Location: Sarasota
Do Not Show Listings
2414 VACCARO DR, SARASOTA, FL 34231
$969,000166 Days on yellowkey MLS ID: A4677299
REDUCED by $14,000 (1.4%) on 05/29/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,350
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: NEW PRICE Best Value in the Neighborhood. Motivated sellers bring all offers. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
2529 MARBLEHEAD DR, SARASOTA, FL 34231
$625,000172 Days on yellowkey MLS ID: A4676671
REDUCED by $20,000 (3.1%) on 05/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2245 Built: 2003Monthly Fee: $83 Tax: $4,212 (2025)Community: MarbleheadSpa: NoSingle Family
Taxes:$4,212
Remarks: Welcome to 2529 Marblehead Drive, a beautifully maintained 3 bedrooms 2 baths and a den home located in the heart of Sarasota, Florida. This inviting property features a bright, open layout with spacious living areas perfect for both everyday living and entertaining. The home offers generously sized bedrooms, a functional kitchen that flows into the main living space, and plenty of natural light throughout. Step outside to enjoy a private outdoor screened in area ideal for relaxing or hosting guests. This home was built with many extra storage areas throughout. You will love the additional 12 feet added to the A/C garage with its own split unit for your needs. The seller has just replaced the roof with a wonderful new metal product union steel. The paver driveway and lanai add to the charm of this beautiful home. AI says that you could add a Plunge pool on the back lanai. Conveniently situated near shopping, dining, top-rated schools, and Sarasota’s renowned beaches, this home offers comfort, convenience, and Florida living at its best.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Janet Trefry (941-954-5454)
10193 CANAVERAL CIR, SARASOTA, FL 34241
$634,900169 Days on yellowkey MLS ID: A4675911
REDUCED by $10,000 (1.6%) on 05/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2064 Built: 2023Monthly Fee: $336 Tax: $6,059 (2025)Community: Grand ParkSingle Family
Taxes:$6,059
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: $10,000 price improvement! Better than new in Grand Park! A highly upgraded White Star floor plan by Neal Communities is ready for the most discerning buyers. It provides 2,064 sq. ft of luxury finishes, privacy and well thought out functionality in a light-filled open floor plan. Impact glass windows, hurricane shutters for the sliders and a ring doorbell add the security you are looking for. A whole-house water filtration and water softening system have been added. A large, screened lanai with custom pet door leads to the wrought iron fenced private yard. Inside, you’ll find elegant silver/crystal contemporary light fixtures, whitewash ceramic wood-look plank flooring throughout, neutral paint color, four ceiling fans with lights, and tray ceilings in the foyer, great room and primary bedroom. The chef’s kitchen includes a large quartz covered island with pendant lighting and breakfast bar, white linen 36” upper cabinets with crown molding, quartz counter tops, soft close doors and drawers, under-cabinet lighting, and tile backsplash. The stainless appliances include a gas stove (preferred by chefs), French-door refrigerator, dishwasher and microwave. Add to that a butler’s pantry to keep the chef organized and you’re ready to entertain in style! The primary bedroom is located in the rear of the house for privacy and includes two walk-in closets and an ensuite bathroom. A handheld shower head and heated bidet toilet seat add a touch of luxury. The guest bedrooms are in the front of the house with a guest bath with tub between them. A spacious den/office with double doors and a laundry room featuring an LG steam turbo washer/dryer with laundry sink complete the picture. The garage has an insulated garage door plus attic access with additional insulation and aluminum stairs/ladder. Grand Park is an amenity-rich community. The amenity center has two resort-style pools, fitness center, clubhouse, pickle ball and tennis courts, playground and dog park. Grand Park is conveniently located just East of I-75 and a short distance to Siesta Key Beach and downtown Sarasota with its arts venues and multiple restaurants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Barb Standish (941-504-9458)
3531 FOUNDERS CLUB DR, SARASOTA, FL 34240
$1,924,900195 Days on yellowkey MLS ID: A4672261
REDUCED by $25,000 (1.3%) on 05/28/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3182 Built: 2013Monthly Fee: $500 Tax: $8,064 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$8,064
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Don't miss this rare chance to acquire the BEST value for this fabulous home within *The Founders Club* (a 700-acre community)—Sarasota’s most exclusive private residential golf community—where all 275 residences were custom-built by the area's most prestigious builders. There are only 7 homes available now and this one is the BEST! No CDD fees. Low HOA fees. Club membership is optional. Take advantage of the $50,000 price reduction! The seller is motivated to sell quickly! You will love this home featuring 3 bedrooms, a den, and an additional multi-purpose room, along with 3 full bathrooms and a half-bath. Built in 2013, this custom residence was designed to maximize indoor-outdoor living; it features a beautiful, spacious pool on a lanai that includes covered areas for both dining and lounging. The lovely backyard, adorned with mature trees and lush landscaping, offers plenty of space for pets and recreational activities. Enjoy 3,182 square feet of thoughtfully designed living space situated on a lot of nearly half an acre. A partial view of the golf course's 17th hole adds a picturesque touch to this tranquil setting. The Club and the Robert Trent Jones-designed golf course are undergoing renovations this summer; consequently, a reciprocity agreement with other elite local clubs is in effect from now through the Summer! Take this opportunity to play on the region's best courses and return to enjoy the BEST in the fall! Upon entering the home, you will find an office located near the front door, directly across from the dining room and the main "Great Room." Key features include soaring ceilings, abundant storage space, and an open-concept layout that flows seamlessly from the gourmet kitchen into the spacious living and dining areas. All rooms are situated on a single level, showcasing timeless architecture and high-end finishes. The primary suite features two spacious walk-in closets, each custom-designed with built-in cabinetry. Bathed in natural light, the primary bathroom includes a garden tub, a separate shower, double vanities, and a dedicated seated vanity area, offering a perfect blend of comfort and functionality in a spa-like setting. The other two bedrooms, each with a private en-suite bathroom, are located on the opposite side of the house. The three-car garage offers ample space for three vehicles and the angled area offers a triangle for a golf cart and extra storage.. The "Florida Basement," provides additional AC storage space. Furniture is included in the sale, with the exception of items marked with a red dot. This home is truly move-in ready, so you can start enjoying this lifestyle right away! Ask about incentives!
Listing Agent: Christy May (781-258-6022)
328 BLUE PEARL COURT, SARASOTA, FL 34277
$1,690,800301 Days on yellowkey MLS ID: A4662496
REDUCED by $125,000 (6.9%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2431 Built: 2025Monthly Fee: $846 Tax: $7,041 (2024)Community: Wild Blue At WatersideSpa: YesSingle Family
Taxes:$7,041
Remarks: Featured Property! Newly priced as part of our QUICK MOVE IN INCENTIVE SPECIAL! Experience coastal luxury in Wild Blue at Waterside with this move-in ready waterfront Birchwood III by Stock Luxury Homes. Featuring 3 bedrooms, 2.5 baths, a private study, and an open-concept great room with elegant dining, this home is designed for effortless living. Enjoy indoor-outdoor entertaining with a spacious lanai, pool, and spa, plus a 3-car garage for added convenience. Exceptional design, prime location, and immediate availability—don’t miss this opportunity. Please contact us for additional inventory home options not yet listed on the MLS.
Listing is courtesy of: STOCK REALTY LLC (941-208-3940)
Listing Agent: Victoria White (941-444-0434)
3739 CALEDONIA LN, SARASOTA, FL 34240
$2,999,000879 Days on yellowkey MLS ID: A4596324
REDUCED by $96,000 (3.1%) on 04/27/2026
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3323 Built: 2024Monthly Fee: $467 Tax: $5,150 (2023)Community: Founders ClubSpa: YesSingle Family
Taxes:$5,150
Tax Year: 2023
Remarks: Enjoy life in the private gated community of The Founders Club, encompassing 700 total acres with only 262 home sites. The Cameron, London Bay's last NEW CONSTRUCTION luxury home in TFC, overlooks a stunning view of the community's private Robert Trent jones, Jr. championship golf course. The Founders Club is minutes from University Town Center and many fine dining and shopping choices. Featuring 3,323 sq. ft. of living space, the model showcases London Bay's latest designs. Clean line architectural styling and details highlight an expanded outdoor destination and an open floor plan. The great room and dining area's 10 ft. sliding glass doors floor to an alfresco space, which offers living and dining areas, an outdoor kitchen with remote controlled bug screens, a fire pit, a lavish pool and spa, as well as a terrace surrounded by lush landscape. The master suite offers two walk-in closets and provides an additional private access to the pool terrace via a French door. Adjoining the master bedroom is a luxurious and spacious bathroom with dual vanities and a custom, all glass shower. The Cameron has 4,830 total under roof square feet, including a three-car garage. This home has many upgrades. THE PURCHASE OF A SIGNATURE GOLF MEMBERSHIP IS REQUIRED FOR PURCHASE OF THIS HOME.
Listing is courtesy of: THE FOUNDERS CLUB REALTY LLC (941-378-0900)
Listing Agent: Lisa Van Dien (941-378-0900)
8950 BAROQUE TER, SARASOTA, FL 34240
$899,00092 Days on yellowkey MLS ID: A4687146
REDUCED by $50,000 (5.3%) on 06/18/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3066 Built: 2024Monthly Fee: $433 Tax: $9,047 (2025)Community: Artistry SarasotaSpa: NoSingle Family
Taxes:$9,047
Remarks: NOW PRICED TO SELL! 50k PRICE REDUCTION! Welcome to this exceptional 2024-built Van Gogh model by Kolter Homes, a rare single-story residence set within the highly sought-after gated community of Artistry Sarasota. Offering 3,066 square feet of thoughtfully designed living space, this 3 bedroom plus office/den, 3 bath home embodies a seamless blend of architectural sophistication, modern comfort, and maintenance-free living. A gracious tile-floored foyer sets the tone, welcoming you into an interior defined by clean lines, volume ceilings, and refined finishes throughout. The open-concept layout unfolds into a formal gathering room adorned with custom tray ceilings, flowing effortlessly into a beautifully composed living and dining environment designed for both everyday living and elevated entertaining. Expansive hurricane-impact windows and doors bathe the home in natural light, enhancing the sense of openness while providing peace of mind. At the heart of the home is the gourmet kitchen—anchored by a striking waterfall-edge center island and complemented by abundant counter space, sleek cabinetry, and a substantial walk-in pantry. Outfitted with premium stainless-steel appliances, including a natural gas 30-inch cooktop with vented hood, built-in microwave, thermal wall oven, and dishwasher, this space is designed to inspire both casual meals and culinary pursuits. A breakfast nook offers a relaxed setting for morning coffee, while the adjacent dining area provides an inviting backdrop for more formal gatherings. The private office or den offers a quiet, dedicated workspace ideal for remote work or creative pursuits. The primary suite serves as a serene retreat, featuring coffering ceiling, a sunlit bay window, and a spacious walk-in closet. The spa-inspired bath is thoughtfully appointed with dual vanities and a frameless glass-enclosed oversized shower, creating a calming, refined atmosphere. Two additional guest bedrooms are generously sized and well-positioned, offering comfort and privacy for family or visitors. A well-designed laundry room enhances daily functionality with upgraded cabinetry and a utility sink. Throughout the home, custom motorized window treatments add both convenience and a polished aesthetic, while energy-efficient systems—including open-cell spray foam insulation, high-efficiency HVAC, and a tankless water heater—underscore the home’s modern performance and sustainability. Outdoor living is equally compelling. A custom screened lanai, pre-plumbed for a future summer kitchen, invites effortless indoor-outdoor entertaining. The beautifully newly landscaped, fenced corner lot provides both privacy and space to unwind in a tranquil setting with plenty of room for a pool! Residents of Artistry enjoy access to an array of resort-style amenities, including a state-of-the-art fitness center, lap and resort-style pools, outdoor cabanas, a spa, basketball court, playground, and scenic walking trails set among lush landscaping and serene lakes. Ideally located just minutes from premier shopping, dining, top-rated schools, and Sarasota’s renowned beaches, this residence offers an unparalleled lifestyle opportunity. Move-in ready and meticulously upgraded, this is a rare offering that combines timeless design, modern innovation, and an exceptional Sarasota location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelly Sallee (941-914-0400)
1521 S LAKE SHORE DR, SARASOTA, FL 34231
$5,980,000506 Days on yellowkey MLS ID: A4637673
REDUCED by $310,000 (4.9%) on 04/20/2026
Bed: 4 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 4866 Built: 2025Monthly Fee: $25 Tax: $7,375 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$7,375
Remarks: The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
5726 WANETA PL, SARASOTA, FL 34231
$470,0004 Days on yellowkey MLS ID: A4697396
1 Days Off yellowkey (back on 6/21/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1504 Built: 1958 Tax: $4,927 (2025)Community: Phillippi Gardens 02Single Family
Taxes:$4,927
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Exceptional location, extensive updates, and a private pool combine to make this Phillippi Gardens home a standout opportunity. Just minutes from Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, shopping, dining, and everyday conveniences, this property offers the ideal balance of accessibility and comfort. The costly improvements have already been completed, providing years of peace of mind. Triple-pane PGT impact-rated windows and a sliding glass door installed in 2018 deliver storm protection, energy efficiency, and potential insurance savings. The home's plumbing system was fully re-piped with PVC in 2018, and the septic system was replaced and connected to city sewer the same year—a rare and valuable upgrade. Additional improvements include a newer A/C system (2023), new water heater (2026), fresh interior and exterior paint (2026), updated flooring, and a newer screened pool enclosure. Inside, the thoughtfully designed three-bedroom, two-bath floor plan offers open living spaces that flow seamlessly from room to room, creating an inviting environment for both daily living and entertaining. Large windows and sliding glass doors bring in natural light while providing views of the outdoor living area. Step outside to a spacious screened lanai and pool area that serves as a private retreat for relaxing, dining, or gathering with family and friends. The generously sized backyard provides additional outdoor space with room to enjoy Florida's year-round sunshine. With no deed restrictions, a desirable school district, and major system upgrades already completed, this move-in-ready home offers exceptional value in one of Sarasota's most convenient locations.
Listing Agent: Lee Brewer (941-724-3448)
1989 SPLASHRAIL LN, SARASOTA, FL 34240
$499,00012 Days on yellowkey MLS ID: A4695313
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1743 Built: 2024Monthly Fee: $211 Tax: $6,619 (2025)Community: Nautique/WatersideSingle Family
Taxes:$6,619
Remarks: Welcome to an exceptional lakefront-inspired retreat in Nautique at Waterside, where luxury, comfort, and an unmatched lifestyle come together in one of Sarasota's most sought-after communities. This beautifully designed 3-bedroom, 2-bath residence with a versatile flex room offers partial views of scenic Kingfisher Lake and showcases thoughtful upgrades throughout. The open-concept living space is both elegant and inviting, featuring a gourmet kitchen with quartz countertops and a custom quartz backsplash that creates a seamless, sophisticated design. Every room, except the kitchen, is enhanced by premium Big Ass Haiku smart ceiling fans (52" and 60"), controlled by remote or smartphone app, providing exceptional comfort and modern convenience. Impact-resistant windows offer added security, energy efficiency, and peace of mind. Designed to embrace Florida's indoor-outdoor lifestyle, the home features a welcoming front porch and a private side patio, ideal for enjoying morning coffee, evening cocktails, or entertaining guests. The flexible bonus room can easily serve as a home office, media room, fitness studio, or additional guest space to suit your needs. Residents of Nautique enjoy resort-style amenities including a lakeside pool and cabana overlooking Kingfisher Lake, pickleball courts, a dog park, and a playground. A standout feature of this community is the private dock with water taxi service to Waterside Place, providing effortless access to waterfront restaurants, boutique shopping, live entertainment, yoga on the lawn, and the popular weekly farmers market. Perfectly positioned within the vibrant Waterside district of Lakewood Ranch, this exceptional residence offers a rare opportunity to enjoy luxury living, modern technology, and a true resort-inspired lifestyle in one of the Gulf Coast's most desirable destinations.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Francine Fields (561-704-8644)
3613 WOODCLIFF LAKE TER, SARASOTA, FL 34243
$699,00014 Days on yellowkey MLS ID: A4696019
REDUCED by $26,000 (3.6%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2328 Built: 2016Monthly Fee: $309 Tax: $4,995 (2025)Community: Woodland TraceSpa: NoSingle Family
Taxes:$4,995
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Virtually Staged. Nestled on a beautifully landscaped private homesite in the coveted Woodland Trace enclave, an intimate community of just 45 homes, this exceptional Neal Homes residence showcases one of the area's most sought-after floor plans. Designed for both comfort and entertaining, this spacious ranch-style home features 3 bedrooms, 2.5 bathrooms, soaring ceilings, and an inviting open-concept layout that seamlessly blends living, dining, and kitchen spaces. Elegant upgrades abound, including beautiful upgraded tile flooring, crown molding throughout, LED lighting ,hurricane blinds on the lanai and top-of-the-line appliances that elevate everyday living. Step outside to your own private retreat, where a solar-heated saltwater pool and screened lanai create the perfect setting for relaxing or hosting year-round. This thoughtfully designed home is packed with premium features, including a radiant roof barrier for energy efficiency, insulated garage door, oversized garage with abundant storage, generator plug for added peace of mind, and a security system. Perfectly situated near shopping, dining, entertainment, and everyday conveniences, this home offers the ideal combination of luxury, privacy, and accessibility. Rarely does a home of this caliber become available in Woodland Trace. Don't miss the opportunity to own this beautifully upgraded residence in one of the area's most desirable communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Tryla Brown Larson (941-962-1122)
813 IDLEWILD WAY, SARASOTA, FL 34242
$3,795,00020 Days on yellowkey MLS ID: A4694937
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4161 Built: 1969Monthly Fee: $17 Tax: $22,147 (2025)Community: Siesta Isles Unit 5Spa: YesSingle Family
Taxes:$22,147
High School: Sarasota High
Remarks: Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout. At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views. A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless. The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC. Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Lori Madden (941-780-8443)
8824 PHYLISS AVE, SARASOTA, FL 34231
$449,00030 Days on yellowkey MLS ID: A4694704
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1714 Built: 1973 Tax: $1,647 (2025)Community: Petrecca TerraceSingle Family
Taxes:$1,647
Elementary School: Gulf Gate Elementary
Remarks: Step into this delightful, well maintained, 3-bedroom, 2-bath, spanning over 1,700 square feet. This thoughtfully designed split floor plan offers versatile living spaces perfect for growing families, first-time buyers, or savvy investors looking for a property with incredible potential and an open floor plan. The home boasts a large one-car attached garage and an expansive carport, providing plenty of covered parking and storage options. Recent updates ensure peace of mind, including a newer roof (2023), a modern AC system (2019), and an upgraded electrical panel (2019). These key improvements mean fewer maintenance worries and more time to focus on making this home truly your own. Beyond the home’s walls, you’ll love its unbeatable location. Nestled centrally between the world-famous Siesta Key and Venice/Nokomis Beaches, you’ll enjoy easy access to sun-soaked days by the Gulf. Plus, convenience abounds with a soon-to-be-built Trader Joe's and Whole Foods nearby, alongside existing favorites like Sprouts, Target, and a variety of retail and dining options. You will also enjoy easy access to both Wharf Road Park and kayak launch and also the Vamo Drive neighborhood park Whether you're dreaming of crafting your perfect home or seeking a smart addition to your portfolio, this property is your opportunity to make it happen. Don't wait—this gem won't last long!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Worth Fiers Iii (941-812-3380)
8928 WHITEMARSH AVE, SARASOTA, FL 34238
$579,00053 Days on yellowkey MLS ID: A4691885
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1875 Built: 1994Monthly Fee: $605 Tax: $4,009 (2025)Community: Stoneybrook Golf & Country ClubSingle Family
Taxes:$4,009
Remarks: Virtually Staged. Great Home with Westerly views of the 1st hole at this lovely Stoneybrook Golf Home! New roof in 2025! Updated exterior painting and landscaping. Open floor plan is ready for all your fresh updates with this great value property! Open Kitchen layout with a cozy dinette area and bay window design. 2 bedrooms with the 3rd bedroom boasting twin door entry being used as a Den. Primary Bedroom has walk-in closets, twins sinks, a walk-in shower and a modern step in tub. Enjoy the lanai with its sunsets views nightly and easy access to the main club grounds, chipping areas driving range nearby. Stoneybrook of Sarasota, A premier member-owned country club, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18-hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
8976 WHITEMARSH AVE, SARASOTA, FL 34238
$599,00073 Days on yellowkey MLS ID: A4689216
REDUCED by $26,000 (4.2%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 1996Monthly Fee: $687 Tax: $3,643 (2025)Community: Stoneybrook Golf & Country ClubSpa: NoSingle Family
Taxes:$3,643
Remarks: One of the best views in Stoneybrook Golf & Country Club from this well maintained 2 bed 2 bath den and pool home. The open-plan living area offers flexibility for lounge, dining and home office accommodation with vaulted ceilings and natural light. Enjoy the open kitchen and dining nook with bay window to the screened pool area and expansive lake beyond. The split floor plan provides privacy for the two bedrooms and bathrooms. Sliding doors from the living room, nook and primary bedroom all give access to the covered lanai large enough for a table and four chairs and a lounger inside the hurricane shutters. The full house wide screened pool area has a large pool and extensive deck for sunbathing and enjoyment of the view across the large lake to the golf course. Stoneybrook Golf & Country Club is a member owned community where all residents enjoy access to exceptional amenities including the recently modernized 18 hole championship golf course, Har-Tru tennis courts, bocce court, fitness center, community pool and spa. The clubhouse has a full-service restaurant, grille room, bar, meeting rooms and proshop. There is a full calendar of social and activity events for member enjoyment. Stoneybrook Golf & Country Club is in a prime location on the master-planned community of Palmer Ranch in South Sarasota. It is close to Siesta Key and Nokomis beaches and is next to the Legacy Bike Trail which runs from downtown Sarasota to downtown Venice. In the immediate vicinity are excellent shopping, dining and recreational locations including State and County Nature Parks. Come and enjoy the friendly Stoneybrook lifestyle.
Listing Agent: Andrew Batty (941-302-2151)
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,650,00085 Days on yellowkey MLS ID: A4688029
REDUCED by $150,000 (8.3%) on 06/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 2000 Tax: $4,256 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$4,256
Elementary School: Southside Elementary
Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage. The primary bathroom has a curbless oversized shower.
Listing Agent: Barbara May (404-822-9264)
301 JACKSON DR, SARASOTA, FL 34236
$2,790,000118 Days on yellowkey MLS ID: A4683209
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2028 Built: 1951 Tax: $20,382 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$20,382
Middle School: Booker Middle
Remarks: Welcome to your private coastal sanctuary just moments from the powder-soft sands of Lido Beach and a short stroll to iconic St. Armands Circle. Perfectly positioned in one of Sarasota’s most coveted locations, this stunning residence captures everything buyers dream about when they imagine luxury living by the gulf. From the moment you arrive, lush tropical landscaping and swaying palms frame a beautifully maintained property that feels both secluded and inviting. The expansive paver drive and manicured lawn create a grand first impression, while mature greenery provides privacy rarely found this close to the beach. Inside, the home blends refined elegance with relaxed island charm. Sunlight pours through plantation-shuttered windows, illuminating spacious bedrooms designed for comfort and style. The primary suite is a tranquil retreat with soft coastal tones and garden views, while the guest rooms are thoughtfully appointed to accommodate family and visitors with ease. Every space feels bright, airy, and curated for effortless living. The bathrooms are nothing short of spa-worthy. Floor-to-ceiling tile, frameless glass showers, custom vanities with stone countertops, dual sinks, and elegant fixtures create a luxurious experience that rivals high-end resorts. Thoughtful details like recessed niches, designer mirrors, and soft lighting elevate each space. Step outside and the property truly comes to life. The private backyard oasis is designed for unforgettable gatherings and serene relaxation alike. A sparkling pool is surrounded by expansive decking, lounge seating, and tropical landscaping that transforms the space into your own secluded resort. String lights overhead add ambiance for evening swims, while shaded seating areas invite long afternoons under the palms. The fenced yard enhances privacy, creating a rare sense of retreat just minutes from everything. And the location — simply exceptional. Imagine morning walks to Lido Beach, sunset cocktails at St. Armands Circle, boutique shopping, award-winning dining, boating, and downtown Sarasota’s vibrant arts scene all just moments from your front door. Homes in this location with this level of finish and established rental success are incredibly rare. Whether you are searching for a luxury island residence, a sophisticated vacation retreat, or a high-performing investment property with proven appeal, this home delivers on every level. Offered in pristine condition and designed for both comfort and entertaining, it embodies the very best of coastal Florida living. This is more than a home. It is the St. Armands lifestyle — elevated, private, and unforgettable.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
3946 OMEGA CIR, SARASOTA, FL 34235
$449,000124 Days on yellowkey MLS ID: TB8475117
REDUCED by $26,000 (5.5%) on 05/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1977 Built: 1961 Tax: $5,052 (2025)Community: Kensington ParkSpa: NoSingle Family
Taxes:$5,052
Remarks: Virtually Staged. Welcome to this beautifully maintained Sarasota home, ideally situated on a quiet cul-de-sac and offering the space, flexibility, and privacy today's buyers are looking for. This 3-bedroom, 2bath residence features a bright and functional layout along with a flexible bonus space ideal for a home office, studio or in-law setup. Step outside to your private lanai and enjoy the saltwater pool overlooking an expansive 13,575sq. ft lot - perfect for entertaining or simply relaxing in your own backyard retreat. Numerous upgrades and updates provide added peace of mind, including updated electrical service (2005), a new roof (2018) , new A/C 2021 and the majority of windows are hurricane resistant. Conveniently located near shopping, dining and the beautiful Gulf beaches, this property offers both tranquility and accessibility. Schedule your private showing today!
Listing is courtesy of: BIANCHI REALTY & PROPERTY MANAGEMENT INC. (727-595-7653)
Listing Agent: Brenda Bianchi (727-595-7653)
4076 SOUTHWELL WAY, SARASOTA, FL 34241
$644,000130 Days on yellowkey MLS ID: A4682589
REDUCED by $25,000 (3.7%) on 06/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 1979Monthly Fee: $27 Tax: $3,668 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,668
Remarks: This is a rare opportunity to purchase a well built original Bent Tree home with newer roof right on the fairway of Bent Tree golf course. This beautifully maintained split plan residence offers privacy, thoughtful upgrades, and premium positioning within the neighborhood. Bent Tree Community Homeowners Association dues are only $319 per year. Situated on a premium lot on hole #16, it boasts a west-facing rear exposure to enjoy sunsets throughout the seasons and beautiful afternoon light situated on an elevated lot that you can see clearly from the roadway. The property has never experienced flooding and features many different exotic trees, including an original Bent Tree bottle brush,a maple tree in front, sycamore, camphor, and bamboo. The exterior showcases an authentic clay brick driveway, brick paver front entry, and decorative porcelain tile accents with evening lighting. Twelve-volt LED driveway lighting and professional 120-volt LED landscape lighting enhance the property’s curb appeal. Inside, the home features porcelain tile flooring throughout—no carpet. Recent improvements include new bathroom mirrors and Kohler faucets, 72-inch energy-efficient DC indoor/outdoor ceiling fans (6 total), and replaced sliding glass doors (11/2021). Most windows were replaced in 05/2021 with Armortech windows all under Sarasota County permit. Additional metal security panels provide extra hurricane protection for select windows. The property includes a well-fed, three-zone sprinkler system for lawn irrigation and a hot water heater timer for additional efficiency. Outdoor living is enhanced by two private bathroom courtyards finished with real brick pavers and Hardy Board fencing. The pool area is supported by updated equipment and energy-efficient systems. This property combines extensive upgrades, quality materials, and a prime golf course setting—ready for its next owner to enjoy.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
4476 DEER TRAIL BLVD, SARASOTA, FL 34238
$479,000130 Days on yellowkey MLS ID: A4682511
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1848 Built: 1994Monthly Fee: $285 Tax: $4,716 (2025)Community: Villas At Deer CreekSingle Family
Taxes:$4,716
Remarks: Beautifully updated home in Villas at Deer Creek. This home is located in one of Palmer Ranch's most beautiful mature neighborhoods. The home has many nice features. All rooms are spacious with a great open plan kitchen, dining and living areas. Adjacent to the kitchen is a beautiful built-in executive desk. Cabinets are solid wood. There are two very large bedrooms and an ofiice/den that also has a murphy bed for guests Wrap-around windows and recessed lighting keep all of the living areas light and bright. From the screened lanai you can enjoy long views of the green belt and the lake. There is an inside utility room and a large 2 car garage. The AC was replaced in 2020, This home has a touch of elegance which is seldom found in modern homes. Deer Creek is a maintenance -free community. There is a private neighborhood pool. This location allows for easy access to Lowes, Costco, Target, Publix, banks and numerous restaurants. The Legacy Bike Trail is nearby. Siesta Key is a quick 15 minute drive.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carolyn Francis (941-400-0083)
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