Location: Sarasota
Do Not Show Listings
1702 WALDEMERE ST, SARASOTA, FL 34239
$1,375,00066 Days on yellowkey MLS ID: A4690683
2 Days Off yellowkey (back on 6/1/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1950 Tax: $1,597 (2025)Community: Hudson BayouSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,597
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Wonderful opportunity to build your dream home in the heart of Sarasota. Found in the desired West of Trail area, this quarter acre lot is 75' wide and offers endless possibilities. Located only one block from Sarasota Memorial Hospital, three blocks to Southside Village with tons of wonderful restaurants and shops, along with Morton's Market, and less than 1.5 miles to Main St in Downtown Sarasota. Also, conveniently right between our two beautiful white sand beaches - Lido and Siesta Key. Come build your perfect piece of paradise in Sarasota, Florida!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Victoria Beckham (941-544-6734)
727 N JEFFERSON AVE #727, SARASOTA, FL 34237
$219,000533 Days on yellowkey MLS ID: A4634891
REDUCED by $26,000 (10.6%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1983Monthly Fee: $557 Tax: $2,761 (2024)Community: Jefferson PinesVilla
Taxes:$2,761
Tax Year: 2024
Remarks: Welcome to your newly renovated two bedroom two bath villa/condo in the community of Jefferson Pines. Close proximity to downtown Sarasota to experience all the restaurants, shopping and waterfront the city has. This unit has been completely remodeled from top to bottom to include vinyl flooring and 6 inch baseboard throughout, recessed lighting throughout, new air conditioning unit in 2024, new hot water heater in 2024, new bathrooms, vanities, showers, and tub, as well as a completely remodeled kitchen with solid wood cabinets, and all new stainless appliances and of course fresh paint throughout the unit. Also, a completely new lanai enclosure as well as new concrete slab. The community itself has matured landscaping, a community pool and is a very quiet, peaceful neighborhood. The unit also includes two numbered/assigned parking spots directly in front of the unit for your convenience. If you’re looking for all the conveniences of Sarasota and a move-in ready Villa come take a look. Motivated Seller, Let's talk today!
Listing is courtesy of: ESLINGER REALTY INC (941-915-9961)
Listing Agent: Andy Mcdonald (941-724-6207)
3127 BAY SHORE RD, SARASOTA, FL 34234
$2,750,00096 Days on yellowkey MLS ID: A4687057
REDUCED by $200,000 (6.8%) on 06/01/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3219 Built: 1953 Tax: $26,788 (2025)Community: Indian Beach Map OfSingle Family
Taxes:$26,788
Remarks: 60% OWNER FINANCING AVAILABLE - Open the gate and arrive at your private waterfront retreat on Bay Shore Road, where every day revolves around the water. Step into your backyard and onto your dock, complete with a dedicated jet ski and kayak lift platform (can be converted easily to boat lift), designed for effortless access and enjoyment. Spend your days by the pool and your evenings taking in sunset views over the bay from the pool deck or the large master bedroom balcony. This is waterfront living that feels both private and effortless. The home has been thoughtfully upgraded to enhance both comfort and resilience, featuring impact glass windows and doors for added protection during storms. Notably, the house DID NOT EXPERIENCE FLOODING during recent major hurricanes. Recent improvements include brand new sand finish stucco, new seawall, new dock with jet ski and kayak lift platform, new pool heater, Tesla charger, and two new gate motors. An impact-rated garage door is currently being installed. Set behind a private gate and located just minutes from downtown Sarasota, dining, and shopping, this property offers a rare combination of lifestyle, upgrades, and location.
Listing is courtesy of: LUXIO REAL ESTATE LLC (941-266-0300)
Listing Agent: Hugo Gagliardi (941-266-0300)
160 GARDEN LN, SARASOTA, FL 34242
$4,250,000302 Days on yellowkey MLS ID: A4663247
1 Days Off yellowkey (back on 4/16/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4086 Built: 2025 Tax: $10,687 (2024)Community: Siesta Rev Plat OfSpa: YesSingle Family
Taxes:$10,687
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
1405 INGRAM AVE, SARASOTA, FL 34232
$339,000197 Days on yellowkey MLS ID: A4674354
REDUCED by $10,900 (3.1%) on 06/01/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 874 Built: 1958 Tax: $860 (2024)Community: Bahia Vista HeightsSingle Family
Taxes:$860
Remarks: PRICE IMPROVEMENT!!!LOCATION! LOCATION! LOCATION! Backs up to the NEW LEGACY TRAIL!!! 3 Bedroom Home with a Carport!!Solid home with terrazzo floors throughout. New Roof, Hurricane Impact Windows and Doors in 2014. Good bones, just needs some TLC and updating. NO deed restrictions or HOA! Plenty of space for RV or boat parking! Centrally located in the heart of Sarasota, Just a short walk to Der Dutchman Amish restaurant and the Village of Pinecraft, minutes from everything including I-75 and downtown. See it today!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
3331 OLD OAK DR, SARASOTA, FL 34239
$1,895,000178 Days on yellowkey MLS ID: A4675449
REDUCED by $55,000 (2.8%) on 06/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2483 Built: 1950 Tax: $18,715 (2025)Community: Shoreland Woods SubSpa: YesSingle Family
Taxes:$18,715
Remarks: A private, gated masterpiece where Old Florida romance meets modern coastal luxury. Tucked within the coveted West of the Trail enclave, this exquisitely reimagined estate delivers a rare blend of architectural heritage, refined craftsmanship, and elevated contemporary living. Beyond the stately motorized wrought-iron gate, a sweeping brick-paver drive meanders beneath towering live oaks, setting an unforgettable first impression of timeless elegance and privacy. Wrapped in a freshly painted pecky cypress façade and crowned by a newer standing-seam metal roof, the residence honors classic Florida design while embracing today’s luxury standards. Inside, a welcoming foyer unfolds into an airy, open-concept living space anchored by rich natural wood floors and impeccable finishes throughout. A dramatic dual-sided stone fireplace creates a striking focal point between the living and dining areas, while a sophisticated dry bar sets the stage for effortless entertaining. A private office—thoughtfully positioned away from the main living areas—offers flexibility as a refined workspace or guest retreat, complete with an adjacent half bath. At the heart of the home, the chef’s kitchen is nothing short of spectacular, featuring premium stainless steel appliances, a natural gas range, custom cabinetry, designer backsplash, and an oversized marble island that commands attention. A built-in coffee bar adds a touch of indulgence, while French doors invite the outdoors in. Step into a resort-inspired sanctuary where a heated saltwater pool and spa shimmer beneath a newly installed panoramic screen enclosure. Entertain with ease in the fully equipped summer kitchen, complete with stainless gas grill, vent hood, and prep station, or gather around the gas fire pit for evenings under the palms. A newly updated outdoor shower with hot and cold water enhances the spa-like ambiance, while the expansive, lushly landscaped yard offers exceptional privacy and room to relax, play, or unwind. The primary suite is a true retreat, featuring three generous closets, a cozy fireplace, and French doors opening directly to the lanai for seamless indoor-outdoor living. The spa-inspired en-suite bath showcases luxurious finishes, custom vanities, and a walk-in shower designed for pure relaxation. Additional highlights include a spacious laundry room, oversized two-car garage, and curated architectural lighting that bathes the estate in a warm, elegant glow at dusk. Perfectly located just minutes from the Siesta Key North Bridge and the boutiques and dining of Southside Village, this property offers the rare balance of serene seclusion and coastal convenience. Situated outside of a flood zone—with flood insurance optional—this estate represents both luxury and peace of mind.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
1249 S BASIN LN, SARASOTA, FL 34242
$8,950,00064 Days on yellowkey MLS ID: A4690355
Bed: 6 Bath: 7.0 Gar: 8 Liv Area Sq Ft: 10642 Built: 1951Monthly Fee: $933 Tax: $40,641 (2025)Community: Siesta Properties IncSpa: YesSingle Family
Taxes:$40,641
Remarks: Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. Additionally, the property can be split into 3 separate waterfront parcels with the smallest water frontage being 99 ft. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.
Listing Agent: Kim Ogilvie (941-951-6660)
4650 10TH ST, SARASOTA, FL 34232
$1,875,00072 Days on yellowkey MLS ID: A4689601
3 Days Off yellowkey (back on 6/1/2026)
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 2915 Built: 2017 Tax: $11,533 (2025)Community: Acreage & UnrecSpa: NoSingle Family
Taxes:$11,533
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to your dream oasis in the heart of Sarasota, close to I-75 just North of Fruitville. This stunning, newer build boasts a prime location that perfectly couples lifestyle with tranquility. Situated on just under 1 acre, this coastal contemporary offers the perfect blend of modern luxury and serene natural beauty. As you drive onto the property, you'll be greeted by a private setting that instantly puts you at ease; providing a retreat-like atmosphere that's hard to find West of I-75.The main residence showcases simplistic yet thoughtful design, with every detail carefully curated to create an atmosphere of elegance and comfort. The open layout with polished concrete floors allow for seamless flow between living spaces, making it ideal for both entertaining and everyday living. At the heart of the home is the beautifully appointed kitchen, featuring top-of-the-line Thermador appliances that cater to the needs of any chef or baker. The fine craftsman styling with transom windows and custom millwork are a real treat. As you step out to your lanai, you'll discover a private outdoor haven that invites relaxation and leisure. Lounge on your spacious patio, complete with outdoor kitchen perfect for al fresco dining or simply enjoying the Florida sunshine in the gorgeous pool. With a nod to versatility, this property also includes a secondary building that offers endless opportunity. Compete with a rare and highly desirable upstairs guest apartment boasting 266 sqft of space. This brand new, never lived in studio, comes complete with a full bath and washer/dryer. Whether you envision a home office, a personal gym, or an art studio this space can adapt to your desires with ease. The 28’ x 48’ garage is large enough to house your offshore boat, RV, car collection or equipment. Don't miss the chance to own this exceptional property, where newer construction, prime location, and coastal contemporary design come together in perfect harmony. Experience the best of Sarasota living in your own private sanctuary. Schedule your private showing!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Jeff Hinrichs (941-456-1251)
4140 OAKHURST CIR W #3166, SARASOTA, FL 34233
$254,000106 Days on yellowkey MLS ID: A4685181
REDUCED by $4,000 (1.6%) on 05/14/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1374 Built: 1981 Tax: $1,534 (2025)Community: Oakhurst Ph IiVilla
Taxes:$1,534
Remarks: Under contract-accepting backup offers. TURN-KEY VILLA IN DESIRABLE OAKHURST! Welcome to easy Florida living in a friendly 55+ community. This 2 BDRM, 2 BTHRM paired villa with a 2 CAR-GARAGE is filled with natural light and designed for comfortable, open-concept living. The eat-in kitchen opens directly to the Florida room, creating a bright and inviting space. Sliding doors bring in more sunshine and provide a seamless indoor-outdoor feel. The kitchen has been replumbed, offering added peace of mind. The primary bedroom features a remodelled ensuite bathroom. IMPACT WINDOWS throughout the home provide storm protection and energy efficiency. Additional updates include a brand-new roof installed in December 2025, and beautiful flooring. This home is being sold turn-key furnished, making it easy to move right in. Residents of Oakhurst enjoy wonderful amenities including a heated community pool and an active clubhouse. Whether this is your new full-time residence or your winter getaway in the sun, you are sure to enjoy all that Oakhurst offers. Cable TV, INTERNET, the roof, pest control, exterior maintenance, and landscaping are ALL INCLUDED in the monthly condo fee ($662). Don't miss this one!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-486-8686)
Listing Agent: Susan Honsberger (941-549-9749)
642 OHIO PL, SARASOTA, FL 34236
$815,00041 Days on yellowkey MLS ID: A4693770
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 850 Built: 1925 Tax: $10,496 (2025)Community: Osprey Ave SubSingle Family
Taxes:$10,496
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Welcome to the 'Grace and Effie Bills House,' a rare locally designated historic treasure in Sarasota’s highly sought-after Laurel Park Historic District. This 1925 Craftsman Style Bungalow is perfectly situated on a quiet street within walking distance of downtown amenities. Radiating a vibrant, tropical personality with its iconic colorful façade the home is a magical, inspiring retreat perfect for the history lover, artist, musician, or creative soul. A jasmine-covered archway sets the tone as you arrive at the charming front porch and step inside this light-filled 2BR/1BA “jewel box,” where vintage character meets thoughtful updates throughout. This home is a masterclass in the efficient use of space, blending a breezy 'Old Florida' feel with modern updates. Architectural details such as crown molding, baseboards, and built-in cabinetry add authenticity. The open-concept living and dining area features a classic white brick fireplace and flows seamlessly into a kitchen that has been opened up to maximize every inch, and updated with quartz countertops, stainless appliances, beautiful cabinetry, and a gas stove for the culinary enthusiast. The interior showcases a timeless palette including a beautifully updated bathroom featuring a glass shower and crisp white cabinetry. Extending the living space with an effortless indoor-outdoor lifestyle, the property boasts two spacious screened porches that extend the width of the residence, where you can enjoy the neighborhood breeze on your street-side front porch or host intimate alfresco meals on the private rear dining porch, which overlooks a hidden backyard sanctuary enveloped in lush tropical landscaping. The property also includes a rare, historically designated detached garage—ideal for additional storage or a creative studio conversion. The extra long driveway can accomodate up to five cars. Offered turnkey furnished, this is an ideal downtown pied-à-terre or income-producing rental opportunity (7-day minimum). Ideally situated in a highly sought-after, historic neighborhood located in the heart of downtown Sarasota, allowing residents to walk to Burns Court, Bayfront Park & Marina, Selby Gardens, and Downtown Main Street, this is a rare chance to own a piece of Sarasota’s history. Enjoy the peace of living in a quiet historic residential neighborhood while being just steps from a neighborhood kayak launch (next door), world-class dining, urban amenities, and the bayfront.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Doug Parks (941-400-9087)
2254 HAWTHORNE ST, SARASOTA, FL 34239
$999,000223 Days on yellowkey MLS ID: A4672184
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $200,000 (16.7%) on 05/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2332 Built: 2018 Tax: $14,893 (2025)Community: La Linda TerraceSingle Family
Taxes:$14,893
Remarks: Exceptionally priced - must close by July 25th, 2026. Seldom does a home of this caliber come to market at below-market value. 2254 Hawthorne Street is a rare and compelling opportunity for the discerning buyer ready to act. Built in 2018, this light-filled contemporary residence offers 3 bedrooms, 2.5 baths, soaring ceilings, expansive windows, and an open-concept layout that balances elegance with everyday ease. The sophisticated interior features high-end cabinetry and sleek finishes throughout, while a versatile second-floor loft adapts beautifully to a home office, fitness area, art studio, or guest retreat. A spacious lanai, fully fenced yard, and lush landscaping create a private outdoor sanctuary ideal for entertaining or simply unwinding. Built above the flood zone and equipped with hurricane-impact windows and doors, this is a home designed to endure as beautifully as it lives. Perfectly situated just minutes from downtown Sarasota, Arlington Park, Sarasota Memorial Hospital and the charming boutiques and dining of Southside Village — priced below market for a quick closing, and unlikely to stay available for long.
Listing Agent: Bibi-Ann Allard, Pa (941-685-0422)
33 S GULFSTREAM AVE #704, SARASOTA, FL 34236
$429,00056 Days on yellowkey MLS ID: A4691764
0 Days Off yellowkey (back on 6/1/2026)
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 590 Built: 1964 Tax: $3,354 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$3,354
Remarks: Under contract-accepting backup offers. Your pied-à-terre for city living in Sarasota awaits you in Gulfstream Towers! Where fully renovated interiors meet panoramic Sarasota Bay and Marina Jack views. This move-in ready residence offers the ideal combination of waterfront living, walkability, and flexible space design in one of downtown Sarasota’s most desirable locations. This light-filled residence features impact windows and doors and expansive glass framing unobstructed views of Sarasota Bay and Marina Jack. The interior has been fully renovated with high-end finishes, highlighted by a modern galley kitchen with quartz countertops, large single-basin sink, wine cooler, sleek cabinetry, stainless steel appliances, water filtration system, and LED accent lighting, all flowing seamlessly into the open living and dining areas. A standout feature is the Clei Italian custom-built Murphy bed system, allowing the space to effortlessly transition between a living area and bedroom, ideal for full-time living, seasonal use, or a lock-and-leave lifestyle. Additional highlights include tile flooring throughout, contemporary finishes, efficient layout, and abundant natural light. Located in a secure waterfront building, residents enjoy amenities including a heated pool with expansive furnished sun deck, fitness center, private storage, community/entertaining room with full kitchen and dining area, library, bike storage, and laundry facilities on each floor. With only 9 units per floor, the building offers a quiet, boutique feel. Prime downtown Sarasota location—just steps to Marina Jack, Bayfront Park, Selby Gardens, award-winning restaurants, theaters, the Sarasota Opera House, and year-round cultural events. Complimentary trolley service provides convenient access to St. Armands Circle and Lido Key beaches. Buyer to verify all measurements, HOA fees, rental restrictions, and pet policies.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
800 N TAMIAMI TRL #1603, SARASOTA, FL 34236
$1,795,000246 Days on yellowkey MLS ID: A4669042
REDUCED by $100,000 (5.3%) on 05/20/2026
Bed: 2 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2007 Tax: $23,269 (2025)Community: AlinariCondo
Taxes:$23,269
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.
Listing Agent: Lenore Treiman (941-356-9642)
170 ROOSEVELT DR #5, SARASOTA, FL 34236
$399,000420 Days on yellowkey MLS ID: A4651143
REDUCED by $30,000 (7.0%) on 06/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 294 Built: 1955 Tax: $3,778 (2024)Community: Pelican GardensCondo
Taxes:$3,778
Remarks: Welcome to 170 Roosevelt Dr. Unit #5,at Pelican Gardens a beautifully updated studio/efficiency, one-bath condo located just steps from the powdery sands of Lido Beach and the world-class shopping and dining of St. Armand's Circle. Completely remodeled in November 2024, this light and bright ground-floor unit offers a fresh, modern coastal aesthetic with new flooring, stylish fixtures, and a sleek kitchen featuring stainless steel appliances and quartz countertops. Perfect as a beachside getaway or an investment property with excellent rental potential, this turnkey condo offers the ultimate Sarasota lifestyle. Enjoy morning strolls along the Gulf, sunset views, and the convenience of being minutes from downtown Sarasota’s arts and cultural scene. Low HOA fees, a pet-friendly policy, and a well-maintained community complete the package for units 8,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #5 is move-in ready and waiting for you.
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
3441 GULFMEAD DR, SARASOTA, FL 34242
$10,500,00030 Days on yellowkey MLS ID: A4693315
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 4769 Built: 2026 Tax: $16,553 (2025)Community: Gulfmead EstatesSingle Family
Taxes:$16,553
Remarks: Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on north Siesta Key. This in progress New Construction property by Pham Development is on an expansive 17,842 SF and 0.41 acre lot, with a 4,769 SF traditional-style home to be built. Enjoy two separate guests suites on top of the two 2-car garages, for a total of 4 garage spaces, both with elevator access to the above suites. The master bedroom will have water views, and the grand entry home hosts a total of 6 bedrooms, 6 baths, and 1 powder bath. This property's deep-water grand canal with no bridges is ideal for yachts and boats, with up to a 13-foot draft. A new dock and boat lift is set to be installed. Inside, expansive living spaces boast high-end finishes and top-of-the-line appliances, blending timeless elegance with modern comfort. Enjoy the water, and a large backyard perfect for entertaining, a private pool, and new lush landscaping—making this the ultimate waterfront estate for family.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
6619 35TH CT E, SARASOTA, FL 34243
$540,000361 Days on yellowkey MLS ID: A4655680
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2433 Built: 2017Monthly Fee: $248 Tax: $7,677 (2024)Community: Fiddlers CreekSingle Family
Taxes:$7,677
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Short Sale. Welcome Home to Fiddlers Creek: Spacious 4 Bed, 2.5 Bath Oasis in Sarasota! Discover exceptional Florida living at 6619 35th Court East, a beautiful **4-bedroom, 2.5-bathroom home with a 2-car garage** nestled in the highly desirable Fiddlers Creek neighborhood. This property offers the perfect blend of comfort, style, and community, making it an ideal choice for families and those seeking a vibrant lifestyle. Built in 2017, this well-maintained single-family home boasts a generous 2,433 sq ft of total interior livable area, offering ample space for relaxation and entertaining. Step inside to find an open floorplan with high ceilings and ceramic tile flooring throughout the main living areas, creating a bright and inviting atmosphere. The well-appointed kitchen flows seamlessly into the great room, perfect for gatherings, while the first-floor primary bedroom with an en-suite bathroom provides a private retreat. Three additional bedrooms creates flexibility for family, guests, or a dedicated home office, complemented by the convenience of an inside laundry room and a spacious 2-car attached garage. Peace of mind is assured with hurricane shutters, and the fenced yard provides privacy and ample space for outdoor enjoyment. The home is equipped with central air and heat for year-round comfort, public water and sewer, and an irrigation system to water your landscape. Experience the Fiddlers Creek lifestyle! As a resident of Fiddlers Creek, you'll benefit from living in a coy, meticulously maintained community with sidewalks, and pristine landscaping. This prime Sarasota location offers unparalleled convenience, being just minutes from the upscale UTC Mall, a hub for shopping, dining, and entertainment. Outdoor enthusiasts will appreciate the proximity to Nathan Benderson Park, a world-class rowing facility and recreational area. Travel is a breeze with Sarasota-Bradenton International Airport (SRQ) just a short drive away, and the renowned world-famous beaches of Siesta Key and Lido Key are easily accessible for a day of sun and sand. Don't miss the opportunity to make this fantastic Sarasota home your own, combining modern comforts with the convenience of a sought-after location and excellent community features.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Benjamin Litke, Pa (941-993-5125)
3242 RINGWOOD MDW #76, SARASOTA, FL 34235
$364,900167 Days on yellowkey MLS ID: A4677541
REDUCED by $10,000 (2.7%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 1981Monthly Fee: $112 Tax: $4,229 (2025)Community: Villas Of PapillionVilla
Taxes:$4,229
Elementary School: Gocio Elementary
Remarks: Amazing full lake views from your enclosed sliding glass door patio! Turnkey Furnished villa with 3 Bedrooms-2 Bathrooms-2 Car-Garage. Updated kitchen with newer cabinets and Granite countertops with a breakfast bar overlooking the dining room. You will enjoy your lake views from the spacious master bedroom with sliding glass doors leading to the large patio. Updated master bathroom with granite counter tops, dual sinks and a large walk-in closet. Plenty of room for your guest with 3 Bedrooms and guest parking. The location of this villa is located near the community shopping village center, UTC mall, SRQ Airport, Mote Marine aquarium and upscale dining facilities.
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Mike Babiarz (941-373-5064)
4449 GOLDEN LAKE DR, SARASOTA, FL 34233
$644,50098 Days on yellowkey MLS ID: A4686882
1 Days Off yellowkey (back on 5/13/2026)
REDUCED by $15,400 (2.3%) on 04/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2520 Built: 1998Monthly Fee: $54 Tax: $6,453 (2025)Community: Mcintosh LakeSpa: NoSingle Family
Taxes:$6,453
Remarks: Under contract-accepting backup offers. Welcome to the retreat on Golden Lake Drive! Walk to the Legacy Trail and only 8.5 miles to Siesta Key This exceptional four-bedroom, three full bath, lakefront residence in the Mcintosh Lake Community offers the ideal open concept layout for entertaining and multi-generational living with in-law suite potential. A thoughtful design with split floor plan for owners privacy. The primary suite offers direct pool access, a spa-like en-suite bath complete with dual vanities, a walk-in shower, a soaking tub and 2 walk-in closets. This inviting home offers an open layout with plenty of room to relax or entertain. The living space is open, bright and inviting with tall ceilings providing a grand formal dining room with tray ceiling and large formal living/great room with a built-in electric fireplace and wood mantle. For the home office needs there is a den/study with french doors great for the flex needs of any owner. The split floorplan offers privacy between the primary suite and guest rooms, creating a comfortable flow for everyone. The 3 additional bedrooms and 2 full baths are on the south side of the home with a pocket door that is easily closed for privacy. One of the bedrooms here has an ensuite bath and private exterior entrance from the pool area for those in need of an inlaw suite. The heart of the home is the updated kitchen with a walk in pantry equipped with a large breakfast bar perfect serving and entertaining along with a dedicated dining nook with sliders to the pool and patio. Slow down and enjoy everyday living where outdoor living is at its finest. Sit and relax by the beautiful inground pool or watch the game on the big screen under the covered patio. Get cooking with the outdoor covered BBQ area with sink, perfect for al fresco dinner parties. This home is move-in ready. It has a new roof, updated electric panel with EV Charging station in the 2 car garage. Additional features include a workshop and storage in the garage. Come see us today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Mark Massaro (860-268-2790)
5019 COMMONWEALTH DR, SARASOTA, FL 34242
$600,000578 Days on yellowkey MLS ID: A4630299
2 Days Off yellowkey (back on 5/31/2026)
REDUCED by $35,000 (5.5%) on 05/22/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1373 Built: 1955 Tax: $6,363 (2025)Community: Siesta BeachSingle Family
Taxes:$6,363
Remarks: Under contract-accepting backup offers. PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re seeking a full-time residence, vacation retreat, or long-term investment. The existing cottage, which holds no contributory value due to hurricane flooding, creates a true blank slate for new construction. As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Construction. The proposed plan, The Oceana, is part of an exclusive ISLAND SERIES, developed with sustainability and the unique coastal conditions of Siesta Key in mind. Buyers may choose to build this elevated 2,735-square-foot home, or collaborate with the builder on a personalized design through the available design center. Commonwealth Drive is ideally located just minutes from the powdery sands of Siesta Key Beach and the vibrant charm of Siesta Village, with its shops, restaurants, and island lifestyle. Opportunities to build new in this highly sought-after location are increasingly rare. To explore this offering further, request details on the optional build package, and schedule a walk of the lot.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
3808 BLUE STONE WAY #95, SARASOTA, FL 34232
$215,00029 Days on yellowkey MLS ID: A4694902
1 Days Off yellowkey (back on 5/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1974Monthly Fee: $685 Tax: $1,621 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$1,621
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to Glen Oaks where location, lifestyle, and value come together in one beautifully updated 55+ community home. This spacious 2-bedroom, 2-bath residence features a completely updated kitchen, new flooring throughout, and updated bathrooms, creating a clean and modern feel from the moment you walk in. The oversized primary suite includes a walk-in closet, and the smart layout makes the home feel significantly larger than its approximately 1,300 square feet. The layout is ideal for a potential 3rd bedroom. One of the standout features is the Florida room overlooking peaceful open green space with no future buildings planned behind the unit, offering privacy and a relaxing setting that’s hard to find at this price point. The location is exceptional. Residents are just steps from a public golf course and lawn bowling. UTC mall and downtown Sarasota are both just 5 miles away, I-75 is only 4 miles, and SRQ airport is only 6 miles. Enjoy easy access to world-famous Gulf Coast beaches including Lido Key at 7 miles away and Siesta Key Beach just 10 miles away. Anna Maria is also an easy drive for dining, shopping, and beach days. Residents here enjoy access to community amenities including a pool, fitness center, and pet-friendly policies. All within a welcoming 55+ community. Whether you're searching for a full-time Sarasota residence, seasonal getaway, winter retreat, low-maintenance snowbird lifestyle near golf, shopping, dining, and beaches, this home checks all of the boxes.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Nick Myers (614-580-6080)
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