Location: Sarasota
Do Not Show Listings
5303 HIDDEN HARBOR RD, SARASOTA, FL 34242
$2,650,000157 Days on yellowkey MLS ID: N6143036
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3201 Built: 1971Monthly Fee: $333 Tax: $24,081 (2025)Community: Hidden HarborSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$24,081
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded by a magnificent canopy of lush greenery. This home has been beautifully reimagined to showcase its contemporary design and is situated on over half acre lot enjoying 119’ of deep-water canal front, making this a boater’s dream. The dock spans almost 40 feet and features a 10,000lb boat lift (installed in 2020) and has both electric and water supplies. No bridges to obstruct your journey out to Roberts Bay, which is just a turn of a corner away. The home features a new metal roof (2023), 4 new HVAC units that includes a garage unit (2024), and new hurricane impact sliders and windows (2021). On the inside you will find a floor plan that is flooded with natural light thanks to large sliders and tall architectural style windows that truly bring the Florida landscape inside. The first floor has all new luxury flooring and woodwork, including new solid core doors. The kitchen was recently renovated with European style cabinetry, stone counters, and a luxury Fisher & Paykel appliance package including range hood and induction cooktop. The two light-filled bedrooms on the East side of the home both feature access to outdoor spaces and walk-in closets. The shared bathroom, which also acts as a pool bath with its door to the outside, was renovated with a new seamless glass shower, European style vanity with LED mirror, and all new fixtures and hardware. Throughout the home, you will find restored original fixtures keeping with the home’s integrity. The primary suite dominates the second floor with a loft area, a light filled bedroom that enjoys the cross breeze when both walls of sliding windows are open, and a custom installed closet. There is an updated en-suite bathroom with another seamless glass shower and floating vanity with new upgraded fixtures. Outside the yard is truly a Florida paradise with fire pit area, stunning tropical landscaping with professionally installed low voltage lighting system, pest control misting system, and an impressive heated pool that was resurfaced and upgraded with a travertine deck. This property offers extreme privacy, architectural character and significance, and water views, all within one of the most unique neighborhoods on Siesta Key. The Hidden Harbor canal offers deep water for your boat or sailboat. Enjoy true island life, whether you find yourself relaxing by your pool, boating, fishing, kayaking, and even paddle-boarding all from your property. There is a natural seawall of mangroves, and the riprap was installed by the reputable Duncan Seawall. The world-famous Siesta Key Beach is just a short 1.5-mile bike ride, golf cart ride, or leisurely walk away. Enjoy local restaurants, boutiques, and live music at the island's lively Siesta Village. Close to the mainland and downtown Sarasota, this is a prime location for island living. If you are looking for your own piece of paradise, and a property that is truly unique, set up a private tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Walter Shepherd (941-445-2455)
1311 S BRINK AVE, SARASOTA, FL 34239
$349,00030 Days on yellowkey MLS ID: A4698328
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1434 Built: 1953 Tax: $4,514 (2025)Community: NoneSingle Family
Taxes:$4,514
Remarks: Rare opportunity to acquire a premium 20,000 SF / 0.46-acre lot in the heart of Sarasota's sought-after South Side corridor — one of the largest single parcels available in this price range. Situated on a quiet residential street, this spacious 100' x 198' parcel is zoned RSF-3 and sits in Flood Zone X. Existing 1953-built structure has no value and is being sold strictly for land value only. CASH OFFERS ONLY. Exterior viewing welcome — existing structure is unsafe, do not enter under any circumstances. Bring your builder and your vision. SELLER WILL NOT CONSIDER AI-generated, unsolicited, wholesale or assignment offers. No email offers accepted. All offers must be submitted by FL licensed agent using FAR/BAR As-Is Contract with proof of funds.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Michael Petrone (941-315-2727)
4177 LOSILLIAS DR, SARASOTA, FL 34238
$850,00030 Days on yellowkey MLS ID: A4698312
0 Days Off yellowkey (back on 6/27/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4303 Built: 1988Monthly Fee: $250 Tax: $8,306 (2025)Community: PrestanciaSingle Family
Taxes:$8,306
Remarks: Welcome
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Merryl Koven (941-526-5913)
105 ISLAND CIR, SARASOTA, FL 34242
$2,680,950466 Days on yellowkey MLS ID: A4647817
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 1953 Tax: $7,593 (2024)Community: Palm IslandSpa: YesSingle Family
Taxes:$7,593
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. IMAGINE a Custom Coastal Contemporary Home on Palm Island, Siesta Key. Picture a thoughtfully designed residence offering 2,750 sf of indoor living space and 3,467 sf of total indoor/outdoor space. E/M Custom Homes is renowned for their impeccable craftsmanship and modern coastal design creating a one-of-a-kind residence to be tailored to your lifestyle. This stunning 4-bedroom, 3.5-bath home includes an open Concept Floor Plan, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for entertaining. Enjoy a First-Floor Master Suite with a spa-inspired en suite bath and a large walk-in closet. The Second Floor boasts 3 bedrooms, a second gathering room, an office, a laundry room, and a Balcony to relax and enjoy island breezes and views. Be inspired to grill in your Outdoor Kitchen on the expansive covered lanai, perfect for alfresco dining. Lounge in your Custom Designed Private Pool, appreciating outdoor living. You also have an Oversized 2-Car Garage with easy access to the downstairs Laundry/Mudroom entry. Set on 2 lots, totaling 0.45 acres (19,456 sf), this property offers a rare combination of space and luxury. Just a 2 block stroll to sink your toes into the luxurious quartz sand and sparkling water of our award-winning Siesta Key Beach. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Your dream coastal lifestyle awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Linda Scheller, Llc (941-806-7981)
238 ISLAND CIR, SARASOTA, FL 34242
$2,900,000459 Days on yellowkey MLS ID: A4650032
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2854 Built: 1965Monthly Fee: $4 Tax: $22,636 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$22,636
Remarks: Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tom Cail, Pa (941-780-2245)
7714 N LEEWYNN DR, SARASOTA, FL 34240
$579,00045 Days on yellowkey MLS ID: A4696619
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2502 Built: 1973 Tax: $2,240 (2025)Community: Sarasota Golf Club Colony 3Spa: NoSingle Family
Taxes:$2,240
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: On more than one-third of an acre on a corner lot with no HOA restrictions, this four-bedroom, two-bath residence offers more than 2,500 square feet of living space and numerous updates. The open-concept floor plan is centered around an expansive kitchen featuring a large island with built-in storage, quartz countertops, soft-close cabinetry, a double oven with warming drawer and convection capabilities, induction cooktop, industrial-size refrigerator and a spacious pantry. Designed for everyday living and entertainment, the kitchen serves as a central gathering space within the home. Additional improvements include updated well equipment, a water softener and an indoor laundry room. Generously sized bedrooms provide comfortable accommodations. The primary en-suite boasts an updated bath with a walk-in shower and direct access to the pool area. The guest bath with access to the pool tops off the list of thoughtful improvements throughout the home, which creates a move-in-ready living experience. Outdoor living is enhanced by a resurfaced saltwater pool with a sun shelf completed in 2024, an outdoor shower and a private backyard with an invisible pet fence system. Additional features include a metal roof installed in 2018, two storage sheds and a paver front porch. The home is also equipped with solar panels through an assumable lease, offering an opportunity to benefit from renewable energy while maintaining a seamless transition for the next owner. Combining modern upgrades, extensive storage and flexible indoor-outdoor living, this property offers exceptional functionality and room to enjoy inside and out. Call today for a personal showing.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robyn Sadlo (941-812-4219)
5005 BEE RIDGE RD, SARASOTA, FL 34233
$369,00047 Days on yellowkey MLS ID: TB8517363
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1151 Built: 1960 Tax: $3,418 (2025)Community: Ridgewood Estates 01St AddSingle Family
Taxes:$3,418
Elementary School: Brentwood Elementary
Remarks: This delightful 3-bedroom, 2-bathroom single-story home offers the perfect slice of the Florida lifestyle, boasting an established vacation rental income history for savvy buyers. Centrally located for ultimate convenience, you are a quick drive from both vibrant Downtown Sarasota and the world-famous Siesta Key Beach. You will absolutely love the expansive backyard and the peaceful view across the street. Plus, you enjoy unbeatable walkability right across the street from the 55-acre Urfer Family Park, giving you instant access to nature trails, playgrounds, and fitness paths. New roof installed in 2019, new duct work in 2020, garage door in 2015, Fuse panel was replaced in 2015! From the street, mature landscaping creates immediate curb appeal. Step inside to a bright, open-concept floor plan, controlled by a modern Google Smart Home thermostat. The chef-ready kitchen comes fully equipped with gorgeous granite countertops, a large island, and updated appliances, including a new microwave and dishwasher (both installed in 2023). Down the hall, the layout features a spacious primary suite with a dedicated workstation, a flexible second bedroom, and a comfortable third bedroom—along with a newly added washer/dryer combo (2023) for ultimate convenience. Step outside into your private backyard to find a brand-new 500+ square foot concrete patio, providing the perfect blank canvas for alfresco dining, entertaining, and soaking up the Florida sunshine. This gem comes complete with hurricane impact windows and an impact garage door installed in 2015!! Whether you are looking for a profitable investment or your own private haven, this exceptional property is a must-see!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
7915 KAVANAGH CT, SARASOTA, FL 34240
$859,00049 Days on yellowkey MLS ID: A4696393
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2910 Built: 2002Monthly Fee: $310 Tax: $3,946 (2025)Community: Tatum RidgeSpa: YesSingle Family
Taxes:$3,946
High School: Booker High
Remarks: Welcome to this stunning, impeccably maintained two-story single-family home that has the potential to create a 4th bedroom (12’ x 13’9”) with a full bathroom in lieu of the large flex room upstairs. It offers luxury living in a serene, resort-style setting. Nestled on a private, oversized homesite with breathtaking views of the Tatum Ridge Golf Course and framed by majestic oak trees, this residence exudes tranquility and elegance at every turn. From the moment you arrive, you’re greeted by a grand entryway with soaring ceilings that set the tone for the spacious and open layout. The formal living and dining areas seamlessly flow into a large family room and gourmet kitchen, making this home ideal for entertaining guests or enjoying quiet family moments. The first-floor primary suite is a true retreat, boasting two generous walk-in closets and a luxurious en-suite bath. Upstairs, you’ll find two additional bedrooms, including a guest suite with a private bath and a third bedroom with a Jack-and-Jill bath connecting to a versatile large flex room with a wet bar and loft area—perfect for an additional 4th bedroom, game room or home theater. Key features and upgrades include: 3-car garage, Newer roof (2020), Newer Carrier 16 SEER A/C 2 units (2019), Whole-home water softener and filtration system (2021), Upgraded stainless steel appliances including double ovens, refrigerator, microwave, and dishwasher (2021), Saltwater sports pool and spa (14’ x 28’) with volleyball net, basketball hoop, and newer heater (2021), Screened pool enclosure with titanium screws (2018), Luxon exterior paint by Sherwin-Williams (2022), High-end Benjamin Moore interior paint (2022), Reinforced upstairs flooring with sound insulation, Bose surround sound system in family room, Reverse osmosis water system for kitchen sink and refrigerator. Step outside to your private backyard paradise, complete with a paver walkway leading to a charming pergola, ideal for sipping morning coffee or enjoying an evening glass of wine. The wrought-iron and wood railing staircase, crown molding, and custom touches throughout make this home a rare find. Located in a gated community known for its oversized lots, natural preserves, and scenic lakes, this home combines luxurious living with the peace and privacy of nature. Don’t miss the opportunity to experience this exceptional property for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
7860 HOLIDAY DR, SARASOTA, FL 34231
$950,00090 Days on yellowkey MLS ID: A4691644
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2196 Built: 1957 Tax: $7,241 (2025)Community: Holiday HarborSingle Family
Taxes:$7,241
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Wonderfully charming street along HIDDEN HARBOR MARINA high and dry this lovely turn key home has 3 beds and 2.5 baths, a heated pool and large fenced yard.. NO HOA Country restrictions only Sarasota County restrictions. Home has many updates including a light and bright kitchen, window treatments, a king bed en-suite bath with French doors to a covered patio with plenty of lounging furniture and TV set up. This home comes turnkey furnished and has IMPACT RESISTANT, ENERGY EFFICIENT WINDOWS AND SLIDERS and a newer metal roof. You will love this HIDDEN HARBOR neighborhood with plenty of charm. Minutes to Siesta Key shopping and dining. A new shopping area to be completed by 2026 includes a new WHOLE FOODS and TRADER JOES as well as shopping and dining.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
4205 HIGEL AVE, SARASOTA, FL 34242
$7,500,000213 Days on yellowkey MLS ID: A4675182
Bed: 4 Bath: 4.5 Gar: 12 Liv Area Sq Ft: 7003 Built: 2008Monthly Fee: $125 Tax: $60,515 (2025)Community: Cocoanut BayouSpa: YesSingle Family
Taxes:$60,515
Remarks: A timeless coastal estate with an air of refined European elegance, this gated waterfront residence on the protected deep waters of Cocoanut Bayou harmonizes classic architecture with thoughtful modern enhancements. Newly updated with wide-plank white oak engineered hardwood flooring and a gleaming white kitchen featuring new pearl quartz countertops and a Zellige tile backsplash, the home offers an elevated, move-in-ready experience for buyers seeking both luxury and serenity on Siesta Key. Step through custom arched double doors into a luminous grand foyer with 12-foot ceilings and beautifully crafted architectural details that introduce the home’s balance of scale, sophistication, and warmth. The soaring central living room, with its 24-foot ceilings, new hardwood floors, and expansive terrace, sets the tone for both intimate gatherings and grand entertaining. A sweeping 48-foot waterfront terrace extends the full width of the home, creating a captivating outdoor living space with room for dining, lounging, and enjoying breezy evenings by the stone fireplace. Inside, the newly refreshed gourmet kitchen shines with exceptional professional-grade appointments, including two Sub-Zero refrigerators, Wolf cooking equipment, two Miele dishwashers, Sub-Zero freezer drawers with ice maker, an oversized island, a casual dining area with French doors to the terrace, and an outdoor kitchen featuring a Wolf grill. The adjoining bar/butler’s pantry is well equipped with a 150-bottle, dual-temperature zoned Sub-Zero wine refrigerator and built-in Sub-Zero icemaker, along with additional glass-front cabinetry to display your treasured items. The kitchen flows effortlessly into a waterfront grand living room with five sets of French doors opening onto the terrace, for seamless indoor/outdoor living, and an elegant formal dining room for special occasions. On the opposite wing, you will find a handsome library/office, a home gym, and a large family room with serene water views and French doors to the terrace. A recently upgraded powder room and two large storage closets complete this level. The private second level, accessed by a sweeping staircase or the commercial-grade elevator, features four generous bedroom suites with walk-in closets, spa-inspired baths, and engineered hardwood flooring. The primary suite, a serene retreat, offers a gas fireplace, an expansive private terrace with bayou and bay views, the perfect spot to see incredible sunrises, and a luxurious marble bath with soaking tub, dual vanities, a large dual shower, and a built-in Sub-Zero mini-fridge. Spacious dual custom closets and a dressing area with a vanity complete the space. Boaters will appreciate the deep-water dock with direct access to Sarasota Bay and the Gulf of Mexico. Additional features include a second-floor laundry with a new Samsung washer and dryer, a 12-car garage, a whole-house sound system, impact-resistant windows and doors, concrete construction, state-of-the-art security, 4 HVAC units (one recently installed), and mature tropical landscaping that provides privacy and a true sense of retreat. A private community beach offers the rare opportunity to enjoy Siesta Key’s renowned white sands moments from home. Ideally located near Siesta Key Beach, Siesta Village, and vibrant downtown Sarasota, this exceptional estate combines architectural beauty, modern updates, and an enviable waterfront setting—offering a lifestyle entirely its own.
Listing Agent: Judie Berger (941-928-3424)
1800 WEBBER ST, SARASOTA, FL 34239
$4,490,00031 Days on yellowkey MLS ID: A4698305
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3262 Built: 2025 Tax: $12,950 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$12,950
Elementary School: Southside Elementary
Remarks: Nestled in the heart of West of the Trail, this luxury single-story estate represents the pinnacle of modern living. Encompassing 3,262 square feet, the home features 4 bedrooms, 4 full bathrooms, and 2 half baths, all thoughtfully designed for both comfort and functionality. Set on an expansive 15,930-square-foot lot, the residence offers tranquility just moments from the shops and dining of Southside Village. Enjoy the convenience of a circular driveway with a custom paver design and garage space for three cars. With striking architecture, impeccable craftsmanship, and beautiful, thoughtfully curated finishings—showcasing detailed trim work and refined design throughout—this residence delivers sophistication and all-inclusive resort-style living in one of the area’s most desirable locations. Inside, soaring 18-foot vaulted ceilings and custom tray ceilings enhance the open-concept layout, while 12-foot full pocket sliders seamlessly connect indoor and outdoor living spaces. The living room is anchored by a sleek fireplace, creating a warm yet modern focal point. The chef’s kitchen is equipped with professional-grade gas appliances, a waterfall-edge quartz island, custom cabinetry, and an expansive butler’s pantry for effortless entertaining. A glass-enclosed wine display and tray ceiling details add dramatic appeal. The primary suite features 14-foot ceilings and a spa-inspired bath with a freestanding soaking tub, dual vanities, and a luxurious walk-in shower. All bedrooms include custom California Closets. A designated large office, spacious laundry room, and private gym complete the interior amenities. The home also has a full security system installed. Outdoors, the resort-style backyard showcases a heated saltwater pool and hot tub spa with elegant water features. The back patio, finished with a Brazilian hardwood ceiling, is enhanced with remote-controlled mosquito blinds with sun protection for year-round comfort, as well as a full sound system that can be app controlled. A fully equipped outdoor kitchen, fire pit, and outdoor SunBrite TV create the ultimate entertaining space, while a private putt-putt golf course adds a one-of-a-kind touch to this exceptional property. Please let us know how we can help and give us a call to set up a tour of this beautiful home. Thank you.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4108 PRESCOTT ST, SARASOTA, FL 34232
$475,00031 Days on yellowkey MLS ID: A4698201
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1581 Built: 1978 Tax: $2,058 (2025)Community: Sarasota SpgsSpa: NoSingle Family
Taxes:$2,058
Remarks: Welcome to 4108 Prescott St. This Sarasota pool home gives you something a lot of buyers are searching for: freedom. With no HOA and no CDD, you keep control of your property and more of your monthly budget. No board approvals, no rule books, no added fees on your tax bill. Step out back to your private pool, ready for Florida living year round. There's space to relax, entertain, and cool off on warm afternoons. Inside you'll find 3 bedrooms and 2 bathrooms across 1,581 square feet. The open layout keeps the living, dining, and kitchen areas connected, so the home feels bright and easy to live in. What makes this home stand out: No HOA fees and no CDD assessment Private pool 3 bedrooms, 2 bathrooms 1,581 square feet with an open floor plan Room to park a boat or RV without restrictions Sarasota living with the freedom to make this home your own. Schedule your private showing today.
Listing Agent: Marcus Faufata-Pedrina (808-222-1910)
7635 SEAHAWK AVE, SARASOTA, FL 34241
$1,049,99931 Days on yellowkey MLS ID: R4911519
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3982 Built: 2026Monthly Fee: $295 Tax: $500 (2025)Community: HawkstoneSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Remarks: Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to The Madison—a spacious, elegantly designed two story home that blends luxury, comfort, and modern functionality. With 5 bedrooms and 5 bathrooms, this thoughtfully crafted residence offers ample room for both relaxation and entertaining. The first floor boasts a beautifully defined dining room and a gourmet kitchen complete with well appointed finishes, premium cabinetry, and an expansive island ideal for gathering. A large sliding glass door opens seamlessly to the lanai, creating an inviting indoor–outdoor living experience perfect for Florida evenings. A secondary owner's suite finishes off the first floor, tucked privately off the great room. Upstairs, the owner’s suite serves as a private retreat with generous space and refined details. The second story also includes three additional bedrooms, two full bathrooms, and a versatile bonus room—ideal for a media lounge, playroom, or home office. Every corner of The Madison showcases thoughtful design and elevated style, making it a standout choice for those seeking a home that feels both elegant and welcoming.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (941-334-4934)
Listing Agent: Elizabeth Stephens (941-334-4934)
7559 HAWKSTONE DR, SARASOTA, FL 34241
$819,99931 Days on yellowkey MLS ID: R4911518
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3247 Built: 2026Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Remarks: Virtually Staged. Under Construction. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** Welcome to the Estero, a two-story home featuring five bedrooms, four bathrooms, and a two-car garage. Encompassing 3,247 square feet of versatile living space, the main floor offers an open-concept design, with the great room flowing into the café and kitchen. As you step inside, you'll first be greeted by a flex room to one side of the foyer and the laundry room on the other. The foyer leads you directly into the main living space. The kitchen is equipped with a walk-in pantry and a large island. A sliding door opens from the great room to a covered lanai, perfect for outdoor relaxation or entertaining. The first floor also includes a convenient guest bedroom with access to a full pool bath. Upstairs, the owner's suite serves as a luxurious retreat with dual walk-in closets and an expansive owner's bath featuring dual vanities, water closet, and a separate shower. Two bedrooms upstairs include walk-in closets and share a full bath, while a fourth bed and bath sit at the top of the stairs. A large bonus room offers endless possibilities, whether as a game room, media room, or additional living space. This thoughtfully designed home combines ample storage, flexible spaces, and an open layout.
10141 MILKY WAY CIR, SARASOTA, FL 34241
$705,00032 Days on yellowkey MLS ID: O6419540
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2940 Built: 2022Monthly Fee: $251 Tax: $9,450 (2025)Community: Skye Ranch Nbrhd 4 North Ph 1Single Family
Taxes:$9,450
Remarks: Welcome to this beautifully designed, move-in-ready HOME in the perfect Cassia neighborhood of Skye Ranch — one of Sarasota’s premier master-planned, gated community! Highly rated Sarasota County School District. Built in 2022 on a spacious CORNER LOT. This two-story residence offers approximately 2940 sqft of bright, open living space with 4 bedrooms + 3.5 baths + 1 LOFT upstairs + 1 versatile Media/Game Room upstairs + 1 Study/Office Room downstairs with thoughtful upgrades throughout. All 8-feet height interior doors throughout the home. Step inside to an inviting open-concept layout perfect for today’s lifestyle. The gourmet kitchen features a large island, graded stainless steel appliances, ample cabinetry. It flows effortlessly into the dining and gathering areas, creating a warm and welcoming atmosphere. Main-level den/office — perfect for remote work or a quiet retreat. Spacious primary suite with tray ceiling, en-suite bath, two vanities, walk-in shower and closet. Three additional bedrooms upstairs, one with private full bath. One large media/game room for multifunctional usage with French door and stunning water views of the backyard. One additional loft bonus space for great entertainment and second living space. Covered lanai overlooking the sizable back yard ideally ready for your future private pool and outdoor oasis with serene water view. It is the Florida dream living in this resort-style gated community. Enjoy a massive 25,000+ sqft HUB amenity center with resort pools, resort style lagoon, junior olympic pools, splash pad, state-of-the-art fitness center, indoor basketball court, rock climbing, event lawn, café, playgrounds, sports fields, dog park, miles of trails, and more. Perfectly the Turner Park is also on front of the community providing soccer fields, baseball fields, tennis, basketball, parks, trails, etc. Conveniently located just minutes from SR 72, I-75, upscale shopping, dining, and a short drive to Siesta Key Beach and all the best of Sarasota. Schedule a showing today!
Listing is courtesy of: YORK MILLS REALTY LLC (626-328-8535)
Listing Agent: Jacky Liu (407-921-5670)
1621 PINE BAY DR, SARASOTA, FL 34231
$1,895,000254 Days on yellowkey MLS ID: A4663412
0 Days Off yellowkey (back on 6/26/2026)
REDUCED by $55,000 (2.8%) on 06/12/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3201 Built: 1980Monthly Fee: $17 Tax: $15,556 (2024)Community: Johnson EstatesSingle Family
Taxes:$15,556
Remarks: On a lush one-third-acre homesite in desired Pine Bay Estates, this single-story residence has been entirely rebuilt and elevated through a comprehensive, design-forward renovation exceeding $1.1 million. The result is a serene coastal haven where timeless craftsmanship meets modern luxury. A full interior transformation opened the home to light, flow and functionality. The newly relocated chef’s kitchen features bespoke cabinetry, premium finishes and a full suite of Thermador appliances, all thoughtfully positioned to overlook the tropical gardens. Wide-plank flooring carries through every room, complemented by exposed beams, curated lighting and refined architectural details. Every major system has been replaced or upgraded, including all-new HVAC, a tankless water heater, new plumbing and water lines, new insulation, and hurricane-rated windows, doors and sliders, ensuring enduring comfort and peace of mind. The home’s heart is its stunning sunroom, surrounded by glass and bathed in natural light, an ideal space for morning coffee, quiet reading or gathering with guests while taking in the lush, mature landscaping. Three beautifully redesigned baths, a gas fireplace, custom California Closets and a new laundry suite continue the theme of thoughtful luxury throughout. Outside, the home lives like a private botanical retreat. A full landscape redesign brought in layered tropical plantings, ambient lighting, new walkways and hardscape, all-new fencing and gates, and a pool with a replaced deck and rescreened cage. A new roof, fresh stucco exterior, carport enhancements and upgraded exterior lighting, complete the transformation. With its rare combination of single-level living, expansive grounds and meticulous top-to-bottom renovation, this Pine Bay Estates residence offers an inspired West of Trail lifestyle just moments from The Field Club, Southside Village, Siesta Key and Sarasota’s finest dining, beaches and marinas.
Listing Agent: Katy Mcbrayer (941-400-2406)
3317 BOUGAINVILLEA ST, SARASOTA, FL 34239
$445,00068 Days on yellowkey MLS ID: A4694271
1 Days Off yellowkey (back on 6/26/2026)
REDUCED by $5,000 (1.1%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1514 Built: 1962 Tax: $4,960 (2025)Community: South Gate ManorSpa: NoSingle Family
Taxes:$4,960
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Virtually Staged. Southgate Charm + Space to Dream in One of Sarasota’s Most Established Neighborhoods. Situated on an oversized lot in the sought-after South Gate community, this 3-bedroom, 2-bath home offers the kind of outdoor potential that is increasingly hard to find in Sarasota. With beautiful curb appeal and a welcoming layout featuring a sunroom, spacious living areas, and dedicated dining space, this property is ready for everyday living now with room to create something extraordinary later. The expansive backyard provides ample space for a future resort-style pool, outdoor entertaining area, or private tropical retreat. Inside, the floor plan balances functionality and flexibility with multiple gathering spaces, generous bedroom sizes, pantry storage, and a sun-filled bonus room perfect for morning coffee, hobbies, or additional living space. The oversized lot offers privacy and possibilities whether you envision lush landscaping, an outdoor kitchen, or a custom backyard oasis. Residents love the central Sarasota location with convenient access to Siesta Key Beach, downtown Sarasota, shopping, dining, medical facilities, and everyday conveniences. This is an opportunity to own in a neighborhood known for mature trees, character, and proximity to the best of Sarasota living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Nick Salzwedel (208-305-2923)
9463 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$1,990,00051 Days on yellowkey MLS ID: A4696188
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4898 Built: 2024Monthly Fee: $253 Tax: $20,241 (2025)Community: Skye Ranch - CassiaSpa: YesSingle Family
Taxes:$20,241
Middle School: Sarasota Middle
Remarks: Experience the perfect blend of luxury, comfort, and modern design in this nearly new estate home in Cassia at Skye Ranch. Offering approximately 4,898 square feet of thoughtfully designed living space, this exceptional residence features four bedrooms, multiple gathering areas, and an impressive array of custom upgrades that elevate everyday living. At the heart of the home is a spectacular gourmet kitchen designed to impress. Outfitted with an upgraded GE Monogram Luxury Pro appliance package, Bosch counter-depth refrigerator, upgraded Kohler porcelain sink, motion-sense faucet, custom pantry storage, pass-through bar with wine refrigerator, and premium finishes throughout, this space effortlessly combines style and functionality. The kitchen opens seamlessly to the expansive living and dining areas, enhanced by soaring ceilings, crown molding, tray ceilings, built-in ceiling speakers, and abundant natural light. The primary suite serves as a private retreat, featuring a spa-inspired bath with a freestanding soaking tub, custom walk-in closets, and luxurious finishes. Additional bedrooms offer generous accommodations for family and guests, while custom closets throughout the home provide exceptional organization. One of the home's most impressive features is the custom upstairs addition, creating a private guest or multigenerational living space complete with a spacious great room, kitchenette with sink, dishwasher and beverage refrigerator, private bedroom with en-suite bath, and additional half bath. Florida living reaches its finest outdoors. The resort-style saltwater pool showcases an oversized spa, sun shelf, heater, and chiller, creating year-round enjoyment. An outdoor kitchen with beverage refrigerator, expansive covered lanai, and bonus room overlooking the pool provide the ideal setting for entertaining. The private backyard enjoys the serenity of a wooded conservation backdrop, enhanced by extensive landscaping, expanded irrigation, and fenced pool equipment areas. Additional upgrades include whole-house surge protection, generator transfer switch, built-in garage storage and Monkey Bar organization system, extended driveway, upgraded gutters, custom storage solutions, and built-in speaker systems in the main living areas, lanai, and upstairs great room. Residents of Cassia at Skye Ranch enjoy an extraordinary lifestyle with world-class amenities including tennis and pickleball courts, bocce ball, a year-round heated Olympic-style pool, indoor basketball court, fitness center, spa facilities, and a water playground. Conveniently located near Sarasota's renowned beaches, dining, shopping, cultural attractions, and top-rated schools, this exceptional home offers the luxury lifestyle you've been waiting for. Your legacy begins here.
Listing Agent: Thomas Hedge, Jr (941-587-6660)
10109 CANAVERAL CIR, SARASOTA, FL 34241
$540,000291 Days on yellowkey MLS ID: A4667859
REDUCED by $5,000 (0.9%) on 06/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2188 Built: 2023Monthly Fee: $312 Tax: $7,654 (2024)Community: Grand Park Ph 1Single Family
Taxes:$7,654
Remarks: PRICE IMPROVEMENT! Exceptional value in Grand Park. With its attractive new price, this beautifully maintained 2023 home offers the comfort and peace of mind of newer construction, a spacious open-concept design, and immediate move-in availability in one of Sarasota’s most desirable communities. Offering 2,188 square feet of thoughtfully designed living space, the open-concept floor plan creates a seamless connection between the kitchen, dining, and living areas, making everyday living and entertaining effortless. The spacious kitchen serves as the heart of the home, featuring a large center island, abundant cabinetry, and direct access to the covered lanai—perfect for morning coffee, outdoor dining, or relaxing after a day at the beach. Natural light fills the home, creating a bright, welcoming atmosphere throughout. Upstairs, the private primary suite provides a comfortable retreat with generous closet space and an en-suite bath. Two additional bedrooms offer flexibility for family, guests, or a home office, while the conveniently located upstairs laundry room adds everyday practicality. Hurricane shutters and a two-car attached garage provide additional peace of mind. Residents of Grand Park enjoy an exceptional amenity package, including two resort-style pools, fitness and aerobics centers, tennis and pickleball courts, dog parks, playgrounds, and miles of scenic walking and biking trails. Conveniently located near UTC shopping and dining, championship golf courses, downtown Sarasota, and the area’s world-famous Gulf Coast beaches, this home offers convenient access to everything that makes Sarasota one of Florida’s most desirable places to call home. With its recent price improvement and move-in-ready condition, this home presents an outstanding opportunity to enjoy the Grand Park lifestyle while taking advantage of exceptional value in today’s market. Buyer to verify all measurements, information, and community amenities.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Amr Karar (478-787-2606)
3137 BAY ST, SARASOTA, FL 34237
$519,99952 Days on yellowkey MLS ID: A4696080
REDUCED by $10,000 (1.9%) on 06/22/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1672 Built: 1959 Tax: $7,057 (2025)Community: Bellevue TerraceSpa: NoSingle Family
Taxes:$7,057
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Rare mid-century A-frame pool home in central Sarasota with no HOA and weekly rentals permitted. This block-construction home offers 4 bedrooms, 2 renovated baths, and a spacious primary suite with ensuite bath and private pool access. The kitchen features Corian countertops, under-cabinet lighting, and reverse osmosis connected to the refrigerator ice maker. Enjoy a fenced backyard with heated screened pool, excellent sun exposure, and a large paver patio for entertaining. Community park, Pompano Pickleball, and Legacy Trail access in neighborhood. Minutes to Downtown Sarasota, Pinecraft, Siesta Key, Lido Key, UTC, golf, dining, and SRQ Airport—ideal as a primary residence, vacation home, or investment property.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Sherry Rybczynski (303-325-1870)
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