Location: Sarasota
Do Not Show Listings
5381 SUNDEW DR, SARASOTA, FL 34238
$525,000131 Days on yellowkey MLS ID: A4679952
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $20,000 (3.7%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1964 Built: 2014Monthly Fee: $481 Tax: $4,455 (2025)Community: Sandhill PreserveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,455
Elementary School: K-8 At Clark And Lorriane
High School: Venice Senior High
Tax Year: 2025
Middle School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. Luxury Living in Sandhill Preserve Experience the pinnacle of Palmer Ranch living in this impeccably maintained, move-in-ready residence within the gated enclave of Sandhill Preserve. This one-story sanctuary features a seamless open floor plan where natural light and tranquil water views take center stage. The chef’s kitchen—complete with granite surfaces, a Butler’s pantry, and a social circular island—flows effortlessly into the living area, making it an entertainer's dream. Retreat to a primary suite designed for relaxation, boasting coffered ceilings and a spa-like ensuite. Beyond the versatile den/office, discover a rare, climate-controlled workshop area within the extended garage—perfect for hobbyists. Enjoy sunset views from your screened lanai, surrounded by lush tropical greenery. With resort amenities (pool, tennis, fitness) and Siesta Key Beach just minutes away, this maintenance-free lifestyle includes lawn care and NO CDD fees.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Marina Myers (954-560-2135)
2564 WOOD ST, SARASOTA, FL 34237
$449,00038 Days on yellowkey MLS ID: A4693167
REDUCED by $1,000 (0.2%) on 05/27/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2118 Built: 1958 Tax: $5,488 (2025)Community: Hudson ParkApartment
Taxes:$5,488
Elementary School: Alta Vista Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: A Rare Find in the Heart of Sarasota — Two Homes, One Exceptional Opportunity In a city where inventory is tight and opportunities like this surface only once in a while, this dual-unit property stands apart. Whether you're an investor chasing cash flow, a family seeking connected-but-separate living, or a homeowner looking to let rental income offset your mortgage — this is the one. The Main Home is warm and welcoming, with two bedrooms, a full bath, and a den that adapts to whatever life demands — home office, reading room, guest space. The eat-in kitchen keeps things bright and functional, and the screened lanai is your front-row seat to everything that makes Florida living worth it. A covered carport, plus shared laundry just steps away, keeps daily life effortless. The Rear Dwelling operates as a fully independent two-story residence — its own driveway, its own entrance, its own world. Two bedrooms, one bath, and a smart layout split across two floors give tenants or family members the privacy they want without sacrificing connection to you. And when you're not relaxing on the lanai? You're minutes from Sarasota's celebrated dining and arts scene, the Legacy Trail, and some of the most beautiful beaches on the Gulf Coast — Siesta Key, Lido Key, all within easy reach. Extra storage on site fits a boat, trailer, or RV. Because why not? Two units. Endless possibilities. One showing to change everything.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Aaron Wittenstein (941-299-1151)
2120 CRAFT LN, SARASOTA, FL 34239
$749,00012 Days on yellowkey MLS ID: A4696329
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1956Monthly Fee: $17 Tax: $6,826 (2025)Community: Norwood ParkSingle Family
Taxes:$6,826
Elementary School: Southside Elementary
Remarks: Beautifully remodeled coastal cottage in one of Sarasota’s most coveted locations—just minutes to Siesta Key, downtown Sarasota, and steps from Arlington Park and in the sought after Southside School District. Completely renovated late 2024, this move-in ready residence offers peace of mind with a substantial plumbing upgrade (37K) -with full repipe of all cast iron and all new hot and cold water lines. Additional all new IMPACT windows, beautiful new tile flooring throughout, and a fully transformed kitchen designed to impress. WOW that kitchen!! Quartz countertops, stylish cabinetry, designer lighting and backsplash, and effortless flow into the living spaces, the kitchen serves as the true heart of the home—perfect for everyday living and entertaining alike. All new appliances. Warm honey-toned wood-look tile creates a seamless, elevated feel throughout, while the desirable split floor plan offers both comfort and privacy. Tucked away from the guest bedrooms, the spacious primary suite feels like a private retreat and offers a rare feature for a home of this era—a generously sized closet along with a beautifully updated ensuite bath. Additional bedrooms provide flexibility for guests, family, or a stylish home office, including one space ideal for built-in workspace potential. The bright, welcoming living area invites relaxation, while the peaceful lanai, shaded beneath mature trees, creates the perfect backdrop for morning coffee, evening cocktails, or unwinding after a day at the beach. And then there is the location—truly exceptional. Just minutes to the world-famous Siesta Key, vibrant downtown Sarasota, waterfront dining, boutique shopping, arts, and entertainment. Even better, Arlington Park is only moments away, offering pools, pickleball, tennis courts, walking trails, playgrounds, and lush green space right in your neighborhood. Whether you are seeking a full-time residence, winter retreat, or investment opportunity, this home delivers the quintessential Sarasota lifestyle with style, convenience, and coastal charm.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Danelle Haag (941-806-9821)
7111 41ST LN E, SARASOTA, FL 34243
$475,000225 Days on yellowkey MLS ID: A4671341
2 Days Off yellowkey (back on 6/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 1994Monthly Fee: $53 Tax: $6,532 (2024)Community: The Trails Ph IiaSpa: NoSingle Family
Taxes:$6,532
Elementary School: Kinnan Elementary
High School: Southeast High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. A home that welcomes you with timeless charm and modern comfort! Tucked at the end of a quiet cul-de-sac and surrounded by beautifully landscaped grounds, this 3-bedroom, 2-bath residence offers 1,894 sq. ft. of inviting living space. Built in 1994, it blends classic architectural details—columns, arched windows, and soaring ceilings—with tasteful updates, including beautiful flooring that seamlessly flows throughout. As you enter, your eyes are immediately drawn to the sparkling pool framed by large glass sliding doors that fill the home with natural light. The split floor plan ensures privacy, with a spacious master suite featuring direct access to the lanai and pool, plus an ensuite bath complete with dual vanities and a separate soaking tub and shower. The kitchen comes fully equipped with a complete appliance package, ample cabinetry, and a breakfast bar peninsula overlooking the family room that perfect for everyday living or entertaining. Formal and informal spaces alike enjoy tranquil pool views, creating an effortless connection between indoor and outdoor living. Step outside to your own tropical retreat: an enclosed, screen-protected lanai with a sparkling inground pool surrounded by lush landscaping. Whether relaxing in the sun or hosting friends, this is the perfect space to unwind. Located in The Trails, one of Sarasota’s most desirable communities near Lockwood Ridge and University Parkway, you’ll enjoy low HOA fees, no CDD, and an unbeatable location just minutes from UTC Mall, dining, and the beaches. Visit today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
1775 7TH ST, SARASOTA, FL 34236
$1,195,00033 Days on yellowkey MLS ID: A4692920
REDUCED by $55,000 (4.4%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1793 Built: 2019 Tax: $13,221 (2025)Community: Schindler SubSpa: YesSingle Family
Taxes:$13,221
High School: Booker High
Middle School: Booker Middle
Remarks: STYLISH NEWER CONSTRUCTION POOL HOME close to Downtown Sarasota with 3 Bedrooms / 2 Baths and ACTIVE Airbnb History! Located in one of the few areas within Sarasota allowing WEEKLY RENTALS, this beautifully designed residence offers the ideal blend of modern luxury, indoor-outdoor living and incredible proximity to Downtown Sarasota, Bayfront Park, St. Armands Circle and the Gulf beaches. Inside, the home features a thoughtfully designed layout filled with natural light, high ceilings and contemporary finishes throughout. The spacious kitchen offers sleek cabinetry, stainless steel appliances, oversized island seating and easy access to both the dining and living areas creating a comfortable flow for everyday living and entertaining. The split-bedroom design creates privacy and functionality while the spacious primary suite feels like a true retreat featuring a spa-inspired ensuite bath with dual sinks, soaking tub and stunning open-air shower. Two additional guest bedrooms offer flexibility for visitors, family or home office space. Designed to embrace the Florida lifestyle, the outdoor living area is truly exceptional featuring a private pool, hot tub, outdoor kitchen, beverage fridge and multiple entertaining spaces surrounded by lush tropical landscaping. Whether enjoying quiet mornings poolside or hosting guests for dinner and cocktails, the seamless indoor-outdoor flow creates the ultimate Sarasota retreat. Currently operating as an active Airbnb, this property offers outstanding flexibility for full-time living, seasonal use or investment potential. Recent addition of solar panels for cost friendly utility bills. Conveniently located just minutes from Sarasota’s top dining, shopping, entertainment and waterfront attractions, this is a rare opportunity to own a newer construction home with weekly rental flexibility in one of Sarasota’s most desirable areas.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Melissa Killion (941-248-6840)
3404 MONICA PKWY, SARASOTA, FL 34235
$329,00014 Days on yellowkey MLS ID: A4696121
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1198 Built: 1959 Tax: $3,432 (2025)Community: Kensington ParkSingle Family
Taxes:$3,432
Elementary School: Gocio Elementary
Remarks: Under contract-accepting backup offers. This fantastically clean, split-floor plan home offers a 5-year old roof (new in 2021), a newer AC (2018), and a fresh coat of paint throughout the interior. The entire home features ceramic tile flooring. No carpets to clean. The kitchen is updated with wood cabinets and a granite countertop. The primary bedroom is huge with a large walk-through closet. A corner lot, this property features a spacious, fenced backyard and a large carport accessible from the street through a wide, opening gate. Plenty of room to park multiple cars or work trucks, boats, and more. It is conveniently located three blocks from Lockwood Ridge Road near 17th Ave. Downtown Sarasota is 10 minutes away. Lido Beach is a quick 20-minute drive. NO HOA. NO DEED RESTRICTIONS. EXCELLENT RENTAL OPPORTUNITY.
Listing is courtesy of: ZITELLI REALTY NETWORK LLC (813-399-9985)
Listing Agent: Eric Zitelli (813-444-3998)
7108 MIDNIGHT PASS RD, SARASOTA, FL 34242
$4,219,000106 Days on yellowkey MLS ID: A4685107
Bed: 7 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4697 Built: 1970Monthly Fee: $467 Tax: $10,150 (2025)Community: Siesta Properties IncSpa: NoSingle Family
Taxes:$10,150
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: A rare opportunity situated on an expansive 1.8 acres, this estate is located behind the gates of one of Siesta Key’s most exceptional estate settings. Surrounded by lush tropical foliage and serene lagoon-style water features, the property offers remarkable privacy and versatility with a 5-bedroom, 4-bath main residence and a separate 2-bedroom, 1-bath guest house—ideal for multi-generational living, hosting guests, or providing dedicated staff accommodations. The grounds evoke a secluded, natural sanctuary while remaining just minutes from Siesta Key’s vibrant dining, boutique shopping, and world-renowned coastline. Positioned within the prestigious Sanderling Club, the estate grants access to one of Sarasota’s most storied and sought-after communities. Celebrated for its historic bay-to-gulf setting and architectural significance, the Sanderling Club offers residents private beach access, 24-hour gated security, tennis and pickleball courts, a beach front clubhouse, and a members-only marina just steps from the property—delivering a refined coastal lifestyle unlike anywhere else. Located moments from the iconic, powder-soft sands of Siesta Beach, this property presents a rare chance to create a legacy residence in an extraordinary setting. Whether you choose to enhance the existing homes or envision an entirely new custom masterpiece, the possibilities are limitless. Properties of this scale within the Sanderling Club are exceptionally scarce, making this offering truly remarkable.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
3356 PLANTATION PL, SARASOTA, FL 34231
$500,00037 Days on yellowkey MLS ID: L4961906
REDUCED by $25,000 (4.8%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1982 Tax: $4,134 (2025)Community: South Pointe WoodsSingle Family
Taxes:$4,134
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 3356 Plantation Place in beautiful Sarasota, Florida! This gorgeous 3-bedroom, 2-bathroom home with a 2-car garage has been completely remodeled from top to bottom with virtually everything brand new. Located in a highly desirable area just minutes from world-famous Siesta Key Beach, this move-in ready home offers modern style, quality craftsmanship, and peace of mind.Step inside to discover an open and inviting floor plan featuring brand new tiled floors throughout, fresh finishes, updated fixtures, and abundant natural light. The stunning remodeled kitchen showcases beautiful cabinetry, upgraded countertops, and modern finishes perfect for entertaining or everyday living. Both bathrooms have been tastefully renovated with stylish upgrades and designer touches.Major improvements include a brand new roof, new garage door, new doors and windows, new electric panel, new receptacles, and updated fixtures throughout the home. Every detail has been thoughtfully completed, making this property truly turnkey.Enjoy living in one of Sarasota’s most sought-after locations close to Siesta Key, shopping, dining, entertainment, parks, and top-rated schools. Whether you are looking for a primary residence, vacation home, or investment opportunity, this home checks all the boxes.This one won’t last long — schedule your private showing today!
Listing is courtesy of: HELLOSOLD LLC (954-778-5300)
Listing Agent: Dan Farber (954-778-5300)
8096 GLENBROOKE LN, SARASOTA, FL 34243
$624,90059 Days on yellowkey MLS ID: A4690084
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2487 Built: 1985Monthly Fee: $25 Tax: $333 (2025)Community: GlenbrookeSpa: NoSingle Family
Taxes:$333
High School: Braden River High
Remarks: MULTIGENERATIONAL LIVING • 5 BEDROOMS • INCOME POTENTIAL... Why choose just one when this Sarasota home offers all three? Welcome to 8096 Glenbrooke Ln, a rare fully renovated property designed for today's flexible lifestyles. Whether you're looking for multigenerational living, private guest accommodations, space for adult children, a home-based business setup, or potential rental income, this unique 5-bedroom, 3-bath home delivers options that are hard to find. Situated on one of the largest lots in Glenbrooke, the property functions as either one spacious residence or two completely independent living spaces. Separate entrances, dedicated laundry areas, abundant storage, and an interior dividing door create the perfect balance of togetherness and privacy. The upper level features vaulted ceilings, abundant natural light, an inviting living area with an electric fireplace, spacious dining room, private balcony, and a beautifully appointed kitchen with rich cherry cabinetry, granite countertops, stainless steel appliances, and generous workspace. The primary suite is joined by two additional bedrooms and two full baths. Downstairs offers a fully independent living space complete with two bedrooms, one bath, full-size laundry, and a stunning updated kitchen featuring soft-close shaker cabinetry, quartz countertops, stainless steel appliances, and a walk-in pantry. Major improvements provide peace of mind for years to come, including hurricane-impact windows, newer HVAC with UV purification lights (2017), a new roof with a transferable 50-year warranty (2022), and extensive exterior upgrades completed in 2023, including stucco, vinyl siding, PVC trim, fascia, and soffits. Step outside to your own tropical retreat where mango, banana, and avocado trees surround a fenced backyard with room for a future pool and two convenient storage sheds. Residents enjoy the benefits of Glenbrooke's incredibly low HOA of just $300 per year and no CDD fees, all while being minutes from UTC, downtown Sarasota, SRQ Airport, I-75, world-class shopping, dining, and the Gulf Coast's award-winning beaches. BONUS OPPORTUNITY: Qualified veterans may be eligible to assume the seller's exceptionally low 2.25% interest rate mortgage, creating a potentially significant monthly savings opportunity.
Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)
Listing Agent: George Dustman, Iii (941-212-0042)
1124 DANNY DR, SARASOTA, FL 34243
$387,50051 Days on yellowkey MLS ID: TB8500717
REDUCED by $5,000 (1.3%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1614 Built: 1976 Tax: $3,610 (2025)Community: Whitfield Country Club HeightsSingle Family
Taxes:$3,610
Elementary School: Florine J. Abel Elementary
Middle School: Electa Arcotte Lee Magnet
Remarks: Charming Sarasota home offering a bright, open layout and great indoor-outdoor living! This well-maintained property features spacious living and dining areas with durable tile flooring throughout, creating a seamless and low-maintenance living space filled with natural light. The updated kitchen showcases granite countertops, modern cabinetry, stainless steel appliances, and a convenient pass-through/breakfast bar—perfect for everyday living and entertaining. Multiple living areas provide flexibility for a family room, dining space, or home office setup. Step outside to a large screened-in lanai, ideal for relaxing or hosting guests while enjoying the private backyard setting with lush greenery. The yard offers plenty of space to personalize and make your own outdoor retreat. Additional highlights include a 2-car garage, generous driveway, and a functional layout with comfortable bedroom spaces. Conveniently located in Sarasota near shopping, dining, and major roadways, this home offers both comfort and accessibility. Great opportunity to own a versatile home in a desirable Sarasota location—schedule your showing today!
Listing is courtesy of: 54 REALTY LLC (813-435-5411)
Listing Agent: Eric Dixon (813-516-4102)
301 QUAY COMMONS #1210, SARASOTA, FL 34236
$1,850,00071 Days on yellowkey MLS ID: A4689527
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2184 Built: 2023Monthly Fee: $1,997 Tax: $23,655 (2025)Community: Bayso SarasotaCondo
Taxes:$23,655
Remarks: This remarkable residence is among the most compelling opportunities in downtown Sarasota’s luxury condo market. Positioned on a prized corner, the home is filled with natural light and features a desirable west-facing exposure—delivering tranquil bay views by day, vibrant Gulf sunsets in the evening, and a glittering city skyline at night. Located on the 12th floor, the property offers a true “sky residence” feel that is rarely found at this value. One premium parking space further enhances its appeal— in the downtown core. Before this opportunity is claimed, I invite you to experience the lifestyle firsthand—either in person or through a live video tour. A Sought after Blend of Design, Comfort & Coastal Living Step into elevated waterfront living in this beautifully upgraded 2-bedroom + 1 den / bedroom, 3-bath residence, ideally situated in Sarasota’s vibrant Quay district. Encompassing 2,185 square feet, the open-concept design is highlighted by soaring 10-foot ceilings and expansive floor-to-ceiling glass that flood the interior with light while framing sweeping views of Sarasota Bay and the Gulf. Every element has been carefully curated for immediate enjoyment: Elegant porcelain tile flooring throughout Designer Italkraft kitchen featuring upgraded cabinetry, pull-out storage, pantry enhancements, JennAir appliances (including convection and built-in oven, and cooktop), and Grohe fixtures Generous primary suite with dual walk-in closets and a spa-like bath complete with soaking tub, oversized shower, dual vanities, and linen storage Private guest suite with ensuite bath, plus a third full bathroom Flexible den with closet—ideal for a home office or additional bedroom Hard wired motorized window shades along with custom lighting throughout Lightly used a few weeks here and there in like new condidtion. This is refined, low-maintenance luxury in a walkable waterfront setting—just steps from exceptional dining, shopping, cultural venues, and the marina. Opportunities offering this level of space, quality upgrades, panoramic views, and a premier Quay location are increasingly limited.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ian Mcpherson (941-320-0999)
5624 AARON CT, SARASOTA, FL 34232
$620,00018 Days on yellowkey MLS ID: A4695501
REDUCED by $5,000 (0.8%) on 06/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1800 Built: 2007Monthly Fee: $150 Tax: $6,154 (2025)Community: Oak VistasSpa: YesSingle Family
Taxes:$6,154
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: SELLER FINANCING AVAILABLE!!!!! Discover the perfect blend of luxury, privacy, and convenience in this beautifully maintained 3 bedroom, 2.5 bathroom custom home nestled on a quiet cul-de-sac in the heart of Sarasota. Designed for both comfortable everyday living and effortless entertaining, this exceptional residence features an open-concept floor plan, soaring ceilings, and seamless indoor-outdoor living. The expansive living room showcases stunning coffered ceilings and easy to clean tile and wood inlay flooring throughout. Flowing effortlessly into the chef-inspired kitchen, complete with solid wood cabinetry, granite countertops, a large center island, and newer stainless steel appliances, perfect for gathering with family and friends. The luxurious primary suite offers direct access to the pool and lanai, dual walk-in closets, and a generous en-suite bath designed for relaxation. A desirable split-bedroom floor plan places the two guest bedrooms on the opposite side of the home, providing privacy for family and visitors alike. These versatile rooms also offers an ideal setup for a home office, fitness room, or creative workspace. Step outside to your private backyard oasis, where a screened lanai features a heated saltwater pool and spa, along with a fully equipped outdoor kitchen. Whether hosting guests or enjoying a peaceful evening at home, this resort-style outdoor living space is a rare find at this price point. Recent upgrades provide peace of mind and exceptional value, including a newer A/C system, tankless water heater, whole-house water filtration system, and newer stainless steel appliances. These thoughtful improvements enhance comfort, efficiency, and long-term value for the next homeowner. Additional highlights include a spacious 2-car garage, manicured tropical landscaping, low-maintenance living, and a prime Sarasota location just minutes from I-75, Bee Ridge Road, shopping, dining, top-rated schools, golf courses, medical facilities, and world-famous Gulf Coast beaches. This move-in-ready Sarasota pool home combines quality craftsmanship, modern upgrades, energy-efficient features, and an unbeatable location. Schedule your showing today and experience the best of Florida living.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
940 ALAMEDA WAY, SARASOTA, FL 34234
$2,950,000111 Days on yellowkey MLS ID: A4683727
REDUCED by $200,000 (6.3%) on 05/20/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2689 Built: 1956 Tax: $23,384 (2025)Community: Owens Alan TSingle Family
Taxes:$23,384
Remarks: Introducing a perfectly positioned waterfront gem on Whitaker Bayou where the inlet opens up to Sarasota Bay. This charming 4BR/4BA is in the sought-after Indian Beach/Sapphire Shores community an exclusive location that captures both tranquility and convenience. The home is gated and, has been completely updated and offers stunning Bay and/or Bayou views from virtually every room. You will love the light and bright interior. A wall of windows spans through the living/dining area, opening up to the elegant pool and the large covered and screened patio area. 3 of the 4BR are ensuite, which is ideal for privacy. All of them in accordance with the theme of this property: Perfect & Seamless indoor /outdoor living! The master on the ground floor opens to the pool area, the 2nd suite opens to a large deck overlooking the Bayou and Bay and the 3rd suite (2nd floor) has a balcony that captures wonderful sunset views. Perfect for maritime enthusiasts, a beautiful extended dock, 120 foot of seawall, boatlift and immediate access to the bay. This waterfront property is also ideal for vacation rentals if your goal is to generate lucrative income. Upgrades include: new HVAC, newer roof and new water heater. A waterfront haven only steps away from cultural attractions, fine dining, and boutique shopping. Coastal living in one of Sarasota’s most desired downtown neighborhoods. Call for a private showing.
Listing is courtesy of: CHARITY & WEISS INTERNATIONAL LLC (941-365-0022)
Listing Agent: Annabel Serio (941-894-7929)
2816 MICHIGAN ST, SARASOTA, FL 34237
$379,00067 Days on yellowkey MLS ID: A4689787
REDUCED by $20,500 (5.1%) on 06/05/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1380 Built: 1956 Tax: $872 (2025)Community: Glen RidgeSingle Family
Taxes:$872
Remarks: SAY HELLO TO A GOOD BUY * SOLAR PANELS ARE OWNED (not leased), HOUSE IS KEPT AT 74 DEGREES AND THE HIGHEST POWER BILL IS $50+/-/MONTH WHICH IS AN ESTIMATED SAVINGS OF ABOUT $200/MONTH * This home has been LOVINGLY RENOVATED * NEW Kitchen with NEW Cabinets & Countertops & NEW Appliances * NEW Bathroom with NEW Vanity & NEW Shower * NEW Tile Flooring * NO Carpet * NEW Paint * Metal Roof * Solar Panels so you have a very low electric bill * LARGE Carport & Storage Room * This house is beautiful with a very large Living Room & Dining Room - there's a lot of A/C Living Space * Spacious Front Yard * Paver Park area is located in a great school district * You are minutes to Payne Park and a few blocks to The Legacy Trail * Short bike ride to Downtown and the Bay Front * Short car ride to Selby Botanical Gardens, Siesta Key, St Armand's Circle & Lido Beach * This is an EXCELLENT year round home OR winter getaway * One look & you'll fall in love * Run, don't walk to this INCREDIBLE VALUE *
Listing Agent: Glenn Brown (941-342-6464)
2127 WORRINGTON ST, SARASOTA, FL 34231
$339,00016 Days on yellowkey MLS ID: A4695846
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1085 Built: 1983 Tax: $3,309 (2025)Community: South HavenSingle Family
Taxes:$3,309
Remarks: Under contract-accepting backup offers. Tucked behind 2129 Worrington Street with deeded access, this beautifully updated home offers privacy and convenience. Nearly every major feature has been renovated within the last 3 to 4 years, including a modern kitchen, updated bathrooms, attractive flooring, and newer appliances, 3-bedroom 2-baths, screen lanai, one car garage, 1085 sq. ft. of living area. Enjoy easy access to downtown, where you'll find a variety of restaurants, shopping, entertainment, and medical facilities, including the hospital. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this move-in-ready home is a real must-see. Great starter home or, second home or family home.
Listing is courtesy of: CARON REALTY INC (941-925-3300)
Listing Agent: Ronnie Caron (941-925-3300)
1780 PHILLIPPI SHORES DR #C3-11, SARASOTA, FL 34231
$73,50051 Days on yellowkey MLS ID: A4691967
Bed: Bath: 0.0 Built: 2007 Tax: $444 (2024)Community: Phillippi Harbor ClubDock-Rackominium
Taxes:$444
Remarks: Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! This rack measures 28Lx10Wx9H and can fit a boat 28Lx10Wx7H. Imagine the convenience of having your boat ready to go whenever you are, thanks to the friendly and efficient staff. Hurricane-protected building ensures that your boat stays safe and secure, while you enjoy peace of mind. With reasonable monthly fees, you can enjoy all the perks of the PHC without breaking the bank. But that's not all! Phillippi Harbor Club also offers valet services, discounted fuel, wash stations, shower room, service racks, full detailing services, and private assigned lockers. The location on protected waters with no bridges to the Intracoastal Waterway means that your boating adventures are just moments away. Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Daniel Treiman (917-657-7495)
8250 SANDERLING RD, SARASOTA, FL 34242
$18,900,000316 Days on yellowkey MLS ID: A4660281
Bed: 5 Bath: 6.0 Gar: 6 Liv Area Sq Ft: 7756 Built: 2000Monthly Fee: $450 Tax: $102,460 (2024)Community: Sanderling Club / Siesta KeySpa: YesSingle Family
Taxes:$102,460
Remarks: Guy Peterson's architectural masterpiece is located in Sarasota's most prestigious gated enclave. Positioned on the white sands of Siesta Key, 8250 Sanderling Road is more than a residence; it is a bold statement in modern architecture, masterfully envisioned by renowned architect Guy Peterson, FAIA. Set on 1.54 private acres with 150 feet of Gulf-front beach and 150 feet of lagoon frontage behind the gates of the exclusive Sanderling Club, this estate is a rare fusion of design innovation, artistic expression, and coastal tranquility. Widely recognized as one of Florida’s most iconic modern beach residences, the property has received top honors including the AIA Florida Test of Time Design Award, AIA Florida Gulf Coast Honor Award and the AIA Florida Excellence in Architecture Award, and has been featured in The Wall Street Journal, HGTV’s Homes Across America, Robb Report, Florida Design, Sarasota Magazine and more. It is also prominently included in Four Florida Moderns and 50 US Architects Residential and Planning, placing it among the most significant architectural achievements in the country. The home was designed as a series of four interconnected pavilions anchored in concrete and glass. It was reimagined in 2014 by the original architect, Guy Peterson, alongside Michael K. Walker and Richard Geary. The result is a striking architectural clarity that elevates the original design while introducing refined modern comforts. The sculptural façade is defined by bold horizontal lines, artful cutouts, and a seamless blend of poured concrete, steel, and sanded glass. A shell stone path leads to a dramatic entry, where the residence begins to unfold like a gallery of light and form. Inside, the interiors echo the clean geometry of the exterior. A soaring multi-level foyer acts as a central spine of the home, where light, shadow and structure interplay like a living installation. The custom-designed bar, lit by an onyx countertop, is functional and atmospheric. The dining room is framed by concrete columns and translucent glass, revealing a cinematic view of the Gulf beyond. The kitchen, anchored by warm teak millwork, features dual islands, Miele and Wolf appliances, and honed marble surfaces, creating a space as elegant as it is functional. The owner’s suite offers a peaceful retreat with a sitting area, private terrace, and coffee bar, while dual baths evoke spa-like tranquility with stone finishes and minimalist detailing. A private office with panoramic Gulf views inspires focus, while additional guest suites offer comfort and privacy with en-suite accommodations. Outside, a sprawling terrace connects indoor and outdoor living, ideal for intimate reflection or entertaining against the sound of waves. Residents of The Sanderling Club enjoy access to a private marina and beach plus 24-hour guard-gated enclave celebrated for its discretion and architectural legacy. With its distinguished pedigree and timeless design, 8250 Sanderling Road is a coastal sanctuary that honors the past, elevates the present, and secures its place among the most architecturally significant homes in on Florida’s Gulf Coast.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
575 S SPOONBILL DR, SARASOTA, FL 34236
$4,295,000127 Days on yellowkey MLS ID: A4682428
4 Days Off yellowkey (back on 6/9/2026)
REDUCED by $200,000 (4.4%) on 06/01/2026
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3900 Built: 2023Monthly Fee: $110 Tax: $42,103 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$42,103
Middle School: Pine View School
Remarks: Set within the prestigious island community of Bird Key, this recently completed custom-built residence (2023) delivers refined coastal living just minutes from Sarasota Bay, St. Armands Circle, and downtown Sarasota. Spanning nearly 4,000 square feet of interior space, the thoughtfully designed two-story layout offers four en-suite bedrooms, a library/media room, den, and 5½ baths, with a shaft in place for a future elevator. The great room serves as the heart of the contemporary home, showcasing European oak hardwood flooring throughout, soaring cathedral ceilings reaching over 21 feet, solid wood beams, and coffered architectural detail. A stone-encased fireplace anchors the space, while walls of impact-rated pocketing glass sliders open directly to the covered patio and outdoor living area, creating a seamless indoor-outdoor flow. Custom built-ins with wainscoting and illuminated display niches provide ideal space for art and decor. The kitchen is designed for both daily living and entertaining, featuring an oversized quartz waterfall island, custom cabinetry with under-cabinet lighting, tile backsplash, walk-in pantry, pot filler, and Wolf and Sub-Zero appliances. Adjacent dining area includes a built-in buffet and direct patio access for effortless hosting. The primary suite is located on the main level, offering pool views, extensive built-ins, and a spa-inspired bath with quartz surfaces, soaking tub, and a walk-in shower with multiple showerheads. A second en-suite bedroom on the first floor—currently used as a fitness room—adds flexibility, along with a dedicated den, laundry room, and a library/media room with custom built-ins and en-suite pool bath access. Upstairs, a spacious loft opens to a private balcony with glass railing, currently used as office space. Two additional guest bedroom suites occupy this level, including one with a walk-in closet. Outdoor living is complete with a fully equipped summer kitchen, covered dining area, stone accent wall, heated saltwater pool with PebbleTec finish, sun shelf, and raised spa. Additional highlights include EnergyStar insulated impact windows and doors, central vacuum, contemporary lighting, three-car garage with epoxy floors, and insulated garage doors. Bird Key offers a premier island lifestyle with proximity to marinas, beaches, and optional membership to the Bird Key Yacht Club. Enjoy quick access to Lido Beach, Longboat Key, and Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, world-class dining, and waterfront events—making this a standout opportunity in one of Sarasota’s most sought-after neighborhoods.
Listing Agent: Roger Pettingell (941-387-1840)
4983 GREENCROFT RD #181, SARASOTA, FL 34235
$264,000330 Days on yellowkey MLS ID: A4659853
REDUCED by $11,000 (4.0%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1353 Built: 1978 Tax: $2,095 (2024)Community: Greencroft - The MeadowsTownhouse
Taxes:$2,095
Remarks: Centrally located townhouse, with main bedroom on first floor, in The Meadows, one of Sarasota’s sought-after neighborhoods just 15 minutes from downtown. A canopied street and a two-car garage welcome you home. Inside you’ll be greeted by a charming atrium that fills the space with gorgeous indirect light and cathedral ceilings in the living room providing an open and airy feeling. You will love relaxing in the 20-foot screened-in lanai overlooking a tranquil and lush garden. Upstairs, you will find soaring ceilings, abundant natural light, and the other two bedrooms and a bath. All across the street from the heated community pool and a mile to all the fun The Meadows has to offer. Set on 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf, and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the future Sarasota Orchestra, and University Town Center: a favorite shopping and dining destination. A fabulous Florida lifestyle awaits. With 2022 air conditoner, 2011 shingle roof (condominium's responsibility) and above flood plain in zone X
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
1023 TOCOBAGA LN, SARASOTA, FL 34236
$3,395,00029 Days on yellowkey MLS ID: A4694000
REDUCED by $100,000 (2.9%) on 06/09/2026
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3599 Built: 1994Monthly Fee: $167 Tax: $27,942 (2025)Community: Tocobaga BaySpa: NoSingle Family
Taxes:$27,942
Remarks: Sophisticated gated living just moments from the heart of downtown Sarasota. Evoking the timeless elegance of Palm Beach with the warmth of Old Florida charm, this exceptional Spanish Mediterranean residence is tucked within the exclusive gated waterfront enclave of Tocobaga Bay. One of only 9 private residences in the community, ideally positioned just moments from Sarasota’s renowned dining, arts, shopping, and waterfront attractions. Surrounded by lush tropical landscaping and tranquil water views, the home is thoughtfully designed for both sophisticated entertaining and relaxed everyday living. Expansive interiors are filled with natural light, highlighted by a grand foyer, travertine flooring, oversized floor-to-ceiling picture windows, motorized shades, and custom window treatments throughout. The residence features 3 bedrooms, each with its own ensuite bath, along with a media room or private office and a private 3-stop elevator. The oversized 4-car garage offers exceptional storage and ample space for vehicles, golf carts, kayaks, and recreational equipment, while the air-conditioned bonus room provides flexibility for a fitness studio, game room, private office, or additional storage. The newly renovated chef’s kitchen is beautifully appointed with premium finishes including a La Cornue gas cooktop, Sub-Zero refrigerator, custom Campbell Cabinetry, spacious walk-in pantry, oversized center island and Taj Mahal quartz countertops and backsplash. The oversized living room offers an inviting atmosphere for gathering, while the separate formal dining room is perfectly suited for elegant dinners and entertaining. The primary suite serves as a peaceful sanctuary complete with its own Juliette balcony, dual custom walk-in closets, and a spacious ensuite bath. Two additional guest suites occupy the third floor, each with private baths, offering ideal comfort and separation for family and guest. Designed to embrace Sarasota’s indoor-outdoor lifestyle, the open-air heated saltwater pool is surrounded by lush tropical landscaping and expansive patio space for lounging and dining. Additional improvements: new tile roof (2023), new irrigation system (2024), updated water heaters (2023 & 2024), electrical panels (2024), and updated A/C units. Residents enjoy access to the community day dock with direct bay access, perfect for boating and waterfront enjoyment. Perfectly located near Sarasota’s renowned beaches, St. Armands Circle, The Bay Park, and the iconic Ringling Bridge, this remarkable residence offers an exceptional lifestyle just minutes from the energy and culture of downtown Sarasota. Offered fully furnished and ready for immediate enjoyment.
Listing Agent: Linda Driggs (941-374-2920)
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