Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Beds: 4 to 4
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Sarasota - 469 properties found
2637 STAR APPLE WAY, SARASOTA, FL 34240
$550,000190 Days on yellowkey MLS ID: A4675339
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2466 Built: 2022Monthly Fee: $290 Tax: $8,336 (2025)Community: Windward At Lakewood Ranch Phase 1Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,336
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located within the well-established Windward neighborhood in Sarasota, 2637 Star Apple Way presents a refined residential offering that balances comfort, functionality, and convenient access to the area’s most desirable amenities. With 4 bedrooms and 2.5 bathrooms and 2,466 square feet, it is ideal for true Sarasota living. Thoughtfully positioned on a quiet street, the home provides a welcoming setting suited for both full-time living and seasonal enjoyment. The interior is designed with an emphasis on natural flow and everyday livability and enjoy the brand new matching floors throughout the home. Well-proportioned living spaces are enhanced by abundant natural light, creating an inviting atmosphere throughout the home. The layout supports a variety of lifestyles, offering flexibility for entertaining, remote work, or relaxed daily living. Architectural details and finishes reflect a timeless aesthetic, allowing the home to appeal to a wide range of tastes. At the heart of the residence, the kitchen is arranged to serve as a central gathering space, with ample cabinetry, generous counter space, and a functional layout suited for both casual meals and hosting guests. Adjacent living and dining areas transition seamlessly, providing a cohesive environment that encourages connection and comfort. The primary suite offers a private retreat, thoughtfully separated from secondary living areas. It features comfortable proportions, closet space, and an en-suite bath designed for ease and practicality. Additional bedrooms provide versatility for guests, home office use, or hobbies, allowing the home to adapt to changing needs over time. Outdoor areas extend the living space and invite enjoyment of Florida’s year-round climate. Whether used for quiet mornings, evening relaxation, or entertaining, the exterior setting offers flexibility to personalize, subject to applicable community guidelines. The surrounding neighborhood contributes to a sense of stability and established character, enhancing the overall appeal of the property. Star Apple Way benefits from its proximity to shopping, UTC mall, dining, medical facilities, parks, and the 75 interstate, it makes daily errands and travel throughout Sarasota both convenient and efficient. Downtown Sarasota, cultural venues, and Gulf beaches are all within a reasonable driving distance, offering access to the lifestyle for which the area is well known. 2637 Star Apple Way represents an opportunity to enjoy a thoughtfully designed home in a desirable Sarasota location. With its balanced layout, comfortable living spaces, and convenient setting, this property is well suited for buyers seeking enduring value and a relaxed Florida lifestyle.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
7215 COACHLIGHT ST, SARASOTA, FL 34243
$739,000113 Days on yellowkey MLS ID: A4683403
REDUCED by $11,000 (1.5%) on 04/22/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2884 Built: 1998Monthly Fee: $118 Tax: $10,195 (2024)Community: Arbor Lakes BSingle Family
Taxes:$10,195
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: In the welcoming enclave of Arbor Lakes Estates at Mote Ranch, this custom-designed residence offers an expansive 2,800-square-foot sanctuary that masterfully balances architectural detail with unparalleled flexibility. On a sprawling corner lot with mature landscaping and attractive curb appeal, the home begins with an inviting front porch that leads into a thoughtfully designed open-concept floor plan. The heart of the home is a chef-inspired kitchen featuring sleek granite countertops and ample storage, which flows effortlessly into a sun-drenched breakfast room and a grand great room characterized by soaring ceilings and recessed lighting. For those who prioritize a seamless indoor-outdoor lifestyle, a massive wall of sliding glass doors retracts to reveal a private, hedge-screened pool and covered lanai, creating a secluded oasis for relaxation or large-scale social gatherings. The layout is arranged as a triple-split plan for maximum privacy, anchored by a massive main suite with generous walk-in closets and direct pool access, while the formal living room offers a footprint for a well-appointed home office. Perhaps the home's most unique feature is the fourth bedroom wing, which connects to a massive 20-by-10-foot bonus room with built-in cabinetry and its separate entry, providing a rare opportunity for a self-contained multi-generational suite, an art studio, a dedicated fitness center or spacious workshop. Beyond the property lines, the Mote Ranch lifestyle provides exclusive access to a community pool, playground, and a private kayak launch and fishing pier on the Braden River, all while being just minutes from the shopping at UTC Mall, the fitness and golf at Palm Aire Country Club, and the vibrant recreation of Nathan Benderson Park.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Riley Spangler (217-504-4277)
927 CONTENTO ST, SARASOTA, FL 34242
$2,300,00059 Days on yellowkey MLS ID: A4691441
0 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3649 Built: 2024 Tax: $13,452 (2024)Community: Siesta IslesSpa: YesSingle Family
Taxes:$13,452
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Short Sale. Partially complete. Interior is mostly complete and needs final punch-out completed and painting.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
4644 HAMLETS GROVE DR, SARASOTA, FL 34235
$420,00097 Days on yellowkey MLS ID: A4686910
1 Days Off yellowkey (back on 5/6/2026)
REDUCED by $4,000 (0.9%) on 04/02/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1872 Built: 1990Monthly Fee: $88 Tax: $4,141 (2025)Community: Hamlets GroveSingle Family
Taxes:$4,141
Remarks: Under contract-accepting backup offers. Discover this beautifully maintained 4-bedroom, 2-bath home offering the perfect blend of comfort and functionality, all with a low HOA and no CDD fees. The spacious kitchen is designed for both everyday living and entertaining, featuring solid wood cabinetry, granite countertops, a breakfast bar, a large pantry, and a full appliance package. Enjoy a thoughtfully designed split floor plan that provides privacy, along with both a formal living room and a separate family room ideal for gatherings and flexible living space. The primary suite is a true retreat, complete with a spa like bathroom featuring, a soaking tub, and a separate walk in shower. Step outside to a huge screened lanai, perfect for relaxing or entertaining, with ample room to add your dream pool. The patio screen was replaced in 2025 for added peace of mind. Major updates include: Roof (2024) Exterior paint (2025) HVAC (2020) Water filtration system (2024) Water heater (2023) Select windows replaced (2019) Conveniently located near shopping, dining, and everyday amenities, this home truly has it all.
Listing is courtesy of: ALIGN RIGHT REALTY SRQ OPULENCE (941-362-3300)
Listing Agent: Raina Williams (941-518-5170)
2177 SUNNYSIDE PL, SARASOTA, FL 34239
$2,650,000198 Days on yellowkey MLS ID: A4674289
REDUCED by $149,000 (5.3%) on 05/05/2026
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4624 Built: 2023 Tax: $25,349 (2024)Community: Hibiscus Park 2Spa: YesSingle Family
Taxes:$25,349
Elementary School: Southside Elementary
Remarks: Everything you thought you needed—and knew you wanted—now offered with an unmatched level of value and flexibility. Recently repositioned with an attractive price improvement and now offered turnkey furnished, this exceptional newer construction residence presents a rare opportunity to step into luxury living—or a high-performing rental investment—without delay. Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential. The thoughtfully curated furnishings create an immediate, seamless transition for ownership or rental readiness, blending style, comfort, and functionality throughout. Designed to elevate both lifestyle and longevity, the home features a custom ProTee golf simulator, a two-person Equinox infrared sauna, and a Renu Therapy cold plunge, offering a private wellness retreat rarely found in residential properties. Spanning over 5,400 square feet of total living space, the home showcases a clean, contemporary design with expansive glass, natural textures, and effortless indoor-outdoor flow. The resort-style outdoor setting, complete with pool, spa, and dual covered entertaining areas, pairs perfectly with the home’s open interior spaces, state-of-the-art kitchen, and dedicated home theater—creating an environment equally suited for relaxation or hosting. Positioned between Southgate, Arlington Park, and Cherokee Park, and just moments from Southside Village, this residence delivers not only luxury and location, but now an exceptional opportunity to secure a fully realized lifestyle—ready to be enjoyed from day one.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
4420 GREENWOOD STABLES RD, SARASOTA, FL 34235
$1,250,00061 Days on yellowkey MLS ID: A4691005
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2129 Built: 1976 Tax: $7,339 (2025)Community: Not Part Of A SubdivisionSingle Family
Taxes:$7,339
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: A RARE find in Sarasota or Manatee County! This property has an Open Use zoning classification, which allows for a variety of uses beyond residential, and has no deed restrictions. This 2,129 sq ft pool home sits on some of the most private acreage in the area. The fenced property also includes a separate concrete building with power and water, ready to be finished to your specifications. The property backs up to a 77-acre protected preserve, ensuring privacy for years to come. Ideally situated West of I-75 and just a short distance to both downtown Sarasota and the shops and restaurants of University Town Center.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
1035 SIRUS TRL, SARASOTA, FL 34232
$799,000140 Days on yellowkey MLS ID: A4680284
REDUCED by $33,000 (4.0%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2535 Built: 1986Monthly Fee: $48 Tax: $3,832 (2025)Community: Hidden Oaks NorthSingle Family
Taxes:$3,832
Elementary School: Fruitville Elementary
Remarks: One or more photo(s) has been virtually staged. **Private Estate Living in Hidden Oaks North** Welcome to Hidden Oaks North, a highly sought-after deed-restricted community known for its low HOA fees, custom-built homes, and expansive wooded homesites. Situated on Lot 5, this beautifully landscaped half-acre property showcases Florida foliage at its finest. Surrounded by mature orchids, citrus and fruit trees (Mango Trees, Star Fruit Tree, 2 Brazilian Cherry Trees, Torch Ginger, Galangal Tree, Mayan Tree Spinach, Yuzu Japanese Tree, Sweet Lemon Tree and many more) towering palms, and lush tropical landscaping (too many varieties to list), this home offers exceptional privacy in a serene, natural setting. The well-updated custom residence features 4 bedrooms and 3 full baths, highlighted by soaring ceilings throughout and abundant natural light. Quality upgrades include a commercial-grade metal roof, hurricane-rated sliding doors, high-impact storm windows, and generous storage space. Upstairs, you’ll find beautiful flooring and fully renovated bathrooms designed with both style and function in mind. Step outside to truly appreciate the lifestyle this home offers. Enjoy morning coffee from your private primary bedroom balcony as hummingbirds gather around the dramatic Traveler’s Palms. Or unwind on the expansive composite-decked lanai that spans the entire rear of the home—ideal for entertaining or simply relaxing in peaceful seclusion. If privacy, space, and quality craftsmanship are what you’re looking for, you’ll find it here in Hidden Oaks North. SELLER FINANCING IS AVAILABLE.... Schedule your private showing today and experience everything this exceptional property has to provide.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Jodi Fleming (941-993-6331)
1749 LINCOLN PARK CIR, SARASOTA, FL 34236
$3,575,000194 Days on yellowkey MLS ID: A4674729
REDUCED by $175,000 (4.7%) on 05/05/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2001Monthly Fee: $600 Tax: $30,176 (2024)Community: Lincoln Park On Hudson BayouSingle Family
Taxes:$30,176
Remarks: Downtown Waterfront with a straight route to Sarasota Bay and the Gulf of Mexico! Making this home a rare find is the deeded slip, 10,000-pound lift, space for a 30-foot boat, and a meticulously maintained dock by the HOA. Located in the mature-tree lined and cool shaded setting of Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences is serene yet perfectly positioned between downtown Sarasota and Southside Village, placing Morton’s, Veronica’s, Marie Selby, Farmers Market, theatre, dining, shopping, recreation, all within minutes by foot. As you arrive at the park-like setting, the home's Craftsman-style architecture immediately captures attention. A freshly painted exterior featuring HardieBoard siding and accents delivers timeless appeal with low maintenance living in mind. Inside, the residence strikes a perfect balance between comfort and modern sophistication. Every detail reflects the owner's discerning eye for design. A charming brick-lined front porch leads to an inviting entry and a versatile sitting room ideal as a home office, reading nook, or a sunlit spot to enjoy morning coffee. The curated eat-in kitchen is the centerpiece of the home, appointed with upgraded Bosch appliances, a gas cooktop, and thoughtful finishes that elevate both form and function. Adjacent, the spacious living room features a custom built-in entertainment center and offers the perfect setting for relaxed evenings, family gatherings, or conversation with friends. French doors open to a true waterfront sanctuary-an outdoor retreat complete with Brazilian Ipe decking, a heated pool and spa, and peaceful bayou views. The primary suite is conveniently located on the main level, offering a luxurious, spa-inspired bathroom with custom tile work. Upstairs, three generously sized guest bedrooms provide ample space and flexibility. One functions beautifully as a second primary suite, featuring a stunning custom bath that rivals the main suite. A fourth bedroom is currently configured as a den with an armoire and custom cabinetry. It would be remiss not to mention your choice of award-winning beaches a few minutes' drive away. Private showings available by appointment.
Listing Agent: Michael Hays (941-376-1826)
5439 CARTAGENA DR, SARASOTA, FL 34233
$699,00086 Days on yellowkey MLS ID: A4687951
4 Days Off yellowkey (back on 5/5/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2420 Built: 2014Monthly Fee: $278 Tax: $4,204 (2025)Community: Ashton PointeSingle Family
Taxes:$4,204
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Located in the gated community of Ashton Pointe, this upgraded pool home at 5439 Cartagena Drive, Sarasota, FL 34233 offers the ideal blend of modern design, outdoor living, and prime Sarasota location, just 7.6 miles to Siesta Key Beach and minutes to Downtown Sarasota, I-75, Publix, top-rated schools, dining, and shopping. Built in 2014, this 4-bedroom, 2 full + 1 half bathroom Sarasota pool home features an open-concept floor plan designed for both everyday living and entertaining. The fully updated kitchen features quartz countertops, stainless steel appliances, wood cabinetry, under-cabinet lighting, and a large island, all flowing seamlessly into the main living and dining areas. Upstairs, all bedrooms are privately situated along with a versatile loft/bonus room ideal for a home office, media room, or gym. The spacious primary suite includes a custom walk-in closet, dual vanities, soaking tub, and glass-enclosed shower, while the upstairs laundry room adds everyday convenience. The standout feature is the resort-style outdoor living space, a true backyard oasis. The screened lanai includes a custom pool with a large heated spa, app-controlled system, outdoor bar with commercial-grade ice bin sink, remote-controlled awning, multiple covered seating areas, and two outdoor TVs, perfect for entertaining or relaxing in true Florida lifestyle fashion. Additional upgrades include crown molding, updated lighting and fans, Low-E thermal windows, tile roof, in-wall pest system, security cameras, and exterior outlets for lighting. Low HOA fees include lawn care, irrigation, and landscaping, offering a low-maintenance, maintenance-free lifestyle in one of Sarasota’s most desirable gated communities. This Sarasota Florida home for sale is ideally located near Siesta Key, Downtown Sarasota, Ashton Pointe, and major conveniences, making it a rare opportunity to own a gated community pool home with spa, modern upgrades, and true indoor-outdoor living. This is one of the best opportunities for a Sarasota pool home near Siesta Key with upgraded features, outdoor entertaining space, and prime location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
4646 GLEASON AVE, SARASOTA, FL 34242
$1,350,000167 Days on yellowkey MLS ID: A4677470
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2927 Built: 1957 Tax: $7,816 (2025)Community: Ocean Beach RepSingle Family
Taxes:$7,816
Remarks: Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive, light-filled open floor plan with continuous quartzite countertops throughout. It includes two primary suites, one of which flows into its own private kitchenette overlooking the tranquil waterfront. Two lanais and a custom built hot tub and pool complete with a waterfall and color-changing lighting system ensure seamless indoor-outdoor living. Quality and craftsmanship are paramount, and every detail has been thoughtfully considered to ensure superior structural integrity, including the hurricane impact windows and elevated AC condensers. A new roof was installed in 2024, along with new mechanicals, electrical, plumbing, pool surfacing, appliances, and more. This gorgeous island paradise has been fully renovated to both preserve and highlight its architectural elegance. A prime location, this property is ideally situated minutes to the world-famous powdery sands of Siesta Key Beach, less than a mile from charming Siesta Key Village, and near the prestigious Out-of-Door Academy. A quick 5-minute drive over the North Bridge takes you to Sarasota proper and a mere 10 minutes more to the heart of dazzling downtown Sarasota and St. Armands Circle, where you can enjoy a wide selection of fine dining, shopping, and world-class cultural arts and nightlife, making it the ideal home for those seeking the ultimate Florida lifestyle. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Victor Maravi Passara (941-284-3356)
315 S SHORE DR, SARASOTA, FL 34234
$5,750,000178 Days on yellowkey MLS ID: A4676265
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 5826 Built: 2016 Tax: $62,165 (2025)Community: Sapphire Shores Resub Blk MSpa: YesSingle Family
Taxes:$62,165
Remarks: House never flooded, including during Hurricanes Milton and Helene, and protected by a full house generator! Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 180 feet of seawall, a private dock, two boat lifts, and a dedicated kayak lift platform, all framed by sweeping panoramic water views. From the moment of arrival, the level of craftsmanship is unmistakable. Walls are finished in aged plaster, hand made terra cotta floors have been acid washed and stained to reflect centuries of wear, and authentic frescoes and ceiling beams inspired by the Renaissance period add depth and character throughout. The great room provides a dramatic setting for entertaining with soaring 22 foot ceilings, a gas fireplace, and a wet bar accented by a hammered copper sink. The chef’s kitchen is equipped with an Italian eight burner gas range and Brazilian soapstone countertops, while the dining room features a rare brick vaulted ceiling that reinforces the home’s Mediterranean soul and creates a truly immersive dining experience. The primary suite is a romantic retreat with his and hers walk in closets and a spa like bath wrapped in rich wood and stone finishes. Additional spaces include two to three guest bedrooms, dual offices, a bonus room, and a wine room. A true 2,500 square foot ground level garage offers tandem parking for two to four plus vehicles, making it a dream for car collectors. Outdoor living is exceptional, with stone and wrought iron terraces, an outdoor kitchen and bar on the main level, all designed to capture natural breezes and expansive water views. The newly completed infinity edge pool and spa create a striking visual effect, with the water appearing to seamlessly spill into the bay, while two strategically placed fire pits add warmth and dramatic ambiance after sunset. This storybook residence is ideally located near Sarasota’s beaches, dining, and cultural attractions, offering a rare blend of architectural artistry, privacy, and timeless elegance.
Listing is courtesy of: LUXIO REAL ESTATE LLC (941-266-0300)
Listing Agent: Hugo Gagliardi (941-266-0300)
1751 FLOYD ST, SARASOTA, FL 34239
$1,495,000127 Days on yellowkey MLS ID: A4682724
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 2881 Built: 1926 Tax: $512 (2025)Community: Matheneys SubSingle Family
Taxes:$512
Remarks: In the "heart" of the most popular West of Trail neighborhood, step into a rare piece of Sarasota history just a short stroll to Southside Village restaurants and shops, downtown and 2 blocks to Sarasota Memorial Hospital. Behind a classic white picket fence, this 1926 home welcomes you with a generous yard framed by mature landscaping and colorful gardens. A cozy front porch sets the tone for your entrance into timeless architectural details which blend seamlessly with modern updates. Wood floors run throughout the living areas with natural light pouring in through numerous windows. Tall ceilings are complimented by original wood trim. All the details we love in an older home yet with many updates. The main home offers 2,575 sq ft thoughtfully laid out for everyday living and entertaining. The main level features multiple living spaces, separate dining room, a guest bedroom, a dedicated office and laundry room. Upstairs, the spacious owner's suite plus an additional bedroom with ensuite bathroom provide comfort and privacy. The remodeled kitchen is beautifully appointed with granite counters and custom cabinetry AND....a charming 306 sf studio-style guest cottage that has its own entrance and patio. COME SEE THIS BEAUTY, you will LOVE it.
Listing Agent: Barbara May (404-822-9264)
1821 LINCOLN DR, SARASOTA, FL 34236
$5,425,000218 Days on yellowkey MLS ID: A4669453
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3906 Built: 2026 Tax: $4,417 (2024)Community: Avondale RepSpa: YesSingle Family
Taxes:$4,417
Remarks: Under Construction. This exceptional, boater’s residence is ideally positioned on Hudson Bayou, designed to impress at every turn. Showcasing the very best of Sarasota’s waterfront lifestyle, the property features outstanding boating amenities, including 80 feet of new concrete seawall and cap, a private dock with lift and davit, and convenient bay and Gulf access beneath two fixed bridges. Spanning 3,906 square feet, the “Callie” model blends modern elegance with effortless livability. From the moment you arrive at 1821 Lincoln Drive, handcrafted iron doors open to a dramatic foyer with soaring ceilings and a striking open staircase. Beyond, captivating sightlines lead through the home to the sparkling pool, lush landscaping, and tranquil bayou. Light-filled interiors highlight refined finishes and distinctive architectural details. The great room, complete with an entertainment wall and formal dining area, is enhanced by a full wall of pocketing glass doors that seamlessly connect indoor and outdoor living spaces. The outdoor retreat is equally impressive, featuring a heated saltwater pool and spa, a covered cooking area, dining space, and additional screened seating—perfect for both lively gatherings and peaceful relaxation. At the heart of the home, the sleek island kitchen boasts high-end appliances, quartz countertops, solid wood cabinetry, and a butler’s pantry. The expansive primary suite occupies the full depth of the home, offering a private sanctuary with a dedicated study, oversized walk-in closet, and a luxurious bath with a freestanding soaking tub and glass-enclosed shower. Additional highlights include a downstairs bonus room with pool bath, a secluded guest suite with private bath, and a planned elevator shaft for easy access to the upper level, where additional ensuite bedrooms and a game room await. Located in the historic Avondale neighborhood, just south of downtown Sarasota, this home is surrounded by majestic, tree-lined streets and multi-million-dollar estates. It also lies within the highly regarded Southside School District, known for its exceptional academic offerings. Combining a prime waterfront location, state-of-the-art features, and impeccable design, this residence represents a rare opportunity. Crafted by the award-winning team at Allegra Homes, it stands as a statement of refined living and a lasting investment for the discerning buyer.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
8309 SHADOW PINE WAY, SARASOTA, FL 34238
$1,019,000118 Days on yellowkey MLS ID: A4684119
REDUCED by $26,000 (2.5%) on 04/30/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2790 Built: 1991Monthly Fee: $205 Tax: $6,496 (2025)Community: Deer CreekSpa: YesSingle Family
Taxes:$6,496
Elementary School: Gulf Gate Elementary
Remarks: Meticulously renovated and move-in ready, this four-bedroom pool home offers stunning lake views in Palmer Ranch's prestigious Deer Creek. This gracious residence has been completely reimagined for the highest level of comfort, style, and peace of mind, boasting a 2021 roof, impact-rated doors and windows, lush tropical landscaping, and a sleek paver driveway. Upon entry, guests are immediately greeted with sweeping views of the expansive pool lanai and the tranquil lake beyond. The split floorplan is anchored by soaring ceilings and luxury vinyl plank flooring throughout. Architectural character abounds through a wood-burning fireplace, vaulted ceilings, skylights, tray ceilings, custom moldings, and plantation shutters. The 2022 chef's kitchen is a culinary masterpiece featuring custom ceiling-height cabinetry, lighted glass accent doors, and a generous island with a farmhouse sink, complemented by KitchenAid appliances (including an induction stove and double oven with convection), granite surfaces, a separate prep sink, an above-stove pot-filler, and Rohl faucets. The primary retreat serves as a private sanctuary, complete with a "speakeasy" door and sliding glass doors to the pool area. A spa-like ensuite completes the primary suite featuring a steam shower, Victoria and Albert soaking tub, custom vanities with granite countertops and contemporary LED medicine cabinets, including a separate makeup area. Three additional bedrooms, including one with its own ensuite, provide ample space for family and guests to relax. Outside, the expansive screened lanai and 2022 renovated pool with waterfall spa provide the ultimate backdrop for alfresco dining against a tranquil lake setting teeming with wildlife. Additional upgrades include an EV charger in the garage, a 2025 irrigation system, a custom Amish-built library wall and murphy bed, and an HVAC system with a whole house air filter and separate UV disinfection filter. Deer Creek is an upscale, guard-gated community featuring scenic lakes and a tranquil natural environment all just minutes from the Sarasota's world-class beaches, premier shopping and vibrant cultural attractions.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jaya Brossard (941-914-8414)
3576 SAN REMO TER, SARASOTA, FL 34239
$5,799,995411 Days on yellowkey MLS ID: A4652012
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6091 Built: 2009Monthly Fee: $13 Tax: $23,607 (2024)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$23,607
Remarks: One or more photo(s) has been virtually staged. 3576 San Remo Terrace – A Waterfront Masterpiece in Sarasota Discover the pinnacle of coastal luxury at this exquisite estate, nestled in the highly sought after San Remo Estates. Offering the best views over Roberts Bay, this 6,091-square-foot residence seamlessly blends timeless elegance, modern sophistication, and unparalleled waterfront access. With an unrivaled location & architectural grandeur it is positioned just over the North Bridge to Siesta Key, this estate delivers spectacular bay views without the flood risks or accessibility challenges often associated with barrier island living. Set on the preferred side of San Remo Terrace, the home enjoys mesmerizing sunset panoramas, deep-water access to the Gulf, and a private, tree-lined setting. A grand custom entryway welcomes you into a world of refined luxury, where turquoise water vistas and the gentle movement of passing boats create an immediate sense of tranquility. The circular paver driveway, lush tropical landscaping, and striking architectural design set the tone for an extraordinary living experience. Designed for entertaining and everyday indulgence. The expansive open floor plan is tailored for both grand gatherings and intimate moments. A grand salon, spacious family room, and a fireplace-accented dining space establish an inviting atmosphere for hosting. The chef’s kitchen is a culinary masterpiece, featuring dual islands with exotic stone countertops, a six-burner gas stove with griddle, double ovens, warming drawer, and an oversized refrigerator/freezer—crafted for culinary excellence. A wet bar and 625-bottle climate-controlled wine room provide the ultimate setting for connoisseurs and casual entertainers alike. With 4 bedrooms, 4.5 baths, an oversized office, and a versatile upstairs entertaining space, this home offers unmatched comfort and functionality. The primary suite on the main floor serves as a serene haven, complete with a luxurious en suite bath, while a private guest suite on the second floor ensures exclusivity for visitors. Step outside into a world of unparalleled alfresco luxury. A resort-style infinity-edge pool takes center stage, surrounded by an expansive paver deck with multiple seating and dining areas—perfect for sun-drenched afternoons or moonlit gatherings. Lush landscaping wraps this serene retreat, creating an oasis for relaxation or playful indulgence. For boating enthusiasts, this estate presents unmatched access to Sarasota’s famed waterways. Brand-new dock & 10,000-lb boat lift Kayak & paddleboard access Fortified seawall The Best of Sarasota Living! This home offers effortless proximity to downtown Sarasota, Siesta Key’s award-winning beaches, fine dining, top-tier schools, and world-class healthcare facilities. Don’t miss the rare opportunity to make this timeless, Tuscan, luxurious waterfront estate your own!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Deanalita Edelson (941-343-7677)
3519 74TH AVENUE CIR E, SARASOTA, FL 34243
$525,000103 Days on yellowkey MLS ID: A4685365
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2328 Built: 2022Monthly Fee: $85 Tax: $6,386 (2025)Community: Grady PointeSingle Family
Taxes:$6,386
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. A stunning and spacious 4-bedroom, 3 full bathroom home located in the desirable community of Grady Pointe, offering the perfect blend of comfort, style, and convenience. Seller's lender does NOT require flood insurance! This prime central location offers unmatched accessibility—just minutes from IMG Academy and a short drive to the world-renowned beaches of Siesta Key and Anna Maria Island. Enjoy easy access to Lakewood Ranch, I-75, U.S. Route 301, U.S. 41, and premier shopping and dining at University Town Center. Also, a quick 7 minute ride to Sarasota Airport! Thoughtfully designed with an extended floorplan, this home offers exceptional flexibility for families and guests alike. Step inside to an open-concept layout highlighted by soaring 9-foot ceilings, creating a bright and inviting atmosphere throughout. The chef-inspired kitchen is a true centerpiece, featuring quartz countertops, upgraded appliances, and ample space for entertaining. Premium vinyl flooring flows seamlessly through the main living areas, combining durability with modern elegance. The spacious 2-car garage provides plenty of room for vehicles and additional storage. Outdoors, enjoy a screened-in lanai—perfect for relaxing or entertaining year-round—overlooking a private, fully fenced backyard with serene lake views and breathtaking sunset skies. Grady Pointe is a newer, well-maintained community offering a range of amenities including walking trails, a park, pickleball courts, and a dog park. Residents enjoy a peaceful, friendly neighborhood atmosphere complemented by low HOA fees. Constructed with solid block construction for lasting durability, this home also includes hurricane shutters and has remained resilient through recent storms, offering added peace of mind. Move-in ready and beautifully maintained, this home delivers modern living in an exceptional location. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)
Listing Agent: Megan Napolitano (941-228-8825)
1732 PINE HARRIER CIR, SARASOTA, FL 34231
$999,00069 Days on yellowkey MLS ID: A4689911
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2500 Built: 1984Monthly Fee: $29 Tax: $10,084 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$10,084
Remarks: Welcome to 1732 Pine Harrier Circle, a beautifully maintained 4-bedroom, 2 1/2-bath pool home in the highly sought-after community of The Landings. Offering over 2,500 square feet, this residence features a desirable split floor plan designed for both privacy and functionality, making it ideal for everyday living as well as entertaining. Major improvements include a brand-new roof in 2025, new HVAC in 2023, and hurricane protection on all openings for added peace of mind. The spacious interior opens to a private outdoor setting with a pool and peaceful pond view, creating the perfect backdrop for relaxing, entertaining, and enjoying the Florida lifestyle. With generous living areas, four true bedrooms, and a layout that separates the primary suite from the guest bedrooms, this home offers the flexibility and comfort today’s buyers are looking for. Located in The Landings, one of Sarasota’s most desirable gated communities, residents enjoy a prime location near Siesta Key, downtown Sarasota, and The Landings shopping center, where everyday conveniences are just moments away, including Publix, Starbucks, fitness centers, dining, and other neighborhood favorites. With a split floor plan, private pool, pond view, hurricane protection, and valuable recent updates, 1732 Pine Harrier Circle is an exceptional opportunity to own a spacious Sarasota home in a location that combines privacy, convenience, and lifestyle.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
7401-B MIDNIGHT PASS RD, SARASOTA, FL 34242
$2,999,000523 Days on yellowkey MLS ID: A4622370
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2735 Built: 2026 Tax: $8,252 (2025)Community: No Subdivision: Sarasota County Prop AppraiserSpa: NoSingle Family
Taxes:$8,252
Remarks: Pre-Construction. To be built. Seller Will Consider All Offers. Pre-construction new construction land and home package offered with Yoder Homes as the builder, ideally located for Siesta Key–area waterfront living with direct Sarasota Bay access. This all–concrete block home is thoughtfully designed with high-end luxury finishes, including a Thermador appliance package, designer lighting, solid surface countertops, solid wood cabinetry, engineered hardwood flooring, brick paver lanai, and a PebbleTec–finished pool, creating a refined coastal lifestyle. The property features full Sarasota Bay access with a newer 235-foot dock already in place, including pilings the seller states are designed to accommodate an approximately 10,000 lb boat. A heated saltwater pool is included, along with an elevator shaft pre-installed for future convenience. The current plan offers 4 bedrooms and 4.5 bathrooms and is designed to allow for future expansion, all situated on a spacious 1-acre waterfront lot. Estimated completion is 14–16 months from permitting. Buyers may choose from three additional front elevation options to further personalize the home. Floor plans, renderings, and a detailed features brochure are available. Buyers may select an alternate home design if desired; the listed home is a priced reference option to illustrate build possibilities.
Listing Agent: Michelle Shiver (352-895-5779)
8504 HERON LAGOON CIR, SARASOTA, FL 34242
$2,800,000141 Days on yellowkey MLS ID: A4681098
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2675 Built: 2026 Tax: $3,873 (2025)Community: Heron Lagoon LodgesSpa: YesSingle Family
Taxes:$3,873
Remarks: Pre-Construction. To be built. Dreaming of building a brand-new home on Siesta Key but not sure where to start? Have you ever built a bonfire on the beach and had 50 of your closest family and friends over for a beach party? This happens no where else on Siesta Key. Residents in the neighborhood enjoy the unique privilege of crossing Heron Lagoon via a private bridge to the sands of Siesta Key beach. There’s a cabana for storing your beach chairs, kayaks and water toys. It’s a one minute walk from your front door to the bridge and another minute to cross it! Here's an opportunity to build your dream home on a pristine, oversized lot nestled on the quiet end of Siesta Key. At this lot the hard work has already been done for you. This to-be-built coastal residence has been thoughtfully designed as a 4-bedroom, 4.5-bath home with a den and club room and an experienced builder is already secured. All that's left is for you to personalize the finishes and make it distinctly yours. This exceptional lot offers unparalleled privacy, lush natural surroundings on an expansive corner parcel. Only minutes to restaurants, a marina to house your boat, and beautiful Turtle Beach where you can walk to newly opened Midnight Pass. The previous structure has been removed, and a clean slate is waiting for your vision. Use the Showing Time button to schedule your visit today. This is your opportunity to step into the Siesta Key lifestyle with a custom home already in motion, without the typical delays of starting from scratch. Schedule your visit and walk the property to experience the location firsthand. Property is also being sold as land only.
Listing Agent: Kim Ogilvie (941-951-6660)
244 N WASHINGTON DR, SARASOTA, FL 34236
$6,000,00056 Days on yellowkey MLS ID: A4691610
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3146 Built: 1953 Tax: $35,311 (2025)Community: John Ringling Estates St Armands Div 01Single Family
Taxes:$35,311
Remarks: Pre-Construction. To be built. The lot is also available as vacant land (MLS #A4668323). A rare opportunity to own a beautifully crafted custom waterfront home on St Armands Key. The 57 feet of pristine water frontage with unobstructed access to Sarasota Bay and the Gulf, boating enthusiasts can enjoy effortless days of fishing, cruising, or island hopping directly from their backyard. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. Located on the north side of world-famous St Armand Key and just minutes from famous beaches, as well as the vibrant shopping and dining options on the circle, this is a unique opportunity to personalize your dream home. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
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