Location: Sarasota
Do Not Show Listings
1917 BAHIA VISTA ST, SARASOTA, FL 34239
$1,100,000148 Days on yellowkey MLS ID: A4676931
1 Days Off yellowkey (back on 5/4/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2160 Built: 1941 Tax: $11,519 (2025)Community: Avondale RepSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,519
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. A rare and soulful architectural treasure tucked within Avondale, one of Sarasota’s most enduring and affluent neighborhoods since the early 1900s. Located at 1917 Bahia Vista Street, this mid-20th-century residence offers a once-in-a-lifetime opportunity to own a home where timeless design, authentic character, and lush tropical privacy converge. Set on a supremely private, verdant lot, the main residence features three bedrooms, three bathrooms, and a sun-drenched Florida room that seamlessly blends indoor living with the surrounding gardens. Original hardwood floors, crown molding, and a classic fireplace anchor the home with warmth and historic charm, while expansive windows and plantation shutters bathe each space in natural light. Thoughtfully proportioned living and dining areas create an elegant yet inviting atmosphere—perfect for both intimate gatherings and relaxed everyday living. The kitchen embraces vintage appeal with crisp white cabinetry, contrasting black-and-white tile flooring, and an arched doorway that nods to the home’s architectural heritage. Beyond the interior, the property unfolds into a lush tropical oasis, where a sparkling pool and elevated wood decking are enveloped by mature palms and greenery, offering complete privacy and a true resort-like setting. Adding to the home’s versatility is a detached guesthouse with a kitchen, ideal for hosting family and friends, creating a private home office or studio, or accommodating multigenerational living. The casita mirrors the property’s charm while providing valuable flexibility rarely found in this coveted location. This is more than a home—it’s a special moment. A chance to secure a distinctive Sarasota gem for the buyer who values character, craftsmanship, and mid-century architecture, all just minutes from downtown Sarasota, Southside Village, and world-class beaches. Properties like this rarely come to market—1917 Bahia Vista Street is an invitation to own something truly unforgettable.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
4722 HARRIS AVE, SARASOTA, FL 34233
$369,00031 Days on yellowkey MLS ID: A4692305
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1196 Built: 1954 Tax: $3,614 (2025)Community: Bee Ridge Townsite Revised Plat Of Blks 2 & 7Single Family
Taxes:$3,614
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Don’t miss this opportunity to own a vintage piece of Sarasota. Perfectly located within one of Sarasota’s highly sought-after A-rated school districts, this property offers exceptional value with no HOA and no CDD fees—ideal for homeowners, investors, or anyone seeking a move-in-ready home close to everything. This charming 3-bedroom, 1.5-bath residence sits on a double lot surrounded by mature fruit trees including mango, banana, lemon, and guava. Inside, you’ll find beautiful wood tongue-and-groove ceilings and an inviting open floor plan anchored by an oversized kitchen island with abundant counter space—perfect for entertaining and everyday living. Major upgrades provide peace of mind, including a new roof (2025), new HVAC system (2025) with a 12-year transferable warranty, new water filtration system (2025), upgraded electrical panel (2025), new insulation (2025), and new flooring throughout the living room and bedrooms (2025). Additional updates include a new water heater (2024), upgraded bathroom (2025), and new kitchen appliances including dryer, range, and refrigerator (2024). Step outside to a 12x12 Trex deck, a fully fenced yard, and a charming chicken coop, creating a unique homestead-style setting. A standout feature is the property’s direct adjacency to the Legacy Trail bike path, offering unmatched access to outdoor recreation. The location is exceptional—just minutes from shopping, dining, parks, and I-75. Zoned for Ashton Elementary, Sarasota Middle, and Riverview High, some of the highest-rated schools in the county. You’re only 6 miles from world-famous Siesta Key Beach and a 30-minute drive to Warm Mineral Springs Park, Florida’s only natural warm mineral spring (85°F year-round). With no deed restrictions, this property offers flexibility, lifestyle, and long-term value in one of Sarasota’s most desirable areas.
Listing is courtesy of: U-HOME REALTY LLC (941-726-3736)
Listing Agent: Yuhong Wan (941-726-3736)
6006 MIDNIGHT PASS RD #48, SARASOTA, FL 34242
$405,00031 Days on yellowkey MLS ID: A4691484
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 420 Built: 1960 Tax: $2,987 (2025)Community: Casa MarSpa: NoCondo
Taxes:$2,987
Elementary School: Phillippi Shores Elementary
Remarks: Great opportunity to own in Casa Mar on Siesta Key with strong value-add potential. Studio unit with updated lower kitchen cabinetry, quartz countertops, and stainless sink already in place. Unit is ready for buyer to install appliances and replace A/C—priced accordingly. Ideal for investors or buyers looking to customize. Premium location within the community with pool directly behind the unit and easy access to the beach path leading to Siesta Key’s world-renowned powdery quartz sand and breathtaking Gulf sunsets. Enjoy the true island lifestyle with morning walks on the beach, warm evening breezes, and some of the most spectacular sunsets on Florida’s Gulf Coast just steps away. Weekly rentals permitted—excellent income potential. Condo association includes cable, internet, water/sewer, building insurance, and exterior maintenance.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Susan Beaver, Llc (732-489-3727)
2519 SESAME ST, SARASOTA, FL 34231
$1,670,000106 Days on yellowkey MLS ID: A4682791
REDUCED by $25,000 (1.5%) on 04/12/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3715 Built: 1975 Tax: $14,989 (2025)Community: Sesame Acres A RepSingle Family
Taxes:$14,989
Remarks: Under contract-accepting backup offers. Motivated seller and welcomes serious offers! This 5-bedroom single-family home on just under an acre in the heart of Sarasota is a rare find. The residence has been beautifully updated featuring a stunning, newly renovated kitchen with modern finishes, quality cabinetry, and generous space for cooking, gathering, and entertaining. The thoughtfully designed layout flows seamlessly, offering both comfortable everyday living and an ideal setting for hosting family and friends. Set on an incredibly hard-to-find .93 acres, the property provides exceptional privacy and outdoor enjoyment. The fully fenced yard offers security and peace of mind, while the heated pool creates the perfect space for year-round relaxation and entertaining. Located within an excellent school district and close to everything Sarasota has to offer, this home delivers the perfect blend of space, style, privacy, and location.
Listing Agent: Amber Lynch (941-556-9680)
4328 LOST FOREST LN, SARASOTA, FL 34235
$685,00046 Days on yellowkey MLS ID: A4690007
0 Days Off yellowkey (back on 5/3/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2639 Built: 1979 Tax: $6,190 (2025)Community: Lost ForestSingle Family
Taxes:$6,190
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. LOOKING FOR OPTIONS? Your home-based business bulging at the seams? Need a Mother-in-Law suite? Blended Family looking for room to roam? Look no further! Situated on a quiet cul-de-sac with OVER AN ACRE of land, this multipurpose property offers possibilities hard to find anywhere else. The adaptive floor plan with a separate private entrance, bathroom, and living space is ideal for a blended family and offers the potential to welcome an ageing parent or a returning son or daughter to your home. If you have an expanding business and need room for trucks or trailers, the 1200 SF detached garage with 10-foot doors and a separate office or workshop space (10 X 31') will help you grow the business while you enjoy the comfort and convenience of working from home. Additional covered parking is great for your boat or RV. And did I mention the caged pool ideal for hours of Summertime Family Fun?! Enjoy outdoor living on the 36 X 12' lanai finished with paver-like floors, fans, and easy access from the living spaces of the home, making this the perfect place to start your day with a cup of coffee or end it with a glass of your favorite wine. There is an ensuite bedroom with a private bath, a kitchen that could easily be expanded into the family room, a formal living room, and a separate dining area. Although the home could use some TLC, ALL NEW WINDOWS are HURRICANE RATED (2022), AC is newer (2018), and the Roof was replaced in 2015. FLOOD ZONE X, Majestic Oaks make for a park-like setting, a portion of the yard is fenced for pets, and there's a 20 X 14 framed metal shed with electric, great for a detached workshop. Call for an appointment and come see what could be your pathway to the future.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Richard Capps (941-920-7500)
1215 S PORTOFINO DR #107, SARASOTA, FL 34242
$425,00032 Days on yellowkey MLS ID: A4692252
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1968 Tax: $3,442 (2025)Community: Siesta Harbor ISpa: YesCondo
Taxes:$3,442
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. WATERFRONT SIESTA HARBOR!DIRECT VIEWS OF THE CANAL, walk right out to the canal from your Lanai! BEACH ACCESS ACROSS THE STREET! Turn-Key Furnished with a Canal View! Move in ready, enclosed lanai with all furniture and furnishings included! Highly Sought after remodeled Unit on the Canal in the Dolphin Building! Close to the Resort-style Heated Swimming Pool and Spa on the wide part of the canal. This Charming condo is adorned with large windows, bathing the dwelling in warm, natural light. Combining dining and living space, this turn-key furnished condo is Spacious, light and airy with a Gorgeous updated kitchen with granite countertops! Just move right in or rent until you retire! It's ready for your enjoyment! Active 55+ community, close to the pool, clubhouse, beach access, SCAT, the trolley right outside your door! Beautifully done, tile through out, great coastal feel! TURNKEY FURNISHED! This is a great community lots of activities, fitness room, saunas, outdoor spa, heated pool, on site free laundry, pier on the main intracoastal waterway to relax and fish each day, plus boat slips as available, for a reasonable fee through the Association. The location is wonderful, easy on and off the key, walk to shops, restaurants, mini-donuts! Elevate your living experience in this ready-to-move-in, fully furnished home, and enjoy all the benefits and convenience it offers. Don't miss this chance to reside in one of the best locations in Sarasota; your new home awaits!
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Judith Guzzi (914-490-9032)
922 INDIAN BEACH DR, SARASOTA, FL 34234
$2,475,00033 Days on yellowkey MLS ID: A4689749
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3234 Built: 2001Monthly Fee: $75 Tax: $10,612 (2025)Community: Old OaksSingle Family
Taxes:$10,612
Remarks: This beautiful residence sits on a rare half-acre lot within Old Oaks, an exclusive enclave of just six homes, privately tucked behind lush Florida landscaping. A set of double glass doors welcomes you into a light-filled interior where refined finishes and thoughtful upgrades create a warm atmosphere designed for both everyday living and effortless entertaining. At the center of the home, the living room features a wood-burning fireplace and opens seamlessly through three sets of French doors to an expansive screened terrace. An additional fully enclosed outdoor living space with soaring ceilings overlooks a serene, botanical garden—offering a true indoor-outdoor lifestyle. The kitchen is both stylish and functional, anchored by a large island with a farmhouse sink and complemented by a dedicated breakfast area. The primary suite serves as a private retreat, complete with French doors to the lanai, dual walk-in closets, and a spa-inspired en-suite bath featuring a wall-enclosed walk-in shower, soaking tub, and custom built-in cabinetry. Upstairs, two generously sized bedrooms share a well-appointed full bath, providing comfort and privacy for family or guests. The oversized screened lanai offers ample space for entertaining, while the separate pool is surrounded by lush greenery, creating a tranquil setting for relaxation and recreation. An oversized two-car garage includes custom floor-to-ceiling storage. Ideally located in the heart of Sarasota’s cultural district, this home is just minutes from downtown, St. Armands Circle, Lido Beach, and SRQ Airport. Enjoy close proximity to the Ringling Museum, Ringling College of Art and Design, and a short walk to Indian Beach Park for breathtaking bayfront sunsets. An exceptional opportunity to experience refined Florida living with modern comfort and timeless appeal.
Listing is courtesy of: CHARITY & WEISS INTERNATIONAL LLC (941-365-0022)
Listing Agent: Rudi Weiss (941-284-1013)
5495 CYNTHIA LN, SARASOTA, FL 34235
$611,00043 Days on yellowkey MLS ID: TB8498165
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2198 Built: 1993Monthly Fee: $31 Tax: $5,889 (2025)Community: Deer HollowSingle Family
Taxes:$5,889
Remarks: Stop your search—this is the MOVE-IN READY gem you’ve been waiting for! Tucked away in the quiet, family-friendly enclave of Deer Hollow, this 3-bedroom, 2-bathroom pool home sits on an exceptionally SPACIOUS AND PRIVATE LOT at the end of a peaceful cul-de-sac. Every inch of this residence has been meticulously revitalized, boasting a BRAND NEW ROOF, new water heater, and updated AC and appliances for total peace of mind. Inside, you’ll find a FULLY UPDATED KITCHEN AND BATHROOMS, fresh designer paint inside and out, modern flooring, and upgraded lighting throughout. The versatile Florida room provides that essential ADDITIONAL LIVING SPACE for a home gym or private office, while the outdoor oasis beckons with a RECENTLY RESURFACED POOL and cozy fire pit area. Perfectly positioned near UTC MALL, BENDERSON PARK, AND DOWNTOWN SARASOTA, this home also features HURRICANE SHUTTERS to ensure AFFORDABLE INSURANCE. It truly is the TOTAL PACKAGE!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
8309 SHADOW PINE WAY, SARASOTA, FL 34238
$1,019,00097 Days on yellowkey MLS ID: A4684119
REDUCED by $26,000 (2.5%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2790 Built: 1991Monthly Fee: $205 Tax: $6,496 (2025)Community: Deer CreekSpa: YesSingle Family
Taxes:$6,496
Elementary School: Gulf Gate Elementary
Remarks: Meticulously renovated and move-in ready, this four-bedroom pool home offers stunning lake views in Palmer Ranch's prestigious Deer Creek. This gracious residence has been completely reimagined for the highest level of comfort, style, and peace of mind, boasting a 2021 roof, impact-rated doors and windows, lush tropical landscaping, and a sleek paver driveway. Upon entry, guests are immediately greeted with sweeping views of the expansive pool lanai and the tranquil lake beyond. The split floorplan is anchored by soaring ceilings and luxury vinyl plank flooring throughout. Architectural character abounds through a wood-burning fireplace, vaulted ceilings, skylights, tray ceilings, custom moldings, and plantation shutters. The 2022 chef's kitchen is a culinary masterpiece featuring custom ceiling-height cabinetry, lighted glass accent doors, and a generous island with a farmhouse sink, complemented by KitchenAid appliances (including an induction stove and double oven with convection), granite surfaces, a separate prep sink, an above-stove pot-filler, and Rohl faucets. The primary retreat serves as a private sanctuary, complete with a "speakeasy" door and sliding glass doors to the pool area. A spa-like ensuite completes the primary suite featuring a steam shower, Victoria and Albert soaking tub, custom vanities with granite countertops and contemporary LED medicine cabinets, including a separate makeup area. Three additional bedrooms, including one with its own ensuite, provide ample space for family and guests to relax. Outside, the expansive screened lanai and 2022 renovated pool with waterfall spa provide the ultimate backdrop for alfresco dining against a tranquil lake setting teeming with wildlife. Additional upgrades include an EV charger in the garage, a 2025 irrigation system, a custom Amish-built library wall and murphy bed, and an HVAC system with a whole house air filter and separate UV disinfection filter. Deer Creek is an upscale, guard-gated community featuring scenic lakes and a tranquil natural environment all just minutes from the Sarasota's world-class beaches, premier shopping and vibrant cultural attractions.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jaya Brossard (941-914-8414)
6005 MIDNIGHT PASS RD #N4, SARASOTA, FL 34242
$799,999142 Days on yellowkey MLS ID: A4677763
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1966 Tax: $7,741 (2025)Community: Provincial GardensVilla
Taxes:$7,741
Remarks: Perfect Snowbird Getaway! Mid Siesta Key, highly sought after, free-standing villa with it’s own private courtyard front, side and rear. Maintenance Free condo lifestyle that feels like a single family home. Situated in Provincial Gardens on a lushly landscaped and tree canopied street of only 26 units offering old Florida charm. This updated, Turnkey Furnished 2 bedroom + Den, 2 bath offers 1400sf. Spacious owner’s suite features a private patio; wall of closets; and ensuite bath. The updated kitchen offers abundance of cabinets and counterspace & newer appliances. The open floor plan offers tile floors throughout; abundance of sliding glass doors opening to your surrounding private courtyard; Florida room; updated baths; Full Size washer/dryer utility closet; new hot water heater 2023; New roof 2023; & Storage Shed 10x6. The crown jewel of this community is the enormous Bay front park with spacious paver patio where owners and their guests enjoy exquisite sunrises and picturesque sunsets while watching the dolphins, manatees, birds and boaters play in the intracoastal waterway. In addition, there is a new seawall, day dock with canoe/kayak launch, and plenty of room to try your luck at fishing. In addition, owners enjoy deeded beach access; beach chair usage; and jr. Olympic heated pool across the street at the Aloha Kai Community. It is also comforting to note that this community sustained no water damage from any recent hurricanes. This Beach to Bay Retreat is ready as a rental or personal winter getaway for you, your family and friends. This mid-key location is an easy Breeze Bus or Froggy Hop ride to Siesta Key Village; Tennis Courts; Public Beach; Grocery; and abundance of restaurants. Don't delay; these units are rarely available and sell fast.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Linda Starcher, Pa (941-780-2396)
540 N TAMIAMI TRL #701, SARASOTA, FL 34236
$3,350,000167 Days on yellowkey MLS ID: A4675649
REDUCED by $199,000 (5.6%) on 04/24/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3698 Built: 2020 Tax: $36,727 (2024)Community: The Blvd SarasotaSpa: NoCondo
Taxes:$36,727
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Enjoy refined elevated Living at The BLVD offering more than a home—this northwest corner 4-bedroom unit delivers a premier vantage to Sarasota’s spectacular bay and city skyline views from sunrise to sunset. Perfectly positioned in the Bayfront District, this modern masterpiece rises above the ordinary to bestow a stunning expression of Sarasota living. Expansive floor-to-ceiling glass along with a 1,356 sq ft wraparound balcony reveal sweeping unobstructed bay vistas and glittering city views. A private elevator entry introduces a flowing 3,698 sq ft layout with tons of natural light designed to showcase the view from nearly every space. The generous great room is designed for both comfort and entertaining, highlighted by soaring tray ceilings, a custom wooden slatwall, and wood-planked tile flooring. The kitchen serves as a striking focal point, blending refined cabinetry and a tailored tile backsplash for a clean, contemporary aesthetic. A quartz-clad island provides abundant workspace and storage, while premium Thermador appliances—including convection cooktop, built-in wall oven, wine refrigerator, and dual pantries with custom shelving—cater to both everyday living and elevated culinary pursuits. The primary suite offers a tranquil retreat, featuring two walk-in closets and a spa-inspired bath complete with a soaking tub and an expansive glass-enclosed shower featuring luxurious his-and-her Rain Head, enhanced with integrated steam for a spa-like retreat. An additional oversized bedroom suite currently used as a bonus room could become the primary bedroom. Two additional bedroom suites each enjoy private terrace access and indulgent en-suite baths. A stylish powder room and a well-appointed laundry room complete the interior. BLVD is an intimate, boutique residence with just forty-nine homes, distinguished by its curated, hotel-inspired amenities and full-time concierge services. Residents enjoy an elegant social lounge with service bar, a state-of-the-art fitness center, conference facilities, a temperature-controlled wine room with private secured storage, an indoor driving range, and a dedicated dog grooming suite. An expansive outdoor terrace provides additional lounge spaces and thoughtfully designed pet amenities. At the pinnacle of the building, Sarasota’s premier rooftop retreat offers an unmatched setting for relaxation and entertaining, featuring a stunning zero-horizon pool, inviting lounge areas, a covered summer kitchen, and a fire pit overlooking the bay. Residence 701 reflects the very essence of the Sarasota lifestyle—where refined luxury and effortless sophistication converge. And COMING SOON - 1000 NORTH Sarasota, an exclusive members-only club located on the bottom floor of the BLVD and centered in the heart of the city’s cultural corridor. This private retreat will offer refined dining and handcrafted cocktails. From waterfront strolls and acclaimed dining to world-class arts and cultural events just moments away, BLVD is as much a destination as it is a home.
Listing Agent: Francoise Borel (941-228-3768)
1209 WESTWAY DR, SARASOTA, FL 34236
$13,900,000286 Days on yellowkey MLS ID: TB8420202
Bed: 5 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 6862 Built: 1987 Tax: $37,838 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$37,838
Remarks: ONE OF THE LARGEST GULFFRONT ESTATES OFFERING STUNNING GULF VIEWS | LIDO SHORES | SARASOTA | Situated within the prestigious enclave of Lido Shores in Sarasota, this exceptional estate seamlessly marries architectural pedigree with unmatched natural beauty, offering the perfect balance of accessibility—just minutes from the vibrant St. Armands Circle and dynamic downtown Sarasota—all with complete seclusion and privacy. This is far more than a luxury residence; it represents a legacy property conceived by one of Southwest Florida’s most acclaimed architects, destined to endure as one of Lido Key’s most distinguished Gulf-front estates for generations to come. Perched on the coveted Gulf of Mexico, this extraordinary estate represents the pinnacle of coastal luxury, designed by celebrated architect Clifford M. Scholz, founder of CMSA Scholz, Oswald & Shaffer whose vision transforms this super-sized pristine Gulf frontage estate into an architectural symphony of sophistication and modern elegance. This distinguished 6,862-square-foot residence commands stunning panoramic views of the Gulf, standing as one of Sarasota’s most coveted coastal properties where thoughtful scale and precise attention to detail converge in perfect harmony. The property is strategically elevated for optimal protection from storms (no water intrusion from storms). The interior unfolds as a masterclass in refined design, with soaring vaulted ceilings, curated designer lighting, formal living and dining rooms framed by floor-to-ceiling glass with panoramic water views, generous gathering spaces, a sun-drenched breakfast nook, a versatile bonus flex room extends living possibilities just steps from the resort-style pool. At the heart of daily life lies a custom culinary masterpiece, anchored by an elegant La Cornue range and a matching commercial vent hood, a large butler’s kitchen, and a built-in bar for ease of prep and service for bespoke, large gatherings of family, friends or business associates. The gourmet kitchen’s impressive arsenal includes a Sub-Zero refrigerator, Miele dishwasher, Bosch oven, Dacor microwave, and wine refrigeration. The residence’s five bedrooms, six full bathrooms, and two powder rooms provide luxurious accommodations for family and guests, including two distinctive guest suites featuring charming loft spaces. The serene primary suite serves as a private sanctuary, while two dedicated office spaces offer quiet retreats for productivity. The home’s wellness amenities include a traditional sauna and state-of-the-art infrared light therapy room, bringing spa-inspired luxury into daily life. Throughout the residence, sophisticated architectural details, including an elegant custom-crafted staircase and two inviting fireplaces, reinforce the home’s exceptional character and superior craftsmanship. The outdoor living experience unfolds as a private resort oasis, where a stunning pool with cascading waterfall features becomes the centerpiece of the professionally designed landscaping that embraces and enhances the spectacular Gulf-front setting. The property’s distinguished presence is defined by Turkish white shell stone perimeter walls and elegant gates that provide both privacy and architectural gravitas. Generous grounds offer exceptional potential for expansion or additional structures, this remarkable property presents the rare opportunity to create a truly private family compound. (Adjacent parcel at may also be purchased in tandem.)
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Leisa Mohler-Erickson (239-789-7106)
1865 ORCHID ST, SARASOTA, FL 34239
$1,895,00061 Days on yellowkey MLS ID: A4688669
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing Agent: Tina Ellis (512-550-1117)
5231 MAHOGANY RUN AVE #325, SARASOTA, FL 34241
$268,00043 Days on yellowkey MLS ID: TB8500121
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1998 Tax: $3,262 (2025)Community: Veranda 1 At Heritage OaksCondo
Taxes:$3,262
Elementary School: Lakeview Elementary
Remarks: FULLY FURNISHED ! Welcome to 5231 Mahogany Run Ave, Unit 325 - One of Sarasota’s most sought-after gated, resort-style communities. This second-floor residence features vaulted ceilings, an open, airy layout, and peaceful views overlooking the 13th hole and adjacent nature preserve. This well-designed 2-bedroom, 2-bath floor plan includes a dedicated office/den that can easily function as a third bedroom, ideal for guests, a home office, or added flexibility. The main living area flows directly to both the front and rear screened lanais, both recently upgraded with new tile - perfect for enjoying golf course and preserve views. Inside, you’ll find laminate flooring throughout the main living areas and bathrooms, with soft carpet in the bedrooms for added comfort. A built-in wet bar in the living room adds a great touch for entertaining. The kitchen offers a clean, functional layout with ample cabinetry and a seamless connection to the dining and living areas. The primary suite is privately situated with generous closet space and an en-suite bath. The guest bedroom is well-positioned and paired with an updated guest bathroom, giving a fresh, modern feel for visitors. Additional highlights include a newer A/C system (2022), a new roof, one-car garage, and open guest parking. The home is being offered fully furnished, with everything included. Making this a true turnkey opportunity. Condo fees are highly inclusive, covering unlimited golf, water, sewer, trash, cable, and internet—an ideal setup for golfers or buyers seeking a low-maintenance second home. Heritage Oaks offers an 18-hole golf course, five heated pools, tennis courts, fitness center, 24-hour gated security, and a vibrant clubhouse with dining and year-round events. A clean, flexible, and fully equipped opportunity in one of Sarasota’s most established golf communities.
Listing is courtesy of: MCBRIDE KELLY & ASSOCIATES (813-254-0900)
Listing Agent: Wallas Silva (704-953-1922)
3259 BENEVA RD #101, SARASOTA, FL 34232
$203,00063 Days on yellowkey MLS ID: A4687468
REDUCED by $10,000 (4.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1975 Tax: $1,509 (2025)Community: Village Brooke Sec 1Condo
Taxes:$1,509
Elementary School: Wilkinson Elementary
Remarks: This move-in ready, model-like condo features impact windows and sliders and tile flooring throughout. The fully remodeled kitchen offers quartz countertops, updated cabinetry, stainless steel appliances, and a new A/C system for added comfort and efficiency. Located in a well-managed community with some of the lowest fees in Sarasota, residents enjoy excellent amenities including two community pools, two tennis courts, pickleball, a fitness center, shuffleboard, and a clubhouse. The picturesque grounds feature tree-lined streets, tranquil ponds, gazebos, and barbecue areas. Perfectly situated in a central location, just minutes from Sarasota Memorial Hospital, downtown Sarasota, world-class beaches, and the Legacy Trail, along with premier arts, dining, and shopping. Maintenance-free living at its finest.
Listing Agent: Beverly Perez (941-323-4600)
2170 ROBINHOOD ST #C2-102, SARASOTA, FL 34231
$1,025,00092 Days on yellowkey MLS ID: A4684432
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1429 Built: 2025 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This beautifully designed two bed 2.5-bath duplex residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and a large outdoor patio overlooking the tennis courts. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
724 CROSSWIND AVE, SARASOTA, FL 34240
$1,595,000149 Days on yellowkey MLS ID: A4673669
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2688 Built: 2021Monthly Fee: $419 Tax: $20,062 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$20,062
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. MAJOR PRICE IMPROVEMENT - Welcome to 724 Crosswind Avenue, an elegant custom-built Lee Wetherington home that reflects timeless craftsmanship and thoughtful design. In a quiet, private enclave surrounded by lush preserves and vibrant wetlands, this 2,688-square-foot, single-story residence offers breathtaking views of abundant wildlife, including waterfowl, birds, deer and majestic eagles, creating a serene setting. Designed for relaxation and entertaining, the home features three spacious bedrooms, a private den and three full baths. From the moment you enter through the double glass doors, you’re greeted by a seamless, open flow and refined details throughout. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Monogram appliances, a gas cooktop, built-in ovens, custom wood cabinetry with deep drawers, quartz countertops and backsplash walls, a large walk-in pantry, and an oversized island with breakfast bar seating, ideal for casual dining and gatherings. The great room serves as the heart of the home, highlighted by soaring ceilings, built-in display shelving, and a dramatic wall of sliding glass doors that flood the space with natural light while opening to the lanai and preserving panoramic views of the surrounding landscape. The open-concept coastal design flows effortlessly into the dining area and kitchen, creating a warm, inviting atmosphere ideal for entertaining. A formal dining room is conveniently off the kitchen and features glass doors that lead to an outdoor dining area. The private den or office provides a peaceful retreat, complete with French doors for added privacy. The primary suite is a luxurious sanctuary featuring two custom-designed walk-in closets and a spa-inspired en-suite bath with dual vanities, a soaking tub and a floor-to-ceiling tiled walk-in shower. Two additional guest suites, each with its bath and generous closet space, ensure comfort and privacy for family and visitors alike. Step outside to your resort-style outdoor oasis designed for the ultimate Florida lifestyle. This exceptional space includes a heated saltwater pool and spa, a fully equipped outdoor kitchen, two covered loggias offering multiple entertaining areas and a panoramic screen enclosure with uninterrupted preserve views. Enjoy peaceful mornings on the lanai as you take in breathtaking sunrises and tranquil surroundings. Additional features include impact-resistant windows and doors, high and tray ceilings, crown molding, engineered hardwood and tile flooring throughout with no carpet, a spacious laundry room with ample storage, a separate climate-controlled storage room, and a three-car side-load garage with epoxy flooring. Plantation shutters, custom window treatments, built-in speakers, lush tropical landscaping, and accent lighting further enhance the home’s elegance and curb appeal. This custom Lee Wetherington home exemplifies a fusion of design and functionality, promising a life of unparalleled luxury and comfort all in Lakehouse Cove at Waterside. Lakehouse Cove community at Waterside boasts 20 serene shorelines, nature preserves and trails. Residents of Lakehouse Cove enjoy a richly appointed amenity center featuring a resort-style pool, spa, clubhouse with kitchen and scenic outdoor verandas, fire pits, pickleball courts, meeting and game room, and state-of-the-art fitness facility. Catch the Lakehouse Cove water taxi to Waterside Place Marina every Sunday for the farmers market.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
1511 N LAKE SHORE DR, SARASOTA, FL 34231
$2,349,000175 Days on yellowkey MLS ID: A4674572
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3613 Built: 1997Monthly Fee: $17 Tax: $11,879 (2025)Community: Oyster Bay EstatesSingle Family
Taxes:$11,879
Remarks: This Oyster Bay residence with well known address of “North Lakeshore Dr.”….West of trail perfect location…..close to Siesta Key and the activities and also near the renowned “Field Club”. The grand entrance is deserving of the compliments you will receive from friends and family. This 4 bed 3.5 bath with 3613 square foot of living area is perfect with all the amenities. This residence is sitting on .46 acre allowing room for activities. The three car climate controlled garage is large enough for some toys. This is a must see to appreciate this fine residence and its many upgrades. Not in a flood zone, top of the line metal roof with additional tie downs for extra strength, generator, well for sprinkling all new impact windows and doors, home was totally rebuilt ground up in 1997. Gas appliances, fireplace and generator.
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Keith Groesbeck (941-266-7601)
5880 MIDNIGHT PASS RD #906, SARASOTA, FL 34242
$1,150,000215 Days on yellowkey MLS ID: A4670194
REDUCED by $45,000 (3.8%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1982 Tax: $7,217 (2024)Community: CasarinaCondo
Taxes:$7,217
Remarks: The least expensive unit in the sought-after Casarina on Siesta Key with another price reduction of $50,000! This Top-floor unit offers stunning views of Siesta Beach and all the comforts of home. The interior has been tastefully updated with modern finishes and stylish decor. The unit is being sold furnished (minus few staging items). The kitchen has newer cabinets and upgraded appliances. Enjoy the spaciousness of the living/dining combination area and be drawn to the expansiveness of the enclosed patio where you can enjoy evening sunsets. The 17-by-12-foot primary bedroom has luxury vinyl flooring and room for a small desk area. The primary bath has new vanities, mirrors and lighting. Casarina has seven acres of newly planted tropical landscaping and 200 feet of private beach. The main lobby has recently been updated. Spend your days swimming in the heated pool, soaking in the spa, playing tennis, pickleball, basketball or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby and an on-site manager, everything you need is right here. Enjoy being close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining and world-class healthcare. This is your chance to own and live in beautiful Sarasota. Owner has paid all the present assessments for the new upgrades to the property and building.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
1400 BURGOS DR, SARASOTA, FL 34238
$365,000260 Days on yellowkey MLS ID: A4665075
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1672 Built: 2006Monthly Fee: $408 Tax: $3,948 (2024)Community: Isles Of SarasotaTownhouse
Taxes:$3,948
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Welcome to this bright, move-in ready 3-bedroom, 2.5-bath townhome in the sought-after Isles of Sarasota community in Palmer Ranch where you can enjoy an amenity-rich and maintenance-free lifestyle. Inside, on the first floor you'll find an open floor plan living room and dining room with a spacious kitchen & a breakfast area, as well as a laundry area and guest bathroom. Step outside to your private patio where you can sit, relax, and enjoy peaceful views of nature. Upstairs, all three bedrooms and two full baths provide ample space and comfort. This layout is ideal for anyone looking for convenience and everyday comfort or someone seeking a strong rental opportunity in a high-demand area. The Isles of Sarasota has a heated resort-style pool, fitness center, 4 Har-Tru tennis courts, basketball, playground and clubhouse. With a dedicated lifestyle director, there's always something fun on the calendar for you to enjoy! For your convenience the community includes an on-site manager. Ideally located just minutes from Siesta Key Beach, downtown Sarasota, Legacy Trail, top-rated restaurants, and shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Katia Balcazar (941-539-1005)
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