Location: Sarasota
Keyword(s): Sarasota Middle
Keyword(s) Middle School: Sarasota Middle
Do Not Show Listings
5265 CHASE OAKS DR, SARASOTA, FL 34241
$300,00031 Days on yellowkey MLS ID: A4692750
REDUCED by $29,900 (9.1%) on 06/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1564 Built: 2000Monthly Fee: $333 Tax: $2,432 (2025)Community: Club Homes 7Villa
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,432
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Dramatically reduced! This is an unbelievable price. Welcome to one of the best values in the Sarasota–Manatee region, tucked behind the gates of the highly sought-after Heritage Oaks Golf & Country Club—a rare, debt-free golf community celebrated as much for its lifestyle and sense of community as its exceptional amenities. This Buttonwood model Club Home features 2 bedrooms and 2 full bathrooms. Also equipted with a hurricane shutter on the lanai for peace of mind! This move-in-ready residence offers a bright, efficient layout thoughtfully designed for comfortable everyday living. Luxury vinyl flooring welcomes you inside and leads to a spacious living area, while the screened lanai provides peaceful lake and golf course views—the perfect setting for morning coffee, afternoon tea, and daily entertainment from local wildlife and golfers passing by. Life at Heritage Oaks extends far beyond the golf course. Residents enjoy access to a fully private championship golf course with remarkably low entry fees, along with tennis, swimming pool, fitness facilities, fine and casual dining, and a vibrant social calendar. The recently renovated and expanded clubhouse serves as the heart of the community, bringing neighbors together for everything from casual gatherings to organized events. While Heritage Oaks has long been known as a premier seasonal destination, it also presents an outstanding opportunity for full-time living. With strong financial stability, exceptional amenities, and an unmatched lifestyle-to-price ratio, this home delivers first-class country club living, genuine community, and incredible value. At Heritage Oaks, the best part isn’t just the golf—it’s the people. Schedule your private tour today!
Listing is courtesy of: STERLING REALTY (941-379-5810)
Listing Agent: Greg Martin (941-315-3567)
2714 DATURA ST, SARASOTA, FL 34239
$619,5007 Days on yellowkey MLS ID: N6144604
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1364 Built: 1960 Tax: $6,458 (2026)Community: South GateSpa: NoSingle Family
Taxes:$6,458
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2026
Remarks: Exceptional opportunity to own a beautifully updated property offering flexible living arrangements, multi-generational living potential, or income-producing possibilities. The residence features a spacious 2-bedroom, 1-bathroom main living area with a full kitchen, as well as an attached 1-bedroom, 1-bathroom mother-in-law suite complete with its own private entrance and full kitchen. Numerous updates have been completed throughout the property, including luxury vinyl flooring throughout the main home’s living areas and bedrooms, fresh interior and exterior paint (2026), a new metal roof (2026), and new gutters (2026). Additional improvements include a new air conditioning unit (2021), blown-in attic insulation (2022), custom kitchen cabinetry (2022), and a renovated bathroom featuring a new tiled tub surround, custom cabinetry, and fresh paint (2022). The exterior has also been enhanced with a new fence (2022) and new concrete work (2022). Designed for enjoying the Florida lifestyle, the home features a fully covered and screened lanai that seamlessly extends the living space outdoors. Complete with an outdoor stovetop, this inviting area is perfect for entertaining, outdoor dining, or relaxing while overlooking the backyard oasis. Just beyond the lanai, you’ll find a sparkling in-ground swimming pool surrounded by newly installed concrete, creating the ideal setting for gatherings with family and friends or quiet afternoons in the sun. Conveniently located near shopping, restaurants, parks, schools, medical facilities, boat ramps, and some of Southwest Florida’s most beautiful beaches, this property combines modern updates, versatility, and an unbeatable lifestyle. Whether you’re looking for a primary residence with space for extended family or an investment opportunity with additional living quarters, this property offers exceptional value and endless possibilities. (Grass images have been edited)(Virtual staging)
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
7555 HAWKSTONE DR, SARASOTA, FL 34241
$829,99997 Days on yellowkey MLS ID: R4910835
REDUCED by $78,000 (8.6%) on 06/05/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3521 Built: 2026Monthly Fee: $288 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 Wekiva. An expansive and sprawling home, this home includes five bedrooms, four full bathrooms, a flex room, upstairs bonus room, and a three-car tandem garage. As you step inside the grand foyer, a flex room sits off to the side. Moving along the wall, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra bedroom and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with multiple windows to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (407-436-6109)
Listing Agent: Elizabeth Stephens (941-334-4934)
6100 HOLLYWOOD BLVD, SARASOTA, FL 34231
$649,00034 Days on yellowkey MLS ID: A4692788
REDUCED by $50,000 (7.2%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2325 Built: 1956 Tax: $3,185 (2025)Community: Aqualane Estates 2NdSpa: NoSingle Family
Taxes:$3,185
Elementary School: Phillippi Shores Elementary
Remarks: Located in the highly desirable Aqualane Estates, just about a mile from the world-famous Siesta Key Beach and Crescent Beach, and close to local favorite Captain Curt’s Crab & Oyster Bar, this unique property offers an incredible opportunity to own in one of Sarasota’s most sought-after waterfront neighborhoods. Surrounded by million-dollar homes and picturesque canal-lined streets, the setting alone makes this home truly special. Set on an expansive 0.40-acre lot, the property is anchored by a stunning, majestic banyan tree that creates unmatched curb appeal and Old Florida charm. While the home does not offer full canal access, it does feature a small sliver of water frontage, adding to its character. With no HOA, you’ll enjoy added flexibility and freedom rarely found in such a prime location. Additionally, the home is in Flood Zone X and X500 and has never flooded. This oversized lot also presents exceptional potential for redevelopment, with ample space to build a new custom home in line with the luxury properties throughout the neighborhood—making it ideal for investors, builders, or buyers looking to create their dream home. Built in 1956, this classic Florida-style home offers 3 bedrooms, 2 bathrooms, and 2,325 square feet of living space. Inside, you’ll find timeless character throughout, including beautiful terracotta tile flooring accented with unique hand-painted tiles, along with artistic touches carried into the primary bedroom and shower. The outdoor space is designed for enjoying the Florida lifestyle, featuring a large, private pool ideal for laps, all enclosed within a fenced backyard and patio area for added privacy. A two-car garage with an attached workshop provides plenty of room for storage, hobbies, or projects. Recent updates include a 2025 shingle roof and an upgraded lift station for the septic system, offering peace of mind for the next owner. Whether you’re looking to enjoy it as-is, renovate, or build new, this property offers a rare combination of location, lot size, flexibility, and future potential just minutes from the beach, dining, and everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
5264 BOUCHARD CIR #102, SARASOTA, FL 34238
$489,000133 Days on yellowkey MLS ID: A4680309
REDUCED by $10,000 (2.0%) on 04/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1999Monthly Fee: $850 Tax: $4,824 (2025)Community: BotanicaCondo
Taxes:$4,824
Elementary School: Ashton Elementary
Remarks: Welcome to Botanica at Palmer Ranch, a charming and exclusive gated enclave of just 172 private residences, where refined design meets a truly maintenance-free lifestyle. This residence features the highly sought-after Jasmine floorplan, the most desirable layout in the community, offering 1798 heated square feet and the comfort and functionality of a single-family home. Ideally positioned on the ground floor for effortless living, this spacious condo is complemented by a coveted two-car garage, a rare and valuable feature. Inside, fresh paint enhances the bright, open feel, while wood flooring and crisp porcelain tile add warmth and timeless appeal throughout the living spaces. The thoughtfully designed layout flows seamlessly for both everyday living and entertaining, and the charming terrace overlooking a serene lake provides a peaceful outdoor retreat—perfect for morning coffee or unwinding at the end of the day. Botanica is designed to enrich both lifestyle and wellness, offering residents an exceptional collection of amenities. Enjoy two heated resort-style pools, a nicely equipped fitness center, and a beautifully appointed social hall complete with a catering kitchen and serving bar—ideal for gatherings and community events. Outdoor sun decks feature grilling stations and inviting seating areas for entertaining or relaxed conversation, all set amid lush, tropical landscaping. This completely maintenance-free community includes manicured grounds, building maintenance, pest control, building insurance, and cable TV, allowing residents to focus on enjoying life rather than managing it. Conveniently located in Palmer Ranch near shopping, dining, trails, and world-famous beaches, this exceptional residence offers space, ease, and a true sense of community—an outstanding opportunity to enjoy the best of Sarasota living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
10214 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$734,90034 Days on yellowkey MLS ID: A4691742
REDUCED by $5,000 (0.7%) on 06/05/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3028 Built: 2024Monthly Fee: $336 Tax: $9,557 (2025)Community: Grand Park Ph 2 RepSingle Family
Taxes:$9,557
Elementary School: None
Remarks: Welcome to the epitome of modern luxury in Grand Park with this stunning, newer construction home by Neal Communities. Situated on a preserve lot, this thoughtfully crafted home boasts 4 bedrooms, + den/office, 4 baths, and a massive second-floor bonus room, all backing onto serene, private conservation views. The open-concept floor plan is flooded with natural light, highlighting the chef’s kitchen equipped with quartz countertops, a gas range, a farmhouse sink, and a walk-in pantry. Designed for entertaining, the kitchen flows seamlessly into the living, dining, and outdoor patio spaces. The peaceful first-floor primary suite features conservation views, dual vanities, and his-and-her closets. The main floor is completed by two additional bedrooms, a den,/office, 2 storage rooms, and a dedicated laundry room. Upstairs, the expansive bonus room and fourth bedroom with an en-suite bath present unparalleled flexibility—ideal for a theater, game room, or private guest suite. Luxury upgrades abound, including 8' doors, wood-look ceramic tile, brand new carpet in rooms, and quartz countertops throughout. The exterior offers peace of mind with impact-rated windows/doors, a tile roof, and pre-wiring/plumbing for a custom outdoor kitchen and pool. Grand Park offers resort-style living with two pools, a splash pad, fitness center, dog park, and tennis/pickleball courts. Located just a few miles away from Sarasota's famous Siesta Key Beach, local parks, shopping, dining and more.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Kim Gregory (941-716-2368)
8838 WILD DUNES DR, SARASOTA, FL 34241
$995,00023 Days on yellowkey MLS ID: A4692498
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3304 Built: 1991Monthly Fee: $183 Tax: $6,115 (2025)Community: Misty CreekSpa: YesSingle Family
Taxes:$6,115
Remarks: This is the one * Location, location, location * This EXQUISITE EXECUTIVE HOME features PANORAMIC VIEWS of a VERY LARGE LAKE with GOLF COURSE IN THE DISTANCE * These are MUST SEE VIEWS * No homes behind you! Very private setting on almost 1/2 acre * 3 Bedrooms & 2.5 Baths * PLUS Den/Office * NEW A/C JUST INSTALLED MAY 2026 * LARGE THOUGHTFULLY REMODELED Chef's Kitchen with granite counter-tops opens to Breakfast Nook & Family Room featuring a Fireplace * Formal Dining Room * Formal Living Room * RENOVATED BATHROOMS * Master Suite boasts Sitting Area, dual sinks, tub & separate walk-in shower * Split plan design * Volume ceilings * Crown molding * GORGEOUS Travertine Pool Deck * Pool & Spa * BIG Covered Lanai * Paver brick driveway * Home is ideal for entertaining or simply relaxing in your slice of paradise * Side load 2 car Garage & golf cart garage * Gated community * Misty Creek is including 1 month FREE golf membership with the sale of this home * If you have any questions, Listing Agent lives in Misty Creek * Golf membership is NOT mandatory * Low annual HOA fees * Country feel yet minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & New Publix shopping plaza is 5 minutes away * One look & you'll fall in love! *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
8890 MISTY CREEK DR, SARASOTA, FL 34241
$949,000122 Days on yellowkey MLS ID: A4681023
0 Days Off yellowkey (back on 5/27/2026)
REDUCED by $46,000 (4.6%) on 05/14/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3321 Built: 1992Monthly Fee: $183 Tax: $6,254 (2025)Community: Misty CreekSpa: YesSingle Family
Taxes:$6,254
Remarks: Under contract-accepting backup offers. This is the one * QUALITY BUILT BY CUSTOM HOME BUILDERS, CHRISTNER BROTHERS * A VERY PRIVATE SETTING on ALMOST 1 ACRE and backing to PANORAMIC GOLF COURSE VIEWS in the distance * PRIDE OF ORIGINAL OWNER SHOWS * This IMMACULATE home has been LOVINGLY CARED FOR * NEWER MAIN A/C * NEW HOT WATER HEATER * This Custom Built home features 8 Foot Sliding Glass Doors, and both 10 Foot & 12 Foot Ceilings * This EXECUTIVE FAMILY HOME has been LOVINGLY RENOVATED * Your Large Chef's Kitchen is open to the Family Room and features Custom Solid Wood Cabinets that are extra deep for additional storage * Kitchen also features a SUBZERO Refrigerator , Built-in Oven, Separate Cook-top, Granite Countertops, an Eat-in Nook and a Breakfast Bar * Family Room showcases a beautiful GAS Fireplace and a Wet Bar with an Icemaker * The Primary Retreat is SPACIOUS with TWO Walk-in Closets * Relax in your Spa-style Bath with NEWER Custom Cabinets, a Walk-in Shower, Dual Sinks & Vanity, a Garden Tub - a great way to unwind * 3 Bedrooms PLUS a Den/Office * Formal Living Room and a Formal Dining Room * Volume Ceilings * Split Plan Design * Travertine Flooring in traffic areas * All of this wraps your OUTDOOR OASIS with a 36x12 Covered Lanai and a Caged Pool & Spa with NEWER Pool Finish, GAS Heater and Travertine Pool Deck * Almost 1 Acre * Large Corner Lot * Yard Well for Irrigation * A TRUE 3 Car Garage PLUS Additional Storage * 'A' Rated School District * Conveniently located behind the gates of Misty Creek * Run, don't walk to this INCREDIBLE HOME * This is a FABULOUS Home & Pool for entertaining friends & family or for just relaxing in your slice of paradise * Misty Creek is including 1 month FREE golf membership with the sale of this home * If you have any questions, BOTH Agents live in Misty Creek * Golf membership is NOT mandatory * Low annual HOA fees * Country feel yet minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & New Publix shopping plaza is 5 minutes away * One look & you'll fall in love! *
8331 MISTY LAKE CIR, SARASOTA, FL 34241
$998,00022 Days on yellowkey MLS ID: A4694169
1 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2538 Built: 1997Monthly Fee: $183 Tax: $8,817 (2025)Community: Misty CreekSpa: YesSingle Family
Taxes:$8,817
Remarks: Under contract-accepting backup offers. Don't let this one get away! * This EXECUTIVE HOME FEATURES PANORAMIC VIEWS OF A SPRING-FED LAKE WITH 217 FRONTAGE ON THE LAKE * A VERY PRIVATE SETTING ON OVER 1/2 ACRE * Stunning Sunrises & Sunsets from your OVERSIZED COVERED LANAI * IF YOU ARE LOOKING FOR A QUALITY HOME WITH NOTHING FOR YOU TO DO BUT MOVE IN, THIS IS THE HOME FOR YOU! * NEW HURRICANE IMPACT RESISTANT WINDOWS & DOORS FOR PEACE OF MIND * ALSO, A WHOLE HOUSE GENERATOR with a 500 Gallon Buried Propane Tank * THE CHEF'S KITCHEN HAS BEEN LOVINGLY RENOVATED WITH CUSTOM SOLID WOOD CABINETS, QUARTZ COUNTERTOP, AND A CENTER ISLAND THAT IS THE HEART OF THE HOME, PERFECT FOR ENTERTAINING FAMILIY & FRIENDS * The Kitchen is open to the Great Room featuring Volume Ceiling and 8ft Sliding Glass Doors leading to your outdoor oasis * HEATED SALTWATER POOL + SPA * The NEW PANORAMIC POOL CAGE is perfect for watching the birds, turtles & fish * 3 Bedrooms + a SEPARATE DEN/OFFICE and a Formal Dining Room * The Primary Suite is SPACIOUS with Dual Walk-in Closets * Relax in your THOUGHTFULLY REIMAGINED & NEWLY DESIGNED SPA-STYLE BATH * A few of the recent improvements are NEWER TILE ROOF 2021; NEWER A/C; NEW TILE FLOORS; CUSTOM LIGHTING & FANS and NEW PLUMBING FIXTURES * PAVER DRIVEWAY * 3 CAR GARAGE * CUSTOM LANDSCAPING BY TROYER'S LANDSCAPE DESIGN with EXTENSIVE NIGHT LIGHTING * Private well for irrigation * 'A' Rated School District * Conveniently located behind the gates of Misty Creek * Run, don't walk to this INCREDIBLE HOME * This is a FABULOUS Home & Pool for entertaining friends & family or for just relaxing in your slice of paradise * Misty Creek is including 1 month FREE golf membership with the sale of this home * If you have any questions, BOTH Agents live in Misty Creek * Golf membership is NOT mandatory * Low annual HOA fees & NO CDD FEES * Country feel yet minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & New Publix shopping plaza is 5 minutes away * One look & you'll fall in love! *
106 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$1,900,000458 Days on yellowkey MLS ID: A4642792
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1999 Built: 1952 Tax: $25,393 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$25,393
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. One of the few opportunities to own on St. Armands under $2M! Walk to St. Armands Circle and Lido Beach from this beautifully renovated coastal retreat situated on a rare oversized corner lot. Designed for effortless island living with exceptional luxury rental potential, this move-in ready home offers the lifestyle and investment opportunity today’s buyers are searching for. Positioned in one of Sarasota’s most desirable beach markets, the property is ideally suited for short-term rental demand, seasonal income, or long-term luxury resale value. Inside, the bright open floor plan showcases custom carpentry, detailed moldings, and upscale coastal finishes throughout. The remodeled kitchen, baths, and laundry room combine style with functionality, while recent updates including newer HVAC, doors, pool pump, and water heater provide peace of mind and low-maintenance ownership. Outdoor living is equally impressive with a screened-in pool, private patio, and multiple entertaining spaces that deliver the resort-style atmosphere vacation renters and second-home buyers expect. Walk, bike, jump on the trolley or golf-cart to renowned dining, boutique shopping, waterfront parks, and beach access. Rare opportunities this close to St. Armands Circle continue to attract strong buyer and rental interest. Whether you are expanding an investment portfolio, completing a 1031 exchange, or securing your own island getaway, this property represents a high-demand asset in an exceptional coastal location.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Cathy Palmer (678-524-1104)
3766 BALLANTRAE DR #22D, SARASOTA, FL 34238
$410,0008 Days on yellowkey MLS ID: A4695468
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1858 Built: 1981 Tax: $2,963 (2025)Community: BallantraeCondo
Taxes:$2,963
Elementary School: Gulf Gate Elementary
Remarks: One or more photo(s) has been virtually staged. Experience effortless living in this tastefully updated maintenance-free home in a gated community minutes from the world-renowned Siesta Key Beach. Entering the home, be struck by the spacious interior and design elements perfectly crafted to enjoy the Florida lifestyle. The upgraded kitchen offers everything a chef could desire; granite counters with lots of space to prepare any meal, tons of cabinet space, newer stainless steel appliances, and a breakfast nook. The main living area features direct access to the very large covered screened lanai where a favorite beverage can be enjoyed for the sunrise or sunset with peaceful views of the very well maintained community green, or where guests can seamlessly enjoy the indoor/outdoor Florida weather. The primary suite is split from the other bedroom bath and offers lanai access, an ensuite bath with two vanities, shower, and a walk in closet capable of handling the most extensive wardrobe. The guest bedroom is separate, has an updated shower and allows privacy for guests to access the second bedroom. A very large flex space for an office or den compliments the rest of the interior space. The roof was recently replaced and the HVAC is a little over one year old with a transferable warranty. Ballantrae is in the heart of Palmer Ranch, minutes from Siesta Key, Costco, Gulf Gate for funky shopping or dining, and very easy access to downtown Sarasota with its cultural offerings and first class healthcare.
Listing Agent: Mark Midyett (941-556-5151)
4109 VIA MIRADA, SARASOTA, FL 34238
$699,9009 Days on yellowkey MLS ID: A4695355
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3143 Built: 1991Monthly Fee: $125 Tax: $5,747 (2025)Community: MarbellaSingle Family
Taxes:$5,747
Remarks: Under contract-accepting backup offers. Exceptional Lakefront Living in Marbella at Palmer Ranch Discover an exceptional opportunity to own a beautifully maintained lakefront residence in the gated community of Marbella, nestled within the highly sought-after Palmer Ranch area of Sarasota. Offering 3,143 square feet of thoughtfully designed living space, this impressive home features four bedrooms, three full baths and a private office or den. Designed for both everyday comfort and effortless entertaining, the light-filled interior showcases spacious rooms and an open-concept layout that seamlessly blends indoor and outdoor living. The main living areas overlook a sparkling private pool and outdoor entertaining space complete with a summer kitchen, all framed by serene lake views. At the heart of the home is an updated kitchen that flows into the breakfast area and family room, featuring a wet bar and a cozy wood-burning fireplace. Numerous recent updates provide both value and peace of mind, including a barrel tile roof (2022), two air conditioning systems (2020 and 2022), a new Square D electrical panel (2023) and a complete home repipe. Additional enhancements include a water softener, a reverse osmosis kitchen filtration system and a whole-house Kohler generator fueled by a buried propane tank. Ideally located, this home offers convenient access to Sarasota’s renowned shopping, dining and recreational amenities. Enjoy being just minutes from Siesta Key Beach, premier golf courses and the vibrant arts, culture and entertainment of downtown Sarasota. Nearby conveniences include a future Whole Foods Market, a soon-to-open Trader Joe’s and an existing Costco. This rare offering combines luxury, comfort and an unbeatable location, creating the perfect setting for refined Florida living. Schedule your private showing today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Cindy Taliaferro (941-894-7269)
10808 LEAFWING DR, SARASOTA, FL 34241
$2,650,000279 Days on yellowkey MLS ID: TB8409835
0 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3352 Built: 2021Monthly Fee: $258 Tax: $21,698 (2024)Community: Forest At The Hi Hat RanchSpa: NoSingle Family
Taxes:$21,698
Remarks: Under contract-accepting backup offers. Welcome to 10808 Leafwing Drive, a private 3.64-acre estate in Sarasota’s exclusive gated community, The Forest at Hi Hat Ranch. Designed and built in 2021, this custom-crafted residence—known as The David—is a rare opportunity to experience modern luxury seamlessly blended with the tranquility of nature. Every element of this home was thoughtfully designed to deliver sophistication, privacy, and the finest in Florida living. The main residence spans more than 5,500 square feet in total, with 3,352 square feet of air-conditioned living space centered around an open, airy floorplan. A dramatic 23-by-34-foot great room serves as the heart of the home, with soaring ceilings, a fireplace, and expansive glass doors that frame peaceful views of Lake Wood and the surrounding conservation land. The chef’s kitchen is equally impressive, featuring custom wood cabinetry, stone counters, top-tier appliances, walk-in pantry, and generous workspace for both everyday living and large-scale entertaining. There are a total of 4 bedrooms - 1 is currently used as an office which has an adjacent bathroom. The primary suite was designed as a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized walk-in shower, dual vanities, and a spacious custom closet. Two additional guest suites with walk-in closets and en suite baths lend comfort and privacy. A versatile study with its own walk-in closet provides flexibility as a home office, library, or additional bedroom. Enhancing the property’s versatility, a detached casita offers an additional 600 square feet with a private bath and kitchenette—perfect for extended family, long-term guests, or multigenerational living. Outdoor living takes center stage in this estate, with a heated saltwater pool featuring a sun shelf, fiber optic lighting, and an integrated spa. The expansive screened lanai with summer kitchen, outdoor dining, and multiple lounge areas creates a seamless indoor-outdoor lifestyle. Mature landscaping, irrigation system, and private fencing further enhance the serene setting. Additional features include a four-car garage with carport parking, golf cart and RV accommodations, storm protection, whole-house water filtration and reverse osmosis systems, and energy-efficient design throughout. Beyond the property, residents of The Forest at Hi Hat Ranch enjoy the rare combination of seclusion and convenience. Just minutes from downtown Sarasota, world-class beaches, fine dining, golf, and cultural venues, this estate provides both privacy and access to everything that makes Sarasota one of Florida’s most desirable destinations. 10808 Leafwing Drive is more than a residence—it is an estate of distinction that offers timeless craftsmanship, luxurious amenities, and an unparalleled Florida lifestyle.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
4240 BREEZEWAY BLVD #321, SARASOTA, FL 34238
$270,00051 Days on yellowkey MLS ID: A4690627
0 Days Off yellowkey (back on 6/5/2026)
REDUCED by $5,000 (1.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1138 Built: 1997Monthly Fee: $456 Tax: $3,173 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$3,173
Remarks: Welcome to Pinestone at Palmer Ranch, one of Sarasota’s most desirable gated communities offering true resort-style living in the heart of Palmer Ranch. This beautifully updated unit delivers the perfect blend of style, comfort, and convenience. This natural light-filled residence features vaulted ceilings and an open-concept layout, enhanced by rich bamboo flooring and LED recessed dimmable lighting, creating a warm yet modern ambiance throughout. The beautifully updated kitchen showcases elegant quartz countertops, a mosaic tile backsplash, newer stainless steel appliances and thoughtful finishes that elevate both form and function. Designer ceiling fans and a mobile-controlled thermostat add comfort and efficiency, while a stackable washer and dryer provide everyday convenience. The split-bedroom floor plan offers privacy for both owners and guests, with spacious living and dining areas that flow seamlessly to a private screened lanai perfect for morning coffee or relaxing evenings. Residents enjoy lush tropical surroundings and an impressive array of amenities, including a resort-style heated pool and spa, fitness, billiards room, library, tennis and pickleball courts, shuffle board, basketball, fire pit, BBQ grills, there is even a private community theater! An active social calendar and welcoming atmosphere make this community truly stand out. Ideally located just minutes from Siesta Key Beach, as well as shopping, dining, and the Legacy Trail, with easy access to I-75, this home offers the best of Sarasota living. Whether you're searching for a full-time residence or a seasonal getaway, this move-in ready condo checks all the boxes for easy Florida living. ***Couch, loveseat and area rug in living room, conveys with sale.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Tina Renta (941-600-7361)
325 GOLDEN GATE PT #604, SARASOTA, FL 34236
$3,190,000127 Days on yellowkey MLS ID: A4680640
INCREASED by $195,000 (6.5%) on 05/12/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2709 Built: 2026Community: The Owen Golden Gate PointSpa: YesCondo
Taxes:$0
Remarks: One or more photo(s) has been virtually staged. Under Construction. An intimate gated community of just 29 residences, The Owen is nestled along the southern point of downtown’s Golden Gate Point. Interior finishes include a private elevator entry, 10-foot ceilings per plan, Sub-Zero refrigerator, Wolf five-burner gas cooktop, Wolf wall ovens, quartz countertops, Rohl fixtures, contemporary cabinetry, an oversized island, porcelain tile flooring and a built-in outdoor gas grill. Distinctive resort-style spaces are designed for wellness and leisure, including a 1,700 S.F. fitness center with Technogym equipment, dual locker rooms, steam and sauna, owners' social room, conference/work-from-home suites, game room with pool table, shuffleboard, ping pong table, large screen TV, self-serving outdoor bar and grill area, infinity-edge saltwater pool, spa, and cozy fire pit. A walking path encircling the property and a dog park area are the perfect places for you and your furry friend to get a daily run. The two-story grand entry lobby features relaxing spaces, reception desk with concierge, and separate mail and package rooms. Two parking spaces, one with an outlet for an EV charger are included, along with owner storage and bike storage. Easy access to the restaurants, boutiques, and galleries of downtown, St. Armands Circle, and the beaches of Lido and Longboat Keys, personalized homeowner services, and the security of all new construction make life at The Owen carefree and convenient.
Listing is courtesy of: RONTO REALTY, LLC (941-210-0987)
Listing Agent: Vanroy Osborne (239-206-9796)
325 GOLDEN GATE PT #1002, SARASOTA, FL 34236
$3,360,000127 Days on yellowkey MLS ID: A4680638
INCREASED by $140,000 (4.3%) on 05/12/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2263 Built: 2026Community: The Owen Golden Gate PointSpa: YesCondo
Remarks: One or more photo(s) has been virtually staged. Under Construction. An intimate gated community of just 29 residences, The Owen is nestled along the southern point of downtown’s Golden Gate Point. Interior finishes include a private elevator entry, 10-foot ceilings per plan, Sub-Zero refrigerator, Wolf five-burner gas cooktop, Wolf wall ovens, quartz countertops, Rohl fixtures, contemporary cabinetry, an oversized island, Duchateau wood flooring and a built-in outdoor gas grill. Distinctive resort-style spaces are designed for wellness and leisure, including a 1,700 S.F. fitness center with Technogym equipment, dual locker rooms, steam and sauna, owners' social room, conference/work-from-home suites, game room with pool table, shuffleboard, ping pong table, large screen TV, self-serving outdoor bar and grill area, infinity-edge saltwater pool, spa, and cozy fire pit. A walking path encircling the property and a dog park area are the perfect places for you and your furry friend to get a daily run. The two-story grand entry lobby features relaxing spaces, reception desk with concierge, and separate mail and package rooms. Two parking spaces, one with an outlet for an EV charger are included, along with owner storage and bike storage. Easy access to the restaurants, boutiques, and galleries of downtown, St. Armands Circle, and the beaches of Lido and Longboat Keys, personalized homeowner services, and the security of all new construction make life at The Owen carefree and convenient.
7558 HAWKSTONE DR, SARASOTA, FL 34241
$919,99997 Days on yellowkey MLS ID: R4910838
REDUCED by $78,000 (7.8%) on 06/05/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3651 Built: 2026Monthly Fee: $295 Tax: $500 (2025)Community: HawkstoneSingle Family
Remarks: One or more photo(s) has been 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 home to the Juniper. A sprawling 2-story dream, the Juniper features an open-concept floorplan with 4 bedrooms, 3.5 bathrooms, a den, a bonus room, and a 3-car garage. Head through the covered entry into the first floor of this grand home. A den and powder room sit on one side, and a laundry room is on the other. A spacious open floorplan gives you the best of both worlds with a formal and informal dining space that looks directly into the great room. Just waiting for a cozy couch for lazy Saturday mornings or Monday night football, you’ll love how the great room looks out to the covered lanai. The kitchen is truly a chef’s dream with a large center island containing a double basin sink and plenty of food preparation space. The owner’s suite sits on the main floor, sharing no walls with other bedrooms for maximum privacy and relaxation. Enjoy a tranquil owner’s bath with a large, connected walk-in closet for all your belongings, and unwind from the day with a large, enclosed shower and tub. Step directly outside the mud room into the large 3-car garage. After your grand tour of the main floor, head to the second story, which features a loft open to the floor below, creating high ceilings and a grand appearance. Three bedrooms and two bathrooms await upstairs, each with a walk-in closet of its own, and 1 bedroom houses its own bathroom.
9220 STARRY NIGHT AVE, SARASOTA, FL 34241
$2,000,000124 Days on yellowkey MLS ID: A4681460
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3236 Built: 2023Monthly Fee: $251 Tax: $18,068 (2025)Community: Skye RanchSpa: YesSingle Family
Taxes:$18,068
Remarks: Custom-built by renowned John Cannon Homes, this exceptional residence blends architectural refinement with resort-style living in the heart of Skye Ranch. Thoughtfully designed with 12-foot ceilings, crown molding, engineered wood floors and hurricane-impact windows, the home is filled with natural light and elevated finishes throughout. The expansive family room is anchored by a striking stone feature wall and flows seamlessly through 18-foot-wide sliding glass doors to a private lanai with saltwater pool, spa and fully equipped outdoor kitchen, ideal for indoor-outdoor entertaining. At the center of the home, the chef’s kitchen is both functional and visually stunning, framed by a wall of windows overlooking lush native plantings for exceptional privacy. Premium appointments include top-tier appliances with a Sub-Zero refrigerator and Wolf eight-burner gas range with 1.5 ovens, soft-close full-overlay wood cabinetry, quartz countertops, an oversized statement island with prep sink and a generous walk-in pantry. The formal dining area is open to the kitchen and family room, highlighted by a custom light fixture and abundant natural light. The primary suite is a serene retreat, featuring sliding glass doors to the lanai, two walk-in closets with Spartan custom shelving, and a luxurious spa-inspired en suite with seamless glass walk-in shower, soaking tub and dual vanity. Two additional spacious bedrooms, each with their en-suite bath, are privately situated from the main living areas, ideal for guests or family members. Additional highlights include a dramatic double-entry door, remote-controlled shades, EV charging station and a three-car garage. Residents of Skye Ranch enjoy access to an impressive 25,000-square-foot amenity center offering fitness rooms, indoor basketball courts, rock-climbing walls, a café/coffee shop, and resort-style aquatics with pools and splash zone, all conveniently near top-rated schools and everyday conveniences. This is luxury living thoughtfully designed for comfort and lifestyle.
Listing Agent: Robert Sherman (941-313-1301)
9698 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$944,92537 Days on yellowkey MLS ID: R4911214
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2942 Built: 2026Monthly Fee: $358 Tax: $500 (2025)Community: Grand ParkSingle Family
Remarks: Pre-Construction. To be built. ****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 Calusa. Boasting over 2,900 square-feet, this stunning five-bedroom, four-bathroom home, has a second-story bonus room and two-car garage. Located in the beautiful Grand Park neighborhood in Sarasota, this property offers a spacious and modern living experience. Step inside this two-story home and prepare to be impressed by the high-quality craftsmanship and attention to detail. There is plenty of room for you to spread out and enjoy. Entering from the foyer, you will find two bedrooms and full bath off to one side, with an additional bedroom and en-suite bath down an adjacent hallway. Further into the home is the main living space. The kitchen in this home features ample counter space and a sleek design that will make meal preparation a breeze. Whether you're hosting a dinner party or simply enjoying a cozy breakfast, this kitchen will be a hub of culinary delight. The owner's suite is located off the great room for a private oasis complete with dual sink vanity, water closet and walk-in shower. Upstairs, you will find the bonus room, bedroom and full bath. In addition, this property has a two-car garage, providing ample space for parking and storage. You'll have peace of mind knowing your vehicles are protected and secure. This property combines quality, comfort, and convenience in one remarkable package.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (941-334-4934)
5700 SWEET LEAF WAY, SARASOTA, FL 34238
$875,00015 Days on yellowkey MLS ID: A4694585
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2489 Built: 2019Monthly Fee: $464 Tax: $5,573 (2025)Community: Hammock PreserveSpa: NoSingle Family
Taxes:$5,573
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Located in the highly sought-after gated community of Hammock Preserve on Palmer Ranch, this beautifully designed 3 bedroom, 3 bathroom home offers the perfect blend of luxury, comfort, and location. Walking through the front door, be greeted by stunning water views that create a peaceful and inviting atmosphere throughout the main living space. Find ultimate flexibility for living with all bedrooms split and two featuring ensuite baths, walk-in closets with custom closet systems. Designed with both style and functionality in mind, this home features a spacious open-concept floor plan, plantation shutters, custom millwork, and a 3-car garage with epoxy flooring offering plenty of storage space. The chef’s kitchen is truly the heart of the home, complete with a gas cooktop, large center island perfect for family gatherings or entertaining guests, abundant cabinetry, and seamless flow into the living and dining areas. Guests can easily transition outside to the large, enclosed lanai, already plumbed for an outdoor kitchen. Make this the ideal place to relax and enjoy the peaceful water views year-round. Whether hosting friends or enjoying a quiet evening at home, this outdoor space perfectly captures the Florida lifestyle. Enjoy resort-style living just minutes from world-renowned beaches, shopping, dining, golf, and everything Sarasota has to offer. Hammock Preserve provides resort style living with its state-of-the-art clubhouse, resort-style pool, fitness center, Har Tru tennis courts, pickleball, bocce ball, fire pit, and a dog park, all within a secure gated community. 5700 Sweet Leaf Way combines luxury finishes, thoughtful design, and an unbeatable location in one exceptional home.
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