Location: Sarasota
Do Not Show Listings
7113 ANTIGUA PL, SARASOTA, FL 34231
$429,00030 Days on yellowkey MLS ID: A4693104
0 Days Off yellowkey (back on 5/26/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1378 Built: 1968 Tax: $3,716 (2025)Community: Gulf GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,716
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Nestled in the desirable Gulf Gate community, this meticulously maintained home features 2 bedrooms, 2 baths, and a spacious 2-car garage, making it an ideal retreat. The property boasts numerous upgrades, including new hurricane impact windows adorned with Bahama shutters and stylish awnings, ensuring both beauty and protection. Enjoy the tranquil ambiance of the peaceful koi pond, accompanied by a large screened-in lanai—perfect for outdoor gatherings or morning coffee. The fully fenced yard provides privacy and a safe space for pets and children to play. With fresh paint inside and out, the home exudes a bright and welcoming atmosphere. The newer HVAC system guarantees year-round comfort, while the pavered driveway adds to the home's charm. The raised raised flower beds will invite your gardening creativity. Location is key, and this home is just minutes away from the stunning Siesta Key Beach and all the vibrant offerings of Sarasota, from shopping to dining. This is a must-see—don’t miss your chance to own this remarkable property! Schedule your showing today!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Brian Ward (941-650-7721)
7366 POINT OF ROCKS RD, SARASOTA, FL 34242
$26,000,000156 Days on yellowkey MLS ID: A4673754
Bed: 5 Bath: 6.0 Gar: 6 Liv Area Sq Ft: 10600 Built: 2020 Tax: $115,958 (2025)Community: Siesta KeySpa: YesSingle Family
Taxes:$115,958
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Remarks: Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in 2020, the residence features layered rooflines, sculpted stone staircases, and soaring arched windows across more than 180 feet of Gulf frontage. With 10,600 square feet of interiors and 20,982 square feet in total, the home offers a grand yet effortless indoor–outdoor lifestyle, ideal for both elevated entertaining and daily living. A sweeping motor court, mature palms, and a grand double staircase create an immediate sense of arrival. Inside, natural light and uninterrupted Gulf vistas establish a feeling of calm, scale, and sophistication from sunrise to sunset. The great room, lined with floor-to-ceiling arched windows and anchored by a carved-stone fireplace, delivers both serenity and architectural presence. The main kitchen is a triumph of craftsmanship - featuring custom Campbell cabinetry, quartz countertops, designer lighting, Sub-Zero refrigeration, a Wolf six-burner dual-oven range, and a substantial island that anchors the open flow into the living and dining spaces. A prep kitchen and workspace elevate functionality with premium appliances, expansive storage, quartz counters, and a dedicated gift-wrapping wall. The bar and wine room create a refined entertaining destination, defined by custom cabinetry and designer lighting. An iron-and-glass–enclosed, temperature-controlled wine room serves as the focal point, complemented by adjacent illuminated display shelving. Sub-Zero refrigeration, an ice maker, and a Fisher & Paykel dishwasher drawer complete the space. Outdoors, the estate unfolds across three dramatic tiers of Gulf-facing living, featuring arched loggias and a resort-style alfresco kitchen with a wraparound bar that opens seamlessly to the main living spaces. An elevated infinity-edge pool and spa appear to merge with the Gulf, while thoughtfully designed outdoor areas transition effortlessly to a manicured lawn and direct access to the crystal-clear waters at Point of Rocks—where snorkeling, dolphin sightings, and sunset walks become part of daily life. The primary suite forms a private wing, introduced by an illuminated groin-vault corridor that enhances the home’s architectural rhythm. Gulf views fill the bedroom and its terrace, while the bath offers a symmetrically designed retreat with dual vanities, full-height mirrors, multiple chandeliers, a massive double-entry shower, a stone-surround soaking tub, a Sub-Zero–equipped coffee bar, and two exceptional custom closets. Nearby, the office provides a quiet, light-filled workspace. The upper level is devoted to comfort and privacy, offering four well-appointed guest suites, a spacious family room with a wet bar, multiple terraces capturing Gulf views, an additional office, and a laundry room. The ground level is enhanced by indoor–outdoor walkways connecting multiple spaces and generous storage, reinforcing the effortless, resort-style livability. A generator, 3-stop elevator, 6-plus humidity-controlled garage spaces, floor-to-ceiling shades, linear vents, whole-house automation, and shellstone and French oak flooring complete the offering. A short, shaded, tree-lined walk places you at Siesta Key Beach, the No. 1 beach in America by TripAdvisor, offering effortless access to one of the world’s most iconic shorelines.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1800 WEBBER ST, SARASOTA, FL 34239
$4,790,00032 Days on yellowkey MLS ID: A4693157
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: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4732 MEADOWVIEW CIR, SARASOTA, FL 34233
$564,90025 Days on yellowkey MLS ID: A4693999
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 1987Monthly Fee: $67 Tax: $5,347 (2025)Community: SouthfieldSpa: NoSingle Family
Taxes:$5,347
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Nestled within the desirable Southfield community, this beautifully designed lakefront residence offers the perfect blend of comfort, elegance, and everyday Florida living. Featuring three bedrooms and two full baths, the home is thoughtfully designed with spacious formal living and dining rooms, along with an inviting family room highlighted by a charming fireplace and soaring volume ceilings. Designed for both entertaining and everyday living, the gourmet kitchen is beautifully appointed with stainless steel appliances, abundant cabinetry, and a built-in desk area ideal for organization or working from home. Most rooms throughout the home offer direct access to the expansive covered lanai, creating a seamless connection between indoor and outdoor living spaces. The spacious guest bedrooms provide comfort and privacy for family and visitors alike, while the luxurious primary suite serves as a true retreat featuring a very large walk-in closet, an oversized Roman shower, and a relaxing soaking tub. Step outside to your private backyard oasis where a heated kidney-shaped pool is enclosed within a large, screened pool cage overlooking tranquil lake views and lush mature landscaping. The fenced yard offers plenty of space for pets and outdoor enjoyment, while the serene setting provides both privacy and beauty. Completing the home is a spacious two-car garage and a prime location within one of Sarasota’s established communities, convenient to shopping, dining, golf, and Gulf Coast beaches.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
5333 CHARLIE BROWN LN, SARASOTA, FL 34233
$540,00057 Days on yellowkey MLS ID: A4689910
REDUCED by $10,000 (1.8%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2041 Built: 2016Monthly Fee: $261 Tax: $5,635 (2025)Community: Luna BaySingle Family
Taxes:$5,635
Remarks: One or more photo(s) has been virtually staged. Cul-de-sac charm, coastal vibes, and low maintenance living – this one feels like home! Perfectly positioned in the heart of Sarasota, this thoughtfully refreshed 3 bedroom, two and a half bath, plus office residence offers versatility for comfortable modern living. Delivering a light-filled, open concept layout - the kitchen takes center stage with extended quartz countertops, a stunning oversized island, a sleek glass-tile backsplash and built-in beverage bar – perfect for gathering and entertaining. The den, complete with French doors, provides a private retreat suited for a fourth bedroom, an office, or playroom. The bedrooms have been outfitted with custom closets, and the bathrooms have been elevated with a light, refined aesthetic. Enjoy time outdoors on your private screened-in lanai overlooking a fully fenced backyard – ideal for relaxing, outdoor activities and a place for your furry family members to roam and play. Located in THE top-rated school district of Ashton Elementary, Sarasota Middle and Riverview High and just a short drive from world-renowned Siesta Key Beach, Downtown Sarasota, I-75, Legacy Trail and Urfer Family Park- this home offers an elevated blend of convenience and lifestyle!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kristen Redding (941-350-0612)
105 TUCKER AVE, SARASOTA, FL 34232
$599,995136 Days on yellowkey MLS ID: A4680183
REDUCED by $25,005 (4.0%) on 05/26/2026
Bed: 3 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1562 Built: 1940 Tax: $4,798 (2025)Community: Tuckers SubSpa: YesSingle Family
Taxes:$4,798
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: A rare opportunity to acquire a beautifully restored 1940 coastal-inspired Key West style Florida bungalow positioned on an oversized 0.38-acre parcel offering future subdivision potential. Following closing, the property may be split into three separate lots, creating one residence lot with the existing home, and two additional buildable parcels—an exceptional value-add opportunity in a highly desirable Sarasota location. The 3-bedroom, 1.5-bath residence blends architectural character with curated modern upgrades. Interior highlights include refinished bamboo and wood flooring, exposed wood ceiling beams, and custom cedar built-ins that enhance the home’s refined coastal Key West bungalow aesthetic. The chef’s kitchen is thoughtfully designed with solid wood cabinetry, quartz countertops, an imported Italian tile backsplash, and updated stainless steel appliances. An adjacent addition provides expanded pantry storage and a laundry area, leading to a spa-inspired primary bathroom featuring dual vanities, a freestanding soaking tub, and a walk-in rain shower. The upper level hosts a private primary suite with a generous walk-in closet with built-ins, a second bedroom, and an updated half bath, while the third bedroom is conveniently located on the main level—ideal for guest accommodations or flexible use. Outdoor living has been elevated to an almost resort-style experience, featuring a 12-foot above-ground pool/spa with custom wood decking, multiple patios finished with imported Italian crystal tile, and a lush botanical setting with over 200 plantings and mature fruit trees including banana, mango, avocado, peach, and guava. Additional amenities include a pavilion, private outdoor shower, and a firepit designed for elevated entertaining and relaxation. Significant capital improvements include a 2023 metal roof, hurricane-rated windows, 2021 HVAC system, 2022 water heater, recent connection to public water, and a 2024 well pump with filtration system also on property. The home offers insulated and drywalled interiors, newly installed wheelchair-accessible outdoor walkway paths, an extended 6+ vehicle driveway, and a 12x14 detached workshop or garage, further enhancing functional versatility. With no HOA, no deed restrictions, and no flood insurance required, this property presents an exceptional combination of lifestyle appeal and long-term investment flexibility. Ideally located just minutes from downtown Sarasota’s premier dining, shopping, and cultural attractions, this offering is well-suited for private ownership, redevelopment, or strategic portfolio expansion.
Listing is courtesy of: DREAMIFY REAL ESTATE LLC (941-827-0700)
Listing Agent: Michael Grant (941-800-8585)
4310 74TH AVE E, SARASOTA, FL 34243
$499,50084 Days on yellowkey MLS ID: A4686608
4 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2266 Built: 1990Monthly Fee: $37 Tax: $2,750 (2025)Community: Quail RunSpa: NoSingle Family
Taxes:$2,750
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: QUAIL RUN… Custom designed and beautifully maintained residence where comfort and character blend. Beautiful lot and a welcoming covered front entry and stone paver driveway set the tone, leading into a light-filled interior highlighted by a dramatic two-story living room with vaulted ceiling, exposed wood beams, and a striking floor-to-ceiling stone, wood-burning fireplace. The roof replaced in (2025), new garage door (2023), rebuilt chimney (2021), central vacuum system, excellent storage throughout, and a functional, custom-inspired layout. The formal dining room flows seamlessly with a charming bay window, window bench, and French doors leading to the covered and screened lanai. The kitchen offers ample cabinetry, pantry storage, and a delightful breakfast nook with sliding glass doors to the lanai—perfect for effortless indoor-outdoor living. A dedicated den with built-in shelving provides versatile space for a home office, library, TV room, playroom, or more. This home offers two primary bedroom options to suit a variety of lifestyles—one on the second floor, spacious with a walk-in closet, and one on the first floor, ideal for single-level living or hosting guests. Additional second-floor bedroom and large full bathroom with dual vanity and tub/shower combination, plus a first-floor full bathroom with walk-in shower. Step outside to enjoy year-round relaxation on the expansive screened lanai, overlooking a serene, tropical garden setting with lush landscaping and a beautifully maintained yard (fences allowed with approval). A two-car garage with built-in storage, dedicated interior laundry room, and a quaint loft space perfect for reading or work complete the home. Located in the quiet Quail Run community with low HOA fees and no CDD. Ideally positioned off University Parkway, just minutes from University Town Center, Whole Foods, dining and shopping, Sarasota-Bradenton International Airport, downtown Sarasota, and the area’s world-renowned beaches.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Judy Nimz (941-374-0196)
2858 ORIOLE DR, SARASOTA, FL 34243
$468,00038 Days on yellowkey MLS ID: A4692502
5 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1844 Built: 2016Monthly Fee: $93 Tax: $3,972 (2025)Community: Soleil West Ph IiSpa: NoSingle Family
Taxes:$3,972
Remarks: Under contract-accepting backup offers. Located within the popular resort-style gated community of Soleil West, this impeccable home offers a seamless blend of comfort, style, and convenience. Featuring 9-foot ceilings, an open, split-bedroom floor plan with 3 bedrooms, 2 baths, and a 2-car garage, the indoor and outdoor spaces are thoughtfully designed for both everyday living and casual entertaining. Move-in ready and enhanced with numerous upgrades, this residence showcases a bright white kitchen with solid wood cabinetry, granite countertops, stainless steel appliances, and a breakfast bar. Light-colored Porcelain tile flooring flows throughout the main living areas, complemented by custom lighting fixtures that elevate the home’s clean, modern aesthetic. A flexible formal dining room can easily serve as a den or office, while a separate laundry room adds everyday convenience. The spacious primary suite includes a walk-in closet and a well-appointed bath with a soaking tub and separate walk-in shower. Step outside to a relaxing covered lanai overlooking an expansive, fully fenced, private backyard framed by mature, lush tropical landscaping - creating a peaceful and secluded outdoor retreat. Tucked away on a quiet street yet ideally located near everything you love, this home offers easy access to I-75, University Town Center, Mote Marine Aquarium, downtown Sarasota’s vibrant arts & culture scene, and the renowned beaches of Longboat Key and Lido Key, as well as dining and shopping on St. Armands Circle. Residents of Soleil West enjoy an array of amenities including a clubhouse, community pool, fitness center, bocce ball court, dog park, and picnic pavilion. A rare opportunity to enjoy the perfect balance of tranquility and accessibility—this home is ready to be enjoyed.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
290 N WASHINGTON DR, SARASOTA, FL 34236
$6,945,000376 Days on yellowkey MLS ID: A4652926
REDUCED by $5,000 (0.1%) on 05/26/2026
Bed: 5 Bath: 5.0 Gar: 6 Liv Area Sq Ft: 6799 Built: 2008 Tax: $78,313 (2024)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$78,313
Tax Year: 2024
Remarks: A boater's dream and RARE opportunity—One of just 39 homes on this EXCLUSIVE side of St. Armands Circle offering -DIRECT GULF ACCESS- NO FIXED BRIDGES - and NO OBSTACLES. True deep-water dockage that comfortably accommodates a vessel over 60 feet. Enjoy full waterfront views of Sarasota Bay and the iconic downtown Sarasota skyline from every north-facing room in this home. This stunning, gated waterfront estate showcases the timeless elegance of Mediterranean architecture, blending classical design with refined coastal living. Expertly engineered with solid poured concrete walls reinforced by structural steel beams, this residence offers unmatched strength, integrity, and long-term value—an ideal foundation for both luxury and peace of mind. This Venetian-inspired estate is a rare architectural masterpiece, showcasing meticulously hand-applied Venetian plaster walls that exude artisan-crafted elegance—both refined and truly one-of-a-kind. The home features unmatched fit and finish throughout the entire residence. The primary floor of this home is thoughtfully designed for seamless living and exceptional entertaining value. Take in full waterfront views of Sarasota Bay and the downtown skyline while preparing a meal in the master-crafted kitchen or relaxing on the expansive waterfront veranda. The kitchen is an authentic showpiece and a true chef’s dream, featuring professional-grade appliances, a robust gas range with multiple burners, hand-carved cabinetry, and marble flooring throughout. This four-story home is equipped with a whole-house elevator for effortless access to each level. With an expansive extended garage, it’s ideal for car enthusiasts, offering multiple storage bays and additional space for organization. Looking for ease of maintenance? Enjoy the recently installed, top-of-the-line polymer turf surrounding the home. The luxury pool and spa features all brand new equipment and water heater, a premium-grade saltwater chlorination system, complete with full automation and water features. Delivering crystal-clear water and low-maintenance convenience. St. Armands Circle is one of Sarasota’s most coveted and prestigious addresses. This home's premier location places you just steps from Lido Beach. Frequent festivals, classic car shows, and seasonal events make the area lively year-round. Choose from gourmet restaurants, boutique shops, and family-friendly activities as you stroll the Circle. Downtown Sarasota’s theaters, museums, and fine arts venues are just a short drive away. For golf enthusiasts, this home is minutes from The Longboat Key Club—one of Sarasota’s most prestigious private clubs. The club features 45 holes of championship golf across two beautifully maintained courses and a full-service, resort-style experience including a world-class tennis center, private beach, deepwater marina slips, full-service spa, upscale dining, and an active calendar of social events.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Smith, Iv (407-460-1564)
3586 RECURVE CIR, SARASOTA, FL 34240
$1,999,999164 Days on yellowkey MLS ID: TB8459416
REDUCED by $50,001 (2.4%) on 05/20/2026
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4452 Built: 2023Monthly Fee: $180 Tax: $20,912 (2025)Community: Hampton LakesSingle Family
Taxes:$20,912
Elementary School: Tatum Ridge Elementary
High School: Booker High
Remarks: ***Priced WELL below reproduction cost + nearly $200k in options added.*** If you’re looking for a home that combines modern luxury in an away-from-it-all setting with easy access to wonderful Sarasota, 3586 Recurve Circle is the property for you. This nearly new 5 bedroom, 4 bathroom Grand Cayman estate is situated on an expansive, private 8 acre lot in the gated Hampton Lakes community with no rear neighbors and a serene conservation view. Located in Flood Zone X, flood insurance is not required. Plus, hurricane impact windows and reinforced garage doors add to your peace of mind. Built with an extended lanai and graced with an additional bonus room/5th bedroom, this home is perfectly designed for indoor-outdoor living. Whether you’re looking for a spacious property to connect with family and friends or just want room to breathe, this property checks these boxes and more. Soaring ceilings greet you at the front door with an easy flowing floor plan that leads you past the office/den, living room, dining room, and butler pantry to your beautiful kitchen with impressive quartz countertops and on to the bright, inviting family room. The spacious primary suite encompasses the entire east side of the home and includes a generous 15x18 walk-in closet, soaker tub, and walk-in shower with waterfall showerhead. On the western side of the home are 3 more bedrooms with full ensuite bathrooms and a bonus room with a large closet that can be used however you see fit. The home has thoughtful options above the base model including an additional bedroom, double driveway, and generous screened and covered outdoor space (pre-plumbed and wired for an outdoor kitchen) perfect for entertaining or taking in the peaceful view. Your cavernous garage (1,325 sq ft) has room for four vehicles and more. Situated away from it all but close to everything - just minutes from Lakewood Ranch and Waterside Place. You would spend significantly more to build the base model of this home so come embrace all this estate home has to offer and imagine yourself in this unique opportunity.
Listing is courtesy of: FLORIDA EXECUTIVE REALTY (813-972-3430)
Listing Agent: Brian Webb (813-595-3229)
4304 MIDLAND RD, SARASOTA, FL 34231
$340,00044 Days on yellowkey MLS ID: TB8502989
REDUCED by $34,900 (9.3%) on 05/26/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1447 Built: 1952 Tax: $3,143 (2025)Community: Floral Park HomesteadsSpa: YesSingle Family
Taxes:$3,143
Elementary School: Wilkinson Elementary
Remarks: This meticulously maintained 3-bedroom residence offers the ideal blend of vintage Florida character and high-quality contemporary improvements—all in a prime Sarasota location. Metal roof (2011), new HVAC system (2023), and tankless water heater (2020). Original wall planking replaced with new Sheetrock and insulation to improve energy efficiency. New flooring installed in 2020 flows throughout the open-concept living areas. Private fenced backyard with a sparkling pool (2019) and an above-ground heated spa—perfect for year-round enjoyment. Conveniently situated near Sarasota’s most desirable destinations. Approximately 5 miles to the world-renowned Siesta Key Beach; it is also close to Lido Key Beach. Minutes to St. Armands Circle and Downtown Sarasota’s vibrant restaurant and cultural scene. Near major retailers, grocery stores, and the shops along Bee Ridge Road and Southside Village. Just around the corner from Bee Ridge Park with green space, playgrounds, and community activities.
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Brenda Olivas (407-280-0208)
8923 BLOOMFIELD BLVD, SARASOTA, FL 34238
$1,095,00023 Days on yellowkey MLS ID: A4692718
1 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3191 Built: 2000Monthly Fee: $310 Tax: $8,433 (2025)Community: Silver Oak,Spa: YesSingle Family
Taxes:$8,433
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Architectural elegance abounds in this John Cannon custom built pool home in Silver Oak on Palmer ranch. Situated on a very private & quiet lot backed by pond view & acres of protected preserve. Nearly 3200 sq. ft. under air features 4 bedrooms plus an office with built in desk area & 3 full baths. You will enjoy the expansive primary bedroom. The current owners have spared no expense in recent upgrades including a new tile roof in 2019, 2 new AC systems, pool/spa updated with new PebbleTec finish, new stairs & railings, LED lanai lights & more. Paver brick lanai with new outdoor kitchen. Upon entering this home you will be greeted by soaring ceilings, artistic trays & architectural details indicative of John Cannon Homes. Family room features gas fireplace, fully pocketing sliders opening the entire family room up to the outside lanai. New Cambria counters in kitchen & DR, kitchen island at counter height & upgraded stainless steel appliances. Hurricane protection throughout for low insurance costs. Over size side entry 3 car garage. Pool cage upgraded with no-see-um screens & stronger structural integrity. Many other upgrades to please the most discriminating buyers. Located in the heart of Palmer Ranch near shopping, Legacy Bike Trail & world famous Siesta Key Beach.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Cynthia Bowers (941-650-4808)
2989 GREENBRIAR ST, SARASOTA, FL 34237
$445,00031 Days on yellowkey MLS ID: TB8507802
2 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1237 Built: 1956 Tax: $843 (2025)Community: Greenbriar Homes 1St AddSingle Family
Taxes:$843
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated TRUE MID CENTURY MODERN three-bedroom, two-bathroom home in Sarasota, where modern upgrades and thoughtful design come together to create a move-in-ready retreat. With a 2021 water heater, 2019 AC, and updates throughout the entire home, including brand-new luxury vinyl plank flooring, a completely renovated kitchen and bathrooms, new fixtures, and fresh landscaping, this property offers stylish living inside and out. An inviting, large front porch and new front door welcome you into a light and bright interior featuring an open floor plan. The spacious living room and dining room combination flows seamlessly into the stunning brand-new kitchen, designed with both functionality and style in mind. The kitchen features stainless steel appliances, a striking waterfall peninsula, new backsplash, and modern cabinetry, creating the perfect space for cooking, entertaining, and gathering. Both bathrooms have been fully renovated with new vanities, mirrors, lighting, and beautifully tiled showers with updated hardware. The primary suite offers double closets for ample storage and a private en-suite bathroom with a modern tiled shower, a lighted mirror, and new vanity. The additional bedrooms are nicely sized and share a fully updated bathroom with a tub/shower combination. Modern ceiling fans throughout the home add comfort, while the open layout enhances the bright, airy feel of the living spaces. Outside, enjoy a large fenced backyard with plenty of room for outdoor entertaining, gardening, or relaxing in the Florida sunshine. The home also features carport parking and additional storage space with A/C, providing flexibility for hobbies, storage, or workspace. Ideally located close to parks, dining options, and zoned schools, this home is also just 20 minutes from the vibrant shopping and dining of St. Armands Circle and the beautiful sands of Lido Key Beach. Enjoy the perfect combination of modern upgrades, comfort, and convenient Sarasota living. Schedule your showing today!
Listing is courtesy of: AGILE GROUP REALTY (813-569-6294)
Listing Agent: Ryan Scott (410-402-3550)
2156 ORCHID ST, SARASOTA, FL 34239
$899,000289 Days on yellowkey MLS ID: A4663262
REDUCED by $51,000 (5.4%) on 05/26/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1850 Built: 2024 Tax: $3,119 (2024)Community: South GateSpa: YesSingle Family
Taxes:$3,119
Remarks: If you’re looking for a true “wow” factor, this stunning new-construction residence delivers. This custom-designed home combines luxury finishes with thoughtful functionality. Step inside to soaring 16-foot ceilings and dramatic exposed beams in the great room, creating an impressive sense of space. The chef’s kitchen is the centerpiece, featuring a striking brown agate back-lit island, granite countertops, modern cabinetry with pullouts and utensil organizers, an eight-burner professional range with bread and baking oven, custom vent hood, and upscale appliances—perfect for entertaining. Throughout the home, you’ll find large-format tile floors, custom window treatments, and the option to purchase designer furnishings. Offering 3 spacious bedrooms and 2.5 baths, this residence blends style and comfort seamlessly. Outdoor living is just as impressive, with a brand-new modern pool and pool cage (completed August 2024), a Jacuzzi brand hot tub, and a private outdoor shower with hot and cold water. The property is professionally landscaped, freshly painted inside and out (August 2025), and boasts impact windows and doors, ensuring safety, efficiency, and some of the lowest homeowners insurance rates available. Additional highlights include a tankless gas water heater, gas and electric dryer connections, and no flood zone location. Situated on one of Sarasota’s highly coveted “Flower Streets,” this property offers rare flexibility: the City of Sarasota permits 7-night minimum rentals, and the home is not subject to Southgate deed restrictions. Just 1 mile south of Sarasota’s luxury waterfront downtown, and less than 3 miles to the world-famous Siesta Key Beach, the home is also walkable to Conner’s Steakhouse, Baker & Wife, shopping, dining, banks, and groceries—all tucked away on a quiet dead-end street.
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
6269 DONNINGTON CT, SARASOTA, FL 34238
$495,00037 Days on yellowkey MLS ID: A4692578
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1543 Built: 1999Monthly Fee: $71 Tax: $5,059 (2025)Community: Wellington ChaseSingle Family
Taxes:$5,059
Elementary School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. Welcome to the desirable Wellington Chase community in Palmer Ranch. This well-designed 3-bedroom, 2-bath home features a split floor plan with high ceilings and an spacious living/dining room combination that opens to the lanai and pool through sliding glass doors. Just off the foyer, you’ll find a unique small office thoughtfully tucked into a closet. The eat-in kitchen offers a large walk-in pantry and convenient access to the main living areas. The primary suite is a private retreat featuring its own slider to the lanai, a generous walk-in closet, and an en-suite bath with dual sinks, a garden tub, and a separate shower. Bedroom two includes a large closet and direct access to the main bath, which is also accessible from the hallway, while bedroom three overlooks the pool and lanai. ROOF IS 2024. Enjoy Florida living at its best with a fully caged inground pool and two outdoor entertaining areas, including a shaded space perfect for relaxing. Additional features include a laundry room with storage cabinets and a 2-car garage. With low HOA fees and a prime location near shopping, dining, The Legacy Trail, Selby Aquatics Center, YMCA at Potter Park, and a short drive to Siesta Key Beach, this home offers both comfort and convenience in one of Sarasota’s most sought-after areas. FENCING ALLOWED with HOA approval.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Brandi Furlan (941-894-9888)
7920 MAINSAIL LN, SARASOTA, FL 34240
$2,150,00021 Days on yellowkey MLS ID: A4694620
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3216 Built: 2021Monthly Fee: $444 Tax: $18,596 (2025)Community: Lakehouse Cove/Waterside Ph 3Spa: YesSingle Family
Taxes:$18,596
Remarks: Under contract-accepting backup offers. Exclusive custom-designed Talise by Arthur Rutenberg Homes, ideally situated within the highly sought-after Lakehouse Cove at Waterside community. Elegant iron front double doors welcome you into a stunning great room featuring engineered hardwood floors, soaring vaulted ceilings accented with decorative beams, and an expansive open-concept layout filled with abundant natural light. The gourmet kitchen is beautifully appointed with a gas cooktop, built-in double ovens, refrigerator, microwave, wine refrigerator, quartz countertops throughout, custom cabinetry, and a spacious walk-in pantry designed for both style and functionality. Floor-to-ceiling impact sliding glass doors create seamless indoor-outdoor living, opening to a spectacular private retreat complete with a saltwater pool and spa, upgraded ClearView screen enclosure, expansive entertaining area, and fully equipped outdoor kitchen — perfect for enjoying the Florida lifestyle year-round.This thoughtfully designed residence features 3 spacious bedrooms, 3 bathrooms, a private den, powder room, and a versatile bonus room. The luxurious primary suite offers dual walk-in closets, while the multipurpose laundry area includes additional space ideal for a small office, hobby area, or extra storage. Additional upgrades include a tankless hot water heater, integrated Sonos sound system, and refined designer finishes throughout. A 3-car side-loading garage enhances curb appeal while providing generous storage and functionality. Perfectly positioned on a beautiful private preserve homesite, this exceptional residence offers privacy, sophistication, and resort-style living just moments from Waterside Place dining, shopping, entertainment, parks, and the popular farmers market. Residents of Lakehouse Cove at Waterside enjoy premier resort-style amenities including an upscale clubhouse, lakeside pool and spa, fitness center, playground, dog park, walking trails, tennis and pickleball courts, dock house with lake access, and kayak storage. Ideally located near Sarasota’s world-class beaches, cultural attractions, and vibrant lifestyle destinations, this exceptional home offers the very best of luxury Florida living.Schedule your private showing today to experience this exclusive custom residence firsthand.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
3000 SOUTHWEST DR, SARASOTA, FL 34239
$12,750,000200 Days on yellowkey MLS ID: A4672971
REDUCED by $500,000 (3.8%) on 04/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 8125 Built: 2003 Tax: $109,050 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$109,050
Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.
Listing Agent: Kim Ogilvie (941-951-6660)
3317 PINE VALLEY DR, SARASOTA, FL 34239
$565,656285 Days on yellowkey MLS ID: A4663718
REDUCED by $9,344 (1.6%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1964 Tax: $4,160 (2024)Community: Frst Lakes Country Club EstatesSingle Family
Taxes:$4,160
Remarks: REMODELED SPACIOUS OPEN FLOOR PLAN IN FOREST LAKES COUNTRY CLUB CLOSE TO GOLF COURSE THIS CLASSIC FEATURES A NEW KITCHEN WITH A TON OF SHAKER CABINETS AND QUARTZ COUNTER TOPS. ALL NEW STAINLESS APPLIANCES INCLUDING A KITCHENAIDE FRENCH DRAWER REFRIGERATOR.THE REMODEL INCLUDED NEW HURRICANE RATED WINDOWS THROUGHOUT AND A NEW BARREL TILE ROOF. THE INTERIOR IS FRESHLY PAINTED AND HAS ALL NEW DOORS. THE FLOORS FEATURE A MODERN WOODLIKE LAMINATE WHICH GIVES THE INTERIOR A WARM COZY FEEL. BATHROOMS WERE UPDATED WITHOUT NEW VANITIES SHOWER TILE AND STYLISH ARMITAGE AQUA FIXTURES. THE INTERIOR HAS MANY 54" CASA SALERNO CEILING FANS. HUGE FAMILY ROOM WITH FIVE PICTURES WINDOWS OVER LOOKING A SHADY BACKYARD BRINGS A TOUCH OF NATURE INSIDE.THIS EKEGANT HOME ALSO FEATURES A NEW TANKLESS HOT WATER HEATER, NEW LANDSCAPING BEDS, MYRAID OF CLOSET SPACE AND FRESHLY PAINTED EXTERIOR. THE ONLY THING MISSING IS YOU AND YOUR FRUNITURE!!
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
703 WHITFIELD AVE, SARASOTA, FL 34243
$749,000154 Days on yellowkey MLS ID: A4677614
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1842 Built: 1958Monthly Fee: $1 Tax: $5,033 (2024)Community: Whitfield EstatesSpa: NoSingle Family
Taxes:$5,033
Remarks: Appraised at 750k this completely remodeled home over 375k spent up to an exceptional standard with expansive views of Sara Bay Golf Club. The home sits on a .38-acre lot and has a large completely enclosed swimming pool. Outdoor entertaining is a breeze with the indoor-outdoor patio accessed through expansive sliding doors. The kitchen designed for the chef of the family has stainless steel appliances along with Cambria quartz countertops with waterfall edges. Adjacent to the chef's kitchen is a separate wine and coffee area with built in wine fridge for your evening glass. The Primary bedroom features a huge his and hers closet along with a primary bathroom that has a soaking tub and dual outlet steam shower for your relaxation. The guest bedroom also has a contemporary feel along with walk in shower. All landscaping has been professionally installed and water for the exterior is fed from underground well water. There is also a new exterior shed for your belongings. The roof was replaced in 2023 and the attic completely insulated with closed cell foam insulation in the roof. Quick and easy access to Lido Beach, St. Armands Circle and downtown Sarasota, with UTC, Longboat Key and Anna Maria Island close by as well! Only one mile to Sarasota Bay but not in flood zone (Zone X). Gas is available with new meter. This house must be seen it will not disappoint. Bedroom Closet Type: Walk-in Closet
Listing is courtesy of: MVB REAL ESTATE LLC (702-755-6657)
Listing Agent: Martin Rake (702-755-6657)
440 MEADOW LARK DR, SARASOTA, FL 34236
$11,300,000256 Days on yellowkey MLS ID: A4666605
1 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6880 Built: 2023Monthly Fee: $110 Tax: $82,533 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$82,533
Remarks: A breathtaking fusion of architectural brilliance and design sophistication, 440 Meadow Lark Drive is arguably the finest residence ever constructed in Sarasota. Envisioned by the masterful minds of architect Clifford Scholz and Voigt Brothers Construction, this custom estate is a testament to elevated living where no detail has been spared. From the moment you approach the bespoke exterior elevations, crafted to distinguish with striking individuality you realize this is not merely a home, but a work of art. Step inside to discover nearly 7,000 square feet of flawlessly curated interiors where each room tells a story. Italian oak floors, Gucci, Phillip Jeffries, and Holly Hunt wallpapers, and SAWW’s custom cabinetry set the tone for refined elegance. Every room is inspired by the glamor of Kelly Wearstler’s Hollywood Regency style and brought to life by renowned designer Christiana Engert, while the entire home functions as a smart residence, seamlessly blending intuitive technology with timeless luxury. At the heart of the home, the kitchen is both showpiece and workspace, featuring Dolomite marble counters with protective tough-skin, double dishwashers, Wolf, Sub-Zero, and Miele appliances, and a hidden pantry with display cabinetry, wine chiller, and artwork. The adjacent morning room is perfect for casual lounging, complete with custom cabinetry and a discreet TV. The living room exudes warmth with a Nero Marquina marble gas fireplace, generous seating, and captivating water views, while the dining room stuns with a one-piece luxe side table and a dramatic custom chandelier. Entertain effortlessly in the media room with surround sound, three TVs, and a custom bar. An adjacent butler’s pantry includes an additional refrigerator, washer/dryer, dishwasher, and concealed storage. The 1400+ bottle wine cellar is a masterpiece unto itself. With custom artistic designs, backlit lighting, and a commercial capacity cooling system, the one-of-a-kind space is perfect for the most discerning collector. The primary suite is a sanctuary of indulgence with hand-painted wallpaper, sweeping waterway views, and his-and-her closets with exquisite built-ins, chandelier, a marble island, and boutique-style jewelry displays. The spa bathroom features gold-leaf inspired tile, dual vanities, and indoor and outdoor showers. Ascend the single-piece staircase to the upper level, where guest suites are equally impressive with vaulted ceilings, en-suite baths, and private access to the second-floor entertainment terrace. A loft with clerestory windows, serving bar, and hidden storage provides flexibility as a guest lounge, office, or retreat. A separate-access guest suite doubles as an office or bonus room, with its own bath and dramatic architectural lines. Outdoors, resort-level amenities await. The lanai offers seamless indoor-outdoor flow through oversized sliders, a full outdoor kitchen, fireplace, and multiple seating areas beneath tongue-and-groove ceilings. Limestone pavers surround a saltwater pool and spa designed for comfort and elegance, while a 20,000 lb boat lift and 7,000 lb deck lift for kayaks or paddleboards make this an ideal waterfront escape. Stunning privacy landscaping by Michael A. Gilkey ensures serenity across the grounds. With concrete walls on both levels, an 8-inch concrete slab second floor, full-house generator, whole-house water softener, and natural gas, this estate combines enduring structure with breathtaking beauty.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
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