed electric vehicle charger for added convenience and modern functionality. Walls of sliding glass doors open to a beautifully enhanced outdoor retreat featuring lush upgraded landscaping, a resort-style pool with a newly added waterfall feature, a fully equipped outdoor kitchen, and a covered dining area complete with remote-controlled mosquito and sun screens for year-round comfort and effortless entertaining. The primary suite serves as a private sanctuary, filled with natural light and designed for both comfort and elegance. The space features a generous walk-in closet, direct access to the outdoor living area, and a spa-inspired bath with a soaking tub and separate glass-enclosed shower. A newly installed stainless steel Bosch built-in coffee system adds an additional layer of luxury, while designer wallpaper and remote-controlled screens throughout the home provide a refined finish and enhanced comfort. Upstairs, three spacious guest suites each feature their own en-suite bathroom, creating ideal accommodations for family and visitors alike, in addition to a spacious media room designed for relaxed living and entertaining. A large rooftop terrace overlooking the pool provides an exceptional setting for relaxing or entertaining. Perfectly positioned between Siesta Key and Downtown Sarasota, this residence offers convenient access to world-class beaches, dining, shopping, and cultural attractions. Thoughtfully designed with timeless architecture, elevated finishes, and exceptional attention to detail throughout, this home delivers an elevated yet comfortable living experience for modern luxury living.

Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)

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

Remarks: Tucked away on one of the most charming, oak-lined streets in the coveted Granada neighborhood, this home offers a rare blend of privacy, elegance, and effortless Florida living in the heart of Sarasota. This beautifully maintained single-family residence lives like a maintenance-free home, yet delivers the space, independence, and serenity of a private retreat. Surrounded by lush, manicured landscaping and a fully fenced yard, the property creates a tranquil oasis just minutes from everything that makes Sarasota so desirable. Inside, thoughtful upgrades and timeless finishes elevate every space. Engineered wood floors, crown molding, plantation shutters, and custom built-ins add warmth and sophistication throughout, while exterior and landscape lighting enhance the home’s ambiance day and night. The recently renovated kitchen is a standout feature, designed for both everyday living and entertaining. It boasts sleek quartz countertops and top-of-the-line SubZero, Thermador, and Bosch appliances. The bright, open kitchen accommodates six seats at the oversized island and seamlessly connects to a separate dining room and an inviting great room with a tray ceiling and new custom built-ins. French doors from both spaces open effortlessly to the pool and patio, creating a true indoor-outdoor lifestyle. Upstairs, you’ll find three spacious bedrooms and two full baths, offering comfort and privacy for family or guests. Downstairs, a versatile den and half bath provide the perfect space for a home office, media room, or additional living area. Step outside to your own private backyard retreat—complete with a sparkling pool, lush landscaping, and multiple areas for relaxing or entertaining. It’s a setting designed to enjoy Florida’s year-round sunshine in complete privacy. The location is simply unmatched. Just moments from Red Rock Park, the boutiques and dining of Southside Village, the scenic Sarasota Bay, and the world-renowned shores of Siesta Key, this home places you at the center of Sarasota’s most sought-after lifestyle. This is more than a home—it’s a private sanctuary in one of Sarasota’s most picturesque and convenient neighborhoods, where comfort, style, and location come together seamlessly.

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

Listing Agent: Kelly Baldwin (941-404-9396)

Remarks: A statement of modern elegance in the heart of Sarasota, this exceptional Arlington Park residence delivers refined luxury, architectural presence, and elevated design at every turn. Offering 5 bedrooms, 5.5 bathrooms, and 3,651 square feet under air, this custom-built home was thoughtfully designed for those who appreciate both sophisticated entertaining and comfortable everyday living. From the moment you enter, soaring 12-foot ceilings and a dramatic staircase create an unforgettable first impression. The main living spaces are open, expansive, and filled with natural light. A designer kitchen anchors the home, showcasing solid wood cabinetry, quartz countertops, an oversized waterfall island, and premium Thermador appliances which are perfectly suited for culinary enthusiasts and elegant gatherings alike. A custom built-in feature wall enhances the living area with both style and function. Sliders seamlessly connect indoor and outdoor spaces, creating effortless Florida living. A private first-floor office offers a quiet retreat for work or study. Upstairs, 10-foot ceilings and rich hardwood flooring continue the home’s elevated aesthetic. The owner’s suite is a true sanctuary, complete with a private balcony overlooking the backyard, custom vanity, a soaking tub, and an oversized walk-in shower finished with striking designer tile. Each additional bedroom features its own en-suite bath and walk-in closet, ensuring comfort and privacy for family and guests. A spacious second-floor den provides flexible space for a media room, lounge, or game area. The outdoor setting rivals a private resort. The saltwater pool with waterfall and sun shelf is complemented by a spa, outdoor shower, and dedicated pool bath. A modern aluminum pergola adds architectural interest and shaded relaxation, while the lanai invites seamless entertaining year-round. No detail was overlooked: impact-rated windows and doors, epoxy-finished 2.5-car garage, irrigation system, integrated indoor/outdoor speakers, pre-wiring for security cameras, and dual A/C systems for optimal efficiency. Located in highly desirable Arlington Park, this home places you minutes from downtown Sarasota, Sarasota Memorial Hospital, and the area’s renowned dining and cultural destinations. World-class beaches including Siesta Key and Lido Key are just a short distance away. This is more than a home...it is a lifestyle defined by quality, design, and distinction. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.

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

Listing Agent: Lisa Kroshus (941-303-3429)

Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.

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

Listing Agent: Lori Carey, Llc (941-780-3427)

Remarks: Under contract-accepting backup offers. EXCEPTIONAL VALUE AND LOCATION. This first-floor entry condo lives like a house! It is so spacious and open with a flexible plan. The community is minutes to downtown Sarasota located in Cordova Gardens which is known for its beautifully maintained gardens, community pool and unbeatable location. This unfurnished condominium has three bedrooms and three full baths (two en suite master baths) and three outdoor patios. READY TO MOVE IN! There are numerous closets, storage space including walk-ins, a pantry and office loft space. The condo is exceptionally clean. The community known as Cordova Gardens is minutes to downtown Sarasota as well as Southside Village and known for its beautifully maintained gardens, community pool and PRIME location for the price. The condo also includes an outdoor storage closet, assigned and guest parking, pool, grounds and building maintenance, pest control, fire/smoke detection and Association management covered by the HOA. The complex is 5 minutes from downtown Sarasota and 15 minutes from Lido and Siesta Key beaches.

Listing is courtesy of: SECURE CAPITAL (203-981-4682)

Listing Agent: Frank Dinardo, Jr (203-981-4682)

Remarks: Under contract-accepting backup offers. Welcome to the sunny side of South Gate---- This bright and inviting 3-bedroom, 3-bathroom pool home offers 2,123 square feet of living space designed for both entertaining and everyday comfort. Inside, the home features an open and airy floor plan filled with natural light, along with a spacious sunroom that provides additional flexible living space. Step outside to your own private tropical retreat complete with mature landscaping, a sparkling open-air saltwater pool with sunshelf, and a spacious backyard perfect for relaxing or hosting family and friends. Ideally located in the heart of Sarasota, South Gate is known for its prime location near top-rated schools, shopping, dining, downtown Sarasota, and the area’s beautiful beaches. Updates include whole-house replumbing in 2015, impact glass windows throughout in 2015, saltwater pool with sunshelf in 2016, new roof in 2025, and updated primary bathroom in 2026. Located within the sought-after school districts of Southside Elementary, Brookside Middle, and Sarasota High School, this cheerful and welcoming home truly offers the best of Sarasota living. Homes of this size are a rare find in the neighborhood, making this an exceptional opportunity. Schedule your private showing today before this rare opportunity is gone.

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

Listing Agent: Lindsey Nussbaum (941-260-7208)

Remarks: Discover this hidden gem 1st floor 2 BR, 2BA condo in Sarasota’s historic Granada neighborhood along Siesta Drive. Walkable to Red Rock Park, Publix, Southside Elem. Easily accessible to Sarasota Memorial Hospital and the restaurants, shops and entertainment of Southside Village and the nearby national award winning Siesta Key Beach, Marie Selby Botanical Gardens and The Bay. Enjoy southwest Florida living at its best! Condo can come furnished, also has a Murphy Bed making the second bedroom spacious! Down Payment assistance and buy down rate options are available thru our preferred lender, qualifications maybe required.

Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (941-706-2142)

Listing Agent: Anita Mcgillin (239-744-9380)

Remarks: This beautifully renovated mid-century modern home in the highly sought-after SOUTH GATE neighborhood is the perfect blend of vintage charm and modern luxury. Completely updated from top to bottom, this stunning 3-bedroom, 2-bath residence features brand new flooring throughout, fully remodeled bathrooms, fresh interior and exterior paint, a beautifully redesigned kitchen with all new appliances, and professionally updated landscaping that enhances the home’s curb appeal. Major system upgrades include a metal roof with aluminum super gutters, updated A/C unit, replumbed PVC plumbing, and modernized electrical systems, offering peace of mind for years to come. The flexible floor plan provides the option to easily convert the home into a 4-bedroom layout if desired. Conveniently located with easy access to downtown Sarasota, Siesta Key Beach, Arlington Park, shopping, dining, and entertainment, this home offers the ultimate Florida lifestyle. Whether you’re enjoying a sunset stroll, relaxing at one of the world’s most beautiful beaches, or dining nearby, this location truly has it all. This is the kind of investment and lifestyle opportunity that doesn’t come around often — move-in ready, beautifully updated, and perfectly located. Don’t miss your chance to own a piece of Sarasota paradise!

Listing is courtesy of: MACHADO PROPERTY PROS (941-587-7488)

Listing Agent: Jen Hendrickson (941-726-9985)

Remarks: Nestled in the highly desirable Southgate neighborhood, this charming 2 bedroom/2 bath, midcentury built home, welcomes you with gorgeous terrazzo floors and warm, custom cherry wood built-ins and cabinetry. 2747 Jefferson Circle offers the perfect blend of comfort, versatility, and a prime location. You will also enjoy a bonus/flex room that currently serves as an office but could easily be a studio, home gym, or third bedroom. The 2 car attached garage is air-conditioned space, providing additional climate controlled storage. Step outside, and you'll find not one, but TWO screened lanais—one leading to a serene backyard and BBQ area and the other feels like a dreamy, sunny greenhouse. Step into the spacious backyard and you will find a 400 square foot detached, air-conditioned garage currently used as a workshop and office. Dreaming of an accessory dwelling unit (ADU) or mother in-law suite? This detached workshop, with its own separate, gated driveway and entrance, is ready for your transformation. This home can adapt effortlessly to all your needs. Inside the home, recent updates will provide you with peace of mind. Impact windows were installed in 2019. No cast iron here! Plumbing and supply lines were replaced in 2016, and a new AC was installed in 2023. It doesn’t get much better than living in the heart of Sarasota. Relish in being just 2.5 miles from the powder-soft sands of Siesta Key Beach and live just minutes from the vibrance of Downtown Sarasota. You can delight in world-class beaches, world class dining, shopping, and cultural experiences all within minutes. Plus, a Sarasota locals favorite, Arlington Park, is merely a 4 minute bike ride OR 4 minute drive and less than 15 minute walk away, offering access to a public pool, tennis courts, racquetball, and shady walking trails. This is more than just a home; it’s your ticket to the ultimate Sarasota lifestyle.

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

Listing Agent: Worth Fiers Iii (941-812-3380)

Remarks: Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or the hidden 6-8 car garage on the side of the house. The garage level features a private gym with a bathroom and an extraordinary outdoor living space that includes both covered and uncovered areas, a stainless steel outdoor kitchen, and a fire pit. Entering the home, you're captivated by a glass box foyer entryway with a custom staircase and state of the art glass elevator. There is also an entryway through the 6+ car garage leading to the elevator. The spacious second-floor living area boasts an open floor plan perfect for any event. The elegant great room features a custom glass floor and firebox, leading to a beautiful open kitchen with custom cabinets, waterfall stone countertops, and Subzero and Wolf appliances. Adjacent to the kitchen is a bonus room and an open yet private dining room, ideal for a wine collector with its floor-to-ceiling glass wine cellar that doubles as an art piece. Behind the kitchen cabinetry, you'll find a separate sizable pantry and laundry room. This floor also features a beautiful balcony accompanied by a glistening hot-tub/dipping pool that waterfalls into your main pool. Make your way to the third story to find 4 on suite bedrooms and a second laundry room. The primary bedroom offers an expansive layout that seamlessly blends comfort and elegance. The true highlight is the gorgeous balcony overlooking the pool that leads to a staircase up to the breathtaking rooftop. From here, you will enjoy panoramic views of the spectacular Sarasota. Whether you’re hosting a sunset soiree or savoring peaceful morning coffee, this rooftop oasis provides an extraordinary vantage point. This seamless indoor-outdoor flow and the captivating scenery make this property a true gem for those seeking both luxury and tranquility in a prime location.

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

Listing Agent: Kelly Gettel (941-315-2525)

Remarks: Welcome to 1537 Siesta Drive—an exceptional custom coastal contemporary residence ideally positioned between Downtown Sarasota and world-renowned Siesta Key Beach. Built in 2023, this stunning luxury home offers 4 bedrooms, 4 full baths, 2 half baths, a dedicated office, and over 3,700 square feet of thoughtfully designed living space. From the moment you enter, you’re greeted by soaring ceilings, rich hardwood flooring, and an open-concept floor plan flooded with natural light. The chef’s kitchen is a showpiece, featuring premium appliances, designer finishes, a wine refrigerator, and seamless flow into the expansive great room—perfect for both entertaining and everyday living. The first-floor primary suite is a private retreat, complete with spa-inspired bath, oversized walk-in closet, and outdoor access. Upstairs, additional ensuite bedrooms and private balconies offer elevated comfort with peekaboo Sarasota Bay views. Step outside to your resort-style backyard oasis featuring a heated saltwater pool, outdoor kitchen, putting green, expansive covered lanai for dining and lounging, and lush tropical landscaping—all designed for effortless Florida living. Additional highlights include a 3-car garage, metal roof, impact windows/doors, and a premier West of Trail location just minutes from Southside Village, downtown dining, marinas, and the beaches. Located within city limits, this home has operated as a successful short and long-term rental. Financials are available upon request. Luxury, location, and lifestyle converge at this remarkable Sarasota residence.

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

Listing Agent: Tina Ellis (512-550-1117)