Location: Sarasota, 34231
Do Not Show Listings
3117 JAMAICA ST, SARASOTA, FL 34231
$369,900147 Days on yellowkey MLS ID: A4681988
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $9,600 (2.5%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1800 Built: 1980 Tax: $1,935 (2025)Community: The WlySpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,935
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Outstanding Sarasota location for this truly unique lakefront home, complete with a small private dock. Nestled on a wooded, private lot, the setting offers a peaceful retreat that feels worlds away—yet is just minutes from everything Sarasota has to offer. Inside, generous living areas and soaring ceilings create an open, airy atmosphere ideal for both everyday living and entertaining. There is ample space for gatherings, along with a versatile bonus area perfect for a study, den, or gallery. The main-floor primary suite features a walk-in closet for added comfort and convenience. The two-car garage is currently configured as a one-car garage with additional flex space that could serve as a bedroom or office and can easily be converted back to a full two-car garage. Two spacious upstairs bedrooms share a conveniently located bathroom. A large enclosed, air-conditioned lanai with French doors opens to a serene back patio, offering tranquil lake views and abundant wildlife. This home radiates warmth and character, reflecting years of cherished family and friend gatherings. Located just one block from Bee Ridge Park, which offers basketball, volleyball, softball fields, and a shaded playground, and within a highly sought-after school district for elementary, middle, and high school. Sarasota Memorial Hospital is only three miles away, downtown Sarasota just five miles, and world-famous Siesta Key Beach approximately seven miles away—featuring exceptional dining, shopping, and cultural attractions. This property has never flooded and sits well above sea level.
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
1627 BOATHOUSE CIR #127, SARASOTA, FL 34231
$535,000246 Days on yellowkey MLS ID: A4667413
1 Days Off yellowkey (back on 6/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1216 Built: 1979Monthly Fee: $842 Tax: $4,015 (2024)Community: Pelican Cove IxSpa: YesCondo
Taxes:$4,015
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Experience the epitome of coastal living in the Pelican Cove, where this breathtakingly updated condo offers unparalleled harbor views. Revel in the natural light that pours in through the side/end windows and expansive sliding glass doors, illuminating the craftsmanship within. The kitchen boasts granite countertops, a timeless backsplash and neutral cabinets, complemented by top-of-the-line stainless steel appliances. Modern conveniences abound, including a newer A/C system, recessed lighting, upgraded electric service, and etched-glass front door, and remodeled bathrooms with stylish granite vanities and enclosed shower in master bath. Unwind on your glass-enclosed lanai as you soak in panoramic harbor views while immersing yourself in nature's splendor. Spread across 75 acres of pristine, gated waterfront property, Pelican Cove is a tropical oasis teeming with amenities. Discover an 86-slip boat harbor, six heated swimming pools, a hot tub, three clubhouses, lighted tennis and pickleball courts, shuffleboard, basketball, dog walking areas, and over 5 miles of walking trails and boardwalks. Unleash your creativity with art studios, a pottery classroom, woodworking, and sculpting, or attend classes at Pelican Cove University. Choose from over 37 clubs, including photography, fiber art, biking, yoga, Tai Chi, culinary arts, and card clubs. The community also offers evening jazz and classical music concerts, ensuring an enriched lifestyle for all. Award-winning landscaping and superior management set Pelican Cove apart as the ultimate adult sanctuary. Just minutes from Siesta Key Beach, fine dining, and shopping, this stunning condo is your ticket to a life of luxury and leisure by the harbor/bay.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
8101 GABANNA DR, SARASOTA, FL 34231
$849,000216 Days on yellowkey MLS ID: A4673093
0 Days Off yellowkey (back on 6/7/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2106 Built: 2016Monthly Fee: $570 Tax: $6,729 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,729
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to the ideally located and coveted Esplanade by Siesta Key—where convenience meets luxury living. Located just minutes from the crystal-sand beaches of Siesta Key, this comfortable, maintenance-free home sits on a large lot at the end of a quiet cul-de-sac. The Taylor Morrison–built Farnese model offers a practical and inviting layout, featuring two en-suite bedrooms, and a den that can easily serve as a third bedroom. The gourmet kitchen is a highlight, boasting a large granite island, solid wood cabinetry, a gas cooktop, and a bright breakfast nook. The spacious primary suite has bay windows overlooking the serene pond, while the primary bathroom includes neutral countertops, double sinks, and a generous walk-in shower. The den provides an ideal office, reading room, or guest retreat. From the great room, sliding glass doors lead to the expansive lanai, where you can enjoy peaceful mornings taking in pond views and local wildlife. Additional features include an outdoor kitchen, tray ceilings, a large laundry room with cabinetry, a half bath, and a two-car garage. Notable upgrades—impact windows and sliders plus a whole-house Generac generator—provide peace of mind during hurricane season. The community’s exceptional amenity center offers a state-of-the-art fitness facility, on site manager, social spaces, a resort-style pool and spa, tennis court, pickleball courts, bocce ball, and a Paw Park. Whether you prefer an active lifestyle or relaxing with friends and neighbors, Esplanade has something for everyone. Centrally located, the community offers convenient access to downtown Sarasota, shopping, dining, and the world-famous Siesta Key. This home delivers the perfect blend of comfort, convenience, and luxury—enhanced by tranquil pond views, abundant recreation, and effortless access to everything the area provides.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tina Von Kessel (941-266-2848)
5940 DRIFTWOOD AVE #15, SARASOTA, FL 34231
$319,00064 Days on yellowkey MLS ID: A4692199
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1973 Tax: $2,407 (2025)Community: Baywood Colony Sec 1Villa
Taxes:$2,407
Remarks: Experience the ease of coastal living just minutes from the world-renowned shores of Siesta Key with this inviting, free-standing villa, an ideal retreat for buyers seeking comfort, convenience, and value. Perfectly positioned in Sarasota's desirable 34231 corridor, this residence offers a rare opportunity to enjoy the beach lifestyle without the premium price typically associated with island living. Designed for relaxed, low-maintenance ownership, the villa features a spacious, open-concept layout with abundant natural light, neutral finishes, and easy-care ceramic tile flooring throughout. Recent updates include new HVAC in 2024, roof 2019, water heater and Impact windows in 2022. The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living and dining areas, with functionally elegant built-ins with storage, and perfect for entertaining or hosting seasonal guests. Generous bedroom accommodations offer privacy and comfort, while updated baths enhance the home's move-in-ready appeal. A highlight of the property is the private outdoor living space, ideal for morning coffee, evening cocktails, or simply enjoying the coastal breezes. Residents also enjoy serene sunsets on Sarasota Bay, access to community amenities such as a pool, clubhouse, and beautifully maintained grounds, perfect for a lock-and-leave seasonal.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
3191 LAKE PARK LN #2, SARASOTA, FL 34231
$374,000168 Days on yellowkey MLS ID: A4678896
REDUCED by $15,000 (3.9%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1738 Built: 1987 Tax: $1,047 (2025)Community: Park Place VillasSpa: NoVilla
Taxes:$1,047
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! You will discover comfort, style, and Florida living at its best in this beautifully maintained 2-bedroom, 2-bath villa perfectly situated in central Sarasota - just minutes from the area's pristine beaches, vibrant downtown shopping, and fine dining options. As you enter the home, you are welcomed by a light and bright interior featuring soaring vaulted ceilings, skylights, and an inviting open layout that enhances the spacious feel. A new tile roof (2023) and new A/C system (2025) provide peace of mind and year-round comfort. The living area opens to a relaxing lanai with impact-resistant sliders where you can unwind while taking in the serene lake view and lush, mature landscaping. Two charming bay windows also offer picturesque water views, filling the home with natural light. The primary suite offers a tranquil retreat with stylish LVP flooring, a custom closet system, and an ensuite bathroom with multiple grab bars and zero entry shower. Whether you're seeking a seasonal getaway or a year-round residence, this lakefront villa offers the perfect blend of convenience, beauty, and low-maintenance living - all in one of Sarasota's most desirable locations.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Nancy Moore (941-313-5159)
5589 CANNES CIR #4-102, SARASOTA, FL 34231
$679,00091 Days on yellowkey MLS ID: A4689088
REDUCED by $40,000 (5.6%) on 05/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1745 Built: 2022 Tax: $7,339 (2025)Community: Phillippi Landings CTownhouse
Taxes:$7,339
Remarks: Welcome to 5589 Cannes Circle—an exceptional waterfront townhome in the gated community of Phillippi Landings, where refined design meets effortless Florida living. Perfectly positioned along Phillippi Creek, this residence offers breathtaking water views and a rare sense of privacy, all just minutes from The Landings Shopping Center, Siesta Key, and downtown Sarasota. This impeccably maintained three-story home features 4 bedrooms, 3 full baths, and a bright, open-concept layout designed for both everyday comfort and entertaining. Soaring ceilings, abundant natural light, and thoughtfully selected finishes create a clean, contemporary aesthetic throughout. The designer kitchen is equipped with solid surface countertops, stainless steel appliances, 42” cabinetry and perfectly appointed island that flows seamlessly into the main living space. Multiple outdoor living areas—including two private lanais—invite you to enjoy the peaceful creek views and lush tropical surroundings. A private elevator provides access to all levels, while the oversized garage offers generous storage for boats, kayaks, beach gear and more. Built with quality and efficiency in mind, the home includes impact-rated windows, energy-efficient systems, LED lighting, and durable finishes such as beautifully maintained engineered wood flooring throughout. Additional upgrades include Moen fixtures, Kohler plumbing features, and professionally designed landscaping within the community. Offered in immaculate, move-in ready condition, this residence is available to purchase furnished for a turnkey experience or unfurnished to suit your personal style—making it an ideal full-time home, seasonal retreat, or turnkey investment opportunity. Furnishings offered separately. Residents of Phillippi Landings enjoy a resort-style lifestyle with amenities including a heated pool, fitness center, dog park, clubhouse, kayak launch, and a scenic boardwalk along the water. The adjacent Phillippi Harbor Club marina offers convenient access for boating enthusiasts. This is a rare opportunity to own a waterfront-facing home in one of Sarasota’s most desirable communities. Call today for a private showing!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Evan Danzig (941-350-1248)
1632 STICKNEY POINT RD #201, SARASOTA, FL 34231
$349,900138 Days on yellowkey MLS ID: A4682953
0 Days Off yellowkey (back on 6/5/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,179 (2025)Community: Castel Del MareCondo
Taxes:$3,179
Remarks: Under contract-accepting backup offers. Renovated, turnkey 2-bedroom condo overlooking the heated garden pool in the quiet interior of Castel Del Mare, an 8-acre waterfront community along Little Sarasota Bay just minutes to Siesta Key Beach without barrier-island pricing. Positioned away from the road and facing southwest for warm afternoon light and sunset tones, this second-floor residence offers elevation, airflow, and privacy in one of the community’s most desirable interior garden-pool locations. A complete video walkthrough is available, highlighting both the residence and Castel Del Mare’s unique waterfront lifestyle amenities. Major capital updates have already been completed, including Miami-Dade hurricane impact windows and sliding glass doors (2020), updated electrical panel (2016), hot water heater (2023), and newer washer and dishwasher (2024). These improvements reduce future expense exposure and provide confidence in ownership. Interior features include ceramic tile flooring throughout, an open-concept kitchen with wood cabinetry and granite countertops, in-unit laundry plumbed into the lanai (an advantageous feature many units do not have), a dedicated owner’s closet, and rare attic storage with drop-down access, uncommon for a condo this close to the beach. One assigned parking space adds further value in a high-demand coastal corridor. Castel Del Mare spans eight waterfront acres along Little Sarasota Bay and the Intracoastal Waterway. Located at the base of the Stickney Point Bridge, residents enjoy walk and bike access to Crescent Beach in minutes while benefiting from mainland convenience and typically lower insurance exposure than barrier-island properties. Community amenities include two heated pools (including a bayside sunset pool), scenic waterfront boardwalk, fishing pier and gazebo, kayak launch, tennis and pickleball courts, shuffleboard, clubhouse, grilling areas, bicycle storage, and on-site management. The HOA covers cable, water, sewer, trash, pest control, exterior maintenance, landscaping, and building insurance, simplifying ownership whether full-time, seasonal, or investment. Rental flexibility (30-day minimum, up to three times annually) allows seasonal income potential while preserving community stability. Renovated 2-bedroom residences in this interior heated garden-pool position rarely become available. In today’s condo market, opportunities this close to Siesta Key, with major updates completed and a financially healthy, well-managed association, stand out for both lifestyle and long-term logic.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Heron (941-323-9780)
3950 RED ROCK WAY, SARASOTA, FL 34231
$7,999,999260 Days on yellowkey MLS ID: A4669105
Bed: 5 Bath: 7.0 Gar: 5 Liv Area Sq Ft: 6850 Built: 2026 Tax: $3,206 (2024)Community: Red Rock TerraceSpa: YesSingle Family
Taxes:$3,206
Remarks: Pre-Construction. To be built. Why choose between your perfect sanctuary and stunning sunsets when you can have both. Every evening, the horizon performs a breathtaking masterpiece and from your private terrace at 3950 Red Rock Way, you hold the best seat in the house. Set upon a rare half-acre waterfront lot with 50 feet of frontage on Roberts Bay, this 6,850-square-foot modern coastal estate captures the essence of Sarasota luxury: enchanting artistry, seductive serenity, and a seamless connection to water and light. This new-construction residence, designed for those who refuse to compromise beauty for function, rises with quiet confidence above manicured grounds. A private courtyard garden greets you—tranquil, lush, and softly lit. Inside, 12-foot ceilings and walls of glass erase the boundary between indoors and out, filling each space with western light that glows from sunrise to sunset. Warmed by dual fireplaces, the heart of the home flows through a grand open living area. The chef’s kitchen, a pristine and stylish space for guests, is anchored by Miele appliances, two sculptural islands and features a well-appointed scullery, the engine that drives a flawless entertaining experience. A whisper of a push opens the retractable glass, where the world outside becomes part of the home and reveals the infinity-edge pool where the horizon of the pool disappears into the bay. The surrounding terraces are intended for sun, laughter, and unforgettable evenings under painted skies. This residence offers five bedrooms, including two primary suites, each a world of privacy and refinement with spa-inspired baths, water views, and terraces that invite the morning breeze. A dedicated gym and flex space await your vision—transform it into a golf simulator, media lounge, or wellness retreat. The custom wine cellar stands ready for your finest vintages, while a five-car garage accommodates every passion you choose to explore. Beyond luxury lies peace of mind: a new dock with double jet ski lift, elevator, whole-home generator, and the enduring protection of superior and meticulous modern construction. As twilight settles over Roberts Bay, the pool catches the last light, and the sound of water laps softly at the shore. Here, time slows, your world quiets, and moments feels both rare and deeply familiar. This isn’t just a home—it’s a front-row seat to the soul of every sunset.
Listing Agent: Rudy Dudon (941-234-3991)
2127 LEE LN, SARASOTA, FL 34231
$424,900189 Days on yellowkey MLS ID: A4676387
REDUCED by $10,100 (2.3%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1520 Built: 1955 Tax: $3,671 (2025)Community: Las Lomas De SarasotaSingle Family
Taxes:$3,671
Remarks: Location Location Location - Discover this beautifully refreshed mid century Ranch where classic Florida charm meets modern comfort, perfectly situated in the heart of Sarasota. Sold TURNKEY and FULLY FURNISHED, this home is truly move in ready and ideal for a full time residence, seasonal retreat, or income producing opportunity. Just 10 minutes from the world renowned Siesta Key Beach, you will enjoy easy access to powder soft quartz sand and stunning turquoise waters. With NO HOA, NO CDD, and NO FLOOD ZONE, you can appreciate both freedom and peace of mind. Step inside to find a welcoming interior enhanced with thoughtful updates, comfortable furnishings, and a bright layout that complements the home’s character. Inside, you'll find a spacious and stylish interior with trendy vibes. The open layout seamlessly connects the living, dining, and kitchen areas, making it ideal for socializing and relaxation. The kitchen has a sleek island/bar, perfect for whipping up delicious meals or enjoying a morning coffee. The AC was replaced in 2023, creating added value and comfort for the new owner. A fully fenced backyard that provides privacy for relaxing or entertaining, a storage shed for additional convenience, and a large driveway with ample space for multiple vehicles. Topping it all off is a durable metal roof, offering long lasting protection and low maintenance benefits. Located in thriving Sarasota, this home places you close to everything that makes the area so desirable. Explore Myakka River State Park, stroll through Marie Selby Botanical Gardens, visit The Ringling Museum, or enjoy the shops and restaurants of St. Armands Circle and downtown Sarasota. Festivals, arts, dining, and recreation are all within easy reach. This move in ready gem delivers modern upgrades and a premier location in one of Florida’s most sought after coastal cities. Do not miss your chance to see it. Schedule your private showing today.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Steven Ditusa (516-639-0766)
2974 CAPTIVA GARDENS DR #17, SARASOTA, FL 34231
$269,90093 Days on yellowkey MLS ID: A4688730
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1975 Tax: $1,511 (2025)Community: Captiva GardensSpa: NoVilla
Taxes:$1,511
Remarks: It's time for you to start enjoy living in Captiva Gardens, a small community located on 7 plus acres in the popular Gulf Gate area of Sarasota. This 2b/2b villa is a great unit and no noise from street traffic currently available in the community. The 1206 SF under air provides spacious living space with the fully applianced kitchen has ample storage with a pass through to the screened lanai and views of the private rear garden area. From the kitchen, you enter a "Extra" room. Visualize a formal dining room, a room for crafts or watching TV or maybe a home office. It's up to you! The living room allows for various furniture arrangements. You will be comfortable in the large ensuite master bedroom which has both a walk-in and double-door closet. Guests will enjoy the light and bright second bedroom and its easy access to the guest bath. The one car attached garage provides quick access to your home and conveniently includes the laundry with separate washer and dryer. This is a wonderful opportunity! Don't miss out. Call today for a personal tour of your new home.
Listing is courtesy of: SHORE TO SHORE R.E. (941-357-7076)
Listing Agent: Jim Claydon (941-504-3398)
2763 WOODGATE LN #208, SARASOTA, FL 34231
$245,000493 Days on yellowkey MLS ID: A4641855
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 874 Built: 1979Monthly Fee: $630 Tax: $2,362 (2024)Community: Pinewood Village IiSpa: NoCondo
Taxes:$2,362
Remarks: Attention!!!! This CONDO has a NEW 12 MONTH LEASE at a GREAT Monthly RENTAL !!!! COMPLETELY FURNISHED!!!!Condominium!! Seasonal Snow Birds!!Full-Time Residents!! Investors!!! Great Condo to live-in or rent!!!Completely updated Condo Unit 5 miles from Siesta Key Beach fully furnished. All windows and sliding glass doors updated with UV hurricane Impact Glass!!! Pinewood Village has a Large Heated Pool, Clubhouse, Fitness Center and Shuffleboard Courts. Furniture includes 2 large HD TV's, kitchen was remodeled with Granite Countertops, Stainless Appliances, Wood Cabinets. Both bathrooms have been total re-done. The master suite bedroom has Plantation shutters for privacy, upgraded fixtures in the bathroom and a walk -in closet. Condo was replumbed, new A/C in 2018, and new kitchen in 2019. Centrally located minutes from beaches, shopping and in the Sarasota School District. The low monthly maintenance fees include Cable TV, Community Pool, Insurance, Maintenance Exterior, Maintenance Grounds, Pool Maintenance, Sewer and Water, and Pest Control. Private Storage Unit and Laundry facilities on Condo Floor, elevator and assigned parking. Tenant in place ready to sign an annual Lease with new owner, if desired!!
Listing is courtesy of: EVERBEST REAL ESTATE (941-587-7311)
Listing Agent: Harvey Wasserman (941-587-7311)
3024 WILLIAMSBURG ST, SARASOTA, FL 34231
$235,600119 Days on yellowkey MLS ID: C7521739
REDUCED by $12,400 (5.0%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 837 Built: 1965 Tax: $925 (2025)Community: Golden Acres 2Nd AddSingle Family
Taxes:$925
Remarks: This ranch-style home offers potential on a lot close to town. This property presents a compelling investment opportunity with much potential. The two-bedroom, one-bathroom configuration offers flexibility for renovation and customization to suit various needs. The single-level design provides practical living convenience while allowing for creative updates and improvements. With thoughtful renovation, this home could be transformed into an attractive residence that maximizes its inherent possibilities and location advantages. Schedule your showing today to explore this ranch home's potential and spacious layout. This is a Fannie Mae Homepath property.
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
1630 ASSISI DR #18, SARASOTA, FL 34231
$1,997,00036 Days on yellowkey MLS ID: A4695360
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3602 Built: 2008Monthly Fee: $388 Tax: $12,299 (2025)Community: Portofino On The BaySingle Family
Taxes:$12,299
Elementary School: Gulf Gate Elementary
Remarks: Welcome to a beautiful custom residence in Portofino on the Bay, a boutique waterfront community nestled along Little Sarasota Bay. Privately positioned on a quiet cul-de-sac and just a short walk from the water and its private deeded boat slip, this stunning Mediterranean-inspired home offers an elevated lifestyle defined by elegance, comfort, and exceptional design. A dramatic yet inviting entry introduces soaring 23-foot ceilings, abundant natural light, and expansive living spaces thoughtfully designed for entertaining and effortless everyday living. The grand living room, anchored by a fireplace and walls of glass sliders, seamlessly opens to the screened saltwater pool and spa, creating a true indoor-outdoor retreat. The state-of-the-art chef’s kitchen is both beautiful and functional, featuring granite countertops, custom cabinetry, an oversized island, premium appliances, a Viking range, and a warming drawer designed to impress culinary enthusiasts and guests alike. The luxurious first-floor primary suite is a private sanctuary, offering spacious custom his-and-her closets and a spa-inspired ensuite bath complete with dual vanities, a large soaking tub, and a steam shower featuring three shower heads. Also conveniently located on the first floor are a spacious den/office with two built-in desks and a Murphy bed, as well as one of the guest bedrooms. Upstairs, a dramatic balcony overlooks the main living spaces below, while three additional guest bedrooms offer beautifully appointed accommodations with custom built-in closets. One bedroom features an ensuite bath, while the other two share an elegant Jack-and-Jill bathroom. Designed with comfort and wellness in mind, the home also features a whole-house water filtration system and reverse osmosis water systems with remineralization in both the kitchen and upstairs living area. With no flood insurance required, enjoy the benefits of living near waterfront, including peaceful walks to watch spectacular sunsets, fishing from the dock, and effortless boating from your private deeded boat slip with a 10,000-pound lift and direct access to the Intracoastal Waterway and Gulf waters beyond. Additional community amenities include kayak launch access, dedicated kayak storage, and a guest boat slip for visiting boaters. Ideally located just minutes from the nationally recognized Pine View School, world-class dining, shopping, downtown Sarasota's cultural attractions, and the white sands of Siesta Key Beach, as well as Nokomis Beach and charming downtown Venice. Opportunities like this in Portofino on the Bay are rare—don't miss your chance to make this stunning home your own!
Listing Agent: Tatyana Mullin (850-294-9225)
2107 PINE TER, SARASOTA, FL 34231
$725,00090 Days on yellowkey MLS ID: S5147369
REDUCED by $20,000 (2.7%) on 06/04/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2016 Built: 1959 Tax: $5,021 (2025)Community: Harbor OaksSingle Family
Taxes:$5,021
Remarks: Fully furnished with a full price... Stunning Turn-Key Dual-Unit Income Property | Fully Renovated Top to Bottom | Prime Sarasota Location This meticulously renovated single-family residence with 4 bedrooms and 3 bathrooms has been completely transformed into a modern, income-producing gem on a spacious 10,048 sq ft lot (approx. 0.23 acres). The property features extensive updates throughout, including brand-new plumbing, electrical, roof, and air conditioning systems. The interior has been beautifully refreshed with a renovated kitchen featuring granite countertops, new cabinets, and an open-concept design, along with tile flooring throughout and fully renovated bathrooms. The exterior boasts fresh stucco paint for enhanced curb appeal. The interior floor plan has been thoughtfully reconfigured to include a completely independent studio unit with its own private entrance, full kitchenette, dedicated washer and dryer, and complete autonomy — ideal for multi-generational living, guests, or maximizing rental income. Both units are beautifully furnished and move-in ready, making this a true turn-key opportunity. Each unit enjoys its own private backyard space, while the generous lot size offers plenty of room to add a pool in the backyard if desired. The property also provides ample parking for multiple vehicles. Perfect for investors or owner-occupants seeking strong short- and mid-term rental performance, this home comes with proven rental records available upon request. The thoughtful design provides privacy and functionality for both living spaces. This fully renovated property offers unbeatable central Sarasota location — just minutes to Siesta Key Beach, downtown Sarasota, and surrounded by an abundance of restaurants, shopping, and entertainment options. Whether you're looking for a low-maintenance primary residence with income potential or a high-performing investment property, this fully updated and furnished dual-unit home delivers exceptional value in one of Sarasota’s most convenient and desirable neighborhoods. Don’t miss this rare opportunity — schedule your showing today!
Listing is courtesy of: DREAMPRENEURS LLC (321-754-1738)
Listing Agent: Laura Ortenzio (321-512-2886)
6233 ROCKEFELLER AVE, SARASOTA, FL 34231
$489,00035 Days on yellowkey MLS ID: A4695266
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1334 Built: 1973 Tax: $4,869 (2025)Community: Shadow LakesSingle Family
Taxes:$4,869
Remarks: Your Private Sarasota Sanctuary Awaits! Tucked away in a quiet neighborhood, this beautifully updated 2-bedroom, 2-bathroom pool home perfectly blends serene seclusion with an unbeatable coastal lifestyle. Step inside to a sun-drenched, open-concept floor plan defined by elegant tile flooring, completely updated kitchen including solid surface countertops, Updated cabinetry and stainless steel appliances. Beyond the kitchen, awaits a flexible bonus sunroom that opens to the outdoors through elegant French doors. The beautifully upgraded main bathroom features a spa-like double-sink vanity. Outside, the impressive lot serves as your personal tropical oasis, boasting a sparkling screened in swimming pool equipped with a pool heater, alongside a sprawling open-air brick terrace bordered by a secure privacy fence, mature palms, and soaring bamboo. Complete with a durable metal roof and spectacular curb appeal, this move-in-ready retreat sits just minutes away from the vibrant dining and shopping of Gulf Gate and the world-famous quartz sands of Siesta Key beach. Schedule your tour today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
1624 STICKNEY POINT RD #206, SARASOTA, FL 34231
$369,90070 Days on yellowkey MLS ID: A4691682
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,939 (2025)Community: Castel Del MareCondo
Taxes:$3,939
Remarks: Experience the best of Sarasota living in this beautifully furnished 2-bedroom, 2-bath condominium in the sought-after community of Castel Del Mare. Perfectly positioned at the south bridge to Siesta Key, this community offers a rare combination of waterfront ambiance and everyday convenience just minutes from world-famous Siesta Key Beach. Inside, the open-concept floor plan is bright and inviting, with generous living and dining areas designed for comfort and ease. Large sliding doors lead to a screened lanai and frame serene views of lush tropical landscaping, tennis courts and the intracoastal waterway. The updated kitchen features granite countertops, elegant wood cabinetry, tile flooring and a stylish back splash. The spacious primary suite offers a peaceful retreat with access to the screened lanai, views of the Intracoastal Waterway, an en-suite bath and walk in closet with custom built-ins. A comfortable guest bedroom and second full bath provide privacy for family and visitors. Additional features include impact rated windows and sliders, assigned parking and tasteful furnishings. Castel Del Mare is beloved for its exceptional amenities and unbeatable location. Residents enjoy two heated pools, tennis and pickleball courts, shuffleboard, kayak storage, a fishing pier, bayside gazebo, clubhouse, grilling areas, bike storage and beautifully landscaped grounds. This community offers direct access to the scenic waterfront boardwalk and is just a short stroll to restaurants, shops, marinas and boating options nearby. Whether you are seeking a full-time residence, seasonal escape or investment opportunity, this condo offers outstanding flexibility, strong lifestyle appeal and the relaxed coastal atmosphere that makes Sarasota so desirable. Enjoy sunrise walks, sunset views, dolphins along the bay, and the convenience of being close to everything Siesta Key has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
2763 WOODGATE LN #301, SARASOTA, FL 34231
$140,00089 Days on yellowkey MLS ID: N6143851
REDUCED by $9,900 (6.6%) on 06/03/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979 Tax: $1,162 (2025)Community: Pinewood Village IiCondo
Taxes:$1,162
Middle School: Sarasota Middle
Remarks: Location, Location, Location! This charming 1-bedroom, 1-bath condo is the perfect opportunity for a permanent residence, seasonal getaway or investment property in the heart of Sarasota. Ideally situated just 7 minutes from world-famous Siesta Key Beach, 7 minutes to nearby hospitals and only 1 mile to Publix, you’ll enjoy convenient access to shopping, dining, and everything the area has to offer. This well-maintained unit features ceramic tile and durable PVC flooring, a spacious walk-in closet in the bedroom, an additional entry closet and the convenience of an in-unit washer and dryer. Recent updates include new flooring, new bedroom windows and a newer A/C unit (approximately 5 years old). The building also boasts a newly installed elevator and experienced no damage during recent hurricanes, offering peace of mind. Residents enjoy a beautifully maintained community with a clubhouse, fitness center and a large pool surrounded by an inviting paver patio—perfect for relaxing or entertaining. Don’t miss this exceptional opportunity to own in a prime Sarasota location!
Listing is courtesy of: PELICAN REALTY CORP (941-270-2650)
Listing Agent: Anna Bridinger, Pa (941-544-8195)
4431 CAMINO REAL, SARASOTA, FL 34231
$4,400,000624 Days on yellowkey MLS ID: A4626321
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3787 Built: 2025 Tax: $4,370 (2023)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$4,370
Tax Year: 2023
Remarks: Under Construction. Estimated Completion July 2026. You have to see this one in person to understand. Prestigious Oyster Bay Estates Modern design built by The Holliday Group. Nestled on a generous 18,991 sq ft lot with 71 feet of serene lake frontage, this modern oasis offers a blend of style, comfort, and sophistication. This home is not located in a flood zone and everything is on one level (no walking up or down stairs). This residence offers a fantastic alternative to barrier island living, with close proximity to award-winning beaches without the hustle and bustle of island traffic. Designed with durability and safety in mind, this home is built to today's hurricane codes, featuring concrete block construction, impact-rated windows and doors and a 26KW LP gas generator to ensure comfort and piece of mind during any power outages. KEY FEATURES • Open-concept floor plan, featuring a state-of-the-art kitchen with Professional Grade Appliances, quartz countertops, custom cabinetry, Super Vaulted ceilings, oversized windows and sliders and a large kitchen island * This space flows seamlessly into the great room and dining area. The generous primary suite is split from the 2 additional en suite bedrooms and a flex room that can also serve as a 4th bedroom suite • Wide Plank Oak flooring through out the home except for the bathrooms *Attached side entry 3-car garage• Incredible outdoor living area includes a saltwater swimming pool and spa, paver decking, and lush landscaping – perfect for entertaining or relaxing by the water. Green Features: • Icynene open spray foam insulation • 16 SEER multi-zone HVAC system with advanced filtration • Energy-efficient gas grill, cooktop, and fireplace. Located in an excellent school district, this home offers the perfect combination of luxury, convenience, safety and Florida living at its finest. Incredible property and neighborhood on a prime oversized lot.
Listing Agent: Ryan Carson (941-685-2879)
4812 KESTRAL PARK CIR #20, SARASOTA, FL 34231
$325,000428 Days on yellowkey MLS ID: A4651548
1 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1570 Built: 1982Monthly Fee: $167 Tax: $2,723 (2024)Community: Landings Carriagehouse IiVilla
Taxes:$2,723
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. REDUCED! BEST PRICE ON A LANDINGS VILLA! LOCATION, LOCATION! Situated in the Landings, this spacious villa offers maintenance free living in one of Sarasota's favorite communities! 2 bedrooms with an additional den that can be used as a third bedroom or a perfect office. Two enclosed lanais, one on the rear and one on the side, present unlimited opportunities for extra space. Huge living area with fireplace along with an oversized dining area, perfect for entertaining. Beautiful, attached courtyard, perfect for your plants or just relaxing. Access to the lanai or courtyard from each bedroom. One car garage with extra storage space. All of this in a beautiful, gated community located near beaches, downtown & more! The Landings is known for its lush, beautiful mature landscaping, access to the intercoastal and great social activities. Optional membership is available for the Landings Racquet Club. Don't miss this opportunity to live in one the most sought-after communities in Sarasota! PLEASE NOTE: December 2025, unit has been painted throughout, wallpaper removed and some doors replaced.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Kim Sheridan (941-313-0262)
8963 FISHERMENS BAY DR, SARASOTA, FL 34231
$1,500,000396 Days on yellowkey MLS ID: A4654953
REDUCED by $75,000 (4.8%) on 06/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3300 Built: 1993Monthly Fee: $125 Tax: $10,372 (2024)Community: Fishermens BaySpa: YesSingle Family
Taxes:$10,372
Remarks: Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shimmering shores of Little Sarasota Bay. Tucked away at the end of a quiet cul-de-sac and nestled on a lush half-acre tropical estate, this Key West-style masterpiece offers over 3,200 square feet of elegant indoor living and expansive outdoor spaces designed for the ultimate Florida lifestyle. Enjoy Sarasota Bay views, water access, and a deeded boat slip, and private gate leading to Vamo Park for easy kayak launching just steps away. Crafted by renowned Yoder Construction, the home is a stunning blend of craftsmanship, comfort, and coastal sophistication. Step inside to discover wood floors, crown moldings, and stone countertops throughout. The chef’s kitchen is a dream, featuring a Viking range, Sub-Zero refrigerator, Fisher & Paykel dishwasher, quartz countertops ideal for entertaining. The main living and dining area opens through sets of French doors to a screened-in deck where you can relax and soak in the tranquil views of the bay and your private heated pool with sun shelf and 5-person spa (installed in 2020). Whether you’re enjoying your morning coffee or hosting sunset dinners, the setting is simply magical. The 3rd-floor master suite is a private sanctuary complete with a fireplace, dual walk-in closets, updated spa bath, and a private balcony offering serene water views. On the ground floor, a large bonus area opens to lush, Selby Garden-style landscaping with rambling paver walkways, and plenty of storage for kayaks and beach toys. Enjoy peace of mind with electric hurricane shutters, a 3-zone A/C system, engineered walls, and a sprinkler system fed by your own well. Additional Highlights: • Deeded boat slip with quick access to the Intracoastal • kayak launch • 2 fireplaces • Screened and covered porches for year-round enjoyment • 2-car garage with ample storage • Minutes to Siesta Key Beach, Pine View School, shopping, and dining This is more than a home—it’s a lifestyle. Discover the timeless charm of Old Florida with every modern luxury you could desire. Paradise is calling in Fishermen’s Bay!
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
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