Location: Sarasota
Do Not Show Listings
225 HOURGLASS WAY #106, SARASOTA, FL 34242
$500,000161 Days on yellowkey MLS ID: A4683200
REDUCED by $75,000 (13.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $3,860 (2025)Community: Whispering SandsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,860
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak—all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
4122 CENTRAL SARASOTA PKWY #1914, SARASOTA, FL 34238
$219,900147 Days on yellowkey MLS ID: A4684385
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1089 Built: 1998 Tax: $2,871 (2024)Community: Bella Villino IiiSpa: YesCondo
Taxes:$2,871
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2024
Middle School: Laurel Nokomis Middle
Remarks: Rare First-Floor Preserve View Condo in Palmer Ranch – Minutes from Siesta Key One of the best values currently available in Bella Villino, this beautifully maintained first-floor condominium offers the perfect combination of comfort, convenience, and Sarasota lifestyle in the highly sought-after Palmer Ranch community. This spacious two-bedroom, two-bath residence features a desirable split-bedroom floor plan with two private en-suite bedrooms, each offering generous walk-in closets. The bright, open living area flows seamlessly to a screened lanai overlooking a peaceful preserve, creating a tranquil setting for morning coffee, outdoor dining, or simply enjoying Florida's natural beauty. A standout feature of this home is the direct access from the lanai to an extended green space, providing a rare backyard feel seldom found in condominium living. Recent updates include a new refrigerator and garbage disposal, making this residence move-in ready. Bella Villino residents enjoy an exceptional collection of resort-style amenities, including a heated pool and spa, fitness center, tennis and pickleball courts, indoor basketball and racquetball courts, clubhouse, billiards room, barbecue areas, business center, car care station, and on-site management. Ideally situated in Palmer Ranch, you're just minutes from world-famous Siesta Key Beach, the Legacy Trail, golf courses, shopping, dining, and downtown Sarasota. Whether you're looking for a full-time residence, seasonal retreat, or investment property, this home offers outstanding value in one of Sarasota's most desirable communities. Rare first-floor residences with preserve views are among the most desirable opportunities in Bella Villino. Schedule your private showing today.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Gina Kiger (941-313-5464)
263 CRYSTAL WATERS DR, SARASOTA, FL 34240
$3,178,65555 Days on yellowkey MLS ID: A4696083
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3632 Built: 2026Monthly Fee: $710Community: Wild BlueSpa: YesSingle Family
Taxes:$0
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Model Leaseback Opportunity. Experience an elevated lifestyle in this professionally designed fully-furnished Lago model by Arthur Rutenberg Homes. Showcasing sophisticated interiors, curated finishes, and impeccable attention to detail, this stunning Lago floor plan combines timeless style with modern comfort. Offering 3,632 square feet of thoughtfully designed living space, the residence features three en-suite bedrooms, three-and-a-half baths, a private den, bonus room, and expansive great room, creating a seamless blend of luxury and livability. Hurricane-impact windows and doors provide peace of mind while enhancing the home's refined architectural character.Every space has been expertly crafted and beautifully furnished to create an elevated living experience. The owner's retreat serves as a private sanctuary, complete with a spa-inspired bath, freestanding soaking tub, and direct access to the lanai. Each guest suite enjoys the privacy of its own bath, while the open-concept kitchen features a generous walk-in prep pantry and effortless connection to the dining and living areas. Designed for both intimate gatherings and grand entertaining, the home also offers a wet bar, outdoor kitchen, fireplace, and a resort-style pool and spa. A spacious three-car garage and the renowned quality and craftsmanship of Arthur Rutenberg Homes complete this extraordinary residence. Located within Wild Blue, Lakewood Ranch's newest luxury community, residents enjoy a maintenance-free lifestyle complemented by an impressive collection of amenities. The Midway Sports Complex offers opportunities for active recreation, while the private residents-only clubhouse features dining, a state-of-the-art fitness center, golf simulator, social gathering spaces, and a vibrant calendar of activities designed to elevate this exclusive lifestyle. List price reflects a 24-month leaseback totaling $352,800 and includes a $258,000 pool package incentive.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Katina Shanahan (941-702-0437)
4001 CROCKERS LAKE BLVD #21, SARASOTA, FL 34238
$209,00042 Days on yellowkey MLS ID: A4695181
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 972 Built: 1989Monthly Fee: $685 Tax: $2,213 (2025)Community: Vintage GrandCondo
Taxes:$2,213
Elementary School: None
High School: None
Middle School: None
Remarks: INVESTORS DREAM!! Current tenant would like to stay and is willing to sign long term lease! Excellent income potential! This as-is two bedroom, two bath condominium is in a peaceful community, yet close to all of your needs. The community boasts, large parking areas, walking trails, lakes, beautiful landscaping, tennis courts, basketball court, playground, fitness center, and oversized swimming pool with plenty of deck area. Easy access to all shopping and retail needs, walk or ride! Directly across from Costco and the New Sarasota Square Mall Project, as well as Target, Publix and Lowe's just to name a few. Centrally located in Sarasota County, this easy to rent unit is perfect to secure your place in the area.
Listing is courtesy of: ZOTA PROPERTIES LLC (941-806-8466)
Listing Agent: Dana Kessous (941-599-1404)
3215 BENEVA RD #204, SARASOTA, FL 34232
$240,000108 Days on yellowkey MLS ID: A4689750
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,682 (2025)Community: Village Brooke Sec 2Spa: NoCondo
Taxes:$2,682
Remarks: LOCATION, LOCATION, LOCATION! Perfectly situated in the heart of Sarasota, this maintenance-free second-floor condo offers comfort, convenience, and an inviting lifestyle. This cozy residence features 2 bedrooms and 2 bathrooms, along with an open-concept living and dining area that creates a bright, spacious feel. Step out onto your private lanai, where you can relax and enjoy peaceful views of mature oak trees and beautifully maintained grounds—the perfect setting for your morning coffee. Located in the desirable Village Brooke community, residents enjoy low fees and an impressive array of amenities, including: Two heated pools Multiple tennis courts Shuffleboard courts Scenic ponds Bike storage stations Barbecue areas The clubhouse offers even more, with a full kitchen, gathering spaces, pool and ping pong tables, and a comfortable lounge with TV. Village Brooke provides easy access to everything Sarasota has to offer, including world-class arts and culture, fine dining, galleries, museums, and some of Florida’s top-rated beaches. This is the lifestyle you’ve been waiting for—don’t miss it!
Listing is courtesy of: PALM REALTY & INVESTMENTS, INC. (941-922-3594)
Listing Agent: Thomas Hennerty (703-581-8605)
3711 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$899,999304 Days on yellowkey MLS ID: A4664546
REDUCED by $29,901 (3.2%) on 06/24/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3506 Built: 2004Monthly Fee: $138 Tax: $6,413 (2024)Community: HammocksSpa: YesSingle Family
Taxes:$6,413
Remarks: This is the one * QUALITY BUILT BY PRUETT HOMES AND LOCATED BEHIND THE GATES OF THE RARELY AVAILABLE HAMMOCKS NEIGHBORHOOD, WHERE YOUR DREAM HOME AWAITS * 'A' RATED SCHOOL DISTRICT * Lovingly cared for, and the PRIDE OF OWNERSHIP SHOWS * This FAMILY ESTATE HOME is LOCATED ON A PREMIUM CUL DE SAC * 1/3 ACRE LOT IS A MUST-SEE PRIVATE SETTING * NO THROUGH TRAFFIC * This BEAUTIFUL home backs to VIEWS of Laurel Oak Golf Course and a lovely Lake * NO NEIGHBORS BEHIND YOU * This IMMACULATE 2 Story Home is a MUST-SEE * This Split Plan Design boasts a total of 5 Bedrooms PLUS Office/Den & 3 Baths * 2nd Floor features 2 Guest Bedrooms, 1 Bath & a 27x19 Bonus Room for entertaining and is perfect for kids or guests. DOWNSTAIRS: Primary Suite, 2 Guest Bedrooms, Den, Formal Living Room & Formal Dining Room with Gas Fireplace * Private Master Suite is LARGE with a HUGE Oasis Bath, Dual Sinks, Soaking Tub & a Separate Walk-in Shower * Gorgeous Chef's Kitchen opens to the Family Room with VIEWS to the Private, Heated Pool & Spa * This DREAM KITCHEN showcases a Pantry, Breakfast Bar, Nook/Dinette with Aquarium Glass, Wood Cabinets, Granite Counters, Gas Cook-top & Double Oven * Excellent home to entertain in or just relax in your slice of paradise * 3 car Garage allows for plenty of room for all the toys * Paver Brick Driveway * The Hammocks is a 24 hour gated community with low annual HOA fees * It has that country feel yet you are minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & Publix Plaza are nearby * All the luxury features you desire are here! * One look & you'll fall in Love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
2437 FLOYD ST, SARASOTA, FL 34239
$749,00043 Days on yellowkey MLS ID: A4696668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1119 Built: 1925 Tax: $8,828 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$8,828
Elementary School: Alta Vista Elementary
Remarks: Step into a piece of Sarasota history with this charming 1925 Spanish Revival home in the highly sought-after Arlington Park neighborhood. Offering 2 bedrooms, 2 bathrooms, and just over 1,100 square feet of living space, this home perfectly blends timeless character with thoughtful modern updates. From the moment you arrive, the home’s exceptional curb appeal stands out, highlighted by custom landscaping and a distinctive brick circular driveway. Inside, you’ll find an inviting living space centered around an original brick wood-burning fireplace, complemented by updated lighting, hurricane-impact windows and doors, and a beautifully renovated kitchen featuring white cabinetry, butcher block countertops, farmhouse sink, and stainless-steel appliances. The split-bedroom layout provides privacy, with the guest bedroom and bath positioned toward the front of the home, while the primary suite is tucked away in the rear and features French doors opening to your own private backyard retreat. The true showstopper is the custom-designed saltwater pool and spa, creating a resort-style outdoor oasis rarely found in homes of this size and price range. The covered lanai, fenced yard, and tropical setting make it the perfect space for entertaining, relaxing, or enjoying Sarasota’s year-round sunshine. Significant improvements include a newer roof (2019), HVAC system (2017), hurricane windows and doors (2017), hot water heater (2022), and sewer line replacement (2022). Located just minutes from Arlington Park, Sarasota Memorial Hospital, Southside Village, Downtown Sarasota, Siesta Key Beach, Lido Key, and St. Armands Circle, this property places you at the center of everything that makes Sarasota one of Florida’s most desirable coastal destinations. The surrounding neighborhood continues to experience significant growth, with extensive renovations and luxury new construction homes enhancing the area’s long-term appeal and value. Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity in one of Sarasota’s most desirable neighborhoods, this distinctive Spanish-style home offers charm, location, and lifestyle in one exceptional package
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Randy Fallon (941-321-0997)
3526 RICHWOOD LINK #48, SARASOTA, FL 34235
$239,000224 Days on yellowkey MLS ID: A4673384
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1979 Tax: $3,096 (2024)Community: The MeadowsCondo
Taxes:$3,096
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: REDUCED FOR SALE!! Whether you are a golf enthusiast or just appreciate a stunning view, this property is par for the course. Step into this upstairs Heronmere gem—a 2 bedroom, 2 bath condo perched perfectly above the fairway with an unbelievable, front-row view of the 16th hole. If you’ve been searching for a place where you can wake up to rolling greens and end your day looking over the course, this view is hard to beat. Inside, you'll find that some updates have already been started, giving you a head start on creating the space you’ve envisioned. But let’s be honest—this condo could definitely use a little TLC. Think of it as your chance to take a mulligan on outdated finishes and drive this home straight into the modern era. The spacious living area, high ceilings, and private balcony all face the course, offering a long, sweeping view that’s truly a hole-in-one. Both bedrooms are comfortably sized, with the primary suite offering its own bath that will make every evening feel like a win on the scorecard. Whether you’re looking to make a smart investment, craft a personal retreat, or simply step into a layout with great bones and even greater potential, this Heronmere condo is teed up and ready for your vision. This condo also has coverd parking and a small enclosed storage space for your golf clubs, bikes or incidentals. With this view, this location, and this price, it’s safe to say: Don’t let this opportunity get away—take your best shot!
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Peg Schmitt (941-350-0552)
4762 ANTRIM DR, SARASOTA, FL 34240
$749,000125 Days on yellowkey MLS ID: A4687558
2 Days Off yellowkey (back on 6/24/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3077 Built: 2022Monthly Fee: $211 Tax: $8,304 (2025)Community: Worthington Ph 2Spa: NoSingle Family
Taxes:$8,304
Remarks: Under contract-accepting backup offers. Tucked inside the gated community of Worthington in East Sarasota, this lakefront pool home offers a side of Sarasota that many buyers do not even realize exists. Quiet streets, natural surroundings, and newer construction come together to create a setting that feels removed, yet remains just minutes from everything that makes Sarasota so desirable. Built in 2022 and offering over 3,000 square feet of thoughtfully designed living space, this residence delivers the perfect balance of function, flexibility, and lifestyle. From the moment you walk in, you are greeted by clean lines, tile flooring throughout the main level, and a layout that flows effortlessly from one space to the next. The kitchen is designed for both everyday living and entertaining, featuring white cabinetry, quartz countertops, a large center island, natural gas cooking, and stainless steel GE appliances. It opens seamlessly into the main living area, creating a bright and connected space that feels both comfortable and inviting. The primary suite is privately positioned and takes full advantage of the home’s lakefront setting, offering peaceful water views, a tray ceiling, upgraded lighting, and a spacious bathroom complete with dual vanities, a fully tiled walk in shower, and a custom built in closet system. Flexibility is a key feature of this home, with a downstairs den that works perfectly as a home office and an upstairs bonus space that can be tailored to fit your lifestyle, whether that is a media room, gym, or additional living area. Step outside and the home truly comes to life. The saltwater pool, complete with an electric heater, overlooks a wide lake view framed by natural landscaping for added privacy. With its west facing exposure, this is the kind of backyard where sunsets become part of your daily routine. Worthington is a newer gated community known for its quiet atmosphere and low density design, offering a more private alternative to larger master planned neighborhoods. With no CDD fees and a location just east of I 75, residents enjoy quick access to Waterside at Lakewood Ranch, UTC shopping and dining, and some of Sarasota’s favorite local spots. Stottlemyer’s Smokehouse, the Celery Fields, and Big Top Brewing are all just a short drive away, making it easy to enjoy live music, outdoor activities, and local craft culture without going far from home. This is a rare opportunity to own a move in ready lakefront pool home in one of Sarasota’s most underrated communities, where space, privacy, and convenience all come together.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
7742 EAGLE CREEK DR #7524, SARASOTA, FL 34243
$218,000175 Days on yellowkey MLS ID: TB8471897
REDUCED by $6,000 (2.7%) on 06/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 983 Built: 1987 Tax: $3,004 (2024)Community: Eagle Creek IvSpa: NoCondo
Taxes:$3,004
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Freshly Updated, Price Reduced, and Ready for Its Next Owner! Enjoy peaceful golf course views and effortless Florida living in this beautifully updated first-floor condo in Eagle Creek at Palm Aire. Featuring 2 bedrooms, 2 baths, a renovated kitchen, brand-new flooring, and a freshly professionally painted primary suite, this home is truly move-in ready. Situated on the 7th fairway of Palm Aire Golf & Country Club, a premier 54-hole championship golf community with three 18-hole courses, this condo offers stunning fairway views from both the primary bedroom and the screened lanai. Golf enthusiasts can take advantage of optional membership opportunities, while non-golfers can simply enjoy the beautiful surroundings with no mandatory club membership required. The community pool is conveniently located just steps away, and major improvements have already been completed, including a new HVAC system (2020), new roof (2021), and exterior building painting (2022), offering added value and peace of mind. HOA fees cover water, sewer, trash, lawn care, exterior pest control, and basic cable, making ownership both convenient and affordable. Ideally located near shopping and dining at UTC, I-75, downtown Sarasota, and the area's renowned Gulf Coast beaches. Now offered at $224,000, this is an exceptional opportunity to enjoy the Florida lifestyle in one of Sarasota's most desirable golf course communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: John Nowicki (727-793-5150)
7351 IGUANA DR, SARASOTA, FL 34241
$3,500,00058 Days on yellowkey MLS ID: A4695701
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5022 Built: 1978Monthly Fee: $106 Tax: $7,572 (2025)Community: Gator Creek EstatesSpa: YesSingle Family
Taxes:$7,572
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Virtually Staged. Set on 6.63 private acres at the end of a quiet cul-de-sac, this gated estate offers a rare combination of acreage, privacy, and convenience that is becoming increasingly difficult to find in Sarasota County. Thoughtfully reimagined and extensively updated, the property blends the character of an established country estate with the style, functionality, and level of finish today's luxury buyers seek. Inside, vaulted ceilings and an open-concept design create a balance of architectural presence and everyday livability. The living room is anchored by a dramatic wood-burning fireplace enhanced by custom floor-to-ceiling millwork, creating a striking focal point within the home. Just beyond, the kitchen has been reimagined as both a gathering space and a showpiece, featuring natural stone countertops, a large center island, gas cooktop, custom shelving, dedicated coffee station, separate bar area with wine refrigerator, and an expansive butler's pantry with additional prep space, refrigeration, and storage. The adjoining dining area comfortably accommodates large-scale entertaining while remaining connected to the home's primary living spaces. The thoughtfully designed floor plan offers five bedrooms and five-and-a-half bathrooms within the main residence, including a first-floor primary suite and a second upstairs primary suite with a private balcony overlooking the pool and surrounding acreage. Two additional first-floor bedrooms are connected by a beautifully renovated Jack-and-Jill bath, while an additional upstairs en-suite bedroom provides comfortable accommodations for family and guests. Throughout the home, carefully selected materials and distinctive finishes create a cohesive sense of style, including imported European porcelain tile, quartzite and marble surfaces, a statement powder bath with a sculptural marble sink, and a beautifully finished pool bath with extensive marble detailing and a walk-in shower. Outdoor living was designed to embrace the property's peaceful setting. The pool and spa overlook a small pond and are surrounded by expansive outdoor living areas, while the covered outdoor kitchen with grill adds convenience for outdoor dining and entertaining. A detached studio guest house with a full kitchen and bathroom offers exceptional flexibility for guests, extended family, a private office, fitness studio, or creative space. Additional features include a whole-house generator, whole-house reverse osmosis system, separate irrigation well, gated entry, and a three-car garage. Located within Gator Creek Estates, one of Sarasota's premier acreage communities, residents enjoy expansive homesites, natural surroundings, and a sense of privacy rarely found this close to everyday conveniences. Lakewood Ranch, Waterside Place, UTC, downtown Sarasota, and Sarasota's renowned Gulf Coast beaches are all within easy reach, creating an ideal balance between peaceful estate living and access to the area's most desirable destinations.
Listing Agent: Davida Mcdonald (941-312-1074)
618 AVENIDA DE MAYO, SARASOTA, FL 34242
$1,200,00090 Days on yellowkey MLS ID: A4692001
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2961 Built: 1948 Tax: $8,283 (2025)Community: Sarasota BeachSingle Family
Taxes:$8,283
Remarks: This Charming Old 1948 Bungalow located just 3 Blocks behind Siesta Key Village and 4 Blocks to Siesta Key Beach!! It is quite the Interesting Property! It was converted into a Triplex many moons ago. It can easily be converted back to a single family residence. Currently, there are 2 Beds and 2 Baths downstairs and 2 Beds 1 Bath upstairs. There are 3 Kitchens, 3 Liv Areas 2 down, 1 up and there is a Bonus Rm down as well as a Screened in Patio on the front West side of the Home, an Open Patio on the East Side and a Closed in Upstairs. And, there's more... At the Rear of the Property is a Cottage, perfect for a Mother In Law Suite or Rental. It is a 1/1 with a full Kitchen and Liv Area. The grounds are Etherical, as there are private little Sitting Areas for each sector and in the center of the Backyard there is a Wash House for Laundry as well as an attached Storage Shed for Gardening. There are additional Outside Storage Units for each of the apartments, again, really a cool old school house with so much to offer. Make it back into a single family or keep it the way it is and rent the house and utilize the cottage for a personal vacay spot! Questions, call me!!
Listing is courtesy of: BLAKELEY & ASSOCIATES REALTY (941-567-3100)
Listing Agent: Lisa Blakeley (941-809-1647)
$1,200,000183 Days on yellowkey MLS ID: A4680244
Bed: 5 Bath: 0.0 Liv Area Sq Ft: 2961 Built: 1948 Tax: $8,283 (2025)Community: Sarasota BeachApartment
Remarks: Welcome to Old World Siesta Key...this 1940s Bungalow Home was converted approx 40 years ago into a Triplex and a Cottage was added at the rear of the property. Siesta Key is World Renown for it's White Powdery Sand Beaches and is so convenient to the Mainland and all the Attractions Sarasota has to offer such as the Arts, St Armands and Unbelievable Shopping. The Property is located approximately three blocks behind Siesta Key Village, the Hub of Restaurants, Nightlife, and Shops, and there you will find this Graceful Triplex and Cottage. There are several Private Patios as well as Open Areas for Outdoor Entertainment and Relaxation both in the Front and Rear of the Triplex. There are Storage Units for Each Rental and there is a Shared Laundry Area in the middle of the Backyard. Convenience is really key for this Property as you can Walk to the Beach or the Village in 15 Minutes. Island Life is Unique, Exciting, Colorful but can also be Quiet and Slow, it's the perspective of the Offering and it's a sought after way of living. For the past 20 years the units have been long term rentals. Some of the tenants have been there for years and all four would like to stay and continue their Florida Island Lifestyle. Rents shown are the Expected rents that could be charged as the Owner currently charges less... just his way of doing business. There is one option that could change the dynamics and that would be to keep the Triplex as long term rentals and use the rear Cottage as an AirBNB and Owners Use unit. This would drastically change the income stream. The water and internet/cable is currently paid for by the Owner and the Electric is split between the Tenants based on unit size, of course all of this is subject to change based on the New Owner's intentions. This is an Amazing Opportunity to have both Income and Personal Enjoyment all wrapped up with a Special Place we call Siesta Key Living!
2441 WEBBER ST, SARASOTA, FL 34239
$1,599,00078 Days on yellowkey MLS ID: S5149848
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025 Tax: $3,584 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$3,584
Elementary School: Southside Elementary
Remarks: Completely reimagined contemporary pool home in the heart of Sarasota offering bold modern design, luxury finishes, and exceptional indoor-outdoor living just minutes from Downtown Sarasota, Siesta Key Beach, Southside Village, and top dining and shopping destinations. This custom-built residence features striking modern architecture with clean flat rooflines, concrete block construction, impact-rated windows and doors, professionally landscaped grounds, and a private resort-style backyard with a heated pool and spa. Inside, the open-concept layout is filled with natural light from oversized sliders and expansive windows, complemented by soaring ceilings, large-format porcelain tile flooring, and designer lighting throughout. The chef’s kitchen showcases premium appliances, sleek custom cabinetry, quartz countertops, and a dramatic waterfall island designed for both entertaining and everyday living. Offering approximately 2,726 Sq Ft under air, the single-story floor plan includes 4 spacious bedrooms and 3.5 bathrooms, including a luxurious primary suite with spa-inspired bath and custom-built walk-in closets. Bedrooms feature custom window treatments, while additional built-out closets throughout the home provide exceptional storage and functionality. A rare opportunity to own a modern luxury home in one of Sarasota’s most desirable locations with no HOA or CDD fees.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
617 SIESTA DR, SARASOTA, FL 34242
$949,90037 Days on yellowkey MLS ID: A4697947
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2709 Built: 1939 Tax: $32,740 (2024)Community: Bay IslandSingle Family
Taxes:$32,740
Remarks: BANK OWNED... Located in Highly desirable Bay Island Subdivision The Gateway to Siesta Key... This 4 Bedroom 4 Bath is located within the City limits Sarasota with allow short term rentals. Upgrades include a Metal roof with solar panels, Crown Molding and Brick paver Driveway. This property sustained damage from the 2024 hurricanes. Great Location to just drive to World famous Siesta Key Beach and Downtown Sarasota. A Great Place to spend the season or a lifetime. Property is being sold as-is . Build your own Equity. WELCOME HOME!!!
Listing Agent: Gary Hoskins (941-809-7709)
6537 SERENITY FALL LN, SARASOTA, FL 34240
$395,00037 Days on yellowkey MLS ID: A4696971
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1808 Built: 2020Monthly Fee: $170 Tax: $4,409 (2025)Community: Landing Ph 1Spa: NoTownhouse
Taxes:$4,409
Remarks: Experience the best of coastal living in this beautifully maintained townhouse in the sought-after Baylanding community. Perfectly positioned for convenience and lifestyle, this home offers quick access to Interstate 75 and is just a short drive from three of Sarasota’s most famous beaches. Step inside to an inviting open-concept living space that flows seamlessly to the covered lanai—ideal for relaxing or entertaining. The primary suite features two walk-in closets and a spacious en-suite bathroom with dual sinks. Two additional guest bedrooms sit adjacent to a full bathroom, offering comfort and privacy for family or visitors. A versatile office/loft just outside the primary bedroom provides the perfect spot for working from home or creating a cozy reading nook. Residents of Baylanding enjoy access to a fitness center, swimming pool, playground, and dog park, making everyday living both convenient and enjoyable. With its prime location and resort-style amenities, Baylanding places you at the heart of the Sarasota lifestyle.
Listing is courtesy of: THE AGENCY SARASOTA (941-500-5150)
Listing Agent: Isabel Pinheiro (941-500-5150)
4315 REFLECTIONS PKWY, SARASOTA, FL 34233
$510,00037 Days on yellowkey MLS ID: O6418235
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2123 Built: 2001Monthly Fee: $312 Tax: $3,361 (2025)Community: Villa RosaSingle Family
Taxes:$3,361
Elementary School: Ashton Elementary
Remarks: Tucked within a secure gated enclave in Sarasota’s highly desirable 34233 area, this beautifully reimagined Spanish Mediterranean residence blends timeless architecture with a refined, modern interior designed for effortless coastal living. A classic tile roof and elegant exterior detailing set the tone for what awaits inside—soaring ceilings and thoughtfully designed tray accents create a sense of volume and light throughout the home. The open-concept layout has been fully transformed to meet today’s lifestyle expectations, offering seamless flow between the main living spaces while still preserving a sense of warmth and sophistication. At the heart of the home, the chef-inspired kitchen showcases rich wood cabinetry, brushed brass fixtures, and a clean, elevated design that pairs beauty with functionality. A dedicated dining area provides the perfect setting for both intimate dinners and effortless entertaining. The spacious primary suite serves as a private retreat, complete with a well-appointed en-suite bath featuring dual vanities and a generous walk-in closet. Secondary bedrooms are notably oversized, offering flexibility for guests, family, or dedicated work-from-home spaces. Designed for low-maintenance living, the HOA maintains the general area landscaping, allowing more time to enjoy the lifestyle this location is known for. An attached two-car garage adds everyday convenience and storage. There is also a screened-in back porch where you can spend your quiet time, as the home backs onto preserved land, so you can enjoy your privacy with no neighbors at the back to worry about. Perfectly positioned less than 8 miles from the world-renowned Siesta Key Beach, consistently ranked among the best beaches in the United States, this home offers the rare combination of architectural charm, modern updates, and unbeatable proximity to Sarasota’s most coveted coastal experiences. A true lock-and-leave opportunity where elegance, comfort, and location come together in one exceptional offering.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Chris Romany (407-796-8458)
546 FREELING DR, SARASOTA, FL 34242
$12,500,00037 Days on yellowkey MLS ID: A4694822
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 4353 Built: 2027 Tax: $17,536 (2025)Community: Bay IslandSpa: YesSingle Family
Taxes:$17,536
Remarks: Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
5147 WILLOW LINKS #18, SARASOTA, FL 34235
$278,000279 Days on yellowkey MLS ID: A4669029
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1241 Built: 1980 Tax: $2,856 (2024)Community: Willow LinksCondo
Taxes:$2,856
Remarks: This sunny 2nd Floor condo turnkey furnished, has been remodeled with updates including but not limited to kitchen counter tops, stainless steel appliances, and completely remodeled master bath. All floors are tiled, with the exception of the two bedrooms which are carpeted. The master bathroom has been beautifully updated and includes a tiled glassed-in shower. Enjoy panoramic views and sunsets across the water and golf course from your glassed-in lanai. Two conveniently located swimming pools in Willow Links. The Meadows Country Club (not mandatory to join but highly recommended) has three 18-hole private and public golf courses, 17 Har Tru tennis courts, and a new fitness center under construction. The Meadows has 15 miles of walking and biking trails, 80 pristine lakes, and nearly 3,500 homes (consisting of various styles of condominiums and houses) uniquely placed with beautiful views of the lakes, golf courses, and awesome Spanish moss-clad oak trees, Palm trees, and picture-perfect mature landscaping. The Meadows is 20 minutes to beaches, the downtown arts, and St. Armands Circle. Walk to the most recent International rowing events at Nathan Benderson Park World Class Rowing & Aquatic Sports Arena, Whole Foods, the UTC Mall, and much more.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Silvia Nolla (941-228-9234)
5667 SHEFFIELD GREENE CIR #59, SARASOTA, FL 34235
$270,000294 Days on yellowkey MLS ID: A4667845
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1993 Tax: $2,098 (2024)Community: Sheffield GreeneCondo
Taxes:$2,098
Remarks: Welcome to Sheffield Greene in The Meadows! This sought after community is also highlighted by its location and it's close proximity to the University Town Center, a great place to live, play and relax. Sheffield Greene offers resort style living in a community with so much to do. This condo is a ground floor end unit with a living room, dining room, kitchen, kitchen dinette, laundry room, two bedrooms, two bathrooms, an outside storage space and two screened in covered lanais. Also included is a custom designed wall unit in the living room and custom designed unit and desk in the second bedroom, plus hurricane windows, and your own attached single car garage with garage door opener. To cool off on those hot sunny Florida days- enjoy a brief walk to the community pool and lounge area. New Roof 2025, New A/C 2025, New Washer/Dryer 2024, New Dishwasher 2024 and New Water Heater 2022. The Meadows is a large mature resort-style community with numerous lakes, approximately 14 miles of walking and biking trails and so much more. Beyond this lovely home, you'll find premier shopping at The University Town Center Mall (UTC) which has 100+ retailers. You'll also find a variety of events and activities at Nathan Benderson Park (NBP) or perhaps plan to visit the brand new Mote Marine Laboratory & Aquarium. There's a plethora of restaurants for any palette such as, Capital Grille, Seasons 52, Brio, Cheesecake Factory, Yard House, Ford's Garage, Jpan Sushi and other stores like Whole Foods and Trader Joes! Explore Legacy Trail, local beaches like Siesta Key and downtown Sarasota on Main Street. Drive north on IH 75 for Anna Maria Island in Bradenton, Ellenton for the Outlet shopping mall and the Ice and Sports Complex, or St Pete & Tampa. Drive east for Orlando, or head south for Naples, Miami and the Florida Keys. Book your Showing today!
Listing Agent: Christine Glassburn (941-545-5658)
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