Location: Sarasota
Do Not Show Listings
322 SUWANEE AVE, SARASOTA, FL 34243
$999,99927 Days on yellowkey MLS ID: A4694668
0 Days Off yellowkey (back on 6/12/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2347 Built: 1963 Tax: $11,158 (2025)Community: Ballentine Manor EstatesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,158
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Investor alert. Exceptional opportunity to own a beautifully renovated, income-producing property offering over an 8 cap rate in one of Sarasota’s most desirable locations. Situated on nearly half an acre and sold fully furnished turnkey, this four-bedroom, two-bath residence is perfectly positioned just minutes from the water, downtown Sarasota, and in close proximity to Sarasota-Bradenton International Airport. Designed for both lifestyle and investment potential, the home blends modern updates with effortless Florida living. The spacious layout, stylish interiors, and expansive outdoor space create a property that appeals to seasonal renters, annual tenants, or personal use. Whether you are looking to expand your portfolio, secure a vacation rental asset, or invest in Sarasota’s thriving market, this property delivers location, flexibility, and strong returns. Rarely does an opportunity combine turnkey convenience, strong income potential, and such a prime location this close to Sarasota’s waterfront lifestyle.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
1750 BENJAMIN FRANKLIN DR #9F, SARASOTA, FL 34236
$1,500,000191 Days on yellowkey MLS ID: A4674543
REDUCED by $100,000 (6.3%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $9,743 (2024)Community: Key Tower SouthCondo
Taxes:$9,743
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Forever yours the unobstructed views of Sarasota Bay, Ringling Bridge and the Skyline of the City of Sarasota. Sip your morning beverage while watching the boats go by or dinner and the evening lights of the City. Beyond $200,000 has been invested to create this thoughtfully redesigned condo in floor to ceiling renovations to create this masterpiece with custom recessed lighting, porcelain flooring throughout, waterfall effect of quartz counters, contemporary sleek cabinetry designed kitchen, European spa-inspired Bathrooms designs and plumbed for your personal washer/dryer. Enjoy 2035 square feet of contemporary luxury in this light-filled 2-bedroom, 2-bath condominium with a versatile flex room currently used as a bedroom at Key Tower South directly on the soft quartz sands of the Gulf of Mexico on Lido Key. Expansive impact windows frame daily sightings of dolphins, seabirds, and shimmering water. Spa-inspired bathrooms feature premium fixtures. The open-concept floor plan offers excellent flow for entertaining or relaxed everyday living, enhanced by abundant storage and a flexible den ideal for a home office, 3rd bedroom or guest space. The building has recently undergone updates to its common areas, adding a fresh, modern aesthetic that complements the residence. Residents enjoy true beachfront living on Lido Key with immediate access to white sandy beaches and scenic waterfront walks. Just minutes away, St. Armands Circle offers world-class dining, boutique shopping, and vibrant coastal culture. This is a rare opportunity to own a luxury waterfront condo in Sarasota, perfectly positioned for both full-time living and seasonal enjoyment. Furnishings included with a few personal exceptions. Washer / Dryer hookup in the hall closet is ready for use.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
1430 BURGOS DR, SARASOTA, FL 34238
$335,00082 Days on yellowkey MLS ID: A4687557
REDUCED by $20,000 (5.6%) on 06/04/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1672 Built: 2006Monthly Fee: $416 Tax: $4,067 (2025)Community: Isles Of SarasotaTownhouse
Taxes:$4,067
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: SPECTACULAR LAKE VIEWS AND EXPANSIVE LANAI! Welcome to this beautifully positioned Capri model townhome in the highly sought-after Isles on Palmer Ranch, where breathtaking water views and stunning sunsets take center stage. Perfectly situated to capture one of the best lake views in the community, this home offers a serene and private backdrop that can be enjoyed from the oversized screened lanai. Sliding glass doors from the main living area create a seamless indoor-outdoor connection, making it easy to enjoy morning coffee, entertain guests, or unwind while taking in the peaceful waterfront setting. Inside, the open-concept floor plan offers a bright and welcoming atmosphere with a clean, move-in ready feel. The spacious great room flows into the dining area and kitchen, which features a breakfast bar for casual seating. Easy-care tile flooring runs throughout the main living areas, kitchen, and laundry room, combining style with everyday functionality. Additional features include a laundry room with storage cabinets, closets with built-in organization, and windows accented with custom valences that add a finished touch throughout the home. The first floor also includes a convenient powder bath and an attached one-car garage, complemented by a paver driveway for added curb appeal. Upstairs, you will find three generously sized bedrooms and two full baths, including a comfortable primary suite with tranquil water views. Residents of The Isles of Palmer Ranch enjoy a true resort-style lifestyle with a grand clubhouse, fully equipped fitness center, heated lagoon-style pool, tennis and pickleball courts, bocce ball, basketball, scenic walking and biking trails, and more. Located in desirable Palmer Ranch, just minutes from Siesta Key beach, shopping, dining, and I-75, this home offers the perfect combination of comfort, convenience, and Florida living. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing Agent: Lisa Kroshus (941-303-3429)
1264 18TH ST, SARASOTA, FL 34234
$398,00083 Days on yellowkey MLS ID: A4687775
REDUCED by $77,000 (16.2%) on 06/12/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1921 Built: 1947 Tax: $5,774 (2025)Community: EdgewaterSingle Family
Taxes:$5,774
Remarks: Multifamily investment opportunity (RMF Zoning) on the near north side of Sarasota in the heart of the highly sought-after Central Cocoanut Historic District. BLOCK CONSTRUCTION, three-bedroom, two-bathroom home WITH a one bed, one bath, 566 square foot in-law suite created from a garage conversion. The home is a split plan and all three bedrooms have exterior access. The kitchen is bright and updated and opens to the shared lanai and utility room. In addition to the “in law” suite there is an attached 220 square foot studio with plumbing, offering creative or rental potential. Situated in a vibrant, walkable neighborhood with bike lanes, you’ll enjoy easy access to downtown Sarasota, along with its renowned dining, shopping, arts, and cultural amenities. The Ringling College of Art and design is just a few blocks away and the adjacent North Trail Corridor is experiencing some of Sarasota’s most dynamic development. A short 10-minute drive over the Ringling bridge lands you in St. Armands Circle and the beaches of Lido and Longboat Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Jennings (941-650-7354)
1750 BENJAMIN FRANKLIN DR #10G, SARASOTA, FL 34236
$1,175,000136 Days on yellowkey MLS ID: A4680259
REDUCED by $25,000 (2.1%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1970 Tax: $9,085 (2025)Community: Key Tower SouthCondo
Taxes:$9,085
Remarks: ****There is nothing left to do. Nothing to imagine. Completed in 2022, everything has been upgraded and transformed into the most modern luxury. This high-floor corner residence on Lido Beach in the Key South Tower building has been completely transformed—from ceilings to floors—into a home where every high-end creature comfort is already in place and water views unfold from every window. The building is so modern, so perfectly updated and completed that it even has its own hurricane/surge protection system surrounding the building-- unique and impressive. You must see this condo's extraordinary views in day and at night!!! ****Panoramic vistas stretch across the Gulf of Mexico, Sarasota Bay, the Ringling Bridge, and downtown Sarasota, creating a constantly shifting backdrop of light, water, and skyline. Set within a Lido Beach building that has already been elevated to the highest modern building standards, this residence offers peace of mind. The HOA’s abundant reserves reinforce the sense of security -- owners love living here. Inside, porcelain tile flows throughout, complemented by all-new ceilings and modern lighting that set a sophisticated, contemporary tone. ****The kitchen is both elegant and functional, featuring abundant new wood cabinetry, quartz countertops, and new appliances—designed for everything from casual mornings to elevated entertaining. The primary suite is a private sanctuary, framed by water views and finished with the finest luxury tile. It offers a walk-in closet, an ensuite bath with a walk-in shower, and thoughtful storage. The guest suite is equally impressive, with new tile, a walk-in closet, and beautiful views of the Intracoastal Waterway and downtown Sarasota. Spacious enough for a king bed, it also features its own walk-in shower, making it ideal for guests who appreciate comfort and privacy. ****Beyond the residence, Key Tower South has been fully reimagined, with the lobby and common areas completely renovated in 2025. Residents enjoy 220 feet of private Gulf frontage, a heated beachfront pool, expansive sundeck, direct beach access, saunas, a fitness room, library, bike storage, and on-site management—resort-level amenities without the crowds. ****This is not simply a condo. It is a fully realized beachfront lifestyle—elegant, effortless, and complete. Call now for a private showing. Prefer to experience it from afar? Drone footage and immersive fly-throughs are available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
5800 HOLLYWOOD BLVD #214, SARASOTA, FL 34231
$217,00021 Days on yellowkey MLS ID: TB8510864
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 679 Built: 1976Monthly Fee: $741 Tax: $2,332 (2025)Community: Baywood Colony Garden AptsCondo
Taxes:$2,332
Remarks: Located in the highly desirable Baywood Colony community, this rare ground-floor condo offers the perfect blend of convenience, comfort, and Sarasota lifestyle. Just minutes from world-renowned Siesta Key Beach, this 1-bedroom, 1-bath residence is one of the only units in the community featuring a private in-unit washer and dryer - a highly sought-after upgrade. Enjoy easy first-floor access, an open and bright layout, open concept living, and your own private exterior storage unit for bikes or beach gear. Ideally situated West of the Trail and adjacent to Phillippi Estate Park, residents enjoy quick access to waterfront dining, shopping, downtown Sarasota, the Farmers Market, and endless outdoor activities. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this move-in ready condo delivers location, lifestyle, and rare added conveniences in one of Sarasota's most desirable areas.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-828-8615)
Listing Agent: Tara Kurtz (904-894-3399)
1815 ROXANE WAY #65, SARASOTA, FL 34235
$159,90020 Days on yellowkey MLS ID: A4694305
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 806 Built: 1964Monthly Fee: $472 Tax: $1,041 (2025)Community: Strathmore Villa Sec 07Villa
Taxes:$1,041
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Located in the heart of Sarasota, this desirable 55+ community offers the perfect combination of comfort, convenience, and the Florida lifestyle. Residents enjoy a variety of amenities included in the low HOA fee, such as a community pool, shuffleboard courts, clubhouse, recreational facilities, basic cable, landscaping, and more. World-famous Siesta Key Beach and Lido Key Beach are only few miles away. This rare free-standing, maintenance-free villa in the Strathmore community features 1 bedroom, a den, and 1 bathroom with many recent upgrades. In 2023, hurricane-impact, double-pane insulated windows were installed, along with new hurricane-impact front and back doors. The HVAC system was replaced in 2024, and all water lines have been re-piped with CPVC. The bathroom has been beautifully updated with grab bars, a built-in nook, bench seating, a new toilet, faucet, fixtures, and mirror. The kitchen has been refreshed with new LED ceiling lighting, freshly painted cabinets, and updated hardware. Additional improvements include new ceiling fans, blinds, curtain rods, and curtains throughout the home. The unit does not currently have a washer and dryer; however, the storage room under the carport could be converted into a laundry room with a stackable washer and dryer. Conveniently located just a few steps from the villa is the community laundry facility, where residents can use coin-operated washers and dryers. The low HOA fee covers water, sewer, internet, cable, trash, lawn care, landscaping, irrigation, roof repairs, exterior pest control, clubhouse access, community pool, and much more. Bobby Jones Golf Club is just minutes away, along with a nearby dog park and beautiful green spaces for walking, running, and biking. The community is conveniently located only 10 minutes from UTC Mall and downtown Sarasota, with easy access to shopping, dining, entertainment, and cultural attractions.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Gabriella Anastasakis (516-633-4019)
3451 CLARK RD #249, SARASOTA, FL 34231
$129,90036 Days on yellowkey MLS ID: C7526191
REDUCED by $10,000 (7.1%) on 06/12/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974Monthly Fee: $462 Tax: $1,818 (2025)Community: SiennaCondo
Taxes:$1,818
Remarks: Come check out this cozy 2nd floor condo located in the beautiful city of Sarasota, FL. This condo offers 1 bedroom, 1 bathroom and over 760 SqFt of under air living space. The interior is nicely done, the Kitchen features stainless steel appliances and a beautifully laid backsplash. Relax and enjoy the canal view on your Balcony with your favorite beverage! The community offers a Pool, Tennis Courts and much more. Here, you are only 5 miles to one of the most top rate beaches in the USA, Siesta Key Beach that offers that perfect powdery white sand. You are also only minutes away from Grocery stores, Restaurants, Fast Food and entertainment. Come transform this gem into the perfect home for you. Don't delay, show this one today!
Listing is courtesy of: ANYTIME REALTY LLC (941-564-6358)
Listing Agent: Joseph Ciarla (941-730-1247)
4401 LITTLE JOHN TRL, SARASOTA, FL 34232
$529,00014 Days on yellowkey MLS ID: A4695906
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1894 Built: 1986Monthly Fee: $50 Tax: $4,285 (2025)Community: Sherwood ForestSpa: YesSingle Family
Taxes:$4,285
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Nestled beneath majestic oak trees in the established Sherwood Forest community, this beautifully maintained home offers the perfect blend of privacy, character, and convenience. Situated on a spacious homesite, the property welcomes you with mature landscaping, abundant shade, and a tranquil setting rarely found in such a central Sarasota location. Inside, you'll find a thoughtfully designed floor plan featuring generous living spaces, abundant natural light, and comfortable accommodations for everyday living and entertaining. Brand new stainless steel appliances with a natural gas range. The home's layout flows seamlessly from the main living areas to the outdoor spaces, creating an inviting atmosphere for gatherings with family and friends. Step outside to enjoy the expansive yard, offering plenty of room for outdoor activities, gardening, or simply relaxing beneath the canopy of mature trees. Whether you're seeking a primary residence, seasonal retreat, or investment opportunity, this property provides exceptional flexibility and value. Conveniently located just minutes from I-75, shopping, dining, top-rated schools, golf courses, and Sarasota's world-famous beaches, this home combines peaceful neighborhood living with easy access to everything the Gulf Coast lifestyle has to offer. Don't miss this opportunity to own a charming Sarasota property in one of the area's most established and desirable communities. New HVAC
Listing is courtesy of: OSIPOV GROUP REAL ESTATE (941-284-4237)
Listing Agent: Bogdan Osipov (941-500-5885)
2458 WALDEMERE ST, SARASOTA, FL 34239
$465,00051 Days on yellowkey MLS ID: N6144122
REDUCED by $14,500 (3.0%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1648 Built: 1952 Tax: $7,101 (2026)Community: SingletarysSpa: YesSingle Family
Taxes:$7,101
Elementary School: Alta Vista Elementary
Tax Year: 2026
Middle School: Brookside Middle
Remarks: Experience the perfect harmony of modern upgrades and versatile living in this beautifully refreshed residence situated in the heart of one of Sarasota’s most established neighborhoods. This meticulously maintained home welcomes you with durable tile flooring throughout the main living areas, complemented by stylish vinyl flooring installed in the primary suite in 2021 and a crisp, neutral paint palette that enhances the natural light. The thoughtfully designed floor plan includes a true mother-in-law suite featuring its own private entrance, providing an ideal sanctuary for multi-generational living or a secluded home office. This secondary wing opens to its own covered and screened lanai, offering a peaceful retreat separate from the main household. The home has been extensively modernized for peace of mind, featuring a new roof installed in 2022, updated windows, updated plumbing, and a contemporary electrical panel. Climate control is effortless with two dedicated A/C systems, including a brand-new rear unit installed in 2024, along with a new water heater added the same year. The heart of the home showcases a kitchen equipped with a new refrigerator and dishwasher, while the living area centers around a cozy fireplace with elegant new tile work. Luxury extends to the bathrooms, where the primary ensuite features a refreshed walk-in shower and a tub recoated in 2025 that includes a transferable warranty. Elegant French doors lead you to a freshly re-tiled screened lanai, perfect for enjoying the Florida lifestyle within the privacy of a fully enclosed backyard, secured by a new fence and gate installed in 2025. Located in a premier school district including Southside Elementary, Brookside Middle, and Sarasota High School, this property is just minutes from the cultural heartbeat of Downtown Sarasota, the luxury boutiques of St. Armands Circle, and the bright sands of Siesta Key Beach. With nearby access to Sarasota Memorial Hospital and the Arlington Park aquatic center, this move-in-ready estate offers a rare combination of structural integrity and an unbeatable location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
2714 DATURA ST, SARASOTA, FL 34239
$619,50014 Days on yellowkey MLS ID: N6144604
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1364 Built: 1960 Tax: $6,458 (2026)Community: South GateSpa: NoSingle Family
Taxes:$6,458
Middle School: Sarasota Middle
Remarks: Exceptional opportunity to own a beautifully updated property offering flexible living arrangements, multi-generational living potential, or income-producing possibilities. The residence features a spacious 2-bedroom, 1-bathroom main living area with a full kitchen, as well as an attached 1-bedroom, 1-bathroom mother-in-law suite complete with its own private entrance and full kitchen. Numerous updates have been completed throughout the property, including luxury vinyl flooring throughout the main home’s living areas and bedrooms, fresh interior and exterior paint (2026), a new metal roof (2026), and new gutters (2026). Additional improvements include a new air conditioning unit (2021), blown-in attic insulation (2022), custom kitchen cabinetry (2022), and a renovated bathroom featuring a new tiled tub surround, custom cabinetry, and fresh paint (2022). The exterior has also been enhanced with a new fence (2022) and new concrete work (2022). Designed for enjoying the Florida lifestyle, the home features a fully covered and screened lanai that seamlessly extends the living space outdoors. Complete with an outdoor stovetop, this inviting area is perfect for entertaining, outdoor dining, or relaxing while overlooking the backyard oasis. Just beyond the lanai, you’ll find a sparkling in-ground swimming pool surrounded by newly installed concrete, creating the ideal setting for gatherings with family and friends or quiet afternoons in the sun. Conveniently located near shopping, restaurants, parks, schools, medical facilities, boat ramps, and some of Southwest Florida’s most beautiful beaches, this property combines modern updates, versatility, and an unbeatable lifestyle. Whether you’re looking for a primary residence with space for extended family or an investment opportunity with additional living quarters, this property offers exceptional value and endless possibilities. (Grass images have been edited)(Virtual staging)
5710 SHEFFIELD GREENE CIR #92, SARASOTA, FL 34235
$230,00051 Days on yellowkey MLS ID: C7525442
REDUCED by $8,000 (3.4%) on 06/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1990 Tax: $3,398 (2025)Community: Sheffield GreeneCondo
Taxes:$3,398
Remarks: Rare opportunity to own one of the most desirable views in Sheffield Greene! This second-floor coach home overlooks a serene golf course and pond setting, offering exceptional privacy and a peaceful backdrop rarely found in this community. Most comparable units feature interior or limited views—this residence stands out with expansive natural scenery and no direct rear neighbors. The well-designed 2-bedroom, 2-bath layout offers approximately 1,099 sq ft of living space with an open floor plan, abundant natural light, and a private screened lanai ideal for enjoying the tranquil setting. Additional features include an attached 1-car garage, interior laundry, and a functional split-bedroom design. Available fully furnished, turn-key, with the exception of some personal items, including the remote controlled boat and vehicle, etc. New roof in 2025 and AC was replaced in November 2023 by Veteran Air (last service was 01/22/2026), according to permits and heirs. Located in The Meadows, residents enjoy mature landscaping, walking and biking trails, and access to community amenities including pool, fitness, and optional country club memberships. Conveniently located near UTC Mall, Benderson Park, dining, shopping, and just a short drive to Sarasota’s renowned Gulf beaches. A unique combination of view, privacy, and location—this is one of the premier positions within the community. All measurements and details provided should be verified by buyers. Room measurements are approximate and are not guaranteed.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Lora Keller (941-457-7213)
3671 SQUARE WEST LN #22, SARASOTA, FL 34238
$379,900253 Days on yellowkey MLS ID: A4667818
1 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1806 Built: 2005 Tax: $4,890 (2024)Community: Palmer Square WestSpa: NoCondo
Taxes:$4,890
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Tropical paradise awaits you. This fabulous, elegant 3BR/2BA 2 car garage first floor unit is fabulous. The beautiful kitchen offers quartz counters, wood cabinets with wood pull outs, snack bar, eat-in area, pantry closet top of the line appliances & canned lighting. Boasting crown moldings, tray ceilings, wood and tile flooring, central vac, huge primary bedroom closet, ship lap accent wall in 2nd Bathroom. Partially furnished, most furniture in Living room, artwork, dining room set, bedroom furniture plus 1 Murphy bed located in bedroom 3, which create space and storage. Hurricane shutters and impact windows. The spacious Living room and Dining room overlook the huge lanai, then a private oasis including pond with fountain and lush landscaping. The primary bedroom has a coffered ceiling. The primary bath offers a separate soaking tub & shower, plus dual sinks. The barrel tile roof was replaced in 2023 (which is a condominium responsibility). A/C is 4 years young, water heater replaced in 2019. This is not an age restricted community, very friendly 29 units, community pool, spa and pavilion. 2 pets are allowed dog or cats up to 30 lbs. You can’t beat this terrific location right across from Costco, JC Penny, Legacy trail, near the YMCA and just minutes to Siesta Key Beach. See it Today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Bob Moffatt (941-232-3370)
4114 ROBERTS POINT CIR, SARASOTA, FL 34242
$1,150,000310 Days on yellowkey MLS ID: A4661864
REDUCED by $50,000 (4.2%) on 06/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 1982 Tax: $3,622 (2024)Community: Roberts PointSpa: YesSingle Family
Taxes:$3,622
Elementary School: Phillippi Shores Elementary
Remarks: Virtually Staged. Seller is motivated! Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple outdoor decks and living spaces, plus a relaxing hot tub overlooking the tranquil bayou. The property has water access to the bay and beyond. The main living area on the second floor features an open, airy layout with vaulted ceilings, while the ground level includes a two-car garage, private 1-bedroom/1-bath suite, bonus room, and screened lanai—perfect for guests or extended family. Recent upgrades provide peace of mind, including a new roof (August 2023), hurricane shutters, and completed storm remediation. Surrounded by lush Florida landscaping, you’ll enjoy the serenity of the water while being just minutes from Siesta Beach, shopping, and dining. Don’t miss this exceptional location—whether you envision updating, expanding, or starting fresh, this is your opportunity to own a slice of paradise on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelley Callaway (941-928-0642)
5966 MIDNIGHT PASS RD #G-67, SARASOTA, FL 34242
$2,389,00041 Days on yellowkey MLS ID: A4692674
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 1970 Tax: $10,966 (2025)Community: Palm Bay Club ISpa: YesCondo
Taxes:$10,966
Remarks: Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life. Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the current owner fell in love with the property. It offers the beauty of a true Gulf-front setting without the harsh afternoon sun that many beachfront residences contend with. It is low enough to remain connected to the beach and water below, yet elevated enough to frame a panorama of the coastline. The experience from within the residence is both soothing and unforgettable. Floor-to-ceiling windows fill the unit with natural light throughout the day. Morning sunrises arrive softly through the eastern-facing windows, while the southern exposure continuously reflects the changing colors of the Gulf, beach, and sky across the living spaces. Lovingly maintained as a private coastal retreat for the owner, the residence has been thoughtfully and continually improved with an emphasis on luxurious comfort, quality, and ease of ownership. Features include custom cabinetry and generous storage, KitchenAid and Kohler appliances, Brizo fixtures, designer lighting and furnishings, top-of-the-line custom Hunter Douglas blackout blinds, hurricane-rated window protection, a private in-unit washer and dryer — a rare convenience within the building, and much more. The interiors feel refined yet relaxed, designed for extended stays, entertaining guests, or simply enjoying quiet mornings overlooking the water. While this residence has primarily been enjoyed privately, Palm Bay Club’s highly regarded in-house rental program and flexible three-day minimum rental policy provides an exceptional option for owners seeking to generate income alongside personal enjoyment. The property includes 24-hour onsite security as well as full-time management, front desk and maintenance personel 7 days/week. Many long-term staff members contribute to the welcoming and established feel that owners value so highly. The Palm Bay Club's beach resort lifestyle comes with a level of service and atmosphere that sets it apart on Siesta Key. Available beach staff will take the complimentary loungers anywhere on the private beach by ATV. Owners and guests enjoy one of the largest expanses of direct access private beach frontages on the Key, with an outdoor grill, covered pavilions, a rinse station, and additional premium beach cabana services. The Gulf side amenities also include poolside bathrooms and showers, and a fitness center that looks out to the big heated pool and tennis/pickleball courts. A brand new shuffeboard court has been added in 2026. For a different laidback vibe, residents and guests simply walk to the Bay side to lounge by the heated pool and hot tub, where they can watch the boats go by amidst the boat docks, fishing pier, and palm trees. Must see to appreciate this rare tower unit with one of the most desirable and requested orientations at this exceptionally well maintained gulf-to-bay resort condo complex. This fully furnished turnkey property is move-in ready for immediate enjoyment or future rental use.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
3000 SOUTHWEST DR, SARASOTA, FL 34239
$12,750,000206 Days on yellowkey MLS ID: A4672971
REDUCED by $500,000 (3.8%) on 04/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 8125 Built: 2003 Tax: $109,050 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$109,050
Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.
Listing Agent: Kim Ogilvie (941-951-6660)
4860 CEDAR OAK WAY, SARASOTA, FL 34233
$725,0007 Days on yellowkey MLS ID: A4696764
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2527 Built: 2000Monthly Fee: $48 Tax: $5,264 (2025)Community: Three OaksSpa: NoSingle Family
Taxes:$5,264
Elementary School: Ashton Elementary
Remarks: Some homes are well-built, some have vibrant personalities. This stunning four-bedroom-plus-office retreat in Three Oaks has both; a quality-built home with warmth, and interiors that carry an energy that's vivid, layered, and genuinely inviting. The heart of the home is a spacious chef's kitchen that would turn heads in any price range. Paneled SubZero refrigerator, a touch cooktop with double ovens, and granite counters with breakfast bar set the stage. The kitchen opens to both the living room and the pool beyond; conversation flows naturally here. A split floor plan gives the primary suite its own quiet wing, complete with a generous walk-in closet, and ensuite bath with jetted garden tub and generously sized shower. Three additional bedrooms and a full bath, plus pool bath extend along the other side. An office, family room, foyer, and dining room provide plenty of space for work, reading, and hobbies. This home was purposefully designed with outdoor living in mind with direct access to the screened pool enclosure from the primary suite, dining room, living room and pool bath. Open the expansive sliding glass doors for a seamless transition to the pool deck where you’ll enjoy a heated saltwater swimming pool and an outdoor kitchen with Wolf grill, refrigerator, and sink. The setting is beautifully framed by mature tropical landscaping that creates a sense of calm and privacy. Among the flourishing foliage are papaya and banana trees, hibiscus, agave, bougainvillea and desert rose. A koi pond with waterfall adds a quiet, meditative note to the backyard setting, and the neighborhood lake view stretches beyond, with stunning sunrises visible from throughout the home. Insurance is a breeze with a brand-new tile roof in June 2026 and no flood insurance required. Ideally located in an A-rated school corridor (Ashton Elementary, Sarasota Middle, Riverview High), and just minutes from the white quartz sands of Siesta Key. Three Oaks is a neighborhood of 280 homes with low HOA fees of just $575 per year. Three Oaks is located west of I-75 near the corner of Proctor Road and Honore Avenue. Three Oaks. 2,527 square feet. One of a kind. Schedule your private showing today.
Listing Agent: Christine Pope (941-685-5565)
5073 HIGEL AVE, SARASOTA, FL 34242
$2,400,00034 Days on yellowkey MLS ID: A4693713
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2965 Built: 1958 Tax: $10,432 (2025)Community: Sara SandsSingle Family
Taxes:$10,432
Remarks: Welcome to luxury coastal living on Siesta Key. Perfectly positioned in the exclusive Sara Sands community, this fully remodeled 4-bedroom, 3.5-bath waterfront residence offers the ultimate blend of modern elegance, boating lifestyle, and relaxed Florida luxury. Situated on a deep-water canal with quick access to Sarasota Bay and the Gulf, this exceptional property features a private dock and boat lift, making it a dream for boaters and waterfront enthusiasts alike. Thoughtfully redesigned with high-end finishes and updated appliances throughout, the home showcases an open-concept layout filled with natural light, designer touches, and seamless indoor-outdoor living. The gourmet chef’s kitchen flows effortlessly into expansive living and entertaining spaces, while oversized impact glass doors open to your private tropical retreat. Step outside to a resort-style covered pool and lounge area designed for year-round entertaining, complete with multiple patio spaces and beautiful canal views. Whether hosting sunset gatherings, relaxing poolside, or taking your boat out for the day, this property delivers the best of the Siesta Key lifestyle. Additional features include a spacious 2-car garage, lush landscaping, generous bedroom suites, luxurious spa-inspired bathrooms, and a prime oversized lot on one of the island’s most desirable streets. Located just minutes from world-famous Siesta Key Beach — consistently ranked among the top beaches in the United States — as well as Siesta Village dining, shopping, and entertainment. Enjoy easy access to white quartz sand beaches, waterfront restaurants, marinas, and downtown Sarasota cultural attractions, all within approximately a 5–10 minute drive. Recently appraised at approximately $2.6 million and now offered at $2.4 million, this is an extraordinary opportunity to own a move-in-ready luxury waterfront home in one of Sarasota’s most sought-after coastal neighborhoods. Experience the perfect combination of modern sophistication, waterfront convenience, and island living at 5073 Higel Avenue.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Abraham Ruth (832-529-7370)
8326 MISTY WOOD CT, SARASOTA, FL 34241
$725,000104 Days on yellowkey MLS ID: A4685058
REDUCED by $20,000 (2.7%) on 05/04/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2512 Built: 2000Monthly Fee: $188 Tax: $4,836 (2025)Community: The Preserve At Misty Creek UnSingle Family
Taxes:$4,836
Elementary School: Lakeview Elementary
Remarks: Welcome to this bright and beautifully updated home in a private guard-gated Golf community in Sarasota. Featuring three bedrooms, plus an office/den, two bathrooms, a full size laundry room, and a spacious three car garage, this residence offers comfort, style, and privacy. Step inside to soaring high ceilings and an open, light-filled layout designed for effortless living and entertaining. The custom chef's kitchen is the centerpiece of the home, showcasing elegant quartz countertops with plenty of space for cooking and gathering. KitchenAid appliances including two convection ovens, induction cooktop, professional series full size refrigerator and freezer and so much more. Throughout this split-plan home you'll find luxury vinyl flooring, combining durability with a sleek, contemporary look. Large windows and sliding doors invite natural light while offering partial lake views and a peaceful setting. Enjoy the Florida lifestyle outdoors with your private pool perfect for relaxing or entertaining in a tranquil, secluded backyard. Located within a secure guard-gated neighborhood, this home provides both privacy and convenience, with easy access to Sarasota's beaches, dining, shopping and Rothenbach Park.
Listing Agent: Fernanda Girard (941-504-4327)
5110 MANORWOOD DR #3D, SARASOTA, FL 34235
$399,50066 Days on yellowkey MLS ID: TB8496957
REDUCED by $25,000 (5.9%) on 05/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2392 Built: 2004 Tax: $3,168 (2025)Community: Grande Oaks PreserveSpa: YesCondo
Taxes:$3,168
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Luxury Meets Practicality in a Private Preserve Setting. This spacious 3BR/3BA former model residence has been meticulously maintained and offers high-end living without the burden of home maintenance. Featuring elegant 10-foot ceilings and refined finishes throughout, the home is anchored by an enclosed lanai with tranquil views of a bird-filled preserve and pond. An efficient eat-in kitchen, full laundry room with utility sink, and abundant closet space deliver both style and functionality. Convenience is unmatched, with a nearly private elevator just steps from your door—seamlessly connecting your third-floor retreat to an enclosed garage with two dedicated parking spaces and climate-controlled storage. Embrace a true lifestyle upgrade. Enjoy a short stroll to the community’s tennis and pickleball courts, along with a resort-style pool and spa. Ideally located just minutes from Benderson Park and University Town Center, you’ll find Whole Foods Market, premier shopping, and a wide array of dining options at your fingertips. Cultural attractions like Asolo Repertory Theatre and the future home of the Sarasota Orchestra are just moments away. For travel, easy access to I-75 and proximity to Sarasota-Bradenton International Airport make getting in and out effortless. Built in 2005 to high standards, this well-managed community offers strong reserves and a solid financial foundation. Association fees cover water, sewer, exterior maintenance, landscaping, and amenities—ensuring a low-maintenance lifestyle with predictable costs. Whether you’re a full-time resident or seasonal owner, this property delivers luxury, convenience, and peace of mind—all at an exceptional value.
Listing is courtesy of: PARKS GROUP (941-920-4138)
Listing Agent: Brad Parks (941-920-4138)
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