Location: Sarasota
Do Not Show Listings
1732 SHORELAND DR, SARASOTA, FL 34239
$1,995,000122 Days on yellowkey MLS ID: A4682616
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3790 Built: 2018 Tax: $20,697 (2025)Community: Shoreland Woods SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,697
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to modern West of Trail living — where space, style, and location come together in one of Sarasota’s most desirable family neighborhoods. Designed for the buyer who wants room to grow without sacrificing lifestyle or convenience, this stunning newer construction home offers the perfect balance of luxury, functionality, and everyday ease. From the moment you arrive, the quiet, tree-lined streets and classic white-picket-fence charm of the neighborhood set the tone. Surrounded by multi-million-dollar homes and a true community feel, this is the kind of place where families ride bikes in the evenings, walk to school, and enjoy a relaxed yet refined Sarasota lifestyle. Step through the front door and into a dramatic, light-filled foyer that immediately showcases the home’s modern aesthetic and open, airy design. Soaring ceilings, sleek lines, and expansive glass create a sense of volume and energy, while the open-concept floor plan delivers the flexibility today’s families need. The main living space flows effortlessly into a designer kitchen featuring an oversized island, premium appliances, custom cabinetry, and abundant storage — ideal for casual family dinners or entertaining friends. With five bedrooms plus a dedicated office and a spacious bonus room/loft, this home was designed around real life. Whether you need guest space, a media room, playroom, or homework zone, there is room for everyone to spread out while still feeling connected. One of the most unique features is the flexibility of having a choice of a primary suite on the first or second floor, making the home ideal for multi-generational living, long-term flexibility, or simply choosing the layout that best fits your lifestyle. Outside, the lifestyle continues. The heated pool and outdoor kitchen create an effortless indoor-outdoor flow perfect for weekend gatherings or quiet evenings at home. Unlike many tropical properties, the landscaping is intentionally low-maintenance, giving you the beauty of a resort-style setting without endless upkeep — more time enjoying, less time working. Built above the flood plain, this home offers an important advantage for peace of mind and long-term savings: no flood insurance required. Modern construction standards, quality materials, and hurricane-rated features ensure durability and efficiency for years to come. Location is everything, and this one is hard to beat. Walk to highly rated Southside Elementary and the boutiques and restaurants of Southside Village. Enjoy dinner just a block away at some of Sarasota’s most loved restaurants. Spend your weekends at Siesta Key Beach or downtown Sarasota — both just about eight minutes away — then return home to a quiet, suburban setting that feels private, safe, and unmistakably family-friendly. This is more than just a beautiful modern home — it’s a lifestyle designed around space, comfort, and connection in one of Sarasota’s most coveted neighborhoods. If you’ve been searching for a move-in-ready home with bedrooms to spare, a pool, modern design, and a location that checks every box, this is the one. Schedule your private showing and experience West of Trail living at its best.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
171 WHITTIER DR, SARASOTA, FL 34236
$16,500,00083 Days on yellowkey MLS ID: A4687494
0 Days Off yellowkey (back on 3/25/2026)
Bed: 5 Bath: 6.5 Gar: 6 Liv Area Sq Ft: 6367 Built: 2023 Tax: $158,760 (2025)Community: Lido Beach Div ASingle Family
Taxes:$158,760
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Situated among a limited collection of true beachfront estates on Lido Key, this 2023-built Gulf-front residence represents a rare opportunity to own direct beachfront property in one of Sarasota's most coveted coastal locations. Unlike the majority of Gulf-front homes that are separated from the shoreline by Gulf Boulevard and public beach parking, this property sits directly on the sand with private beach access from the residence itself. A rare natural buffer preserves both privacy and serenity, allowing you to enjoy unobstructed Gulf views without the intrusion of beachgoers. Set on .42 acres and just a short stroll from the boutiques and restaurants of St. Armands Circle, this estate offers the ideal balance of seclusion and walkability. Spanning over 6,300 square feet under air, the home features five bedrooms, six full baths, and one half bath, thoughtfully designed to capture panoramic views of the Gulf of Mexico from nearly every level. This residence is packed with modern, state-of-the-art features and architectural design elements, blending cutting-edge technology with refined coastal elegance. From the moment you enter, the horizon commands attention through expansive floor-to-ceiling pocketing glass doors engineered for seamless indoor-outdoor living. The open-concept main level showcases a Gulf-front great room and dining area, a chef's kitchen appointed with Sub-Zero and Wolf appliances, walk-in pantry, full conversation bar, and temperature-controlled wine room, all flowing effortlessly to the Gulf-front lanai with outdoor kitchen. Comprehensive smart home integration includes Control4 automation, 34 in-ceiling speakers, motorized Lutron shades throughout, and a commercial-grade elevator servicing all levels. All windows and sliding glass doors are hurricane-impact rated, providing both security and peace of mind. Every bedroom is designed as a private suite with its own bathroom and walk-in closet, offering exceptional comfort and privacy for family and guests alike. The upper level also includes a dedicated fitness studio, creating a fully self-contained retreat experience within the home. On the ground level, the Gulf-front resort-style pool and expansive entertaining terrace create a private coastal compound atmosphere. The oversized pool with negative-edge spa is complemented by multiple outdoor living and dining areas, a fully equipped outdoor kitchen, and a built-in television designed for seamless alfresco entertaining. Professionally designed landscaping and low-maintenance turf enhance both privacy and ease of ownership. A six-car garage and expansive paver driveway provide generous space for owners and guests. Offered fully furnished with select exclusions, this turnkey Gulf-front estate delivers rare direct beachfront positioning, privacy, walkability, advanced modern construction, and resort-level amenities in one of Lido Key's most exclusive settings. Contact me today to arrange a private viewing and make the dream of owning one of Lido's finest beachfront properties a reality.
Listing is courtesy of: TURNING TIDES REALTY, LLC (941-961-0578)
Listing Agent: Natasha Shevchuk (941-961-0578)
4495 DIAMOND CIR, SARASOTA, FL 34233
$519,900191 Days on yellowkey MLS ID: O6364644
7 Days Off yellowkey (back on 2/5/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2433 Built: 1989Monthly Fee: $26 Tax: $6,031 (2024)Community: Emerald GardensSingle Family
Taxes:$6,031
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Spacious 1-story home featuring 4 bedrooms and 2.5 bathrooms with a bright, open floor plan. The living room offers a cozy fireplace and flows into the kitchen with a convenient bar and a welcoming breakfast area. French doors open to the backyard, where you’ll find a sunroom and a covered porch with a screened lanai—perfect for relaxing or entertaining. Both full bathrooms include double vanities, and a 2-car garage adds everyday convenience. A comfortable home with great indoor and outdoor living spaces!
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
910 SIESTA KEY PL, SARASOTA, FL 34242
$2,900,000228 Days on yellowkey MLS ID: A4670452
2 Days Off yellowkey (back on 4/3/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4201 Built: 1970Monthly Fee: $83 Tax: $13,464 (2025)Community: Siestas BaysideSingle Family
Taxes:$13,464
Elementary School: Phillippi Shores Elementary
Remarks: Boater’s Dream on Siesta Key! Experience the ultimate waterfront lifestyle in this beautifully renovated Siesta Key home, offering an extraordinary 268 feet of waterfront and immediate access to the Intracoastal Waterway. No bridges to the bay. This is truly a boater’s paradise, complete with a private dock featuring two lifts, perfect for accommodating your vessels and exploring the surrounding waters, from a quick cruise to Skiers Island for water sports, to sunset sails on the Gulf of Mexico. Recently and thoughtfully renovated, this stunning coastal residence perfectly blends timeless design with modern luxury. Although originally built in 1970, because of the significant recent renovations, the effective year of this home per Sarasota County tax records is 2015. Boasting five spacious bedrooms, four and a half bathrooms, and 4,201 square feet of refined living space, it offers the ideal setting for relaxed everyday living and effortless entertaining. All within a home designed to complement today’s vibrant family lifestyle. Step inside to discover a light-filled, open floor plan framed by tranquil water views. New flooring and stylish fixtures create a crisp, inviting ambiance. The kitchen blends form and function with stainless steel appliances, custom cabinetry, quartz countertops, and a spacious island ideal for gathering with family and friends. The primary suite is a serene retreat featuring a spa-inspired bath and direct access to the pool terrace. Outdoor living shines with multiple spaces for lounging and dining beside the pool or enjoying the expansive waterfront lawn. Located on the north end of Siesta Key, just minutes off the island via the North Bridge and close to Siesta Key Village and the island’s world-famous white-sand beach. This property combines the best of island living and boating convenience, all in one exceptional address.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Toni Schemmel (941-914-0805)
1015 RHODES AVE, SARASOTA, FL 34237
$359,00099 Days on yellowkey MLS ID: A4684797
REDUCED by $16,000 (4.3%) on 04/03/2026
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1973 Tax: $3,813 (2025)Community: Bahia Vista HighlandsSingle Family
Taxes:$3,813
Remarks: This is the One! *Charming 3-bedroom, 1-bath home ideally located near world-famous Pinecraft in Sarasota*This property features a private in-ground pool with a screened enclosure, perfect for enjoying Florida’s beautiful weather year-round*Major upgrades already completed! This home features a brand new roof and brand new energy-efficient windows and patio sliders, with over $50,000 invested in recent improvements*Bonus feature: A quality 12' x 12' storage shed — approximately a $5,000 value — ideal for storage, hobbies, or workshop space*Conveniently situated just minutes from the newly expanded and very popular Legacy Trail, offering miles of scenic paths for biking, walking, and outdoor recreation*A great opportunity to enjoy the best of the Sarasota lifestyle in a prime location*
Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)
Listing Agent: Dave Beachy (941-371-8163)
716 SIGSBEE LOOP, SARASOTA, FL 34240
$1,395,000113 Days on yellowkey MLS ID: A4683107
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2492 Built: 2021Monthly Fee: $517 Tax: $13,742 (2025)Community: Shoreview At Lakewood Ranch WatersideSingle Family
Taxes:$13,742
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Upgraded to perfection, with the ideal location near Waterside Place, and sweeping sunrise lake views is 716 Sigsbee Loop. Built in 2021 by Pulte Homes, this Pinnacle floor plan is one of the most desirable floor plans in the entire Shoreview neighborhood with nearly 2,500 SF of functionality, modern upgrades and comfortable living. You’re welcomed home to a bright, light-filled interior where you’ll instantly appreciate stunning lake views from the impact-glass front door, soaring ceilings, neutral color palette, plantation shutters and wood-look plank porcelain tile flooring that is throughout the entire residence. The central great room with 12’ coffered ceiling and crown molding offers the ideal gathering space around the cozy linear fireplace with wood mantle and a full wall of pocketing sliders that highlight the lake views and are accented by floor-to-ceiling window treatments. The paver lanai will quickly become your favorite space with a northeastern rear exposure that offers beautiful sunrises over the lake and soft sunshine throughout the day. The heated saltwater pool with waterfall feature is perfectly poised lakeside with views framed by the panoramic screen enclosure. In the covered entertaining space is a custom outdoor kitchen outfitted with stainless steel grill and bar fridge and sleek outdoor cabinetry. The open kitchen is defined by modern sensibility and smart style including creamy white cabinetry with extra upper display cabinets, modern pendant lighting, island with counter-height seating and storage, matte suede finish Calacatta quartz counters, walk-in pantry with custom shelving and a stainless-steel KitchenAid appliance suite with gas cooktop. Blending formal experiences with everyday living is the formal dining room with an open flow to the rest of the entertaining spaces and lake views. The flex room at the front of the home offers extra convenience and can be used to suit your lifestyle as a study, formal living or dining space, hobby room and more. Enjoy elegant relaxation in the primary suite with wood feature wall, large windows showcasing the lake views, en-suite bathroom with an extra long vanity with dual sinks, large frameless enclosure walk-in shower and a dream walk-in closet with custom shelving. Guests will find equal comfort in the two guest bedrooms, one of which includes a private en-suite bathroom, and are privately located on separate sides of the home. The laundry offers the ultimate functionality with storage cabinetry, utility sink, built-in mudroom bench, and barn-style door. Don’t forget about the 3-car garage that is fully equipped with its own AC mini-split system so it stays cool year-round, storage racks, and epoxy floor. Peace of mind is secured with Leaf whole-house water filtration system, in-wall pest defense system and smart home pre-wire. Just steps away from your front door is a walking trail surrounded on both sides by lakes that leads straight to the amenities and clubhouse in less than 5 minutes. Shoreview at Waterside features 144 acres of lakes, clubhouse with gathering space, kayak launch, beach area, lighted tennis and pickleball courts, events lawn, and fitness center. Located just minutes from Waterside you are a short distance of shopping, dining, farmers market, parks, events and more, while maintaining proximity to all Sarasota has to offer including world-class beaches. Lakewood Ranch is the top multi-generational community in the country for 8 years in a row!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Stacy Haas, Pl (941-587-4359)
4510 BRAZILNUT AVE, SARASOTA, FL 34234
$799,999314 Days on yellowkey MLS ID: A4661255
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2778 Built: 2006 Tax: $3,727 (2024)Community: N/ASingle Family
Taxes:$3,727
Remarks: Rarely Available! This spacious and beautifully maintained property offers a unique blend of comfort, versatility, and opportunity, all situated on a fully fenced 1.46-acre lot with no deed restrictions — bring your boat, RV, and all your toys! The main residence, built just six years ago, features over 2,750 square feet of living space with 4 bedrooms, 3 bathrooms, a formal dining room, both living and family rooms, tray ceilings, and an inviting open floor plan. The home also includes a large kitchen with pantry, a high columned entry foyer, porcelain tile floors throughout, and a cozy fireplace in the family room. The spacious primary suite boasts two walk-in closets and a generous bathroom. Enjoy outdoor living with a covered lanai and plenty of room to create your dream garden, build a pool, or add other amenities. In addition to the main home, there is a 1-bedroom, 1-bath guest house with soaring 9+ foot ceilings, ideal for extended family, guests, or potential rental income. The L-shaped lot features mature trees, 97 feet of access on the side street for easy entry, and ample parking space. Located just minutes from University Parkway, Rolling Green Golf Course, and SRQ Airport, this is the perfect blend of privacy and convenience. Central water and sewer in place. A rare find with plenty of room to roam!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
2138 PINE TER, SARASOTA, FL 34231
$425,000186 Days on yellowkey MLS ID: O6367163
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1423 Built: 1963 Tax: $3,493 (2024)Community: Harbor OaksSingle Family
Taxes:$3,493
Remarks: Location, Location, Location!!!! New, New, New!!! Located in the heart of the action, right off the Tamiami Trail, just 5 or 6 minutes from downtown Sarasota and also 5 or 6 minutes from Siesta Key Beach, the #1 beach in the USA, yet incredibly peaceful on a quiet cul-de-sac with zero traffic. The metal roof is only 3 years old, brand-new plumbing, new electrical panel, new bathrooms, new kitchen, brand new A/C units with 10-year warranty, new hurricane safe windows and doors—even the garage door is new. I don't think there's another property in this area with similar conditions for under a million dollars. Non flood zone (X), No HOA.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Yorky Corcho (786-416-2921)
811 BLUE SHELL LOOP, SARASOTA, FL 34240
$1,374,90096 Days on yellowkey MLS ID: A4686040
1 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3072 Built: 2026Monthly Fee: $396 Tax: $5,004 (2025)Community: Shellstone At WatersideSingle Family
Taxes:$5,004
Remarks: Under Construction. Under Construction. This sought after Portside plan in Shellstone defines an open concept with and incredible under roof outside entertaining area. This home is new construction and is estimated to be complete September of 2026. The home features custom cabinets, upgraded quartz countertops throughout and upgraded large plank tile throughout the home. You will not be disappointed in the upgrades and the overall quality of a Homes by Towne build. Residents have access to The Summit at Shellstone Amenity Center, offering a social hall, fitness center, pool and spa, firepit, poolside cabanas, poolside BBQ grills, and a fitness lawn. Additional amenities are available at Midway Park, including a pro shop, screened pavilion, play areas, dog parks, basketball court, 8 pickleball courts, 6 tennis courts, kayak launch, outdoor fitness, shaded picnic areas, and community walking and biking trails. The home is conveniently located near Downtown Waterside Place, Gulf Coast beaches, world-class dining and shopping, several area hospitals, the Sarasota school system, Sarasota International Airport (25 minutes away), and Tampa International Airport (70 minutes away).
Listing is courtesy of: HOMES BY TOWNE REALTY INC (941-907-9799)
Listing Agent: Marissa Stephenson (941-448-1755)
671 AVENIDA DEL NORTE, SARASOTA, FL 34242
$3,200,00077 Days on yellowkey MLS ID: A4687911
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2875 Built: 2026 Tax: $6,423 (2025)Community: Sarasota BeachSingle Family
Taxes:$6,423
Remarks: Under Construction. Custom Canal-front home underway by Salt Wave Construction, ideally located just a stroll from Siesta Key Beach and Village. Built entirely with solid block construction, this home showcases high-quality materials throughout, including hurricane-impact windows. Designed with durability in mind, its island-style construction ensures lasting strength and resilience.Thoughtfully designed to maximize its waterfront setting, the home showcases expansive porches and a spectacular rooftop deck spanning the entire roofline, offering panoramic views of the wide canal and surrounding Siesta Key landscape. This approximately 3,000-square-foot home features 4 spacious bedrooms, each with its own en-suite bath, delivering both comfort and privacy. The primary suite is a true retreat, boasting a luxurious oversized bathroom, an expansive walk-in closet, and a private canal view loggia with a fireplace—perfect for relaxing evenings. Crafted with a seamless blend of sophisticated design and high-quality finishes, this residence provides an unparalleled sanctuary. The outdoor living space includes an open pool area, ideal for entertaining, unwinding, or enjoying direct access to Sarasota’s scenic waterways. Located just minutes from world-renowned white sand beaches, vibrant dining, shopping, and entertainment, this home perfectly balances tranquility and convenience in one of Sarasota’s most desirable neighborhoods. Estimated completion: approximately 10-12 months.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Hoffman (941-400-5778)
5513 83RD TER E, SARASOTA, FL 34243
$370,000191 Days on yellowkey MLS ID: A4674442
0 Days Off yellowkey (back on 2/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1658 Built: 1989Monthly Fee: $87 Tax: $5,106 (2024)Community: Rosewood At The GardensSingle Family
Taxes:$5,106
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Welcome to this 2-bedroom + den, 2-bath private residence, tucked within the intimate enclave of ROSEWOOD AT THE GARDENS. Ideally positioned along Sarasota’s coveted University Parkway corridor, this home offers effortless access to downtown, world-class beaches, SRQ Airport, UTC, Benderson Park, I-75, Conservatory Park, and the future Mote Marine Aquarium. Inside, you’ll find a bright, open layout enhanced by vaulted ceilings, spacious rooms, and a seamless great room and dining area—perfect for both entertaining and everyday living. Recent improvements include a NEW A/C (2023), updated kitchen cabinetry with granite countertops, a refreshed primary bath vanity, and laminate flooring throughout the main living areas. The kitchen is thoughtfully appointed with expansive counter space, a breakfast nook, and a large pantry—ideal for culinary enjoyment and hosting. The primary suite offers a peaceful retreat with a walk-in closet and an ensuite bath featuring a walk-in shower. A well-scaled guest bedroom and a versatile den provide flexible accommodations for guests, a private office, or additional living space. Outdoors, the residence continues to impress with a spacious screened lanai overlooking a landscaped garden, offering a serene backdrop for morning coffee or evening gatherings. This exclusive community of just 32 private residences features reasonable HOA fees and a RESIDENT ONLY POOL. Optional Palm Aire Country Club membership provides access to championship golf, tennis, fitness, and refined dining. Whether you’re seeking a full-time residence or seasonal getaway, this move-in ready home is a must-see.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
8055 SLIPWAY DR, SARASOTA, FL 34240
$885,000137 Days on yellowkey MLS ID: A4680223
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2076 Built: 2023Monthly Fee: $393 Tax: $11,404 (2025)Community: Lakehouse Cove At WatersideSingle Family
Taxes:$11,404
Remarks: Under contract-accepting backup offers. Welcome to the popular Halyard floor plan, thoughtfully designed with 2 bedrooms, a den, 2 bathrooms, and a 3-car tandem garage. Rich in custom detail, the home features shiplap accents, tray ceilings, and walk-in closets in both bedrooms, blending coastal elegance with everyday functionality. Bathed in natural light, the open-concept layout creates a bright and inviting atmosphere ideal for both daily living and entertaining. The spacious kitchen anchors the main living area with a large center island, abundant cabinetry, and a walk-in pantry, flowing seamlessly into the living and dining spaces. Enjoy effortless indoor-outdoor living with a south-facing pool and spa, expansive covered lanai, and peaceful water views that provide stunning sunset backdrops. The owner’s suite serves as a private retreat, highlighted by tranquil water views that offer a serene setting to begin and end each day. The outdoor living area is thoughtfully appointed with a built-in refrigerator, prep sink and counter space, and is plumbed for a gas grill, making it perfect for hosting or unwinding at home. Additional upgrades include custom shiplap detail, a water softener, and impact windows, enhancing safety and comfort throughout the residence. Located in Lakehouse Cove at Waterside, residents enjoy resort-style amenities including pickleball courts, dog parks, boathouse, clubhouse, resort pool, fitness center, and event lawn. All just a short stroll to Waterside Place, the hub of Lakewood Ranch, known for its dining, shopping, and vibrant community atmosphere.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
3939 HIGEL AVE, SARASOTA, FL 34242
$3,675,000171 Days on yellowkey MLS ID: A4675610
Bed: 4 Bath: 4.0 Gar: 8 Liv Area Sq Ft: 3788 Built: 2022 Tax: $33,340 (2025)Community: Siesta Rev OfSingle Family
Taxes:$33,340
Remarks: Now Offered At a Refined Price — Modern Siesta Key Living. Set on the north end of Siesta Key, this striking modernist residence offers the rare balance of island serenity and seamless access to the mainland, placing vibrant downtown Sarasota, Southside Village, and the area’s cultural and dining destinations just minutes away—while the azure waters of the Gulf of Mexico and Siesta Key’s world-famous white quartz sand beach are equally close at hand. Designed with crisp architectural lines and a light-filled, contemporary aesthetic, this nearly 3,800-square-foot, four-bedroom, four-bath home redefines modern coastal living. An open floor plan, 12-foot ceilings, and expansive walls of impact-resistant glass windows and doors create a natural flow throughout the home, blurring the line between indoors and out while capturing the relaxed elegance of island life. A dramatic natural rosewood floating staircase serves as a sculptural centerpiece, leading to the main living level where modern design and functionality converge. The living area is anchored by a 100-inch electric floating wall and linear fireplace, creating a striking focal point for both everyday living and entertaining. Modern LED lighting, integrated throughout the interior and exterior, enhances the home’s clean architectural lines and evening ambiance. The open-concept kitchen is sleek and refined, featuring premium appliances, a natural gas cooktop, contemporary cabinetry, and generous prep and gathering space—ideal for entertaining or relaxed daily living. The primary suite is a tranquil retreat, highlighted by a spa-inspired bath with LED anti-fog mirrors, a 74-inch soaking tub, and a walk-in closet, along with direct access to outdoor living. Three additional guest suites are thoughtfully designed to offer comfort, privacy, and flexibility. One of the home’s most distinctive features is the private balcony with spa-style hot tub, offering views to both the front and rear of the home—perfectly positioned for morning relaxation, evening unwinding, or enjoying coastal breezes after a day at the beach. The property also offers ample room to add a pool, allowing for future customization of the outdoor living experience. Elevated and thoughtfully constructed in accordance with current building standards, the residence offers peace of mind without compromising design. Beneath the home, an exceptionally expansive garage and storage level accommodates 12 or more vehicles, a rare and highly sought-after feature on Siesta Key. This level also includes a separate flex room with an overhead door that opens directly to the backyard, ideal for a private home gym, wellness studio, hobby space, or additional entertaining area. Just a short stroll away, a charming neighborhood beach at Big Pass provides a front-row seat to boats gliding through the pass and colorful sunsets each evening—a hidden gem that captures the unique coastal energy of the north end of Siesta Key. This is a compelling opportunity for buyers seeking a move-in-ready modernist home on Siesta Key’s coveted north end—where convenience, coastal beauty, and architectural sophistication come together, and where the beach, boating, dining, and Sarasota’s vibrant cultural scene are all within easy reach. A refined blend of modern design, prime location, and lifestyle flexibility, this residence delivers an exceptional Siesta Key experience.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
234 GRANT DR, SARASOTA, FL 34236
$4,150,000244 Days on yellowkey MLS ID: A4668250
REDUCED by $300,000 (6.7%) on 03/31/2026
Bed: 6 Bath: 7.5 Liv Area Sq Ft: 3601 Built: 2021 Tax: $43,952 (2024)Community: Lido Beach Div BSingle Family
Taxes:$43,952
Remarks: There is only one – Endless Summer. They say some homes are built, and others are dreamt into existence. More than a residence, this is a coastal heirloom designed as a reverie on Lido Key, where days stretch long and golden nights are spent under twinkling stars. Here, morning begins with salt-kissed air drifting through balconies that open like quiet invitations to the sea. Crafted with designer precision, nearly 3,300 square feet of refined interiors unfold in soft whites and warm golds. Quartz catches the light like sun on shallow water, balanced by warm woods and soft textures that echo the shore just beyond the walls. A perfect complement to the chef’s kitchen, the great room offers dining and living spaces where laughter and long meals linger. A second lounge area, the club space feels like a hidden chapter—where stories unfold over amber drinks, rain-softened afternoons, and the kind of company that never watches the clock. Each of the six suites offer a private retreat – like personal chapters in a story meant to be shared across generations. Outside, time slows. The saltwater pool shimmers like a private lagoon, complete with spa, sun shelf, and lush greenery that wraps the grounds in quiet seclusion. Covered terraces whisper of morning coffee and midnight talks, and above it all, a rooftop deck offers a front-row seat to the Gulf’s ever-changing poetry. A love letter to your legacy, this luxe sanctuary sits just moments from powder-soft white sands and the romantic St. Armands Circle, blending tranquility with world-class dining, boutique shopping, and the cultural intrigue of nearby Sarasota. For those who collect memories the way others collect assets, this is where the story is written and passed down through generations. More than a home, Endless Summer is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
6910 MIDNIGHT PASS RD #A, SARASOTA, FL 34242
$2,895,000190 Days on yellowkey MLS ID: A4674217
REDUCED by $80,000 (2.7%) on 03/31/2026
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 2966 Built: 2021 Tax: $24,633 (2025)Community: Point Of Rocks TerraceSingle Family
Taxes:$24,633
Remarks: There is only one – Point of Rocks. This is luxury living … served on the rocks. Welcome to Point of Rocks, a home crafted with the same care, balance, and attention to detail as a perfectly mixed drink. Smooth where it should be, bold where it counts, and designed to age beautifully, this thoughtfully curated residence delivers a taste of Siesta Key living that never goes out of style. Designed with farmhouse-inspired décor and three levels of luxuriously livable space, this home invites you to sip, savor, and settle in. High-quality materials and resilient finishes ensure that the aesthetic stays fresh and the home itself stays strong, even with the steady rhythm of rental guests. The ground level sets the flavor profile with a spacious garage/game room and a resort-style pool complete with a custom, rock-inspired water slide, a wink to the home’s playful name. It’s the ultimate place to kick off island hours, toast the sunset or serve up memories on ice. The second level blends design and livability into one smooth pour. The great room, with its timeless palette and elevated farmhouse textures, feels equal parts cozy and chic — ideal for savoring a quiet morning coffee or mixing evening cocktails. The primary suite on this level is its own signature sip: refined, calming, and intentionally crafted. The top floor hosts four comfortable and private en suite bedrooms, each one layered with durable materials chosen to stand the test of time in both style and quality. A dedicated gaming lounge adds another layer of fun, making this level the playful finishing note for guests of all ages as the perfect garnish to this well-balanced home. Whether you're craving an income-producing investment, a coastal escape, or a little blend of both, Point of Rocks delivers a lifestyle that’s relaxed, memorable, and endlessly enjoyable. Raise a glass — this is Siesta Key living...on the rocks. More than a home, Point of Rocks is part of the exclusive Vunique Luxury Residences with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
4628 ASHBERRY DR, SARASOTA, FL 34234
$275,000110 Days on yellowkey MLS ID: A4683659
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 954 Built: 1985 Tax: $1,079 (2025)Community: Spring OaksSingle Family
Taxes:$1,079
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Welcome to this charming 1985 concrete block ranch home offering nearly 1,000 square feet of living space — all on one level. Featuring 2 bedrooms and 2 bathrooms, the layout is comfortable and functional, providing a wonderful foundation to update at your own pace. This home has been lovingly maintained by its original owner and was originally the model home for the development. Major improvements are already complete, including impact windows and doors throughout, a brand-new roof (2025), new hot water heater (2025), and A/C replaced in 2021 — offering peace of mind on the big-ticket items. Tucked away on a quiet street, yet just minutes to SRQ Airport, Downtown Sarasota, shopping, dining, beaches, and major thoroughfares, the location offers both privacy and convenience. While cosmetic updates would enhance the space, the home offers solid block construction, pride of ownership, and long-term potential in a central Sarasota location. Being sold As-Is. A rare opportunity to personalize a well-cared-for home with exceptional fundamentals already in place. Please be aware that the home does smell like cigarette smoke.
Listing Agent: Evan Weber (941-287-9700)
4801 SARASOTA AVE, SARASOTA, FL 34234
$560,000445 Days on yellowkey MLS ID: A4646529
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1492 Built: 1959 Tax: $6,465 (2023)Community: Sapphire HeightsSingle Family
Taxes:$6,465
Elementary School: Bay Haven Sch of Basics Plus Elementary
Tax Year: 2023
Remarks: AS SEEN IN THE WEEK MAGAZINE! Live the best that the Florida lifestyle has to offer with this remodeled mid-century modern pool home located in the desirable Indian Beach Sapphire Shores neighborhood. This midcentury gem has been completely updated including the kitchen and baths, roof, plumbing, electric, and the pool. The 2-ply polyglass roof was replaced in 2020, the AC system in 2021, and the minisplit AC system in 2020. All of the original cast iron plumbing has been replaced with PVC pipes and fittings. The copper water pipes have been replaced with modern PEX pipes and fittings. The electrical panel was updated in 2021 and the heated pool has been rebuilt. All you need to do is move-in and begin enjoying the sunshine in your fully fenced backyard. Adding to the backyard oasis vibes is an oversized screened patio which has enough space to create an outdoor living room and dining area. Inside the home is clean and bright with renovated kitchen and bathrooms and clever built-in storage solutions. The kitchen features a wall length built-in pantry as well as stainless appliances and ample cabinet storage. The large and flexible living space features two walls of windows and a beautiful living room built-in with storage space, display space, and integrated seating.The primary suite features an en-suite renovated bathroom as well as a private entrance to the backyard. While located outside the flood plain you still have easy access to multiple neighborhood parks along Sarasota Bay; they are a fantastic place to watch the sunset, fish, or launch your paddleboards and kayaks into Sarasota Bay. The low-cost and optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnics, and additional social activities. Driving, walking, or biking along the neighborhood's shaded streets and sidewalks you'll be treated to a tour of Sarasota architecture from the 1920s through today. Within the neighborhood you will also find cultural amenities including the Ringling Museum which features frequent community event programming and the Asolo Theatre which houses Asolo Rep as well as the Sarasota Ballet. Both Downtown Sarasota and Sarasota Bradenton Airport are a 5 minute drive from the home. Shopping and dining on St Armands Circle and the crystal quartz sand of Lido Beach is just a 10 minute drive.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Amanda Gilliland (941-320-1132)
2343 EUGENE ST, SARASOTA, FL 34231
$449,90092 Days on yellowkey MLS ID: A4686269
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1352 Built: 1984 Tax: $3,729 (2025)Community: Pinehurst Park Rep OfSingle Family
Taxes:$3,729
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Rare opportunity just minutes from Siesta Beach. This three-bedroom home offers the perfect Florida retreat—whether you’re seeking a primary residence, seasonal getaway, or income-producing investment with a proven track record. Ideally located in South Sarasota, just two miles from the world-famous white sand beaches of Siesta Key, this home blends relaxed coastal living with comfortable modern updates. Inside, an inviting open floor plan fills with natural light and creates an effortless flow between the living, dining and kitchen areas—perfect for everyday living and entertaining. The updated kitchen overlooks the main living space and features solid surface countertops, a peninsula with breakfast seating, and a striking subway tile backsplash that extends to the ceiling. Stylish luxury vinyl flooring runs throughout the home, while sliding glass doors open to the backyard to create a seamless indoor-outdoor lifestyle. Enjoy sunny days on the spacious outdoor deck or relax on the separate patio—ideal for grilling, gathering with friends, or unwinding after a day at the beach. Thoughtful touches throughout the home include beautifully finished bathrooms and a convenient laundry room - perfect for sandy beach towels. This property has been well maintained with recent exterior paint and offers a long driveway with room for an RV. With no HOA or deed restrictions, you’ll enjoy flexibility and freedom rarely found this close to Siesta Key. Located near highly rated schools, shopping, dining, and Sarasota’s renowned arts and cultural scene, this charming home offers an easygoing coastal lifestyle just moments from the Gulf. Furniture Negotiable.
611 TREMONT ST, SARASOTA, FL 34242
$3,399,000152 Days on yellowkey MLS ID: A4678455
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 4194 Built: 2005 Tax: $21,457 (2025)Community: Siestas BaysideSingle Family
Taxes:$21,457
Remarks: A spectacular offering on one of Siesta Key’s most coveted streets, this stunning canal-front residence on Tremont Street represents a truly special opportunity to own a home that seamlessly blends boating, timeless island charm, and refined coastal living. Tucked beneath mature trees in a quiet, established enclave known for its old Siesta character, the property offers private canal frontage with a lift and a short, easy boat ride to the Intracoastal Waterway, all just minutes from Siesta Village and the world-renowned white sands of Siesta Beach. Homes of this caliber and setting are seldom available and must be experienced in person to be fully appreciated. Offering 4,194 square feet under air, the thoughtfully designed floor plan is both impressive and highly livable, ideal for full time residents and seasonal owners alike. Soaring ceilings, abundant natural light, and quality craftsmanship define the interior. The main floor primary suite is complemented by additional bedrooms on the main level, providing the ease of one level living, while the second floor offers a spacious guest suite and bonus room with peaceful views of the pool and canal. Exceptional indoor-outdoor living is at the heart of the home. Multiple pocketing sliding glass doors open wide to an expansive covered and fully screened lanai, creating a seamless connection between interior and exterior spaces. The outdoor living area is generous in scale and designed for entertaining, featuring a heated pool and spa, summer kitchen, gas fireplace, and multiple areas for dining and relaxation. The large screened layout allows you to comfortably enjoy outdoor living year round, regardless of the weather. Lush tropical landscaping enhances privacy and creates a tranquil island setting, while boating enthusiasts will appreciate the private lift and convenient access to open water. Impact-rated windows and doors, a generator, and a three-car garage provide peace of mind and everyday practicality. 611 Tremont Street combines location, boating, and lifestyle in a way few homes can. If you have been waiting for an exceptional Siesta Key property in one of the island’s most desirable neighborhoods, this is one you should see in person before it sells.
Listing Agent: Mike Warm, Llc (941-525-2740)
2314 N OSPREY AVE, SARASOTA, FL 34234
$255,00078 Days on yellowkey MLS ID: TB8491942
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 760 Built: 1959 Tax: $2,171 (2025)Community: NewtownSingle Family
Taxes:$2,171
Elementary School: Wilkinson Elementary
Remarks: Location! Location! The seller is highly motivated and encourages you to bring all offers. This updated 3-bedroom, 1-bath concrete home features several key improvements, including roof, HVAC system, LED lighting, flooring, and fresh paint throughout. The kitchen and bathroom were previously updated. Additionally, the property includes a fully fenced yard. The home is conveniently located near downtown Main Street, the Ringling Museum, and the Sarasota Bradenton Airport.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Ivey Shelley (941-544-1129)
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