Location: Sarasota
Do Not Show Listings
1504 S LODGE DR, SARASOTA, FL 34239
$6,990,00088 Days on yellowkey MLS ID: A4683855
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 5450 Built: 1965Monthly Fee: $25 Tax: $15,432 (2025)Community: Cherokee LodgeSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,432
Elementary School: Southside Elementary
High School: None
Tax Year: 2025
Middle School: None
Remarks: Dreaming of breathtaking sunsets? This property is for you! A one of a kind bayfront lot located in highly sought-after Cherokee Park, West of Trail. Located in "X" flood zone this property offers unobstructed panoramic views of Sarasota Bay. The stunning vistas of Ringling Bridge, Siesta Key and downtown are truly mesmerizing. Boating enthusiasts will appreciate the brand-new dock with a 16,000lb lift and direct access to Sarasota's exceptional boating waters. Enjoy the home as it is or take advantage of this rare opportunity to build a custom waterfront estate on this magnificent property. Offered at $6,990,000, do not miss your chance to own one of Sarasota's finest waterfront locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Melody Davis (908-202-4085)
8735 MIDNIGHT PASS RD #105B, SARASOTA, FL 34242
$639,90093 Days on yellowkey MLS ID: A4684402
REDUCED by $20,000 (3.0%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1357 Built: 1980 Tax: $6,948 (2024)Community: Turtle Bay Sec 1Spa: YesCondo
Taxes:$6,948
Elementary School: None
Tax Year: 2024
Remarks: NEW PRICE DROP!! MOTIVATED SELLER!! PRIVATE GARAGE!! Welcome to Turtle Bay! Amazing bayfront living on Siesta Key with boat slips and deeded beach access. This beautifully furnished 2 bedroom and 2 bathroom condo offers buyers an active beach lifestyle or a coastal retreat. The condo boasts water views from the screened in lanai where you can enjoy a morning sunrise. Freshly painted with a brand new refrigerator, garbage disposal and kitchen faucet home chefs will enjoy cooking in this open kitchen. If you do not want to cook it is quick trip to Siesta Village where you can enjoy great restaurants and fun shopping. Turtle Bay has an array of amenities from tennis courts, heated pool and spa as well as boat slips available on a first come first served basis for an annual fee. Not only does this unit offer a private laundry room with a new washer it also has a one car garage with a new opener. The garage has ample room for a vehicle and storage adding value to this home. The location of Turtle Bay is a quick 20 minute ride to experience the arts and culture of downtown Sarasota. This condo offers the best of Siesta Key living. Enjoy the sunsets on the beach with the deeded beach access across Midnight pass Road. If you are looking for an updated furnished condo with newer furnishing this is the place for you.
208 SOUTHWINDS DR, SARASOTA, FL 34231
$64,90045 Days on yellowkey MLS ID: A4690882
REDUCED by $10,000 (13.4%) on 05/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 459 Built: 1966Monthly Fee: $195 Tax: $1,160 (2025)Community: South Winds Mhp Co-OpMobile Home
Taxes:$1,160
Remarks: Welcome to an incredible opportunity in the highly desirable Southwind's 55+ co-op community, ideally located in the heart of Sarasota just minutes from the world-renowned Siesta Key Beach. Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers exceptional value in an unbeatable location. This one-bedroom, one-bath residence features a spacious and functional layout with abundant natural light throughout. The living area flows nicely, creating a comfortable and inviting space to relax or entertain. One of the standout features is the oversized lanai; perfect for enjoying the Florida lifestyle year-round and easily serving as additional living space. The home also offers a private driveway, a dedicated laundry area located in the shed, and ample storage space. While the unit could benefit from some updating, it is priced accordingly, presenting a fantastic opportunity to customize and make it your own. With a little vision, this property has the potential to truly shine; making it especially appealing for investors or buyers looking to add value. Located in an X flood zone, this property has had no flood or water damage from recent storms, offering added peace of mind. Southwind is a vibrant and friendly community known for its active lifestyle and impressive amenities, including a heated pool, shuffleboard courts, horseshoe pits, library, and recreation hall. The community also offers guest parking along with designated areas for RV and boat storage. With low monthly fees of just $195, which include water, sewer, cable, and lawn care, it’s one of the best values in Sarasota. Conveniently located just 10 minutes to Siesta Key, 20 minutes to downtown Sarasota and UTC Mall, and close to shopping, dining, and everything South Sarasota has to offer. Affordable opportunities like this in such a prime location are rare. Priced to sell and offered as-is with the right to inspect; don’t miss your chance to make this your own slice of paradise.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
5552 BENTGRASS DR #7-110, SARASOTA, FL 34235
$175,00021 Days on yellowkey MLS ID: A4693462
0 Days Off yellowkey (back on 5/20/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 957 Built: 2002 Tax: $2,290 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$2,290
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to effortless Florida living in the highly desirable Meadows community! This beautifully maintained first-floor 1 bedroom 1 bathroom condo at 5552 Bentgrass Drive #7-110 offers comfort, convenience, and serene surroundings in one of Sarasotas most established golf and country club neighborhoods. Step inside to find a bright and open floor plan with spacious living and dining areas, abundant natural light, and relaxing views that create the perfect retreat year-round. The well-appointed kitchen offers ample cabinetry ,workspace and a NEW range and microwave while the generous primary suite provides a peaceful escape with a private bath and plenty of closet space. Upgrades include NEW hurricane impact windows in September 2025 and a NEW AC in March 2026 for your peace of mind. Located within Las Palmas Luxury Condominiums, the community offers amenities that feature 2 pools, a hot tub, fitness center, a clubhouse, tennis courts, a sauna, a playground, dog park, and outdoor grills. Ideally located just minutes from UTC shopping and dining, Benderson Park, championship golf, downtown Sarasota, world-famous beaches, and convenient access to I-75. Whether you are looking for a full-time residence, seasonal getaway, or investment opportunity, this Sarasota condo delivers location, lifestyle, and value all in one!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Edward Bieker, Pa (941-525-6473)
332 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,395,00073 Days on yellowkey MLS ID: A4687188
REDUCED by $200,000 (3.6%) on 05/20/2026
Bed: 9 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4055 Built: 2019 Tax: $26,520 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$26,520
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
1220 SIESTA BAYSIDE DR #1220-A, SARASOTA, FL 34242
$729,000160 Days on yellowkey MLS ID: A4676258
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1130 Built: 1988 Tax: $6,855 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$6,855
Remarks: Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the tranquil views of the pond, tennis and Pickleball courts, and the community pool from this light filled unit. Vaulted ceilings and No Unit above enhance the sense of space and privacy. The home has been thoughtfully updated with porcelain tile throughout the living areas, and a stunning fully renovated kitchen featuring Quartz countertops(including the breakfast bar), custom wood cabinetry, and stainless steel appliances. A built in desk with cabinetry creates an ideal home office or workspace. The spacious owner’s suite includes a walk in closet and an updated en-suite bathroom with new vanity, Quartz countertops, and tiled walk in shower. Adjacent to the living room, an enclosed patio offers versatile flex space, perfect for additional seating, dining, or simply enjoying your morning coffee while soaking in the Florida sunshine. Gulf & Bay Club Bayside is a resort style community offering deeded beach access, two heated pools, tennis and Pickleball courts, outdoor grilling areas, a fitness facility, and a fishing dock on the Intercoastal Waterway. With one week minimum rentals allowed and an optional on site rental office, this condo presents an excellent investment opportunity. Furnishings available under a separate contract. Ideally located just steps from the white sands of Siesta Key Beach and short distance to Siesta Key Village’s restaurants and shopping, this is a rare opportunity to own a beautifully updated condo in one of the island’s most desirable communities.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jennifer Bright (941-320-4989)
7796 ALISTER MACKENZIE DR, SARASOTA, FL 34240
$2,695,000106 Days on yellowkey MLS ID: A4682766
REDUCED by $90,000 (3.2%) on 04/12/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7639 Built: 1991Monthly Fee: $345 Tax: $18,579 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$18,579
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: With a level of scale and versatility rarely available in Laurel Oak Estates today, this residence is set on an oversized lakefront corner lot just under three-quarters of an acre, offering exceptional privacy, long water views, and a true legacy opportunity within the community. Designed for both gracious entertaining and everyday living, the home unfolds through expansive yet inviting spaces filled with natural light and framed by soaring ceilings and tranquil lake views. Multiple living and gathering areas create an effortless flow, allowing the home to feel equally comfortable hosting large celebrations or quiet evenings at home. At the heart of the residence, the chef’s kitchen anchors the main living areas with custom cabinetry, stone surfaces, a generous center island, and a built-in wine bar, ideal for connection, conversation, and entertaining. Architectural details such as eight-foot solid doors, crown molding, and thoughtfully scaled rooms add warmth and timeless character throughout. Five private en-suite bedrooms provide comfort and flexibility, including a spacious primary suite with spa-like bath and generous closet space. A separate lakefront guest residence offers exceptional versatility and privacy, featuring northern exposure, soaring ceilings, loft space, and a private balcony, ideal as an in-law suite, art studio, private office, or retreat. Outdoor living is calm and expansive. A screened pool and spa, newly updated with new tile and resurfacing, along with a paver lanai, outdoor shower, and courtyard with fountain create a peaceful setting for relaxation and entertaining, all overlooking the lake. The .6896 acre lot provides a rare sense of openness and privacy within the community. Additional features include a circular drive, multiple garages including a separate garage for the guest residence, multiple zoned air-conditioning systems, and a newer tile roof supporting comfort, efficiency, and ease of living. Experience the best of Laurel Oak, one of Sarasota’s most sought-after gated communities, featuring a 24-hour secure guard gate, beautifully maintained grounds, and a true sense of privacy and prestige. Residents also have the option to join the renowned Laurel Oak Country Club, home to two championship golf courses, tennis, dining, and an active social calendar that makes it easy to enjoy the very best of Florida club living. This is an estate designed not just to impress, but to be lived in, shared, and remembered.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jessica Stiegel (703-898-8465)
6948 STETSON STREET CIR, SARASOTA, FL 34243
$939,000106 Days on yellowkey MLS ID: A4682017
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2755 Built: 1993Monthly Fee: $118 Tax: $3,708 (2024)Community: Arbor Lakes ASpa: NoSingle Family
Taxes:$3,708
Remarks: TURNKEY AND READY FOR YOU!! Just bring Your Personal Belongings as this Stunningly Beautiful 3 Bedroom, 2 Bath Pool Home located in Mote Ranch will take Your Breath Away with the Custom Finishes Throughout. Thoughtfully updated over the past few years, this nearly 2800 sq ft Home has been Lovingly Cared for and Reimagined with the Highest Standards. Utilizing a Light and Modern Pallet, Sophistication was the Driving Force behind the New Design. Upon Entry, You will be Greeted with Split Formals, the Oversized Living Room Immediately Draws your Attention to the Breathtaking Pool and Lanai that backs to a Lush Preserve Lot Dedicated to Privacy. The New Cage Offers Spectacular Views of the Foliage with a Picture Window Screen Wall while the New Marble Deck adds Elegance as you Entertain or just Chill in the Quiet. The Kitchen is Totally Custom and Created from the Ground Up. It will Speak to those of You that are Culinary Enthusiasts as it is Equipped with a Full Suite of GE Profile Stainless Steel Appliances including but not limited to Double Ovens, 36’’ Cooktop and Wine Refrigerator, Gorgeous Custom Cabinetry with Full Extension Drawers (all Soft Close of course) and “Double Thick" Caesarstone Quartz Countertops. The Huge Center Island has an Abundance of Undercounter Storage, a Large Main Sink along with an Oversized Prep Sink. The Custom-Built Cabinets include Hidden LED Lighting and Satin Nickel Hardware. There's even a Separate Wine Bar for those who Enjoy the Bubbly. Directly across from the Kitchen is an equally Amazing Family Room ready for “Movie Night” with surround sound ceiling speakers. There are 2 Oversized Auxiliary Bedrooms and the 2 Bathrooms where you will see a Distinct Upgrade from the original home. Each includes Custom Built Cabinets with white Caesarstone Quartz Countertops and Beautiful 12X24 Tile Floors and Grohe Fixtures. There is a Fully Designed Office with one of the Custom Desks that Allows for a Sit or Stand Position with a Push of a Button and Built in Cabinetry is Perfectly Appointed for All Your Needs. The Floor Plan is Split to Maximize the Owner's Retreat for Privacy. The Primary Bathroom has Accent Tiles that look like Falling Rain Behind the Large Free-standing Tub, the Walk in Shower if Beautifully Designed and Spacious. The Owner's Closet is Huge and Provides for Shoes, Clothing and Storage. Other Features include Solid Core Interior Doors, The 3 Car Garage which has been Finished with Custom Cabinets, Hurricane rated Insulated Garage Doors and a Durable Epoxy Finish on the Floor. Recent updates include New AC unit (2025), Hot Water Heater (2024), All New Landscaping (2025), Marble Pool Deck and Pool Cage with the Open Frame for Maximum Viewing (2025), Decorative Driveway Finish (2025). Tile Roof Replaced in (2012). All windows and doors are PGT Hurricane rated (2015). This Home Leaves Nothing to the Imagination!! Literally there is Nothing Left TO DO!! All of this and UTC, the West Coast Beaches and Literally 100s of Restaurants all within Minutes...
Listing is courtesy of: BLAKELEY & ASSOCIATES REALTY (941-567-3100)
Listing Agent: Lisa Blakeley (941-809-1647)
35 WATERGATE DR #1101, SARASOTA, FL 34236
$3,690,000469 Days on yellowkey MLS ID: A4641708
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3751 Built: 2003 Tax: $40,152 (2024)Community: The Tower ResidencesSpa: YesCondo
Taxes:$40,152
Remarks: Experience unmatched elegance and world-class service in this exclusive Ritz-Carlton residence, where breathtaking views and luxury amenities define the ultimate lifestyle. Nestled near downtown Sarasota's vibrant cultural scene, this rare southwest corner home seamlessly blends sophistication, comfort, and contemporary design. Step off your private elevator into a meticulously curated space, where every room showcases sweeping vistas. Designed with modern finishes, clean lines, and natural materials, this residence exudes refinement. The coveted three-bedroom layout boasts two expansive terraces, inviting you to unwind while taking in spectacular sunset panoramas. Crafted with impeccable attention to detail, the luxurious interior features custom-built cabinetry, designer accents, and elegant bamboo and zebra wood finishes. Neutral travertine flooring flows seamlessly through the main living areas, enhancing the home's timeless appeal. A climate-controlled wine storage system accommodates over 200 bottles, perfect for collectors and entertainers alike. The gourmet kitchen is equally impressive, featuring an induction cooktop, premium stone countertops, a striking backsplash, and ample storage. The regal master suite offers a serene retreat, overlooking the iconic Marina Jack with its ever-changing waterfront scenery. Designed for both relaxation and grandeur, this private sanctuary provides the perfect escape. Residents enjoy an unparalleled array of Ritz-Carlton amenities, including two sophisticated social lounges, a private movie theater, a state-of-the-art fitness center with saunas, steam rooms, and a dedicated massage treatment space. The heated outdoor pool and spa are surrounded by lush tropical landscaping, while outdoor grilling and dining areas create the ideal setting for entertaining. Just moments from Sarasota's renowned performing arts venues, art galleries, pristine beaches, fine dining, and luxury shopping, this residence offers a lifestyle of sophistication and ease. More than just a home, it is a statement of prestige and refinement, where luxury knows no limits.
Listing Agent: Philip Pisano, Iii (941-468-8603)
1720 ALDERMAN ST, SARASOTA, FL 34236
$1,745,000555 Days on yellowkey MLS ID: A4629855
REDUCED by $50,000 (2.8%) on 05/20/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2480 Built: 2024 Tax: $20,000 (2024)Community: Laurel On The WaterTownhouse
Taxes:$20,000
Remarks: One or more photo(s) has been virtually staged. Discover Laurel on the Water — a rare waterfront enclave of seven canal-front townhomes at 1720 Alderman St, Sarasota. Priced at $1,745,000, this newly constructed three-story residence with elevator blends striking contemporary design with effortless coastal living just blocks from downtown. Thoughtfully oriented to maximize light and water views, the home showcases expansive impact glazing, multiple balconies, and a dramatic waterfall-edge kitchen island with premium appliances and custom cabinetry. A versatile first-floor great room with a private entrance functions perfectly as an office, guest suite, or media space. The open plan flows seamlessly to outdoor living and water-facing vistas—ideal for entertaining or quiet relaxation. A private slip is available; the property sits off Hudson Bayou with direct access leading to Sarasota Bay for easy waterfront recreation (kayak, paddleboarding). Laurel on the Water delivers maintenance-free living with a resort-style pool, lush landscaping, and a spacious two-car garage for secure parking and storage. Live moments from Sarasota’s cultural core: the Ringling Museum, theaters, ballet and opera, and an exceptional dining scene featuring numerous Zagat-rated restaurants. Marina Jack, world-class beaches, including Siesta Key, are just minutes away, and multiple golf courses are within a short drive. 1720 Alderman St is more than a home—it's a refined waterfront lifestyle in one of Sarasota’s most coveted neighborhoods. Schedule your private showing today.
Listing Agent: Karen Sweat (941-323-6707)
6136 HOLLYWOOD BLVD, SARASOTA, FL 34231
$1,775,000176 Days on yellowkey MLS ID: A4674886
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2121 Built: 2016 Tax: $17,739 (2024)Community: 1206 - Aqualane Estates 3Rd UnitSpa: YesSingle Family
Taxes:$17,739
High School: Riverview High
Remarks: Built in 2016, this exquisite home is perfectly positioned at the end of a highly coveted canal in Aqualane Estates, offering unparalleled privacy and breathtaking water views. Designed with both elegance and resilience in mind, the property remained completely unscathed during Hurricanes Helene and Milton (12.5 feet above sea level as well as impact windows/slider), providing peace of mind for future homeowners. This exceptional 3-bedroom, 2-bathroom residence boasts soaring 10-foot ceilings, luxurious marble finishes, and a versatile bonus room—ideal as an office, playroom, or creative space. At the heart of the home, the open-concept living area seamlessly blends indoor and outdoor living, making it perfect for entertaining or unwinding in style. Step outside to your private waterfront oasis, where a stunning pool and hot tub (added in 2021) set the stage for unforgettable sunsets over the canal. Boating enthusiasts will appreciate the convenience of direct backyard access to Sarasota Bay, allowing for effortless days on the water. Beyond the home’s serene waterfront setting, you’re just one mile from pristine powdery sand beaches and mere minutes from Siesta Key Village, as well as everyday essentials like Publix, Costco, and more. Whether you’re seeking a full-time residence or a luxurious retreat, this Aqualane Estates gem offers the best of Florida living. Home can be purchased Fully Furnished and ready to be moved into!
Listing is courtesy of: SOLUTIONS REALTY (941-302-4812)
Listing Agent: Priscilla Gratton (941-737-9100)
8092 GRANDE SHORES DR, SARASOTA, FL 34240
$1,499,99921 Days on yellowkey MLS ID: A4693313
1 Days Off yellowkey (back on 5/20/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2718 Built: 2019Monthly Fee: $433 Tax: $18,865 (2025)Community: Lakehouse Cove At Waterside Ph 1A & 1BSingle Family
Taxes:$18,865
Remarks: Under contract-accepting backup offers. Experience luxury waterfront living in Lakehouse Cove at Waterside, one of Lakewood Ranch’s newest and most sought-after communities. Built by Homes by Towne, this custom Islander model offers 3 bedrooms, 3 full baths, a private study, formal dining room, oversized great room, and a spectacular outdoor living space with serene water views. From the moment you enter, expansive waterfront views set the tone for this thoughtfully designed open-concept home featuring extensive custom woodwork, shiplap accents, crown molding, and designer details throughout. The spacious great room showcases wood beam tray ceilings, custom built-ins, and 16-foot sliding glass doors that seamlessly blend indoor and outdoor living. The chef’s kitchen is designed for both entertaining and everyday living, featuring painted shaker cabinetry, quartz countertops, newer stainless steel built-in appliances with gas cooktop, custom subway tile backsplash, a large walk-in pantry, and an oversized island with seating. The luxurious owner’s suite offers peaceful water views, custom tray ceiling details, dual vanities, an oversized walk-in shower, ceramic tile flooring, and a custom-designed walk-in closet. Two additional guest bedrooms provide ample space and privacy, including one en-suite bath. A widened private study, spacious laundry room with built-ins and utility sink, drop zone, and attached three-car garage complete the interior. Step outside to the screened paver lanai overlooking unobstructed water views. The outdoor living area features a custom heated PebbleTec saltwater pool with sun shelf and tanning area, covered entertaining spaces, and a fully equipped outdoor kitchen with built-in, brand new gas grill and sink. New pool heater and pool lights were recently installed. Residents of Lakehouse Cove at Waterside enjoy resort-style amenities including a community center, fitness center, boathouse with kayak launch and storage, pickleball and bocce courts, dog park, and ferry access on Sundays to Waterside Place featuring shopping, dining, entertainment, and recreational activities.
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Jenn Flanders (941-232-0788)
3105 TRUSTEE AVE, SARASOTA, FL 34243
$400,000149 Days on yellowkey MLS ID: A4677124
REDUCED by $15,000 (3.6%) on 04/25/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1579 Built: 2018Monthly Fee: $317 Tax: $5,722 (2024)Community: University VillageHalf Duplex
Taxes:$5,722
Remarks: Under contract-accepting backup offers. This Charming, move-in ready home features 2 bedrooms plus a den, 2 bathrooms, and a 2-car garage, all complemented by stunning lake views. Nestled within a gated community, it is conveniently located just minutes from downtown and in close proximity to renowned beaches, shopping centers, schools, fine dining, golf courses, and the airport. The residence boasts an open great room concept, seamlessly connecting the living spaces with a fully equipped kitchen, making it ideal for entertaining family and friends. The covered and screened patio, pre-plumbed for gas and water, provides a private retreat with picturesque views of the lake and surrounding nature. Constructed to high standards, this home is equipped with hurricane shutters and has not sustained any damage from prior hurricanes. Additionally, it is situated outside of flood zones. The community offers a range of amenities, including a clubhouse with a heated pool and spa, a dedicated grilling area, and a dog park. The HOA fees encompass landscaping, exterior painting and pressure washing of homes, as well as internet and cable TV services. All Information to be verified by Buyers Agent
Listing is courtesy of: TRU LIFE REAL ESTATE LLC (614-584-0205)
Listing Agent: Khalil Rabah (614-584-0205)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00017 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Elementary School: Alta Vista Elementary
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
7287 ELEANOR CIR #15, SARASOTA, FL 34243
$339,00056 Days on yellowkey MLS ID: A4689525
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2228 Built: 1984Monthly Fee: $557 Tax: $1,957 (2025)Community: Pinehurst Sec IVilla
Taxes:$1,957
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: You won't want to miss this open and spacious 2/2 Maintenance Free Villa with a huge den/office (possible third bedroom). Located in desirable Pinehurst Village Community within the Palm Aire Country Club Neighborhood. This home is nestled in this lovely quiet serene neighborhood. You will find this home features a large open Living - Dining room concept with vaulted ceilings, A full sized eat in kitchen with Quartz Countertops and GE appliances. A very spacious master bedroom features a private bath and over sized 6'x 10' walk-in closet. Plenty of room for family and friends in the second bedroom which also features its own walk in closet. Huge glassed in, tiled lanai off the living room, master bedroom and den. Easy to maintain ceramic tile and luxury vinyl thru out this magnificent home. Spacious two car garage with storage cabinets, workbench and overhead an overhead rack to finish off some great storage options. A rather long driveway for off street parking. You'll also find a full size washer and dryer laundry room off the kitchen area. Community pool, Clubhouse for special events you might want to host along with tennis courts. Close to Rt 75, Downtown Sarasota, Bradenton and the Beautiful Gulf Beaches, Golf Courses, UTC Mall, the upcoming Mote Aquarium, shopping and dining. Minutes to SRQ Airport, and a short drive to TPA, RSW, PGD airports are 60-90 mins away. This is the perfect location to enjoy the Florida life style. Enjoy the mixture of Villa's, Condo's, Single Family Homes that make living amongst the many preserves and lakes within a golf course community a pleasure to live. This is the perfect location to enjoy the Florida life style. Located adjacent to Palm Aire Country Club, membership is not required but multiple membership levels are available through the country club. BETTER HURRY AT THIS PRICE AND IN THIS NEIGHBORHOOD, THIS HOME WILL NOT LAST!!!!!!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
7280 ELEANOR CIR #101, SARASOTA, FL 34243
$231,00059 Days on yellowkey MLS ID: A4688357
REDUCED by $4,000 (1.7%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1064 Built: 1993 Tax: $1,570 (2025)Community: Pinehurst Sec ISpa: NoCondo
Taxes:$1,570
High School: Bayshore High
Remarks: Welcome to Pinehurst at Palm Aire, This immaculate ground floor end unit that shows like a model! You'll enjoy the open light and bright feeling of this Split Plan bedrooms. Large windows and sliding glass doors make this a light, bright, airy space. Enjoy the privacy of the lush preserve behind the unit while sitting on your screened in lanai, accessible from both the living room and master bedroom. The UPDATED KITCHEN offers ample cabinets and counter space featuring newer granite counter tops and a breakfast bar that opens to the great room. The OPEN CONCEPT features tile flooring throughout the unit in the great room, dining room, kitchen, bedrooms, bathrooms and laundry room. UPDATED BATHROOMS with new countertops, In addition the unit features newer ceiling fans and A/C 2017, ROOF replacement 2016 by the condominium association. The Master suite features a large walk-in closet and private master bath with walk-in shower. A large second bedroom accommodates guests well with close proximity to the second full bath featuring a newer vanity with stone counter top and full sized tub. The separate laundry room includes washer/dryer, storage area, and water heater, has tile flooring and is brightened by a window. Your one car GARAGE houses your vehicle and plenty of storage. With only a short walking distance to the community pool, tennis and great walking areas. this Pinehurst condo is also ideally located with a short drive to SRQ International Airport, RSW,PGD, TPA airports an hour away. Some of the best shopping and restaurants are just minutes away. The UTC Mall. Convenient to all the area has, downtown Sarasota or Lakewood Ranch, the Gulf beaches 20-25 mins and easy access to the interstate. You can join nearby Palm Aire Country Club, a full-service country club featuring 36 hole year-round golf, dining, tennis, pickleball, water aerobics, and various social activities and events.
4005 CROCKERS LAKE BLVD #24, SARASOTA, FL 34238
$159,00022 Days on yellowkey MLS ID: A4693679
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 572 Built: 1989 Tax: $1,596 (2025)Community: Vintage GrandCondo
Taxes:$1,596
Elementary School: Gulf Gate Elementary
Middle School: Sarasota Middle
Remarks: Furnished, Move-In Ready Condo – Vintage Grand, Sarasota Your private oasis awaits! This beautifully appointed condo offers comfort, style, and convenience: Bedrooms/Bathrooms: Featuring Brazilian Cherry wood bedroom floors and ceramic diagonal tile in the living & kitchen areas. Kitchen & Bath: Upgraded wood cabinets, granite counters, and stainless steel appliances. Extras: New ceiling fans, washer/dryer, and 2 covered parking spots. Views: Enjoy serene lake and fishing pier views plus spectacular sunrises. Pet-Friendly: Small pets welcome! Community Amenities: Clubhouse, 2 pools, fitness center, and car washing area. Conveniently located near Olympic Swimming at Potter Park YMCA, COSTCO, shopping, dining, and dozens of golf courses. Easy access to Siesta Key Beach (just a few miles away) and local attractions like the famous Siesta Key Drum Circle. Whether you love staying active outdoors, lounging at the beach, or enjoying community amenities, this condo is perfectly located to make the most of Sarasota living.
Listing is courtesy of: PROJECT MANAGEMENT REALTY (941-979-6324)
Listing Agent: Dmytro Ivanov (941-979-6924)
344 W ROYAL FLAMINGO DR, SARASOTA, FL 34236
$6,850,00023 Days on yellowkey MLS ID: A4693231
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4344 Built: 1998Monthly Fee: $108 Tax: $51,269 (2025)Community: Bird KeySpa: YesSingle Family
Taxes:$51,269
Remarks: Open bay sunsets, deep water access, and timeless coastal architecture define this exceptional Bird Key waterfront residence. Positioned on a quiet cul-de-sac along Sarasota Bay, this extensively updated bayfront home offers panoramic open water views, refined living spaces, and direct Gulf access with no fixed bridges. With approximately 100 feet of waterfront frontage and a new dock completed in 2023 accommodating up to a 60-foot vessel, the property is ideally suited for both motor yachts and sailboats while embracing Sarasota’s boating lifestyle. Inside, the residence balances warmth and scale with expansive living spaces, detailed millwork, and a thoughtful floor plan designed for both everyday comfort and entertaining. Beautiful renovations throughout have created a move-in ready environment, including a completely remodeled primary bedroom and bath, a full kitchen renovation in 2023 featuring Sub-Zero and Viking appliances, updated second-floor bathrooms, redesigned TV room with custom fireplace and cabinetry, and a temperature-controlled 140-bottle wine wall and bar installation. Walls of hurricane-rated Pella windows and sliding doors frame open bay views while allowing natural light to move throughout the interiors. Marble, wood, and carpeted flooring, custom cabinetry, wood-paneled accents, and integrated audio systems contribute to the home’s tailored yet inviting atmosphere. Additional upgrades include a replaced seawall, resealed and painted roof, fresh exterior paint, replaced garage doors, sealed driveway, instantaneous hot water system, and updated air conditioning systems. Outdoor living is centered around sweeping sunset views, expansive waterfront terraces, and the privacy of a generously sized homesite within Bird Key. Residents enjoy immediate access to downtown Sarasota, St. Armands Circle, Lido Beach, Bird Key Yacht Club, and the area’s renowned dining, shopping, and cultural attractions while returning home to the quiet character of this residential island community. A beautifully maintained bayfront residence offering exceptional boating access, open water views, and a location that remains one of Sarasota’s most desirable waterfront settings. Private showings available by appointment.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Gigi Silverberg (941-993-3695)
4939 PEREGRINE POINT WAY, SARASOTA, FL 34231
$1,685,000128 Days on yellowkey MLS ID: A4680225
REDUCED by $114,000 (6.3%) on 04/07/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3828 Built: 2000Monthly Fee: $196 Tax: $8,043 (2025)Community: The LandingsSingle Family
Taxes:$8,043
Remarks: Under contract-accepting backup offers. A Masterpiece in The Landings' Most Coveted Enclave. Presenting a rare opportunity to acquire an impeccably crafted residence on the sought-after cul-de-sac of Peregrine Point Way. Built in 2002 with meticulous attention to feng shui principles, this single-level sanctuary spans over 3,800 square feet of thoughtfully designed living space, offering the perfect blend of sophistication, flow, and modern convenience. Grand First Impressions A circular driveway sets the stage for this distinguished residence. Pass through custom wooden gates into an impressive formal Florida entry courtyard, where a striking bronze fountain creates an unforgettable "wow factor" for arriving guests. This exceptional entry experience speaks to the caliber of craftsmanship found throughout. Exquisite Interior Details Marble flooring flows gracefully throughout the main living areas, establishing an elegant foundation for refined living. The thoughtful split floor plan ensures both privacy and space, while the single-level design provides effortless flow, a rare find in the homes of this caliber. The formal living room exemplifies true feng shui design, creating a seamless visual and physical connection to the resort-style outdoor spaces beyond. An adjacent formal dining room provides the perfect setting for sophisticated entertaining, whether hosting intimate dinners or grand celebrations. Luxurious Private Quarters The expansive primary suite serves as a serene retreat, featuring a spa-inspired marble bath with a soaking tub, dual vanities, and a walk-in shower. A generously proportioned custom walk-in closet provides exceptional organization and storage. Each of the home's four bedrooms includes an ensuite bathroom, a hallmark of luxury living that ensures privacy and comfort for family and guests alike. Custom-built closets throughout reflect the meticulous attention to detail. The fourth bedroom, currently appointed as an office with custom built-in cabinetry, offers flexibility for those who work from home or desire a private study. Resort-Style Outdoor Living. Step outside to discover your private oasis. The expansive screened-in lanai extends your living space into nature, perfect for year-round entertaining in comfort. The stunning pool area features a dramatic tall tile fountain whose soothing sounds create an atmosphere of tranquility. Mature landscaping artfully balances sun and shade, while a covered seating area invites quiet contemplation or spirited conversation. This is outdoor Florida living at its finest designed for those who appreciate the art of entertaining and the beauty of serene moments alike. The Landings Lifestyle. Peregrine Point Way's naturally serene cul-de-sac location is among the most desirable in The Landings. This prestigious community offers winding tree-canopied roads, pristine lakes, nature trails, and Roberts Bay access an idyllic backdrop for an elevated lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
8311 FLAGSTAFF WAY, SARASOTA, FL 34241
$879,90043 Days on yellowkey MLS ID: A4689674
1 Days Off yellowkey (back on 5/2/2026)
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2892 Built: 2000Monthly Fee: $183 Tax: $5,513 (2025)Community: Preserve At Misty Creek Ph 02 TheSpa: YesSingle Family
Taxes:$5,513
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Tucked away at the end of a quiet cul-de-sac, across from dedicated preserve land and within the gates of The Preserve at Misty Creek, 8311 Flagstaff Way offers a rare blend of relaxed Florida living and near proximity to all Sarasota has to offer. Set on nearly half an acre of beautifully landscaped, lakefront property, this residence feels like a retreat—where mornings begin with tranquil water views and evenings unfold under the soft glow of your own outdoor fire pit. Spanning nearly 2,900 square feet, this single-story home has been carefully improved and maintained over the years, creating a move-in-ready experience with both style and substance. Inside, volume ceilings, crown molding, and an abundance of natural light create a warm and open atmosphere. The kitchen and family room flow seamlessly together, anchored by a fully remodeled kitchen featuring solid wood cabinetry, stone counters, updated lighting, and stainless-steel appliances including a wine refrigerator. The home has seen extensive interior enhancements, including updated flooring, bedroom carpeting, interior painting, and refined finishes throughout. Both the kitchen and bathrooms have been tastefully remodeled, increasing the value of the home. Major systems and functional upgrades provide peace of mind. The property features NEW TILE ROOF 2024, two newer air conditioning systems, updated electronic heat assembly, and a variety of mechanical improvements that reflect careful ownership. Additional updates include refrigerator, garbage disposal, washing machine and dishwasher, along with improvements to lighting both within the home as well as outdoors. Hurricane resistant PGT windows ensure peace of mind. Step outside and the lifestyle truly comes to life. The screened, heated pool and spa overlook the lake, framed by updated and sealed pool pavers and a refreshed enclosure. A newer pool heater, motor, and actuator ensure everything operates seamlessly. The outdoor living space has been expanded with a custom patio and fire pit area for entertaining or simply unwinding. The grounds have been thoughtfully maintained and enhanced, including irrigation system updates and landscape improvements, to maximize both usability and aesthetics. Additional exterior improvements include garage upgrades with new door components and opener. Located in an X flood zone and built with solid block construction, the home combines durability with comfort. The side-entry garage includes a workshop space, adding functionality for hobbies or storage. Living in Misty Creek means enjoying a 24-hour guard-gated community with LOW HOA fees, SPACIOUS LOTS, and OPTIONAL golf membership. Sidewalk-lined streets for walking and cycling, a peaceful animal preserve setting, and access to fishing and bird watching create a lifestyle that is simultaneously active and serene. Luxury of top-rated schools, including The Classical Academy, are nearby. With just a short drive to the pearlized quartz sand of Siesta Key Beach, a multitude of dining options, and cultural amenities including theater, galleries, ballet, opera, circus and live music, this home offers the perfect balance of privacy and convenience. 8311 Flagstaff Way is more than just a home—it’s a property that has been continually improved, carefully cared for, and thoughtfully elevated to offer its next owner a truly effortless Florida lifestyle. Listing agent resides in this phenomenal community!
Listing Agent: Lynne Zettergren (860-384-3132)
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