Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
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5883 WHISTLEWOOD CIR, SARASOTA, FL 34232
$485,000216 Days on yellowkey MLS ID: A4671389
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1979 Tax: $5,067 (2024)Community: Ridgewood Estates 20Th AddSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,067
Elementary School: Brentwood Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
132 TALL TREES CT, SARASOTA, FL 34232
$520,00067 Days on yellowkey MLS ID: A4689367
REDUCED by $10,000 (1.9%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2001Monthly Fee: $199 Tax: $3,522 (2025)Community: Oak Court Ph 2-A & 2-BSpa: YesSingle Family
Taxes:$3,522
Elementary School: Fruitville Elementary
Tax Year: 2025
Remarks: Located in Oak Court, a gated community of approximately 60+ homes just off Fruitville Road, this updated, west-facing, single-story residence offers convenient access to downtown Sarasota, University Town Center (UTC), Gulf beaches, golf courses, parks, and I-75. Set on a private dead-end street with mature canopy trees and landscaped surroundings. Extensive upgrades include roof (2021), AC (2025), and water heater (2026). Interior features professionally curated paint selections and 24-inch tile flooring (2025) in select areas including two bedrooms and foyer. The layout offers a flexible front room off the entry, ideal for dining, sitting, or office use. The home then opens into the main living area with vaulted ceilings and an open connection to the kitchen. A separate dining area is positioned just off the kitchen, creating a natural flow for everyday living and entertaining. The living space provides direct access to the screened lanai and hot tub, which conveys with the sale. Kitchen features a Samsung appliance suite (2025), soft-close cabinetry, pull-out drawers, island workspace, and adjacent dining area. Bathrooms updated with Calcutta wall tile and energy-efficient commodes (2025). Primary suite includes dual sinks, walk-in shower, and walk-in closet. Secondary bedrooms offer built-in storage and custom paint finishes. Smart home features include Eufy video doorbell and upgraded digital AC thermostat. Additional interior improvements include plantation shutters, vertical blinds, updated lighting fixtures, and ceiling fans. Garage includes epoxy-coated floor (Galaxy Blue, 2025), custom overhead storage, and fresh interior paint. Exterior upgrades include backyard privacy landscaping with Areca palms (2025) and redesigned irrigation system. Community amenities include pool, cabana, lake with fountain, and irrigation.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
8773 MIDNIGHT PASS RD #302G, SARASOTA, FL 34242
$500,00041 Days on yellowkey MLS ID: A4691760
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $4,030 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$4,030
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cut brunch spots and dancing and live music every night of the week.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
65 S PALM AVE #804, SARASOTA, FL 34236
$4,965,000221 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
Taxes:$208,505
Elementary School: Southside Elementary
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 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.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Georgia Kopelousos, Pa (941-928-7585)
65 S PALM AVE #702, SARASOTA, FL 34236
$4,165,000223 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.
Listing Agent: Nicholle Mckiernan (941-928-2922)
65 S PALM AVE #1503, SARASOTA, FL 34236
$8,275,000185 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
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.
65 S PALM AVE #1205, SARASOTA, FL 34236
$6,475,000185 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 #1001, SARASOTA, FL 34236
$5,695,00062 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.
111 S PINEAPPLE AVE #714, SARASOTA, FL 34236
$2,199,00052 Days on yellowkey MLS ID: A4691380
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2065 Built: 2019 Tax: $15,408 (2025)Community: Mark Sarasota CondoCondo
Taxes:$15,408
Remarks: Design forward luxury at The Mark, where elevated living meets refined coastal elegance. This impeccably maintained End unit residence features three-bedroom, three and a half bath with a private office and showcases a seamless blend of sophistication and comfort, all framed by captivating Sarasota Bay views. From the moment you enter, walls of glass invite natural light to pour into the expansive living and dining spaces, creating an airy ambiance with soaring 10-foot ceilings. Breathtaking panoramic views of Sarasota's vibrant skyline and bay vistas from the living areas and bedrooms. Upscale custom remote-controlled window treatments allow you soft daylight with privacy when wanted. The open-concept design flows effortlessly to a generously sized balcony—accessible from both the family room and the primary retreat—offering a serene setting to enjoy morning sunrises or evening sunsets over the Sarasota Bay. A standout feature, the glass-enclosed office provides the perfect balance of privacy and connectivity—ideal for working from home while remaining visually engaged with the main living areas. The chef’s kitchen is both striking and functional, appointed with sophisticated European-style 2-tone cabinetry with soft close drawers, quartz countertops, and a full suite of Jenn-Air stainless appliances. Clean lines and a light, modern palette, and porcelain tile throughout enhance the home’s timeless appeal. The primary suite is a true retreat, featuring private balcony access, two custom walk-in closets with built-ins, and a spa-inspired bath with dual vanities, a frameless glass shower, and refined finishes throughout. Two additional bedrooms with en-suite bathrooms provide comfort and privacy for guests. A stylishly appointed powder bath is ideal for all of your guests and family. Every detail has been thoughtfully curated, from designer lighting to high-quality materials, delivering a polished and cohesive aesthetic throughout the residence. The residence includes 2 premium 3rd floor adjacent parking spaces in the secured parking garage and a storage unit within the building on the same level as unit. Quick access just 2 floors down to the amazing 5th floor amenities Residents of The Mark enjoy world-class amenities, including a large pool deck area, 65 foot resort-style heated saltwater pool and spa, cabana areas, fire pit and lounge area, outdoor grills, state-of-the-art fitness center, club lounge with a fireplace, bar, billiards, catering kitchen, and newsroom cafe, and 24-hour concierge services—all just steps from Sarasota’s vibrant dining, shopping, and cultural scene. A rare opportunity to own a sophisticated bay-view residence in the heart of downtown Sarasota
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
1347 HARBOR DR, SARASOTA, FL 34239
$4,000,000140 Days on yellowkey MLS ID: A4679697
REDUCED by $300,000 (7.0%) on 05/07/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4069 Built: 2014Monthly Fee: $13 Tax: $57,247 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$57,247
Remarks: Exceptional Harbor Acres modern residence offering 5 bedrooms, including a sunroom converted by the owners into a true 5th bedroom (closet and A/C). Warm contemporary design with seamless indoor-outdoor living. Located in Harbor Acres, one of Sarasota’s most coveted neighborhoods, this exceptional modern residence delivers a rare blend of warm contemporary design, luxury finishes, and seamless indoor-outdoor living. Perfectly scaled for the neighborhood, the open floor plan is flooded with natural light and effortlessly blurs the line between inside and out. The great room features 8-ft pocketing sliders opening to the covered lanai, anchored by a gas fireplace with illuminated floating shelves. The chef’s kitchen is a showpiece with top-of-the-line Miele appliances, solid wood cabinetry, an expansive quartz island, LED lighting, and a butler’s pantry for effortless entertaining. A separate dining room with picturesque windows offers an inviting setting for intimate gatherings, while the adjoining family room provides a relaxed space to unwind. The first-floor primary suite is a serene retreat with walls of windows overlooking lush tropical foliage and a spa-inspired bath featuring a soaking tub and glass shower. A dedicated office/flex room is conveniently located on the main level. Owners thoughtfully converted the sunroom into a 5th bedroom, offering added flexibility for guests or multigenerational living. Sleek open-riser stairs lead upstairs to two en-suite bedrooms providing privacy and comfort.
Listing is courtesy of: MICHAELA DAMM & PARTNERS (941-726-1808)
Listing Agent: Miska Damm (941-726-1808)
6790 SARASEA CIR #6790, SARASOTA, FL 34242
$675,000213 Days on yellowkey MLS ID: A4671923
REDUCED by $44,900 (6.2%) on 04/12/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1446 Built: 1981 Tax: $5,650 (2025)Community: Midnight SeaCondo
Taxes:$5,650
Remarks: Just steps from Point of Rocks Beach! This 3BR/2.5BA townhouse with a garage at 6790 Sarasea Circle offers the best of coastal living in an exclusive 12-residence community. Enjoy direct access to Siesta Key’s world-famous beaches and village. The 1,446 sq. ft. interior features wood flooring, a cozy fireplace, and a screened lanai overlooking the pool. The bright kitchen includes white cabinetry, generous counter space, and a pass-through breakfast bar. Upstairs, 2 inviting bedrooms each feature private balconies, ample closets, and abundant natural light. Bathrooms are thoughtfully designed for comfort and convenience one on each floor, including en-suite and Jack-and-Jill layouts on the third floor. An oversized one-car garage provides direct access to a versatile lower-level bonus space, 3rd bedroom and laundry room. With up to 12 rentals allowed per year, this property offers excellent income potential in a prime island location close to dining, shopping, and downtown Sarasota.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
4179 ROBERTS POINT CIR #LOT 17, SARASOTA, FL 34242
$3,400,000232 Days on yellowkey MLS ID: A4669772
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 3200 Built: 2027 Tax: $5,916 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$5,916
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situated in the exclusive Roberts Point neighborhood on Siesta Key. This thoughtfully designed home pairs timeless island style with modern coastal construction, offering refined living in a highly desirable island setting. Built to meet today’s highest coastal standards, the residence will feature solid concrete block construction, elevated foundation systems, hurricane-impact windows and doors, metal roofing, and other structural elements designed for durability and long-term peace of mind in a waterfront-adjacent environment. The interior layout emphasizes open, airy living spaces with high ceilings with abundant natural light that create an effortless connection to the outdoors. The kitchen is designed as both a functional workspace and gathering area, featuring premium appliances, custom cabinetry, and a generous island ideal for entertaining and everyday living. The primary suite serves as a private retreat with a spa-inspired bathroom, including a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional bedrooms offer en-suite baths and refined finishes, while a flexible bonus space allows for a home office, fitness room, or lounge. Outdoor living is a focal point of the design, with covered entertaining areas, an outdoor kitchen, and a resort-style pool and spa—perfect for enjoying Siesta Key’s year-round sunshine and relaxed island atmosphere. Located on the quiet north end of Siesta Key, Roberts Point is known for its privacy, natural surroundings, and convenient proximity to Siesta Beach, Siesta Village, and downtown Sarasota. This new construction home presents a rare opportunity to experience elevated coastal living by Noah Thomas Builders in one of Sarasota’s most coveted island communities. All images, renderings, and descriptions are for illustrative purposes and represent the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications are subject to change during construction. Pricing, availability, and final details may be modified prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
3281 BENEVA RD #104, SARASOTA, FL 34232
$199,95062 Days on yellowkey MLS ID: A4690039
REDUCED by $10,000 (4.8%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1979 Tax: $874 (2025)Community: Village Brooke Sec 3Condo
Taxes:$874
Elementary School: Wilkinson Elementary
Remarks: Nicely appointed and recently updated condominium awaits those looking for the Florida Lifestyle in an adorable package. Village Brooke is located minutes to gulf beaches, downtown, restaurants, shops...very convenient. The community itself features an active clubhouse, multiple pools for easy walking access from any home, tennis courts and a park like setting. Notice the monthly fees...very reasonable to include building insurance, water and sewer in addition to the onsite manager. This corner first floor unit has been occupied by the current owner since 2010...never rented and it shows! Warm color ceramic tile and waterproof luxury vinyl plank, new granite, custom shaker cabinets, upgraded appliances and so much more. The bathrooms have been updated as well...and last not least...a brand new permitted eletrical panel for that insurance discount and peace of mind. Call today for a private tour.
Listing is courtesy of: SARASOTA REAL ESTATE LIVE (941-232-5672)
Listing Agent: Cor Donovan (941-232-5672)
2907 MARSHALL DR, SARASOTA, FL 34239
$599,999234 Days on yellowkey MLS ID: A4669618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1138 Built: 1954 Tax: $6,643 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$6,643
Remarks: Investor Alert! Rare opportunity to own a turnkey income-producing property in a prime location! This fully furnished gem features a brand-new pool, all-new impact windows, and a strong rental history with future bookings already in place, cash flow from day one! Don’t miss your chance to add this high-performing asset to your portfolio. Schedule your showing today, opportunities like this don’t last!
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
927 CONTENTO ST, SARASOTA, FL 34242
$2,300,00050 Days on yellowkey MLS ID: A4691441
0 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3649 Built: 2024 Tax: $13,452 (2024)Community: Siesta IslesSpa: YesSingle Family
Taxes:$13,452
Remarks: Short Sale. Partially complete. Interior is mostly complete and needs final punch-out completed and painting.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
5371 CRESTLAKE BLVD #68, SARASOTA, FL 34233
$327,50040 Days on yellowkey MLS ID: A4691243
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1382 Built: 1984Monthly Fee: $600 Tax: $3,372 (2025)Community: Crestwood VillasSpa: NoVilla
Taxes:$3,372
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: This beautifully updated villa in the desirable Crestwood Villas community offers the rare combination of tranquil lake views and modern comforts, all just steps from the community pool. The bright, open floor plan features soaring vaulted ceilings that flow seamlessly into a spacious enclosed lanai overlooking the peaceful lake. Tile flooring throughout ensures easy maintenance, while the updated kitchen shines with granite counters, fresh cabinetry and appliances, and a generous granite breakfast bar—perfect for casual meals or entertaining. The primary suite is a true retreat, boasting calming lake views, dual walk-in closets, and a luxurious bath with a tiled shower and ample vanity space. A second updated full bath with tile finishes completes the home. Located near Honore Avenue and Wilkinson Road, this villa provides effortless access to everything Sarasota has to offer—world-class beaches, shopping, dining, and the vibrant arts scene. This is a rare opportunity to own a lakefront villa in a prime location. Ideal for those seeking both relaxation and convenience in one of Sarasota’s most convenient communities.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
6456 TARAWA DR, SARASOTA, FL 34241
$399,90089 Days on yellowkey MLS ID: A4686718
0 Days Off yellowkey (back on 5/6/2026)
REDUCED by $15,100 (3.6%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1979 Tax: $3,692 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,692
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained 3-bedroom, 2-bathroom, 2-car garage single-family home offering 1,436 square feet of comfortable living in the desirable Lake Sarasota community. This inviting residence features an updated kitchen with stone countertops, wood cabinetry, and stainless steel appliances, along with a convenient passthrough window to the covered and screened patio—perfect for indoor-outdoor entertaining. The home offers a spacious layout including a large living room, dining area, and separate family room, all enhanced by recessed lighting throughout. Step outside to a generously sized, fully fenced backyard with ample space to ADD a swimming pool, creating your own private oasis. Major updates include a ROOF replacement in 2013, A/C in 2015, and updated PLUMBING lines in 2020. The home is also fitted with HURRICANE SHUTTERS for the windows and doors that add protection when needed. Perfectly located, this home is just minutes from I-75, Rothenbach, Urfer Family Park, shopping centers, restaurants, and the Mall at UTC. The neighborhood offers outstanding outdoor amenities including a dog park, disc golf course, and a kayak launch into Lake Sarasota—perfect for active lifestyles and nature lovers. SRQ International Airport, Downtown Sarasota, and Siesta Key are all within 30 minutes. Zoned for Lakeview Elementary, Sarasota Middle, and Sarasota High School, this is a rare opportunity to own one of the best homes in a truly great community. With NO HOA and NO DEED RESTRICTIONS, homeowners enjoy exceptional flexibility while still benefiting from a well-established, friendly neighborhood. ***This home located in approved USDA area that qualifies for 100% financing (no downpayment required), as well as downpayment assistance programs from, up to 5% of the purchase price! Ask about how you can get access to lenders who utilize those programs.*** Come see this one by appointment only.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
2177 SUNNYSIDE PL, SARASOTA, FL 34239
$2,650,000189 Days on yellowkey MLS ID: A4674289
REDUCED by $149,000 (5.3%) on 05/05/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4624 Built: 2023 Tax: $25,349 (2024)Community: Hibiscus Park 2Spa: YesSingle Family
Taxes:$25,349
Remarks: Everything you thought you needed—and knew you wanted—now offered with an unmatched level of value and flexibility. Recently repositioned with an attractive price improvement and now offered turnkey furnished, this exceptional newer construction residence presents a rare opportunity to step into luxury living—or a high-performing rental investment—without delay. Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential. The thoughtfully curated furnishings create an immediate, seamless transition for ownership or rental readiness, blending style, comfort, and functionality throughout. Designed to elevate both lifestyle and longevity, the home features a custom ProTee golf simulator, a two-person Equinox infrared sauna, and a Renu Therapy cold plunge, offering a private wellness retreat rarely found in residential properties. Spanning over 5,400 square feet of total living space, the home showcases a clean, contemporary design with expansive glass, natural textures, and effortless indoor-outdoor flow. The resort-style outdoor setting, complete with pool, spa, and dual covered entertaining areas, pairs perfectly with the home’s open interior spaces, state-of-the-art kitchen, and dedicated home theater—creating an environment equally suited for relaxation or hosting. Positioned between Southgate, Arlington Park, and Cherokee Park, and just moments from Southside Village, this residence delivers not only luxury and location, but now an exceptional opportunity to secure a fully realized lifestyle—ready to be enjoyed from day one.
Listing Agent: Rudy Dudon (941-234-3991)
1349 GRAND BLVD #1006, SARASOTA, FL 34232
$299,000222 Days on yellowkey MLS ID: A4670997
REDUCED by $26,000 (8.0%) on 05/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1308 Built: 1972 Tax: $849 (2024)Community: Forest Pines 10Villa
Taxes:$849
Elementary School: Alta Vista Elementary
Remarks: Welcome to Forest Pines, a friendly 55+ community in the heart of Sarasota’s Pinecraft area. This light-filled villa offers a comfortable, open layout with tile flooring throughout and spacious bedrooms for easy living. The floor plan includes a dedicated laundry room with utility sink, covered entry and carport with extra storage, and a paver patio out back for relaxing outdoors. The primary suite features a makeup vanity and generous closet space. Added peace of mind: this property is not in a flood zone and has had no flooding during recent storms. Residents enjoy a low-maintenance lifestyle with access to community amenities and a welcoming neighborhood atmosphere. Association fees include cable TV, common area taxes, community pool, escrow reserves, lawn and grounds care, management, pool maintenance, and private road upkeep. Conveniently located just minutes from restaurants, shopping, parks, downtown Sarasota, beaches, and The Legacy Trail, this villa offers comfort, value, and an easy Florida lifestyle in one of Sarasota’s most walkable and social locations.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
6146 MIDNIGHT PASS RD #12S, SARASOTA, FL 34242
$1,500,000131 Days on yellowkey MLS ID: A4680754
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $11,612 (2025)Community: Island HouseCondo
Taxes:$11,612
Remarks: Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
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