Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2904 HOMASASSA RD, SARASOTA, FL 34239
$579,000111 Days on yellowkey MLS ID: A4683642
0 Days Off yellowkey (back on 5/20/2026)
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,896
Elementary School: None
High School: Sarasota High
Tax Year: 2025
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 is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
4939 PEREGRINE POINT WAY, SARASOTA, FL 34231
$1,685,000137 Days on yellowkey MLS ID: A4680225
1 Days Off yellowkey (back on 5/20/2026)
REDUCED by $114,000 (6.3%) on 04/07/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3828 Built: 2000Monthly Fee: $196 Tax: $8,043 (2025)Community: The LandingsSingle Family
Taxes:$8,043
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Under contract-accepting backup offers. A Masterpiece in The Landings' Most Coveted Enclave. Presenting a rare opportunity to acquire an impeccably crafted residence on the sought-after cul-de-sac of Peregrine Point Way. Built in 2002 with meticulous attention to feng shui principles, this single-level sanctuary spans over 3,800 square feet of thoughtfully designed living space, offering the perfect blend of sophistication, flow, and modern convenience. Grand First Impressions A circular driveway sets the stage for this distinguished residence. Pass through custom wooden gates into an impressive formal Florida entry courtyard, where a striking bronze fountain creates an unforgettable "wow factor" for arriving guests. This exceptional entry experience speaks to the caliber of craftsmanship found throughout. Exquisite Interior Details Marble flooring flows gracefully throughout the main living areas, establishing an elegant foundation for refined living. The thoughtful split floor plan ensures both privacy and space, while the single-level design provides effortless flow, a rare find in the homes of this caliber. The formal living room exemplifies true feng shui design, creating a seamless visual and physical connection to the resort-style outdoor spaces beyond. An adjacent formal dining room provides the perfect setting for sophisticated entertaining, whether hosting intimate dinners or grand celebrations. Luxurious Private Quarters The expansive primary suite serves as a serene retreat, featuring a spa-inspired marble bath with a soaking tub, dual vanities, and a walk-in shower. A generously proportioned custom walk-in closet provides exceptional organization and storage. Each of the home's four bedrooms includes an ensuite bathroom, a hallmark of luxury living that ensures privacy and comfort for family and guests alike. Custom-built closets throughout reflect the meticulous attention to detail. The fourth bedroom, currently appointed as an office with custom built-in cabinetry, offers flexibility for those who work from home or desire a private study. Resort-Style Outdoor Living. Step outside to discover your private oasis. The expansive screened-in lanai extends your living space into nature, perfect for year-round entertaining in comfort. The stunning pool area features a dramatic tall tile fountain whose soothing sounds create an atmosphere of tranquility. Mature landscaping artfully balances sun and shade, while a covered seating area invites quiet contemplation or spirited conversation. This is outdoor Florida living at its finest designed for those who appreciate the art of entertaining and the beauty of serene moments alike. The Landings Lifestyle. Peregrine Point Way's naturally serene cul-de-sac location is among the most desirable in The Landings. This prestigious community offers winding tree-canopied roads, pristine lakes, nature trails, and Roberts Bay access an idyllic backdrop for an elevated lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
2932 LEXINGTON ST, SARASOTA, FL 34231
$1,000,00065 Days on yellowkey MLS ID: O6398108
REDUCED by $50,000 (4.8%) on 05/20/2026
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4005 Built: 1978 Tax: $9,041 (2025)Community: Colonial TerraceSpa: YesSingle Family
Taxes:$9,041
Elementary School: Gulf Gate Elementary
Remarks: Welcome to this stunning income producing home located minutes to Sarasota's most desirable attractions such as Siesta Key Beach, Selby Gardens, Downtown Sarasota, Longboat Key, and University Town Center Mall. This home consists of 3 income producing units or make it your very own primary residence or vacation dream home. With 3 separate entry ways you can rent two and occupy one or join all 3 together to make it a luxurious family home. Can be sold as a package deal with #06399746,#06399737, #06399693, #06399686
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
2232 BAHIA VISTA ST #A6, SARASOTA, FL 34239
$209,000257 Days on yellowkey MLS ID: A4666617
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,239 (2024)Community: Cordova Gardens ICondo
Taxes:$2,239
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Welcome to this beautifully maintained end-unit condominium ideally situated in one of Sarasota’s most sought-after neighborhoods. Just minutes to vibrant downtown Sarasota’s arts district, offering fine dining, boutique shopping, theaters, and cultural venues. Close to the scenic Bayfront Park and Marina Jack, perfect for waterfront dining, walking trails, and watching sunsets over Sarasota Bay. Easy access to Sarasota Memorial Hospital, world-class beaches (including Siesta Key and Lido Beach), and premier golf courses. This spacious 2-bedroom, 2-bath split-plan layout offers privacy and comfort, ideal for both seasonal or year-round living. As an end unit, this home features extra privacy and natural light, enhanced by soaring vaulted Pecky Cypress ceilings and large transom windows that fill the open-concept living area with abundant light, while adding warmth and architectural character. The open floor plan includes a spacious kitchen, perfect for entertaining, and flows into the main living and dining areas. Enjoy a bonus loft perfect for a home office, guest space, or creative studio, and relax on two private, screened-in lanais—ideal for morning coffee or evening cocktails. Additional features include updated bathrooms, in-unit laundry, and plenty of storage throughout. Whether you're looking for a primary residence, seasonal retreat, or an income-producing property (with 6-month rental capability), this home offers the best of Sarasota living in an unbeatable location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Jim Mast (941-587-9066)
8911 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$595,000157 Days on yellowkey MLS ID: A4677015
REDUCED by $40,000 (6.3%) on 05/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1415 Built: 1973 Tax: $6,230 (2025)Community: Sunrise Cove Sec 2Condo
Taxes:$6,230
Remarks: Welcome to Sunrise Cove and the coveted and quiet south end of Siesta Key. This DIRECT BAYFRONT condo is a 3 BEDROOM CONDO and is directly across the road from TURTLE BEACH with plenty of PUBLIC BEACH ACCESS. This condo unit was re-configured and now has three full bedrooms and two full bathrooms. Features include new interior paint, opened and central kitchen, split bedroom floor plan, washer/dryer inside unit, and it comes completely furnished. The open kitchen features a solid beadboard cabinetry, pantry, and plenty of storage. This is an end unit with end unit windows in two of the bedrooms for added light. Relax and look directly out onto Little Sarasota Bay and enjoy wildlife, dolphins, and manatees as well as beautiful sunrises! This condo is super clean and ready to go! There is a storage closet down the hall for beach items and monthly rentals are allowed plus one brand-new carport is included! SUNRISE COVE features 49 boat slips with vacancies, two heated swimming pools, pickleball, tennis, clubhouse with clubroom, fitness room, billiards/ping pong, kayak storage, BBQ grill with gazebo, and public beach access directly across the street! This is a super well-run and manicured complex and is very near to two delicious restaurants. This south end of Siesta Key is very quiet. Come see this beautiful beach and waterfront condo today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
3693 DIVOT LN, SARASOTA, FL 34232
$479,90054 Days on yellowkey MLS ID: A4689299
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1962 Built: 2016Monthly Fee: $345 Tax: $5,215 (2025)Community: EnclaveTownhouse
Taxes:$5,215
Elementary School: Wilkinson Elementary
Remarks: Location is everything, and this exceptional townhome in Enclave at Forest Lakes delivers. Ideally situated in the heart of Sarasota, this gated community offers easy access to two public golf courses, the Legacy Trail, and all major routes, along with resort-style amenities including a pool, dog park, grilling area, and gathering spaces. Built in 2018, the home features ceramic tile flooring and a thoughtfully designed open layout perfect for everyday living and entertaining. The kitchen blends style and function with rich cabinetry, granite and quartz countertops, stainless steel appliances, a stacked stone backsplash, wall oven and microwave, and an electric cooktop. The living and dining areas flow seamlessly to a screened, covered lanai, ideal for year-round enjoyment. Upstairs offers a versatile loft and flex space, along with two spacious bedrooms and a well-appointed bath. The main-level primary suite provides a private retreat with crown molding, dual sinks, a walk-in shower, and a large walk-in closet. Positioned on one of the largest lots in the community and directly across from the pool and dog park, the home offers a rare combination of space and convenience. With no CDD fees and a prime Sarasota location near beaches, dining, and top-rated schools, this home offers comfort, quality, and lifestyle in one exceptional package.
Listing Agent: Greg Sheller (941-266-8777)
5911 OLIVE AVE, SARASOTA, FL 34231
$375,00068 Days on yellowkey MLS ID: A4688660
REDUCED by $10,000 (2.6%) on 04/27/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1324 Built: 1957 Tax: $3,537 (2025)Community: Golden AcresSpa: NoSingle Family
Taxes:$3,537
Remarks: One or more photo(s) has been virtually staged. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**Located in a quiet residential neighborhood just 3.7 miles from Siesta Key, this well maintained Florida ranch offers a combination that is getting harder to find. Close proximity to the beach, no HOA, and the added peace of mind of being in flood zone X. This three bedroom, two bath home features a split floor plan with a primary suite that includes a walk in closet and en suite bath. The kitchen has been updated with granite countertops and opens into the main living space, creating a comfortable and functional layout for everyday living. Recent updates make this home truly move in ready, including brand new luxury vinyl plank flooring and fresh interior paint in 2026. Additional improvements include roof in 2015, HVAC in 2017, electrical panel in 2015, repipe in 2015, and water heater in 2016. The Florida room offers flexible bonus space that can be used as a home office, additional living area, or seasonal room. Out back, the fully fenced yard provides plenty of space to spread out, whether for pets, play, or storing a boat, trailer, or other toys. With no HOA, you have the flexibility to actually use your property. Whether you are looking for a full time residence, a seasonal place near the beach, or an investment opportunity, this location delivers. Just minutes to Siesta Key, shopping, and dining, with a level of flexibility that is hard to find this close to the water. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
3550 BAYOU LOUISE LN, SARASOTA, FL 34242
$11,900,000121 Days on yellowkey MLS ID: A4682295
REDUCED by $295,000 (2.4%) on 05/19/2026
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4325 Built: 2027 Tax: $54,012 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$54,012
Remarks: Pre-Construction. To be built. The lot is also available as vacant land (MLS #A4682294) ($6.7M). Introducing the Miller Floorplan designed by award winning Konstant Architecture (plans complete and available), a to be built waterfront estate set on one of the most extraordinary parcels on the north end of Siesta Key, one of only 10 properties with water access on the east and west. This award-winning luxury custom build plan is the example of architectural excellence at the highest level. Positioned on over three quarters of an acre with 175 feet of pristine water frontage, this rare offering captures sweeping panoramic views from Big Pass to Bayou Louise. With unobstructed access to Sarasota Bay and the Gulf, boating enthusiasts can enjoy effortless days of fishing, cruising, or island hopping directly from their backyard. This is coastal living without compromise. Designed for both elevated beauty and resilience, the Miller Floorplan features approximately 4,325 square feet of conditioned living space with a raised main living level, private elevator access, and a multi-bay garage with dedicated boat storage below. The thoughtfully designed layout includes five bedrooms, five full bathrooms, and a powder room. The primary suite is privately positioned offering a spa-inspired bath with separate water closet, expansive closet space, and seamless connection to outdoor living. The heart of the home is an open-concept living and dining space anchored by a designer kitchen with pantry and butler’s area, all oriented toward breathtaking water views. Expansive porches, screened outdoor living areas, and a resort-style pool with integrated spa and swim-off areas create a true waterfront retreat. A standing seam metal roof and sophisticated coastal architectural detailing reflect timeless style while complementing the surrounding natural beauty. Located on the coveted north end of Siesta Key, this estate offers both privacy and convenience. The beach, boating, waterfront dining, and Sarasota’s vibrant cultural and entertainment scene are moments away. Large parcels of this caliber with 175 feet of frontage and water access on the east and west side of the property, are rarely available, making this an exceptional opportunity to secure a refined blend of modern luxury, prime location, and long-term value. Where coastal beauty, architectural sophistication, and thoughtful design converge, this residence delivers an unparalleled Siesta Key lifestyle.
Listing Agent: Keith Curcio (941-376-7683)
119 WHISPERING SANDS CIR #V36, SARASOTA, FL 34242
$525,000296 Days on yellowkey MLS ID: A4656278
REDUCED by $70,000 (11.8%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1160 Built: 1968Monthly Fee: $1,400 Tax: $6,617 (2024)Community: Whispering SandsVilla
Taxes:$6,617
Remarks: One or more photo(s) has been virtually staged. BEST PRICED VILLA IN WHISPERING SANDS! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa in the premiere GULF FRONT property of Whispering Sands is the perfect island getaway. A 3rd bedroom could also be added. Remodeled in 2025, this villa features all NEW luxury vinyl plank flooring, paint, baseboards, trim, molding, and all new interior doors. The NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
2410 PROSPECT ST, SARASOTA, FL 34239
$799,000349 Days on yellowkey MLS ID: A4656811
2 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1969 Built: 2017 Tax: $10,998 (2024)Community: Rustic Lodge 2Spa: NoSingle Family
Taxes:$10,998
Remarks: Under contract-accepting backup offers. “ BACK ON THE MARKET & BEST VALUE FOR ARLINGTON PARK” Welcome to this elegant 2017 constructed 'better than new' home that combines the convenience of easy access to Sarasota’s best parks, markets, restaurants, and top-rated schools, with a quiet, friendly neighborhood— plus just a short drive to world-famous sugar-sand beaches of Siesta Key and Lido Beach. Nestled on a lush corner lot in the heart of highly sought-after Arlington Park, this 3-bedroom, 2.5-bathroom residence offers 1,969 heated Sq Ft of beautifully finished craftsman style living and a spacious 2-car garage. The home has been meticulously maintained and thoughtfully upgraded to satisfy the comfort and conveniences required by today's modern lifestyle. You’ll be immediately impressed by the pristine curb appeal and the drama of the grand foyer showcasing soaring 20+ foot ceilings, adding to the home's modern style and open feel. Thoughtful details abound, including crown molding, gorgeous hardwood floors, and exquisite finishes throughout, accented by an abundance of natural light. The formal living and dining rooms create an ideal space for entertaining, while the well-appointed chef’s kitchen is a true showstopper—complete with quartz countertops, custom solid wood cabinetry, stainless steel appliances, a large island, pendant and recessed lighting, and a beautiful backsplash. The kitchen overlooks the bright and inviting combined family and dining area, seamlessly connecting the heart of the home. Upstairs, the huge master suite offers a peaceful retreat, featuring plush carpeting, a spacious walk-in closet, and a luxurious en-suite bathroom with dual vanities and a stunning dual-head walk-in shower. Two additional light-filled bedrooms provide plenty of space for family or guests. Outside is your expansive covered brick-paved patio, perfect for quiet evenings or entertainment, all within a fully fenced backyard with ample room to add a pool. Lush landscaping has been strategically positioned to provide the home with privacy while maintaining a sleek contemporary theme. Additional upgrades include a new A/C unit, new gutters, new washer & dryer, an alarm system, insulated garage door, EV charger, and a new refrigerator. This move-in ready charmer is truly better than new, and offers it all — style, space, and a prime Sarasota location!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Kathy Callahan (941-900-8088)
5681 MIDNIGHT PASS RD #104, SARASOTA, FL 34242
$489,000393 Days on yellowkey MLS ID: A4652794
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,982 (2024)Community: White Sands VillageCondo
Taxes:$4,982
Remarks: Welcome to your relaxation destination- White Sands Village- located across from Tripadvisor's #1 RATED BEACH IN THE U.S. AND #4 IN THE WORLD- SIESTA BEACH! Let the cool quartz white powder sand and clear water soothe your soul. This comfortable 1,012 sqft, TURN KEY FURNISHED, 2 bedroom/ 2 bath condo has recently been refreshed by a professional designer. The UPDATED, opened up kitchen features granite countertops, stainless steel appliances and a delightful window looking out to the lush tropical greenery. Entertain guests in the open plan dining and living room. The 2 spacious bedrooms offer multiple large closets and plenty of room to accommodate additional visitors. You'll love that the 2 bathrooms are updated with granite countertops and there is hard flooring throughout the condo. Enjoy sunsets and a peek-a-boo boat basin view while sipping your favorite cold beverage from the screened lanai. This 2nd floor unit is ideally positioned in the back of the complex in an end building providing privacy and tranquility with no one above you...and peace of mind with it being high and dry! The community features a charming clubhouse with sauna, heated pool, BBQ grills, picnic areas, boat docks available for rent annually on a first come first serve basis, multiple laundry facilities and designated parking spaces under shaded carports as well as plenty of open guest parking. Just across the street at the public beach you'll find tennis, pickleball, volleyball and a playground! Take the trolley to Siesta Village for delicious local restaurants, live music, farmers market, festivals, fitness and shopping. The flexible 2 week and pet friendly rental policy combined with the ON-SITE rental management office makes this an excellent investment opportunity that's easy breezy! Call today to schedule your private showing and start living the Florida dream!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachelle Tirey (941-301-9187)
5819 CAVANO DR, SARASOTA, FL 34231
$625,00045 Days on yellowkey MLS ID: A4691752
1 Days Off yellowkey (back on 5/18/2026)
REDUCED by $24,000 (3.7%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Monthly Fee: $701 Tax: $6,860 (2025)Community: Esplanade By Siesta KeySpa: NoVilla
Taxes:$6,860
Remarks: Under contract-accepting backup offers. Welcome to one of the most beautiful villas in Esplanade by Siesta Key—a professionally decorated two-bedroom, two-bath residence, plus a den, that offers the perfect blend of luxury, comfort and maintenance-free living, including roof care and exterior painting every five years. Elegant details include tray ceilings, crown molding, and high-end laminate floors in the bedrooms paired with pristine tile throughout. The gourmet kitchen features new quartz countertops and backsplash, wood cabinetry, stainless steel appliances, and updated designer light fixtures in dining room and above breakfast bar. The dining and living areas create an inviting space to entertain and enjoy the breathtaking water views. Step through the sliding glass doors into the generous screened-in lanai, where you can relax and enjoy watching a variety of birds fly over the peaceful lake views right in your backyard. The gas barbeque makes alfresco dining a breeze. The spacious owners’ suite offers a large walk-in closet with professionally designed custom cabinetry. The ensuite bathroom features a dual-sink granite vanity along with a walk-in shower and built-in bench. Designed with privacy in mind, the second bedroom and en-suite bathroom is generously sized and well-appointed with quality finishes and new ceiling fans. The den provides the perfect space for a home office, library, reading room, or guest quarters. The laundry room offers new cabinets and utility sink. The garage has been upgraded with custom organizers and overhead metal racks. Additional upgrades include hurricane shutters, a widened driveway and an extended paver walkway. Residents of Esplanade by Siesta Key enjoy social activities and resort-style amenities, including an elegant clubhouse, lagoon pool and spa, fully equipped fitness center, Har-Tru tennis court, pickleball court, bocce court, and a dog park. With Siesta Key and downtown Sarasota just minutes away, this superb community offers the best of Florida’s tropical lifestyle. Furniture is optional.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Toni Turner (941-780-0191)
2596 FLOYD ST, SARASOTA, FL 34239
$1,900,000137 Days on yellowkey MLS ID: A4680149
REDUCED by $175,000 (8.4%) on 05/19/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4000 Built: 2025 Tax: $4,638 (2025)Community: Arlington ParkSpa: YesSingle Family
Taxes:$4,638
Remarks: One or more photo(s) has been virtually staged. Welcome to a Modern Masterpiece in the Heart of Sarasota. This contemporary home was completed in 2025 and offers 4,000 square feet of thoughtfully designed living space in the coveted Rustic Lodge section of Arlington Park. This light-filled, open-concept floor plan blends indoor and outdoor living seamlessly for enhanced living and entertaining. The centerpiece of the home is the chef's kitchen with floor to ceiling custom cabinetry by Studio Luxe, quartz countertops, a full-slab backsplash, and a dramatic waterfall island. Premium Thermador appliances include a 42-inch French door refrigerator, induction cooktop, wall-oven combination, and range hood. Additional bonus cabinetry just off the kitchen and an oversized pantry provides ample storage. Large porcelain tile flooring throughout enhances the clean, modern aesthetic. The primary suite is located on the main level, featuring a spa-inspired bathroom with dual vanities, an oversized zero entry shower, and a freestanding soaking tub. Upstairs, you'll find a bonus room that could be used as a den, reading room or fitness area and generous loft perfect for movie or game nights as well as a large laundry room. There are three well positioned and private bedrooms with en-suite bathrooms and custom closet systems; each with access to a balcony. Outside, you will find a large paver patio with outdoor kitchen equipped with a Blaze grill, granite countertops, and Zephyr beverage center. The heated saltwater pool and spa and fenced yard extend the tranquility this home offers. Additional features include Kohler plumbing fixtures, Daltile porcelain tile, Franklin lighting, titanium pavers, premium PGT windows, PVC vinyl fencing and a 5V crimp metal roof. A 21-foot driveway, two-car garage, irrigation system, exterior lighting, decorative shutters and a two-car garage add to the thoughtful design and effortless living this home offers. This home is located just minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota memorial Hospital, SRQ airport, Legacy Trail, Arlington Park and in a top-rated school district offering convenience and lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Laurie Minear (717-824-5703)
413 ISLAND CIR, SARASOTA, FL 34242
$3,299,00067 Days on yellowkey MLS ID: A4689084
0 Days Off yellowkey (back on 5/8/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2994 Built: 2026Monthly Fee: $4 Tax: $10,496 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$10,496
Remarks: Under contract-accepting backup offers. Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Dabrowski (847-274-2960)
6454 BEECHWOOD AVE, SARASOTA, FL 34231
$875,00074 Days on yellowkey MLS ID: A4688435
1 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2661 Built: 1971 Tax: $6,819 (2025)Community: Pine Shores Estate 5Th SecSingle Family
Taxes:$6,819
Remarks: Under contract-accepting backup offers. LOCATION, LOCATION, LOCATION....a bridge away from Siesta Key! SPACIOUS and CONVENIENT this residence features 3 generously sized bedrooms plus a versatile bonus room---perfect for a home office, playroom, or 4th bedroom. The OPEN FLOOR PLAN, offers multiple sitting areas, ideal for both relaxing and entertaining. The eat-in kitchen is a chef's delight, complete with stainless steel appliances, a center island, and plenty of room for gathering. Cozy up in the den for movie nights or family game time. Step outside to your own tropical oasis. Enjoy the fully enclosed caged pool deck surrounded by swaying palm trees, string lights, and various seating areas that create a magical ambiance. There is a built-in barbeque and ample yard space outside of the pool cage allowing plenty of room for your dogs to run freely. The yard is fully enclosed with a brand new fence. All windows and doors are IMPACT and FULL ROOF REPLACEMENT one year ago. Additional features include indoor laundry, generous closet space, and extra outdoor storage. Enjoy the proximity to the world-famous crystal sand beach of Siesta Key, restaurants, boat rentals & shopping. Whether you are looking for a full-time residence or a place for family vacations that you can rent out when not in use, this home offers the perfect blend of comfort, space and location. Come live the Florida lifestyle in a beautiful family home where you can truly spread out and enjoy! Comes FULLY - FURNISHED.
Listing Agent: Ingrid Caruso (941-539-6233)
2746 ORCHID OAKS DR #301, SARASOTA, FL 34239
$230,00027 Days on yellowkey MLS ID: A4693949
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1980 Tax: $3,486 (2025)Community: Orchid Oaks ICondo
Taxes:$3,486
Remarks: Top-floor corner unit at Orchid Oaks that comes fully furnished, turnkey, and move-in ready. This beautifully updated 2BD/2BA, 1,376 sq ft condominium is tucked beneath a canopy of mature oaks just off Phillippi Creek, offering the rare combination of natural serenity and central Sarasota convenience. The updated kitchen has been opened up and features a hood, wine fridge, and ample cabinetry. Open living and dining areas flow seamlessly to a screened lanai with electric fireplace and TV overlooking the community pool with a true treetop escape. Primary suite has a king bed, walk-in closet, and en suite bath. Guest bedroom with two twins. No carpet, only tile and LVP throughout the unit. The in-unit laundry is right off the entry with cabinetry. One covered assigned parking space. Community has additional parking available and amenities include a pool, clubhouse, gazebo, walking trails, a dog run, plus a creekside dock. The association maintains and provides private access to the shopping center next door and the HOA dues include elevator, water, sewer, cable, pest control, roof, painting, lawn service, exterior maintenance and building insurance. 30-day minimum lease allowed up to three times per year which makes it an excellent for option for seasonal use or income production. Minutes to Siesta Key, Downtown Sarasota, SRQ Airport, golf, dining, and shopping. Relaxed Florida living at its finest.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kate Howard (563-940-3383)
5273 HERON WAY #202, SARASOTA, FL 34231
$489,500222 Days on yellowkey MLS ID: A4670409
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1775 Built: 1986 Tax: $5,616 (2025)Community: Landings South 3Condo
Taxes:$5,616
Remarks: Newly installed HURRICANE IMPACT WINDOWS and a 2024 AC with transferable warranty make this second-floor coach home a low-maintenance, move-in ready choice. Enjoy expansive water views and a prime location just a short walk to the Racquet Club and pool in the highly sought-after Landings community. Inside, a bright, open layout features vaulted ceilings and consistent flooring with no step-down, creating a seamless living space. The updated kitchen offers granite countertops, a breakfast bar, and stainless steel appliances, flowing into the main living area with water views. The primary suite also overlooks the water and provides generous space for a sitting or work area, along with a large bathroom and walk-in closet. Two additional bedrooms share a full bath, while plantation shutters add a timeless finish throughout. Additional features include a separate laundry room and a newer roof and gutters installed in 2023. Residents enjoy access to the Landings Racquet Club with eight Har-Tru tennis courts, fitness center, pro shop, heated lap pool and spa, and an active year-round social calendar. A private nature trail leads to a covered dock, fishing pier, and kayak and paddleboard storage. Ideally located west of the Trail, The Landings is minutes from Siesta Key, Southside Village, and Downtown Sarasota, offering excellent dining, shopping, and convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
2461 RINGLING BLVD, SARASOTA, FL 34237
$499,000334 Days on yellowkey MLS ID: A4658766
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1487 Built: 1955 Tax: $4,739 (2024)Community: Ringling Blvd SubSingle Family
Taxes:$4,739
Elementary School: Southside Elementary
Remarks: Unlock the potential of this ideally situated property on Ringling Boulevard—just minutes from downtown Sarasota, the Marina, and Gulf beaches. Whether you're planning a full-scale renovation or a complete teardown for new development, this 2-bedroom, 2-bath home offers solid value in a rapidly evolving corridor. Featuring an open floor plan, carport, workshop area, and a sunlit Florida room, the existing structure provides flexibility for updates. Yet, the true opportunity lies in the land, positioned along the prominent Ringling Blvd. with redevelopment momentum.
915 SEASIDE DR #412, SARASOTA, FL 34242
$1,799,000125 Days on yellowkey MLS ID: A4681675
REDUCED by $200,000 (10.0%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $16,278 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$16,278
Remarks: Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
8750 MIDNIGHT PASS RD #302, SARASOTA, FL 34242
$429,000132 Days on yellowkey MLS ID: A4680093
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 800 Built: 1980 Tax: $4,916 (2025)Community: TortugaCondo
Taxes:$4,916
Remarks: Come live the dream in this great "fully furnished" residence on the south end of Siesta Key. Share amenities with Turtle Bay across the street like tennis, pickleball, and boat slips. Directly on the gulf, enjoy beach and sun year round. Secure, under building covered parking. Washer/dryer combo in unit! This unit is clean and in fabulous condition and comes fully furnished. Situated at the southern end of Siesta Key, it offers a more remote feel. Take the trolley into the village for dinner and shopping. This unit shows excellent and is priced right!
Listing is courtesy of: HOUSEMAX REALTY LLC (941-315-1990)
Listing Agent: Paul Defelice (941-315-1990)
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