Location: Sarasota
Do Not Show Listings
3331 OLD OAK DR, SARASOTA, FL 34239
$1,895,000164 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$18,715
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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
$8,950,00050 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
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
4650 10TH ST, SARASOTA, FL 34232
$1,875,00058 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)
642 OHIO PL, SARASOTA, FL 34236
$815,00027 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
$999,000209 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)
9112 WILLOW BROOK DR, SARASOTA, FL 34238
$570,000180 Days on yellowkey MLS ID: A4675082
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $5,000 (0.9%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2278 Built: 2001Monthly Fee: $402 Tax: $6,255 (2024)Community: WillowbrookSingle Family
Taxes:$6,255
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: ***SELLER MOTIVATED***NEW PRICE***EXCELLENT VALUE OPPORTUNITY***NEW quartz kitchen countertops***Welcome to Willowbrook in Palmer Ranch, a private haven of refined Florida living! This beautifully designed, custom-built home by renowned builder Lee Wetherington offers an open and inviting floor plan with 3 bedrooms, 2 full bathrooms, and a formal dining area, thoughtfully crafted to showcase quality and comfort. From the moment you enter through the elegant double glass entry doors, you’ll appreciate the attention to detail throughout. Soaring 10-foot tray ceilings, large windows, a frameless bay window in the breakfast nook, and 8-foot sliding glass doors fill the home with natural light and enhance the sense of openness. The kitchen is the heart of the home, blending style and functionality with renovated wood cabinets, stainless steel appliances, and a unique mosaic accent wall. It flows seamlessly into the formal dining area and a cozy breakfast nook overlooking the lanai. Step outside to a spacious, covered, and screened lanai with a peaceful view of a serene nature preserve. The private outdoor oasis features a pool with a waterfall, creating a sense of privacy and relaxation. The Primary Suite is a true retreat, offering direct lanai access, crown molding, and two walk-in closets. The en-suite bathroom includes a bathtub, a walk-in shower, dual vanities, and a dedicated makeup area. Willowbrook is an intimate, gated community of only 54 custom homes, known for its lush landscaping and quiet, upscale atmosphere. Residents and guests enjoy access to a heated community pool year-round. Ideally located near top-rated schools, dining, and shopping along Tamiami Trail, with easy access to the Legacy Trail. Downtown Sarasota, UTC Mall, and world-famous beaches are just minutes away. This exceptional home offers a seamless blend of indoor and outdoor living, emphasizing natural light, privacy, and timeless design. Video tour available.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Polina Iakovleva (941-320-1243)
7740 CASTLEISLAND DR, SARASOTA, FL 34240
$570,00041 Days on yellowkey MLS ID: A4691962
REDUCED by $15,000 (2.6%) on 06/01/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2348 Built: 2001Monthly Fee: $295 Tax: $5,092 (2025)Community: Tatum RidgeSingle Family
Taxes:$5,092
Elementary School: Tatum Ridge Elementary
High School: Booker High
Remarks: Welcome to 7740 Castleisland Drive, nestled in the prestigious gated enclave of Legends at Tatum Ridge. This three-bedroom plus flex room residence offers a rare combination of elegance and functionality. The flexible room easily serves as a fourth bedroom, while each of the three true bedrooms is en-suite—providing privacy and a sense of distinct “wings” for each occupant. The primary suite is a sanctuary with tray ceilings and direct access to the screened lap pool, letting you step out for a refreshing swim. With a new roof (2022), new AC (2023), and repiped PEX plumbing (2020), the home is fully updated. The expansive freshly screened pool cage (2022) overlooks the Tatum Ridge Golf Course driving range, offering sweeping views and peaceful privacy. In addition, you will find a 3 car attached garage, a very rare find in this price point! As you step through the front door, your eyes are drawn straight through the open living area to the sparkling lap pool and the wide open views beyond and from your front porch bask in the gorgeous unobstructed water views directly across the street. The soaring 12-foot ceilings, luxurious pillars, and walls of glass fill the space with natural light, creating a seamless indoor-outdoor flow. The open concept effortlessly connects a formal dining room and a sunny breakfast nook, perfect for gatherings. Sliding glass doors open right out to the expansive screened pool area, where a convenient pool bath makes outdoor entertaining even more functional. This central hub is the home’s bright, inviting core! Location is unbeatable—just under 4 miles to Waterside Place’s vibrant shops and dining, and you’re mere seconds from Fruitville Road, making downtown Sarasota just a 15-minute drive. Quick access to the I-75/Fruitville interchange ensures effortless travel. The HOA is a standout feature—no CDD, and all yard maintenance is covered, from lawn care to irrigation, for a truly low-maintenance lifestyle. This home is your key to luxurious, worry-free living in the heart of Sarasota’s best and won't last long. Schedule your showing today!
Listing Agent: Johnny Hopper, Pa (941-524-1706)
3441 GULFMEAD DR, SARASOTA, FL 34242
$10,500,00016 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
$540,000347 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)
2222 FLORINDA ST, SARASOTA, FL 34231
$299,99916 Days on yellowkey MLS ID: A4693347
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 871 Built: 1929 Tax: $2,017 (2025)Community: Tamiami TerraceSingle Family
Taxes:$2,017
High School: Riverview High
Remarks: Under contract-accepting backup offers. This charming Florida cottage sits on a spacious corner lot with no HOA and is full of character and warmth. Featuring a durable metal roof, beautiful hardwood floors, and a cozy wood-burning fireplace, this inviting home blends classic charm with everyday comfort. Natural light pours into the living area through multiple oversized windows, creating a bright and airy atmosphere throughout the home. The open-concept kitchen includes a breakfast bar, stove, dishwasher, and washer/dryer space, making it both functional and welcoming. A split-bedroom layout provides added privacy for guests, while the oversized bathroom offers extra convenience and comfort. Outside, the property includes a 20’ x 20’ two-bay garage along with an additional 10’ x 10’ storage shed. Next to the garage is a separately fenced area ideal for pets, recreational vehicles, boats, or extra outdoor space for entertaining and play. Conveniently located north of Proctor Rd. near School Ave., this home is within walking distance to highly rated Phillippi Shores Elementary School and only minutes from Siesta Key Beach and Downtown Sarasota. A truly appealing home with location, charm, and flexibility all in one package.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
2833 SUNNYSIDE ST, SARASOTA, FL 34239
$549,90034 Days on yellowkey MLS ID: N6143993
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1263 Built: 1959Monthly Fee: $17 Tax: $4,839 (2024)Community: South GateSpa: NoSingle Family
Taxes:$4,839
Remarks: Under contract-accepting backup offers. Welcome to 2833 Sunnyside Street, a beautifully renovated South Gate residence where timeless Sarasota charm meets modern comfort and effortless Florida living. Perfectly positioned in one of Sarasota’s most desirable and centrally located neighborhoods, this move-in-ready home offers 3BR, 2BA and a versatile sunroom flex space ideal for a home office, playroom, gym, creative studio, or additional lounge area. From the moment you arrive, the home’s inviting curb appeal, updated landscaping, and thoughtfully designed finishes create an immediate sense of warmth and sophistication. Inside, you’ll find a bright and airy open-concept layout featuring stunning restored original terrazzo floors throughout, stylish upgraded lighting, and a seamless flow designed for both everyday living and entertaining. At the heart of the home is a completely renovated designer kitchen showcasing premium Bosch appliances including a Benchmark Series induction range, 800 Series refrigerator and dishwasher, a Brizo faucet, Franke under mount sink, and beautiful Cambria quartz countertops. Expansive windows fill the home with natural light, while the spacious primary suite provides a peaceful retreat complemented by beautifully updated bathrooms and thoughtful designer finishes throughout. This home has been extensively upgraded for both style and peace of mind, including a newer shingle roof (2021), updated HVAC systems (2018/2019), PVC plumbing, new water heater, and new electrical panels with increased 200-amp service. Additional improvements include freshly painted interior walls, ceilings, doors, closets, and baseboards, restored terrazzo flooring, new Toto toilets, upgraded lighting, all new blinds and curtains and ceiling fans installed in the sunroom, living room and secondary bedrooms. The oversized two-car garage features a sleek epoxy floor, while underground utilities enhance the neighborhood’s clean and polished appearance. Situated on nearly 1/4 acre, the oversized fully fenced backyard with white vinyl fencing offers exceptional privacy and endless possibilities with ample room for pets, play, gardening, or even the pool of your dreams. The covered and screened lanai creates the perfect setting to enjoy morning coffee, outdoor dining, or relaxing evenings year-round while embracing the Florida lifestyle. Adding even more appeal, this home is located in Flood Zone X with no history of water intrusion and features an optional HOA giving homeowners added flexibility without the burden of mandatory fees or restrictions. Ideally located just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Arlington Park, Sarasota Memorial Hospital, and the vibrant shopping and dining destinations along Hillview Street, this exceptional property offers the perfect blend of location, lifestyle, and modern upgrades. Families will also appreciate the highly sought-after school zoning for Southside Elementary, Sarasota Middle School, and Sarasota High School. Rarely does a home in South Gate combine this level of renovation, functionality, outdoor space, and prime Sarasota location. 2833 Sunnyside Street is truly a must-see opportunity.
Listing Agent: Erica Giesler (813-352-4008)
2486 BREAKWATER CIR, SARASOTA, FL 34231
$587,00061 Days on yellowkey MLS ID: A4689678
1 Days Off yellowkey (back on 5/16/2026)
REDUCED by $12,000 (2.0%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1474 Built: 1966Monthly Fee: $6 Tax: $4,204 (2025)Community: Gulf GateSingle Family
Taxes:$4,204
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Price Improvement! A newly imagined Gulf Gate Estates Gem RENOVATED and MOVE-IN READY! Updated to modern specifications this Bright & Fresh home features an inviting floor plan that offers a seamless connection between all living areas, ideal for everyday living and entertaining ~ The Stunning Kitchen Renovation serves as a central gathering space with a large Breakfast Bar (seating for 5) flowing naturally to the Dining & Family Room space that overlooks your Private Backyard Tropical Oasis ~ A separate Living room offers an intimate retreat to enjoy media, conversation or just reading that novel ~ Two distinct Master bedrooms, both w large Walk-In Closets & Ensuite Baths, will suit a variety of lifestyle needs ~ High-impact grade LOW-E Argon windows & doors throughout this home enhance your peace of mind while contributing to energy efficiency and natural light ~ A rare Oversized 1400 sqft screened Pool Cage deck has an insulated covered lanai and overlooks the beautiful PRIVATE tropically landscaped backyard. Relax or entertain as you wish, this is truly an OASIS. ~ Many UPGRADES including: ROOF '25, 3 Ton HVAC & Attic Ducting '23 (10yr transferable warranty), Both Baths Updated '20-23, Kitchen Gutted & Rebuilt w Oversized Quartz Countertop, backsplash, plumbing, wiring, and new wood soft close cabinets '22: ~ Stainless Appliances: Whirlpool Cooktop '22, Whirlpool Microwave '20, Whirlpool Wall Oven '20, Bosch Dishwasher '19, LG French door Fridge '19. ~ Steel Beam installed to Open Kitchen to Family room '22 ~ PGT IMPACT SLIDERS '22, IMPACT WINDOWS & DOORS '18, IMPACT Insulated GARAGE DOOR '18, Whirlpool Dryer '21, Hot Water Tank '21, and Samsung Washer '18 ~ Terrazzo Floors Redone '18-'20. Also Blinds '18-'20, Interior & Exterior Light Fixtures, Electrical Switches & Ceiling Fans replaced '19-'22, Interior Painted '18, Porcelain Plank Tile Floor '18 ~ Exterior Freshly Painted '20, Gutters, Fascia & Soffits '20-'21 ~ New 200 Amp Electrical Panel '20 ~ POOL: Pool Pump & Pool Filter 2020, Pebble Tec Pool Resurfaced '18, Pool Deck resealed '18, '23. New Pool Cage '21. ~ [Replacement of pipe off water meter with PVC, Replace Pipe from House to Street and Re-plumbed Overhead w/CPVC prior to '17] ~ Fencing '22, Landscaping & Irrigation '18-'25 ~ There is room to expand garage and Much More ~ LOCATION: Desirable Gulf Gate Estates has sidewalks, is well lit and has enforced deed restrictions to keep the properties nice. The low HOA $75/year is voluntary. This Modernized home is minutes away from World Renowned Siesta Beach and Legacy Trail, A+ Schools, Gulf Gate Library, the Gulf Gate Shops & Fine Restaurants. UTC Mall and Cultural Downtown are 20 minutes away. Just over 3 miles to Costco, an upcoming Whole Foods & Trader Joes. Enjoy the Florida Lifestyle in this wonderful South Sarasota Community that is quiet but minutes to everything. Make this updated home yours today ~ Not in Flood Zone.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Gina Larouche (941-323-0256)
4449 GOLDEN LAKE DR, SARASOTA, FL 34233
$644,50084 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 Agent: Mark Massaro (860-268-2790)
5019 COMMONWEALTH DR, SARASOTA, FL 34242
$600,000564 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)
6535 CANARY ST, SARASOTA, FL 34241
$619,00052 Days on yellowkey MLS ID: A4690621
REDUCED by $10,000 (1.6%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1951 Built: 1993 Tax: $6,639 (2025)Community: LakewoodSpa: YesSingle Family
Taxes:$6,639
Elementary School: Lakeview Elementary
Remarks: Welcome to this beautifully maintained three-bedroom, two-bath home, perfectly positioned in a highly desirable location with NO CDD and NO HOA—offering both freedom and value. From the moment you arrive, you’ll notice the expansive concrete driveway extending alongside the garage, providing ample space for a boat, RV, or work vehicles—an uncommon and highly sought-after feature. Step inside to discover soaring high ceilings and an abundance of natural light pouring through large windows, creating an open, airy atmosphere that feels both inviting and spacious. The thoughtfully designed layout includes generously sized bedrooms, ideal for families, guests, or a comfortable home office setup. The oversized backyard features beautifully maintained flower bed areas and plenty of room to relax or entertain. Unwind on the large screened lanai, complete with a nearly new hot tub, all while enjoying peaceful pond views that add a sense of serenity to everyday living. This home offers true peace of mind with major updates already completed: A/C, roof, washer, dryer, and refrigerator—all replaced within the past two years. A generator with two propane tanks is also included, ensuring reliable backup power when you need it most. Ideally located with convenient access to the highway, commuting and daily travel are effortless. Move-in ready and meticulously cared for, this home combines comfort, functionality, and tranquility in one exceptional package. Simply bring your personal belongings and start enjoying everything it has to offer. Opportunities like this don’t come often—schedule your showing today and make it yours.
Listing is courtesy of: BLUE SKY REAL ESTATE (941-587-3492)
Listing Agent: Nancy Werner (941-587-3492)
8212 SHOOTING STAR RD, SARASOTA, FL 34241
$740,00012 Days on yellowkey MLS ID: A4695016
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2940 Built: 2021Monthly Fee: $251 Tax: $3,417 (2025)Community: Skye RanchSingle Family
Taxes:$3,417
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: One or more photo(s) has been virtually staged. LOCATION, LIFESTYLE, AND LUXURY come together in this beautifully updated home in the highly sought-after Skye Ranch community. Convenient walking distance to K-8 school, amenities and park. This home features 4 bedrooms, 3.5 baths, flexible living spaces including an office, loft and media/game room, and outdoor living that defines Florida living. As you enter the home you notice the stunning tile in a herringbone pattern leading you to the gorgeous kitchen with quartz counters, subway tile backsplash, gas cooktop, a spacious pantry, and plenty of seating at the bar area. The dining and living spaces blend seamlessly creating an open and inviting atmosphere where a custom wood wall elevates the living room. Designed with entertaining in mind the outdoor living space features a perfectly positioned HEATED SALT-WATER POOL AND SPA, OUTDOOR KITCHEN, and generous covered lanai. The primary suite is bright with windows overlooking the lanai and pool area. The en-suite bath has split vanities, a walk-in closet and a linen closet, large walk-in shower, and a private water closet. Also on the first floor is an office with french doors, a half bath and the laundry room. On the impressive second floor you’ll find 3 more bedrooms and one with an en-suite bathroom. The other 2 bedrooms share a full bathroom with dual sinks, shower and tub. The media/game room and the loft both offer endless possibilities from movie nights, gaming, relaxing, or gathering with friends. Stylish lighting and neutral tones complement the home’s modern design. Added french drains on both sides of the house provide enhanced drainage. MAJOR RECENT ENHANCEMENTS include ALL NEW WINDOWS, new carpet, hvac ducts HEPA cleaned, air purifier and uv lights installed in both hvac units, new attic insulation, and SO MUCH MORE - THIS IS LIKE A NEW HOME! This property sits on a prime lot overlooking the pond with no rear neighbors. Enjoy the convenience of being a short walk or bike ride to The Hub, the main clubhouse in Skye Ranch. This amazing community is equipped with a cafe, resort-style pool, Junior Olympic pool, splash pad, fitness center, rock climbing, tennis, pickleball, bocce ball, indoor and outdoor basketball, sand volleyball, baseball fields, even a pond for fishing. The Lifestyle Team can assist you in joining an Interest Group or Social Club or help you create a new one. Concierge offers discounts to residents from local businesses. A new K-8 school is another fantastic community asset. Enjoy miles of walking trails with lush landscaping connecting you to all the exceptional amenities. Skye Ranch in its convenient location allows for an easy drive to Siesta Key Beach, I-75, UTC, downtown Sarasota and many restaurants, shops, banks and medical facilities. This is Florida living, done beautifully.
Listing is courtesy of: WIEGAND REALTY (941-232-0946)
Listing Agent: Jeaneen Wiegand (941-232-0946)
10598 ECLIPSE ST, SARASOTA, FL 34241
$1,166,95923 Days on yellowkey MLS ID: A4694220
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2475 Built: 2026Monthly Fee: $453Community: Esplanade At Skye RanchSpa: YesSingle Family
Taxes:$0
Remarks: What's Special: Model Home | Pond View | Close to Amenities | Close to Trails. Model Leaseback - Available Now for Closing! This model home purchase includes our Model Leaseback Program.* This program is perfect for buyers who want to purchase now but aren’t ready to move. Contact seller for more term details on leasing your home back. When the lease is up, you move in! Model leaseback terms vary by model home. Please see a Community Sales Manager for additional details. Restrictions may apply. Welcome to The Cresta at 10598 Eclipse Street in Esplanade at Skye Ranch! Step into a space where luxury meets leisure in the Cresta floor plan. This one-story home offers three bedrooms, three bathrooms, a three-car garage, and 2,475 square feet of bright, open living. A welcoming front porch leads into a grand foyer that flows effortlessly into the spacious great room, kitchen, dining area, and lanai, creating a beautiful setting to enjoy the Florida sunshine. The private primary suite is tucked away and features a generous walk-in closet and a spa inspired bathroom designed for relaxation. Near the front of the home, you will find a bedroom suite, an additional bedroom and bathroom, along with a versatile study. Thoughtfully designed and inviting, this home offers comfort and style in every space. When you live at Esplanade, it’s like you’re on vacation every day. Additional Highlights Include: gourmet kitchen, study, covered extended lanai, outdoor kitchen, and upgraded flooring/cabinets throughout. Photos are for representative purposes only. Live your dream vacation every day in Esplanade at Skye Ranch! Esplanade offers a vibrant, resort-style lifestyle with endless opportunities to energize your body, mind, and spirit. From the moment you arrive, you’ll experience a world of fun and relaxation, with access to the Hub, Rendezvous Park, and Turner Park and soon, The Venue! Get ready for exciting amenities like a Bahama Bar and Grill, resort-style pool, state-of-the-art fitness center, bocce ball courts, bark park, and more. With community parks, sports fields, and a pet park, Esplanade is your personal playground. Stay active, stay relaxed, and embrace a lifestyle filled with adventure, every single day! Model Home Prices exclude furniture, decorative accessories, and closing costs and already include any lot premium, Seller installed options and upgrades; Buyer-selected options are no longer available. For financed buyers, lender restrictions on leasebacks for certain lenders may apply. No representation of any kind is made or implied regarding the Model Home’s future value or benefits, or availability of financing for a leaseback transaction. See Model Home Purchase Agreement, Model Home Addendum, Model Home Leaseback Agreement and, if applicable Non-Realty Bill of Sale Addendum (for furniture and any other non-realty personal property sold separately in select model homes) for details. Model homes subject to prior sale. MLS#A4694220
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
5207 SAND LAKE CT, SARASOTA, FL 34238
$2,450,00041 Days on yellowkey MLS ID: A4690912
3 Days Off yellowkey (back on 5/31/2026)
REDUCED by $245,000 (9.1%) on 05/25/2026
Bed: 5 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5653 Built: 2005Monthly Fee: $310 Tax: $13,619 (2025)Community: Silver OakSpa: YesSingle Family
Taxes:$13,619
Middle School: Laurel Nokomis Middle
Remarks: Set on a quiet cul-de-sac, this custom estate blends timeless design, modern systems & serene natural surroundings. Thoughtfully positioned to capture sweeping views of the protected 15-acre preserve, the home reflects refined Florida living where light, landscape and architecture work in harmony. A stately façade, 2023 concrete tile roof & lush landscaping introduce a residence built with enduring quality. Inside, exemplary craftmanship is evident throughout with attention to details that create a warm, inviting backdrop for everyday living & elegant entertaining. With 5,653 sq. ft. of interior space, the floor plan flows seamlessly, connecting indoor and outdoor environments. The main floor centers around a chef’s kitchen designed for gourmet preparation & effortless hosting. High-end, double appliances support large gatherings with ease. A generous prep island & custom millwork elevate both function and artistry. The adjacent morning room features aquarium-glass windows faming panoramic views, complimented by an entertainment wet bar. Also on the main level is a tranquil primary wing with a spa-like ensuite, a private guest ensuite and 2 dedicated offices ideal for work, creativity or quiet retreat. The expansive lanai offers 559 sq. ft. of covered outdoor living designed for year-round enjoyment. An outdoor kitchen, fireplace, custom pool/spa & generous seating areas extend the home’s interior comfort outdoors. A suite of premium mechanical upgrades enhances peace of mind, including a Rinnai instant hot water heater, Honeywell smart thermostats, integrated security systems, a PVE 2-person elevator, PGT ThermaTru impact-resistant windows, Lennox HVAC systems, whole-house in-wall vacuum, & a Guardian Elite 20kW standby generator. The 4-car garage features upgraded insulation for doors & ceiling & a Daikin split A/C – ideal for collectors, hobbyists, or climate-controlled storage. Located in the X-flood Zone & professionally pre-inspected with repairs completed, this home offers confidence & ease. More than a residence, it is a private retreat where architectural quality meets natural beauty & luxury is expressed through comfort, design & enduring value. The Silver Oak community is located on 115 acres of natural preserves & lakes. Conveniently located in Palmer Ranch, there is easy access to the Nationally Ranked Pine View School, famous Sarasota Beaches, Legacy Trail, outstanding Golf Courses, Downtown Sarasota & Venice.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Jennifer Putnam (941-539-6768)
831 40TH ST, SARASOTA, FL 34234
$549,00023 Days on yellowkey MLS ID: TB8510150
REDUCED by $26,000 (4.5%) on 05/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1286 Built: 1960 Tax: $4,880 (2025)Community: Indian Beach HighlandsSpa: NoSingle Family
Taxes:$4,880
Remarks: This charming 2-bedroom, 2-bathroom POOL home is situated in Flood Zone X, meaning flood insurance is not mandatory. It boasts a lovely fenced backyard and is conveniently located near all essential amenities. Recent updates include Hot water heater and dishwasher (2023), New weather head (2023), New turf and firepit with paver patio (2024), New A/C 2025. The home is just a short distance from a kayak launch into Sarasota Bay and directly down 40th Street to the Charles Hegener Memorial Nature Walk. It’s also close to attractions such as Jungle Gardens, the Asolo Theater, Sarasota International Airport, the Ringling Museum of Art, New College, USF, and Downtown Sarasota. Plus, the home did NOT flood during last year’s hurricanes. There are NO deed restrictions. The IBISSA Homeowners Association is voluntary, with an optional annual fee of $50. Great location for Airbnb BRAND NEW POOL PUMP MAY 2026
Listing is courtesy of: REGISTER REAL ESTATE SERVICE (813-382-7228)
Listing Agent: Vikki Wall (813-927-1181)
1805 GOLDENROD ST, SARASOTA, FL 34239
$3,790,00015 Days on yellowkey MLS ID: A4694853
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3640 Built: 2024 Tax: $40,410 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$40,410
Remarks: Welcome to this exceptional new construction, upgraded residence located West of Trail, featuring 5 bedrooms, 5 full bathrooms, and 3,640 square feet of thoughtfully curated living space. Designed with a refined modern aesthetic, the home blends clean architectural lines with elevated finishes and seamless indoor-outdoor living. Upon entry, soaring 20-foot ceilings, warm designer lighting, and an expansive open-concept floor plan create an immediate sense of scale and refinement. The chef’s kitchen is appointed with premium GE Café appliances, quartz countertops, and custom cabinetry, flowing effortlessly into the main living and entertaining spaces. The residence also includes a spacious two-car garage equipped with an installed electric vehicle charger for added convenience and modern functionality. Walls of sliding glass doors open to a beautifully enhanced outdoor retreat featuring lush upgraded landscaping, a resort-style pool with a newly added waterfall feature, a fully equipped outdoor kitchen, and a covered dining area complete with remote-controlled mosquito and sun screens for year-round comfort and effortless entertaining. The primary suite serves as a private sanctuary, filled with natural light and designed for both comfort and elegance. The space features a generous walk-in closet, direct access to the outdoor living area, and a spa-inspired bath with a soaking tub and separate glass-enclosed shower. A newly installed stainless steel Bosch built-in coffee system adds an additional layer of luxury, while designer wallpaper and remote-controlled screens throughout the home provide a refined finish and enhanced comfort. Upstairs, three spacious guest suites each feature their own en-suite bathroom, creating ideal accommodations for family and visitors alike, in addition to a spacious media room designed for relaxed living and entertaining. A large rooftop terrace overlooking the pool provides an exceptional setting for relaxing or entertaining. Perfectly positioned between Siesta Key and Downtown Sarasota, this residence offers convenient access to world-class beaches, dining, shopping, and cultural attractions. Thoughtfully designed with timeless architecture, elevated finishes, and exceptional attention to detail throughout, this home delivers an elevated yet comfortable living experience for modern luxury living.
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