Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Beds: 6+
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Sarasota - 59 properties found
1335 40TH ST, SARASOTA, FL 34234
$949,00018 Days on yellowkey MLS ID: A4688091
0 Days Off yellowkey (back on 5/2/2026)
Bed: 6 Bath: 6.0 Liv Area Sq Ft: 4188 Built: 1930 Tax: $4,473 (2025)Community: Palm GroveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,473
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Once-in-a-generation opportunity to own one of Sarasota’s most unique and versatile properties. Set on a lush, private acre within city limits, this rare multi-unit compound blends income potential, lifestyle flexibility, and future development upside in a way that’s nearly impossible to find. At the heart of the property is a charming, retreat-like main residence offering over 2,000 sq ft of living space, surrounded by mature tropical landscaping and anchored by majestic grandfather oaks. Attached is a private mother-in-law suite with its own entrance, while the two additional one-bedroom units provide immediate, reliable rental income. Whether you’re an owner-occupant, investor, or visionary builder, the possibilities here are exceptional: • Live in the main home while generating income from multiple units • Operate as a high-performing Airbnb or long-term rental property • Create a private family compound or wellness retreat • Expand and develop on included buildable lots The property has demonstrated income potential in the $70K–$90K+ range, depending on rental strategy. Beyond the structures, the land itself is a standout feature—offering a vibrant, almost jungle-like setting with a diverse collection of mature fruit trees including multiple varieties of mango, avocado, banana, lychee, loquat, and more. Outdoor living is elevated with a tranquil screened-in patio, multiple decks, outdoor spa-like shower and tub, and two large multi-use outbuildings. The larger structure offers incredible flexibility—ideal for a yoga studio, art space, workshop, or additional storage. Key Highlights: • Multi-unit income property (triplex configuration) • No HOA • All units currently leased with reliable tenants • Two additional buildable lots included in the sale • Ample parking and flexible layout options • Updated interiors with modern kitchens, bathrooms, and tile flooring Located just minutes from Downtown Sarasota, St. Armands Circle, Lido Key, and SRQ Airport, this property combines privacy and convenience in one compelling package. Opportunities like this are rare—this is more than a property, it’s a platform for lifestyle, income, and long-term upside.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeremy Egglefield (941-809-9200)
2124 CLEMATIS PL, SARASOTA, FL 34239
$2,400,000319 Days on yellowkey MLS ID: A4656371
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3574 Built: 2025 Tax: $4,726 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,726
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Now presenting a stunning new construction residence in Arlington Park, built by Courtyard Modern Development, where modern design, functionality, and Sarasota luxury lifestyle come together seamlessly. This exceptional two-story home offers 6 bedrooms, 7 full bathrooms, and approximately 3,574 sq ft of living space, thoughtfully designed to deliver both elegance and comfort in every detail. The first level welcomes you with an open-concept layout featuring a spacious living room, dining area, and chef-inspired kitchen, complemented by a walk-in pantry and dedicated laundry room. The primary suite is conveniently located on the main floor, offering privacy and comfort, complete with a large primary bathroom and large walk-in closet. Builder will design a custom closet configuration to reflect the future homeowner's personal needs. An additional guest bedroom with en-suite bath is also located on this level. In addition, enjoy the convenience of a full bathroom that opens to the pool area. The second level features four generously sized bedrooms, each with its own en-suite bathroom and large closets, providing ultimate privacy and convenience for family and guests. Step outside and experience true Florida living with a private pool and spa, expansive outdoor areas including a large covered balcony overlooking the pool, a planned outdoor grill space, perfect for entertaining or relaxing year-round. You will also enjoy the beautifully and thoughtfully designed landscaped yard. Additional features include a 2-car garage and extended driveway. Zoned for the A-rated , this home is ideally located just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Siesta Key Beach, and Southside Village. This is your opportunity to enjoy a home perfectly blending luxury, location, and lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Alberto Rueda Ramirez (701-314-6916)
1516 FOX CREEK DR, SARASOTA, FL 34240
$1,899,50054 Days on yellowkey MLS ID: A4683593
REDUCED by $100,000 (5.0%) on 05/02/2026
Bed: 6 Bath: 5.5 Gar: 8 Liv Area Sq Ft: 4277 Built: 1973 Tax: $14,746 (2025)Community: Fox Creek AcresSingle Family
Taxes:$14,746
Remarks: One or more photo(s) has been virtually staged. 3 HOMES for the Price of One! MULTI-HOUSING/INCOME PRODUCING OPPORTUNITY Two separate 3BR/2BA Homes + an additional 2BR/2BA Apartment. Each of the homes enjoys its own private entrance, separate driveway and its own garage, allowing households to live side by side while maintaining independence. And that's not all....the Workshop features a Full Bath and Laundry Room. In addition, there is another Barn which could accommodate 4+ Cars. This is truly a Quintessential Multi-Generational Compound on five-plus acres in Sarasota county, located adjacent to Waterside at Lakewood Ranch! Whether accommodating extended family, long-term guests or providing a private residence for caregivers, the thoughtful layout offers exceptional versatility. At the heart of the property, a beautiful pool and expansive screened lanai create an inviting backdrop for a Florida indoor/outdoor lifestyle. This outdoor retreat is positioned so both residences could enjoy easy access, making it a natural gathering place for family and guests alike. A dedicated pool bath adds convenience for swimmers and guests, keeping the indoor living areas pristine while enhancing seamless flow between indoor comfort and outdoor enjoyment. Expanding the living possibilities, perhaps you might want to consider using part or all of this property as Airbnb. The second-level apartment offers privacy with a light and airy vibe featuring an open plan and full kitchen. The unique adjoining sunroom spanning the length of the unit would be ideal for a yoga studio, game room or added entertainment space. Unlock the potential of this versatile apartment as a guest retreat, income-producing rental, inspiring studio or private office suite. This five-plus acre homesite with NO HOA, NO CDD's, and NO DEED RESTRICTIONS gives you the freedom to tailor the property to your personality. The large detached pole barn adds tremendous utility, providing ample space for farm animals, boats, RVs, equipment, hobbies or workshop use, ideal for those who need room to store, build or play. Buy with confidence knowing this home has a whole house generator, updated plumbing with no cast iron or copper piping. The cast iron sewer pipes have been replaced with PVC and the copper potable water pipes have been replaced with CPVC. Experience the balance of peaceful country living with an unbeatable location. Within minutes of restaurants, boutiques, farmers markets, parks, and year-round events at the vibrant waterfront district at Waterside Place in Lakewood Ranch and only a short drive to the stunning beaches and renowned dining and cultural attractions of dynamic Sarasota. The home is positioned in one of the areas most dynamic growth corridors, just minutes to the newest Lakewood Ranch developments along Fruitville Rd corridor ~ where premier shopping, exceptional dining and modern conveniences continue to flourish! Whether you envision a private family compound, a multi-generational retreat, an income-producing opportunity or a flexible live-work estate, this remarkable property offers the rare combination of space, freedom and location. Schedule your private showing today and experience the endless possibilities for yourself. Welcome home to 1516 Fox Creek Drive! Tour it, Love it, Own it Today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Trish Chandler (941-306-9533)
7829 CENTAURUS WAY, SARASOTA, FL 34241
$853,32417 Days on yellowkey MLS ID: A4690482
INCREASED by $25,000 (3.0%) on 05/01/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3505 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Taxes:$0
Elementary School: None
High School: Riverview High
Middle School: None
Remarks: Under Construction. What's Special: Corner Lot | Game Room | 1st Floor Primary Bedroom | Close to Amenities. New Construction - December Completion! Built by America's Most Trusted Home Builder. Welcome to Tybee at 7829 Centaurus Way in Cassia at Skye Ranch! The first floor welcomes you with a dedicated study and an open concept great room, dining area, and kitchen with a center island that opens to a covered lanai, creating an inviting space for everyday living and indoor-outdoor gatherings. Also on the main level is a private guest bedroom with a full bathroom, offering comfort and convenience for visitors, along with a thoughtfully placed laundry room just off the garage entry. Tucked away at the back of the home, the primary suite features an attached bath with a dual sink vanity, an expansive shower, and an oversized walk-in closet, creating a relaxing retreat. Upstairs, four secondary bedrooms share two full baths and surround a spacious game room that provides even more room to unwind or connect. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: main floor guest bedroom with a full bathroom, a study in place of a flex room, gourmet kitchen, outdoor kitchen rough-in, a shower in bathroom 2 upstairs, tray ceiling package, impact windows throughout the whole house, and a pocket sliding glass door at the great room. MLS#A4690482
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
3951 COUNTRY VIEW DR, SARASOTA, FL 34233
$859,99026 Days on yellowkey MLS ID: A4689321
REDUCED by $20,000 (2.3%) on 05/01/2026
Bed: 6 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3507 Built: 1981Monthly Fee: $50 Tax: $5,162 (2025)Community: Country PlaceSpa: NoSingle Family
Taxes:$5,162
High School: None
Remarks: Welcome to Country Place, one of Sarasota’s most desirable neighborhoods. This 6 bedroom, 3 bathroom home offers over 3,500 sq ft of comfortable living including 2 separate loft bedrooms, perfect for multigenerational families, home offices or additional living areas. The well-designed split plan offers plenty of flexible space for everyone and everything. The main living room area lets in plenty of natural light and features vaulted ceilings and a wood-burning fireplace. Generous living and dining spaces offer functionality and comfort, with upgraded bay windows and genuine wood floors. The kitchen was remodeled in 2021 with granite countertops, stainless steel appliances and a large island. The home has plenty of storage options with a spacious laundry room and plenty of oversized closets. Set on a beautifully landscaped lot, the property showcases mature gardens and lush tropical surroundings, creating a private, oasis-like setting. The large screened-in lanai boasts a 40 foot pool with waterfall and plenty of space for relaxing and enjoying outdoor living. ***New roof 2024, New Irrigation Well 2026, New AC 2018, New Garage Door 2018, Pool Resurfaced 2015*** Conveniently located in Sarasota near Siesta Key beaches, top rated schools, shopping, dining, hospitals, Red Bug Slough Preserve and the UTC area, this gem of a home offers both privacy, space, and a highly desirable location. Don't wait on this one, chedule your tour today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Paul Hockenbury (941-524-5507)
7808 CENTAURUS WAY, SARASOTA, FL 34241
$883,28418 Days on yellowkey MLS ID: A4690384
INCREASED by $25,000 (2.9%) on 05/01/2026
Remarks: Under Construction. What's Special: Secondary Bdrm w/Atch Bath | Pond View | Close to Amenities. New Construction - September Completion! Built by America's Most Trusted Home Builder. Welcome to the Tybee at 7808 Centaurus Way in Cassia at Skye Ranch! This thoughtfully designed new home welcomes you with a secondary bedroom, full bathroom, and dedicated study just off the foyer, offering flexible space for everyday living. The gourmet kitchen features quartz countertops, an apron front kitchen sink, and a spacious center island that flows into the dining area and great room with soaring ceilings. Sliding doors from the dining area and great room open to the covered lanai, creating an easy indoor-outdoor connection you will enjoy year round. Tucked on the main level, the primary suite offers a relaxing retreat with a spa-inspired bath and a generous walk-in closet. Upstairs, four secondary bedrooms share two full bathrooms and a spacious game room that gives you room to gather, relax, or unwind. Whole house impact windows add comfort and peace of mind throughout the home. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Gourmet kitchen, downstairs bedroom in place of study, full bathroom in place of powder room, study in place of flex, shower in place of tub at bath 2 and 4, tray ceiling pkg, 8' interior doors, and impact windows. MLS#A4690384
6347 ANISE DR, SARASOTA, FL 34238
$1,135,000143 Days on yellowkey MLS ID: A4673645
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5077 Built: 2015Monthly Fee: $193 Tax: $10,839 (2024)Community: Arbor Lakes On Palmer RanchSpa: NoSingle Family
Taxes:$10,839
Elementary School: Ashton Elementary
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: A grand 5,077 sq. ft. residence awaits in the highly sought-after community of Arbor Lakes in the heart of Palmer Ranch. Ideally positioned on a premier private cul-de-sac lot, this exceptional property offers rare privacy with no home immediately to one side, preserve views alongside the property, and tranquil lake views at the rear, creating a peaceful natural setting. The *“Flagler” floor plan, the largest built in the community, was thoughtfully designed for scale and true multigenerational flexibility. Soaring ceilings and expansive living areas create an elegant yet highly livable environment. The chef’s kitchen is beautifully appointed with granite countertops, double ovens, a Kohler stainless sink and faucet, abundant cabinetry, and an oversized walk-in pantry—ideal for both everyday living and effortless entertaining. The main-level primary suite serves as a serene retreat, featuring dual walk-in closets, dual vanities, a soaking tub, and a separate shower with grab bars and bench seating. A secondary main-floor bedroom provides ideal accommodations for guests or extended family. Upstairs, discover a second primary suite, additional en-suite bedrooms, loft/flex space, study station, and a second laundry room with sink and washer/dryer hookup, offering exceptional versatility for growing families or true multigenerational living. Outdoor living includes a screened lanai overlooking peaceful lake views and an expansive backyard ready to be transformed into your custom outdoor oasis. Notable upgrades include: • Fully owned solar panels (electric bills around $27/month) • Hurricane shutters • Leaf-guard gutters • Wired security system • Overhead garage storage • Three-car tandem garage With low HOA fees and no CDD, Arbor Lakes offers resort-style amenities including a heated pool and spa, splash park, playground, sports courts, dog park, fire pit, grilling pavilion, scenic lakes, and a private rear gate with quick access to I-75. Located within a premier school district and minutes from Pine View School (#1 Gifted Magnet in Florida and #5 nationally for grades 2–12), as well as Ashton Elementary, Skye Ranch K-8, Sarasota Middle, and Riverview High School, with select bus access within the neighborhood, the location blends distinction with everyday convenience. Enjoy direct access to the Legacy Trail and close proximity to the upcoming Palmer Ranch East Town Center and Business Park, offering natural walking paths, biking trails, shopping, dining, and everyday conveniences—just minutes from Siesta Key beaches, downtown Sarasota, Venice, Doctors Hospital, and Sarasota Memorial Hospital. Now offered with a $150,000 price improvement, this is a rare opportunity to curate your own private outdoor retreat, envision a custom heated pool, spa, and expansive entertaining space tailored to your lifestyle. This is where your next chapter begins, welcome home!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Priya Acharya, Pll (941-735-5330)
361 S BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$12,500,00020 Days on yellowkey MLS ID: A4689343
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7037 Built: 1997 Tax: $53,773 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$53,773
Remarks: A stunning, fully reimagined coastal residence where elevated design meets modern functionality. Rebuilt to the studs and thoughtfully curated throughout, this expansive home showcases exceptional craftsmanship, custom finishes, and seamless indoor-outdoor living—all in a premier location just moments from the pristine Gulf beaches and the world-class shopping and dining of St. Armands Circle. Inside, light-filled interiors feature level 5 smooth walls, engineered hardwood floors, custom coffered ceilings, and extensive crown molding. The main living areas are anchored by two striking gas fireplaces with imported designer tile, while bifold and accordion glass doors open to expansive terraces, creating effortless flow for entertaining. The chef’s kitchen is a true showpiece with leathered granite countertops, a large island with bar seating, and top-tier appliances including a Wolf 6-burner gas range, Sub-Zero refrigerator, Miele built-in coffee system, dual dishwashers, and JennAir convection/steam oven. Custom cabinetry and a walk-in pantry complete the space. Designed for both relaxation and entertaining, the home features a private movie theater with Sony projection, B&W surround sound, and Octane seating, along with a game room, multiple office spaces, wet bar, and a 72-bottle wine display. The primary suite offers a private retreat with terrace access, tray ceiling, and a spa-like bath with marble floors, soaking tub, dual vanities, and a walk-in shower. Upstairs bedrooms feature ensuite or Jack-and-Jill baths. Smart features include electric shades, Sonos audio & Lutron Homeworks, central vacuum, and elevator access. Outdoor living shines with a resort-style saltwater pool and spa, waterfall, sun shelf, and integrated audio. The main terrace includes a gas grill, beverage fridge, beer tap, and firepit, with additional upper-level terraces & spectacular water views from every level. Boaters will appreciate the private dock with a 10,000 lb lift, dual jet ski lifts, and the rare ability to accommodate a 64-foot yacht. Additional highlights include impact windows and doors, Tesla charger, epoxy garage floors, and tankless water heaters. This exceptional property blends luxury, technology, and coastal living just moments from the best of Sarasota.
Listing Agent: Kim Ogilvie (941-951-6660)
1755 8TH ST, SARASOTA, FL 34236
$2,600,000164 Days on yellowkey MLS ID: A4672875
Bed: 9 Bath: 7.0 Liv Area Sq Ft: 5372 Built: 2025 Tax: $3,965 (2024)Community: Schindler SubSingle Family
Taxes:$3,965
Remarks: Under Construction. Under Construction. OWNER / INVESTOR UNIQUE OPPORTUNITY - Family Compound UNDER CONSTRUCTION DUPLEX - PRE COMPLETION BUILDER INCENTIVES AVAILABLE! Welcome to the Historic Gillespie Park Community. This luxury duplex concept allows for several usage opportunities. The floor plan boasts over 2,500sqft - 4 bedrooms, 3 bathrooms on each side. Three (3) story all block structure with EPDM (Ethylene Propylene Diene Monomer) roof, HUGE 3rd Floor outdoor balcony, 3rd floor flex space perfect for office | bonus | game room | bar | art gallery for entertaining. NOW is the perfect time as construction "MEP-ROUGH IN" process is at Drywall phase. Flexibility to to meet with builder and pick finishes & materials and move into Interior Finish phase. Electrical wiring, Hurricane code PGT windows & Plumbing are in. New Fence and gate around property permitted and to be installed. Can separate into TWO Parcels upon Completion if desired. This vibrant emerging community is just blocks from DOWNTOWN Sarasota and four houses from Gillespie Park where you will enjoy some of Sarasota's best restaurants, shopping, arts and culture events and parks. Now available is a unique opportunity to enjoy new construction at its finest. Book your private showing today!
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Tim Mitten (941-223-9159)
340 JACKSON DR, SARASOTA, FL 34236
$4,250,000340 Days on yellowkey MLS ID: A4653979
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3470 Built: 2019 Tax: $39,852 (2024)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$39,852
Remarks: STUNNING ESTATE ON LIDO KEY!!! WELCOME TO YOUR COASTAL DREAM HOME!!! This 6 bedroom 5 1/2 bath property is TURNKEY FURNISHED, has an ELEVATOR to all levels, and boasts vaulted ceilings. The owner spared no expense when building this home. High end designer finishes and attention to detail are evident throughout. The master bedroom is a tranquil oasis and offers a private balcony providing breathtaking views. You will also find a large walk in closet and an oversized bathroom featuring double vanities, free standing bath tub, and a walk in shower. The additional four bedrooms are all en-suite and are laid out perfectly. The chef's kitchen has high end wood cabinets, quartz countertops, stainless steel appliances and a large center island. The great room floor plan is expansive and features high ceilings with wood beams. Step into your outdoor oasis with a private heated pool with a sun shelf, perfect for both kids and adults to soak up the Florida sun. A covered spa ensures year-round enjoyment. The expansive covered patio extends nearly the entire space beneath the home, ample bar-top seating, dining, TVs, and gaming areas, including a pool table and foosball. Convenience is key as you're just a short stroll to Lido Key Beach and or to St. Armand's Circle with wonderful shops and restaurants. With a 2-car garage and space for up to four cars in the driveway, you have ample parking options. This is the ultimate vacation home for you and your family. Currently a successful vacation rental with forward bookings in place.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
1850 WEBBER ST, SARASOTA, FL 34239
$3,890,00038 Days on yellowkey MLS ID: A4686673
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$18,011
Remarks: One or more photo(s) has been virtually staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
1204 HILLVIEW DR, SARASOTA, FL 34239
$18,900,00096 Days on yellowkey MLS ID: A4677344
Bed: 6 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7687 Built: 2008 Tax: $85,253 (2025)Community: Harbor AcresSpa: NoSingle Family
Taxes:$85,253
Remarks: Set within the prestigious Harbor Acres neighborhood—one of Sarasota’s most sought-after waterfront enclaves, this stunningly renovated gated estate occupies an exceptional lot on the Hillview Point with 171 feet of Sarasota Bay frontage and sweeping, unobstructed panoramic views. This magnificent two-story residence, designed by renowned architect Cliff Sholz, offers six bedrooms, seven full baths, and two half baths, complemented by an oversized three-car garage—providing a seamless blend of architectural grandeur and everyday livability. A dramatic two-story foyer welcomes you inside, where expansive west-facing walls of glass capture breathtaking water vistas and bathe the home in natural light. The main level is thoughtfully designed for both refined entertaining and comfortable living, featuring a waterfront living room, an inviting family room, and an elegant dining room. At the heart of the home, the gourmet kitchen showcases authentic zebrawood cabinetry celebrated for its exotic grain patterns and rich natural character, paired with Quartz countertops, a generous center island, premium appliances, and a breakfast area with a dedicated coffee bar—perfectly suited for intimate mornings or hosting on a grand scale. Additional highlights include a private library, executive office, a full-service bar, and secondary laundry room. The owner’s suite is a serene waterfront sanctuary, offering tranquil Sarasota Bay views, dual spa-inspired bathrooms, three walk-in closets, and a private laundry—creating a truly elevated retreat experience. Ascend the sweeping staircase or take the private elevator to the second level, where five beautifully appointed guest suites provide exceptional comfort and privacy. Two of these suites, along with the upstairs library, enjoy coveted waterfront positioning and direct access to a spectacular 35-foot terrace overlooking Sarasota Bay—an ideal setting for morning coffee, sunset cocktails, or quiet moments of reflection. An additional laundry room on this level adds to the home’s thoughtful functionality. Outdoor living is equally impressive. Host unforgettable gatherings on the expansive 76-foot elevated terrace with summer kitchen or unwind poolside at the resort-style terrace featuring a 55-foot heated pool and generous lounging areas. For boating enthusiasts, private dockage delivers effortless access to Sarasota Bay and the open waters beyond. This extraordinary waterfront estate embodies the very essence of Sarasota luxury—where timeless design, exceptional craftsmanship, and unparalleled coastal views come together in a truly rare offering.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
2932 LEXINGTON ST, SARASOTA, FL 34231
$1,050,00024 Days on yellowkey MLS ID: O6398108
REDUCED by $150,000 (12.5%) on 04/28/2026
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4005 Built: 1978 Tax: $9,041 (2025)Community: Colonial TerraceSpa: YesSingle Family
Taxes:$9,041
Elementary School: Gulf Gate Elementary
Remarks: Welcome to this stunning income producing home located minutes to Sarasota's most desirable attractions such as Siesta Key Beach, Selby Gardens, Downtown Sarasota, Longboat Key, and University Town Center Mall. This home consists of 3 income producing units or make it your very own primary residence or vacation dream home. With 3 separate entry ways you can rent two and occupy one or join all 3 together to make it a luxurious family home. Can be sold as a package deal with #06399746,#06399737, #06399693, #06399686
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
2505 WATERFRONT CIR, SARASOTA, FL 34240
$1,799,00061 Days on yellowkey MLS ID: A4684862
0 Days Off yellowkey (back on 4/28/2026)
REDUCED by $26,000 (1.4%) on 04/01/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4959 Built: 2026Monthly Fee: $373 Tax: $2,876 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Taxes:$2,876
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Under Construction. The exquisite Centennial home design opens with a two-story foyer leading to an open-concept great room with a beautiful tray ceiling and access to the covered lanai. Adjacent, a spacious office makes working from home a breeze. A highly upgraded kitchen with a large center island, walk-in pantry, and plentiful cabinet and counter space is the heart of this home. An alluring primary bedroom has a tray ceiling, two walk-in closets, and a spa-like primary bath with dual vanities, an expansive shower, a relaxing soaking tub, linen storage, and a private water closet. Upstairs is a spacious loft and three secondary bedrooms with roomy closets. Two of the secondary bedrooms share a full bath, and one features a full hall bath. Other highlights include an everyday entry, a powder room, and conveniently located laundry. South-facing preserve views from the pool and spa create a private backyard oasis. Extended primary retreat with upgraded bath layout featuring dual walk-in closets. Reimagined kitchen layout with butler's pantry and professional-grade appliances. An additional first-floor bedroom and bath replace the former single-car garage, creating a comfortable downstairs option for guests. Schedule a tour today to see this stunning home!
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Jordan Kosobucki (941-313-7373)
5237 TURTLE CREEK LN, SARASOTA, FL 34232
$799,00074 Days on yellowkey MLS ID: A4683092
0 Days Off yellowkey (back on 3/3/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3932 Built: 1979 Tax: $8,468 (2025)Community: Turtle CreekSpa: NoSingle Family
Taxes:$8,468
Elementary School: Fruitville Elementary
Remarks: Under contract-accepting backup offers. Rare Multi-Family Estate on 1 Acre in Turtle Creek, Sarasota – No HOA or Deed Restrictions Don’t miss this exceptional multi-family property in Sarasota’s Turtle Creek area—a rare opportunity offering space, flexibility, and income potential all on 1 private acre with no deed restrictions and no HOA. The main residence features 3 bedrooms, 3 bathrooms, and 2,719 sq ft under air with a spacious open floor plan designed for comfortable living and entertaining. The large kitchen flows seamlessly into the main living area and formal dining room, while an additional bonus/flex room offers the versatility to serve as a fourth bedroom, home office, or media room. The roof and fascia were replaced in 2022, providing added peace of mind. Step outside to a fully fenced backyard with a generous 30x18 deck, ideal for outdoor dining, entertaining, or relaxing in total privacy. There is also an above-ground pool, with ample room to add a custom in-ground pool if desired. The separate guest house is a true standout feature—offering 2 bedrooms, 2 bathrooms, and 1,216 sq ft under air with its own private entrance and dedicated electrical panel. The guest home includes a spacious kitchen, living room, and a large 25x22 screened lanai, creating the perfect setup for multigenerational living, extended guests, or rental income. Behind the guest house, you’ll find a 16x12 workshop, ideal for hobbies or storage. Located in the highly desirable Sarasota, Florida market, this property is just minutes to Downtown Sarasota, near Sarasota Memorial Hospital, and surrounded by premier shopping and dining. Enjoy being only 15 minutes from Siesta Key Beach, consistently ranked among the best beaches in the United States. Properties offering a main home plus guest house on acreage in Sarasota are increasingly difficult to find—especially without HOA restrictions. Whether you're seeking multi-generational living, investment potential, or space to spread out in a prime Sarasota location, this Turtle Creek property delivers unmatched versatility and value.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Jane Ebury Sinclair, Pa (941-726-9360)
2069 BOUGAINVILLEA ST, SARASOTA, FL 34239
$1,590,00084 Days on yellowkey MLS ID: A4681866
Bed: 6 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3249 Built: 1957 Tax: $13,058 (2025)Community: Long MeadowSingle Family
Taxes:$13,058
Remarks: Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
316 BEACH RD, SARASOTA, FL 34242
$5,499,00068 Days on yellowkey MLS ID: A4683801
Bed: 8 Bath: 9.0 Gar: 2 Liv Area Sq Ft: 4681 Built: 1996 Tax: $37,822 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$37,822
Remarks: Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
1884 SOUTHPOINTE DR, SARASOTA, FL 34231
$999,90019 Days on yellowkey MLS ID: A4689980
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 2808 Built: 1972 Tax: $9,540 (2025)Community: Southpointe ShoresSingle Family
Taxes:$9,540
Remarks: A rare West of the Trail gem in Southpointe Shores, this beautifully updated 2,808 sq. ft. duplex captures the very best of Sarasota living, sun-soaked, private, and filled with opportunity. Whether you’re an investor seeking strong income potential, a homeowner looking to live in one side while the other helps offset the mortgage, or someone envisioning a future single-family coastal retreat, this exceptional property offers endless flexibility and long-term value. Each residence has been thoughtfully designed for comfort, privacy, and effortless modern living. With two private entrances, separate fenced backyards, and charming brick-paver patios, the layout creates the perfect blend of independence and connection, ideal for enjoying morning coffee beneath the palms or hosting intimate evenings under the stars. The left side, unit 1886, spans 1,639 sq. ft. and features 4 bedrooms, 3 bathrooms, a screened lanai, gas range, stainless steel appliances, luxury quartz countertops, elegant tray ceilings, and a versatile floor plan perfectly suited for families, guests, or long-term rental income. The right side, unit 1884, offers 1,087 sq. ft. with 2 bedrooms, 2 bathrooms, a light-filled sunroom, stainless steel appliances, quartz countertops, tray ceilings, and its own private fenced backyard, delivering warm coastal charm and easy everyday living. Both units include private indoor laundry rooms, backyards, and hurricane-impact windows, making this property truly move-in or rent-ready from day one. Beyond the home, Southpointe Shores welcomes you with quiet, tree-lined streets and optional HOA access to a private boat ramp and kayak launch perfect for sunset cruises, paddleboarding, or spontaneous days exploring Sarasota Bay. Just minutes away, enjoy the world-renowned shores of Siesta Key, the vibrant arts, dining, and culture of Downtown Sarasota, plus the boutique shopping and neighborhood charm of The Landings and Gulf Gate Village. More than a duplex, this is a lifestyle investment where location, versatility, and coastal elegance come together. Live beautifully. Earn effortlessly. Expand when the time is right. Own your piece of Sarasota magic in Southpointe Shores.
Listing Agent: Mark Klecka (941-348-9400)
1192 HORIZON VIEW DR, SARASOTA, FL 34242
$13,900,000353 Days on yellowkey MLS ID: A4652708
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 8358 Built: 1980Monthly Fee: $33 Tax: $30,303 (2024)Community: Tortoise EstatesSingle Family
Taxes:$30,303
Remarks: Exclusive Gulf Coast Luxury Beachfront Estate with Private Gulf Access and Endless Ocean Views Welcome to one of the Gulf Coast’s most private and luxurious beachfront estates—an extraordinary opportunity to own a rare stretch of direct Gulf frontage in Florida. Tucked away at the end of a quiet cul-de-sac and secured behind dual gated entrances, this expansive oceanfront property is enveloped in lush tropical landscaping and designed for those who value seclusion, sophistication, and long-term legacy. Boasting 233 feet of pristine beachfront along the Gulf of Mexico, this remarkable estate spans over 8,000 square feet under air and has been completely reimagined through a meticulous, high-end renovation. It artfully blends timeless elegance with resort-style comfort, offering panoramic water views from nearly every room. Here, no neighbors interrupt the horizon—only serene coastal breezes and iconic Florida sunsets that feel like they belong to you alone. Designed for multi-generational living or grand-scale entertaining, this coastal residence features five private bedroom suites—including a separate in-law or nanny suite—as well as a dedicated home office that can serve as a sixth bedroom. Two full gourmet kitchens, five expansive balconies, and an elevator servicing all three levels ensure exceptional comfort and convenience throughout. The main living areas showcase open-concept design, natural light, and breathtaking vistas that define luxury Gulf Coast living. Resort-level amenities abound, including a heated, saltwater pool that reaches 10 feet deep, a hot tub with massage jets, a full steam room, and an infrared sauna for ultimate relaxation. A whole-home Sonos audio system, a 12-camera security network, and a powerful 60 kW natural gas generator provide modern convenience and peace of mind. Water quality is managed by an advanced reverse osmosis filtration system and whole-house conditioner, while a 70-foot private well supplies multi-zone irrigation for the manicured grounds. The property also features a unique drive-through two-car garage with an air-conditioned storage loft, three HVAC zones plus a mini-split system, LED color-changing lighting throughout, and outdoor enhancements such as a built-in gas grill, a fire pit, and an illuminated waterfall feature—ideal for entertaining under the stars. An adjacent buildable lot expands your opportunity for growth, allowing space for a future guest house, expanded estate grounds, or added privacy. This is more than a home—it's a one-of-a-kind legacy property offering privacy, luxury, and an irreplaceable position along Florida’s Gulf Coast. Now available exclusively by private appointment, this luxury beachfront retreat is the ultimate in coastal real estate. Don’t miss your chance to own a slice of Gulf-front paradise.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
7022 SADDLE CREEK CIR, SARASOTA, FL 34241
$2,850,00035 Days on yellowkey MLS ID: A4686893
REDUCED by $100,000 (3.4%) on 04/23/2026
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4944 Built: 2023Monthly Fee: $75 Tax: $11,960 (2025)Community: Saddle CreekSingle Family
Taxes:$11,960
Elementary School: Lakeview Elementary
Remarks: This private Saddle Creek custom estate is more than a home. It’s a place where design, nature, and lifestyle come together in a way that simply feels extraordinary. Set behind a long private drive and surrounded by over 5.5 acres of peaceful countryside, the property offers a rare blend of refined design, modern comfort, and wide-open Florida living. From the moment you arrive, the home’s striking architecture sets the tone: crisp white exterior, warm wood accents, and a welcoming front porch framed by lush landscaping. Inside, the home unfolds with light-filled spaces and soaring ceilings, where oversized windows frame endless views of the surrounding landscape. Rich wood flooring, detailed millwork, and thoughtfully curated finishes create an atmosphere that feels both elegant and inviting. The great room is truly breathtaking with dramatic two-story ceilings, expansive picture windows, and a beautiful fireplace that anchors the space while natural light pours in from every angle. The open-concept design flows effortlessly into the chef’s kitchen, where custom cabinetry, stone countertops, high-end appliances including a built-in Miele coffee machine, and a large center island create a space equally suited for everyday living and entertaining. A stunning butler’s pantry and custom wine bar elevate the experience even further, offering beautiful storage and the perfect setting for hosting gatherings with family and friends. The primary suite is a peaceful retreat, complete with generous proportions, soft natural light, and a spa-inspired bathroom designed for relaxation. With five additional bedrooms and ample bathrooms, there is plenty of space for family, guests, or flexible use such as a home office or fitness room. The expansive covered lanai features a beautifully finished ceiling with exposed wood beams, ceiling fans, and multiple seating areas. The sparkling pool is surrounded by elegant stone decking and ample space for lounging under the Florida sun. A custom outdoor pizza oven and grilling area create the ultimate setting for al fresco dining. Beyond the patio, the property opens to a vast, park-like lawn, offering exceptional privacy and a serene natural backdrop. With this much space, there is room to create your own private retreat, whether that includes recreational amenities, a garden, a fire pit, or space for horses and other animals. Despite its quiet setting, this property is conveniently located just 10 to 15 minutes from shopping, dining, hospitals, and I-75, with the world-renowned Siesta Key Beach and Sarasota’s newest shopping destinations only about 30 minutes away. From sunrise over open acreage to evenings by the pool and fire pit, this home offers a lifestyle that feels both effortless and unforgettable. Experience it for yourself. Schedule your private showing today!
Listing Agent: Ryan Skrzypkowski (941-328-8307)
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