Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2111 HAWTHORNE ST, SARASOTA, FL 34239
$2,195,000214 Days on yellowkey MLS ID: A4658635
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3703 Built: 2024 Tax: $4,500 (2024)Community: La Linda TerraceSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,500
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Move in Ready New Construction Contemporary Gem is now available with a fantastic location just minutes to Downtown Sarasota, Southside Village, the Barrier Islands and more! Step into refined contemporary living with this brand-new, custom-built MAKO Home. Designed for both style and comfort, this exceptional residence features four generously sized bedrooms, each with a private en-suite bath and walk-in closet with built-ins, along with two powder baths for added convenience (one on each floor). The 3 guest rooms are located upstairs with the primary suite located on the first floor and thoughtfully designed with an expansive walk-in closet that includes built-in cabinetry and shelving, a soaking tub, walk-in shower and his and hers vanity! The open-concept layout flows effortlessly into a sleek, light-filled kitchen at the rear of the home. The beautifully designed kitchen is outfitted with two-tone solid wood cabinetry, SS Appliances (Cafe/GE), soft close drawers and doors, Quartz Countertops and an oversized centerpiece island with waterfall edge! Step outside through the hurricane impact sliders and enjoy a private, resort-style setting with views of the inviting saltwater heated pool/spa and fenced in lush backyard. Upstairs, a flexible secondary living area/loft opens onto a spacious covered terrace—perfect for quiet mornings, evening gatherings, or simply soaking in the peaceful surroundings. Included in the upstairs living is a wet bar with storage and wine fridge. The home includes hurricane impact glass throughout with natural light pouring in, an epoxy finished 2-car garage and Dual laundry rooms, one on each level for added convenience. Located just East of Tamiami Trail, this home puts you in the center of it all—walkable to medical facilities, minutes from Downtown Sarasota, and just a short drive to Siesta Key’s world-renowned beaches! A remarkable residence that is well-built for your use as a primary residence, vacation home or amazing investment opportunity as the City of Sarasota allows 7-Day rentals! Every detail of this home was crafted with purpose—offering an unmatched combination of luxury, location, and livability. Reach out today to schedule a tour to see for yourself! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
1865 ORCHID ST, SARASOTA, FL 34239
$1,895,00018 Days on yellowkey MLS ID: A4688669
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Elementary School: Southside Elementary
Tax Year: 2025
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
5012 HIGEL AVE, SARASOTA, FL 34242
$2,249,000270 Days on yellowkey MLS ID: A4658844
REDUCED by $200,000 (8.2%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3541 Built: 1959 Tax: $16,035 (2024)Community: Harmony SubSpa: NoSingle Family
Taxes:$16,035
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals which lead out to the open waters of Sarasota Bay. The heart of this distinguished home features an expansive open-concept main living area, chef's kitchen and spacious dining space, thoughtfully designed to accommodate family and guests while offering sweeping views of the sparkling pool and canal. The seamless flow of the layout and blending of the outdoor and indoor space creates an entertainer's paradise, perfect for culinary adventures and memorable gatherings. Retreat to the luxurious primary bedroom, where panoramic canal vistas provide a serene backdrop for morning coffee or evening reflection. Unwind in the spa-like bathroom featuring a soaking tub, walk-in shower, dual vanities and frosted sliding glass doors to the outdoor shower. The SPLIT FLOORPLAN ensures ease and privacy for all. Bedroom 2 features an en-suite bathroom and long water views! Bedroom 3 has double doors and can be utilized as a den or office space if desired. Bedroom 4 has a private entrance with sliding glass doors overlooking the sunny front courtyard. This thoughtful layout offers many options for use of the generous space. The coral stone tiled pool and lanai area transforms into your personal oasis, where gentle breezes dance across the water's surface, creating an atmosphere of pure indulgence after sun-soaked beach days. The fully fenced yard, greenspace, winding walkways, outdoor shower, 2 car garage with extended driveway and parking space complete this comfortable retreat. The property's exceptional LOCATION places you moments (just .6mi) to the vibrant Siesta Village, where boutiques and acclaimed dining establishments await your discovery. (Just .7mi) to the nearest beach access! The main entrance to World-renowned Siesta Beach, celebrated for its powdery white sands and crystal-clear waters, beckons just over a mile away. This remarkable residence represents more than mere accommodation; it embodies a lifestyle where every detail has been carefully considered. From the quality construction evident throughout to the thoughtful integration of indoor and outdoor living spaces, this home promises years of comfort in one of Sarasota's most coveted waterfront communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachelle Tirey (941-301-9187)
1002 GLEBE LN, SARASOTA, FL 34242
$1,095,00081 Days on yellowkey MLS ID: A4679533
2 Days Off yellowkey (back on 4/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1808 Built: 1967Monthly Fee: $21 Tax: $11,693 (2025)Community: Siesta IslesSpa: YesSingle Family
Taxes:$11,693
Remarks: Under contract-accepting backup offers. New price! Beautifully remodeled and ideally just minutes from world-renowned white sands of Siesta Beach, this chic island pool home offers an exceptional blend of style, comfort, and storm-ready peace of mind. Designed for effortless coastal living, the open main living area is highlighted by a vaulted ceiling, transom windows, and abundant natural light, with French doors opening seamlessly to the private outdoor entertaining space. Porcelain flooring flows throughout the home, complemented by solid wood cabinetry, quartz countertops, and a thoughtfully designed kitchen featuring KitchenAid appliances, an electric range with exhaust hood, and clean, timeless finishes. The interior is further enhanced by solid wood interior doors, custom lighting, and new Minka ceiling fans, creating a polished yet inviting atmosphere. Significant recent upgrades add substantial value and confidence for today’s buyers, including hurricane-impact windows, a new impact front door and rear French doors (2024), a new HVAC system (2024), a shingle roof (2021), and a hurricane-rated garage door. The primary suite features a custom closet system and a separate owner’s closet, ideal for part-time use or rental flexibility. Outdoors, enjoy a resort-style heated saltwater pool and spa, enhanced by a new pool heater (2025) and pool filter (2024), surrounded by mature tropical vegetation that provides exceptional privacy. Manicured front landscaping with lush plantings, an irrigation system, a paver driveway, and a Trex front walkway complete the home’s inviting curb appeal. Additional features include epoxy-finished garage floors and a Ring doorbell with exterior security cameras. Adjacent to Glebe Park and close to Siesta Key Village, this residence offers easy access to dining, shopping, entertainment, and the beach. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Equally suited as a full-time residence, seasonal retreat or potential income-producing investment, this home delivers refined island living in one of Siesta Key’s desirable neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
915 SEASIDE DR #606, Weeks 12-13, SARASOTA, FL 34242
$59,000187 Days on yellowkey MLS ID: A4668668
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1780 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$321
Tax Year: 2026
Remarks: Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
915 SEASIDE DR #607, Weeks 14-15, SARASOTA, FL 34242
$59,000187 Days on yellowkey MLS ID: A4668669
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2255 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
2323 GROVE ST, SARASOTA, FL 34239
$525,00035 Days on yellowkey MLS ID: A4685353
0 Days Off yellowkey (back on 4/8/2026)
REDUCED by $24,000 (4.4%) on 04/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1451 Built: 1958 Tax: $5,193 (2025)Community: Blossom BrookSpa: NoSingle Family
Taxes:$5,193
Remarks: Under contract-accepting backup offers. In the sought-after South Gate neighborhood, this beautifully updated Sarasota residence blends modern comfort with peaceful outdoor living. Designed with a bright open floor plan, the home offers seamless flow between the living, dining and kitchen areas, ideal for everyday living and entertaining. The modern kitchen is centerpiece of the home, featuring a striking quartz island, updated stainless steel appliances, and a convenient reverse osmosis water system providing purified drinking water. Large windows with plantation shutters and custom roller blinds bring in abundant natural light while offering style and privacy. Impact windows provide added storm protection, energy efficiency and peace of mind. Retreat to the primary bedroom suite that offers a comfortable and private retreat with generous closet space and an updated en-suite bath designed with clean, modern finishes. The guest bedroom is well-sized and versatile, ideal for visitors or a home office, and is conveniently near the beautifully renovated guest bath featuring double vanity, offering style and functionality. Retreat outside to your private backyard oasis. The fully fenced yard features a custom koi pond surrounded by lush gardens supported by a filtered irrigation system, creating a tranquil and picturesque setting ideal for relaxing or entertaining. Just moments from Arlington Park, residents enjoy convenient access to recreational trails, tennis courts, a swimming pool and green space, while being only minutes from downtown Sarasota and Southside Village dining, shopping and the Gulf Coast’s world-renowned beaches. This exceptional property offers an opportunity to enjoy the Sarasota lifestyle in one of the city’s desirable neighborhoods.
Listing Agent: Kimberly Ide (401-487-6928)
850 S TAMIAMI TRL #207, SARASOTA, FL 34236
$200,000217 Days on yellowkey MLS ID: A4665241
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 576 Built: 1997 Tax: $2,971 (2024)Community: Central Park Sec 2 Ph 1Condo
Taxes:$2,971
Remarks: *One or more photos have been virtually staged.* Discover the perfect blend of comfort and convenience in this ground-floor Central Park II condominium, ideally situated just minutes from Sarasota’s vibrant downtown. This unit showcases tile flooring throughout, creating a seamless and low-maintenance living space. The open-concept layout includes a welcoming living room, dining area, and a well-appointed kitchen with a breakfast bar. The updated bathroom vanity adds a touch of modern style, while the in-unit washer and dryer provide everyday practicality. Step outside to the screened lanai and enjoy peaceful views with easy access to the community grounds. Central Park II offers an impressive list of amenities: a heated pool and spa, tennis courts, a private deck and dock with kayak launch for exploring or fishing, plus a clubhouse with fitness equipment, bike storage, and BBQ areas for entertaining. The location is unbeatable—downtown Sarasota, Bayfront Park, and the marina are just minutes away, while everyday conveniences like grocery shopping across the street make life effortless. Small dogs up to 35 pounds are welcome. Whether you’re seeking a Sarasota getaway, an investment, or a full-time residence, this condominium presents a wonderful opportunity to personalize in one of the city’s most desirable communities.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Miranda Oswald (941-232-9982)
7647 SANDERLING RD, SARASOTA, FL 34242
$3,300,00036 Days on yellowkey MLS ID: TB8486392
REDUCED by $699,000 (17.5%) on 04/12/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4006 Built: 1961Monthly Fee: $450 Tax: $23,004 (2025)Community: Sanderling ClubSpa: YesSingle Family
Taxes:$23,004
Remarks: The Ness House | A rare architectural opportunity in Sanderling A rare opportunity has emerged on Siesta Key. The Ness House, masterfully designed by renowned architect Tim Seibert, is a timeless expression of the Sarasota School of Architecture where clean lines, natural light, and a seamless connection to the outdoors define every moment. Privately set within the gated enclave of Sanderling, this residence embodies understated luxury and architectural significance. Expansive walls of glass blur the line between inside and out, inviting sunlight to fill the interiors while framing tranquil natural surroundings. The thoughtful design captures coastal breezes and creates a living experience that is both serene and effortlessly curated. Just moments away, the powder-soft quartz sands and turquoise waters of Siesta Key entry point of the most celebrated beach experiences in the world perfect for morning walks, sunset evenings, and the kind of lifestyle most only dream of. Now compellingly re-positioned, the offering presents exceptional value for a home of this pedigree, location, and design significance. Opportunities like this—where architecture, privacy, and proximity to the beach align are increasingly rare. For the buyer who understands design and recognizes true value, this is the moment to step in. Private showings are now available experience The Ness House firsthand.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
1185 S SHADE AVE, SARASOTA, FL 34237
$874,90030 Days on yellowkey MLS ID: N6143460
REDUCED by $20,100 (2.2%) on 04/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1949 Tax: $7,776 (2025)Community: Avon HeightsSpa: NoSingle Family
Taxes:$7,776
Remarks: Welcome to 1185 S Shade Ave, where location, style, and lifestyle come together in one exceptional property. Perfectly positioned just minutes from Downtown Sarasota, Siesta Key’s world-renowned beaches, Sarasota Memorial Hospital, top-rated schools, and Sarasota-Bradenton International Airport, this home offers true convenience in one of the area’s most sought-after corridors. Plus, enjoy peace of mind with NO HOA and located outside of a flood zone. Situated on a rare, oversized corner lot, this fully fenced property delivers privacy and curb appeal, while the backyard is built for Florida living. Enjoy a gorgeous saltwater heated pool (installed October 2021), surrounded by a travertine paver deck and low-maintenance turf yard, creating the ultimate outdoor retreat for entertaining or relaxing year-round. Inside, the home has been completely remodeled with a modern, high-end finish throughout. Features include luxury vinyl plank flooring, fresh interior paint, upgraded lighting, custom accent walls, and recessed lighting throughout. The stunning white kitchen is a true centerpiece, offering dark stainless steel appliances, soft-close cabinetry, a waterfall-edge countertop, glass tile backsplash, vent hood, ledgestone accents, and a spacious walk-in pantry. Originally built in 1949, this home was taken down to one interior wall and fully rebuilt in 2012, with all major systems and finishes updated throughout. Offering nearly 2,000 square feet, the layout is both functional and inviting. Recent updates include a brand new hot water heater and a 3-ton AC system installed in May 2022, providing added peace of mind and efficiency. The property also features an oversized 20x32 garage with a motorized screen, ideal for keeping the space cool while working, along with a covered carport for additional shaded parking. Offered fully furnished, this property is truly turnkey, making it ideal as a full-time residence, second home, or income-producing investment. Opportunities like this are rare — a fully remodeled, move-in ready home with a newer pool, updated major systems, oversized lot, NO HOA, not in a flood zone, and a prime Sarasota location, all at a compelling price point. This is one you don’t want to miss.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Erik Dunigan (941-441-5253)
1243 SIESTA BAYSIDE DR #D, SARASOTA, FL 34242
$559,000159 Days on yellowkey MLS ID: A4671901
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $6,076 (2024)Community: Gulf & Bay Club BaysideCondo
Taxes:$6,076
Remarks: LOCATION, LOCATION, LOCATION! Nestled in the desirable and picturesque beach community of Gulf & Bay Club Bayside. This delightful 1 bed plus den, 2 bath condo with a single garage is being sold turnkey furnished all you need is your toothbrush! This delightful ground floor unit provides peace and tranquility to escape our busy day to day lives. Relax on the patio and enjoy the water view and the Florida wildlife or take a stroll to the community pool and join in the social lifestyle this community is renowned for. This unit has a great layout offering a spacious well-equipped kitchen which has been totally opened up with granite counters, title backsplash, ample storage and work surface, stainless steel appliances and a dining counter. The open plan living area opens onto the patio extending the living space for al fresco dining. The spacious master bedroom has a walk-in closet and an updated ensuite bathroom offering plenty of storage. With an additional guest bath and a den with a sliding partition for privacy, making a perfect space for an office, dinette or a guest bed for visiting friends and family. The community offers two heated pool, tennis and pickleball courts, a clubhouse with a full kitchen, a fitness room, BBQ, picnic areas, a fishing pier and deeded beach access! The beach access is on your doorstep and of course you have the wonderful Siesta Key Village for entertainment and restaurants. Saunter to the village or take the free Siesta Key Trolley which connects the two sides of the Key. Whether you’re seeking a vacation home or an investment property, the weekly rental policy makes this an exceptional opportunity. And best of all, this unit sustained no hurricane damage.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christine Green (941-914-2463)
1125 W PEPPERTREE DR #706, SARASOTA, FL 34242
$799,900190 Days on yellowkey MLS ID: A4668225
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1163 Built: 1974 Tax: $6,423 (2024)Community: Peppertree Bay IiiCondo
Taxes:$6,423
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: LOCATION, LOCATION, LOCATION! Discover your slice of paradise in the desirable Peppertree Bay community on Siesta Key. This fabulous, turnkey furnished 7th-floor Gulfside condo, offers direct beach access and panoramic views of Siesta Key and Downtown Sarasota. Featuring tile flooring throughout, this 2-bed, 2-bath layout includes a custom kitchen with quartz countertops, mosaic tile backsplash, center island with breakfast bar, ample cabinetry, and stainless steel appliances. The open-concept dining and living areas flow seamlessly onto the Florida room patio, perfect for entertaining or unwinding. Both bedroom suites are positioned on opposite sides of the unit for privacy and each offers patio access. Additional highlights include a custom utility room with in-unit washer & dryer, generous storage, and under-building parking. Peppertree Bay is a gulf-to-bay community offering resort-style amenities: fishing pier, BBQ grills and picnic areas, tennis and pickleball courts, fitness center, and two clubhouses with full kitchens and vibrant social events. Enjoy easy access to Siesta Key Village for live music, boutique shopping, and dining, plus convenient off-island access to all that Sarasota has to offer. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this condo will not disappoint. Bonus: current owners are open to seasonal lease-back, offering instant income potential if available.
1726 WALDEMERE ST, SARASOTA, FL 34239
$5,750,00044 Days on yellowkey MLS ID: A4685190
REDUCED by $25,000 (0.4%) on 04/12/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5250 Built: 2026 Tax: $5,943 (2026)Community: N/ASpa: YesSingle Family
Taxes:$5,943
Remarks: Pre-Construction. To be built. Buyer may customize plan, size, price and finishes. Call agent for all details. All info coming soon!!!
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
1640 WALDEMERE ST, SARASOTA, FL 34239
$6,400,00044 Days on yellowkey MLS ID: A4685215
INCREASED by $25,000 (0.4%) on 04/12/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5270 Built: 2026 Tax: $8,031 (2026)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$8,031
Remarks: Coming soon! Completion 5/11/26. Modern Luxury Villa | 1640 Waldemere St Experience the pinnacle of Gulf Coast luxury in this stunning Miami-style modern villa, perfectly situated West of Trail in one of Sarasota’s most coveted neighborhoods. This architectural marvel blends high-end technology with effortless coastal living, offering a sophisticated sanctuary just minutes from the vibrant pulse of Downtown Sarasota and the world-renowned sands of Siesta Key and Lido Beach. The Residence Designed for the connoisseur of fine living, this home boasts a sleek, minimalist aesthetic defined by clean lines and expansive glass. Elevated Living: Move effortlessly between floors with your private elevator. The Great Indoors/Outdoors: Massive automated glass doors disappear to create a seamless transition to the resort-style pool deck, perfect for year-round entertaining. Privacy at Your Fingertips: Equipped with cutting-edge Smart Glass technology, windows transition from transparent to opaque instantly for ultimate privacy. Space for Everything: Featuring 5 spacious bedrooms, a dedicated executive office, and a private home gym, there is no better lifestyle or utility. Tech-Forward Luxury This is a fully realized Smart Home, designed for total control and ambiance: Integrated Smart Home System: Control lighting, climate, and security from your device. Whole-Home Audio: An immersive sound system flows through every room and out to the pool deck. Modern Finishes: Premium materials and high-end fixtures throughout reflect a commitment to quality and contemporary style. The Location Located West of 41, 1640 Waldemere St places you in the heart of Sarasota’s most desirable "West of Trail" district. You are seconds away from: Sarasota Memorial Hospital and the medical district. Downtown Sarasota’s fine dining, opera, and boutiques. St. Armands Circle and local beautiful sand beaches. Live the Future of Luxury. This villa isn't just a home; it’s a statement. Call for all details…
4817 OCEAN BLVD, SARASOTA, FL 34242
$1,949,000162 Days on yellowkey MLS ID: A4671593
1 Days Off yellowkey (back on 4/12/2026)
REDUCED by $46,000 (2.3%) on 04/07/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 2657 Built: 1982 Tax: $8,709 (2025)Community: Lake RittwoodSpa: YesSingle Family
Taxes:$8,709
Remarks: Under contract-accepting backup offers. Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Gerard Healy (941-961-2240)
3500 BENEVA RD #307, SARASOTA, FL 34232
$168,999114 Days on yellowkey MLS ID: A4676303
REDUCED by $11,001 (6.1%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972 Tax: $1,985 (2025)Community: Beneva Village Sec 1Condo
Taxes:$1,985
Elementary School: Wilkinson Elementary
Remarks: This beautifully updated 2-bedroom, 2-bath condominium offers the perfect blend of modern finishes and an unbeatable Sarasota location. The open-concept layout creates a seamless flow between living, dining, and kitchen spaces, enhanced by new flooring and abundant natural light. The kitchen has been tastefully renovated with quartz countertops, new cabinetry, and new appliances, while both bathrooms have been thoughtfully remodeled with contemporary finishes. Every detail has been designed for comfort, style, and easy living. Ideally situated near Siesta Key Beach—renowned for its pristine sands—this residence is also conveniently close to shopping, dining, and entertainment, with downtown Sarasota just a short drive away. Whether used as a full-time home, seasonal home, or investment opportunity, this condominium delivers exceptional versatility and value in one of Sarasota’s most desirable areas.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Enrique Coletti (941-952-8164)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$219,00010 Days on yellowkey MLS ID: A4689629
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,512 (2025)Community: Plaza GardensCondo
Taxes:$2,512
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
1560 INGRAM AVE, SARASOTA, FL 34232
$475,000152 Days on yellowkey MLS ID: A4672743
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1739 Built: 2009 Tax: $2,466 (2024)Community: Bahia Vista HeightsSingle Family
Taxes:$2,466
Remarks: BACK ON THE MARKET! BUYER'S FINANCING FELL THROUGH. PINECRAFT, SARASOTA BEAUTIFUL 3 BEDROOM 2 BATH CUSTOM BUILT HOME. KEY FEATURES: Amazing open concept floor plan, with an inviting, multiple-spaces-to-eat-in kitchen with built in china cabinet and pantry, custom beam with elevated ceiling and ceramic tile flooring in living room with built in desk and extra large storage closet plus custom wood trim throughout. Sliding doors in dining room lead out to enclosed Sunroom. Escape to the Master Bedroom suite featuring HIS & HERS walk-in closets, jacuzzi soaking tub in the bathroom, along with built-in floor to ceiling cabinetry with a vanity counter and a private entrance to the Sunroom. Split floor plan detailed for optimal privacy. OUTDOOR LIVING & ENTERTAINMENT: Enjoy the enclosed Sunroom out back as well as a covered & pavered back porch - ideal for relaxing and entertaining al fresco year-round. No HOA fees and no deed restrictions. Side yard can accommodate RV or boat parking hassle free. Legacy Trail is just steps away for walking or biking to Yoder’s, Der Dutchman, Siesta Key or downtown Sarasota. Just minutes to world famous beaches of Sarasota! SELLER IS OFFERING A $10,000 CREDIT TOWARDS CLOSING COSTS, PREPAIDS, UPGRADES, OR RATE BUY DOWN. INQUIRE WITHIN TO FIND OUT THE DETAILS ON THAT! ALSO, CHECK OUT THE MATTERPORT LINK AND ATTACHED FLOOR PLAN AND SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Anna Martin (941-539-6601)
2170 ROBINHOOD ST #C2-102, SARASOTA, FL 34231
$1,025,00049 Days on yellowkey MLS ID: A4684432
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1429 Built: 2025 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This beautifully designed two bed 2.5-bath duplex residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and a large outdoor patio overlooking the tennis courts. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing Agent: Cari Miller (203-722-4509)
6538 BLUEWATER AVE, SARASOTA, FL 34231
$490,00024 Days on yellowkey MLS ID: A4687723
0 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1887 Built: 1967Monthly Fee: $6 Tax: $4,033 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$4,033
Remarks: Under contract-accepting backup offers. Opportunity in the highly sought-after Gulf Gate neighborhood! This 3-bedroom, 2-bath pool home with a 2-car garage offers great space for family, solid updates, and the opportunity to add your personal touches. The home features an open main living area with tile flooring and a flexible den space, creating a comfortable layout for everyday living and entertaining. The renovated kitchen and updated bathrooms provide modern appeal, including a primary suite with dual sinks and a beautifully tiled walk-in shower. The main living areas are finished in tile for easy maintenance, while some areas of the home offer the chance for cosmetic updates and fresh paint to make it your own. Step outside to enjoy the private pool, perfect for relaxing. The garage includes a built-in air-conditioned room ideal for a workshop, craft room, hobby space, or storage, and can easily be converted back to a full 2-car garage if desired. Located in the popular Gulf Gate area, close to Gulf Gate Elementary School, shopping, dining, and Gulf beaches, this home is a great combination of updates, flexibility, and potential.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
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