Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2171 ORCHID ST, SARASOTA, FL 34239
$370,000267 Days on yellowkey MLS ID: A4670904
0 Days Off yellowkey (back on 7/2/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1471 Built: 1952 Tax: $4,111 (2024)Community: Washington Heights/ SouthgateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,111
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. FIXER UPPER WITH LOCATION, LOCATION, LOCATION, SOUTHGATE Location - 1 block North of Siesta Drive on East side of Trail. This rare dead end street has a walking trail and is very private. Area is undergoing redevelopment with many homes in area being totally renovated or torn down and new homes being built. Walk to shopping center, restaurants & Brookside school and so much more. Sought after Southside Elementary is 5 minutes away. You can be at world famous Siesta Key beach in about 10 minutes. The home has 3 bedrooms, 2 baths, a nice back yard with stately trees. Bring your creativity, vision and love of the area or bring your building plans and have the home of your dreams in the neighborhood you love. This is either a redo or rebuild.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Kris Niehaus (941-376-4950)
4390 WOODVIEW DR, SARASOTA, FL 34232
$600,000308 Days on yellowkey MLS ID: A4666171
1 Days Off yellowkey (back on 7/2/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2568 Built: 1985Monthly Fee: $64 Tax: $3,276 (2024)Community: Woodland ParkSpa: YesSingle Family
Taxes:$3,276
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to Woodland Park – the charm of Old Florida in the heart of Sarasota! Set on an expansive 16,400+ sq. ft. lot with lush, mature landscaping, this spacious custom home offers privacy, character, and a warm community atmosphere along tree-canopied streets. Just 5 miles from downtown Sarasota, Woodland Park blends timeless “Old Florida” charm with everyday convenience. The home features a versatile split floor plan with generously sized rooms. The primary suite is thoughtfully separated from the guest bedrooms, offering comfort and retreat. Two fireplaces bring cozy charm—one anchoring the living room as a central gathering place, the other enhancing a flexible den/office space that could easily serve as a fourth bedroom. The living room is designed for entertaining, complete with a wet bar and open flow to the kitchen and dining area. Outside, a caged swimming pool invites year-round enjoyment, while a detached oversized two-car garage provides ample space for vehicles, storage, or a workshop. Recent updates include fresh exterior paint and a new roof, adding peace of mind to this already special property. With its unique floor plan, lush grounds, and community character, this home is a rare find in Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Beverly St Hilaire (818-416-2505)
4140 EASTWOOD DR, SARASOTA, FL 34232
$495,00030 Days on yellowkey MLS ID: A4698022
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1668 Built: 1981Monthly Fee: $18 Tax: $4,267 (2025)Community: TamaronSingle Family
Taxes:$4,267
Elementary School: Alta Vista Elementary
Tax Year: 2025
Remarks: Virtually Staged. Welcome to 4140 Eastwood Drive, a beautifully maintained 3-bedroom, 2-bath pool home in the established Tamaron community of Sarasota. Offering 1,668 square feet of living space, this residence combines comfort, functionality, and recent improvements that make it move-in ready. Enjoy Florida living year-round in the private screened lanai overlooking the resurfaced pool, complemented by refreshed landscaping that enhances the home's curb appeal. Inside, the split-bedroom floor plan provides privacy and flexibility, while the spacious living areas are perfect for both everyday living and entertaining. Situated on a generously sized lot in a centrally located neighborhood, you'll enjoy convenient access to downtown Sarasota, I-75, shopping, dining, parks, and Gulf Coast beaches. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this home offers exceptional value in one of Sarasota's most desirable.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Trippe (941-330-7750)
1035 SEASIDE DR #503, SARASOTA, FL 34242
$4,650,000195 Days on yellowkey MLS ID: A4677354
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2518 Built: 2023 Tax: $48,319 (2025)Community: Ten35 SeasideSpa: YesCondo
Taxes:$48,319
Elementary School: Phillippi Shores Elementary
Remarks: One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside! Welcome to Unit #503—an extraordinary, custom-designed Gulf-front residence on South Siesta Key. Thoughtfully reimagined with over $400,000 in bespoke upgrades, this one-of-a-kind home delivers a level of luxury, craftsmanship, and exclusivity rarely offered. From the moment you arrive, convenience meets prestige with two deeded parking spaces and one of only eleven private storage lockers in the building. Inside, a reconfigured layout maximizes sweeping, unobstructed Gulf views, while curated finishes include exquisite precious stone slabs, advanced AV and home automation, and custom acoustic paneling for a truly immersive living experience. The chef’s kitchen is a showpiece, featuring a backlit precious stone backsplash, premium appliances, and custom cabinetry designed for both beauty and performance. An adjacent wet bar—complete with custom shelving, a full-size Sub-Zero wine refrigerator, and beverage cooler—sets the stage for effortless entertaining. The Gulf-front primary suite is a serene retreat with panoramic views, a spacious walk-in closet, and a spa-inspired en-suite bath with dual vanities and an expansive walk-in shower. Three additional guest suites provide luxurious comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a generous Gulf-front terrace and custom outdoor kitchen, ideal for alfresco dining while taking in the sights and sounds of the shoreline. Residents of Ten35 Seaside enjoy a resort-style lifestyle with beach attendants, a Gulf-front pool, fire pits and grilling areas, a state-of-the-art fitness center, on-site property management, and an optional on-site rental program offering income potential. A rare offering at one of Siesta Key’s most coveted addresses, Unit #503 represents the pinnacle of Gulf-front living—where exceptional design, unparalleled customization, and breathtaking views come together. This is more than a residence; it’s a coastal masterpiece.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
3182 HATTON ST, SARASOTA, FL 34237
$575,000147 Days on yellowkey MLS ID: A4684851
2 Days Off yellowkey (back on 4/8/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1530 Built: 1957 Tax: $2,876 (2025)Community: Bellevue Terrace RevSingle Family
Taxes:$2,876
Remarks: Under contract-accepting backup offers. Totally remediated and beautifully remodeled 3-bedroom, 2-bath pool home located in Bellevue Terrace, just off Bahia Vista, in the heart of Sarasota. This home was taken down to the studs and completely rebuilt, including all new electrical, plumbing, and sheetrock. Additional upgrades include all new interior doors, cabinetry, kitchen appliances, air conditioning system, hot water heater, and washer and dryer. Porcelain tile flooring throughout enhances the bright, open, and spacious feel of the home. The expansive screened pool area features a tropical setting and a large covered lanai, ideal for outdoor entertaining and year-round enjoyment. Bellevue Terrace offers a prime central location near Locklear Park, the YMCA, Pinecraft with its Amish Restaurants, downtown Sarasota, and the Bayfront neighborhoods. Enjoy a friendly community with no HOA, no rental restrictions, and easy access to everything Sarasota has to offer. Easy to show and a must see.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
1395 HARBOR DR, SARASOTA, FL 34239
$5,750,00055 Days on yellowkey MLS ID: A4691667
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4940 Built: 2027 Tax: $8,003 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$8,003
Remarks: Under Construction. Situated on a prized 1/3-acre homesite in the prestigious Harbor Acres community, this extraordinary custom residence by the award-winning team at Allegra Homes masterfully blends timeless coastal elegance with modern luxury. The two-story “Lakeshore II” floor plan offers the ease and comfort of exceptional living with nearly 5,000 square feet of impeccably designed interiors. Featuring five bedrooms, five full baths, a powder bath, a dedicated office with custom built-ins and a game room with wet bar, every detail of this residence has been intentionally crafted to deliver a sophisticated yet effortless lifestyle. This solidly constructed home is enhanced with a brick paver motor court, a three-car garage, and professionally designed landscaping with irrigation and architectural lighting adding to its tropical ambiance. A dramatic great room serves as the centerpiece of the home, highlighted by soaring architecturally detailed ceilings, a stunning entertainment feature wall with fireplace, and expansive glass sliders that seamlessly connect the indoor living spaces to the spectacular outdoor retreat. Designed for year-round enjoyment, the beautifully finished lanai showcases a heated saltwater pool and spa, outdoor kitchen with grilling station and beverage center, and enclosed with Clear View screening that elevates the home’s refined coastal aesthetic. The gourmet kitchen is both functional and striking, anchored by an oversized island and appointed with an exceptional suite of Sub-Zero and Wolf appliances, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, oven, and drop-down microwave—creating an ideal setting for entertaining and everyday living alike. Privately positioned, the luxurious owner’s suite offers a tranquil retreat with elegant wall detailing, a custom headboard feature wall, sitting area, and an indulgent bath featuring a freestanding soaking tub, oversized frameless glass shower, floating mirrors, split vanities, and a private water closet. Additional features include hurricane-impact windows and shutters, tankless recirculating water heater, tray ceilings with cove molding, recessed lighting, finished closets, 8-foot solid-core doors, and outdoor shower. Harbor Acres is widely considered one of Sarasota’s most established and prestigious waterfront neighborhoods — an ultra-prime West of the Trail enclave in one of Sarasota’s most desirable intown settings. Live moments from world-class boating, beaches, dining, and arts scene in a spectacular home designed to capture the essence of coastal luxury.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
65 S PALM AVE #1503, SARASOTA, FL 34236
$8,275,000229 Days on yellowkey MLS ID: A4675108
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3855 Built: 2026 Tax: $208,505 (2024)Community: Mira MarSpa: YesCondo
Taxes:$208,505
Middle School: Booker Middle
Remarks: Under Construction. The last great address on Palm Avenue. Introducing the West Coast of Florida’s most distinctive and extraordinary new condominium offering. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, graceful residences, and refined boutiques—was once the city’s most coveted address. Today, Seaward Development, Sarasota’s premier luxury developer, is breathing new life into this cherished property, blending its storied past with modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will showcase two sophisticated condominium towers that unite classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, world-class design, and the ultimate in urban coastal living. Perfectly positioned along nearly 400 feet of South Palm Avenue frontage, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. Indulge in the ultimate coastal lifestyle with this premier corner estate-style residence offering panoramic views of Sarasota Bay, the John Ringling Bridge, and the outer islands leading to the Gulf. Step inside through your private elevator foyer to discover an open, elegantly designed layout that blends luxury and comfort. The chef-inspired kitchen is ideal for entertaining, featuring a scullery, premium appliances, and access to a private terrace with a built-in summer kitchen. With three en-suite bedrooms and an oversized den with a full bath, there’s ample space for guests to relax in privacy. The highlight of this exceptional home is the expansive 28' x 12' west-facing terrace—perfect for enjoying Sarasota’s breathtaking sunsets over the bay. Mira Mar residents will enjoy a collection of exceptional amenities designed for the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, a resort-style pool and hot tub, and spa-inspired locker rooms featuring steam, sauna, and a therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat located on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar represents a once-in-a-lifetime opportunity to live in a reimagined piece of Sarasota history—that began in 1922 where timeless architecture, impeccable craftsmanship, and an unmatched Palm Avenue location create the city’s most distinguished new address for a select few.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Nicholle Mckiernan (941-928-2922)
65 S PALM AVE #1001, SARASOTA, FL 34236
$5,695,000106 Days on yellowkey MLS ID: A4688549
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3412 Built: 2026 Tax: $208,505 (2024)Community: Mira MarSpa: YesCondo
Remarks: Under Construction. Introducing one of the West Coast of Florida’s most distinctive and extraordinary new condominium offerings. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, elegant residences, and refined boutiques—was once the city’s most coveted address. Seaward Development, Sarasota’s premier luxury developer, is bringing new life to this cherished property, blending its storied past with modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will feature two sophisticated condominium towers that blend classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, exceptional design, and the ultimate in urban coastal living. Perfectly positioned on one and a half acres with nearly 400 feet along South Palm Avenue, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. This exceptional residence defines sophistication with three private en-suite bedrooms plus den/study and a stunning 24’ x 12’ west-facing terrace—your front-row seat to Sarasota’s most iconic views. Every detail reflects an elevated standard of craftsmanship, with premier finishes and materials curated from some of the industry’s most respected luxury brands. From golden sunsets over the bay to the shimmering lights of the John Ringling Bridge, outer islands, and marina, each moment unfolds like a living masterpiece in the heart of downtown. Mira Mar residents will enjoy an exceptional collection of services and amenities tailored to the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, professional resident handyman, shipping and receiving porter, and luxury car and driver service. In addition, world-class amenities include a 70-foot resort-style pool and spa-inspired locker rooms featuring steam, infrared sauna, and a water therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar presents a once-in-a-lifetime opportunity to live within a reimagined piece of Sarasota history—where timeless architecture, impeccable craftsmanship, and an unparalleled Palm Avenue location define the city’s most distinguished new address for a select few.
65 S PALM AVE #1205, SARASOTA, FL 34236
$6,475,000229 Days on yellowkey MLS ID: A4675113
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3395 Built: 2026 Tax: $208,505 (2024)Community: Mira MarCondo
Remarks: Under Construction. The last great address on Palm Avenue. Introducing the West Coast of Florida’s most distinctive and extraordinary new condominium offering. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, graceful residences, and refined boutiques—was once the city’s most coveted address. Today, Seaward Development, Sarasota’s premier luxury developer, is breathing new life into this cherished property, blending its storied past with modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will showcase two sophisticated condominium towers that unite classic architecture with a contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, world-class design, and the ultimate in urban coastal living. Perfectly positioned along nearly 400 feet of South Palm Avenue frontage, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. Experience the perfect blend of space, style, and sophistication in this exceptional three-bedroom residence, elevated by captivating west-facing views stretching across Sarasota Bay and the barrier islands. The gourmet kitchen impresses with high-quality Wolf and Sub-Zero appliances, custom cabinetry, and a dedicated chef’s scullery complete with a wine refrigerator—ideal for effortless preparation and entertaining. The expansive primary suite features a luxurious en-suite bath with dual vanities, double water closets, and a generous walk-in shower with dual showerheads, along with a custom-designed walk-in closet for refined organization. The spacious private terrace—complete with a built-in summer kitchen—creates an inviting outdoor retreat where golden sunsets paint the sky each evening. All of this is set in the vibrant heart of downtown. Mira Mar residents will enjoy a collection of exceptional amenities designed for the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, a resort-style pool and hot tub, and spa-inspired locker rooms featuring steam, sauna, and a therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat located on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar represents a once-in-a-lifetime opportunity to live in a reimagined piece of Sarasota history—that began in 1922 where timeless architecture, impeccable craftsmanship, and an unmatched Palm Avenue location create the city’s most distinguished new address for a select few.
65 S PALM AVE #702, SARASOTA, FL 34236
$4,165,000267 Days on yellowkey MLS ID: A4670076
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3302 Built: 2026 Tax: $208,505 (2024)Community: Mira MarSpa: YesCondo
Remarks: Under Construction. The last great address on Palm Avenue. Introducing the West Coast of Florida’s most distinctive and extraordinary new condominium offering. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, graceful residences, and refined boutiques—was once the city’s most coveted address. Today, Seaward Development, Sarasota’s premier luxury developer, is breathing new life into this cherished property, blending its storied past with modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will showcase two sophisticated condominium towers that unite classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, world-class design, and the ultimate in urban coastal living. Perfectly positioned along nearly 400 feet of South Palm Avenue frontage, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. Experience the perfect blend of space, style, and sophistication in this exceptional three-bedroom residence. The expansive primary suite features a luxurious en-suite bath with dual vanities, double water closets, and a generous walk-in shower with dual showerheads. A custom-designed walk-in closet offers elegant built-in cabinetry for refined organization. Two private terraces, including a remarkable 20' x 12' west-facing terrace, provide an inviting retreat for outdoor living and entertaining—all in the vibrant heart of downtown. Mira Mar residents will enjoy a collection of exceptional amenities designed for the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, a resort-style pool and hot tub, and spa-inspired locker rooms featuring steam, sauna, and a therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat located on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar represents a once-in-a-lifetime opportunity to live in a reimagined piece of Sarasota history—that began in 1922 where timeless architecture, impeccable craftsmanship, and an unmatched Palm Avenue location create the city’s most distinguished new address for a select few.
65 S PALM AVE #804, SARASOTA, FL 34236
$4,965,000265 Days on yellowkey MLS ID: A4670463
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3734 Built: 2026 Tax: $208,505 (2024)Community: Mira MarCondo
Remarks: Under Construction. The last great address on Palm Avenue. Introducing the West Coast of Florida’s most distinctive and extraordinary new condominium offering. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, graceful residences, and refined boutiques—was once the city’s most coveted address. Today, Seaward Development, Sarasota’s premier luxury developer, is breathing new life into this cherished property, blending its storied past with a modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will showcase two sophisticated condominium towers that unite classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, world-class design, and the ultimate in urban coastal living. Perfectly positioned along nearly 400 feet of South Palm Avenue frontage, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. Experience the pinnacle of urban luxury with the vibrant energy of downtown just steps away. This expansive corner residence showcases impeccable design and sweeping city views from three terraces facing west, south, and east. Every detail has been thoughtfully curated, featuring premier finishes from the industry’s most respected names. The chef-inspired kitchen boasts Wolf and Sub-Zero appliances, custom Irpinia cabinetry, and elegant Cosentino countertops. Rich Legno Bastone wide-plank wood flooring flows throughout, complemented by large-format DelconcaUSA and Portobello porcelain tile in the baths and common areas. Refined Kohler and Toto fixtures complete the ensemble, creating a sophisticated retreat that exemplifies exceptional craftsmanship and contemporary elegance. Mira Mar residents will enjoy a collection of exceptional amenities designed for the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, a resort-style pool and hot tub, and spa-inspired locker rooms featuring steam, sauna, and a therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat located on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar represents a once-in-a-lifetime opportunity to live in a reimagined piece of Sarasota history—that began in 1922 where timeless architecture, impeccable craftsmanship, and an unmatched Palm Avenue location create the city’s most distinguished new address for a select few.
2317 S TUTTLE AVE, SARASOTA, FL 34239
$445,00056 Days on yellowkey MLS ID: N6144307
REDUCED by $14,000 (3.1%) on 07/02/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1140 Built: 1960 Tax: $906 (2025)Community: South GateSingle Family
Taxes:$906
Middle School: Sarasota Middle
Remarks: Completely renovated and rebuilt in 2023, this exceptional Sarasota residence offers the perfect blend of modern comfort, quality craftsmanship, and thoughtful design. Every major system and finish has been upgraded, including all new electrical wiring and electrical panel, all new PVC plumbing including PVC pipe to the sewer line, new water supply lines, HVAC system, insulation, and ductwork. The home’s electrical service is also underground, enhancing both reliability and curb appeal. Designed for both style and durability, the home features aluminum roof, hurricane-impact windows and doors, luxury vinyl flooring throughout, recessed lighting on dimmer switches, smoke detectors, and solid-core interior doors. The spacious open-concept layout is filled with natural light and offers generous living and family room spaces, creating an inviting atmosphere for everyday living and entertaining. The beautifully updated kitchen showcases custom cabinetry, stunning quartz countertops and backsplash, under-cabinet lighting, premium GE Profile appliances, and an impressive oversized single-basin sink that offers both functionality and style. The large family room opens to the backyard through elegant double French doors, seamlessly blending indoor and outdoor living. The primary bedroom serves as a comfortable retreat with a ceiling fan and a large closet complete with custom shelving. The primary bathroom has been thoughtfully designed with accessibility and functionality in mind, featuring a roll-in tiled shower, grab bars, built-in shelving, a shower light, and both a standard and handheld shower head. Outside, the professionally landscaped yard provides an attractive and private setting for relaxation and enjoyment. A spacious covered outdoor area creates the perfect space for entertaining, dining, or simply unwinding year-round. The property also includes a convenient carport and a storage shed, providing ample space for parking, tools, equipment, and additional storage needs. The generous lot offers ample room for the addition of a swimming pool, allowing future owners the opportunity to create their own private outdoor oasis. Ideally located in one of Sarasota’s most desirable neighborhoods, this home is just minutes from Southside Village, Downtown Sarasota, Sarasota Memorial Hospital, Arlington Park, and the city’s renowned dining, shopping, arts, and cultural attractions. World-famous Siesta Key Beach, Lido Key, St. Armands Circle, and Sarasota Bay are all within easy reach, providing endless opportunities to enjoy Florida’s exceptional lifestyle. With virtually every component replaced or upgraded in 2023, this move-in-ready home offers peace of mind, energy efficiency, and modern convenience in a prime Sarasota location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
605 S GULFSTREAM AVE #12, SARASOTA, FL 34236
$7,495,000279 Days on yellowkey MLS ID: A4665044
REDUCED by $1,000,000 (11.8%) on 06/24/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5655 Built: 2021Monthly Fee: $6,575 Tax: $104,045 (2024)Community: EpochSpa: YesCondo
Taxes:$104,045
Remarks: Under contract-accepting backup offers. AN EPOCH OPPORUNITY IN SARASOTA. NOW $7.495M for endless views, downtown walkability and unparalleled service. Truly a rare chance to obtain such value for a full floor of "gorgeous" at Sarasota's most iconic address. One step inside, and you're enveloped in luxury, where architecture becomes art. Inspired by the Sarasota School of Architecture, architectural elements of Brise-Soleil produces beautiful light and ambiance unique to each of the 23 bespoke residences. This twelfth-floor masterpiece, built in 2021, provides almost 5,700 sq ft of interior space and nearly 2,000 sq ft of wraparound terraces - where panoramic views of Sarasota Bay and spectacular sunsets over the Gulf are an everyday experience. The custom design blends the highest level of craftsmanship with peace of mind - featuring enhanced hurricane construction complete with floor-to-ceiling 11.5 ft impact sliders - creating striking views with seamless indoor-outdoor living. Esteemed local designer, Studio G, curated this home with sophistication and warmth - an enveloping feel of comfort within modern design. Your private elevator entry offers a first glance of the custom features throughout - such as walnut feature walls and designer floating cabinets. The gourmet kitchen boasts Gaggenau™ appliances, 5-burner gas cooktop, Quartz surfaces, built-in coffee/juice station, Italian-made cabinetry, custom walnut dining island and coordinating accent wall. You'll have endless choices for dining and entertaining - outside with a grill, refrigerator & private seating area - or indoors with cool water views under a gorgeous Ochre™ hand-blown chandelier. Wine connoisseurs will love the 1600-bottle wine room and cozy tasting area just outside its doors. The primary suite features panoramic views of downtown on your private balcony, a walk-in closet & spa-inspired en-suite bathroom. Enjoy a truly Zen experience with a large soaking tub, custom dual floating vanities, Neolith™ porcelain panels and dual water closets. The three guest rooms enjoy ample walk in closets, en-suite bathrooms & impressive floor to ceiling city views, each with their own terrace. Among the standout features that elevate this residence to true luxury living are a hand-carved onyx powder room sink, a VRF commercial-grade air conditioning system, Control4 automation and an RWS™ home water filtration system. The property also includes a private three-car garage with an EV charger & generous storage space. Epoch provides world-class amenities: 24/7 security and concierge desk, Resident’s Club gathering room with bar, game tables, wifi & fireplace, a resort style 70-ft lap pool & spa with a summer kitchen, gas grills and fire tables. A dedicated mail and package area ensures secure deliveries, while a fitness center, massage suite, steam showers and a guest suite address all your expectations. And don’t miss the unforgettable views from the rooftop terrace - with seating for sunset cocktails and stargazing. This location is both preferred and peaceful - as you can simply step outside for a short stroll to some of Sarasota's finest dining, shopping and art venues. Water activities are just across the street at Marina Jack and Bayfront Park - and experience the best views for annual fireworks in the comfort of your own home! There hasn't been a better time - or better value - for attaining THE Sarasota address that hits all the marks for luxury.
Listing Agent: Julie Lojacono Mackie (773-704-1438)
2472 21ST ST, SARASOTA, FL 34234
$395,00078 Days on yellowkey MLS ID: A4693148
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1881 Built: 1989 Tax: $733 (2025)Community: Lorraine ParkSpa: NoSingle Family
Taxes:$733
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Located on a generous corner homesite spanning approximately 22,000 square feet (just over half an acre), this property offers a rare opportunity to own a homesite of this size in an established Sarasota neighborhood with no HOA restrictions. The existing three-bedroom, three-bath split-bedroom home features nearly 1,900 square feet of living space, multiple gathering areas including both a living room and family room, an eat-in kitchen with breakfast bar, a two-car garage, and a covered rear patio overlooking the expansive fenced backyard. Whether you're looking to renovate, restore, or personalize, the true value lies in the combination of the generous homesite, functional floor plan, and convenient Sarasota location. The expansive yard provides outdoor space and flexibility that is increasingly difficult to find in this area. Property is being sold As-Is and presents an exceptional opportunity to create something uniquely your own.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Shana Hamel, Pll (941-724-6400)
5723 EASTWIND DR, SARASOTA, FL 34233
$630,000225 Days on yellowkey MLS ID: A4675503
REDUCED by $25,900 (3.9%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2206 Built: 2004Monthly Fee: $46 Tax: $6,761 (2024)Community: Three OaksSingle Family
Taxes:$6,761
Elementary School: Ashton Elementary
Remarks: Welcome to this well-loved 3-bedroom, 2-bath home located in a quiet, beautifully maintained community that offers a blend of comfort, care, and easy Florida living. Every space has been thoughtfully maintained, creating a truly move-in-ready home. Inside, you'll find a bright and inviting layout with comfortable living areas, a functional kitchen ideal for everyday use, and bedrooms that each provide a cozy retreat, and a generous office space. Step outside to a peaceful backyard—perfect for morning coffee, evening sunsets, or simply enjoying the Florida outdoors. Big-ticket updates are already done, including a NEW roof 25', NEW pool heater, and a NEW HVAC 25', offering added peace of mind. Conveniently located near shopping and dining, just 8 miles from the world-famous Siesta Key Beach, and with easy access to I-75. This charming property is ready for its next chapter—schedule your showing today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marina Paige (941-263-9545)
5600 BEACH WAY DR #315, SARASOTA, FL 34242
$750,000414 Days on yellowkey MLS ID: A4655560
1 Days Off yellowkey (back on 7/1/2026)
REDUCED by $20,000 (2.6%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1259 Built: 1970 Tax: $7,099 (2024)Community: Beachway AptsCondo
Taxes:$7,099
Remarks: Under contract-accepting backup offers. Your Florida beach escape awaits — and with a motivated seller, this is an opportunity you won't want to miss.... take a look at this condo that is steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished end unit condo is oh so unique on the top floor with views of the beautiful white sandy beach and sparkling blue Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is excellent! This recently, completely remodeled from ceiling to floor, wall to wall, unit has 2 bedrooms, 2 bathrooms, hard flooring throughout, a sprawling island, quartz countertops, impact windows and sliders, AND has a spacious balcony, ready for you to relax and enjoy. This unit transfers with $50,000 in furnishings and furniture. This is a perfect place for you to have your dream of a beach life come to reality, with the potential of using it to generate income with monthly rentals. This amazing mid-rise condominium community offers a heated community pool, outside grills, a clubroom with a kitchen, plenty of guest parking and a laundry room on each floor. Recent improvements include newer roofs 2020, a newer elevator 2019, re-plumbed stacks 2018, refreshed landscaping 2020, and new vinyl fencing 2021. The quarterly fee includes access to the heated community pool, basic cable, water/sewer, pest control, weekend on-site maintenance person, and community insurance. Enjoy convenient access to Siesta Key Beach and to Siesta Key Village shops and restaurants with the free trolley service that stops right in front of the Beach Way community, or, walk, orrrrr take a bike cruise to many nearby shops and restaurants… You are not only buying a beach property, you are buying a lifestyle in the beautiful Southwest Florida Sun. This unit can be your own sanctuary escape and your retirement investment... Come see, come sigh and make this Siesta Key lifestyle in the Sun your own.
Listing Agent: Karie Backman (941-404-8389)
1280 HIDDEN HARBOR WAY, SARASOTA, FL 34242
$8,500,00029 Days on yellowkey MLS ID: A4696603
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5649 Built: 2002Monthly Fee: $333 Tax: $65,212 (2025)Community: Hidden HarborSpa: YesSingle Family
Taxes:$65,212
Remarks: Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline. Set on 0.62 acres with 125 feet of panoramic waterfront, the residence was masterfully built by luxury builder M. L. Collingwood and thoughtfully designed to celebrate both architectural craftsmanship and the beauty of its remarkable setting. A protected deep-water harbor, a private 50-foot dock and 20,000-pound lift create an exceptional opportunity for the serious boater, while the home’s privacy, scale and resort-style outdoor living make it equally ideal as a serene waterfront retreat. From the moment you arrive, custom mahogany doors, beveled glass transoms, lush landscaping and a gracious entry introduce the timeless character found throughout the residence. Inside, soaring ceilings, generous room proportions and walls of glass frame magnificent water views from many of the principal living areas. Rich architectural details include coffered and tray ceilings, bentwood arches, crown molding, custom millwork and travertine inset flooring. The formal living and dining rooms flow beautifully for entertaining and are complemented by a fully outfitted cherrywood-paneled bar and wine room. The executive office and library are a showpiece, featuring cherrywood paneling, an 18-foot coffered ceiling and a spiral staircase leading to upper bookshelves. The well-appointed island kitchen offers Wood-Mode cabinetry, quartzite countertops, stainless steel appliances, paneled Sub-Zero refrigeration, a Viking six-burner gas range, dual ovens, a walk-in pantry and a spacious breakfast bar. Open to the bayfront breakfast and gathering rooms, the space features an electric fireplace, adding warmth and ambiance, and connects effortlessly to the outdoor living areas. The primary suite is a private waterfront sanctuary with a bayfront sitting room and a generous bath with dual vanities, a two-person shower, a soaking tub and private water closets. Two additional guest suites are privately positioned in their own wing on the main level, along with a powder bath and laundry room. Upstairs, a fourth bedroom or game room includes a full bath, walk-in closet and private western balcony overlooking the harbor, ideal for taking in evening sunsets. Designed for relaxed Florida living, the expansive lanai features a heated saltwater infinity-edge pool, travertine decking and a shaded outdoor living space with custom ceiling detail, creating an inviting setting for alfresco dining and waterfront entertaining. Frequent dolphin and manatee sightings add to the magic of this rare waterfront setting. Additional features include a side-entry three-car garage, a paver drive and walkways, landscape lighting, a walk-in attic and abundant storage. Hidden Harbor is one of Siesta Key’s most treasured boating communities, offering exceptional privacy just one mile from the powdery white sands of Siesta Beach and close to Siesta Village’s dining, shopping and island charm. Mainland Sarasota’s cultural venues, restaurants, shopping, medical facilities and schools, including nationally acclaimed Pine View School, are also within easy reach.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
1406 TANGIER WAY, SARASOTA, FL 34239
$6,500,000202 Days on yellowkey MLS ID: A4677512
0 Days Off yellowkey (back on 1/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3294 Built: 2024 Tax: $42,511 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$42,511
Remarks: Under contract-accepting backup offers. Welcome to 1406 Tangier Way, a breathtaking expression of coastal contemporary luxury in San Remo Estates in Sarasota, where architectural excellence meets waterfront serenity. This 3,294 sq. ft. home is a seamless blend of sophistication, innovation, and artisanal craftsmanship, offering four bedrooms, three full baths, and unparalleled views of Sarasota Bay. Every detail has been meticulously curated, from the custom Doca cabinetry, hand-crafted and imported from Spain, to the high-grade Portuguese porcelain countertops that extend from the kitchen to the ceiling, creating a striking visual statement. The gourmet kitchen is equipped with state-of-the-art Fulgor Milano appliances, an oversized island, and bespoke finishes, setting the stage for an elevated culinary experience. Walls of strategically placed windows flood the interiors with natural light, enhancing the contemporary loft-inspired aesthetic while showcasing the property’s unrivaled water views. The second-floor master suite is a sanctuary of refined elegance, featuring a private office, floor-to-ceiling water views, and a spa-inspired en-suite bath adorned with intricate, high-end tilework, exuding a sense of tranquility and indulgence. Ascend to the rooftop terrace, where artificial turf, a wet bar, and panoramic views create an unforgettable setting for sunset soirees and intimate gatherings under the stars. The outdoor living space is nothing short of an oasis, boasting leather-marble walkways, a champagne spa, a gas fireplace, and a fully equipped outdoor kitchen, designed for seamless alfresco entertaining. An automated mosquito misting system ensures year-round comfort, while Control4 smart home technology integrates lighting, climate, security, and entertainment at the touch of a button, delivering an effortlessly luxurious lifestyle. Boaters will revel in the two newly constructed boat lifts and direct access to Sarasota Bay, making this home an extraordinary retreat for waterfront living at its finest. Built with strength, timeless beauty, and the highest level of craftsmanship, this extraordinary waterfront residence is truly a rare find—a once-in-a-lifetime opportunity to own an unparalleled slice of Sarasota’s coastal paradise. Schedule your private showing today—this exclusive sanctuary could be yours.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$400,000187 Days on yellowkey MLS ID: A4679367
REDUCED by $25,000 (5.9%) on 06/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
1142 WINDSONG LN #B, SARASOTA, FL 34242
$4,500,00029 Days on yellowkey MLS ID: A4696657
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3891 Built: 2024 Tax: $32,220 (2025)Community: 1142 Windsong Lane Land CondoSpa: YesCondo
Taxes:$32,220
Remarks: There is only one — Golden Set. Some residences embrace their surroundings. Others become an extension of them. Golden Set invites the island in—rich woods, woven textures, botanical motifs, and warm metallic accents establish a residence that feels both worldly and deeply rooted in Siesta Key. Your legacy, engineered for a lifetime of stories at a scale only you could imagine. This private resort centers around a breathtaking saltwater pool within its fully fenced backyard. Cross the sun shelf to the swim-up bar or unwind beneath the custom rock waterfall and built-in slide. Host championship matchups of pool volleyball or basketball, perfect your short game on the putting green, or dine alfresco beneath covered seating with multiple televisions and a state-of-the-art outdoor kitchen. Inside, nearly 3,600 square feet unfold across multiple levels connected by a private elevator. The great room serves as the social heart of the home – an exceptional setting for gatherings while the chef’s kitchen supports your culinary imagination. Festivities transition effortlessly from the expansive living and dining areas onto the terrace, blending the boundary between indoor elegance and outdoor paradise. The upper levels are devoted to privacy in four en-suite guest rooms and multiple viewing balconies. At the pinnacle of the residence lies its most exclusive destination. A well-appointed club room, complete with a half bath, creates an elevated entertainment hub, while the rooftop terrace, perched 50 feet above the island, is the final expression - sunrise over Siesta Key, long afternoons beneath the island sun, and evenings illuminated by the fading glow of the Gulf horizon. The secluded primary suite occupies the home's most private position, delivering breathtaking Gulf views, a spa-inspired bath, and the rare luxury of complete retreat. Here, your final view of the day is nothing short of spectacular. More than a home, Golden Set is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
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