Location: Sarasota
Do Not Show Listings
5624 AARON CT, SARASOTA, FL 34232
$620,00015 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,154
Elementary School: Brentwood Elementary
High School: Sarasota High
Tax Year: 2025
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
$2,950,000108 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
Elementary School: None
High School: None
Middle School: None
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)
3329 OAKWOOD BLVD N, SARASOTA, FL 34237
$174,9008 Days on yellowkey MLS ID: A4696381
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1976Monthly Fee: $210 Tax: $1,144 (2025)Community: Oakwood ManorMobile Home
Taxes:$1,144
Remarks: OAKWOOD MANOR — WHERE FUN AND FRIENDSHIPS BEGIN! LOW-MAINTENANCE LIVING IN A HIGH-VALUE LOCATION Welcome to Oakwood Manor, Sarasota's only resident-owned 55+ community within the city limits—where affordability, convenience, and an active social lifestyle come together. This spacious 2-bedroom, 2-bath home offers 1,344 square feet of living space and is situated on a desirable lot within the community. A large covered and screened Florida room welcomes you home and provides the perfect space for morning coffee, entertaining friends, or simply enjoying Florida's beautiful weather year-round. The attached oversized shed houses the washer and dryer and offers plenty of additional storage or room for hobbies and projects. This home is priced to give you options: • Move in and enjoy as-is • Update and personalize to your own style • Create the Florida retreat you've always wanted Major Updates Already Completed: • A/C replaced in 2021 • Electrical panel replaced in 2026 Oakwood Manor spans 90 beautifully maintained acres and is known for its low maintenance fees, strong sense of community, and welcoming atmosphere. You'll be hard-pressed to find a better value anywhere within the City of Sarasota. Community Amenities Include: • Clubhouse with fitness center, dance floor, and library • Heated swimming pool and hot tub • Mini golf, bocce ball, shuffleboard, and cornhole • Ping-pong and pool table • Shaded gathering areas and picnic park with grill • Full calendar of social activities, events, and clubs Love pickleball? Public courts are just a short bike ride away via the Legacy Trail, located adjacent to the community. Conveniently located just minutes from downtown Sarasota, world-famous Gulf beaches, shopping, dining, cultural attractions, and major medical facilities, you'll have everything you need right at your fingertips. Community Restrictions: No pets, motorcycles, or trucks permitted
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
6401 APPROACH RD #32, SARASOTA, FL 34238
$299,00066 Days on yellowkey MLS ID: A4689670
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1275 Built: 1991 Tax: $3,212 (2025)Community: Westwoods At SunriseCondo
Taxes:$3,212
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome to 6401 Approach Road, a meticulously maintained villa nestled within the serene, tree-lined enclave of Westwoods at Sunrise. This spacious 1,275-square-foot residence features a thoughtful split-floor plan with two bedrooms and two bathrooms, designed to maximize both privacy and an airy, open-concept feel. Recent professional updates enhance the home’s appeal, including elegant quartz countertops, durable hard-surface flooring throughout, and a brand-new HVAC system installed in March 2026. The versatile, climate-controlled lanai offers the unique ability to function as an extended living area or a traditional outdoor porch. In addition, there is a charming screened breezeway at the front door that is perfect for morning coffee, a meal, or tending to your tropical plants. Storage is a standout feature, from the oversized laundry room and numerous interior closets to the one-car garage with a dedicated storage bump-out. Residents of this active 55+ community enjoy two heated pools, a pet-friendly atmosphere (up to 25 pounds), no CDD fees, a year-round calendar of events, clubhouse, and four premier pickleball courts that residents and friends actively play. Perfectly positioned near I-75 and the world-class sands of Siesta Key, this villa represents the ideal Sarasota lifestyle for year-round residents and seasonal guests alike.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jill Thomas (941-544-1160)
6287 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$630,00014 Days on yellowkey MLS ID: A4695909
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1401 Built: 1982 Tax: $6,836 (2025)Community: Excelsior Beach To Bay 6Condo
Taxes:$6,836
Remarks: Beautiful Excelsior Beach to Bay - absolutely gorgeous condo complex and beautifully refreshed and remodeled unit. This condo lives large - plenty of room to relax and not feel cramped on a rainy day! Jumbo sized Master bedroom with private, totally remodeled and updated bath and ample sized walk in closet. Second bedroom holds two queen sized beds for multiple guests and has access to secondary, totally remodeled bathroom that includes stacked washer and dryer. Plantation shutters. New luxury vinyl flooring throughout - no carpet to catch our beautiful Siesta Key sand! Covered and enclosed lanai area off the living room. Condo complex offers access to not only the intracoastal but more importantly your private beach area on the Gulf side. Newer appliances in kitchen. New air conditioning and water heater.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Kimberlie Macdonald (941-928-1953)
2816 MICHIGAN ST, SARASOTA, FL 34237
$379,00064 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
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
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
$339,00013 Days on yellowkey MLS ID: A4695846
2 Days Off yellowkey (back on 6/9/2026)
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)
1330 GLEN OAKS DR E #174D, SARASOTA, FL 34232
$163,000141 Days on yellowkey MLS ID: A4680004
REDUCED by $4,000 (2.4%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 932 Built: 1978 Tax: $1,925 (2025)Community: Glen Oaks Garden Apts 2Condo
Taxes:$1,925
Remarks: This charming, super clean and very well taken care of 2-bedroom, 2-bathroom condo is now available in Glen Oaks, a vibrant 55+ community with a great central Sarasota location close to downtown, UTC Mall, restaurants, shopping, dog parks, golf courses, and world-renowned beaches. This updated home features stylish ceramic tile throughout, a bright and airy layout, and a wonderful sunny south-facing all-weather patio perfect for morning coffee. Enjoy resort-style amenities including a large heated community pool, shuffleboard courts, barbecue grills, a fantastic clubhouse, a tropical courtyard entryway, covered parking, and plenty of guest spaces. Additional appointments include an updated kitchen with extra counter space and light wood cabinetry, updated baths with beautifully tiled showers, modern finishes, stylish vanities and fixtures, fans in all rooms, lots of closet space, and extra storage for beach chairs and holiday items. Glen Oaks has a minimum rental policy, strong reserves, reasonable fees, no assessments, and is up to date on all newly required inspections. Move-in ready and located on the 1st floor, this condo offers comfort, ease of use, and a quiet retreat in the middle of it all. Make this your new vacation home or enjoy year-round living. Schedule your showing today.
Listing is courtesy of: SEAQUIN REALTY LLC (816-309-2339)
Listing Agent: Mindy Valdivia (816-309-2339)
3137 BAY ST, SARASOTA, FL 34237
$529,99912 Days on yellowkey MLS ID: A4696080
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1672 Built: 1959 Tax: $7,057 (2025)Community: Bellevue TerraceSpa: NoSingle Family
Taxes:$7,057
Middle School: Brookside Middle
Remarks: Rare mid-century A-frame pool home in central Sarasota with no HOA and weekly rentals permitted. This block-construction home offers 4 bedrooms, 2 renovated baths, and a spacious primary suite with ensuite bath and private pool access. The kitchen features Corian countertops, under-cabinet lighting, and reverse osmosis connected to the refrigerator ice maker. Enjoy a fenced backyard with heated screened pool, excellent sun exposure, and a large paver patio for entertaining. Community park, Pompano Pickleball, and Legacy Trail access in neighborhood. Minutes to Downtown Sarasota, Pinecraft, Siesta Key, Lido Key, UTC, golf, dining, and SRQ Airport—ideal as a primary residence, vacation home, or investment property.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Sherry Rybczynski (303-325-1870)
9320 CLUBSIDE CIRCLE S #2310, SARASOTA, FL 34238
$299,00044 Days on yellowkey MLS ID: N6144157
REDUCED by $20,000 (6.3%) on 06/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995 Tax: $3,058 (2025)Community: Stoneybrook Clubside 2Condo
Taxes:$3,058
Remarks: Welcome to your private slice of paradise in the highly sought after Stoneybrook Golf & Country Club. This beautifully maintained turnkey furnished third floor end corner condo offers the perfect combination of comfort, style, and breathtaking waterfront and golf course views. Featuring 2 bedrooms and 2 bathrooms, this light and bright residence is ideal as a full time home, seasonal retreat, or income producing getaway with a strong seasonal rental history. The open concept floor plan flows seamlessly from the moment you enter straight through to the screened lanai, where vaulted ceilings and expansive views create a peaceful and private setting. Updated throughout, this stunning condo features new vinyl plank flooring throughout the main living areas and new carpet in both bedrooms installed just 2 years ago. The beautifully updated kitchen offers new appliances just 1 year ago, a new dishwasher only 1 month ago, gorgeous tropical backsplash, and quartz countertops in both the kitchen and bathrooms. The primary suite is a relaxing retreat with private sliders to the lanai, a walk in closet, and serene views, while the split bedroom design offers privacy for guests. Additional updates include a new washer and dryer 2 years ago, convenient in unit laundry closet, elevator access, and the rare advantage of a third floor end unit location. Residents enjoy a community pool and tennis courts just steps away, while beyond your front door awaits the resort style lifestyle of Stoneybrook Golf & Country Club featuring a recently modernized 18 hole championship golf course, Har Tru tennis courts, pickleball, bocce, fitness center, walking trails, full service restaurant, bar, and endless social activities. Perfectly located near The Legacy Trail, Nokomis Beach, and world famous Siesta Key Beach, this is Florida living at its finest. Privacy, views, updates, and amenities make this exceptional condo a true gem.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-451-2025)
Listing Agent: Kimberly Eudy (941-882-2666)
1780 PHILLIPPI SHORES DR #C3-11, SARASOTA, FL 34231
$73,50048 Days on yellowkey MLS ID: A4691967
0 Days Off yellowkey (back on 6/9/2026)
Bed: Bath: 0.0 Built: 2007 Tax: $444 (2024)Community: Phillippi Harbor ClubDock-Rackominium
Taxes:$444
Tax Year: 2024
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
$18,900,000313 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
Elementary School: Phillippi Shores Elementary
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
$4,295,000124 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
Elementary School: Southside Elementary
High School: Booker High
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 is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
4983 GREENCROFT RD #181, SARASOTA, FL 34235
$264,000327 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
$3,395,00026 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
Elementary School: Gocio Elementary
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)
7738 CALLE FACIL, SARASOTA, FL 34238
$850,000238 Days on yellowkey MLS ID: A4669285
1 Days Off yellowkey (back on 6/9/2026)
REDUCED by $15,000 (1.7%) on 04/23/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3485 Built: 1989Monthly Fee: $833 Tax: $8,808 (2025)Community: Prestancia - La VistaSpa: NoSingle Family
Taxes:$8,808
Elementary School: Gulf Gate Elementary
Remarks: Experience effortless Florida living in this beautifully La Vista villa style 2-story home, ideally located in one of Prestancia’ s most desirable maintenance-free communities—just a short walk to the TPC Clubhouse. Thoughtfully refreshed with new interior and exterior paint, along with brand-new carpeting, the home blends comfort, style, and convenience while offering a fresh, modern canvas for today’s buyer to make it their own and unlock its full potential. Light-filled interiors feature soaring vaulted ceilings and expansive windows, creating an open, airy feel that lives both comfortably and elegantly. The spacious living area flows seamlessly outdoors through pocketing sliding glass doors, opening to a covered, screened lanai—perfect for entertaining or simply enjoying indoor-outdoor living year-round. The kitchen is designed for both function and gathering, with a large center island, ample counter space, wall oven and microwave with warming drawer, dual sinks, and a bright breakfast nook. A formal dining room provides the perfect setting for hosting. The primary suite is a private retreat with direct lanai access, plantation shutters, a generous closet, and a well laid out bath with dual vanities, soaking tub, and separate shower. A guest suite with en-suite bath, powder room, and laundry room complete the main level. Upstairs, two additional bedrooms and a full bath offer flexible space for guests, family, or a home office. Enjoy peace of mind with hurricane-impact glass throughout. Outdoors, the lanai serves as your personal oasis, featuring covered and open seating areas, a solar-heated pool, and tranquil views of the preserve, water, and the 18th fairway of TPC Prestancia. Prestancia residents benefit from 24-hour guard-gated security, beautifully maintained grounds, and optional membership to TPC Prestancia Golf Club, offering two championship courses and an active social lifestyle. Conveniently located near Siesta Key’s renowned beaches, The Legacy Trail, and Sarasota’s top dining, shopping, and cultural attractions. A perfect blend of lifestyle, location, and low-maintenance living—this is the Florida home you’ve been waiting for.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Beth Ann Boyer (941-780-6606)
6139 HOLLYWOOD BLVD, SARASOTA, FL 34231
$999,90021 Days on yellowkey MLS ID: TB8512156
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1810 Built: 1953 Tax: $9,362 (2025)Community: Pine Shores Estate 4Th SecSpa: YesSingle Family
Taxes:$9,362
Remarks: Offered below appraised value at $999,900, this truly one-of-a-kind Sarasota property presents a rare opportunity to own a private family compound just minutes from Siesta Key and located West of the Trail in the highly desirable Pine Shores neighborhood. Set on an oversized 0.34-acre gated, fenced, and walled homesite, this exceptional property offers two separate living residences, incredible flexibility, and resort-style outdoor living — all with NO HOA and NOT located in a flood zone. This property also represents an outstanding investment opportunity with a proven rental history and strong income-producing potential, making it ideal for seasonal rentals, multigenerational living, guest accommodations, or long-term investment strategies. The beautifully maintained main residence features 3 bedrooms and 3 baths with approximately 1,685 square feet of living space and is being offered fully turnkey furnished. ROOF (3 - 4 years old), HVAC 2025, TANKLESS WATER HEATER 2025. Pride of ownership is evident from the moment you arrive, with a long paver driveway leading to a charming, gated breezeway entrance and lush, low-maintenance tropical landscaping. The main home showcases polished terrazzo flooring, crown molding, remodeled kitchen and baths, granite countertops, impact-resistant windows and doors, and a state-of-the-art water filtration system. Outdoor living is exceptional with a heated saltwater pool, spa, summer kitchen, and expansive entertaining areas designed for the ultimate Florida lifestyle. Built in 2013, the detached oversized two-car garage structure adds tremendous value and versatility. Upstairs, guests or extended family will enjoy a spacious studio apartment complete with a full kitchen, breakfast bar, custom cabinetry, hardwood flooring, upgraded lighting and fans, built-in hideaway bed, full bath, and private laundry area. The garage also includes built-in storage shelving and an additional side carport. The oversized paver driveway and side access provide abundant room for boat, RV, or recreational vehicle parking. The expansive lot also offers future flexibility with room to potentially expand, add additional structures, or create a custom luxury estate environment. Located just minutes from Siesta Key Beach, Phillippi Estate Park, shopping, dining, and Sarasota’s vibrant cultural attractions, this is a truly special property combining location, privacy, flexibility, lifestyle, and investment value in one extraordinary offering.
Listing is courtesy of: MARZUCCO REAL ESTATE (239-776-5194)
Listing Agent: Lisa Kohan (239-272-5901)
1268 11TH ST #2404, SARASOTA, FL 34236
$369,00015 Days on yellowkey MLS ID: A4695491
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 867 Built: 2007 Tax: $4,279 (2025)Community: Broadway PromenadeCondo
Taxes:$4,279
Remarks: Welcome to Broadway Promenade … where downtown convenience meets exceptional value. This beautifully renovated 1 bedroom, 1.5 bath residence blends modern style with effortless comfort. The recently completed renovation includes a new kitchen, new flooring throughout, new bathrooms, updated closets, new appliances, and new furnishings … all with extended warranties available to the new owner. Light pours into every room, creating a bright, uplifting atmosphere. The oversized balcony expands your living space and invites seamless indoor/outdoor living. Nestled within the intimate, 4 story Treehouse Building, this home offers a boutique feel and a peaceful setting surrounded by lush, mature landscaping. Broadway Promenade provides an impressive suite of amenities including 24 hour concierge, Library and billiards room, fitness center, saunas, heated pool & spa, outdoor dining areas, Guest suites, and the community is pet friendly. Step outside and enjoy true walkability to Publix Groceries, cafés, coffee shops, restaurants, and boutique shopping just moments away. Directly across the street, Bay Park, a 53 acre waterfront park that offers concerts, yoga, kayaking, movie nights, soon to be restaurants and endless opportunities to enjoy Sarasota’s vibrant outdoor lifestyle. This is urban living at its finest... stylish, convenient, and attainable. Life here feels good. Turnkey furnished.
Listing Agent: Nancie Kalin (941-928-8833)
707 S GULFSTREAM AVE #505, SARASOTA, FL 34236
$695,000183 Days on yellowkey MLS ID: A4675101
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $104,000 (13.0%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1240 Built: 1974 Tax: $6,333 (2024)Community: Essex HouseSpa: NoCondo
Taxes:$6,333
Remarks: Be prepared for the breathtaking, UNOBSTRUCTED BAY VIEWS from this exquisite condominium in the Essex House – one of downtowns most coveted addresses and among the few residences untouched by neighboring development. Exquisitely positioned showcases breathtaking vistas of Siesta Key, Sarasota Big Pass, Marina Jack and Downtown Sarasota. From dramatic floor-to-ceiling windows, enjoy a front-row seat to Sarasota's legendary sunsets every evening. This thoughtfully updated 2+ bedroom, 2 bath residence blends sophistication with comfort. Coffered ceilings with recessed lighting and a built-in electric fireplace create an inviting ambiance - perfect for relaxing as the sun dips into the Gulf. The contemporary kitchen is as functional as it is stylish, featuring stainless steel appliances, open shelving, and expansive quartz countertops ideal for entertaining. The redesigned primary suite offers a serene private retreat, complete with a custom closet, built-in desk area, bench seating with additional storage, dual vanities with quartz countertop, and a beautifully appointed walk-in shower. You will appreciate the clean lines of wood imprinted porcelain tile flooring throughout, additional storage, built-in bookcases and washer/dryer. A true showpiece of the home is the fully enclosed glass Florida Room - an airy and seamless extension of the living space accessible from the living area and both bedrooms. Surrounded by glass and equipped with screens, it is the perfect setting for morning coffee or evening cocktails while soaking in the ever-changing, memorizing views. Located in the vibrant heart of downtown, you are just steps from award-winning dining, theatres, galleries, boutique shopping, and Whole Foods. Residents of the Essex House enjoy premier amenities include a fitness center, pool deck, security, covered garage parking with an assigned space, and pet-friendly living. This is a rare opportunity to own unobstructed water views paired with refined downtown luxury - plus the added peace of mind that all assessments have been paid.
Listing Agent: Scott Rickards, Pa (941-356-7040)
1111 RITZ CARLTON DR #1205, SARASOTA, FL 34236
$2,245,00055 Days on yellowkey MLS ID: A4691044
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2011 Built: 2001 Tax: $21,532 (2025)Community: The ResidencesCondo
Taxes:$21,532
Remarks: Perched above the sparkling waters of Sarasota Bay, Residence #1205 at The Ritz-Carlton Residences delivers an elevated standard of luxury defined by world-class service, refined design, and an unmatched downtown location. Designed for both privacy and flexibility, this residence features two expansive primary suites—a rare and highly desirable split layout ideal for multigenerational living, hosting guests, or effortless seasonal use. The primary suite is a true sanctuary, finished in marble with a spa-inspired jacuzzi soaking tub and separate shower. In addition to the walk-in closet, the suite is appointed with custom-designed built in wardrobes. The second suite mirrors this level of comfort with dual sinks and a dedicated makeup vanity area, offering a private retreat for family or guests. Light-filled living spaces open to a generous private terrace, where panoramic Sarasota Bay views and vibrant sunsets create a stunning everyday backdrop. The seamless indoor-outdoor flow is ideal for both relaxed living and elegant entertaining. Ownership includes access to the full suite of amenities at The Ritz-Carlton Sarasota, offering a true hotel-lifestyle experience with 24-hour concierge, valet, in-residence dining, and a newly renovated spa. Residents also enjoy a waterfront pool and sun deck, private boat dock, exclusive residential entry, climate-controlled storage, and private club spaces. Just steps away, enjoy renowned dining within the hotel at Jack Dusty and Rufa, along with the vibrant energy of downtown Sarasota. Ideally positioned near The Quay and The Bay Sarasota, residents are moments from waterfront parks, cultural venues, boutique shopping, and acclaimed restaurants. With two covered parking spaces and a flexible rental policy, Residence #1205 offers both a luxurious personal retreat and a compelling investment opportunity—delivering the very best of Sarasota’s waterfront lifestyle within the iconic Ritz-Carlton brand.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Stacey King (646-734-5014)
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