Location: Sarasota
Do Not Show Listings
5028 WILLOW LEAF WAY, SARASOTA, FL 34241
$750,000114 Days on yellowkey MLS ID: A4681847
0 Days Off yellowkey (back on 5/1/2026)
REDUCED by $25,000 (3.2%) on 04/06/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3716 Built: 1980Monthly Fee: $60 Tax: $5,163 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,163
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. ** PALATIAL ESTATE HOME WITH BREATHTAKING LAKE VIEWS FROM ALMOST EVERY ROOM! ** Located on a quiet, tree-lined street in one of Sarasota's most popular neighborhoods, this home has the three things upon which savvy buyers refuse to compromise: LOCATION, LOCATION, LOCATION. Soaring ceilings, sweeping views, and an enormous screened lanai with a perfect southern exposure come together in a blank canvas on which the right buyers can create their perfect forever home. Windows everywhere make the big rooms light, bright, open, and airy; it's freshly painted with new carpets, two distinct built-in offices, and a reader's loft complete with bookshelves and a librarian's ladder. This is a truly spectacular property. ** HOME FEATURES: * SPLIT PLAN LAYOUT * 1/3 ACRE LOT * Big Rooms * Cathedral Ceilings * ENORMOUS EN-SUITE MASTER WITH OVERSIZED WALK-IN CLOSET, ATRIUM, and GARDEN TUB * Roof 2022 * New Carpets and Paint * Oversized Laundry Room w/ Fridge, Mud Sink, and Storage * TONS OF WINDOWS OVERLOOKING THE LAKE * Gorgeous Tree-Lined Street * ENORMOUS AND PRIVATE LANAI ** COMMUNITY FEATURES: Bent Tree Village is a beautifully maintained neighborhood with tree-lined streets, oversized parcels, and a gated entrance! It's perfectly located near restaurants and shopping without giving up the 'nowhere but here' charm that's almost impossible to find these days.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Alex Krumm (941-234-3597)
420 ARCHIBALD AVE, SARASOTA, FL 34243
$389,77766 Days on yellowkey MLS ID: A4687979
REDUCED by $10,000 (2.5%) on 04/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1013 Built: 1975 Tax: $789 (2025)Community: Tuxedo ParkSingle Family
Taxes:$789
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Under contract-accepting backup offers. Nicely updated 2 bedroom, 2 bathroom block home in a great central location between downtown Sarasota and downtown Bradenton. Located outside of a flood zone and just minutes from Sarasota Airport, University Parkway, shopping, dining, and about 15–20 minutes to the beach. This 1975 home has been refreshed inside and out. Major updates include a brand new roof (2025), impact windows, new HVAC system, new garage door with opener, and a new paver driveway (all 2026). Inside, you’ll find tile flooring throughout, upgraded 5 1/4” baseboards, light fixtures, fresh interior and exterior paint, and more. The kitchen features quartz countertops, shaker-style cabinets, and a full stainless steel appliance package. Both bathrooms have been updated with a clean, modern look. The layout is simple, functional, and easy to maintain. The back lanai adds a great outdoor space for relaxing or entertaining. This would make a solid primary residence, rental, or an easy Florida vacation home with low maintenance and many big-ticket items already taken care of. Home is vacant, staged, and easy to show/see. Schedule a showing today!
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
901 BEACH RD #205, SARASOTA, FL 34242
$639,00079 Days on yellowkey MLS ID: A4686468
REDUCED by $10,000 (1.5%) on 04/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $5,156 (2025)Community: La Siesta CondominiumsCondo
Taxes:$5,156
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Welcome to the iconic La Siesta Condominiums, directly across from the main beach access of Siesta Key where coastal charm meets effortless beach days. Perfectly positioned just 100 steps from the powdery sands of Siesta Key Beach, this beautifully appointed turnkey furnished second floor condo offers breathtaking Gulf views and an unmatched connection to one of the nation’s most iconic shorelines. Designed for prime vacationing, this income producing vacation rental features an updated interior with coastal-inspired finishes including a modern kitchen, luxury vinyl plank flooring and a dining area. The primary bedroom has a king bed, secondary bedroom features two twin beds, and a queen sleeper sofa in the living room. The open-concept living space is filled with that special Siesta Key sunshine that just hits differently. You are met with a seamless flow between indoors and out featuring a hurricane rated slider door that leads you to a private balcony that becomes your front-row seat to unforgettable sunsets over the Gulf of Mexico. Ideal for both personal enjoyment and income potential, this investor-friendly property allows for up to 52 weeks of rentals annually, offering exceptional flexibility and the opportunity to maximize returns in one of Florida’s most sought-after beach destinations utilizing the professional full-time rental management program. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, a covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured into 2026. Located just minutes from the vibrant charm of Siesta Key Village and the south bridge, you’ll have easy access taking the Siesta Key trolley to boutique shopping, waterfront dining, and experience the laid-back island nightlife. Let’s make this coastal paradise a part of your story!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Ann Allen (407-949-4457)
3224 ASPEN TER, SARASOTA, FL 34237
$219,900176 Days on yellowkey MLS ID: A4674518
1 Days Off yellowkey (back on 5/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1973Monthly Fee: $210 Tax: $1,193 (2024)Community: Oakwood ManorMobile Home
Taxes:$1,193
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: OAKWOOD MANOR — WHERE FUN, FRIENDSHIP & EASY LIVING COME TOGETHER! Move-In Ready • Friendly Neighbors • Unbeatable Value Enjoy resort-style living in Oakwood Manor, a welcoming 55+ resident-owned community located within the Sarasota city limits. Set on 90 beautifully maintained acres, residents enjoy an active lifestyle with a low monthly fee of just $210. Community amenities include a spacious clubhouse with commercial kitchen and event stage, fitness center, and library. Relax by the heated pool and hot tub, or enjoy bocce ball, shuffleboard, ping-pong, and putt-putt. Pickleball enthusiasts will love the nearby courts along the Legacy Trail—just a short bike ride away. This beautifully updated 2-bedroom, 2-bath home offers 1,176 sq. ft. of bright, open living space filled with natural light. Recent updates include: ** Stainless steel kitchen appliances (2025) ** Fully remodeled kitchen & bathrooms ** New laminate flooring throughout ** Kitchen island with seating ** Recessed lighting ** New blinds, doors & baseboards ** Stylish tile backsplash in Kitchen ** Drywall ceilings & walls in main living area Located just steps from the pool and amenities, this home offers both convenience and a peaceful setting. You’re minutes from: ** Siesta Key Beach ** St. Armand's Circle ** Sarasota-Bradenton International Airport ** Downtown Sarasota, shopping, dining & hospitals Whether you're looking for a seasonal escape or full-time living, this home offers comfort, style, and exceptional value.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
3519 74TH AVENUE CIR E, SARASOTA, FL 34243
$525,00082 Days on yellowkey MLS ID: A4685365
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2328 Built: 2022Monthly Fee: $85 Tax: $6,386 (2025)Community: Grady PointeSingle Family
Taxes:$6,386
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. A stunning and spacious 4-bedroom, 3 full bathroom home located in the desirable community of Grady Pointe, offering the perfect blend of comfort, style, and convenience. Seller's lender does NOT require flood insurance! This prime central location offers unmatched accessibility—just minutes from IMG Academy and a short drive to the world-renowned beaches of Siesta Key and Anna Maria Island. Enjoy easy access to Lakewood Ranch, I-75, U.S. Route 301, U.S. 41, and premier shopping and dining at University Town Center. Also, a quick 7 minute ride to Sarasota Airport! Thoughtfully designed with an extended floorplan, this home offers exceptional flexibility for families and guests alike. Step inside to an open-concept layout highlighted by soaring 9-foot ceilings, creating a bright and inviting atmosphere throughout. The chef-inspired kitchen is a true centerpiece, featuring quartz countertops, upgraded appliances, and ample space for entertaining. Premium vinyl flooring flows seamlessly through the main living areas, combining durability with modern elegance. The spacious 2-car garage provides plenty of room for vehicles and additional storage. Outdoors, enjoy a screened-in lanai—perfect for relaxing or entertaining year-round—overlooking a private, fully fenced backyard with serene lake views and breathtaking sunset skies. Grady Pointe is a newer, well-maintained community offering a range of amenities including walking trails, a park, pickleball courts, and a dog park. Residents enjoy a peaceful, friendly neighborhood atmosphere complemented by low HOA fees. Constructed with solid block construction for lasting durability, this home also includes hurricane shutters and has remained resilient through recent storms, offering added peace of mind. Move-in ready and beautifully maintained, this home delivers modern living in an exceptional location. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Megan Napolitano (941-228-8825)
5126 BLUE ASH AVE, SARASOTA, FL 34241
$375,00062 Days on yellowkey MLS ID: A4687578
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1998Monthly Fee: $436 Tax: $4,045 (2025)Community: Heritage Oaks Golf & Country ClubVilla
Taxes:$4,045
Remarks: This maintenance free club home offers two bedrooms, two baths, and a flexible den with pocket doors, along with a tranquil lake view that is not commonly found in many of the villas. A skylight fills the den with natural light, adding to the home’s bright and airy feel. The attached two car garage provides convenience and additional storage. Inside, the kitchen and baths have been updated with granite countertops, and plantation shutters add timeless appeal throughout. The home shows clean, bright, and move-in ready. Furniture may be included if desired. Another especially desirable feature is the lovely green space across the street, creating a more open and attractive setting, as many villas in the community face other residences. The screened lanai with tile flooring and hurricane shutters provides a comfortable outdoor retreat to relax and enjoy Florida’s year round sunshine while taking in the tranquil lake view. Additional updates include replumbing, a hot water heater installed in 2018, an approximately eight year old air conditioning system, and kitchen appliances replaced within the last six or so years. Ownership includes bundled golf membership, giving residents access to the beautifully maintained course, tennis, fitness, swimming, dining, and an active social calendar. Roof and exterior maintenance are included, making it even easier to enjoy a relaxed, low-maintenance lifestyle. Located in Flood Zone X, this property offers added peace of mind. Perfectly positioned in Sarasota, this home offers convenient access to everyday essentials, dining, and shopping, with nearby destinations such as Publix, Waterside at Lakewood Ranch, and the UTC shopping district. You are also just a short drive from downtown Sarasota, renowned cultural venues, and the area’s world-famous Gulf beaches. Whether you are seeking a full time residence or seasonal getaway, this is an exceptional opportunity to enjoy the Heritage Oaks lifestyle in one of Sarasota’s most desirable guard gated communities. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-487-1492)
Listing Agent: Margot Leonard (941-387-5050)
4921 PEBBLE BEACH AVE, SARASOTA, FL 34234
$129,999221 Days on yellowkey MLS ID: A4669681
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 687 Built: 1962Monthly Fee: $132 Tax: $2,762 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,762
Remarks: Experience the charm of this quaint two-bedroom two-bath mobile home located in an active mobile home community. This well-maintained property offers comfort and convenience in a welcoming environment. Enjoy the vibrant lifestyle of the Tri-Par Estates mobile home park with friendly neighbors and plenty of community activities. This could be your perfect piece of paradise or your Ideal Vacation Home. Perfect for relaxation and enjoyment in the beautiful Florida sunshine.
Listing is courtesy of: CITY LUXE REALTY (941-321-0679)
Listing Agent: Lori Forester (941-284-9800)
6732 SARASEA CIR #104C, SARASOTA, FL 34242
$644,000133 Days on yellowkey MLS ID: A4679214
REDUCED by $5,000 (0.8%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 744 Built: 2009 Tax: $5,421 (2025)Community: Beach Club At Siesta KeyCondo
Taxes:$5,421
High School: Riverview High
Remarks: Reduced over 55K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Mike Winger (941-228-3390)
5370 MYRTLE WOOD #56, SARASOTA, FL 34235
$209,900180 Days on yellowkey MLS ID: A4674030
REDUCED by $15,000 (6.7%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1981 Tax: $2,969 (2024)Community: SomersetVilla
Taxes:$2,969
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. New Improved Price!! This stunning end-unit villa offers the perfect blend of modern comfort and convenient location in The Meadows just outside of Sarasota's desirable University Town Center area. With two bedrooms and two bathrooms spread across 1,080 square feet, this well-appointed home features freshly installed white shaker kitchen cabinets paired with elegant stone countertops that'll make your morning coffee routine feel like a luxury experience. Natural light floods the space through thoughtfully positioned windows, while vaulted ceilings create an airy, spacious atmosphere that makes entertaining a breeze. Updated modern ceiling fans and light fixtures add contemporary flair throughout, and the partially furnished setup means you can move in and start living the good life immediately. Step outside to the rear screened-in lanai – perfect for enjoying your morning coffee or unwinding after a long day in true Florida fashion. The community heated pool is just a short walk away, while the convenient carport includes extra storage space ideal for bikes and outdoor gear. The end-unit positioning provides added privacy and natural light, making this feel more like a house than a typical villa. Location-wise, you've hit the jackpot. The nearby University Town Center Mall corridor offers abundant shopping and dining, while Nathan Benderson Park, the Mote Science Education Aquarium, and PopStroke provide endless entertainment. Downtown Sarasota and pristine area beaches are just a comfortable twenty-minute drive away. This property presents an excellent opportunity for both primary residence and rental income potential, given its prime location and move-in ready condition.
Listing is courtesy of: STERLING REALTY (941-379-5810)
Listing Agent: Shaun Cumston (941-737-3539)
3516 RICHWOOD #51, SARASOTA, FL 34235
$199,900306 Days on yellowkey MLS ID: A4660143
REDUCED by $10,100 (4.8%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1459 Built: 1979 Tax: $2,948 (2024)Community: HeronmereSpa: NoCondo
Taxes:$2,948
Elementary School: Gocio Elementary
Remarks: Welcome to your FULLY FURNISHED condominium in the Heronmere I section of the Meadows! This stunning 2-bedroom, 2-bathroom condominium offers breathtaking views of the Meadows Country Club golf course. As you approach your new condominium, you'll be greeted by a well manicured landscaping and a contemporary style exterior. Step inside and prepare to be amazed by this open floor plan. The well sized kitchen features stainless steel appliances(range, microwave, and dishwasher). The spacious living areas, including the great room, dining room, and enclosed lanai, offer a comfortable and inviting atmosphere. The master bathroom has been tastefully updated to create the complete the experience. The master suite is a true sanctuary, boasting a generous bedroom with a walk-in closet and an updated bathroom featuring updated cabinets, stone countertops, undermount sink, decorative mirror, lights, plumbing fixtures, and custom shower with tiled walls and floor. The guest bath features updated decorative mirror and lighting. Step outside to your very own oasis. The spacious enclosed lanai with tile flooring and an additional open patio provide the perfect spot to relax and enjoy the Florida sunshine. And with a stunning golf course view as your backdrop, you'll feel like you're on vacation every day. A convenient one assigned space for parking and additional guest parking gives you the parking you need for family and friends. Don't miss your chance to own this incredible condominium in the Meadows. Convenient community pool within walking distance. There are walking and biking trails throughout the picturesque Meadows community for all of your leisurely outdoor activities. University Town Center(UTC) is within minutes featuring 30+ restaurants, shopping, dining and entertainment. Whether you looking to go to the beach, additional shopping, or the Arts(live performing arts, opera, ballet, orchestra) Lido Beach and downtown Sarasota are within about 20 minutes of this centrally located condominium in the Meadows.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Matt Cannon Llc (941-228-2030)
1111 RITZ CARLTON DR #1603, SARASOTA, FL 34236
$3,995,00091 Days on yellowkey MLS ID: A4684538
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4276 Built: 2001Monthly Fee: $6,022 Tax: $33,631 (2025)Community: The ResidencesSpa: NoCondo
Taxes:$33,631
Elementary School: Alta Vista Elementary
Remarks: Experience luxury living at the iconic Ritz-Carlton Residences. The most updated unit in the building, this penthouse features top-of-the-line finishes, 24” Portugal tile throughout, water views from every room, and western exposure for stunning Sarasota Bay sunsets. The state-of-the-art kitchen includes bespoke cabinetry, a large island, and premium appliances. Three en-suite bedrooms, a private theater room, and a Sonos sound system complete the interior. Expansive windows frame bay views by day and vibrant western sunsets in the evening. This unit conveys with a Ritz-Carlton Gold Membership, providing access to the Beach Club and Golf Club. Residents enjoy full-service amenities including valet, concierge, in-room dining, on-site restaurants, and a fitness center. Everything you need for refined city living is seamlessly combined in this penthouse. Two premium parking spaces and nearby marina access are included. This penthouse can be purchased turnkey, with panoramic water views, exceptional design, and the service and prestige of the Ritz-Carlton brand.
Listing Agent: Bridget Spiess (941-720-6304)
2564 ARLINGTON ST, SARASOTA, FL 34239
$2,600,00091 Days on yellowkey MLS ID: A4683569
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3117 Built: 1954 Tax: $5,223 (2025)Community: Turners J C SubSpa: YesSingle Family
Taxes:$5,223
Remarks: Under Construction. ALL PHOTOS OF THE INTERIOR AND EXTERIOR ATTACHED ARE ONLY REPRESENTATIVE EXAMPLES OF POSSIBLE FIT AND FINISH SELECTIONS FROM THE BUILDER. Welcome to a rare opportunity to secure a striking, under-construction contemporary estate in the coveted Arlington Park neighborhood of Sarasota. Scheduled for completion in late 2026, this architecturally distinctive luxury residence is designed for the most discerning new-construction buyer who values elevated design, cutting-edge finishes, and seamless indoor-outdoor living. Spanning 3,117 square feet, this 4-bedroom, 4-bath & plus (2) 1/2 bath custom home showcases a light-filled open floor plan curated for modern elegance and effortless entertaining. Expansive porcelain tile flooring flows throughout, enhancing the clean, contemporary aesthetic. At the heart of the home, a show-stopping chef’s kitchen features a premium appliance package, quartz countertops, a dramatic waterfall-edge island, oversized walk-in pantry, and whole-house water purification system — delivering both beauty and performance. The open-concept great room transitions seamlessly to the outdoor living space, creating a true resort-style experience. The main-level primary suite serves as a private retreat, complete with a spa-inspired bath offering dual vanities, a freestanding soaking tub, and an oversized zero-entry shower. Upstairs, three additional ensuite bedrooms each enjoy balcony access overlooking the first floor, providing privacy and architectural interest. Dual laundry rooms on both levels add convenience rarely found even in luxury homes. Step outside to your private outdoor sanctuary — a spacious pool deck with a fully equipped summer kitchen, custom countertops, grill, and beverage center. The heated Gunite saltwater pool and spa, fenced yard, professional irrigation, and curated exterior lighting create a refined yet low-maintenance tropical setting. A two-car garage and thoughtful landscaping complete the home’s polished presentation. Ideally positioned just minutes from downtown Sarasota, world-renowned Siesta Key Beach, the upscale boutiques and dining of St. Armands Circle, Sarasota Memorial Hospital, Sarasota Bradenton International Airport, and the scenic Legacy Trail — this location offers both prestige and convenience. With no HOA restrictions and weekly rental eligibility within city limits, this property also presents exceptional flexibility for luxury buyers seeking a primary residence, second home, or high-end investment opportunity. A one-year builder warranty provides added peace of mind. This is Sarasota luxury reimagined — modern, refined, and built for the future.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
711 BEACH RD #408, SARASOTA, FL 34242
$986,00055 Days on yellowkey MLS ID: A4689303
REDUCED by $63,999 (6.1%) on 05/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 782 Built: 1969 Tax: $6,301 (2025)Community: Sunset RoyaleCondo
Taxes:$6,301
Remarks: **This is the One! Coastal Contemporary Beachside Living!** Fantastic price for this stunning Penthouse-level, 4th-floor residence at Sunset Royale with beautiful unobstructed Gulf-facing views! Enjoy every sunrise and sunset! Ideally positioned just across the street from world-renowned Siesta Key Beach. This truly move-in ready condo has been beautifully renovated throughout, offering a light-filled coastal interior and effortless flow. The kitchen is a true centerpiece, featuring high-end quartz countertops and backsplash, a large waterfall-edge island, solid wood custom cabinetry, and newer appliances (approximately 2 years). The open layout flows seamlessly into the living space with a fantastic accent wall and out to the balcony, where you can enjoy sweeping Beach/Gulf views. Additional highlights include an in-unit washer and dryer, a newer water heater, and a beautifully updated bathroom with a walk-in shower. A thoughtfully designed welcome area inside the unit provides a perfect arrival space with games, guides, and local information. This property also features an owner's storage unit ideal for beach chairs and gear, a designated parking space, and convenient building amenities including garbage chutes on both sides and two on-site grills available at no charge to owners and guests. Cable is included in the HOA fee, and the building features a new roof put on in 2025. Flexible ownership options allow for **7-day rentals or longer**! Rent the property yourself, bring over your preferred property manager or go with on-site management available through Prime Vacations (optional, not required). Whether for personal use or investment, this penthouse residence delivers the ultimate experience in convenience, comfort, and location in the heart of Siesta Key! A short stroll to Siesta Key village and only a few steps out to the beautiful white sandy beach! Reach out today to schedule your own private tour! **Furniture Negotiable**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
618 AVENIDA DE MAYO, SARASOTA, FL 34242
$1,200,000126 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
Taxes:$8,283
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!
Listing is courtesy of: BLAKELEY & ASSOCIATES REALTY (941-567-3100)
Listing Agent: Lisa Blakeley (941-809-1647)
4950 REMINGTON DR #106, SARASOTA, FL 34234
$374,000858 Days on yellowkey MLS ID: A4597216
1 Days Off yellowkey (back on 4/28/2024)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 851 Built: 2025Monthly Fee: $337Community: AkoyaSpa: NoCondo
Taxes:$0
Tax Year: 2023
Remarks: Pre-Construction. To be built. Introducing the One-Bedroom at Akoya Residences. West of the Trail in Sarasota and a short walk from the Bay, Akoya Residences combines elegance with approachable luxury. This unique condominium is perfectly positioned to cultural gems like the Asolo Theatre and Ringling Museum and less than five minutes from the vibrant Downtown Sarasota scene. Enjoy a range of thoughtful amenities, including a state-of-the-art fitness center, a welcoming social lounge, a refreshing saltwater swimming pool, alfresco grilling and dining areas, and a host of other amenities, all designed with an emphasis on functionality and style. THIS SPACIOUS ONE-BEDROOM/ONE-BATH FEATURES AN OPEN FLOOR PLAN WITH: Expansive Terrace with Sunrise Views, Central Kitchen with European-style Cabinetry, Sleek Waterfall-edge Island, Solid Stone Countertops, Stainless-Steel appliances, In-Unit Laundry Center, His and Hers Closets, High Ceilings, Large Sliding Glass Impact Doors and Windows. Discover the unique charm of this residence at Akoya Residences – a blend of sophistication, desirability, and approachability. More than just a home, it's a lifestyle waiting for you.
Listing Agent: Vicki Haddow (941-544-2980)
1269 SIESTA BAYSIDE DR #1269C, SARASOTA, FL 34242
$719,00034 Days on yellowkey MLS ID: A4690832
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988Monthly Fee: $1,647 Tax: $7,639 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,639
Remarks: A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.
Listing Agent: Tiffany Nisbet (941-809-0889)
5855 MIDNIGHT PASS RD #408, SARASOTA, FL 34242
$599,000145 Days on yellowkey MLS ID: A4677365
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1976 Tax: $5,584 (2025)Community: Harbor Towers Y & RSpa: YesCondo
Taxes:$5,584
Remarks: Under contract-accepting backup offers. Experience the best of coastal living at Harbor Towers on Siesta Key in this beautifully appointed two bedroom, two bath residence with Intracoastal Waterway views. Offered fully furnished, this turnkey condominium is ideal as a full time residence, vacation getaway, or income producing investment.Enjoy seamless indoor outdoor living with brand new sliding glass doors that invite in natural light. Recent community and building enhancements include new exterior paint and updated windows, adding to both peace of mind and long term value. Harbor Towers is a highly sought after waterfront community that allows short term rentals with a minimum of two weeks, making ownership especially attractive for investors. The convenience of on site property management ensures effortless rental coordination and maintenance when you are away. Residents enjoy a resort style lifestyle with an impressive array of amenities, including a waterfront swimming pool, relaxing spa, fitness center, sauna, tennis courts, outdoor grilling areas, and boat slips available on a first come first served basis. Ideally located on the Intracoastal Waterway with easy access to boating, world famous beaches, dining, and shopping, this is a rare opportunity to own a move in ready, income friendly waterfront property in one of Siesta Key’s most desirable communities.
Listing is courtesy of: WINKLE AND COMPANY LLC (941-500-9731)
Listing Agent: Heather Fitzmaurice (941-323-3998)
2551 HIBISCUS ST, SARASOTA, FL 34239
$799,000117 Days on yellowkey MLS ID: A4681532
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1988 Built: 1957Monthly Fee: $17 Tax: $2,183 (2025)Community: South GateSpa: NoSingle Family
Taxes:$2,183
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Tucked away on an oversized corner lot in the desirable South Gate neighborhood, this beautifully refreshed mid-century modern home is a rare blend of timeless design and thoughtful updates. Recently updated, the home features refinished terrazzo floors, a new kitchen with updated cabinetry, countertops and appliances, along with new bath vanities, allowing the original character of the era to shine while offering modern comfort. The flexible floor plan includes three bedrooms, two baths, and an expansive 12-by-13-foot laundry room that could easily be reimagined as a home office, studio or additional living space, bringing the interior to nearly 2,000 square feet. Large windows and classic architectural lines reinforce the home’s authentic mid-century feel. Anchoring the home is a dramatic double-sided stone fireplace, a mid-century architectural statement that subtly divides living spaces while maintaining openness and flow. Crafted in natural stone, it functions as a sculptural focal point and a functional hearth, an unmistakable nod to the design principles of the era. Outdoors, enjoy an excellent covered patio overlooking a generous screened-in pool, ideal for relaxed afternoons or entertaining year-round. The oversized corner lot enhances privacy and provides a sense of space rarely found in this area. Roof 2025, Newer front door/windows (2014), PVC from house to street. South Gate offers an optional HOA, giving residents access to a community pool, clubhouse and a full calendar of neighborhood events, adding a wonderful sense of connection without obligation. Ideally located, the home is just a short distance or bike ride to Arlington Park, Southside Village and Sarasota Memorial Hospital, with quick access to downtown Sarasota, Siesta Key and St. Armands Circle. This is a mid-century modern home for those who appreciate the architecture, simplicity and enduring style of the era, set in one of Sarasota’s beloved neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
1732 PINE HARRIER CIR, SARASOTA, FL 34231
$999,00048 Days on yellowkey MLS ID: A4689911
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2500 Built: 1984Monthly Fee: $29 Tax: $10,084 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$10,084
Remarks: Welcome to 1732 Pine Harrier Circle, a beautifully maintained 4-bedroom, 2 1/2-bath pool home in the highly sought-after community of The Landings. Offering over 2,500 square feet, this residence features a desirable split floor plan designed for both privacy and functionality, making it ideal for everyday living as well as entertaining. Major improvements include a brand-new roof in 2025, new HVAC in 2023, and hurricane protection on all openings for added peace of mind. The spacious interior opens to a private outdoor setting with a pool and peaceful pond view, creating the perfect backdrop for relaxing, entertaining, and enjoying the Florida lifestyle. With generous living areas, four true bedrooms, and a layout that separates the primary suite from the guest bedrooms, this home offers the flexibility and comfort today’s buyers are looking for. Located in The Landings, one of Sarasota’s most desirable gated communities, residents enjoy a prime location near Siesta Key, downtown Sarasota, and The Landings shopping center, where everyday conveniences are just moments away, including Publix, Starbucks, fitness centers, dining, and other neighborhood favorites. With a split floor plan, private pool, pond view, hurricane protection, and valuable recent updates, 1732 Pine Harrier Circle is an exceptional opportunity to own a spacious Sarasota home in a location that combines privacy, convenience, and lifestyle.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
482 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$3,850,000191 Days on yellowkey MLS ID: A4664936
INCREASED by $199,250 (5.5%) on 04/07/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2757 Built: 2026Monthly Fee: $89 Tax: $6,154 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,154
Remarks: Under Construction. Bird Key—Sarasota’s premier island address nestled just off the John Ringling Causeway between vibrant downtown Sarasota and the beaches of Lido and Longboat—provides the setting for this custom-built Allegra Homes masterpiece. The “Laurie Coastal” floor plan delivers approx. 2,757 sq ft of refined, light-filled living with 3 bedrooms, 3.5 baths, a dedicated study, and a versatile bonus room that adapts beautifully as media, fitness, or play space. A chef’s kitchen anchors the home with Wolf cooking, Sub-Zero refrigeration, and a Cove dishwasher, complemented by an oversized island and generous cabinetry. The great room’s pocketing glass sliders dissolve the boundary to a screened lanai appointed for true Florida living with a private saltwater pool/spa and tongue-and-groove ceiling—an effortless backdrop for everyday relaxation and elegant entertaining. Engineered for coastal living, the residence features impact Low-E windows/doors and an elevated foundation: a 3-course stem wall constructed above the Base Flood Elevation. Additional upgrades include a tankless water heater, professional landscaping, paver driveway, and a 3-car garage with epoxy flooring. From this coveted island of beautifully manicured streets and canal/bayfront homes, you’re moments to St. Armands Circle, downtown dining and arts, world-class marinas, and under construction is the new Bird Key Yacht Club; convenient to Sarasota–Bradenton International Airport (SRQ).
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
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