Location: Sarasota
Do Not Show Listings
1423 & 1435 HILLVIEW DR, SARASOTA, FL 34239
$17,350,000322 Days on yellowkey MLS ID: A4653958
Bed: 6 Bath: 8.0 Liv Area Sq Ft: 11588 Built: 2006Community: Harbor AcresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen—with its own cooktop, refrigerator, microwave and desk area—makes entertaining easy. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and more seating, ideal for movie nights, game days or entertaining. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to it all, while a versatile sport court and two private docks for 75-plus-foot yachts complete the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry and terrace. Guests enjoy four more suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres home delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village and Gulf beaches. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1423 HILLVIEW DR, SARASOTA, FL 34239
$13,900,00033 Days on yellowkey MLS ID: A4686188
Remarks: Welcome to a home that lives like a resort in Sarasota’s premier neighborhood, Harbor Acres. With 134 feet of water, this nearly 12,000-square-foot estate is crafted for laid-back luxury and everyday ease, designed for entertaining against breathtaking views of Sarasota Bay, the Ringling Causeway, and the downtown skyline. A paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere, and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork, and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space, and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer, and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen, with its own cooktop, refrigerator, microwave, and desk area, makes entertaining effortless. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and additional seating. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator, and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit, and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to the outdoor amenities, and a private dock completes the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar, and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity, and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry, and terrace. Guests enjoy four additional suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres residence delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village, and Gulf beaches. The adjacent vacant lot at 1435 Hillview is currently offered separately, with the opportunity to purchase both together. Bank signoff on the sale of this property may be required. The gate and driveway would need to be reconfigured.
2109 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$625,00028 Days on yellowkey MLS ID: A4687463
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2827 Built: 2022Community: Bay Lndg Ph 2BSingle Family
Remarks: Welcome to Bay Landing in Sarasota, Florida—where location, lifestyle, and value come together beautifully. This highly sought after community offers low HOA fees and no CDD fee, along with exceptional amenities including a resort-style pool, modern fitness center, dog park, and playground, all surrounded by canopied oak trees that create stunning scenery and natural shade. Perfectly positioned just minutes from Lakewood Ranch and a short drive to Downtown Sarasota and its renowned beaches, this home offers the best of Florida living. Situated on an oversized corner lot, this property features a long driveway with ample space for multiple vehicles, all surrounded by lush tropical palms. Inside, you’ll find upgraded flooring throughout and a spacious, thoughtfully designed layout. The home includes a versatile den, a convenient first floor guest suite with a nearby full bathroom, and an expansive upstairs layout featuring a large primary suite, two additional bedrooms, an additional full bathroom, convenient laundry room, and an impressive bonus room. The primary suite is a true retreat, featuring a relaxing soaking tub, a large walk-in shower, and dual walk-in closets. Downstairs, the kitchen flows seamlessly into the dining and living area, creating an ideal space for entertaining, and continues out to the covered, screened-in patio—perfect for enjoying Florida’s indoor-outdoor lifestyle. With incredible amenities, a prime location, and low fees, Bay Landing offers an unbeatable opportunity. Don’t miss your chance, schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Stephanie Mottram (978-204-2651)
4313 MIDLAND RD, SARASOTA, FL 34231
$325,00028 Days on yellowkey MLS ID: GC538815
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1160 Built: 1957Community: Floral Park HomesteadsSingle Family
Remarks: Welcome to 4313 Midland Dr in beautiful Sarasota, a charming 3-bedroom, 1-bath home nestled in a **quiet, well-established community just minutes from the world-famous beaches of Siesta Key Beach. This beautifully updated home offers the perfect blend of comfort, style, and convenience. Step inside to find new tile flooring throughout, creating a clean and modern look while providing easy maintenance. The fully updated kitchen features elegant quartz countertops, offering both durability and a sleek contemporary feel—perfect for cooking and entertaining. The home has been freshly painted inside and out, giving it a bright and welcoming atmosphere. Outside, you’ll notice new landscaping that enhances the curb appeal and creates a relaxing outdoor space to enjoy Florida living. Located just minutes from shopping, dining, schools, and the white sands of Siesta Key Beach, this home is ideal as a primary residence, vacation getaway, or investment opportunity. Property Highlights3 Bedrooms / 1 Bathroom. Newly installed tile floors throughout. Updated kitchen with quartz countertops. Fresh interior and exterior paint. New landscaping and great curb appeal. Quiet neighborhood, Minutes to beaches, shopping, and dining. Don’t miss your opportunity to own a move-in ready home in one of Sarasota’s most desirable locations!
Listing is courtesy of: COASTAL REAL ESTATE PROFESSIONALS LLC (772-678-6017)
Listing Agent: Zachary Greenberg (561-310-9672)
620 N EAST AVE, SARASOTA, FL 34237
$399,77728 Days on yellowkey MLS ID: A4687425
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 852 Built: 1945Community: Pos Resub Of Lt 8 Blk LSingle Family
Remarks: Investment opportunity to Acquire this single family home and the adjoining parcel (Quadplex) as a package for a total of .35acres at the corner of East Ave & 6th St. Please check listing for 610/612 East Ave. This home is a 2bedroom, 1bath, home located a few blocks from Downtown Sarasota. Property sits on a .13ac lot. Vinyl and Tile floors throughout with a generous size kitchen with granite counters, stainless steel appliances, and shaker cabinets. Open space/yard parking. City limits & public utilities. Please call for video walkthrough links and additional details on this opportunity. Currently rented with tenants vacating prior to sale.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
4114 ROBERTS POINT CIR, SARASOTA, FL 34242
$1,390,000253 Days on yellowkey MLS ID: A4661864
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2165 Built: 1982Community: Roberts PointSingle Family
Remarks: One or more photo(s) has been 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)
1931 EDGEWATER DR, SARASOTA, FL 34234
$299,000199 Days on yellowkey MLS ID: A4666577
0 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1236 Built: 1950Community: EdgewaterSingle Family
Remarks: Under contract-accepting backup offers. Price drop!- Welcome to 1931 Edgewater Drive, one of the most convenient locations in Sarasota! It's walkable to Downtown Sarasota and the Bay Front, very close to Sarasota International Airport and Ringling College, yet tucked into a lovely, quiet neighborhood where you feel right at home. A Sarasota classic, build in the 1950's, no flood zone and no pesky HOA. This neighborhood lets you safely ride your bike or play on the front lawn, great starter home, fix it up to your liking. The separate garage building with laundry room can be remodeled into a Mother-In-Law suite - lots of Options. Come check out this Gem!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Este Lennox (941-350-0048)
1704 WISCONSIN LN, SARASOTA, FL 34239
$625,00058 Days on yellowkey MLS ID: A4683524
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 700 Built: 1959Community: BayviewSingle Family
Remarks: Welcome to your perfect coastal escape—an inviting cottage offering charm, comfort, and an ideal location away from the hustle and bustle of city life. Just a few miles from Siesta Key Beach, you’re only a short bike or golf cart ride from the world-famous quartz sand shores. This beautifully renovated two-bedroom, one-bath home has been thoughtfully updated from top to bottom. Inside, you’ll find a warm and welcoming layout, while outside, a spacious screened lanai provides the perfect spot to relax and unwind. There’s also ample outdoor space designed for easy Florida living. Located on Wisconsin Lane just off the north Siesta Key Bridge, this property offers convenient access to the shops and restaurants of Southside Village, placing dining, entertainment, and everyday essentials within easy reach. Whether you’re searching for a serene winter retreat, a smart investment opportunity, or a comfortable in-law residence in a safe and highly desirable neighborhood, this prime location checks all the boxes. After a long day at the beach, come home to your private haven and relax in style.The low-maintenance landscape design features elegant stone and shell accents, complemented by irrigation and ambient landscape lighting throughout the property. Don’t miss your opportunity to own this exceptional cottage—schedule your private showing today!
Listing is courtesy of: MCCONNELL AND ASSOCIATES (941-539-1916)
Listing Agent: Oliver Mcconnell (941-539-1916)
483 PARTRIDGE CIR, SARASOTA, FL 34236
$2,095,000312 Days on yellowkey MLS ID: A4655760
4 Days Off yellowkey (back on 3/26/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2392 Built: 1970Community: Bird Key SubSingle Family
Remarks: Under contract-accepting backup offers. This garden home is ideally situated on a peaceful street within the prestigious and highly sought-after Bird Key neighborhood. Surrounded by lush, mature landscaping, a paved circular driveway, and a two-car garage, this single-story, four-bedroom, three-bathroom ranch-style residence offers a slice of paradise in the heart of Sarasota. Inside, the home features an open-concept split floor plan with well-defined, flowing spaces, including both a family room and a living room, well suited for modern living. The open kitchen boasts granite countertops and an island that connects to the family room, both overlooking the private backyard and inviting pool area. A standout feature is the fully opening sliding glass doors from the family room and the living room that extend the living space onto the pool deck and lanai, creating a seamless indoor-outdoor setting ideal for entertaining. The primary suite offers a spacious bedroom, walk-in closet, and en-suite bathroom. Guests and family are comfortably accommodated with two guest bedrooms and a bathroom thoughtfully located on the opposite side of the home, while a fourth bedroom, ideal as a home office, sits conveniently adjacent to the primary suite. New impact sliding glass doors and a brand-new AC system are recent upgrades. Living on Bird Key means enjoying an unbeatable location just moments from Sarasota’s vibrant downtown, with fine shopping, world-class dining, cultural attractions, and theaters. For beach lovers, the sandy shores of Lido Beach are nearby, along with the dining and boutique shopping of St. Armands Circle. The Bird Key Yacht Club is also undergoing a complete rebuild and is anticipated to reopen in 2026 as one of Sarasota’s premier social, tennis, and boating destinations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
3615 DUNBAR DR, SARASOTA, FL 34232
$369,900134 Days on yellowkey MLS ID: A4674663
27 Days Off yellowkey (back on 3/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1401 Built: 1977Community: Sarasota SpgsSingle Family
Remarks: Under contract-accepting backup offers. This is the one! *Beautifully updated 3-bedroom, 2-bath home with an attached 1-car garage*A new roof was completed in 2022, providing enhanced protection and improved efficiency*The stylish kitchen features sleek granite countertops, ideal for both everyday cooking and entertaining guests*Enjoy a spacious screened-in lanai—perfect for relaxing or entertaining year-round*With no deed restrictions and no HOA fees, you’ll enjoy the freedom and flexibility to truly make this home your own*Perfectly situated, this property offers quick access to top-rated schools, popular restaurants, shopping destinations, medical facilities, I-75, pristine beaches, and endless entertainment options*A perfect blend of comfort, convenience, and location—this home is ready to welcome you!
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
3372 WEBBER ST, SARASOTA, FL 34239
$399,00054 Days on yellowkey MLS ID: W7883327
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1869 Built: 1961Community: South Gate ManorSingle Family
Remarks: Welcome to this spacious 4-bedroom, 2-bath home with a large bonus room / second living area, perfectly designed for families who need room to grow — or multigenerational living. This almost 1900 square footage beauty offers a flexible layout with separate living spaces, making it easy to create an in-law setup, teen retreat, playroom, or home office wing. Inside, you’ll find beautiful plaster ceiling work, high-end Italian cabinetry, with thoughtful updates, preserving charming retro details like the original pink subway tile bathroom and preserved mosaic tile in a few featured room— a rare blend of character and comfort. Step outside to enjoy a large porch and private-feeling yard shaded by mature trees, ideal for gatherings, playtime, or quiet evenings at home. This home is built to weather storms with an updated metal roof, built with concrete block and a beautiful brick front and seating area. There is a garage, laundry and a massive amount of parking. AC was recently updated. Centrally located yet surprisingly peaceful, this home is minutes to downtown and beaches and sits in a high-and-dry area, flood-zone X, for added peace of mind. If you’ve been searching for space, flexibility, major upgrades already complete, and timeless charm in one place — this is it.
Listing is courtesy of: SIMPLE FEE LISTINGS LLC (734-674-6608)
Listing Agent: Randall Wolber, Jr (734-674-6608)
4708 SWEETMEADOW CIR, SARASOTA, FL 34238
$1,050,00082 Days on yellowkey MLS ID: A4679995
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 3900 Built: 2000Community: Turtle RockSingle Family
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. **SPACIOUS, CUSTOM-BUILT RESIDENCE LOCATED BEHIND THE SECURE GATES OF THE HIGHLY DESIRABLE TURTLE ROCK COMMUNITY IN PALMER RANCH, SET ON A TRANQUIL 0.40-ACRE OVERSIZED LOT.** This expansive residence offers approximately 3,900 square feet of thoughtfully designed living space with a desirable split floor plan featuring 5 bedrooms plus a study/den, 5 full bathrooms, and a 3-car garage, complemented by a circular driveway. A rare and valuable feature of this home is the assumable 2.25% loan, offering a unique financing opportunity for qualified buyers. The property is also equipped with a natural gas–powered generator that automatically activates during power outages and shuts off when electricity is restored, providing added peace of mind. Designed with safety and preparedness in mind, the home includes a reinforced “super safe” room built with rebar-reinforced concrete construction. This versatile space doubles as a walk-in closet and is equipped with a refrigerator, freezer, sink, microwave, and a washer and dryer—offering both security and functionality. Quality finishes and premium features are found throughout the home, including crown molding, tray ceilings, tile flooring, and abundant built-in storage. The inviting kitchen features granite countertops, hardwood cabinetry, and stainless-steel appliances, and opens seamlessly to a comfortable family room with a gas fireplace, creating an ideal space for everyday living and entertaining. The primary owner’s suite offers a spacious walk-in closet and a well-appointed bathroom with a garden tub, dual vanities, and a custom-tiled shower. A generously sized secondary owner’s suite provides exceptional flexibility and is ideal for in-law or multi-generational living, complete with a private kitchenette, laundry area, storage closet, and a large bathroom with dual vanities, jetted tub, and custom-tiled shower. Outdoor living is equally impressive, with a screened lanai featuring a pool and spa overlooking peaceful garden views—perfect for relaxing or entertaining while enjoying the Florida lifestyle. Residents of Turtle Rock enjoy a prime location adjacent to the popular Legacy Bike Trail and just minutes from nationally ranked Pine View School, shopping and dining, world-renowned Gulf Coast beaches, and all that the Sarasota area has to offer.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
7574 SEAHAWK AVE, SARASOTA, FL 34241
$694,999106 Days on yellowkey MLS ID: A4677051
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2309 Built: 2026Community: HawkstoneSingle Family
Remarks: Under contract-accepting backup offers. Welcome to Hawkstone, a rare new construction community just minutes from Siesta Key Beach. This brand-new 4-bedroom, 3-bath home with a 3-car garage offers an open, light-filled floor plan designed for modern Florida living and effortless entertaining. The foyer opens to soaring ceilings and refined finishes throughout. The chef’s kitchen features natural gas cooking, custom cabinetry, an oversized island with bar seating, and a walk-in pantry, flowing seamlessly into the spacious great room. Sliding glass doors lead to a covered lanai plumbed for an outdoor kitchen, ideal for enjoying Florida’s indoor-outdoor lifestyle. The owner’s suite offers a private retreat with dual vanities, an enclosed shower, and a generous walk-in closet. Additional bedrooms and a flexible bonus room provide space for guests, a home office, or hobbies. Hawkstone delivers peaceful living close to Siesta Key Beach, I-75, Downtown Sarasota, and the Gulf Coast’s world-class amenities. No CDD fees, hurricane-impact windows, natural gas, and a 10-Year Transferable Structural Warranty complete this exceptional offering.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: John Wilcher (941-932-7669)
1610 S ORANGE AVE, SARASOTA, FL 34239
$1,625,00028 Days on yellowkey MLS ID: A4687305
0 Days Off yellowkey (back on 3/25/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2193 Built: 1969Community: Harbor AcresSingle Family
Remarks: Charming Harbor Acres 3 bedroom, 2 bath home on a beautifully landscaped lot offering privacy and convenience in one of Sarasota's most desirable West of Trail neighborhoods. A circular driveway framed by mature palms and lush Florida foliage leads to a light-filled interior with plantation shutters, crown molding, and a mix of tile and hardwood floors. The open floor plan flows seamlessly between living, dining, and kitchen areas ideal for daily living and casual entertaining. Enjoy a fully screened lanai that encircles the heated pool and spa, set on natural stone pavers. Surrounded by lush tropical landscaping, the backyard offers a serene, private retreat.
Listing Agent: Barbara May (404-822-9264)
5013 BAY SHORE RD, SARASOTA, FL 34234
$1,500,00028 Days on yellowkey MLS ID: A4685711
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2671 Built: 1951Community: Sapphire ShoresSingle Family
Remarks: Discover the timeless allure of Indian Beach Sapphire Shores, one of Sarasota’s most captivating neighborhoods where history and modern living intertwine seamlessly. Established in the 1920s, this enchanting enclave exudes old-world charm while offering the vibrant lifestyle of a contemporary coastal community. Positioned perfectly between the glistening waters of Sarasota Bay and the bustling energy of downtown Sarasota, this neighborhood is where tranquility meets cultural sophistication. It's no wonder that John and Mable Ringling chose to make this neighborhood their home. Here in Sapphire Shores, life effortlessly blends outdoor beauty with unmatched convenience. Just beyond your doorstep, the iconic John and Mable Ringling Museum invites you to explore world-class art, history, and the grandeur of John and Mable's iconic home, the Ca’ d’Zan mansion—a Mediterranean Revival masterpiece that embodies the area’s rich heritage. This property gives you the rare opportunity to bring the home back to its mid-century grandeur, or build anew, the home of your dreams, in the most iconic neighborhood in Sarasota. This property has been previewed by home builders and contractors, if you would like to speak with them regarding the home's possible potential. Imagine starting your day with a serene walk along the bayfront at Sapphire Shores Park or Indian Beach Bayfront Park, where panoramic water views and golden sunsets create a picture-perfect backdrop or grab a cup of coffee and take a stroll up to the Ringling Museum and gaze at their famed banyan trees. This home is a major rehab with great character and good bones set on a lush .39 acre lot, with plenty of room for a pool. Stroll along the picturesque, tree-canopied Bay Shore Road, where majestic live oaks, sprawling banyans, and stately royal palms provide dappled shade. Despite its proximity to bustling U.S. 41, the area feels like an oasis, inviting you to explore its eminently walkable streets. Indian Beach Sapphire Shores also boasts proximity to Sarasota's cultural gems, including theaters, galleries, and fine dining, while serene beaches like Lido Key and Longboat Key beckon just minutes away. Adding to the neighborhood’s vibrancy are renowned institutions like New College, USF Sarasota-Manatee, and the Ringling College of Art and Design, infusing the community with creativity and intellectual energy. More than just a place to live, Indian Beach/Sapphire Shores offers a lifestyle of elegance, inspiration, and connection. Whether you’re drawn by its historic character, its artistic pulse, or the sheer beauty of Sarasota Bay, you’ll find yourself immersed in a neighborhood that truly has it all. Welcome to a place where every day feels extraordinary.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Worth Fiers Iii (941-812-3380)
1901 MORRILL ST, SARASOTA, FL 34236
$2,195,000190 Days on yellowkey MLS ID: A4668387
2 Days Off yellowkey (back on 3/25/2026)
Bed: 7 Bath: 6.5 Liv Area Sq Ft: 4155 Built: 1949Community: TowlesSingle Family
Remarks: Welcome to the heart of Sarasota's historic district, Towles of Laurel Park, where this exceptional compound awaits. Comprising three distinct residences, this property offers a world of possibilities. Completely renovated inside and out, this unique gem is move-in ready! Set on an expansive corner lot spanning over a quarter-acre, this multi-faceted property presents an array of options. The main residence is a two-story haven featuring four bedrooms and 3.5 bathrooms. It's a blend of classic charm and modern convenience, thoughtfully updated to meet the demands of contemporary living. Recent exterior updates include a new metal roof (2022) and HardiPlank siding. Inside, you'll find a plethora of improvements. Oversized impact windows and sliders fill the space with natural light, highlighting the luxury vinyl plank flooring, crown molding, and a smartly redesigned layout that seamlessly connects each room. The galley kitchen, adorned with Quartz countertops and stainless-steel appliances, is perfectly equipped. The Quartz bathrooms are beautifully renovated, and each residence boasts a laundry facility for added convenience. A separate duplex adds even more versatility to this property. With two kitchens, two living areas, two bedrooms, and two bathrooms, it can serve as a multifamily home or be used to generate rental income. It has its own private entrance, allowing for independent living. Completing the compound is a charming one-bedroom, one-bathroom guest cottage. It comes with a separate entrance, spacious living area, and an eat-in kitchen. This cozy space is perfect for guests or can be utilized as an additional rental property. Outside, this compound shines with meticulously manicured grounds, providing a lush and inviting environment. The brick-pavered driveways offer ample parking, and natural wood canopies gracefully shade the breezeways that connect each building. With these exterior updates, you can enjoy the Florida outdoors in style and comfort. Beyond the property's stunning interior and exterior renovations, its location adds to its appeal. Situated in the vibrant heart of downtown Sarasota, you're just a stone's throw away from the city's cultural and entertainment hub. The bayfront and pristine Gulf beaches are also nearby, catering to those who relish arts, entertainment, and an active lifestyle. Neighboring recreational amenities like golf, tennis, pickleball and fitness centers are perfect for staying active and enjoying the beautiful Florida weather. This meticulously updated and versatile compound promises a rare and remarkable downtown lifestyle.
Listing Agent: Roger Pettingell (941-387-1840)
5956 RACHELE DR, SARASOTA, FL 34243
$554,00077 Days on yellowkey MLS ID: TB8472140
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1890 Built: 1993Community: Longwood Run/LrsaSingle Family
Remarks: Under contract-accepting backup offers. Dramatic price improvement. Dreaming of owning 5956 Rachele? Now is the time to add it to your buy list. Imagine waking up and enjoying natural light streaming through your Plantation Shutters. Push open your sliding doors and take a few steps to the edge of your heated pool. Slip into the delishly warm water and relish the Florida sunshine and tropical breezes through your palm trees as you float dreamily, enjoying the moment. Oops, coffee time. Dry off. Start your outdoor grill for a yummy brunch. Nature calls, and your pool bath is right there. No need to run through the house. As you sit in your pool area and gaze into your home, your thoughts admire the broad, open space, enhanced by crown molding, a neutral wall color, and luxury vinyl running through each room. You absolutely love the open kitchen and oversized island with its quartz countertop and stainless-steel sink. Your friends often join you for dinner and delicious food. Everyone loves the room flow as they sit, chat, and laugh at the Island, eagerly anticipating a scrumptious dinner. Of course, dinner may be served at the Island or shift to your dining area. The custom-tiled kitchen wall creates an artistic impression, complemented by the practicality of the stainless-steel appliances. Your Master bedroom and ensuite are your private sanctuary. Your contemporary master bathroom is a wonderful delight, with oodles of storage, a private commode, double sinks, and a fabulous, oversized walk-in shower. You have set up the front bedroom for guests and the middle bedroom as a den. Overflow guests can use the sleep sofa, which is so convenient for those long-lost relatives who now wish to visit you in Florida. You absolutely love the location. So close to Whole Foods (1.4mi) Detweiler’s (1.9mi) restaurants, shopping, the beaches (11 mi) the Sarasota Bradenton International Airport (6mi), Downtown Sarasota (8mi), Lakewood Ranch Main St (4mi) The annual HOA dues ($1138) will not break the bank, it covers the common areas, community lakes and preserves. For the Seller's convenience, the property is sold furnished. This lovely home checks all the boxes. If you snooze, you lose out on this beautifully renovated and contemporarized home.
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
3000 SOUTHWEST DR, SARASOTA, FL 34239
$13,250,000149 Days on yellowkey MLS ID: A4672971
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 8125 Built: 2003Community: Cherokee ParkSingle Family
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)
4921 THAMES LN, SARASOTA, FL 34238
$475,00030 Days on yellowkey MLS ID: A4687129
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1462 Built: 1996Community: Wellington ChaseSingle Family
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. BEAUTIFULLY FINISHED HOME OVERLOOKING SPARKLING POOL and CASCADING WATERFALL PROVIDES the perfect setting for CASUAL FLORIDA LIVING! You will love the spacious OPEN CONCEPT GREAT ROOM with soaring vaulted ceilings and dining area that opens to your outdoor living space, ideal for entertaining or simply relaxing! Expansive paver lanai includes a covered area and ample room for dining and lounging by the solar heated pool. Finished in neutral tones, tile and laminate floors and recently painted interior. Light bright kitchen offers vaulted ceiling, breakfast bar for casual dining, roll-out shelves, roomy pantry and Frigidaire Gallery Series stainless steel appliances including 5 burner smooth top range with convection oven, microwave, dishwasher and side by side refrigerator. Imagine waking up to serene pool views from the primary bedroom suite featuring vaulted ceiling, spacious built-in closet, automated shades and ensuite bath updated with dual-bowl granite countertop vanity, framed mirrors, additional cabinet and frameless glass tiled shower. Desirable split bedroom and bath design ensures privacy for family or guests. The 3rd bedroom can easily serve as an office featuring a Murphy bed and matching built-in cabinets with hidden drop down desk. Convenient interior laundry includes washer and dryer and the garage includes storage cabinets. You are greeted with gorgeous tropical landscaping and a screened alcove at the impact rated front entry door. This wonderful home features several key highlights and upgrades designed for your peace of mind, including a 2017 Roof, 2018 Daikin HVAC, 2021 EE MAX Tankless hot water heater with Enviro Heater Shield, 2026 Rainbird irrigation, 2017 Solar Panels, rescreened and painted pool cage and Eaton whole house surge protector. Premiere location nestled in the desirable Wellington Chase neighborhood of Palmer Ranch you are minutes to shopping, dining, recreational pursuits, I-75 to travel north and south and our gorgeous gulf coast beaches on world renowned Siesta Key Beach and Nokomis Beach on Casey Key. With close proximity to downtown Sarasota you will enjoy our gorgeous bayfront, diverse dining and a multitude of cultural venues, come live the Florida lifestyle!
Listing Agent: Dennis Kotaska, Llc (941-815-6772)
404 PARTRIDGE CIR, SARASOTA, FL 34236
$2,745,00094 Days on yellowkey MLS ID: A4678192
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3303 Built: 2002Community: Bird Key SubSingle Family
Remarks: This custom-built home with an elevation of 11ft, sits prominently on a large corner lot in the highly sought after Bird Key neighborhood. Surrounded by mature landscaping, a paved circular driveway, a three-car garage and BRAND NEW TILE ROOF; this home offers a solid, well-built presence with a timeless feel. The 3300 sqft residence includes three bedrooms, three bathrooms, and an office or den. Ceilings rise to 11 feet and nearly 14 feet in select areas, enhancing the sense of space. The open concept layout connects well defined living areas, balancing comfort and functionality. The kitchen features granite countertops and opens to the family room and dinette, both overlooking the pool and screened outdoor living area. A spacious living room with a gas fireplace and a separate dining room provide flexibility, while the office or den offers a quiet workspace. The primary suite includes direct pool access, two walk in closets, and a generous en suite bathroom. Two guest bedrooms and bathrooms are located on the opposite side of the home and separated from each other, providing privacy for family and visitors. The screened pool and terrace allow ample space for seating and dining and include an outdoor kitchen. Additional features include laundry room with a built-in desk nook, and a walk in pantry. Bird Key offers an exceptional location just minutes from downtown Sarasota, the shops and dining of St. Armands Circle, and the beaches of Lido Beach. The Bird Key Yacht Club is currently undergoing a full rebuild and is anticipated to reopen in 2026 as one of Sarasota’s premier destinations for boating, dining, tennis, and social events.
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