Location: Sarasota , 34242
Do Not Show Listings
115 PASS KEY RD #115, SARASOTA, FL 34242
$399,00027 Days on yellowkey MLS ID: A4685793
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 656 Built: 1973Monthly Fee: $1,203 Tax: $2,447 (2025)Community: Sandy Cove IiiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,447
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless steel appliances, cabinetry, bathroom vanity and shower, water heater, and fresh interior paint. Tile flooring throughout enhances the bright, open living space, while both the kitchen and bedroom provide direct access to a screened side porch perfect for relaxing. The rear patio overlooks a tropical garden creating a peaceful setting for dining and entertaining. Sandy Cove III is a pet-friendly, boutique community of just 16 units featuring a heated pool and a tranquil, park-like waterfront setting. Residents enjoy access to a private clubhouse, fishing pier, kayak storage, and both bay and Gulf water access. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity with monthly rental potential, this property delivers. Experience breathtaking sunsets and the laid-back island lifestyle that make every day feel like a vacation on Siesta Key. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Tim Yocum, Sr (941-915-4545)
1260 DOLPHIN BAY WAY #403, SARASOTA, FL 34242
$1,299,90076 Days on yellowkey MLS ID: A4680107
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $7,394 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$7,394
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
8764 MIDNIGHT PASS RD #A306, SARASOTA, FL 34242
$1,300,00084 Days on yellowkey MLS ID: A4679889
REDUCED by $200,000 (13.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1883 Built: 1975 Tax: $10,952 (2025)Community: Island Reef ICondo
Taxes:$10,952
Remarks: FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance.Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cut brunch spots and dancing and live music every night of the week!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
5740 MIDNIGHT PASS RD #104F, SARASOTA, FL 34242
$1,375,00086 Days on yellowkey MLS ID: A4679012
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1986 Tax: $9,698 (2025)Community: Gulf & Bay Club Ph6Spa: YesCondo
Taxes:$9,698
Remarks: Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!
Listing Agent: Tony Andrews (941-921-5999)
117 PASS KEY RD #117, SARASOTA, FL 34242
$425,000146 Days on yellowkey MLS ID: A4672470
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 656 Built: 1973Monthly Fee: $1,198 Tax: $4,157 (2024)Community: Sandy Cove IiiSpa: NoCondo
Taxes:$4,157
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower, and fresh interior paint. Tile flooring flows throughout the open floor plan, creating a bright and cohesive living space. Both the primary bedroom and kitchen open to a charming side porch overlooking the pool, perfect for relaxing and enjoying the coastal breeze. The lush, tropical grounds include a kayak rack and a historic clubhouse for residents to enjoy. End each day with magnificent Gulf sunsets from Sandy Cove’s private fishing pier and park-like waterfront setting. This pet-friendly community is within walking distance to Siesta Key Village, offering restaurants, entertainment, shopping, and more. Whether you’re looking for a great rental opportunity or a place to call home, this property invites you to experience the best of Siesta Key. Schedule your showing today!
6790 SARASEA CIR #6790, SARASOTA, FL 34242
$675,000157 Days on yellowkey MLS ID: A4671923
REDUCED by $44,900 (6.2%) on 04/12/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1446 Built: 1981 Tax: $5,650 (2025)Community: Midnight SeaCondo
Taxes:$5,650
Remarks: Just steps from Point of Rocks Beach! This 3BR/2.5BA townhouse with a garage at 6790 Sarasea Circle offers the best of coastal living in an exclusive 12-residence community. Enjoy direct access to Siesta Key’s world-famous beaches and village. The 1,446 sq. ft. interior features wood flooring, a cozy fireplace, and a screened lanai overlooking the pool. The bright kitchen includes white cabinetry, generous counter space, and a pass-through breakfast bar. Upstairs, 2 inviting bedrooms each feature private balconies, ample closets, and abundant natural light. Bathrooms are thoughtfully designed for comfort and convenience one on each floor, including en-suite and Jack-and-Jill layouts on the third floor. An oversized one-car garage provides direct access to a versatile lower-level bonus space, 3rd bedroom and laundry room. With up to 12 rentals allowed per year, this property offers excellent income potential in a prime island location close to dining, shopping, and downtown Sarasota.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
5300 OCEAN BLVD #301, SARASOTA, FL 34242
$1,375,00087 Days on yellowkey MLS ID: A4679017
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1446 Built: 1973 Tax: $12,324 (2025)Community: Terrace EastCondo
Taxes:$12,324
Remarks: The ultimate beach condo with sunrise and sunset and 270-degree views. Priceless. This beachy 1,446 square-foot 2-bedroom 2-bath corner residence with extra space for a den offers a unique sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, pool and Siesta Village. Priceless. The unusual 1,130 square foot terrace adds extra space and is very useful for romantic alfresco dining, entertaining family and friends, special parties, kid's play space, put-put golf, shuffleboard, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location, you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For a more lively experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside through to the back of the building with views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living, a covered parking space and is just waiting for your personal touch. The elevator serves only two condos per floor with an updated private foyer and private laundry facilities shared by two condos. Private & exclusive Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Priceless!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Carolyn Donnelly, Pa (941-350-9900)
5012 HIGEL AVE, SARASOTA, FL 34242
$2,249,000269 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
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
$1,095,00080 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
$59,000186 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
$59,000186 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
420 BEACH RD #606, SARASOTA, FL 34242
$1,685,00052 Days on yellowkey MLS ID: A4683822
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1980 Tax: $8,066 (2025)Community: Siesta Gulf ViewSpa: NoCondo
Taxes:$8,066
Remarks: This Rare Beachfront, Classic Coastal Modern extensively renovated 2/2 condo has your Dream View! Unobstructed Beach View of 400’ of private beach with 7 acres on Gulfview Condominium Property. Property is available for same day Showings. Investor, 2nd Home, Primary Home. Excellent Investment opportunity in a High Demand area all Year. Pet friendly. Stilt Under Building Designated Parking offers protection from all weather to lobby/elevator. Designed by Owner, Floor to Ceiling integrating a cohesive Classic Modern Art Gallery feel throughout its entirety. Enjoy your “private outdoor living” new screened 30’x8’ Beach Lanai, no houses/buildings in line of sight. Modern flooring, locking Solid Core impact Door. The unit is insulated & extremely “Quiet” w/updated PGT impact Sliders and Windows, see-through Solar Shades when down on sliders & windows have double treatment, see-through Solar Shades & Privacy Shades for the windows at front. The Front Door has Solid Core impact Door same as lanai. Condo has Brand New HVAC 2026 with R454B gov. required cooling & New Water Tank. Stunning Modern Polished Porcelain, Large Rectified 24” Tile for entire unit & closets. It highlights the Classic Modern Frosted Glass Framed Solid Wood Interior Doors and Frosted Glass Framed Solid Wood Interior Bifolds in every room continuing the clean line design with 8” Solid Wood, Mitered Baseboards. For the Art of Lighting, all LED lighting has dimmers throughout & walk-in closets. All Closets designed w/Solid Wood Shelving & fitted w/thick satin nickel Rods and Brackets to All Studs for Heavy organization needs. Both Bathrooms have Moreno Gloss Floating Soft Close Drawer Vanities w/satin nickel Series Pfister Kenzo Waterfall Faucets/Shower Handel & 4 piece Towel bar set. For convenience, both have Kohler Skirted Chair-Height Toilets. Main bath is Designed w/24” Italian Carrera Marble Tile, full size Bench & tall Niche. Guest bathroom Designed w/24” Ivory Glass Tile & Tall Abalone Tile Niche.With owners not being a chef/cook, kitchen is gently used in immaculate condition. ALL "SMART Wi-Fi" Stainless Appliance Suite, Largest Size, features 5 Burner “Double Oven” with “Warming Drawer”, Refrigerator “Showcase” Triple French Door, ice/water, Middle Flex Drawer, Bottom Freezer "Double" Drawer. Stainless “Triple Storm” Dishwasher & Stainless Steel Kohler 36” Apron Sink/Kohler Pull down stainless Faucet. Matching to Suite are Full-Size Stainless "Wi-Fi" Front Load Washing Machine & Front Load Dryer on Stainless Pedestals in walk-in Laundry Room w/dimming LED lights, solid wood shelving w/nickel stainless rod/brackets designed for Heavy application needs. Wi-Fi Thermostat. Owner has variety remodeled Product in front closet. This beachfront condo has been gently lived in and all the Design Aspects are in Immaculate Condition ready for your beach living in paradise. There are no assessments. Passed structural integrity. Fully funded reserves. New replaced PVC drains in entire building. No cast-iron. New building roof. New clubhouse roof. Community Building; kitchen, 25‘x40‘ Heated Swimming Pool, Tennis & Pickleball Courts, updated Fitness room, bathrooms, your private locked Storage Room. Private Beach Gate to Expansive Boardwalk to picnic area, 2 Grills & Birdwatching benches. “Private ISLAND Style Living” A truly rare opportunity awaits you- private unobstructive beach view, sixth floor, 7 acre property, 400’ beachfront
Listing Agent: Constantine Stratos (941-232-5251)
7647 SANDERLING RD, SARASOTA, FL 34242
$3,300,00035 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)
1243 SIESTA BAYSIDE DR #D, SARASOTA, FL 34242
$559,000158 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 Agent: Christine Green (941-914-2463)
1125 W PEPPERTREE DR #706, SARASOTA, FL 34242
$799,900189 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.
44 ROCKWELL LN, SARASOTA, FL 34242
$6,800,00043 Days on yellowkey MLS ID: A4685222
Bed: 6 Bath: 6.5 Gar: 9 Liv Area Sq Ft: 5400 Built: 2025Monthly Fee: $125 Tax: $12,651 (2024)Community: Sandy HookSpa: YesSingle Family
Taxes:$12,651
Remarks: Pre-Construction. To be built. Call for all details and plans. All info coming soon!
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
4817 OCEAN BLVD, SARASOTA, FL 34242
$1,949,000161 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)
8767 MIDNIGHT PASS RD #101F, SARASOTA, FL 34242
$535,00081 Days on yellowkey MLS ID: A4680015
0 Days Off yellowkey (back on 4/11/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1768 Built: 1979 Tax: $9,388 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$9,388
Remarks: Under contract-accepting backup offers. $50,000 Price Improvement — Now One of the Best Values on Siesta Key. At $535,000, this 1,700+ sq ft Island Reef condo is priced in line with nearby 1,300 sq ft units—creating a rare opportunity to own significantly more space without paying a premium. Located on the quieter south end of Siesta Key, this ground-floor residence overlooks Little Sarasota Bay and offers the kind of easy, coastal living that’s increasingly hard to find. The split-bedroom layout features two en suite bedrooms positioned on opposite sides of the condo, plus a half bath and a flexible space ideal for a small home office. Inside, the scale of the home stands out immediately—a massive living area, separate dining room, and an enclosed Florida room that captures peaceful bay and Intracoastal views. Natural light fills the space from morning through mid-day, while ceramic tile flooring throughout keeps maintenance simple and practical. The kitchen is equipped with butcher block countertops, abundant cabinetry, and a full-size layout that supports everyday living or extended stays. A full laundry room with standard-size washer and dryer adds to the convenience. What truly sets this unit apart is its ground-floor accessibility, generous square footage, and a strong track record of staying dry during past storms—an increasingly important consideration for waterfront buyers. Island Reef is a well-maintained, financially sound Gulf-to-Bay community with no upcoming assessments and on-site management. Residents enjoy deeded beach access just a short walk away, along with bayfront boat docks (with lift options), two heated pools, tennis and pickleball courts, fitness center, clubhouse, and an active social calendar. The free Siesta Key trolley stops right in front of the community, providing easy access to Siesta Village, dining, shopping, Turtle Beach, and nearby marinas. Offered turnkey furnished, this is a compelling opportunity for full-time living or seasonal enjoyment—especially for buyers who recognize value when they see it. Schedule your private showing today.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mike Payne, Pa (941-928-8145)
3942 HAMILTON CLUB CIR #13, SARASOTA, FL 34242
$1,390,000202 Days on yellowkey MLS ID: A4666766
REDUCED by $85,000 (5.8%) on 04/07/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2691 Built: 1997 Tax: $9,668 (2024)Community: Hamilton ClubSingle Family
Taxes:$9,668
Remarks: Enter a coastal residence where architectural vision, designer finishes and direct access to the water create an exceptional lifestyle on Siesta Key. In the gated waterfront community of Hamilton Club, this fully reimagined home includes a private deeded dock on deep water, offering instant access to the Intracoastal, Sarasota Bay and the Gulf. Inside, the renovation reflects thoughtful design and custom craftsmanship throughout. The great room makes a dramatic impression with 20-foot ceilings, a floor-to-ceiling quartz feature wall with fireplace, floating wet bar, and glass sliders opening to a screened balcony overlooking the pool and pond. The kitchen was completely redesigned with imported cabinetry, premium appliances by Miele, Bosch, GE and KitchenAid, granite counters, and lighting that elevates function and style. An oversized two-car garage with additional golf cart space and additional storage adds a level of convenience rarely found in a coastal property. The residence offers three en-suite bedrooms and a loft, including two separate primary suites. The main floor suite features its balcony and spa-style bath. Upstairs, the primary suite includes a custom fireplace accent wall, walk in closet, and a travertine wrapped bath with freestanding tub, glass enclosed shower and extensive cabinetry. A third guest suite and spacious loft with custom iron railing complete the upper level. On the ground floor, a large climate-controlled bonus room with a half-bath opens to the lanai and offers flexible space for recreation, hobbies or fitness. Impact-rated windows, custom railings, hardwood floors, Nest thermostats, and central vac contribute to a lock and leave lifestyle with comfort of a single-family home. Hamilton Club is a private enclave of just 18 residences with a heated pool and tennis court, minutes from Siesta Village, Shell Road beach access and sugar sand shoreline of Siesta Beach. This is a rare opportunity to enjoy boating, privacy and elegant coastal living in an intimate, gated setting.
Listing Agent: Mike Warm, Llc (941-525-2740)
3954 HAMILTON CLUB CIR #14, SARASOTA, FL 34242
$1,200,000294 Days on yellowkey MLS ID: A4656944
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2798 Built: 1997 Tax: $12,009 (2025)Community: Hamilton ClubCondo
Taxes:$12,009
Remarks: A $100,000 price improvement! A unique opportunity to renovate and create your dream coastal retreat in one of Siesta Key’s sought-after gated enclaves, Hamilton Club, an exclusive boating community on North Siesta Key. Rarely available, this spacious, elevated townhome is one of only 18 residences in a private, pet-friendly, deep-water boating community offering a deeded dock with sailboat water access—no fixed bridges to Sarasota Bay and direct access to the Intracoastal Waterway and the Gulf. Bring your vision and design ideas—this property is ready for a full renovation and offers incredible potential. Generous square footage, soaring ceilings, and an open floor plan provide the canvas. The main level features a welcoming foyer, expansive living and dining areas, a large eat-in island kitchen, a spacious bedroom/den with a full bath, a laundry room, a pantry closet, and a powder room. Go out to the screened lanai overlooking lush, tropical landscaping, a tranquil lagoon and fountain, and the community pool, complete with spiral stair access to the lower level. Upstairs, a bonus room is flanked by two bedroom suites. The oversized primary suite offers a walk-in closet and a large bath with a soaking tub and a separate shower. A second en-suite guest bedroom and bath ensure comfort for family and guests. The elevator services all three levels, though it is not operational and not warranted. Downstairs, the ground floor offers flexible bonus space—ideal for an exercise room, game room, or hobby area—along with a screened lanai, two-car garage, and additional storage room. Residents enjoy maintenance-free living, a heated community pool, and access to tennis and pickleball courts. On the north end of Siesta Key, just minutes to the Shell Road Beach, quaint Siesta Village, and the powdery white sands and aqua waters of world-famous Siesta Beach. Only 10 minutes by car to downtown Sarasota's shopping, dining, vibrant nightlife, and cultural amenities. Rarely does a home in Hamilton Club become available—this is a must-see opportunity to create something special.
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