Location: Sarasota
Do Not Show Listings
3099 DICK WILSON DR, SARASOTA, FL 34240
$1,725,000179 Days on yellowkey MLS ID: A4673663
REDUCED by $100,000 (5.5%) on 05/27/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 4069 Built: 1990Monthly Fee: $369 Tax: $7,352 (2024)Community: Laurel Oak EstatesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,352
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: This is the one * WELCOME TO LAUREL OAK ESTATES & COUNTRY CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This EXECUTIVE HOME BOASTS PANORAMIC VIEWS of a LARGE LAKE & GOLF COURSE * These are MUST SEE VIEWS * A very private setting that is perfectly positioned on OVER 1/2 ACRE * PRIDE OF OWNERSHIP SHOWS * Featuring 3 SPACIOUS Bedrooms & 3 Full Baths PLUS a Den/Office * Split Plan Design * Formal Living Room with BEAUTIFUL COFFERED CEILING * The Chef's Kitchen is stunning showcasing Double Ovens , Cook-top Island, GORGEOUS STONE Counter-tops, and ample storage * The Kitchen is open to the Family Room featuring a Wood-burning Fireplace * The Primary Suite is a true retreat with a Spa-style Bath * All of this wraps your OUTDOOR LIVING SPACE with a Panoramic Pool Cage for your Heated Pool * There are TWO Covered Lanais with a Summer Kitchen + Vented Grill * LARGE, open Backyard * Breathtaking custom landscaping throughout the property * OVERSIZED 2 Car Garage with a Separate Golf Cart Garage * This is a SPECTACULAR home with INCREDIBLE curb appeal + a classic circular driveway * Tile Roof is 8 years young * A/Cs are zoned, 3 years young & 9 years young * Volume Ceilings * 8 foot Sliding Glass Doors * This is the perfect home for entertaining or simply relaxing in your slice of paradise * A special opportunity behind the gates of Laurel Oak Estates, an outstanding Country Club community where nature and elegance abound. Offering 800+ acres of beauty and serenity, it is easy to see why some of the most discerning homeowners call Laurel Oak home. Optional club with outstanding facilities including 2 championship courses, 12 Har-Tru tennis courts, Junior Olympic-sized heated pool, & beautiful clubhouse, golf shop and attended locker rooms. Enjoy reciprocity with the Bird Key Yacht Club (boating, tennis, fitness, dining & social events) and quick easy access to I75, downtown, UTC Mall, World Famous Siesta Key beach and our other beautiful beaches * Golf is optional, but if you want a golf membership, BUY THIS HOME AND GO TO THE FRONT OF THE LINE FOR A GOLF MEMBERSHIP. 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)
2233 ALICE RD, SARASOTA, FL 34231
$349,00027 Days on yellowkey MLS ID: A4694209
3 Days Off yellowkey (back on 5/27/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1531 Built: 1957 Tax: $1,607 (2025)Community: Crecelius SubSpa: NoSingle Family
Taxes:$1,607
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Nestled on a quiet cul-de-sac in a sought-after school district, this beautifully maintained 2-bedroom, 1-bath home offers comfort, charm, and convenience. Situated on a large lot with mature trees and lush landscaping, the property features a new roof, new HVAC system, new hurricane-impact tinted windows, and new fencing for added privacy and peace of mind. Enjoy outdoor living with both front and back concrete patios, plus a spacious screened-in lanai perfect for relaxing or entertaining. Inside, the home offers skylights that bring in natural light, ceiling fans throughout, blinds already installed, a bonus room, and an additional utility/flex room ideal for a home office, hobby space, or extra storage.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Mariam Bourey (941-600-8114)
2869 SANDRINGHAM PL, SARASOTA, FL 34235
$519,00052 Days on yellowkey MLS ID: A4691164
1 Days Off yellowkey (back on 5/27/2026)
REDUCED by $30,000 (5.5%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2281 Built: 1991Monthly Fee: $700 Tax: $3,552 (2025)Community: Sandringham PlaceSingle Family
Taxes:$3,552
Elementary School: None
High School: None
Middle School: None
Remarks: Unique opportunity, easy living with spectacular views! Enjoy sweeping pond and deep golf course views, plus colorful sunsets, from this maintenance-free, no-pool home in The Meadows, a sought-after park-like oasis in a phenomenal location. A canopied street, charming gazebo and quiet cul-de-sac welcome you home. Inside, you’ll love the high ceilings, abundant natural light, walls of sliders, and comfortable great-room floor plan, all beautifully oriented to capture unforgettable water, golf course and sunset views. The spacious and private climate-controlled Florida room is ideal for relaxing and entertaining, dining, curling up with a book and enjoying the daily parade of birds. The semi-open kitchen features oak cabinetry, Venetian granite countertops, and stainless-steel appliances, including a French-door refrigerator. The primary suite is complemented by a stunning bath with solid-wood soft-cream cabinetry with walnut glaze, Bordeaux granite countertops, and a matching Roman shower. The guest bath offers a desirable zero-entry shower. On 1,600 park-like acres, The Meadows is a resort-style community just 15 minutes from downtown. Enjoy 14 miles of scenic trails and, for a low fee, access to a fitness center, Junior Olympic pool, pickleball, golf and Har-Tru tennis. You’ll be minutes to award-winning beaches, vibrant arts and culture, Whole Foods, Trader Joe’s, Nathan Benderson Park, Mote SEA Aquarium, the future Sarasota Orchestra and University Town Center, a favorite shopping and dining destination. Fully funded reserves, 2024 air-conditioning system, 2020 water heater, 2019 exterior paint, 2010 tile roof, above flood plain in zone X.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Fernando Viteri, Pa (941-400-7676)
2572 JEFFERSON CIR, SARASOTA, FL 34239
$749,00031 Days on yellowkey MLS ID: A4693524
REDUCED by $26,000 (3.4%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1434 Built: 1972 Tax: $6,795 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,795
Elementary School: Southside Elementary
Remarks: This TURN-KEY sought-after CITY LIMITS gem is situated on a large 0.22 acre lot with an oversized 1 stall garage! Step inside this beach inspired, open concept beauty that is filled with natural Southern exposed light. Luxury vinyl flooring flows throughout, while the well-appointed kitchen features quartz countertops and stainless steel appliances, perfect for both everyday living and entertaining. The French doors invite you to a private fenced backyard retreat that boasts a new heated sun-shelf pool with an expansive paver deck to lounge. Recent updates provide you with peace of mind! Accordion shutters and a new electrical service have been installed. No cast iron here! Plumbing and supply lines have been replaced! Weekly rentals are allowed so don't miss this TURN-KEY opportunity within the City Limits! This home serves as the prime gateway to a vibrant, active lifestyle with a wide array of local amenities right at your fingertips! Arlington Park's walking trails, basketball, tennis, outdoor fitness stations, and the aquatic center are all within half a mile! The beaches, downtown, arts, dining scene and highly rated schools are only minutes away – all within one of the most desirable City limit’s neighborhoods, and no HOA fees!!!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Kari Klein (941-961-7419)
2654 GRAND CAYMAN ST, SARASOTA, FL 34231
$367,00020 Days on yellowkey MLS ID: A4694859
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1190 Built: 1959 Tax: $2,737 (2025)Community: Bahama HeightsSingle Family
Taxes:$2,737
Remarks: One or more photo(s) has been virtually staged. Step into this move-in ready 2-bedroom, 2-bath home just minutes from world-famous Siesta Key and downtown Sarasota with no HOA restrictions! Enjoy the ultimate Florida lifestyle with top-rated schools and restaurants all within short distance, including Riverview High School and Phillippi Shores Elementary School. The open-concept living area features beautiful hand-painted ceiling details, abundant natural light, and a warm atmosphere perfect for relaxing. Major upgrades include a 50-year metal roof (2019), upgraded windows, new hot water heater (2025), upgraded kitchen and primary bathroom, and fresh interior paint (2026). High and Dry no flood insurance required! Schedule your private showing today! Move-in ready. List agent is owner.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Mary Birkhold (941-266-8679)
4801 EDGEMONT CT, SARASOTA, FL 34233
$799,00068 Days on yellowkey MLS ID: A4687407
REDUCED by $11,000 (1.4%) on 05/27/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2656 Built: 2001Monthly Fee: $167 Tax: $6,724 (2025)Community: EdgemontSingle Family
Taxes:$6,724
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Beautifully upgraded custom pool home in a prime central Sarasota location. This thoughtfully designed split floor plan offers an open, airy feel with a private office/den, spacious great room, and a generous owner's suite with luxurious ensuite — each additional bedroom featuring its own private bath. The renovated chef's kitchen includes granite countertops, custom soft-close cabinetry, stainless steel appliances, convection oven, wine refrigerator, pot filler, and breakfast bar. Interior highlights include tile and vinyl flooring, recessed lighting, volume and coffered ceilings, crown molding, and abundant natural light. Flexible living spaces accommodate multiple dining or work-from-home arrangements. The private outdoor retreat features a large screened lanai, heated saltwater pool and spa, covered patio, and lush tropical landscaping — complete with a pool bath, outdoor shower, propane heater, well irrigation, storm shutters, and impact-rated openings. 2026 updates include a new HVAC, Maytag washer/dryer, fully automated Pentair gas pool/spa heater, irrigation well pump, refrigerator, wine cooler, and a refinished three-car garage with new opener. Conveniently located near Siesta Key Beach, I-75, shopping, dining, and parks including Red Bug Slough, Urfer Family Park, and the Legacy Trail extension. Districted Schools (all A-rated on Niche): Elementary: Ashton Elementary Middle: Sarasota Middle School High School: Riverview High School All levels: Pine View School for the Gifted — ranked #1 public high school school in Florida and top school in the US
Listing is courtesy of: JOHN HARDING REALTY (941-777-3007)
Listing Agent: Gunnar Barcomb (941-374-9037)
7113 ANTIGUA PL, SARASOTA, FL 34231
$429,00033 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
Taxes:$3,716
Elementary School: Gulf Gate Elementary
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
$26,000,000159 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
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
$4,790,00035 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
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
$564,90028 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
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
$540,00060 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 Agent: Kristen Redding (941-350-0612)
105 TUCKER AVE, SARASOTA, FL 34232
$599,995139 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
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
$499,50087 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
$468,00041 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
$6,945,000379 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
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 Agent: Allen Smith, Iv (407-460-1564)
3586 RECURVE CIR, SARASOTA, FL 34240
$1,999,999167 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
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
$340,00047 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
$1,095,00026 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
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
$445,00034 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
$899,000292 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)
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