Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,0007 Days on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,366
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
4777 RINGWOOD MDW, SARASOTA, FL 34235
$550,00065 Days on yellowkey MLS ID: A4681651
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2089 Built: 1980Monthly Fee: $153 Tax: $689 (2025)Community: The MeadowsSingle Family
Taxes:$689
Remarks: This exquisitely landscaped home has been updated from the curb back to the family room. Pavers in the driveway lead to an epoxy-coated garage floor that adds durability and a clean, polished appearance. Continue walking around the house to an upgraded main entrance that showcases native plants, vibrant flowers, and stunning trees, including a Flamboyant Royal Poinciana, a Mature Mango tree, and a striking Blue Hawaii Jacaranda, creating exceptional curb appeal and a warm welcome for residents and guests alike. This green space also provides a private location for enjoyment and relaxation. Inside, the kitchen-dining-living-family room comprises the main living area, making it ideal for entertaining or spending quality time with family. The expansive layout and light-filled interiors create an immediate sense of calm and openness the moment you walk through the upgraded main entrance. The family room features sweeping glass walls that fill the space with natural light and frame calming views of birds and animals in the surrounding landscape. All glass in the home was upgraded to meet Florida hurricane standards. The split floor plan places the guest bedrooms on opposite sides of the home, ensuring comfort and privacy for everyone. A unique whole-house exhaust system provides enhanced ventilation, perfect for the chef of the home. This highlights upgraded appliances including a microwave (2025), AC (2023), refrigerator (2021), oven (2021), dishwasher (2021), washer (2020), and dryer (2020). The home is in The Meadows, a tranquil, master-planned community known for its lush, park-like landscapes, ancient oak hammocks, sparkling lakes, and miles of walking and biking trails. With no CDD fees and three golf courses with new professional management and optional memberships, The location offers an exceptional lifestyle in a serene natural setting. The property also enjoys peaceful views of one of the golf courses, adding to the sense of openness and tranquility. The location is unmatched, offering convenient access to Mote Marine Aquarium, Siesta Key Beach, Sarasota’s vibrant cultural arts scene, world-class theaters, UTC Mall, popular restaurants, Nathan Benderson Park, and the Sarasota–Bradenton International Airport. Schedule your private showing today and experience the exceptional lifestyle this home offers. The seller is open to negotiation, submit your offer.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Schepps (941-807-0880)
4810 BAY SHORE RD, SARASOTA, FL 34234
$1,175,000133 Days on yellowkey MLS ID: A4672800
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2073 Built: 1951Monthly Fee: $3 Tax: $14,334 (2024)Community: Sapphire ShoresSpa: YesSingle Family
Taxes:$14,334
Elementary School: Emma E. Booker Elementary
Tax Year: 2024
Remarks: Welcome to this exceptional mid-century modern pool home, perfectly situated in the sought-after Sapphire Shores neighborhood of Sarasota, just minutes from The Ringling and the downtown district. LISTED AT $150,000 BELOW RECENT LENDER APPRAISAL. Sapphire Shores is one of Sarasota’s most beloved neighborhoods, where you’ll find neighbors out walking, biking, and strolling with their dogs, creating a welcoming sense of community. Just moments from Sapphire Shores Park, residents enjoy sunsets over the bay, kayaking, fishing, and peaceful waterfront walks, with a dog-friendly atmosphere. It’s the kind of place that feels like a step back in time, where neighbors wave as you pass and often stop to chat, making it feel truly like home. Thoughtfully updated and beautifully maintained, this 3-bedroom, 2.5-bathroom home sits on an expansive one-third-acre corner lot just one block from Sarasota Bay. With a desirable western front exposure, the home is perfectly positioned to capture stunning sunset views while offering effortless access to Sarasota’s vibrant cultural scene. Inside, 2,073 square feet of living space unfolds across a well-designed split floor plan that blends timeless architectural character with modern upgrades. Sustainability meets sophistication with 24 solar panels that power the home and charge Tesla Powerwall System, providing backup energy while significantly reducing utility costs. A cement tile roof and Miami-Dade hurricane windows anchor the home’s durable and efficient design, complemented by energy-efficient systems including a low-energy Thermeau heat pump, a Trane XR air conditioning system with whole-home surge protection, and a Pentair pool pump. Interior spaces are filled with natural light and feature recessed and LED lighting, plantation shutters throughout, and engineered hardwood flooring. The primary suite offers a serene retreat with two walk-in closets complete with custom organizers, private access to a charming courtyard garden, and a spa-inspired ensuite bathroom showcasing a clawfoot soaking tub, dual marble-topped vanities, and a walk-in shower with built-in seating and shelving. Additional bedrooms and bathrooms are equally well-appointed, featuring thoughtful details such as cedar-lined closets. The chef’s kitchen offers generous granite countertop space, modern appliances, and views of the lanai and pool area. Outdoors, the expansive lanai, plumbed for natural gas, is ideal for entertaining or relaxing beside the saltwater pool and spa, equipped with a Dart Pool saltwater filtration system and a new pool filter (2023). Pre-drilled anchors for a child safety fence add peace of mind. The oversized yard is fully enclosed with PVC fencing for privacy and enhanced outdoor living. Lush landscaping is supported by a Rainbird irrigation system connected to a private well. Additional luxury features include a whisper-quiet hurricane-impact garage door, a mini-split AC system in the garage, and a Gorilla-finished garage floor. Modern conveniences continue with an EcoWater whole-house water filtration system, a Joli Vita Spa hot tub with 44 jets, and a thoughtfully designed laundry room featuring cabinetry, counter space, and a functional mudroom area. This house comes with a REDUCED RATE as low as 5.875% (APR 6.135%) as of 04/23/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christina Gaskill (941-539-0445)
2194 FRUITVILLE RD, SARASOTA, FL 34237
$849,000189 Days on yellowkey MLS ID: A4669205
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1850 Built: 2024Monthly Fee: $444 Tax: $11,000 (2024)Community: Premier On MainSpa: NoTownhouse
Taxes:$11,000
Elementary School: Alta Vista Elementary
Remarks: Visit the new furnished model next door at 2170 Fruitville Road. Open noon-3 p.m. on weekends or by appointment. Are you dreaming of the ideal Uptown location close to everything Sarasota, with its amazing arts and cultural district, culinary delights, proximity to the farmers market, the John Ringling Bridge and the new 53-acre public park right on Sarasota’s bayfront? Well, this is it! In the hot Uptown district, you will find Premier on Main, a redesigned, stunning contemporary boutique neighborhood offering just six unique contemporary townhomes in this building. This spacious, newly constructed residence offers 2,445 square feet of under-roof space including 1,850 air-conditioned square feet at the east end of Main Street. On your incredible rooftop deck, you can relax and lounge with an outdoor kitchen, optional grill and optional above-ground hot tub. On the garage level, you have a two-car garage, laundry closet, staircase and elevator and open space, ideal for a den or man cave! The staircase or elevator leads you upstairs to the main level of the four-level structure, where there is a spacious living room with expansive sliding doors that lead you onto a small terrace. Featuring contemporary designer finishes, high ceilings, plus a powder bath and chef’s kitchen with a stainless steel appliance package and huge entertaining island, along with a cozy dining room. The third level, or bedroom floor, offers two en-suite bedrooms and walk-in closet. Did we tell you about becoming a lounge lizard on your 374-square-foot entertainment rooftop deck, just the spot for a hot tub with views of the city and open air to enjoy the ideal Florida weather? This stunning contemporary design features designer-selected hard surface flooring, energy-efficient systems such as hurricane-rated ES impact windows and patio doors, recessed lighting, custom-contemporary European cabinetry with solid surface quartz countertops and under-cabinet lighting, high-efficiency HVAC system, plus all fire alarm and sprinkler systems. Contracts are being accepted today. Professionally managed homeowners association is in place, with low fees of just $394/month, and includes common area landscape maintenance, irrigation for landscape maintenance, private road maintenance, manager, liability insurance for the association. Don’t waste time and contact the agent for your private showing today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
152 AUDUBON PL, SARASOTA, FL 34237
$995,000296 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
Taxes:$9,900
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!
162 AUDUBON PL, SARASOTA, FL 34237
$995,000463 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
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
$1,150,000611 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
$950,00044 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
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
$515,000167 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
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
$849,90072 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
$999,000173 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
$164,9005 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
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)
1221 N PALM AVE #303, SARASOTA, FL 34236
$425,00091 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
$599,00089 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
$875,00037 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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
111 GOLDEN GATE PT #402, SARASOTA, FL 34236
$2,300,000533 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
$990,00069 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
$1,199,00068 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
$319,00017 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
$417,50042 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)
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