Location: Sarasota
Do Not Show Listings
1332 SIESTA BAYSIDE DR #1332C, SARASOTA, FL 34242
$699,90071 Days on yellowkey MLS ID: A4689488
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $7,606 (2025)Community: Gulf & Bay Club BaysideCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,606
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Turnkey furnished and beautifully updated, this ground-level 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray ceiling detail, and an open connection to the main living area that enhances both everyday living and entertaining. Large-format tile flooring runs throughout the main living spaces, while both bathrooms have been tastefully updated with stone counters and tiled shower surrounds. The spacious primary suite offers a relaxing retreat with direct access to the screened lanai, and the guest bedroom is well appointed for family and visitors. Coastal furnishings and decor create a true move-in-ready presentation. The oversized screened lanai expands the living space and provides a peaceful setting surrounded by tropical landscaping, with the community walking path just outside leading to the Intracoastal fishing area, tennis and pickleball courts, and the second pool. Ideally positioned within the community, this residence is also just a short distance to the clubhouse, fitness center, BBQ area, and main pool. Owners and guests enjoy deeded beach access through Gulf & Bay Club across the street, placing world-famous Siesta Beach just a short stroll away. Siesta Beach is currently the No. 1 beach in the U.S. in TripAdvisor's 2025 Travelers' Choice Awards, and Sarasota County provides free trolley service connecting Siesta Key Village, Siesta Beach, South Village, and Turtle Beach. The location also offers convenient access on and off the island, with nearby Siesta Key Village offering shopping, dining, and the relaxed island atmosphere that makes this area so desirable. A private garage completes the package. Whether sought as a personal retreat, seasonal escape, or investment opportunity, this updated Gulf & Bay Club Bayside residence is an outstanding opportunity on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Shane Lewis (941-685-3252)
1732 KESTRAL PARK WAY S #43, SARASOTA, FL 34231
$534,00072 Days on yellowkey MLS ID: A4686630
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1982Monthly Fee: $167 Tax: $5,360 (2025)Community: The LandingsVilla
Taxes:$5,360
High School: Riverview High
Remarks: THIS RARELY AVAILABLE and highly sought-after Landings Carriage Home, nestled within mature landscaping and offering verdant vistas from every room, is ready for its next owner. This residence lives like a single-family home, featuring a charming living area with a wood-burning fireplace, custom mantle, glass-topped shelf divider, and LVT plank flooring. Abundant windows fill the home with natural light, while plantation shutters provide privacy and character. The surrounding landscaping includes hibiscus, palms, ferns, and flowering trees, supported by an irrigation system, creating a peaceful garden setting. A paver driveway and walkway enhance the welcoming curb appeal. The split floor plan offers privacy, with a spacious primary suite featuring a dressing-room-style closet. The updated primary bathroom includes a walk-in shower with travertine, stone vanity top, high ceilings, and mirrored and tiled accents. The suite also features a ceiling fan and access to a private patio. The guest bedroom offers two closets and a full patio door for natural light. The second bathroom includes a granite-top vanity and tub/shower combination. The dining area is highlighted by a coastal-style glass bead chandelier. A glass-enclosed lanai provides flexible space for an office, den, or guest area. The kitchen features newer stainless steel appliances, granite countertops, a breakfast area, and a patio door leading to a private walled courtyard with a ceramic tiled fountain—ideal for relaxing or outdoor dining. Residents of The Landings enjoy scenic nature trails leading to Roberts Bay, along with a private fishing gazebo and kayak launch. Conveniently located between the Siesta Key bridges and approximately seven miles to downtown Sarasota. THIS IS THE LOCATION!! New additional gutters (2025), new TPO lanai roof (2026), new barrel tile roof (2022 association maintained), tankless hot water heater, new GE stacked full size washer and dryer with wifi capability (2021), new stainless steel Kitchen Aid appliances (2023), new garbage disposal (2024), new wifi controlled thermostat (2022), newer A/C system, create a home for you to easily move right into. Landscaping and building exterior maintenance are included in the monthly fees, so you are free to take advantage of the ideal Landings location—strategically developed as one of Sarasota’s premier gated communities with optional Racquet Club membership with 8 Har-Tru tennis courts, pro shop, fitness center, meeting rooms, pool and spa. The Landings has a lush well maintained nature trail that leads to Roberts Bay with a private fishing gazebo and rental space to park your kayak. Midway between the two Siesta Key bridges and approximately 7 miles from downtown—this is THE LOCATION.”
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Heather Chase (941-320-3121)
7221 SUTTON LN, SARASOTA, FL 34240
$545,00075 Days on yellowkey MLS ID: A4688964
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1757 Built: 2024Monthly Fee: $264 Tax: $7,433 (2025)Community: Emerald Lndg/WatersideTownhouse
Taxes:$7,433
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Better than new and beautifully upgraded, this stunning townhouse offers the perfect blend of style, comfort, and location. Featuring wide-open living spaces and sophisticated designer finishes throughout, this home is truly moved-in ready. The gourmet kitchen is the heart of the home, showcasing elegant quartz countertops, solid wood white cabinetry, stainless steel appliances, and a butler’s pantry complete with a wine refrigerator. Beachwood laminate flooring flows throughout the main living areas, complemented by custom wood accent walls that add warmth and character. The two and a half garage is fully finished and thoughtfully designed with custom built-in cabinets and benches for added storage and functionality. Upstairs, the spacious Owner’s Retreat features an expansive and natural light walk-in closet and a spa-inspired bathroom with a luxurious Super Shower. A versatile loft and two additional bedrooms with walking closets provide flexible space for guests. Emera Landing offers resort-style living with amenities including a lakeside pool, fire pit, pickleball courts, and a waterfront dog park. Ideally located near the vibrant Waterside Place in Lakewood Ranch, you’ll love morning walks by the water, coffee at local cafés, boutique shopping, and year-round events; all just minutes from your doorstep.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Mimi Kruk (941-587-5188)
1681 8TH ST, SARASOTA, FL 34236
$575,00079 Days on yellowkey MLS ID: A4688573
REDUCED by $23,000 (3.8%) on 06/11/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1080 Built: 1925 Tax: $6,100 (2025)Community: Petroutsa Brothers SubSingle Family
Taxes:$6,100
Elementary School: None
High School: None
Middle School: None
Remarks: Charming 2 bedroom, 1 bath bungalow located on a quiet street in the highly sought after Gillespie Park neighborhood of Sarasota. This home is truly move-in ready, with every detail thoughtfully updated. Enjoy peace of mind with PGT impact windows installed in 2024, along with a beautifully renovated kitchen featuring custom DeVittori cabinetry, a brand-new induction stove, quartz countertops, a new stainless french door refrigerator (December 2025) and a new dishwasher added in 2024. The bathroom and plumbing were completely updated in 2024, along with a new front door. Stylish, high-end luxury vinyl flooring flows seamlessly throughout the home, creating a cohesive and modern feel. Enjoy a large backyard with endless potential...perfect for adding a pool, guest house, or accessory dwelling unit. DTN zoning allows for increased flexibility, including ADU placement up to 3 feet from the property line. The low-maintenance landscaping showcases Florida native plants, offering both beauty and sustainability. Enjoy the best of Sarasota living just moments from your doorstep. Walk or bike downtown to explore the vibrant Sarasota Farmers Market, meet friends for lunch at a variety of popular local restaurants, or unwind in the peaceful surroundings of Gillespie Park with its expansive green space, shaded seating areas, and dedicated dog park. Stay active with access to basketball, tennis, and pickleball courts, The Legacy Trail, or enjoy a calming outdoor yoga session at Bayfront Park before taking a scenic stroll across the iconic Ringling Bridge. Just a short drive away, you’ll find the pristine shores of Lido Beach and the upscale shopping and dining of St. Armands Circle. Cultural attractions like Mote Marine Laboratory & Aquarium and The Ringling are also nearby, making this location perfect for those who appreciate both relaxation and enrichment. From outdoor recreation to world-class dining, this exceptional area truly offers something for everyone. **Note the seller sold off adjoining 10,000 sf lot in 2025 so the tax amount showing in public record may not reflect accurate taxes which are just over $6,100.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Sarah Raynor (941-413-6292)
5745 LONG SHORE LOOP, SARASOTA, FL 34238
$899,00092 Days on yellowkey MLS ID: A4686023
REDUCED by $31,000 (3.3%) on 06/08/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2483 Built: 2022Monthly Fee: $396 Tax: $7,993 (2025)Community: Sunrise Preserve Ph 5Spa: NoSingle Family
Taxes:$7,993
Remarks: Price improvement! Welcome to this beautiful residence perfectly positioned on a PREMIUM lakefront lot within the gated community of Sunrise Preserve at Palmer Ranch. Built by Mattamy Homes in 2022, this property was designed for comfort, style, and effortless living and blends elegant finishes blend with peaceful water views that greet you from the moment you enter. The open great room is filled with natural light and enhanced by graceful tray ceilings, creating a warm and inviting atmosphere. The modern kitchen flows seamlessly into the living and dining areas and features upgraded cabinetry along with a built-in wet bar, a large pantry, ideal for entertaining or everyday convenience. Throughout the main living spaces, tile flooring adds both beauty and practicality, while the bedrooms offer soft carpeting for comfort. Plantation shutters throughout the home bring timeless charm and a polished, cohesive look. With 3 bedrooms plus a den, the layout adapts easily to your lifestyle—whether you need a home office, hobby room, or guest space. The primary suite offers calming lake views and generous walk-in closets. The laundry room includes upgraded cabinetry, adding valuable storage and function. Step out to the screened lanai and enjoy the tranquil lake setting with an east-facing exposure that brings gentle morning light and comfortable afternoons. Practical features elevate this home even further: a convenient 3-car garage, whole-house GENERATOR, HURRICANE SHUTTERS, and a whole-home water FILTRATION and SOFTENER system for added comfort and peace of mind. Sunrise Preserve is known for its true easy lifestyle. The HOA covers landscaping, irrigation, and pest control, allowing you to enjoy Florida living without the worry of exterior maintenance and resort-style amenities, including a clubhouse, a fitness center, pickleball and tennis courts, a resort-style pool, and a full-time lifestyle director..... All of these just minutes from Legacy Trail, Siesta Key Beach, shopping, dining, and everything Sarasota has to offer. A perfect blend of luxury, comfort, and low-maintenance living — this home invites you to enjoy the best of Florida living. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Pascale Durand (973-727-9784)
443 BIRD KEY DR, SARASOTA, FL 34236
$2,275,000100 Days on yellowkey MLS ID: A4686032
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2676 Built: 1966Monthly Fee: $100 Tax: $23,842 (2025)Community: Bird Key SubSpa: NoSingle Family
Taxes:$23,842
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Poised on the coveted island of Bird Key, just across the graceful span of the John Ringling Causeway Bridge from downtown Sarasota, this striking Mid-Century modern garden home captures the timeless ease of coastal living. This beautifully designed one-level residence offers three bedrooms, three baths, and 2,676 square feet of thoughtfully arranged living space, where clean architectural lines meet warm, inviting finishes. A neutral palette, 18-inch porcelain tile flooring, and dramatic stone accent walls create a sophisticated yet relaxed atmosphere throughout the open floor plan. Multiple seating areas flow naturally from one space to the next, anchored by a charming wood-burning fireplace—perfect for intimate evenings or lively gatherings. A wall of sliding glass doors dissolves the boundary between indoors and out, opening to a private tropical retreat. The heated pool and expansive screened patio are framed by lush landscaping and a comfortable outdoor seating area designed for effortless entertaining, sunset cocktails, and relaxed Florida afternoons. At the heart of the home, the spacious kitchen invites both conversation and culinary creativity. A large island with granite countertops, elegant pendant lighting, stainless steel appliances, and a stylish backsplash makes it equally suited for casual breakfasts or hosting memorable dinners with friends and family. Peace of mind meets modern convenience with hurricane-impact windows and doors throughout the home. Arrival is equally impressive. A circular paver driveway welcomes guests, complemented by beautiful outdoor lighting and a charming courtyard that leads to the front entrance—an inviting prelude to the warmth within. This home is also pet friendly with a fenced back yard area to keep your pooches secure. The neighborhood offers many walking areas and the Bird Key Park, directly across from the Bird Key Guard House entrance, is a wonderful place to enjoy sunset views over Sarasota Bay. Perfectly positioned just moments from the new Bird Key Yacht Club under construction, the boutiques and dining of St. Armands Circle, and the pristine sands of Lido Beach, this residence offers the rare combination of island serenity and vibrant coastal lifestyle. A timeless retreat in one of Sarasota’s most desirable communities—where elegance, comfort, and the gentle Gulf breeze come together beautifully.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Julie Klick (941-780-6001)
4540 ASCOT CIR N, SARASOTA, FL 34235
$275,000111 Days on yellowkey MLS ID: TB8481018
REDUCED by $25,000 (8.3%) on 06/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1447 Built: 1986Monthly Fee: $894 Tax: $1,824 (2025)Community: Longwood Run/TivoliSpa: NoSingle Family
Taxes:$1,824
Elementary School: Emma E. Booker Elementary
Remarks: Price plummets, value increases. Rarely available 2-bedroom/2-bath home with a single-car garage is seeking a new owner. For the convenience of the Seller, the property is sold furnished. Off the beaten path, discover the quiet, well-established neighborhood of Tivioli, where this particular home is surrounded by mature trees and offers a bonus water view. If you are seeking rural quiet with urban conveniences, 4540 Ascot Circle N offers the best of both worlds. The HVAC is from 2023, and the Water Heater is from 2024; hurricane shutters are stored in the 1-car garage. Oodles of storage closets and an inside laundry room with a full-size washer/dryer. This estate sale is ready to close. The location offers immense privacy, yet quick access to urban shopping, restaurants, beaches, and recreational activities. Tivoli is located in Sarasota County, just south of the University Corridor, the shopping mecca and community event hub for local enjoyment. It is NOT a secret that the HOA fees include exterior insurance, roof, exterior maintenance and repairs, grounds and irrigation maintenance, and pest control. Although zoned as a single-family home, the community is managed as a condominium, meaning the owner is responsible for "paint-in" only. Neighbors love the location, mature trees, walking trails, and easy maintenance. Hustle to your phone and call for your private showing. Time is a-wasting!
Listing is courtesy of: BROCK REALTY INC. (941-313-1234)
Listing Agent: Lynn Brock (941-313-1234)
1792 FLOYD ST, SARASOTA, FL 34239
$1,250,000113 Days on yellowkey MLS ID: A4684245
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2015 Built: 1951Monthly Fee: $2 Tax: $13,700 (2025)Community: Hudson Bayou/Midwood ManorSpa: YesSingle Family
Taxes:$13,700
Remarks: Virtually Staged. Great price for walled-in pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool (built in 2003 and Pebbletec resurfacing in 2026), interior laundry room and 1 car garage. Tile or wood floors throughout. Property re-piped in 2024, a/c 2019. Perfect for your residence or an easy investment property with weekly or monthly rentals allowed. Rental estimates range from $6k - 7.5k monthly depending on annual or weekly rental. Very limited rental availability in the area.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
3171 DICK WILSON DR, SARASOTA, FL 34240
$2,950,000133 Days on yellowkey MLS ID: A4681698
REDUCED by $50,000 (1.7%) on 05/22/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4382 Built: 1995Monthly Fee: $353 Tax: $9,199 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$9,199
Remarks: Welcome to one of the crown jewels of Laurel Oak Country Club, a stunningly renovated estate situated on an exceptionally private homesite personally selected by the community's original developer as his family residence. Golf membership is optional, but ownership of this extraordinary home places you at the front of the membership waiting list. Nestled on nearly one acre overlooking the Jones Course, this remarkable 5-bedroom residence offers breathtaking views of the golf course, formal English gardens, and a custom creek with waterfalls and pond. Thoughtfully updated with uncompromising attention to detail, the home seamlessly blends timeless elegance with modern luxury. Inside, you'll find real hickory wood flooring, two spacious primary suites, and a beautifully renovated chef's kitchen featuring Sub-Zero, Miele, BlueStar, and Thermador appliances, complemented by marble countertops and a large center island. The luxurious primary bath has been completely remodeled with dual vanities, dual water closets, and an oversized walk-in shower. The grounds are truly spectacular. A formal English garden showcases antique brick pathways, green walls, custom arbors, a fountain, and mature fruit trees including lemon, fig, and plum. Sellers further enhanced the property with a picturesque creek, three waterfalls, and a tranquil pond, all best enjoyed from the authentic clay paver patio. Additional fruit trees include lychee, grapefruit, navel orange, banana, and mango. This grand residence is loaded with upgrades and thoughtful features, including: • New main A/C (2025) plus additional systems replaced in 2022 and 2023 • Roof replaced in 2019 • Impact-rated doors, windows, and sliders throughout most of the home • Whole-house generator with 1,000-gallon underground fuel tank for hurricane preparedness • Whole-house water filtration system with UV sanitizer • UV Halo Ozonator integrated into the pool equipment • New attic insulation • New gutters, including custom copper gutters across the front elevation • New epoxy garage flooring • Heated and cooled craft/storage room in the garage • Renovated Butler's Pantry • Laundry room with pet shower and new plank flooring • Outdoor kitchen with newer grill, sink, and granite countertops • Brick flooring in the sunroom • Fireplace rebuilt with Taj Mahal marble surround and custom paneled feature wall • New designer chandeliers in the foyer and primary bath • Upgraded fixtures, fans, and lighting throughout, including Perrin & Rowe and Restoration Hardware selections • Pool safety fence • Extensive landscape lighting creating a magical nighttime setting • Private second-floor balcony with custom sunshade The home's unique positioning provides unmatched privacy, while winding walkways invite you to explore this lush, park-like paradise. This is more than a home—it's a private retreat, thoughtfully curated and meticulously maintained, where no expense was spared. Experience the perfect combination of luxury, comfort, beauty, and peace of mind in one of Laurel Oak's most exceptional properties. King bed in primary suite does not convey.
Listing is courtesy of: ESLINGER REALTY INC (941-915-9961)
Listing Agent: Aya Sewell (941-223-0354)
1141 MERLE WAY #14, SARASOTA, FL 34232
$210,000142 Days on yellowkey MLS ID: TB8470330
REDUCED by $10,000 (4.5%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1974 Tax: $2,581 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$2,581
Elementary School: Tuttle Elementary
Remarks: SELLER CONCESSION** SELLER IS OFFERING 1K TOWARDS CLOSING COSTS IF BUYER USES PREFERRED LENDER. As you step into 1141 Merle Way, you’re welcomed into a bright and comfortable living space designed for easy everyday living. The home has been thoughtfully maintained and updated, with fresh interior paint completed in 2021, giving it a clean and inviting feel throughout. The layout flows effortlessly from the living room into the kitchen and dining area, creating a functional and open atmosphere. The kitchen has been upgraded with new cabinetry and Formica countertops that were redesigned and shortened to improve both movement and usability. Brand-new LG fluorescent lighting enhances the space, making it bright and practical for daily cooking and entertaining. Automatic shades in the living room, kitchen, dining area, and bedroom provide added convenience and light control at the touch of a button. Moving through the home, you’ll find a comfortable bedroom with new blinds installed in 2025, providing privacy and a fresh, updated look. The bathroom has been thoughtfully renovated to include a walk-in sit-in tub, offering both comfort and accessibility. Hurricane-rated doors add peace of mind, while a sensor light outside enhances safety and security. Recent upgrades continue outside the home, including new gutters installed in 2025. The property is located in a welcoming 55+ community known for its friendly atmosphere and well-maintained amenities. Residents enjoy access to a clubhouse, workout center, pool, and outdoor shower, as well as nearby nature trails and close proximity to three golf courses. With easy access to Honore Avenue via 17th Street, the location provides a perfect balance of tranquility and convenience. HOA INCLUDES exterior maintenance, water, sewer, cable, and amenities This home offers a comfortable, low-maintenance lifestyle, ideal for those looking to enjoy Sarasota living with ease.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rotosha Cormier (941-210-2062)
5264 BOUCHARD CIR #102, SARASOTA, FL 34238
$480,000142 Days on yellowkey MLS ID: A4680309
REDUCED by $9,000 (1.8%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1999Monthly Fee: $850 Tax: $4,824 (2025)Community: BotanicaCondo
Taxes:$4,824
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to Botanica at Palmer Ranch, a charming and exclusive gated enclave of just 172 private residences, where refined design meets a truly maintenance-free lifestyle. This residence features the highly sought-after Jasmine floorplan, the most desirable layout in the community, offering 1798 heated square feet and the comfort and functionality of a single-family home. Ideally positioned on the ground floor for effortless living, this spacious condo is complemented by a coveted two-car garage, a rare and valuable feature. Inside, fresh paint enhances the bright, open feel, while wood flooring and crisp porcelain tile add warmth and timeless appeal throughout the living spaces. The thoughtfully designed layout flows seamlessly for both everyday living and entertaining, and the charming terrace overlooking a serene lake provides a peaceful outdoor retreat—perfect for morning coffee or unwinding at the end of the day. Botanica is designed to enrich both lifestyle and wellness, offering residents an exceptional collection of amenities. Enjoy two heated resort-style pools, a nicely equipped fitness center, and a beautifully appointed social hall complete with a catering kitchen and serving bar—ideal for gatherings and community events. Outdoor sun decks feature grilling stations and inviting seating areas for entertaining or relaxed conversation, all set amid lush, tropical landscaping. This completely maintenance-free community includes manicured grounds, building maintenance, pest control, building insurance, and cable TV, allowing residents to focus on enjoying life rather than managing it. Conveniently located in Palmer Ranch near shopping, dining, trails, and world-famous beaches, this exceptional residence offers space, ease, and a true sense of community—an outstanding opportunity to enjoy the best of Sarasota living.
Listing Agent: Rudy Dudon (941-234-3991)
253 GOLDEN GATE POINT #703, SARASOTA, FL 34236
$4,400,000143 Days on yellowkey MLS ID: A4680332
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3068 Built: 2025Monthly Fee: $3,084 Tax: $19,307 (2025)Community: Peninsula SarasotaSpa: YesCondo
Taxes:$19,307
Remarks: Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with generous walk-in closets, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Georgia Salaverri (954-661-8968)
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,000143 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Taxes:$5,716
Tax Year: 2024
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
5295 ASHTON PINES LN, SARASOTA, FL 34231
$445,000148 Days on yellowkey MLS ID: A4678123
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1495 Built: 1987 Tax: $4,212 (2025)Community: Ashton PinesSingle Family
Taxes:$4,212
Elementary School: Wilkinson Elementary
Remarks: Welcome to Ashton Pines, a community of 11 homes conveniently located to everything Sarasota has to offer. The updates in this home are dramatic featuring an open floor plan with volume ceilings in the great room. The expansive kitchen has upgraded cabinets & appliances with marble(yes, MARBLE) counter tops. There is a spacious breakfast area. The expansive primary bedroom has volume ceilings and a large half round window for amazing natural light. In addition to a 7 x 5 walk in closet, there is an upgraded private bath. The oversize shower stall has 2 shower heads, one a rain shower. There is a private courtyard with a sliding glass door that brightens the whole room. The split plan has two bedrooms on the north side of the home along with the main bath. The kitchen, living room, & primary bedroom all have sliders to access the screened lanai and rear yard. The laundry room offers additional storage and access to the 2 car garage. The access to Siesta Beach(2 miles), I75(5 miles),and any shopping or restaurants on Clark Road & Tamiami Trail is available with a quick drive. This is a great location for a primary home, secondary home, or an investment property.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larry Brzostek (941-993-3125)
9580 HIGH GATE DR #1822, SARASOTA, FL 34238
$335,000148 Days on yellowkey MLS ID: A4679510
REDUCED by $10,000 (2.9%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1996 Tax: $3,377 (2024)Community: Stoneybrook Veranda Greens 2Condo
Taxes:$3,377
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Live the Dream in Stoneybrook Golf and Country Club on Palmer Ranch. Enjoy incredible fairway and green views of the newly redesigned 17th hole from your private, screened-in back lanai. This second-floor Carlton model condo features vaulted ceilings throughout the living room, dining room, and kitchen—creating a bright, airy space perfect for everyday living and entertaining. The kitchen includes stainless steel appliances, a breakfast nook, and access to the front screened lanai, ideal for enjoying peaceful mornings. The unit comes furnished and new carpet in living areas. The primary bedroom suite offers twin walk-in closets, a great bay window for a dressing table or additional sitting, and a slider out to the lanai. An en-suite bath with a walk-in shower. The split-bedroom layout provides privacy with a spacious second bedroom and adjacent full bathroom. In-unit laundry room with washer, dryer, and more storage. Detached one-car garage. Designer lighting from Venice Lighting Co. The 2024 Golf Course Modernization assessment has been PAID IN FULL by the seller making this a rare opportunity to enjoy a modernized golf experience with no additional expense. Residents enjoy an updated clubhouse and restaurant, 18-hole Arthur Hills–original designed golf course, Har-Tru tennis courts, a state-of-the-art fitness center, resort-style pool and spa, direct access to the Legacy Trail for biking and walking. Stoneybrook Golf and Country Club is a premier member-owned country club community, ideally located between Downtown Sarasota and Downtown Venice, just minutes from Siesta Key Beach. This is the lifestyle you've been waiting for—schedule your private showing today!
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,000156 Days on yellowkey MLS ID: A4672697
REDUCED by $450,000 (8.0%) on 04/06/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2007Monthly Fee: $333 Tax: $52,740 (2024)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$52,740
Remarks: Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
4439 DEER TRAIL BLVD, SARASOTA, FL 34238
$479,999158 Days on yellowkey MLS ID: A4677582
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1939 Built: 1992Monthly Fee: $282 Tax: $4,835 (2025)Community: Villas At Deer CreekVilla
Taxes:$4,835
Elementary School: Gulf Gate Elementary
Remarks: Just reduced $30,000 and Seller offering a $30,000 credit at closing. Seller is highly motivated. Mesmerizing scenic lake views from this sought after Deer Creek Villa home located in the heart of Palmer Ranch. This Villa home offers close to 2,000 sq ft with enclosed Lanai with sliding doors to enjoy the warm breezes. Spacious rooms sizes, vaulted ceilings and lots of light in this 2-bedroom, 2-bath floor plan with large den/office. Lovely living room, dining room & white cabinetry kitchen with granite counters & decorative tile backsplash. Separate laundry room with cabinetry. Large Primary Suite with high ceilings & walk-in closet. The Primary Bath with granite double vanity, soaking tub & tiled shower. Split double bedroom & bath. The den/office could be a 3rd bedroom or exercise room. Deer Creek is one of the more established gated communities that offers residents gorgeous tree lined street, lush tropical flora & tranquil lakes. Deer Creek is a gated community with 24 hr. security that is low maintenance with a wonderful Community Pool & great social activities for all residents to enjoy. Close to everything in Sarasota, including top-rated schools, world-class golf courses, 8 miles to Downtown Sarasota, including Marie Selby Gardens. Shopping, all within 1 mile. Costco, Target, Sprouts, Starbucks, Kohls, the soon to be re-developed Sarasota Square Mall and a new Trader Joe's opening in Spring. The famous Legacy Trail is just a short distance away. Easy to schedule a showing.
Listing Agent: Betsy Campbell (203-554-8349)
1846 LINCOLN DR, SARASOTA, FL 34236
$2,095,000263 Days on yellowkey MLS ID: A4666374
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2618 Built: 1941 Tax: $17,701 (2024)Community: Avondale RepSpa: NoSingle Family
Taxes:$17,701
Remarks: Located in the highly sought-after Avondale neighborhood, this beautiful home has been extensively and tastefully UPDATED while maintaining its timeless charm. The SPLIT FLOOR PLAN includes three oversized ENSUITE BEDROOMS, an additional powder room, and a separate study/den conveniently positioned adjacent to the primary suite. FLOOR -TO-CEILING WINDOWS and an open floor plan allow for abundant natural light and views of the HEATED SALT WATER POOL, travertine deck, and generously sized backyard. Significant renovations in 2022 and 2023 include a new primary suite addition, an EXTENSIVE KITCHEN REMODEL WITH UPDATED PLUMBING AND ELECTRICAL and new flooring throughout. Exterior improvements are equally impressive, featuring IMPACT RATED WINDOWS AND DOORS throughout, enhanced landscaping with drainage systems, irrigation, front yard fencing, and updated lighting. Additional features include a 2-car garage with EPOXY FLOORING, METAL ROOF(2007/2021), and NEWER A/C (2021). The elevation of the house is above the based flood elevation and experienced no flood on the property during the 2024 storm season. Perfectly situated between Southside Village and the vibrant Downtown Sarasota Bayfront, the property is also located within the highly sought-after Southside Elementary School District, making it a premier choice for those seeking convenience, style, and location.
Listing Agent: Fred Sassen (404-408-5956)
9669 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$599,999212 Days on yellowkey MLS ID: R4910290
REDUCED by $50,000 (7.7%) on 05/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2133 Built: 2026Monthly Fee: $358 Tax: $500 (2025)Community: Grand ParkSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Remarks: Virtually Staged. MODEL NOW OPEN!!! ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** The Braden reflects quiet elegance and modern design. Its layout includes 1 story, 4 bedrooms, 2 bathrooms, den and an open-concept kitchen and great room. The home also features tray ceilings, gourmet kitchen, and a tankless water heater. When you enter the Braden, you walk straight into the heart of the home. A spacious and elegant kitchen area awaits with a large island for extra prep space. Tons of cabinet storage allows for decluttered and open sight lines through the dining space and into the great room. In the Braden, 3 additional bedrooms sit in their own wing of the house. The owner's suite is a tranquil oasis where a spacious walk-in closet, owner's bath with double sinks, and an enclosed shower await you. A cozy den allows for a quiet home office or play room. The Braden is perfect for those who need space, flexible living arrangements, and an elegant design.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (407-436-6109)
Listing Agent: Elizabeth Stephens (941-334-4934)
5880 MIDNIGHT PASS RD #906, SARASOTA, FL 34242
$1,150,000232 Days on yellowkey MLS ID: A4670194
REDUCED by $45,000 (3.8%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1982 Tax: $7,217 (2024)Community: CasarinaCondo
Taxes:$7,217
Remarks: The least expensive unit in the sought-after Casarina on Siesta Key with another price reduction of $50,000! This Top-floor unit offers stunning views of Siesta Beach and all the comforts of home. The interior has been tastefully updated with modern finishes and stylish decor. The unit is being sold furnished (minus few staging items). The kitchen has newer cabinets and upgraded appliances. Enjoy the spaciousness of the living/dining combination area and be drawn to the expansiveness of the enclosed patio where you can enjoy evening sunsets. The 17-by-12-foot primary bedroom has luxury vinyl flooring and room for a small desk area. The primary bath has new vanities, mirrors and lighting. Casarina has seven acres of newly planted tropical landscaping and 200 feet of private beach. The main lobby has recently been updated. Spend your days swimming in the heated pool, soaking in the spa, playing tennis, pickleball, basketball or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby and an on-site manager, everything you need is right here. Enjoy being close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining and world-class healthcare. This is your chance to own and live in beautiful Sarasota. Owner has paid all the present assessments for the new upgrades to the property and building.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
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