Location: Sarasota
Do Not Show Listings
2121 PALM TER, SARASOTA, FL 34231
$630,00090 Days on yellowkey MLS ID: A4684433
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1681 Built: 1950 Tax: $5,120 (2025)Community: Harbor OaksSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,120
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Backyard retreat + income-producing detached studio + steps to Trader Joe’s! Quiet dead-end street near Siesta Key & Downtown Sarasota—privacy meets prime location. Extensively updated and ideally located, this Sarasota home offers the perfect blend of lifestyle and convenience—just minutes to Downtown, Siesta Key Beach, Sarasota Memorial Hospital, and SRQ Airport. The private backyard is a true highlight, featuring lush landscaping, custom hardscaping, a pergola, and a striking mural—fully fenced (2023) for privacy and perfect for entertaining or relaxing outdoors year-round. Inside, the home is move-in ready with fresh paint, custom feature wall, built-in closets, blackout blinds, and hurricane-rated windows and doors for peace of mind and natural light. The kitchen includes a Bosch dishwasher (2025), Samsung range and microwave (2023), plus LG washer/dryer (2023). Additional upgrades include whole-home water filtration with reverse osmosis (2022), air purification (2024), generator with transfer switch (2025), updated plumbing, maintained HVAC, and a new 28-gallon water heater (2026). The upgraded garage features waterproof flooring, built-ins, insulation, and mini-split AC (2025)—ideal for a gym, workshop, or flex space. The detached studio adds exceptional versatility with a private entrance, outdoor space, kitchenette, full bath, washer/dryer, and dedicated AC (2023). The studio has been successfully rented, offering strong income potential or flexibility for guests or a private office. A rare opportunity combining privacy, flexibility, and a highly desirable Sarasota location.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Samantha Markbreit (845-558-4828)
2826 SWIFTON DR #114, SARASOTA, FL 34231
$144,900119 Days on yellowkey MLS ID: A4681011
REDUCED by $5,000 (3.3%) on 05/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1971 Tax: $829 (2025)Community: Swifton Villas Sec BCondo
Taxes:$829
Remarks: An exceptional opportunity in a sought-after 55+ community, this ground-level, single-story one-bedroom, one-bath condominium is attractively priced and offered as-is. The interior has been recently refreshed with new paint and features tile and laminate flooring throughout. Both the kitchen and bathroom have been tastefully updated. Convenient covered parking is located just steps from the front door. Monthly condo fees are affordable at $350/Mth and cover water, sewer, trash service, basic cable, exterior upkeep, and the roof, making maintenance-free living easy and predictable. Residents enjoy access to a heated community pool and an inviting clubhouse with a lively social atmosphere. Ideally located just three miles from the beautiful sands of Siesta Key Beach and close to shopping, dining, and everyday conveniences, this property is well suited for year-round living or a seasonal Florida escape. Schedule your private showing today.
Listing is courtesy of: HOOK & LADDER REALTY INC (941-356-7530)
Listing Agent: Bill Howell (941-356-7530)
6636 35TH CT E, SARASOTA, FL 34243
$569,000362 Days on yellowkey MLS ID: A4654699
0 Days Off yellowkey (back on 5/20/2026)
REDUCED by $46,000 (7.5%) on 05/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2367 Built: 2017Monthly Fee: $248 Tax: $7,853 (2025)Community: Fiddlers CreekSpa: YesSingle Family
Taxes:$7,853
Remarks: Under contract-accepting backup offers. (One or More Photos Have Been Virtually Staged) SIGNIFICANT price improvement seller has moved out of State. Welcome to your dream home in the heart of Sarasota! Nestled in the highly desirable Fiddler’s Creek community, this beautifully crafted 4-bedroom, 2.5-bath custom residence offers the perfect blend of comfort, style, and Florida living. From the moment you arrive, you’ll be captivated by the home's charming curb appeal and meticulously maintained landscaping. Step inside to find a spacious and thoughtfully designed floor plan, featuring high ceilings, abundant natural light, and premium finishes throughout. The open-concept living and dining areas seamlessly connect to the gourmet kitchen — complete with granite countertops, stainless steel appliances, and ample cabinet space — ideal for entertaining or everyday living. Retreat to the expansive primary suite, where you'll enjoy private access to the outdoor oasis, 2 walk-in closets, and a luxurious en-suite bath with dual vanities and a walk-in shower. Three additional bedrooms with plenty of space for family, guests, or a home office. Step outside to your personal paradise — a screened lanai with a sparkling heated pool and spa, perfect for relaxing or entertaining year-round. The fenced yard provides privacy, safety, and plenty of room for pets or play. The oversized garage offers ample storage space for vehicles, tools, or recreational gear. Garage doors are 9 feet wide. Located in the serene and well-established Fiddler’s Creek neighborhood, this home offers convenient access to Sarasota’s world-renowned beaches, golf courses, dining, shopping, and top-rated schools. Just 8 miles to IMG Academy.Approximately 5 miles to SRQ and Just 2.5 miles to the University Parkway Corridor. Don’t miss the opportunity to own this exceptional property — where quality craftsmanship meets resort-style living! Schedule your private tour today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Alexis Ainslie Brown (941-228-7183)
8788 RAIN SONG RD #384, SARASOTA, FL 34238
$489,00030 Days on yellowkey MLS ID: A4692276
REDUCED by $5,000 (1.0%) on 05/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1910 Built: 2022Monthly Fee: $522 Tax: $3,196 (2025)Community: Sunrise Preserve At Palmer RanchVilla
Taxes:$3,196
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome to effortless Florida living in this beautifully designed Seascape floor plan offering 2 bedrooms, 2 baths, plus a versatile study. The open-concept layout features stylish 7x22 tile flooring throughout the main living areas and plush carpet in the bedrooms for added comfort. The spacious kitchen is a standout with stone-colored cabinetry, elegant Minuet Viatera quartz countertops, stainless steel appliances, and an oversized island—perfect for meal prep, casual dining, or entertaining. The dining area sits conveniently nearby, creating a seamless flow for gatherings. The bright and airy Great Room opens to the extended lanai through glass sliders, inviting in natural light and blending indoor and outdoor living—ideal for enjoying Florida’s breezy evenings. The owner’s suite is a relaxing retreat with abundant light, a large walk-in closet, dual sink vanity, and a walk-in shower with built-in seating. A private secondary bedroom and full bath at the front of the home offer comfort for guests. Additional features include 8-foot interior doors, an Ecobee smart thermostat, and thoughtful upgrades throughout. Located in the vibrant Sunrise community, residents enjoy resort-style amenities including tennis, pickleball, bocce ball, a state-of-the-art clubhouse with fitness center, gathering spaces, and a stunning pool area. A perfect blend of comfort, style, and lifestyle—don’t miss this opportunity.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
2356 TEAL AVE, SARASOTA, FL 34232
$475,00081 Days on yellowkey MLS ID: A4684716
REDUCED by $15,000 (3.1%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1976 Tax: $2,114 (2025)Community: Sarasota SpgsSingle Family
Taxes:$2,114
Elementary School: Brentwood Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Welcome home to this single story pool home, located in Sarasota Springs, offering comfortable living with 3 bedrooms, 2 bathrooms, and 1,712 square feet. The home features an open floor plan designed for everyday living and entertaining. Tile flooring runs throughout the entire home, providing a clean and low maintenance interior with no carpet. The living room centers around a fireplace that adds warmth and character to the main living space. The updated kitchen features stainless steel appliances and a movable island with a stainless steel top that provides additional prep space and flexibility while remaining open to the main living area. The primary suite offers two large built-in closets and an updated bathroom with a spacious walk-in shower. Two additional bedrooms provide comfortable accommodations for family or guests. Outdoor living is highlighted by a screened pool and enclosed within a birdcage, creating a private setting for relaxing or entertaining. A covered patio with an outdoor fan provides shaded seating, and the backyard offers space for gardening, recreation, or the future addition of an outdoor kitchen and dining area. Ideally located near Colonial Oaks Park for outdoor recreation, with convenient access to nearby dining including Antoine's Restaurant and Restaurant Salumeria. Shopping is available at Northeast Plaza Shopping Center, and public transit can be accessed at the Bee Ridge Road bus stop. A well-maintained pool home in a convenient Sarasota location. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
2904 HOMASASSA RD, SARASOTA, FL 34239
$579,00099 Days on yellowkey MLS ID: A4683642
REDUCED by $16,000 (2.7%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1562 Built: 1964 Tax: $5,896 (2025)Community: South GateSingle Family
Taxes:$5,896
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. 3 Bed | 2 Bath | Pool Home | Fully Furnished | Updated Kitchen | Investment Opportunity***Welcome to your perfect Sarasota retreat! This beautifully maintained 3-bedroom, 2-bath pool home offers comfort, style, and an unbeatable location — ideal as a private residence, vacation home, or income-producing investment property.***The home features a recently updated kitchen with new cabinetry and quartz countertops, providing a modern, stylish space for everyday living and entertaining. ROOF (12/22), SEWER LINES RECENTLY LINED. Offered fully furnished, this property is truly turnkey for immediate occupancy or rental use.***Step outside to your private backyard oasis featuring a sparkling pool and inviting fire pit area — perfect for relaxing or hosting guests in a peaceful Florida setting.****Prime Location> Minutes to Sarasota Memorial Hospital,>Near Sarasota’s vibrant cultural downtown district,>Only 10 minutes to Siesta Key Beach — ranked #1 in the USA for its world-famous quartz sand,>Close to top restaurants, shopping, and entertainment**** Property Highlights>3 bedrooms / 2 bathrooms,>Recently updated kitchen with new cabinets & quartz countertops,>Private pool with fire pit entertainment area,>Fully furnished — move-in or rent ready,>Excellent as primary home, vacation property, or rental investment,>Strong income potential in a high-demand location. Experience the best of Sarasota living with world-class beaches, dining, and lifestyle just minutes away. And find out for your self, "What's all the fuss about Sarasota"
Listing Agent: Tracy Srodes (813-267-1312)
8219 TIMBER LAKE LN, SARASOTA, FL 34243
$389,000104 Days on yellowkey MLS ID: A4683126
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1454 Built: 1983Monthly Fee: $35 Tax: $2,008 (2024)Community: Palm-Aire At SarasotaSingle Family
Taxes:$2,008
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Buyer backed out, not due to any fault of the home. Seller is now offering a $6,000 credit to the buyer at closing! Welcome to this charming 2-bedroom, 2-bath pool home nestled on a quiet residential street in Timberlake Village within Palm-Aire, one of Sarasota’s most sought after communities. Just minutes from UTC’s premier shopping and dining, this home offers the perfect blend of tranquility and accessibility. Situated on a generous lot just shy of 1/3 acre, the property provides ample space to relax, garden, and entertain. The backyard is truly a private sanctuary, complete with a trellis and established garden bed—ideal for cultivating your own flowers, herbs, or vegetables. The sparkling pool and screened patio create a peaceful setting for morning coffee or evening gatherings with friends. Inside, the home is filled with natural light and thoughtfully designed with a desirable split floor plan for added privacy. Beautiful wood plantation shutters throughout add warmth and timeless style. The spacious kitchen is a standout feature, offering abundant counter space, a gas range for the gourmet cook, and a window overlooking the pool and screened lanai. Impact windows and sliders provide added peace of mind and energy efficiency. Whether you’re looking for the perfect snowbird retreat, a first home, or a low-maintenance Florida getaway, this Timberlake Village gem offers comfort, charm, and an unbeatable Sarasota location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Heather Gehan (941-893-0213)
3170 EDEN MILLS DR, SARASOTA, FL 34237
$369,50016 Days on yellowkey MLS ID: A4693888
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1255 Built: 1963 Tax: $1,964 (2025)Community: Lake RidgeSingle Family
Taxes:$1,964
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Charming block home in Sarasota featuring 3 bedrooms and 1.5 bathrooms with a 1-car garage and numerous recent updates throughout. This well-maintained property offers ceramic tile throughout the main living areas and new luxury vinyl plank flooring in the bedrooms. The kitchen has been refreshed with a new stainless steel sink and faucet, along with updated appliances including a washer, dryer, microwave, range, and new dishwasher. The primary bathroom has been updated with a refreshed bathtub and tile work. Additional interior features include new blinds, and a few brand new window panels installed. Major system upgrades provide peace of mind, including a 2026 new roof with warranty, 2026 new electrical panel with warranty, new AC system with new coil and compressor, and a new UV light system with a 10-year warranty. The water heater was replaced in November 2018, and the home retains original copper/PVC plumbing in mint condition. Outside, enjoy the fully fenced in private pool area and an outdoor shed for additional storage. Conveniently located in Sarasota, this solid block construction home combines comfort, functionality, and valuable recent improvements.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Rachel Metcalfe (941-587-5975)
5710 SHEFFIELD GREENE CIR #92, SARASOTA, FL 34235
$238,00035 Days on yellowkey MLS ID: C7525442
REDUCED by $2,000 (0.8%) on 05/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1990 Tax: $3,398 (2025)Community: Sheffield GreeneCondo
Taxes:$3,398
Elementary School: Gocio Elementary
Remarks: Rare opportunity to own one of the most desirable views in Sheffield Greene! This second-floor coach home overlooks a serene golf course and pond setting, offering exceptional privacy and a peaceful backdrop rarely found in this community. Most comparable units feature interior or limited views—this residence stands out with expansive natural scenery and no direct rear neighbors. The well-designed 2-bedroom, 2-bath layout offers approximately 1,099 sq ft of living space with an open floor plan, abundant natural light, and a private screened lanai ideal for enjoying the tranquil setting. Additional features include an attached 1-car garage, interior laundry, and a functional split-bedroom design. Available fully furnished, turn-key, with the exception of some personal items, including the remote controlled boat and vehicle, etc. Located in The Meadows, residents enjoy mature landscaping, walking and biking trails, and access to community amenities including pool, fitness, and optional country club memberships. Conveniently located near UTC Mall, Benderson Park, dining, shopping, and just a short drive to Sarasota’s renowned Gulf beaches. A unique combination of view, privacy, and location—this is one of the premier positions within the community. All measurements and details provided should be verified by buyers. Room measurements are approximate and are not guaranteed.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Lora Keller (941-457-7213)
1516 OAK ST, SARASOTA, FL 34236
$1,775,000116 Days on yellowkey MLS ID: A4680208
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 2416 Built: 1969 Tax: $5,325 (2025)Community: Grosvenor Park SubSingle Family
Taxes:$5,325
Elementary School: Southside Elementary
Remarks: In the heart of desirable Burns Court in Sarasota, stands a captivating European-inspired Florida home. This DUPLEX offers a two bedroom, two bath residence downstairs and a three bedroom, three bath upstairs. 1516 Oak Street offers the unique advantage of downtown walkability coupled with the privacy of a fully fenced, meticulously landscaped yard adorned with native plants. This residence provides an ideal alternative to condominium living, granting residents exclusive private outdoor space for themselves and their pets without the financial burden of monthly condominium fees. Indulge in the sun on the expansive upstairs balcony or unwind on the shaded patio. Prepare delectable charcuterie boards in the well-appointed kitchen, perfect for hosting happy hour gatherings, dinner parties, garden parties, or brunches. Each restful bedroom is equipped with an ensuite bathroom, ensuring privacy and convenience. Situated conveniently near the Saturday Farmers Market, a variety of local restaurants, and the Sarasota Bayfront, this exceptional property offers unparalleled potential. Currently arranged as a fully furnished duplex, it also presents remarkable versatility as a family compound, an income-generating investment, or a potential conversion into a spacious single-family home. The owner has invested significantly in high-quality upgrades to ensure the home’s move-in readiness, including: - A new metal roof installed in 2022 - A replaced sewer line and relined pipes in 2023 - New windows, updated electrical systems, and a new air conditioning unit completed in 2025 - A well for irrigation to maintain the lush landscaping - Natural gas connection - Off street parking for 4 cars and a storage shed - Completely fenced yard and landscape lighting. Furthermore, due to the property’s DTE zoning, there is potential to add another structure on the site, expanding the possibilities for future development. Selling turnkey furnished and ready to rent if desired. Experience a remarkable lifestyle in Burns Court. Schedule a private tour today.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
1504 S LODGE DR, SARASOTA, FL 34239
$6,990,00085 Days on yellowkey MLS ID: A4683855
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 5450 Built: 1965Monthly Fee: $25 Tax: $15,432 (2025)Community: Cherokee LodgeSpa: YesSingle Family
Taxes:$15,432
Remarks: Dreaming of breathtaking sunsets? This property is for you! A one of a kind bayfront lot located in highly sought-after Cherokee Park, West of Trail. Located in "X" flood zone this property offers unobstructed panoramic views of Sarasota Bay. The stunning vistas of Ringling Bridge, Siesta Key and downtown are truly mesmerizing. Boating enthusiasts will appreciate the brand-new dock with a 16,000lb lift and direct access to Sarasota's exceptional boating waters. Enjoy the home as it is or take advantage of this rare opportunity to build a custom waterfront estate on this magnificent property. Offered at $6,990,000, do not miss your chance to own one of Sarasota's finest waterfront locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Melody Davis (908-202-4085)
8735 MIDNIGHT PASS RD #105B, SARASOTA, FL 34242
$639,90090 Days on yellowkey MLS ID: A4684402
REDUCED by $20,000 (3.0%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1357 Built: 1980 Tax: $6,948 (2024)Community: Turtle Bay Sec 1Spa: YesCondo
Taxes:$6,948
Remarks: NEW PRICE DROP!! MOTIVATED SELLER!! PRIVATE GARAGE!! Welcome to Turtle Bay! Amazing bayfront living on Siesta Key with boat slips and deeded beach access. This beautifully furnished 2 bedroom and 2 bathroom condo offers buyers an active beach lifestyle or a coastal retreat. The condo boasts water views from the screened in lanai where you can enjoy a morning sunrise. Freshly painted with a brand new refrigerator, garbage disposal and kitchen faucet home chefs will enjoy cooking in this open kitchen. If you do not want to cook it is quick trip to Siesta Village where you can enjoy great restaurants and fun shopping. Turtle Bay has an array of amenities from tennis courts, heated pool and spa as well as boat slips available on a first come first served basis for an annual fee. Not only does this unit offer a private laundry room with a new washer it also has a one car garage with a new opener. The garage has ample room for a vehicle and storage adding value to this home. The location of Turtle Bay is a quick 20 minute ride to experience the arts and culture of downtown Sarasota. This condo offers the best of Siesta Key living. Enjoy the sunsets on the beach with the deeded beach access across Midnight pass Road. If you are looking for an updated furnished condo with newer furnishing this is the place for you.
208 SOUTHWINDS DR, SARASOTA, FL 34231
$64,90042 Days on yellowkey MLS ID: A4690882
REDUCED by $10,000 (13.4%) on 05/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 459 Built: 1966Monthly Fee: $195 Tax: $1,160 (2025)Community: South Winds Mhp Co-OpMobile Home
Taxes:$1,160
Remarks: Welcome to an incredible opportunity in the highly desirable Southwind's 55+ co-op community, ideally located in the heart of Sarasota just minutes from the world-renowned Siesta Key Beach. Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers exceptional value in an unbeatable location. This one-bedroom, one-bath residence features a spacious and functional layout with abundant natural light throughout. The living area flows nicely, creating a comfortable and inviting space to relax or entertain. One of the standout features is the oversized lanai; perfect for enjoying the Florida lifestyle year-round and easily serving as additional living space. The home also offers a private driveway, a dedicated laundry area located in the shed, and ample storage space. While the unit could benefit from some updating, it is priced accordingly, presenting a fantastic opportunity to customize and make it your own. With a little vision, this property has the potential to truly shine; making it especially appealing for investors or buyers looking to add value. Located in an X flood zone, this property has had no flood or water damage from recent storms, offering added peace of mind. Southwind is a vibrant and friendly community known for its active lifestyle and impressive amenities, including a heated pool, shuffleboard courts, horseshoe pits, library, and recreation hall. The community also offers guest parking along with designated areas for RV and boat storage. With low monthly fees of just $195, which include water, sewer, cable, and lawn care, it’s one of the best values in Sarasota. Conveniently located just 10 minutes to Siesta Key, 20 minutes to downtown Sarasota and UTC Mall, and close to shopping, dining, and everything South Sarasota has to offer. Affordable opportunities like this in such a prime location are rare. Priced to sell and offered as-is with the right to inspect; don’t miss your chance to make this your own slice of paradise.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
5552 BENTGRASS DR #7-110, SARASOTA, FL 34235
$175,00018 Days on yellowkey MLS ID: A4693462
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 957 Built: 2002 Tax: $2,290 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$2,290
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to effortless Florida living in the highly desirable Meadows community! This beautifully maintained first-floor 1 bedroom 1 bathroom condo at 5552 Bentgrass Drive #7-110 offers comfort, convenience, and serene surroundings in one of Sarasotas most established golf and country club neighborhoods. Step inside to find a bright and open floor plan with spacious living and dining areas, abundant natural light, and relaxing views that create the perfect retreat year-round. The well-appointed kitchen offers ample cabinetry ,workspace and a NEW range and microwave while the generous primary suite provides a peaceful escape with a private bath and plenty of closet space. Upgrades include NEW hurricane impact windows in September 2025 and a NEW AC in March 2026 for your peace of mind. Located within Las Palmas Luxury Condominiums, the community offers amenities that feature 2 pools, a hot tub, fitness center, a clubhouse, tennis courts, a sauna, a playground, dog park, and outdoor grills. Ideally located just minutes from UTC shopping and dining, Benderson Park, championship golf, downtown Sarasota, world-famous beaches, and convenient access to I-75. Whether you are looking for a full-time residence, seasonal getaway, or investment opportunity, this Sarasota condo delivers location, lifestyle, and value all in one!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Edward Bieker, Pa (941-525-6473)
332 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,395,00070 Days on yellowkey MLS ID: A4687188
REDUCED by $200,000 (3.6%) on 05/20/2026
Bed: 9 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4055 Built: 2019 Tax: $26,520 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$26,520
Elementary School: Phillippi Shores Elementary
Remarks: ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
3315 BAY SHORE RD, SARASOTA, FL 34234
$22,000,000182 Days on yellowkey MLS ID: A4673690
Bed: 5 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 10871 Built: 1987 Tax: $89,363 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$89,363
Remarks: Set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners’ suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those who value lifestyle and amenities, this property offers it all: A private tennis court tucked away behind mature tropical landscaping A well-appointed guest house ideal for extended stays A dedicated pool house for effortless entertaining A four-car garage for collectors and hobbyists Expansive terraces and outdoor lounging areas that overlook Sarasota’s most dramatic sunsets
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
12770 INDIGO BREEZE DR, SARASOTA, FL 34238
$699,00062 Days on yellowkey MLS ID: A4684723
REDUCED by $15,900 (2.2%) on 05/20/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2934 Built: 2023Monthly Fee: $268 Tax: $6,662 (2025)Community: Promenade Estates Ph IiSingle Family
Taxes:$6,662
Remarks: Located in Promenade Estates, this 5-bedroom, 3-bathroom home offers nearly 3,000 square feet of thoughtfully upgraded living space, set on a well-positioned water lot with added privacy and open views. Inside, the layout is what buyers are looking for. Tile flooring runs throughout the main living areas, with luxury vinyl plank on the stairs and second floor—no carpet anywhere in the home. Custom accent walls in the dining and family rooms add character, while built-in storage in the family room keeps the space functional and clean. The kitchen is built for real use and entertaining, featuring a double oven, oversized island, and a butler’s pantry with a walkthrough connection to the front flex space—ideal for a private office or separate workspace. A first-floor bedroom and full bath provide flexibility for guests, extended family, or a quiet, separate living area. Upstairs, spacious bedrooms are complemented by a versatile loft, giving you a second living space, media room, or play area depending on your needs. Step outside and you’ll find one of the home’s strongest features. An expanded paver patio extends from the covered, screened lanai, creating a comfortable outdoor living space anchored by a full outdoor kitchen with grill, smoker, and Blackstone. The fully fenced backyard and updated landscaping create a private setting with room to relax, host, and unwind. Additional upgrades include modern lighting throughout and solar panels for improved energy efficiency. Residents of Promenade Estates enjoy resort-style amenities including a pool, splash pad, playground, basketball and volleyball courts, and a dog park—all within the highly desirable Palmer Ranch area, just minutes from shopping, dining, and the beaches of Sarasota.
Listing is courtesy of: STARLIGHT REAL ESTATE SERVICE LLC (850-766-8115)
Listing Agent: Melissa Armstrong (850-766-8115)
1220 SIESTA BAYSIDE DR #1220-A, SARASOTA, FL 34242
$729,000157 Days on yellowkey MLS ID: A4676258
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1130 Built: 1988 Tax: $6,855 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$6,855
Remarks: Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the tranquil views of the pond, tennis and Pickleball courts, and the community pool from this light filled unit. Vaulted ceilings and No Unit above enhance the sense of space and privacy. The home has been thoughtfully updated with porcelain tile throughout the living areas, and a stunning fully renovated kitchen featuring Quartz countertops(including the breakfast bar), custom wood cabinetry, and stainless steel appliances. A built in desk with cabinetry creates an ideal home office or workspace. The spacious owner’s suite includes a walk in closet and an updated en-suite bathroom with new vanity, Quartz countertops, and tiled walk in shower. Adjacent to the living room, an enclosed patio offers versatile flex space, perfect for additional seating, dining, or simply enjoying your morning coffee while soaking in the Florida sunshine. Gulf & Bay Club Bayside is a resort style community offering deeded beach access, two heated pools, tennis and Pickleball courts, outdoor grilling areas, a fitness facility, and a fishing dock on the Intercoastal Waterway. With one week minimum rentals allowed and an optional on site rental office, this condo presents an excellent investment opportunity. Furnishings available under a separate contract. Ideally located just steps from the white sands of Siesta Key Beach and short distance to Siesta Key Village’s restaurants and shopping, this is a rare opportunity to own a beautifully updated condo in one of the island’s most desirable communities.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jennifer Bright (941-320-4989)
7796 ALISTER MACKENZIE DR, SARASOTA, FL 34240
$2,695,000103 Days on yellowkey MLS ID: A4682766
REDUCED by $90,000 (3.2%) on 04/12/2026
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7639 Built: 1991Monthly Fee: $345 Tax: $18,579 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$18,579
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: With a level of scale and versatility rarely available in Laurel Oak Estates today, this residence is set on an oversized lakefront corner lot just under three-quarters of an acre, offering exceptional privacy, long water views, and a true legacy opportunity within the community. Designed for both gracious entertaining and everyday living, the home unfolds through expansive yet inviting spaces filled with natural light and framed by soaring ceilings and tranquil lake views. Multiple living and gathering areas create an effortless flow, allowing the home to feel equally comfortable hosting large celebrations or quiet evenings at home. At the heart of the residence, the chef’s kitchen anchors the main living areas with custom cabinetry, stone surfaces, a generous center island, and a built-in wine bar, ideal for connection, conversation, and entertaining. Architectural details such as eight-foot solid doors, crown molding, and thoughtfully scaled rooms add warmth and timeless character throughout. Five private en-suite bedrooms provide comfort and flexibility, including a spacious primary suite with spa-like bath and generous closet space. A separate lakefront guest residence offers exceptional versatility and privacy, featuring northern exposure, soaring ceilings, loft space, and a private balcony, ideal as an in-law suite, art studio, private office, or retreat. Outdoor living is calm and expansive. A screened pool and spa, newly updated with new tile and resurfacing, along with a paver lanai, outdoor shower, and courtyard with fountain create a peaceful setting for relaxation and entertaining, all overlooking the lake. The .6896 acre lot provides a rare sense of openness and privacy within the community. Additional features include a circular drive, multiple garages including a separate garage for the guest residence, multiple zoned air-conditioning systems, and a newer tile roof supporting comfort, efficiency, and ease of living. Experience the best of Laurel Oak, one of Sarasota’s most sought-after gated communities, featuring a 24-hour secure guard gate, beautifully maintained grounds, and a true sense of privacy and prestige. Residents also have the option to join the renowned Laurel Oak Country Club, home to two championship golf courses, tennis, dining, and an active social calendar that makes it easy to enjoy the very best of Florida club living. This is an estate designed not just to impress, but to be lived in, shared, and remembered.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jessica Stiegel (703-898-8465)
767 JOHN RINGLING BLVD #25, SARASOTA, FL 34236
$395,000360 Days on yellowkey MLS ID: A4655140
INCREASED by $45,000 (12.9%) on 05/20/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $4,722 (2024)Community: Sarasota Harbor WestSpa: NoCondo
Taxes:$4,722
Remarks: Waterfront Sarasota location, new boat docks available. High and dry 2nd floor location, with elevator, open water view of the bay and intercoastal waterway. Watch dolphin and manatees play from the balcony. Kayak launch area. Fish from right outside of your unit. Community clubhouse and large pool, shuffleboard area, grills. Lots of community activity, games, and social events. Approx. 2 block walk to St. Armand's Circle, and 6 blocks to Lido beach. Free Bay Runner Trolley also picks up in front of the complex to go to the beach or to downtown Sarasota mainland. Open 816 s.f. floorplan, with large main bedroom, 2nd bedroom, bath, living room, dining area and kitchen. Storm impact windows.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Lyn Riley (352-838-3359)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.