Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
3012 DESOTO RD, SARASOTA, FL 34234
$999,00077 Days on yellowkey MLS ID: A4678237
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3470 Built: 1957 Tax: $1,143 (2025)Community: Desoto AcresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,143
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Discover the extraordinary charm of 3012 Desoto Road, an exceptional property nestled in the heart of Desoto Acres. Spanning an impressive 2.4 acres—nearly a hectare of prime land—this unique estate features a serene pond and five on-site buildings. * * * Step inside the main house, a historic gem built in 1957, offering 3,470 square feet of character and warmth. Adorned with terrazzo floors, smooth ceilings, two inviting stone fireplaces, and warm wood paneling, this home exudes the timeless charm characteristic of properties of its era. With five spacious bedrooms and a den equipped with a Murphy bed—often utilized as a sixth bedroom—there’s ample space for family and guests. The large pool, enclosed in an elevated cage installed in 2012, invites you to relax and enjoy the view of the expansive surrounding property and spectacular canopy trees. The large on-property pond offers peaceful spaces for quiet reflection and the enjoyment of its natural beauty. * * * The delightful 1,000-square-foot guest house, built in 1994 and fully renovated just three years ago, features one bedroom and a full bath, making it perfect for visitors or as a private retreat. * * * Among the 3 additional on-site buildings, you’ll find a self-contained, air-conditioned atomic bomb shelter with a ½ bath that dates back to the 1950s (remember the Cold War or the Bay of Pigs?) - - - it is still fully functional today; a handy storage shed; and, even though the home is connected to public water, the water utility building houses a water pump, ensuring you have reliable access to water in any emergency. * * * This property has a rich history, having served as an auxiliary rectory for Catholic priests for decades. The expansive property provides a serene sense of seclusion - - - and with 14 strategically placed security cameras, an unparalleled sense of safety. * * * All the windows are hurricane-strength, the pool was just resurfaced in 2023, and the inclusion of an electric car charger in the two-car garage adds to the property’s modern conveniences. Offered with most furnishings included, this home is not just a place to live but a unique lifestyle opportunity. Its distinctive character has even attracted the attention of television, with an episode of "Cops" filmed inside, making it a part of pop culture lore. Don't miss your chance to own this remarkable estate!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
1111 RITZ CARLTON DR #1803, SARASOTA, FL 34236
$3,895,000136 Days on yellowkey MLS ID: A4641539
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4276 Built: 2001 Tax: $55,267 (2024)Community: Residences At The Ritz CarltonCondo
Taxes:$55,267
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Move in ready Ritz Carlton Penthouse is the mark of distinction worldwide. 1111 Ritz Carlton Drive, Unit 1803, Sarasota, Florida is a true penthouse perched atop the prestigious Ritz-Carlton Residences and hotel. This 4,276-square-foot masterpiece offers breathtaking panoramic views of Sarasota Bay and the vibrant downtown skyline. Meticulously remodeled, this residence boasts three spacious bedrooms, each with a versatile den/office space, and luxurious en-suite bathrooms. The mother-in-law suite includes its own den, kitchen, and entrance with doorbell. The open concept living area features rich wood floors and expansive windows that flood the space with natural light and showcases stunning water vistas. The state-of-the-art kitchen is a chef’s dream, equipped with brand-new Wolf appliances, a Sub-Zero refrigerator, and elegant solid wood cabinetry. The master suite is a private sanctuary, offering a lavish bathroom and a huge custom walk-in closet. Living at this Ritz holds a special significance. Residents enjoy exclusive access to Ritz-Carlton’s world-class amenities, including a heated bayfront pool and spa. Uniquely in Sarasota, you and your guests will be greeted by a Ritz Carlton attendant who will cover your chaise lounge, give you pool towels with one rolled on which to rest your head, and bring you a bucket of ice with bottled water. Menu service of drinks, cocktails, and food can be charged to your Residences personal tab. Valet guest parking is available at the main hotel entrance. The property comes with three premium extra wide parking spaces and two spacious storage areas. Newspaper and package delivery to your unit are two more of the many services. Don’t feel like making breakfast, lunch, or supper? Call Ritz Carlton room service from Jack Dusty’s kitchen for white linen service in your room for you, two, or the whole family. Or maybe just a late-night dessert. The Ritz Carlton hotel provides coastal sophistication dining with two in building restaurants, Jack Dusty’s and The Rafa. Situated in the heart of Sarasota, you’re just moments away from Marina Jack, upscale dining such as the new Ocean Prime, boutique shopping, and the rich cultural offerings of the Theater District and Van Wezel Performing Arts Hall. The pristine Gulf beaches are also within easy reach, making this residence the epitome of sophisticated coastal living. Located as the hub of Sarasota’s finest neighborhood you will experience the pinnacle of elegance and comfort in this exceptional Ritz-Carlton penthouse. Be treated with the luxury you deserve. It can all be yours – always!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tom Cinquegrano (941-284-5049)
5310 N TUTTLE AVE, SARASOTA, FL 34234
$850,00010 Days on yellowkey MLS ID: A4685035
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2408 Built: 1956 Tax: $7,598 (2025)Community: Desoto AcresSingle Family
Taxes:$7,598
Remarks: Invest in one of central Sarasota’s most versatile acreage opportunities with this gated 2.23-acre RE1-zoned estate in the historic Desoto Acres community, offering rare land-use flexibility with no active HOA and no enforced deed restrictions. Positioned for future growth, the property is fully secured with perimeter fencing and an electronic security gate at the 53rd Street entrance, with dual asphalt driveways already installed to support expanded use. A cleared and prepped secondary build site provides immediate potential for a detached guest house, ADU, or professional-grade workshop. Approximately $106,000 in recent capital improvements—including a 2023 roof, 2019 HVAC, new water heater, heavy-duty double septic system with lift station, and a deep-drilled 251-ft well recently rejetted with a brand-new submersible pump—significantly reduce future infrastructure costs and strengthen development readiness. While the existing residence is dated, it is fully functional and refreshed with a brand-new mini-split system in the owner’s suite, providing immediate climate-controlled comfort for a primary resident or a phased renovation project. A four-car garage configuration includes an oversized attached two-car garage and a detached air-conditioned workshop, plus 50-amp RV hookups to accommodate specialty storage needs. Located just minutes from UTC and downtown Sarasota, this property represents a strategic land-bank or custom compound opportunity with substantial upside potential. This is a rare find for the buyer who values independence, infrastructure, and a blank canvas for their Florida lifestyle. Schedule your private tour and evaluate the possibilities today.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Tory Uccello, Jr (941-504-8052)
3876 PRUDENCE DR, SARASOTA, FL 34235
$332,5001 Day on yellowkey MLS ID: A4688372
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1211 Built: 1961 Tax: $2,837 (2025)Community: Kensington ParkSingle Family
Taxes:$2,837
Elementary School: Gocio Elementary
Remarks: KENSINGTON PARK where we have NO HOA rules AND NO HOA FEES! LOCATION, LOCATION, LOCATION...Near UTC, shopping, downtown, beaches and I-75! BONUS: you have a new park/playground was just installed on 27th Parkway. Check out the contemporary A-Frame style home with Cathedral (high) ceilings throughout AND Transome windows letting the morning sun in! The 2 bedroom, 2 bath home has an addition that could easily be converted into a PRIMARY and 3rd bedroom with private bath and exterior door to the back yard but still part of the main home access. HOW ABOUT A NEW METAL ROOF and NEW 200 AMP ELECTRIC PANEL plus A NEW ELECTRIC POLE? The washer and dryer are only one year old and most other appliances are 13 years old. TWO of the exterior doors are scheduled to be replaced and on special order now...paid for by the owner/seller. The carport has been converted into a covered/screened lanai. The HVAC ($6400) was installed in 2022 and the Sewer lines replaced in 2013 ($7,800)! COME STEAL THIS HOME TODAY for $332,500!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
1039 23RD ST, SARASOTA, FL 34234
$675,00020 Days on yellowkey MLS ID: A4686390
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1951 Tax: $7,175 (2025)Community: Sylvan ShoresSingle Family
Taxes:$7,175
Remarks: Completely rebuilt in 2017, this beautifully updated 3-bedroom, 2-bath home offers modern construction and thoughtful design throughout. Major improvements include new plumbing, updated electrical with a new meter, a new AC system with updated ductwork, a metal roof with new trusses, and modern windows for added efficiency and peace of mind. The single-story layout offers 1,513 sq ft of well-designed living space featuring tile flooring throughout, tray ceilings with integrated lighting, and a vaulted ceiling in the living room that creates a bright, open feel. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. An 8-foot sliding glass door opens to a covered porch and a large fenced backyard, creating an easy indoor-outdoor lifestyle. The kitchen features sleek countertops, modern cabinetry, and Whirlpool stainless steel appliances with ample counter space and storage. Bedrooms are spacious and filled with natural light. The primary suite includes a modern en-suite bath with dual sinks and a walk-in shower, while both bathrooms feature clean, contemporary finishes. The backyard offers plenty of room to add a pool and create your own private outdoor retreat. No HOA. The home can be sold furnished or unfurnished. Strong investment potential in a favorable short-term rental market, ideal for buyers seeking income opportunities. Conveniently located just minutes from the Ringling Museum, downtown Sarasota, St. Armands Circle, Sarasota-Bradenton International Airport, and the beaches of Lido Key and Longboat Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
845 BENJAMIN FRANKLIN DR #302, SARASOTA, FL 34236
$444,00027 Days on yellowkey MLS ID: A4685441
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 756 Built: 1974 Tax: $5,928 (2025)Community: Presidential TheCondo
Taxes:$5,928
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: BEACH LOVERS WANTED! You can experience the Lido Key lifestyle daily in this updated 1-bedroom + den 3rd floor Condo with pool and peakaboo view of the Gulf of Mexico. Ideally located directly across from Lido Beach and a short walk to St. Armand Circle, Ted Sperling Park, and Lido Beach Park. Perfect for easy beach-to-door living!! With only 40 Units, this Boutique Community is your perfect hideaway. The property abounds with palm trees and exotic plants. There is elevator access or two sets of stairs. Recent Condo updates include custom reclaimed wood kitchen & bathroom cabinetry (from the Brooklyn Shipyard), newer appliances-stone tiled bathroom- air conditioning-hot water heater-and impact sliding doors. Being offered completely furnished (*except some artwork, antiques)- just bring your suitcases! The Bayrunner Trolley stops out front and is free. Enjoy Sarasota's extensive Arts, Restaurants and nightlife without ever worrying about parking after your day in the sun. Make an appointment to see this gem now.
4511 DEL SOL BLVD S, SARASOTA, FL 34243
$454,90072 Days on yellowkey MLS ID: A4679694
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1995Monthly Fee: $11 Tax: $3,357 (2025)Community: Longwood RunSingle Family
Taxes:$3,357
Remarks: Located in the desirable Longwood Run – Del Sol Village community, this beautifully maintained 3-bedroom, 2-bath residence offers privacy and peaceful preserve views. Soaring ceilings and abundant natural light enhance the open-concept layout, designed for both comfortable daily living and entertaining. Plantation shutters add character, and the spacious lanai overlooks a lush natural backdrop. Major updates include a new HVAC system (2026) with a 10-year warranty, a newer roof (2018), a whole-house water softener, a triple-filter kitchen water system, and an upgraded 50-gallon water heater. The extra-long garage accommodates larger vehicles. Situated in Flood Zone X with a low HOA, the community is bike-friendly and pet-friendly, and conveniently located near Sarasota’s beaches, upscale shopping, dining, and cultural attractions. Move-in ready and thoughtfully updated, this home offers privacy, comfort, and convenience in a serene setting.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Louis Wery (941-232-3001)
1513 OAK ST #18, SARASOTA, FL 34236
$1,499,00086 Days on yellowkey MLS ID: A4677602
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1910 Built: 2007 Tax: $9,605 (2025)Community: Burns Court VillasCondo
Taxes:$9,605
Remarks: Located in the heart of Sarasota’s iconic Burns Court, this three-bedroom, two-story residence at Burns Court Villas offers the privacy and comfort of a single-family home with the walkability and energy of downtown just outside your door. Spanning more than 1,900 square feet, the thoughtfully designed layout is enhanced by multiple outdoor living spaces—including the largest private courtyard in the community and three private bedroom balconies. A solid mahogany front door opens to refined interiors featuring travertine flooring, high ceilings, crown molding, and abundant natural light filtered through impact-rated windows and doors. The main level flows seamlessly from the living room—anchored by a gas fireplace and custom built-ins—to the formal dining area and sunlit family room overlooking the lush courtyard, creating an ideal setting for entertaining or everyday living. The gourmet kitchen, remodeled in 2023, is equipped with custom wood cabinetry with soft-close drawers and pull-out storage, under-cabinet lighting, and thick quartz countertops. The extended island offers room for dining in. Premium appliances include a Sub-Zero refrigerator, Viking gas range, hood and range, and Miele dishwasher. Upgraded LED lighting enhances both function and atmosphere throughout the home. Upstairs, Brazilian cherry engineered hardwood flooring leads to a serene primary suite with a private balcony, custom walk-in closet, and a fully renovated en-suite bath (2025) featuring dual vanities topped with quartz counters, a tile-and-glass walk-in shower with built-in bench seating, and a dedicated makeup area. Two additional guest suites—each with its own balcony—share a beautifully reimagined full bath with high-end finishes. A second-floor laundry room with storage cabinetry adds everyday convenience. Residents of Burns Court Villas enjoy a tranquil, gated setting with trellised stone walkways, a heated courtyard pool and spa, lounge area with outdoor fireplace, secure parking, and enhanced perimeter security with fob-access gates. As an added convenience, the Association also covers many utilities including management, ground maintenance, pest control, water, sewer, and waste collection. Perfectly positioned moments from Downtown Sarasota, this residence places you in an ideal walkable location to Sarasota’s Cultural Coast. Enjoy the convenience of city living, near the Bayfront, Marina Jack, theaters, museums, galleries, farmers markets, and acclaimed dining along Main Street. St. Armands Circle, Lido Beach, and Sarasota’s Gulf beaches are just minutes away, offering the ideal balance of cultural vibrancy and coastal living. A rare opportunity to enjoy refined city living within one of Sarasota’s most distinctive downtown enclaves.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
1558 4TH ST #216, SARASOTA, FL 34236
$775,000187 Days on yellowkey MLS ID: A4665163
REDUCED by $70,000 (8.3%) on 04/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 2024Monthly Fee: $994 Tax: $8,489 (2025)Community: Zahrada 2Condo
Taxes:$8,489
Remarks: **Motivated Seller in the Exquisite Rosemary District!** Experience Sarasota at full speed in this chic, Rosemary District pied-à-terre! Step outside and you’re instantly surrounded by the very best of downtown and the vibrant Rosemary District—art galleries, theaters, boutiques, cafés, waterfront parks, and world-famous Gulf beaches just minutes away. This is the heartbeat of Sarasota, and you’re living right in the middle of it. Be the first to call this brand-new, never-lived-in 2-bedroom, 2-bath modern home your own. Chef’s kitchen with glittering quartz counters, stainless-steel appliances, and designer two-tone cabinetry with lacquered uppers. Slide open the glass doors and step into your private courtyard oasis—the perfect spot to enjoy your morning coffee or cocktails beneath the stars. Head upstairs to your loft bedroom retreat, complete with city views, an ensuite bath, and a custom-built closet. The living space is drenched in natural light thanks to an enormous two-story window, highlighted by a vaulted ceiling. Beautiful tile flooring runs throughout, adding style and easy-care comfort. Enjoy secure, under-building parking for one vehicle, plus abundant street parking right outside your door. This home is the perfect blend of luxury, convenience, and urban excitement!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Ian Schmitzerle (734-664-5466)
5515 ASHTON WAY #5515, SARASOTA, FL 34231
$275,00038 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
High School: Riverview High
Remarks: 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)
5241 MARSH FIELD LN #18, SARASOTA, FL 34235
$279,99938 Days on yellowkey MLS ID: A4683247
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1725 Built: 1981 Tax: $3,530 (2025)Community: Villa MajorcaVilla
Taxes:$3,530
Remarks: Are you ready to step into a piece of the past and transform it into your dream home? This unique opportunity awaits in the sought-after community of The Meadows, renowned for its serene environment, golf courses, walking trails, amenities, and vibrant lifestyle. Presenting a charming 2-bedroom, 2-bath villa complemented by a convenient den and a spacious 2-car garage, all enveloped in the classic charm of the 1980s. It’s your chance to bring your personal updates or a refreshing retro twist to this solid foundation. Original 1980s architecture, offering a solid foundation for personalization. 2 spacious bedrooms and a versatile den for work or relaxation. 2 bathrooms that can be customized to your style. Attached 2-car garage, providing ample storage and parking space. Positioned within a community known for its scenic landscaping and welcoming atmosphere. Whether you're starting a family or seeking a cozy retreat, this villa's adaptable layout can be tailored to fit a variety of lifestyles. Its original state provides a unique opportunity to infuse your own style, making it ideal for those with a vision for design and renovation. This home is ready to embrace the memories of the past while welcoming new ones.Nestled in The Meadows community, this villa offers the perfect blend of tranquility and convenience. Enjoy close proximity to the University Town Center's array of shops and restaurants, making it easy to enjoy local dining and retail therapy. The surrounding area offers ample green spaces and community activities, providing a lifestyle that balances leisure with the vibrancy of Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Goldstein (941-587-3876)
2100 BENJAMIN FRANKLIN DR #203, SARASOTA, FL 34236
$475,000145 Days on yellowkey MLS ID: A4671669
REDUCED by $20,000 (4.0%) on 04/01/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 778 Built: 1968 Tax: $4,748 (2024)Community: Lido Harbour SouthCondo
Taxes:$4,748
Remarks: Enjoy beachside living at Lido Harbour South on Lido Key. This east-facing condo features one bedroom, one and a half baths, and a bright, inviting layout. The kitchen offers granite countertops and stainless steel appliances, while the enclosed Florida room, with hurricane-impact windows, a ceiling fan, and a closet, provides the perfect spot to relax and enjoy the morning light. For added convenience, a washer is located in the primary bedroom closet, with a communal laundry room on the same floor. Residents have private beach access, a community pool, and a patio area with tables, lounge chairs, and an outdoor shower - everything needed for the perfect day in the sun. In the evenings, take in breathtaking sunsets from the private beach. Ideally located near Ted Sperling Park at South Lido Key Beach, where you can explore scenic nature trails or kayak through peaceful mangrove tunnels, and only minutes from St. Armands Circle's renowned dining and boutiques and the vibrant arts and culture of Downtown Sarasota, this condo captures the essence of relaxed island living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maria Beck, Pa (646-531-4118)
5246 MARSH FIELD LN #1, SARASOTA, FL 34235
$271,000164 Days on yellowkey MLS ID: A4669210
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $2,898 (2024)Community: Wedgewood LakeCondo
Taxes:$2,898
Remarks: Welcome to this beautiful 2-bed, 2-bath first-story end unit in the sought-after Wedgewood Lake community within The Meadows! Conveniently located in the heart of University Center. A perfect balance of peaceful privacy and prime location. Inside, you’ll find an open floor plan with updated floors throughout and abundant natural light. The screened lanai offers a serene spot to relax and enjoy the lush surroundings year-round. The spacious primary suite includes recently remodeled en-suite bath and large walk-in closet, your perfect retreat. The Meadows is an outdoor paradise with 85+ lakes, 14 miles of trails, and a heated pool. Perfect for an active lifestyle! Minutes from I-75, UTC shopping, dining, and entertainment. Benderson Park and nature trails are just around the corner. This is the lifestyle you’ve been waiting for. Schedule your private showing today before it’s gone!
1111 N GULFSTREAM AVE #9F, SARASOTA, FL 34236
$769,000185 Days on yellowkey MLS ID: A4663815
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1577 Built: 1974Monthly Fee: $1,600 Tax: $11,054 (2024)Community: One WatergateCondo
Taxes:$11,054
Remarks: This is a fantastic chance to own a corner unit in the heart of downtown Sarasota on the 9th floor, where you can bring your unique design ideas to life. You could even open up some walls to create an open floor plan in the kitchen. The condo has stunning panoramic views that stretch from Siesta Key to Lido Key, Longboat Key, and beyond. The common area and lobby are currently being renovated, so you’ll get a fresh and modern vibe. From every room, including the spacious wrap-around balcony or porch, you can enjoy the beautiful waterfront of Sarasota. The kitchen, dining, and living spaces are surrounded by floor-to-ceiling impact-rated windows and doors, so you’ll have plenty of natural light. One Watergate is a top-notch downtown community that offers resort-style amenities to make your living experience even better. These amenities include a heated pool, barbecue/picnic area, tennis and pickleball courts, fitness center, and clubroom, all on beautifully maintained grounds. You’ll also have onsite management, assigned parking, guest parking, electric auto charging stations, and bike/kayak storage. One Watergate’s prime location makes it easy to get to all the great places to eat, go to the theater, shop, and explore Sarasota. If you’re looking for a peaceful and desirable place to live, this unit is the perfect opportunity to make your dreams come true.
Listing Agent: Babette Paige (941-587-1045)
217 S SHADE AVE, SARASOTA, FL 34237
$1,899,000395 Days on yellowkey MLS ID: A4628117
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Tax Year: 2023
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
226 GOLDEN GATE PT #21, SARASOTA, FL 34236
$819,000157 Days on yellowkey MLS ID: A4669998
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 1968 Tax: $7,727 (2024)Community: Harbor House WestCondo
Taxes:$7,727
Remarks: With panoramic water views and a refined coastal aesthetic, this Sarasota Bay–facing condominium on Golden Gate Point offers an exceptional balance of style, comfort, and location. The residence comes furnished and boasts an open floor plan designed to maximize natural light and stunning vistas through impact windows. Remote-controlled blinds, soft neutral tones, and crown molding establish an elegant coastal palette, while porcelain tile flooring flows seamlessly throughout. The kitchen serves as the home’s centerpiece, showcasing marble countertops, a stylish tile backsplash, and an expansive island with seating, perfect for entertaining or casual dining. Soft-close cabinetry pairs beautifully with Samsung stainless steel appliances, including a refrigerator, electric range, dishwasher, and counter-depth microwave. The adjacent living and dining spaces open to dramatic bay views that set the mood for colorful sunsets reflecting off the John Ringling Bridge. The primary suite is a serene retreat with plantation-shuttered windows, a custom California Closet system, and a spa-inspired ensuite bath featuring a marble-topped vanity, walk-in shower, and Wendell bidet toilet. The guest bedroom includes a California Closet system and frosted-glass barn doors, while the nearby full bath continues the modern design with a walk-in shower, marble vanity, natural light, and a matching Wendell bidet toilet. Additional highlights include an LG stackable washer and dryer, tankless water heater and assigned covered parking. Harbor House West also provides a day dock, ample guest parking, and a pet-friendly environment within a secure, well-managed community. Set within walking distance to the marina, Bayfront Park, and downtown Sarasota’s acclaimed restaurants, galleries, and theaters, this residence offers the ultimate blend of coastal serenity and urban sophistication, a front-row seat to the city’s most breathtaking sunsets and skyline views.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5631 PIPERS WAITE #12, SARASOTA, FL 34235
$515,000142 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 WaiteVilla
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. Hurricane-impact 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 Agent: Robert Krasow (941-363-6507)
2019 CHIPPAWA PL, SARASOTA, FL 34234
$749,00031 Days on yellowkey MLS ID: A4685039
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2584 Built: 1950 Tax: $5,964 (2025)Community: Sylvan ShoresSingle Family
Taxes:$5,964
Remarks: This unique and serene home offers plenty of space to live and entertain comfortably and is in a sought-after West of the Trail neighborhood just two miles north of downtown Sarasota. Multiple living/family rooms provide an array of design options. The split layout affords privacy with two beds and a bath to the left of the front living room, off the back living space to the left is another bedroom and primary suite is to the right. The rear wall of sliding glass doors overlooking the lovely fenced pool/patio/yard allows you to enjoy the always summer Florida lifestyle! Potential exists to divide the home into two separate living units, should this catch your eye as an investment property. There is no shortage of activities nearby, just a short walk through this delightful tree-lined neighborhood will lead you to Indian Beach/Sapphire Shores to watch the incredible sunsets. You will also find several parks within a short distance, including The Bay where you can launch your kayak or partake in free community events. If boating is your thing, you're covered there too, with multiple marinas close by. The famous silky sand of Siesta Key Beach is less than a 20-minute drive, and SRQ airport is just 10 minutes away. The many amazing shops, theaters and restaurants downtown will keep your social calendar booked. Don't let this gem pass you by.
Listing Agent: Pamela Hogan (941-424-8706)
300 S PINEAPPLE AVE #302, SARASOTA, FL 34236
$1,649,000192 Days on yellowkey MLS ID: A4665439
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2291 Built: 2016 Tax: $19,826 (2023)Community: SansaraCondo
Taxes:$19,826
Remarks: Sansara Residence 302 | Boutique Downtown Luxury with Over 2,200 SF! Discover refined downtown living at Sansara, where modern design meets serene, resort-inspired luxury in the heart of Sarasota’s most walkable district. Just steps from the boutiques and cafes of Burns Court and minutes to the waterfront, Residence 302 offers an elevated retreat framed by lush greenery, sparkling pool views, and the soft glow of Sarasota’s city lights. Inside, nearly 2,300 square feet of thoughtfully curated living space unfolds with effortless elegance. Floor-to-ceiling glass filters natural light across wide-plank flooring, custom cabinetry, designer lighting, and motorized shades. The gourmet kitchen blends style and function with European soft-close cabinetry, quartz surfaces, a wine refrigerator, and premium Bosch appliances—an ideal backdrop for intimate dinners or laid-back evenings with friends. A spacious great room opens to a private terrace, inviting you to enjoy quiet morning coffee or sunset breezes above the pool deck. The split layout offers three bedrooms and three baths, each designed for comfort and privacy. The primary suite features a generous custom closet and spa-like bath with dual vanities and a walk-in shower. Two guest suites—one ideally suited as a den or office—provide flexibility for hosting or working from home. Outside your door, Sansara’s boutique amenities create a resort-worthy lifestyle: a heated saltwater pool and spa, cabanas, firepit lounge, outdoor kitchen and grill, plus a well-appointed fitness center—all secured within a private, gated setting. Some furnishings in Residence 302 are available for purchase, allowing you to move in with ease—or begin with a blank canvas and craft your bespoke dream home within one of downtown Sarasota’s most coveted boutique buildings. Experience the rare blend of sophistication, privacy, and walkability that defines life at Sansara. Welcome home to 300 S Pineapple Avenue, Residence 302.
Listing Agent: Emmy Fitzpatrick (608-577-0053)
226 GOLDEN GATE PT #12, SARASOTA, FL 34236
$1,394,000231 Days on yellowkey MLS ID: A4658540
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1823 Built: 1968 Tax: $12,928 (2024)Community: Harbor House WestCondo
Taxes:$12,928
Remarks: One or more photo(s) has been virtually staged. Positioned on Sarasota’s sought-after Golden Gate Point, this exceptional Harbor House West residence combines waterfront luxury with the ultimate in city convenience. Just moments from the vibrant energy of downtown, enjoy effortless access to world-class dining, boutique shopping, cultural venues and waterfront promenade, all while returning home to a serene retreat with captivating views of Sarasota Bay, the Ringling Bridge and the barrier islands beyond. Reimagined in 2025, this residence showcases a fresh, refined aesthetic and thoughtful enhancements that make it the remarkable home it is today. Go through the glass front door into a light-filled open layout enhanced by tile flooring and crown molding in the main areas. The great room centers around a striking fireplace accent wall, while a wall of sliders frames an unforgettable panorama of the bay and bridge, where the water glistens by day and sunsets ignite the sky each evening. Just beyond, a concrete-enclosed patio offers a private setting for dining and lounging against the stunning waterfront backdrop. The beautiful new kitchen is a showpiece, featuring GE stainless steel appliances, including an induction cooktop, microwave drawer, and oven, plus a Fisher Paykel refrigerator, quartz countertops, tile backsplash and abundant wood cabinetry with upgraded hardware. A convenient laundry room with a stackable washer and dryer and extra storage enhances everyday functionality. Three spacious bedrooms ensure comfort and privacy. The primary suite boasts an expansive custom walk-in closet, oversized window with breathtaking bridge and bay views, and a spa-like bath with a long dual-sink vanity, linen cabinet and walk-in shower. Two guest suites each offer large closets and picture windows with water views. Additional highlights include assigned covered parking accessible from the unit with EV charger wiring run to carport ceiling for future installation, a day dock, ample guest parking, and pet-friendly living. Harbor House West provides a secure, well-managed community in a prime waterfront setting, delivering a balance of coastal serenity and downtown sophistication.
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