Location: Sarasota
Do Not Show Listings
850 S TAMIAMI TRL #207, SARASOTA, FL 34236
$198,00025 Days on yellowkey MLS ID: A4692567
4 Days Off yellowkey (back on 5/26/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1997 Tax: $793 (2024)Community: Central Park Sec 2 Ph 1Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$793
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
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)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$635,00057 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
Tax Year: 2025
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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
5313 SAN JUAN DR, SARASOTA, FL 34235
$295,000118 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
$238,80018 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
Elementary School: None
High School: None
Middle School: None
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)
1712 CLEAT LN, SARASOTA, FL 34240
$499,00020 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
Middle School: McIntosh Middle
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
$468,00028 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
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
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 is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
290 N WASHINGTON DR, SARASOTA, FL 34236
$6,945,000366 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
Middle School: Sarasota Middle
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
$1,999,999154 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
$409,00011 Days on yellowkey MLS ID: A4693402
1 Days Off yellowkey (back on 5/26/2026)
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)
4708 VIGNETTE WAY, SARASOTA, FL 34240
$274,00040 Days on yellowkey MLS ID: N6144033
REDUCED by $25,000 (8.4%) on 05/21/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2018Monthly Fee: $127 Tax: $2,598 (2025)Community: Artistry Ph 1ATownhouse
Taxes:$2,598
Remarks: One or more photo(s) has been virtually staged. PRICE ADJUSTMENT!!! How does an assumable loan with a 2.75% interest rate sound to you? Take advantage of just that with the purchase of this fabulous property! Welcome to a home that combines everyday functionality and a location that keeps you close to everything Sarasota has to offer. Built in 2018, this thoughtfully designed residence offers 3 bedrooms, 2.5 bathrooms, and 1,758 square feet of well-utilized living space, making it an ideal fit for those looking to simplify without sacrificing style or comfort. Step inside to an open-concept layout that creates a natural flow between the kitchen, dining, and living areas. The kitchen serves as the heart of the home, offering ample cabinetry, generous counter space, and a layout that makes both daily routines and entertaining feel effortless. Whether hosting friends or enjoying a quiet night in, the main living space is designed to adapt to your lifestyle. Upstairs, the bedroom layout provides a sense of separation and privacy, with a spacious primary suite that offers a comfortable retreat at the end of the day. Additional bedrooms provide flexibility for guests, a home office, or hobbies. One of the standout features of this home is the quiet lanai space, perfect for morning coffee, evening relaxation, or enjoying Florida’s year-round outdoor living. It offers a peaceful extension of the home without the maintenance of a larger outdoor area. Located in a convenient Sarasota setting, this home places you within easy reach of shopping, dining, and daily essentials while still offering a sense of calm and neighborhood appeal. New homeowners may wish to install their own preferred flooring and home is priced accordingly. For those seeking a newer built home, a functional layout, and a location that supports an easy lifestyle, this property presents a strong opportunity to step into homeownership with confidence. *** Reach out to the lender for more details on the assumable loan option.
Listing is courtesy of: PARADISE EXCLUSIVE INC (941-698-0303)
Listing Agent: Stephanie Ham (941-661-1462)
4035 S SCHOOL AVE #B3, SARASOTA, FL 34231
$90,00012 Days on yellowkey MLS ID: N6144411
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 561 Built: 1972 Tax: $1,909 (2025)Community: Oakwood GardensSpa: NoCondo
Taxes:$1,909
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. Discover the perfect blend of convenience, comfort, and investment potential in the heart of one of Sarasota’s best areas – just minutes from everything you love about this vibrant coastal city, with highly rated schools nearby! This charming first-floor 1-bedroom, 1-bath condo features easy-care tile flooring throughout, a relaxing pool view, and is clean, freshly updated, and truly move-in ready. Centrally located in such a prime spot for the ultimate Sarasota lifestyle, it’s within 2-3 blocks to Trader Joe’s and the newly built Bath & Racquet Residences & Club with limited public memberships to the fitness center, pool, pickleball, and tennis courts. Plus, it’s less than 2 miles to world-famous Siesta Key and a quick drive to Sarasota Memorial Hospital and downtown Sarasota. Enjoy community perks like a sparkling community pool, assigned parking plus ample guest spaces. Low-maintenance living with HOA fees covering: common area maintenance and taxes, community pool, reserve fund, cable, water/sewer, internet, pest control, and more essentials for worry-free ownership! All ages welcome – no restrictions! There is a reserved parking space (#16) and community laundry room, both are located by the community mailboxes. Fantastic rental opportunity: No waiting period to lease, with a quick rental approval required, and a 6-month minimum lease. The Reality Staged furniture and decor is available for a buyer to purchase direct from the vendors. A link to purchase the items can be made available. Don’t miss this rare opportunity to own a $90k gem in a prime location!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Michelle Hupp (941-773-5464)
9924 CRYSTAL ISLE CIR, SARASOTA, FL 34241
$559,00062 Days on yellowkey MLS ID: A4688051
REDUCED by $6,000 (1.1%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2188 Built: 2024Monthly Fee: $307 Tax: $6,768 (2025)Community: Grand Park Ph 2 RepSingle Family
Taxes:$6,768
Elementary School: Lakeview Elementary
Remarks: 18K Price enhancement. Let's Go! Practically new with a beautiful view! Make your way to Grand Park by Neal Communities, a masterfully designed amenity rich community, and soak in the charm the moment your enter. Meander through expansive green areas, pass state of the art amenities, and find your way home. This lovely home perches on a long view waterfront that is private and boasts western exposure for colorful evening skies. Nearly 2,200 sf is comprised 3 bedrooms upstairs, a loft, a flex room and a rare opportunity for the 3 car tandem garage. Fantastic curb appeal welcomes you home. The first floor is all about the living space. Open concept with enormous great room that connects to an open dining room and kitchen that is light and bright all with views to the blue outback. Kitchen has modern quartz, extended island with counter top seating, stainless steel appliances, gas stove, and slider access to the covered patio. Also you'll find a flex room with French doors that can be used for anything, walk in pantry, breeze room, and wood look planking flows throughout the home. Take to the upstairs where your loft is centered amongst the bedrooms. Large ensuite with dual vanities and walk in shower. Dedicated laundry centrally located for added convenience. Find something for everyone in Grand Park. Incredible location, minutes from the interstate and a dream list of things to do from swimming to basketball, pickle ball, tennis, dog parks, soccer fields, workout center, playgrounds, clubhouse, greens spaces connected by trails, tons of activities and all of this is within walking distance to your front door. A rated Sky Ranch K-8 school with top notch STEAM program just minutes away. Come visit today by scheduling a private showing.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Joseph Patoray, Llc (941-448-8971)
35 SANDY COVE RD #2A, SARASOTA, FL 34242
$925,000245 Days on yellowkey MLS ID: A4653716
REDUCED by $50,000 (5.1%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1254 Built: 1970 Tax: $7,373 (2025)Community: Sandy CoveCondo
Taxes:$7,373
Remarks: Sandy Cove – Mid-Century Modern Gulf Front Paradise: Period-preserved mid-century architecture meets breathtaking Gulf front water views in this exceptional Siesta Key residence. Located in Sandy Cove, a hidden gem and distinguished 1970s development of villas and mid-rises, this fifth-floor residence offers a panoramic vista over Big Pass to Lido, Bird Key, and downtown Sarasota—a guaranteed "wow" moment. Sandy Cove Condos was designed in 1969 by Frank Folsom Smith with James Holliday and James Durden, earning a 1970 AIA Florida Award for architectural excellence. This light-filled, architecturally preserved residence is over 1,200 square feet with two bedrooms, two bathrooms, and a thoughtful split floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home. Step inside and be captivated by the spectacular living room featuring soaring vaulted ceilings that provide ample natural light and an airy, open ambiance. Enjoy breathtaking Gulf water views from your living room and kitchen sliders, which open seamlessly to your private patio. The sliders pull back to welcome Gulf breezes throughout the entire residence, connecting to several delightful porches and patios—including an additional private palm tree patio with IPE decking. A rare and highly coveted feature: this residence includes a private one-car garage. Gulf front residences in Sandy Cove rarely become available, making this a unique chance to own a piece of Siesta Key's architectural history. The home has potential to be sold furnished and is offered in as-is condition, presenting an opportunity for buyers to customize their personal vision. Ideally situated close to Siesta Key Village—just a short distance away, this truly unique location offers a natural private beach exclusive to the community, along with a fishing pier. Come see this truly "if you know, you know" treasure on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
800 N TAMIAMI TRL #815, SARASOTA, FL 34236
$975,000141 Days on yellowkey MLS ID: A4676300
REDUCED by $50,000 (4.9%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1323 Built: 2007Monthly Fee: $1,328 Tax: $10,115 (2025)Community: AlinariSpa: YesCondo
Taxes:$10,115
Elementary School: Alta Vista Elementary
Remarks: Immerse yourself in the vibrant energy of Sarasota’s coveted Rosemary District, where an inspired coastal lifestyle unfolds just beyond your doorstep. Perfectly positioned, moments from The Bay Sarasota and The Quay Sarasota, this residence offers effortless access to the city’s most exciting transformation – lush bayfront greenspaces, scenic walking paths, a new pier, and curated waterfront experiences including free concerts, yoga, and even a kayak launch. Right at your doorstep you will discover a dynamic collection of Rosemary District café’s, acclaimed restaurants, artisan bakeries, and boutique shops, all contributing to a walkable, cultured, and endlessly engaging lifestyle. From morning rituals to sunset dinners along the bay, this residence, set within Alinari at Rosemary Place, invites you to experience Sarasota at its finest. Framed by breathtaking true full water frontage views that stretch across Sarasota Bay and beyond, this beautifully redesigned two-bedroom, two-bath residence captures unobstructed westerly vistas from its highly desirable eighth-floor position in the south tower, where natural light pours in and sunset gazing becomes a daily ritual. The interiors have been thoughtfully re-imagined with a clean, modern aesthetic, featuring wide plank luxury flooring, quartz surfaces, new modern fixtures, and a cohesive move-in ready design. The open layout enhances the connection to the water, while a rare walk-in laundry room and additional flex storage space add everyday convenience. The primary suite offers a serene retreat with a walk-in closet and a well-appointed, fully customized en-suite bath, while the second bedroom is equally versatile for guests or a home office – each space sharing in the residence’s captivating views. Alinari presents a refined residential experience with amenities beyond expectation. Enjoy the privacy of a 3rd floor Olympic length pool and deck where recreation and relaxation can easily be found. The state-of-the art fitness center, modern and fully upgraded theater, business center, guest suites, game room, gated entry garage, 24-hour concierge and on-site security, are just a small sample of Alinari features and lifestyle. Unique to the property you will enjoy a beautifully landscaped 35,000 sq ft gated recreational space that is for the exclusive enjoyment of Alinari owners and their pets. With strong reserves, no current assessments, and elevated construction in Flood Zone X, the building offers peace of mind and enduring value. Complete with two garage parking spaces and climate-controlled storage, this residence is a rare opportunity to enjoy downtown Sarasota living at the intersection of culture, convenience, and sweeping waterfront beauty.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
5021 BARRINGTON CIR #302, SARASOTA, FL 34234
$160,000231 Days on yellowkey MLS ID: A4663516
REDUCED by $15,000 (8.6%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1982Monthly Fee: $599 Tax: $2,471 (2024)Community: Barrington WoodsVilla
Taxes:$2,471
Remarks: One or more photo(s) has been virtually staged. Embrace the ultimate Sarasota lifestyle in this beautifully maintained 2-bedroom, 2-bathroom villa, perfectly situated in a secure fenced community and featuring elegant, vaulted ceilings and two private screened lanais for enjoying the beautiful Florida weather. This property offers a low-maintenance, resort-style experience with a fantastic community pool and a dedicated carport for convenient parking. The villa's outstanding location provides quick access to both necessities and leisure: it's just minutes from Sarasota-Bradenton International Airport (SRQ), a short drive to the famous Gulf beaches, and centrally located near esteemed institutions like New College and the Ringling School of Art and Design. It's an ideal retreat for anyone seeking the perfect blend of security, comfort, and immediate proximity to Downtown Sarasota's rich scene of arts and culture.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kelly Oatsvall (941-447-7256)
1844 MARBETH ST, SARASOTA, FL 34231
$425,0007 Days on yellowkey MLS ID: A4694572
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1679 Built: 1979 Tax: $3,869 (2025)Community: North Vamo Sub 2Spa: NoHalf Duplex
Taxes:$3,869
Remarks: DUPLEX... One Building with two units with 2 bedrooms and 1 bath each. Both units have a separate driveway and separate carport and a laundry closet in the carport. Addresses are 1844 and 1846 MARBETH Street. The tenant in 1844 pays $1700/Month and the tenant in 1846 is month to month and pays $1,800/month. The building is on septic tank AND County water with one meter...(the landlord pays the low water bill without a sewer bill.). back yard is fenced. Each unit's electric is metered separately and tenant pays electric bill.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
4304 MIDLAND RD, SARASOTA, FL 34231
$340,00034 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)
4321 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$890,00019 Days on yellowkey MLS ID: O6405845
REDUCED by $40,000 (4.3%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1602 Built: 1972 Tax: $2,392 (2025)Community: Flora VillaSingle Family
Taxes:$2,392
Remarks: Welcome to this charming 3-bedroom, 2-bath home located in the heart of Sarasota! This inviting residence features a bright and spacious layout with a versatile Florida room for relaxing, entertaining, or working from home. The open living and dining areas flow naturally, creating a warm and comfortable atmosphere. Enjoy the convenience of a central location just minutes from shopping, dining, and Sarasota’s beautiful beaches. Whether you are a first-time homebuyer, seasonal resident, or investor, this property presents excellent potential in a highly desirable area. Don’t miss the chance to own this Sarasota home.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
4981 PEBBLE BEACH AVE, SARASOTA, FL 34234
$115,000166 Days on yellowkey MLS ID: A4675730
REDUCED by $5,000 (4.2%) on 05/26/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1960Monthly Fee: $140 Tax: $2,789 (2025)Community: Tri-Par EstatesMobile Home
Taxes:$2,789
Remarks: Welcome to your slice of Florida paradise in a peaceful yet vibrant 55+ community just minutes from downtown Sarasota. This charming 2-bedroom, 1-bath mobile home offers exceptional value with thoughtfully designed additions that nearly double the original square footage—creating flexible living space perfect for relaxing, entertaining, or hosting visiting family and friends. Inside, you’ll appreciate the newer vinyl flooring throughout and the peace of mind that comes with a new roof. The expanded layout provides room to spread out while still feeling cozy and inviting, making this home ideal for full-time living or a comfortable winter retreat. Step outside your door and enjoy an active, resort-style lifestyle. The community features a fitness center, heated pool and spa, pickleball and tennis courts, shuffleboard, mini golf, and a welcoming clubhouse with social activities year-round. Whether you’re looking to stay active, meet new friends, or simply unwind in the Florida sunshine, this community has it all. Conveniently located close to downtown Sarasota, shopping, dining, beaches, and cultural attractions, this home offers the perfect balance of fun, relaxation, and location. Come see why so many choose this community as their happy place—especially during the winter months.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (941-706-2142)
Listing Agent: Dakotah Grant (941-228-0758)
1802 ROBINHOOD ST, SARASOTA, FL 34231
$675,00047 Days on yellowkey MLS ID: A4689759
REDUCED by $24,000 (3.4%) on 05/26/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1440 Built: 1970 Tax: $4,146 (2025)Community: South Highland Amd OfSpa: NoApartment
Taxes:$4,146
Remarks: Fully renovated, income-producing duplex in a prime Sarasota location, perfect for investors or owner-occupants! This property has been completely redone with all work permitted, offering true peace of mind and zero deferred maintenance. Major upgrades include a new shingle roof, new AC systems, full electrical rewire, new plumbing, and impact-rated windows and doors for hurricane protection. Both units feature modern, move-in-ready interiors with tile flooring throughout, new drywall, updated cabinetry, and stainless steel appliances, making this a turnkey opportunity ready for immediate occupancy or rental. Situated on a quiet dead-end street, this property offers privacy while still being close to everything. Conveniently located just 3.8 miles to the beach and only 2.4 miles to Sarasota Memorial Hospital, with easy access to shopping, dining, and popular local restaurants, an ideal setup for strong and consistent rental demand. Whether you're looking to house hack, short- or long-term rent, or expand your portfolio, this fully upgraded duplex checks every box.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
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