Location: Sarasota
Do Not Show Listings
4732 MEADOWVIEW CIR, SARASOTA, FL 34233
$564,90014 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,347
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2025
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)
7365 S SERENOA DR, SARASOTA, FL 34241
$1,500,00017 Days on yellowkey MLS ID: A4693434
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4588 Built: 1999Monthly Fee: $170 Tax: $7,863 (2025)Community: Serenoa Ph 3Single Family
Taxes:$7,863
Elementary School: Lakeview Elementary
High School: Riverview High
Remarks: If you've been dreaming of a home that actually lives as good as it looks, this is it. This magnetic home is tucked inside the gated community of Serenoa, where lots are sized from half an acre to over an acre, streets are lined with trees, and there's a golf course right in the neighborhood (membership is optional). This 4-bedroom, 4-bath home with a private office, bonus room, loft, and fitness room has everything you could want under one roof and in a wonderful sought after gated community. Pull up and you'll immediately notice the brilliant curb appeal. A paved courtyard with a fountain and lush tropical landscaping gives it that "wow" moment before you even step inside. The front door is a custom steel door that was added in 2020, a lovely impression that leads to the welcoming foyer with designer tile, elegant archways, a chandelier, and a spiral staircase up to the loft. The layout is generous and smartly designed. Surround sound is throughout, inside and outside on the lanai. There's a private office with custom built-ins, a formal sitting room, formal dining room, gym, den and loft, offering plenty of room to work from home, host guests, or to simply spread out. Rich tile flooring runs through the main living areas, and the split-bedroom floor plan keeps things private where it counts. The kitchen is the real heart of the home, which was remodeled in 2020 with new wood cabinets, and quartz countertops. A sprawling island with bar seating and pendant lights, an electric range and hood, stainless appliances, a butler's pantry & a breakfast nook with pool views... it's the kind of kitchen that makes cooking (and entertaining) genuinely enjoyable. The family room right alongside it has a coffered ceiling, fireplace, custom built-ins, and pocketing sliding glass doors that open right up to the gorgeous lanai. The primary suite is where you'll want to start and end every day. It has direct access to the lanai and pool, a coffered ceiling, a cozy window seat, and a connected gym. The bathroom is well laid out: dual vanities, soaking tub, walk-in shower, and a large walk-in closet. The guest rooms are roomy and well-placed, and the den, with a wet bar and its own lanai access, is perfect for a secondary flex space. Head upstairs and the loft that offers a bathroom with walk-in shower and balcony overlooking the pool is ready for whatever you need: a guest suite, game room, or quiet retreat. The outdoor space, front and back is where this home truly shines. The screened lanai wraps around a resort-style walk-in pool and spa with a waterfall, covered lounge areas, three gas fire pits, and an outdoor kitchen with a grill, range hood, sink, fridge, and storage, all with peaceful lake views. Multiple pocketing glass doors make the inside-outside flow completely seamless. New pavers were installed in driveway, walkway and front landing...this is when the unique rounded step entry was added. The construction of this home is absolutely quality...the foundation was raised by 3 extra blocks, pool cage has 12" side beams & upper 12" beams, yet more additions to the quality and elegance of this home. The tile roof was covered with Perma-Seal and 2 coats of Uni-flex Paint...a complete list of home improvements is available upon request. This home is solidly built & very well-maintained. This is a home you have to visit to truly appreciate. Come see it for yourself.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
5333 CHARLIE BROWN LN, SARASOTA, FL 34233
$540,00046 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)
5400 OCEAN BLVD #6-4, SARASOTA, FL 34242
$1,250,000272 Days on yellowkey MLS ID: A4663880
1 Days Off yellowkey (back on 5/26/2026)
REDUCED by $50,000 (3.8%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1970 Tax: $10,071 (2025)Community: TerraceCondo
Taxes:$10,071
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. MAJOR PRICE REDUCTION! The lowest-priced 2-bedroom residence at Beach Terrace in over 8 years—this is the opportunity of the decade! Welcome to one of Siesta Key's most desirable addresses. This exceptional corner residence offers direct Gulf of Mexico frontage, perfectly positioned at the end of the village where luxury meets convenience. Prepare to be captivated by panoramic vistas from your three spacious private balconies. Enjoy unobstructed views of pristine white sand beaches, sparkling aqua Gulf waters, downtown Sarasota's skyline, and even Longboat Key on clear days. Watch the twinkling lights of Siesta Key Village create an unforgettable backdrop as the sun sets—easily among the best views on Siesta Key. Enter through an inviting foyer with elegant tiled flooring leading into a beautifully updated kitchen featuring granite countertops, modern cabinetry, and stainless appliances. The spacious living area showcases dual sliding glass doors framing stunning Gulf views. The generous dining area provides ample space for entertaining. The primary bedroom features a private Gulf-view balcony with two full-size beds and an elegant ensuite bath with updated tile, modern cabinetry, and granite countertops. The guest bedroom offers a full bed and private sliding door to dazzling Gulf views, plus an updated full bathroom with modern finishes and tile shower. Elevated heated saltwater pool with sunset views, modern fitness center, community room, covered parking, and gated security with onsite management. Private beach access puts you steps from world-renowned Siesta Key Beach. Nestled at the end of the village, enjoy tranquility and convenient access to Siesta Key Village shops and restaurants—no car needed once you arrive. Beach Terrace represents the pinnacle of Gulf-front living. With the lowest pricing for a 2-bedroom in over 8 years, this move-in ready split-floor plan residence is your once-in-a-decade opportunity to own paradise where stunning views, luxury amenities, and coastal elegance unite.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
105 TUCKER AVE, SARASOTA, FL 34232
$599,995125 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)
10601 ORBIT TER, SARASOTA, FL 34241
$269,25963 Days on yellowkey MLS ID: A4688131
REDUCED by $7,000 (2.5%) on 04/30/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1219 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchSpa: NoTownhouse
Taxes:$0
Elementary School: Pine View School
Remarks: Under Construction. What's Special: Convenient 1st Floor Living | Close to Park | Close to Trails. New Construction - June Completion! Built by America's Most Trusted Home Builder. Welcome to the Ivy at 10601 Orbit Terrace in the Towns at Skye Ranch! This thoughtfully designed townhome offers approximately 1,219 square feet with two bedrooms and two and one half bathrooms, creating a bright and comfortable place to call home. The foyer opens to a welcoming kitchen at the front of the home, complete with a large pantry and a convenient half bath. From there, the layout flows into the dining area and great room, an easygoing space for everyday living. Just beyond the great room, an outdoor patio invites you to relax and enjoy the fresh air. Upstairs, the private primary suite serves as a peaceful retreat, while a secondary bedroom and full bathroom offer flexibility for guests or home office needs. The laundry area is also located on the second floor for added convenience. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: Additional Highlights Include: Upgraded luxury vinyl plank on first floor, upgraded carpet on second floor, upgraded quartz countertops, upgraded cabinets in kitchen and bathrooms, and whole house 2" faux wood blinds package. Photos are for representative purposes only. MLS#A4688131
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
4310 74TH AVE E, SARASOTA, FL 34243
$499,50073 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)
2917 MICHIGAN ST, SARASOTA, FL 34237
$409,90061 Days on yellowkey MLS ID: TB8492451
REDUCED by $10,000 (2.4%) on 05/26/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1066 Built: 1957 Tax: $776 (2025)Community: Bonita ManorSpa: NoSingle Family
Taxes:$776
Elementary School: None
High School: None
Middle School: None
Remarks: BRING ALL OFFERS! Seller offering closing cost assistance NEW PRICE - MOTIVATED SELLER BEST PRICED FULLY RENOVATED HOME IN THE AREA Price Improvement – Even More Value in an Incredible Location! This beautifully renovated 3-bedroom, 2-bathroom home just became an even better opportunity! With a recent price adjustment, this move-in ready property offers unbeatable value—perfect for buyers looking for style, comfort, and location without middle course. Fully Renovated Move-In Ready Dream Home – NO HOA & Minutes to World-Class Beaches! Welcome to this beautifully updated 3-bedroom, 2-bathroom home where everything has been completely renovated—so you don’t have to lift a finger! This is the definition of turn-key living with modern upgrades, stylish finishes, and unbeatable location perks. NO HOA means more freedom, fewer restrictions, and no extra monthly fees! Enjoy peace of mind with major upgrades already completed, including a brand-new roof, all-new PVC plumbing, and energy-efficient windows equipped with hurricane protection screens. The stunning modern kitchen is designed to impress: Sleek LG stainless steel appliances Eye-catching two-tone cabinetry (blue lowers & white uppers) Elegant quartz countertops Both bathrooms have been fully remodeled with contemporary finishes, and the home features a convenient indoor stackable laundry area. Throughout the home, you’ll love: Durable and stylish vinyl flooring Upgraded 5-inch baseboards Fresh, modern interior and fresh landscaping that boosts curb appeal Step outside to your private backyard oasis, complete with a vinyl privacy fence and double gate—perfect for entertaining, pets, or storing boats and toys—with an added storage shed for convenience. The exterior is protected by a lifetime guaranteed elastomeric coating (not paint!), offering long-lasting durability with a transferable warranty. Location, Location, Location! Just minutes from some of the most beautiful beaches in the country, including Siesta Key Beach—ranked #1 beach in the U.S. and #4 in the world by the Tripadvisor Travelers’ Choice Awards 2025. Famous for its 99 perc. quartz sand that stays cool to the touch, crystal-clear waters, and expansive shoreline, this Gulf Coast gem is truly world-class. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property checks every box. Just move in and start enjoying the Florida lifestyle!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
3827 SUGAR LN, SARASOTA, FL 34235
$475,00095 Days on yellowkey MLS ID: A4683845
0 Days Off yellowkey (back on 3/10/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1964 Built: 1969 Tax: $4,323 (2025)Community: Kensington ParkSingle Family
Taxes:$4,323
Remarks: Under contract-accepting backup offers. a beautifully maintained 3-bedroom, 2-bathroom home with a 2-car garage that offers comfort, efficiency, and an ideal location. This home is equipped with fully paid-off solar panels, keeping your electric bills low and energy costs predictable. The roof was replaced in October 2024, giving peace of mind for years to come, and the entire property is protected with hurricane-rated Kevlar shutters for added security and storm readiness. Designed with entertaining in mind, the home features great indoor and outdoor space for hosting. With power lines behind the property, you’ll enjoy rare backyard privacy with no direct rear neighbors plus easy rear access to store a boat, trailer, or additional equipment. Perfectly situated just minutes from UTC, Downtown Sarasota, and Lakewood Ranch, you’ll have quick access to shopping, dining, entertainment, and top-rated amenities while still enjoying the comfort of a quiet residential setting. This move-in-ready home blends practicality, efficiency, and location — a must-see!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Emily Feliciano (941-806-7445)
850 S TAMIAMI TRL #207, SARASOTA, FL 34236
$198,00024 Days on yellowkey MLS ID: A4692567
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1997 Tax: $793 (2024)Community: Central Park Sec 2 Ph 1Condo
Taxes:$793
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Discover this charming condominium located in downtown Sarasota, nestled in Central Park 2. Enjoy a range of amenities, including tennis courts, a heated pool and spa, a BBQ area, bike and kayak storage, a fitness-equipped clubhouse, a private deck, and a dock with a kayak launch for fishing and observing manatees. This ground-level unit features a cozy living room, a dining nook, a well-equipped kitchen with a bar, a full bathroom, and a washer and dryer. The unit has been remodeled with new kitchen cabinet doors, refinished countertops, updated light fixtures and fans, a new bathroom vanity, and a refinished bathtub. Relax on the screened lanai off the living room, where you can enjoy fresh air in a prime location near the Bayfront and downtown. Small dogs weighing up to 35 pounds are allowed. Schedule your showing today!
Listing is courtesy of: CENTRAL PARK REALTY CORP. (941-809-0034)
Listing Agent: Ross Bryans (941-809-0034)
3424 TANGLEWOOD DR, SARASOTA, FL 34239
$899,00010 Days on yellowkey MLS ID: A4694194
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3147 Built: 1962Monthly Fee: $17 Tax: $8,708 (2025)Community: South GateSingle Family
Taxes:$8,708
Elementary School: Wilkinson Elementary
Remarks: Welcome to this lakefront retreat with a private guest suite with direct access to Phillippi Creek located in Southgate! This is a rare opportunity to own private waterfront with access to scenic Phillippi Creek and the Intracoastal Waterway. This exceptional property combines timeless design, modern upgrades and Florida indoor-outdoor living, all with no history of hurricane water intrusion, according to the owner. From the moment you arrive, the home’s curb appeal impresses with a circular driveway, paver walkways, an additional paver parking pad, mango and avocado trees and a fully fenced setting surrounded by lush, mature landscape. Enter through stunning French doors with stained glass into a bright, tropical-inspired entry. Inside, the open-concept living space is expansive and inviting, anchored by a gas fireplace and enhanced by updated windows that fill the home with natural light. The chef’s kitchen is functional and stylish, featuring a curved stone countertop and bistro-height seating, Murano glass pendants and recessed lighting, a six-burner natural gas cooktop and stainless-steel appliances, including a Bosch dishwasher. Designed for entertaining, the outdoor living area is exceptional. Enjoy an expansive paver patio with a tranquil wall-mounted fountain and a summer kitchen with a gas grill, refrigerator, sink, single gas burner and an exterior-vented commercial-grade hood. The backyard overlooks serene views of Lake Seclusion and the dock. Watch the ducks, herons, egrets, cormorants and leaping fish. The primary suite is a private sanctuary, spacious, light-filled and surrounded by glass sliders opening to the patio with peaceful water views. Features include dual oversized walk-through closets, an elegant en suite bath with split vanities, granite countertops, a jetted soaking tub on an elevated platform and a walk-in shower with glass block detail and water closet. Further highlights in this wing are two more large bedrooms with a shared bath, walk-in shower and pedestal sink. Another standout feature of this home is the fully equipped multigenerational living suite/home office/artist studio complete with a private entrance and courtyard, separate air-conditioning system and kitchen with appliances. The suite has a living room/bedroom combo and a full bath with a new tile shower and linen closet. Connecting the guest suite with the three bedrooms and two baths is a spacious butler's pantry with a full-size refrigerator and wine chiller as well as a washer, dryer, utility sink and extensive storage. The oversized attached garage has an updated automatic door opener motor, cabinets and shelving. In the backyard are the Rinnai tankless gas water heater, a well-fed irrigation system, exterior lighting, a private outdoor shower and a small storage shed. The roof was replaced in 2022 and one of two AC units was replaced the same year. This is more than a home; it’s a private retreat offering flexibility, functionality and exceptional waterfront living plus the option of income production. It is minutes from downtown, the beach and shopping without the inconvenience of bridges or seasonal traffic. The desirable neighborhood is quiet and stable with mature trees lining the gently curving street. Remarkably, this house has had only three owners, a sign of how special it is to live there.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Cindy Taliaferro (941-894-7269)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$635,00056 Days on yellowkey MLS ID: A4688618
REDUCED by $30,000 (4.5%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$8,550
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay the Special Assessment for the upgraded pool.
Listing Agent: Dana Cook Westmark (941-356-5091)
5313 SAN JUAN DR, SARASOTA, FL 34235
$295,000117 Days on yellowkey MLS ID: N6142648
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1258 Built: 1972 Tax: $3,039 (2025)Community: De Soto LakesSpa: NoSingle Family
Taxes:$3,039
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Custom Built -Great starter home with Water Views in DeSota Lakes community located in highly desirable Sarasota FL. Expansive water views from Living Room - Kitchen- Dining and both bedrooms. Sliding glass doors lead out to the covered patio with a large backyard. Wood burning fireplace will take the nip out of the air on that rare occasion. Plenty of parking for your boat/RV. This home has a lot of potential to make your very own. NO HOA or CDD fees here.
Listing Agent: Tammy Kitt (941-284-7274)
4017 CROCKERS LAKE BLVD #14, SARASOTA, FL 34238
$238,80017 Days on yellowkey MLS ID: O6408358
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1989 Tax: $2,337 (2025)Community: Vintage GrandCondo
Taxes:$2,337
Remarks: Auction Property. AUCTION/OCCUPIED. 3 bedrooms/ 2-bathroom condominium with 1,260 square feet space in the Vintage Grand community in Palmer Ranch. Community has clubhouse, pool, fitness center, tennis and basketball courts, playground, picnic areas, and walking trails. Buyers will be required to sign a occupancy declaration. Property is sold “as is” with NO property disclosures, NO inspection reports, NO interior photos, NO lease in place, NO access- The seller does not represent or guarantee occupancy status. NO VIEWINGS of this property. Please DO NOT DISTURB the occupant. Buyer is responsible for obtaining possession of the property upon closing.
Listing is courtesy of: REALHOME SERVICE & SOLUTIONS INC (770-937-5747)
Listing Agent: Jamarr Zellner (770-937-5747)
5108 SANDY SHORE AVE, SARASOTA, FL 34242
$1,050,00010 Days on yellowkey MLS ID: A4694309
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1681 Built: 1960 Tax: $4,305 (2025)Community: Sara SandsSpa: NoSingle Family
Taxes:$4,305
Elementary School: Phillippi Shores Elementary
Remarks: Capturing the essence of “location, location, location,” this canal-front pool home is ideally situated on a quiet cul-de-sac street on the desirable north end of Siesta Key. Offering 2 bedrooms & 2 bathrooms, the well-maintained, albeit dated, residence presents an exceptional opportunity to update or build the custom waterfront estate of your dreams. Set in a premier location where the true value lies in the land and lifestyle, the property has not experienced flooding and offers the rare combination of tranquility, boating access, and proximity to the beach. Just 1.1 miles away are the world-renowned white quartz sand beaches of Siesta Beach, with Beach Access #5 conveniently located at the west end of Siesta Key Village. The Village is known for its vibrant island atmosphere, featuring an eclectic mix of restaurants, boutiques, nightlife, and entertainment. For boating enthusiasts, the home offers an 18 minute +/- boat ride via the Grand Canal to Sarasota Bay, with direct access to Big Pass and the Gulf of Mexico. Whether you envision relaxing poolside, spending carefree days at the beach, enjoying boating adventures, or embracing the vibrant island lifestyle, this property offers endless possibilities in one of Sarasota’s most coveted waterfront locations.
Listing Agent: Angela Adams (941-809-9760)
1712 CLEAT LN, SARASOTA, FL 34240
$499,00019 Days on yellowkey MLS ID: A4693290
1 Days Off yellowkey (back on 5/24/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1850 Built: 2024Monthly Fee: $249 Tax: $5,789 (2025)Community: Nautique/WatersideTownhouse
Taxes:$5,789
Elementary School: Tatum Ridge Elementary
Remarks: Under contract-accepting backup offers. Enjoy the convenience of being within walking distance to Waterside Place, known for its waterfront dining, boutique shopping, and vibrant community events. This fully furnished townhome offers 3 bedrooms, 2.5 baths, a first-floor den/flex space, 1,850 square feet, and a 2-car garage, all complemented by a bright and airy feel throughout. Presented just like a model, the home is completely move-in ready so you can immediately begin enjoying the Waterside lifestyle. Impact windows and doors provide added peace of mind, while the HOA includes lawn care and offers some of the most affordable fees in all of Waterside for truly low-maintenance living. Outdoors, a private courtyard serves as a peaceful extension of the home, perfect for relaxing and enjoying the Florida sunshine. Residents of Nautique enjoy a community pool overlooking Kingfisher Lake, pickleball courts, a playground, dog park, and miles of scenic walking trails. Positioned among the residences closest to both the community amenities and Waterside Place, the location offers one of the most walkable lifestyles in the area. Situated in the southernmost part of Lakewood Ranch, Nautique provides excellent accessibility to downtown Sarasota and the Gulf beaches while still maintaining close proximity to the Farmers Market, Ranch Nites, waterfront dining, and everyday conveniences of Waterside Place.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Monica Lesuer (941-525-7278)
2858 ORIOLE DR, SARASOTA, FL 34243
$468,00027 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
$6,945,000365 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 is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Smith, Iv (407-460-1564)
3586 RECURVE CIR, SARASOTA, FL 34240
$1,999,999153 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
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)
4034 WILSHIRE CIR E #154, SARASOTA, FL 34238
$409,00010 Days on yellowkey MLS ID: A4693402
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1990 Built: 1989 Tax: $1,845 (2025)Community: Lakeshore VillageVilla
Taxes:$1,845
Remarks: Under contract-accepting backup offers. MUST SEE THIS REMODEL! Located in the highly desirable Lakeshore Village community in Sarasota, this beautifully remodeled 3-bedroom, 2-bath attached villa with a 2-car garage offers nearly 2,000 square feet of stylish, move-in-ready living just minutes from Siesta Key Beach, shopping, dining, I-75, and everything Sarasota has to offer. From the moment you step inside, you’ll appreciate the light, bright open floor plan with vaulted ceilings, luxury vinyl plank flooring throughout, fresh interior paint, updated lighting, and designer touches at every turn. The spacious great room is ideal for entertaining and features a custom built-in wine and beverage station, creating the perfect gathering space for family and friends. The remodeled kitchen is both beautiful and functional, showcasing custom cabinetry, quartz countertops, decorative tile backsplash, stainless steel appliances, and updated fixtures designed for everyday living with effortless style. The primary suite offers a true retreat with a fully redesigned bath featuring double vanities, a private water closet, large linen storage, and an expansive walk-in shower with dual shower heads and decorative tile accents. Bedroom 3, accented by stylish barn doors, is currently used as a den/home office, while Bedroom 2 provides flexible space for guests, hobbies, or a private retreat. Step onto the enclosed Florida room and enjoy lush tropical landscaping and a peaceful backyard setting — the perfect spot for morning coffee, relaxing with a book, or simply enjoying Florida living year-round. Located in Flood Zone X, where flood insurance is not required, this home also offers exceptional maintenance-free living. Monthly condominium fees include CABLE, INTERNET, lawn care, pest control, exterior maintenance, exterior painting, roof reserves, and irrigation of common areas. Residents of Lakeshore Village enjoy an active lifestyle with access to a heated and chilled community pool, tennis and pickleball courts, clubhouse, billiards room, library, community kitchen, and a full calendar of social activities and neighborhood events. Beautifully updated, impeccably maintained, and perfectly located — this Sarasota villa is truly move-in ready and sure to impress.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Maggie Nasser (941-780-1006)
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