Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
152 AUDUBON PL, SARASOTA, FL 34237
$995,000293 Days on yellowkey MLS ID: A4657909
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1950 Built: 2025Monthly Fee: $444 Tax: $9,900 (2024)Community: Premier On MainSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,900
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Are you dreaming of the ideal uptown location close to everything Sarasota? Discover modern Sarasota living with outdoor style at Premier on Main in the Park District at the east end of Main Street, downtown Sarasota. Ready to live your best Sarasota life? Welcome to Premier on Main, a just-completed collection of contemporary townhomes designed for those who crave outdoor living, accessible culture and modern style in the heart of Uptown as we call it. Near Main Street’s bustling arts and cultural district, farmers market, buzzworthy restaurants, live music venues and the new 53-acre bayfront park, this is your gateway to the ultimate Florida lifestyle. Morning runs over John Ringling Bridge. Sunset drinks on the rooftop. Bike to brunch or kayak the bay. This is the Sarasota experience elevated. Designed for your active, social life. Over 2,395 total square feet including 1,950 air-conditioned living space. Incredible 396-square-foot rooftop entertainment deck with optional hot tub and outdoor kitchen, ideal for sunny lounging or hosting friends under the stars. Spacious, light-filled living areas with soaring ceilings and designer finishes. Chef-inspired kitchen with oversized island and premium stainless appliances. Private elevator for easy living across all levels. Two bedrooms with en-suite baths and walk-in closets—room for guests, roommates or that home office you’ve always wanted. Urban convenient, Sarasota cool. Just blocks from the bayfront and downtown nightlife. Close to local cafes, restaurants, arts venues and farmers market. Bike-friendly location with easy access to parks and beaches. Sleek, contemporary architecture with high-end details. Energy-efficient systems and impact-rated windows and doors for safety and peace of mind. Practical perks for modern buyers. Private two-car garage with bonus flex space, ideal for gym, studio or gear storage. Low maintenance living with HOA covering landscaping, road upkeep and more. Move-in ready with special developer financing incentives available for a limited time. See why Sarasota millennials and modern buyers are choosing Premier on Main for their next-level urban lifestyle. Visit this fully furnished model or our 3 bedroom model next door at 2170 Fruitville Road. Open weekends noon-3 p.m. or by appointment. Contracts are being accepted now so grab your slice of downtown Sarasota before it’s gone!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
162 AUDUBON PL, SARASOTA, FL 34237
$995,000460 Days on yellowkey MLS ID: A4637193
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1850 Built: 2025Monthly Fee: $444 Tax: $11,000 (2024)Community: Premier On MainSpa: NoTownhouse
Taxes:$11,000
Remarks: ***NEW CONSTRUCTION SPECIAL!!!**** Just completed and never lived in.*** Discover Modern Sarasota Living with Outdoor Style at Premier on Main. Ready to live your best Sarasota life? Welcome to Premier on Main, a just-completed collection of contemporary townhomes designed for those who crave outdoor living, walkable culture, and modern style in the heart of Uptown Sarasota. Steps from Main Street’s bustling arts and cultural district, farmers market, buzzworthy restaurants, live music venues, and the new 53-acre bayfront park, this is your gateway to the ultimate Florida lifestyle. Morning runs over the John Ringling Bridge. Sunset drinks on the rooftop. Bike to brunch or kayak the bay. This is the Sarasota experience—elevated. Designed for Your Active, Social Life - Over 2,400 total square feet including 1,850 A/C living space - Incredible 320-square-foot rooftop entertainment deck with optional hot tub and outdoor kitchen—perfect for sunny lounging or hosting friends under the stars - Spacious, light-filled living areas with soaring ceilings and designer finishes - Chef-inspired kitchen with oversized island and premium stainless appliances - Private elevator for easy living across all levels - Two bedrooms with en-suite baths and walk-in closets—room for guests, roommates, or that home office you’ve always wanted Urban-Convenient, Sarasota-Cool - Just blocks from the bayfront and downtown nightlife - Walkable to local cafes, restaurants, arts venues, and the farmers market - Bike-friendly location with easy access to parks and beaches - Sleek, contemporary architecture with high-end details - Energy-efficient systems and impact-rated windows and doors for safety and peace of mind Practical Perks for Modern Buyers - Private two-car garage with bonus flex space—perfect for gym, studio, or gear storage - Low-maintenance living with HOA covering landscaping, road upkeep, and more - Move-in-ready TODAY! Come see why Sarasota millennials and modern buyers are choosing Premier on Main for their next-level urban lifestyle. - Visit our fully furnished model next door at 2170 Fruitville Road OR 152 Audubon Pl. Open weekends 1–3 p.m. or by appointment. Contracts are being accepted now—grab your slice of downtown Sarasota before it’s gone!
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
2170 FRUITVILLE RD, SARASOTA, FL 34237
$1,150,000608 Days on yellowkey MLS ID: A4620441
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2332 Built: 2023Monthly Fee: $444 Tax: $12,400 (2023)Community: Premier On MainSpa: NoTownhouse
Taxes:$12,400
Tax Year: 2023
Remarks: **LOOK NO FURTHER – Your Dream Townhome Awaits!** ***NEW CONSTRUCTION SPECIAL!!!**** Just completed!*** Contact your real estate advisor for further details ! Introducing our brand-new, exquisitely furnished model in the sought-after PARK DISTRICT, nestled at the corner of Fruitville Road and Audubon Place within the prestigious Premier on Main project. Located in Sarasota’s vibrant Uptown district, this is your chance to own a contemporary gem in a prime location, just minutes from the city’s renowned arts and cultural scene, gourmet dining, the farmers market, John Ringling Bridge, and the expansive 53-acre public park on Sarasota Bayfront. **Property Overview:** - **New Construction:** Experience the luxury of new construction in a boutique well treed neighborhood of only 37 townhomes. This end unit boasts a generous 2,911 square feet of under-roof space, with 2,332 square feet of air-conditioned living space. - **Spacious Layout:** The ground level features a two-car garage with epoxy floor, built-in cabinetry, an elevator, and a full bedroom with an under stair walk-in closet AND another storage closet AND a full bath. - **Elegant Living:** Ascend to the main level where you'll find a spacious living room with expansive sliding doors leading to a bright balcony overlooking a serene wooded courtyard garden. This level is perfect for entertaining, with a huge chef’s kitchen with pantry wall, high ceilings, contemporary designer finishes, Italian stainless steel appliances, an enormous island with waterfall quartz countertops with room for 5 bar stools, and an inviting electric fireplace. - **Versatile Space:** The main floor also includes a bonus area ideal for a home office or a cozy reading nook plus laundry closet with NEW black Samsung washer and dryer plus luxurious half bath AND another outfitted closet. - **Luxurious Retreat:** The third floor features a lavish primary suite with a large walk-in closet and a luxurious bath with stunning black and white tile with gold accents as well as special lighting, a soaking tub, and a separate shower. A second bedroom and full bath are also on this floor, along with a welcoming patio with possible optional outdoor kitchen, granite countertops, and ample space for a hot tub or cold tub. - **High-End Finishes and Detailing:** Enjoy specially selected hard surface flooring, energy-efficient hurricane-rated impact windows, recessed LED lighting, custom European cabinetry, and FULLY OUTFITTED closets, dreamy white and gold quartz countertops, and a high-efficiency HVAC system. - **Furnished and Ready:** Offered at $1,200,000, this stunning townhome comes fully furnished, including all welll thought out detailing, window treatments, televisions, and stylish accessories. - **Prime Location:** Just a block from the Legacy Bike Trail and Payne Park, this property combines luxury living with unbeatable convenience. Don’t miss this opportunity to own a piece of Sarasota’s finest real estate. Contact us today for your personalized tour of this exceptional townhome! ***PLEASE VISIT US on 1-3 pm weekends or by appointment.***
707 S GULFSTREAM AVE #802, SARASOTA, FL 34236
$950,00041 Days on yellowkey MLS ID: A4686314
REDUCED by $49,000 (4.9%) on 04/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1419 Built: 1974 Tax: $4,500 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$4,500
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Remarks: Luxury renovated corner-unit condo with hurricane impact windows and doors, smart home features, and resort-style amenities. This stunning 2-bedroom, 2-bath condominium has been extensively remodeled with modern designer finishes, an open-concept layout, and abundant natural light. The oversized gourmet kitchen features premium appliances, quartz countertops, and custom cabinetry, while the spacious primary suite offers a spa-like en-suite bath. Brand-new plumbing and electrical systems add peace of mind. The building has recently upgraded its generator following the 2024 storms and offers secure entry, covered parking, a pool, fitness center, and club room. Move-in ready and meticulously updated, this luxury condo combines style, comfort, storm protection, and convenience in one exceptional residence.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
5631 PIPERS WAITE #12, SARASOTA, FL 34235
$515,000164 Days on yellowkey MLS ID: A4671983
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2122 Built: 1984Monthly Fee: $175 Tax: $4,183 (2024)Community: Pipers WaiteSpa: NoVilla
Taxes:$4,183
Elementary School: Gocio Elementary
Remarks: Welcome to 5631 Piper Waite, a captivating villa that seamlessly blends modern sophistication with cozy comfort. Situated in the sought-after Pipers Waite subdivision within The Meadows, this beautifully renovated 3-bedroom, 2-bathroom home offers 2,122 square feet of expertly crafted living space—perfect for both peaceful retreat and vibrant entertaining. Step inside to a stunning new kitchen adorned with sleek, contemporary finishes and spacious countertops that invite culinary creativity and memorable gatherings. The fully upgraded bathrooms embody luxury, boasting elegant fixtures and refined details that transform everyday routines into moments of indulgence. Throughout the home, gorgeous new LVP flooring stretches gracefully, marrying style with durability. Large windows bathe the interiors in natural sunlight, creating a bright, airy atmosphere that instantly relaxes the senses. The inviting living room features a modern electric fireplace, radiating warmth and charm, ideal for intimate evenings or lively social occasions. Outside, the expansive screened-in lanai offers a peaceful oasis—a perfect spot to curl up with a favorite book or host guests amid tranquil surroundings. This generous outdoor living area invites you to savor Florida’s beautiful climate while enjoying plenty of space for entertaining and making cherished memories. Experience unparalleled comfort and elegant living at 5631 Piper Waite—where every detail is designed with you in mind.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Robert Krasow (941-363-6507)
4524 RIVERWOOD AVE, SARASOTA, FL 34231
$849,90069 Days on yellowkey MLS ID: A4682835
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2298 Built: 2016 Tax: $7,481 (2025)Community: RidgewoodSingle Family
Taxes:$7,481
Elementary School: Ashton Elementary
High School: Riverview High
Remarks: Price Improvement | Modern Pool Home | No HOA | Not in Flood Zone One or more photo(s) has been virtually staged.Experience elevated Florida living in this beautifully updated 3-bedroom, 2-bath + office (optional 4th bedroom) concrete block home, built in 2016 and designed for both comfort and modern style. Featuring 10+ ft ceilings, impact windows, tall Solid contemporary doors, and a bright open-concept layout, this home offers the perfect balance of elegance and functionality. Situated on a premium corner lot, with no HOA and no CDD, and located outside of a flood zone, this property delivers privacy, flexibility, and peace of mind. The designer kitchen showcases luxury appliances, custom cabinetry, an oversized island, and elegant lighting, seamlessly connecting to the spacious living and dining areas filled with natural light. A standout feature is the indoor-outdoor design — expansive sliding doors open to a sleek lap-style pool with an oversized paver deck, and every bedroom offers direct access to the pool area, creating a unique resort-style experience. The fully fenced backyard is surrounded by mature palm trees, offering a private tropical setting ideal for relaxing or entertaining. Additional features include updated bathrooms, a spacious laundry room with custom cabinetry, and a 2-car garage. Located approximately 4 miles from Siesta Key Beach and close to dining, shopping, and everyday conveniences. Vacant and easy to show. Schedule your showing time.
Listing is courtesy of: PARADISUS REALTY GROUP CO (941-281-4973)
Listing Agent: Andres Salgado (941-875-2949)
389 GOWDY RD, SARASOTA, FL 34237
$999,000170 Days on yellowkey MLS ID: A4669745
1 Days Off yellowkey (back on 3/19/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2445 Built: 2020Monthly Fee: $654 Tax: $10,807 (2025)Community: Payne Park Village Ph ITownhouse
Taxes:$10,807
Remarks: Under contract-accepting backup offers. Experience luxury, location, and lifestyle in this turnkey-FURNISHED townhome in Sarasota’s sought-after Payne Park Village. Overlooking the scenic 29-acre Payne Park, this three-story residence offers breathtaking views of the park and Downtown Sarasota’s skyline from every level and stunning sunsets to end each day. Thoughtfully designed for comfort and convenience, the home features a PRIVATE ELEVATOR, three spacious bedrooms each with ensuite baths, three and a half bathrooms, and a two-car garage. Inside, the open-concept living area is bright and welcoming, centered around a chef’s kitchen with a large quartz-topped island, 42" cabinetry, and plenty of room for entertaining. The luxurious primary suite is a true retreat, showcasing floor-to-ceiling windows with panoramic park views, a coffee bar, a generous walk-in closet, and a spa-inspired bathroom complete with soaking tub, oversized shower, and dual sinks. High-quality construction elements, including hurricane-impact windows, ensure both style and peace of mind. Step outside and enjoy an unmatched lifestyle. Payne Park’s lush greenbelt areas and paved, tree-lined paths are perfect for walking, jogging, or biking. Residents have access to the community’s private amenity center with a heated pool and spa, plus direct access to Sarasota’s Legacy Trail, which conveniently connects downtown all the way to Venice. Just outside your doorstep, Payne Park offers tennis courts, a disc golf course, a skate park, a serene pond, and the beloved Circus Park playground. Don’t miss this rare opportunity to live in a beautiful turnkey home surrounded by the best of downtown Sarasota’s vibrant, walkable lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
5071 BARRINGTON CIR #1602, SARASOTA, FL 34234
$164,9002 Days on yellowkey MLS ID: A4691290
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1982 Tax: $497 (2025)Community: Barrington WoodsVilla
Taxes:$497
Elementary School: Emma E. Booker Elementary
Remarks: Spectacular Sarasota end-unit villa offering 2 bedrooms and 2 bathrooms, perfectly positioned with a 1-car carport conveniently located near the unit entry. Enjoy serene pond views from the primary bedroom, living room, and glass-enclosed lanai, creating a peaceful and private retreat. Features include a screened front entry leading into a welcoming foyer, a spacious kitchen with eat-in area and breakfast bar, and an in-unit laundry closet with full-size washer & dryer. Additional highlights include a large exterior storage closet, security system, central vacuum, impact glass windows, and major updates with a new AC (October 2023) and hot water heater (February 2022). Offered as an estate sale and sold with all contents in the unit and storage closet. Residents also enjoy access to a community pool and a prime location just minutes from Gulf beaches, the Ringling Museum, Sarasota-Bradenton International Airport, and vibrant downtown Sarasota.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
111 S PINEAPPLE AVE #714, SARASOTA, FL 34236
$2,199,0003 Days on yellowkey MLS ID: A4691380
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2065 Built: 2019 Tax: $15,408 (2025)Community: Mark Sarasota CondoCondo
Taxes:$15,408
Remarks: Design forward luxury at The Mark, where elevated living meets refined coastal elegance. This impeccably maintained End unit residence features three-bedroom, three and a half bath with a private office and showcases a seamless blend of sophistication and comfort, all framed by captivating Sarasota Bay views. From the moment you enter, walls of glass invite natural light to pour into the expansive living and dining spaces, creating an airy ambiance with soaring 10-foot ceilings. Breathtaking panoramic views of Sarasota's vibrant skyline and bay vistas from the living areas and bedrooms. Upscale custom remote-controlled window treatments allow you soft daylight with privacy when wanted. The open-concept design flows effortlessly to a generously sized balcony—accessible from both the family room and the primary retreat—offering a serene setting to enjoy morning sunrises or evening sunsets over the Sarasota Bay. A standout feature, the glass-enclosed office provides the perfect balance of privacy and connectivity—ideal for working from home while remaining visually engaged with the main living areas. The chef’s kitchen is both striking and functional, appointed with sophisticated European-style 2-tone cabinetry with soft close drawers, quartz countertops, and a full suite of Jenn-Air stainless appliances. Clean lines and a light, modern palette, and porcelain tile throughout enhance the home’s timeless appeal. The primary suite is a true retreat, featuring private balcony access, two custom walk-in closets with built-ins, and a spa-inspired bath with dual vanities, a frameless glass shower, and refined finishes throughout. Two additional bedrooms with en-suite bathrooms provide comfort and privacy for guests. A stylishly appointed powder bath is ideal for all of your guests and family. Every detail has been thoughtfully curated, from designer lighting to high-quality materials, delivering a polished and cohesive aesthetic throughout the residence. The residence includes 2 premium 3rd floor adjacent parking spaces in the secured parking garage and a storage unit within the building on the same level as unit. Quick access just 2 floors down to the amazing 5th floor amenities Residents of The Mark enjoy world-class amenities, including a large pool deck area, 65 foot resort-style heated saltwater pool and spa, cabana areas, fire pit and lounge area, outdoor grills, state-of-the-art fitness center, club lounge with a fireplace, bar, billiards, catering kitchen, and newsroom cafe, and 24-hour concierge services—all just steps from Sarasota’s vibrant dining, shopping, and cultural scene. A rare opportunity to own a sophisticated bay-view residence in the heart of downtown Sarasota
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
1221 N PALM AVE #303, SARASOTA, FL 34236
$425,00088 Days on yellowkey MLS ID: A4680336
0 Days Off yellowkey (back on 4/25/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 675 Built: 1924 Tax: $4,376 (2025)Community: Frances CarltonSpa: NoCondo
Taxes:$4,376
Remarks: Under contract-accepting backup offers. Own a piece of downtown Sarasota history! Set along iconic Palm Avenue in the heart of downtown Sarasota, the historic Frances Carlton offers a rare opportunity to own a piece of the city’s architectural and cultural history. Built in 1924 and listed on the National Register of Historic Places, this Mediterranean Revival landmark is a defining presence in Sarasota’s downtown, placing theaters, galleries, dining, the marina, and daily conveniences just steps from your door, while maintaining a sense of permanence and quiet elegance that has endured for nearly a century. Behind its distinctive pink façade, the Frances Carlton is an intimate boutique condominium of just 20 residences, thoughtfully maintained and known for its enduring construction and careful stewardship. The community is well managed with FULLY FUNDED RESERVES and has completed its Structural Integrity Inspection, reflecting a long standing commitment to preservation, planning, and peace of mind. Amenities include a private pool, landscaped garden and meditation areas, and gated reserved parking. Inside, this beautifully REMODELED one bedroom residence feels more like a small European home than a traditional condominium. The layout offers multiple defined rooms, creating a natural flow, privacy, and character that open plans simply cannot replicate. Windows on three sides fill the home with natural light throughout the day, while original architectural details and thoughtful updates strike a seamless balance between historic charm and modern comfort. The sunroom is a standout feature, framed by graceful arched windows OVERLOOKING PALM AVENUE, with a subtle glimpse toward the water beyond. It is a space equally suited for morning coffee, reading, or quiet reflection, and a reminder of the building’s timeless relationship with its surroundings. The kitchen and living areas have been tastefully updated, preserving the integrity of the home while enhancing everyday functionality. This is a residence for those who appreciate architecture, walkable downtown living, and a sense of place that feels established and enduring. A truly special offering in one of Sarasota’s most admired historic buildings, ideal as a full time home or an elegant pied-à-terre in the cultural heart of the city.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Justyna Michalowska (941-567-7300)
900 S BLVD OF THE PRESIDENTS #4, SARASOTA, FL 34236
$599,00086 Days on yellowkey MLS ID: O6378668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 912 Built: 1954Monthly Fee: $536 Tax: $8,717 (2025)Community: White Sands Of LidoSpa: NoCondo
Taxes:$8,717
Remarks: Investor opportunity! Cottage on Lido just steps from the beach and a short bike ride to St. Armands. This two-bedroom, two-bath property requires renovation and offers strong value-add potential in one of Sarasota’s most desirable locations. Prime location, high demand area, and excellent upside for those looking to customize and maximize returns.
Listing is courtesy of: BELLA VIEW REALTY LLC (407-460-9019)
Listing Agent: Caroline Perotti (407-460-9019)
1111 N GULFSTREAM AVE #16D, SARASOTA, FL 34236
$875,00034 Days on yellowkey MLS ID: A4684753
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1736 Built: 1974 Tax: $12,681 (2025)Community: One WatergateCondo
Taxes:$12,681
Remarks: WHERE LUXURY MEETS SARASOTA. Gorgeous Direct Sunsets. Where downtown luxury living meets Sarasota Bay on this 16th floor Resiidence. Come enjoy the best Sarasota has to offer. This lifestyle is undeniable. Perfectly positioned in the highly desirable D stack to capture expansive views, this two-bedroom, two-bath residence presents a rare opportunity to create your own vision in one of Sarasota’s most desirable waterfront buildings due to its convenient location within the downtown area. The larger floor plan is filled with natural light, enhanced by floor-to-ceiling hurricane impact windows and sliding glass doors that frame the bay while maintaining a sense of privacy and tranquility. Step onto your large balcony with sleek glass railings, an ideal vantage point to take in Sarasota’s breathtaking sunsets and celebrated events, including the annual Christmas boat parade. One Watergate is nearing completion of a comprehensive transformation designed to elevate every aspect of the living experience. The building has been freshly painted inside and out, with ongoing landscape enhancements creating a refined arrival. Interior corridors have been thoughtfully updated with new carpeting, modern lighting, fresh paint, and detailed trim work. The lobby and clubroom are undergoing a complete reimagining, curated to deliver a sophisticated and welcoming environment, while a state-of-the-art fitness center will soon be introduced exclusively for residents and their guests. Estimated completion is Summer 2026. Secure fob access and attentive onsite management provide an added layer of comfort and peace of mind. Resort-style amenities enrich everyday living, including a sunlit waterfront pool, two tennis and pickleball courts, outdoor grilling areas, and a beautifully updated social lounge. The residence includes one deeded covered parking space, with ample guest parking and additional secured levels for convenience. At One Watergate, Sarasota’s most sought-after experiences are just moments away. Enjoy a short walk to Marina Jack and Bayfront Park, or indulge in nearby five-star destinations such as Jack Dusty at The Ritz Carlton, Ocean Prime, and the Westin rooftop lounge, the highest vantage point in the city. Downtown Sarasota offers an exceptional lifestyle with renowned dining, boutique shopping, a vibrant arts scene, and the popular Saturday Farmers Market. Just over the Ringling Bridge, explore St Armands Circle and the pristine beaches of Lido Key. Cultural landmarks, including The Ringling Museum and Van Wezel Performing Arts Hall, are minutes away, along with convenient access to Sarasota Bradenton International Airport. More than a residence, this is a front row seat to the Sarasota lifestyle within a building undergoing an exciting evolution. Whether as a full-time home or seasonal retreat, this offering presents a compelling opportunity to enjoy the perfect balance of urban sophistication and waterfront serenity.
Listing Agent: Janette Schafer (954-298-7791)
2415 PELICAN DR, SARASOTA, FL 34237
$519,000362 Days on yellowkey MLS ID: A4650716
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensApartment
Taxes:$4,460
Remarks: Charming 1950s Florida Ranch-Style Duplex in Sought-After Terrace Gardens! Don't miss this rare opportunity to own a classic mid-century Florida ranch home, smartly divided into two separate units in the desirable Terrace Gardens community. Situated on an expansive corner lot, this property offers flexibility, income potential, and future development possibilities. Unit 2415 features 2 bedrooms and 1 bath, while Unit 2417 offers 1 bedroom and 1 bath—both currently rented. Inside, you'll find original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. Whether you're looking to generate rental income right away or dreaming of building your own custom home in a growing neighborhood filled with new construction, this property offers many options. Enjoy the lifestyle that comes with this prime location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
111 GOLDEN GATE PT #402, SARASOTA, FL 34236
$2,300,000530 Days on yellowkey MLS ID: A4628715
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2314 Built: 2024Monthly Fee: $2,757 Tax: $24,976 (2023)Community: EvolutionSpa: YesCondo
Taxes:$24,976
Remarks: Under contract-accepting backup offers. Step into Unit 402 at The Evolution, a luxurious condo nestled in the Golden Gate Point neighborhood in the heart of Sarasota. This fourth-floor residence spans 2,314 square feet of refined living space, offering 3 bedrooms, 3 bathrooms and a 2 car garage. The spacious open-concept living area presents breathtaking bay views and high-end upgrades, including Italcraft custom cabinetry, a full lighting package, and floor-to-ceiling impact-resistant windows for a seamless blend of elegance and resilience. This modern two-tone kitchen is perfect for both everyday living and entertaining, providing all the essentials for crafting culinary masterpieces. Outfitted with premium Sub-Zero and Wolf appliances, meal preparation becomes an enjoyable experience, while the induction cooktop ensures precise, energy-efficient cooking. The kitchen's aesthetic is further enhanced by a sleek quartz backsplash and a quartz waterfall island, which serves as a focal point for gatherings and casual dining. Just beyond, a spacious balcony with breathtaking views invites you to enjoy outdoor living and relaxation. The primary bedroom offers a serene retreat, a luxurious bathroom featuring custom cabinetry, an shower, and a standalone bathtub with city views. The two additional bedrooms, one with an en-suite bath, are perfect for family or guests. Additional conveniences include an in-unit laundry room and generous storage space throughout. The Evolution, home to just 20 exclusive condos, offers incredible amenities. When it's time to unwind, head to the rooftop sunbathing deck with a covered outdoor kitchen and barbecue area – the perfect spot for entertaining with stunning 360 views of the downtown and the bay. The clubhouse offers a pool table, sauna, and meeting rooms, providing spaces for both relaxation and productivity. The private concierge service is always ready to assist, ensuring you have access to entertainment and convenience at your fingertips. Each residence comes with a two-car garage. Some of the additional features include a quick-charging station for electric cars, an on-site car wash, and a grooming studio for your pets. Experience the ultimate in luxury living at The Evolution, where upscale amenities and stunning views of downtown Sarasota and the bay await. Embrace the vibrant lifestyle that comes with living in this remarkable community, where every detail is designed to enhance your quality of life.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
205 GOLDEN GATE PT #401, SARASOTA, FL 34236
$990,00066 Days on yellowkey MLS ID: A4683357
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1996Monthly Fee: $1,000 Tax: $11,511 (2025)Community: ToscanoSpa: NoCondo
Taxes:$11,511
Remarks: This Penthouse residence delivers the ultimate Golden Gate Point lifestyle where elegance meets effortless coastal living. This 4th-level penthouse blends authentic Southern European architecture with refined contemporary design. Thoughtfully designed with high ceilings, crown molding, and abundant natural light, this residence showcases an open-concept floor plan ideal for both everyday living and entertaining. The expansive great room flows effortlessly to a balcony with partial views of Sarasota Bay, city skyline exposure, and captivating bridge views creating a dynamic backdrop. The beautifully appointed kitchen features upgraded Bosch appliances, Italian LUBE cabinetry with generous storage solutions, and a layout that seamlessly connects to the dining and living areas; perfect for entertainment. Additional highlights include new flooring, built-in shelving, blackout shades, and a gas fireplace adorned with glass stones. A full-size laundry room with cabinetry and sink adds convenience and function. The spacious owner’s suite opens to a private balcony and offers tranquil views of downtown and the bay, creating a serene retreat day or night. The guest bedroom is equally inviting, complete with natural light and thoughtful storage. This penthouse includes two secure, gated, deeded parking spaces and a private storage room. Toscano is recognized as one of Golden Gate Point’s finest boutique buildings, intimate, well-built, and ideally positioned among luxury residences. Enjoy walkability to downtown Sarasota’s world-class dining and cultural venues, easy access to Lido Key’s white sand beaches, and proximity to the marina and bayfront parks.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Mimi Kruk (941-587-5188)
2187 MAIN ST, SARASOTA, FL 34237
$1,199,00065 Days on yellowkey MLS ID: C7522020
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2350 Built: 2023Monthly Fee: $446 Tax: $14,176 (2025)Community: School Ave TwnhmsTownhouse
Taxes:$14,176
Remarks: Luxury Downtown Sarasota Townhome - 2023 Build - Elevator - Private Lockout Experience elevated downtown living in this meticulously maintained 2,350 sq ft, four-story townhome built in 2023. Located in the heart of Sarasota and just steps to cafés, restaurants, boutiques, nightlife, and the waterfront, the location truly cannot be beat. Designed with modern sophistication, the home features porcelain flooring throughout, stunning wood staircases with sleek glass railings, and high-end finishes at every turn. The chef’s kitchen is ideal for entertaining with Frigidaire Gallery appliances, an Electrolux vented hood, gas cooktop, convection double oven, soft-close cabinetry, and a spacious open layout. A rare and versatile feature is the first-floor bedroom with full bath and private lockout — perfect for guests, a home office, multi-generational living, or potential rental income. With four levels of living space and a private elevator servicing each floor, the layout offers flexibility few downtown properties can match. Enjoy Florida living year-round with an outdoor kitchen plumbed for gas and equipped with a sink. Additional highlights include a two-car attached garage and thoughtful design throughout. Whether you’re seeking a polished primary residence, a luxurious downtown second home, or an investment opportunity in one of Sarasota’s most desirable locations, this property delivers unmatched versatility and value.
Listing is courtesy of: JOHN R WOOD PROPERTIES (239-472-2411)
Listing Agent: Jodi Palmer (248-762-7755)
4438 LONG COMMON LN #52, SARASOTA, FL 34235
$319,00014 Days on yellowkey MLS ID: A4689848
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1100 Built: 1988 Tax: $4,069 (2026)Community: Long CommonCondo
Taxes:$4,069
Tax Year: 2026
Remarks: ** STANDALONE VILLA IN GORGEOUS COMMUNITY JUST STEPS FROM THE POOL! ** This very rare standalone villa has all the benefits of single family living with the convenience of a condo - it's the best of both worlds! Located on a private cul-de-sac just steps from the pool, it also has GORGEOUS updated cabinetry throughout, a huge private lanai, and has been fully replumbed. Fresh paint and tons of windows make this home light, bright, open, and airy - and fully move-in ready! ** HOME FEATURES: * SUB ZERO REFRIGERATOR * Tiled in Main Living Area * Cul-de-sac Location * Vaulted Ceilings * Fresh Paint * INDOOR LAUNDRY ROOM * Dual Vanity * Two-Car Garage * Association Maintains Roof, Lawn, and Exterior Paint * LOCATION: The Meadows is a perpetual favorite among Sarasota communities! It's located just minutes from the shops and restaurants of UTC and I-75 with miles of sidewalks, lots of great communities, and even has its own 'downtown' area. This is a phenomenal opportunity to own in a great neighborhood!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Alex Krumm (941-234-3597)
3410 CHELMSFORD CT #3, SARASOTA, FL 34235
$417,50039 Days on yellowkey MLS ID: A4686671
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1649 Built: 1991 Tax: $2,746 (2025)Community: Chelmsford CloseVilla
Taxes:$2,746
Remarks: Enjoy sweeping golf course and lake views from this inviting 2BR/2BA + den villa with a 2-car garage and charming courtyard entry. The open living area flows seamlessly to an air-conditioned enclosed lanai, creating an airy, expanded space ideal for both relaxing and entertaining. A light-filled kitchen features a breakfast nook, solid- surface counters, stainless appliances, soft-close drawers, and convenient pull-out shelving. The primary suite is a peaceful retreat with scenic views, a spacious walk-in closet, and a tiled walk-in shower with a separate dressing area. A split-bedroom layout provides privacy for guests. Neutral tile flooring and classic plantation shutters add style and continuity throughout the home. A community pool is just steps away. Located within The Meadows, tropical resort-style setting, where residents enjoy miles of scenic trails, a fitness center, a Junior Olympic pool, pickleball, dining, golf, and a premier tennis complex with Har-Tru courts. Just minutes to UTC, Whole Foods, Fresh Market, Nathan Benderson Park, and a short drive to Sarasota’s award-winning beaches, arts, and culture—offering the very best of the Florida lifestyle.
Listing Agent: Marci Mcfarland (941-961-3390)
5515 ASHTON WAY #5515, SARASOTA, FL 34231
$275,00060 Days on yellowkey MLS ID: A4683535
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Monthly Fee: $315 Tax: $2,155 (2025)Community: Ashton Lakes 08Condo
Taxes:$2,155
Elementary School: Gulf Gate Elementary
Remarks: Motivated sellers!! Location! Location! Location! Only 3.5 miles to the world-famous Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. Close to I-75, rte. 41, shopping, schools, hospitals and restaurants. This 2-bedroom 2 bath walk-up unit has high ceiling, attic space, bright and airy. Unfurnished. Assigned new carport and screened lanai with lake view. Relax on the lanai watching our flora & fauna. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts & 4 pickleball courts,2 heated pools, one large with lap lane, shuffleboard, clubhouse, grilling stations, and other amenities. Our complex is connected by a foot bridge to Merchants Mart shopping center. Shops include CVS, ace hardware, liquor, Dollar store and the famous Detwiller's farm market for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Roof 2020. See attachments for disclosures and updates. Welcome to Ashton Lakes...a well-kept secret location!!
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$850,00073 Days on yellowkey MLS ID: A4682388
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
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