Location: Sarasota , 34231
Do Not Show Listings
1429 WESTBROOK DR, SARASOTA, FL 34231
$3,945,00073 Days on yellowkey MLS ID: A4681551
0 Days Off yellowkey (back on 2/19/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3591 Built: 2023 Tax: $29,398 (2025)Community: WestbrookSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$29,398
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: An Oyster Bay masterpiece, where legacy homes and new architectural statements coexist, this striking modern residence delivers volume, spatial continuity, and refined indoor/outdoor living just minutes from Siesta Key, dining and boating. Built in 2023 and thoughtfully composed on a single level, the home balances bold contemporary design with privacy, warmth and livability. A dramatic entry introduces soaring ceilings and immediate visual impact, opening into expansive living spaces designed for daily life and entertaining. Walls of glass, disappearing corner sliders, and ceiling heights approaching 17 feet create a sense of scale and light rarely achieved, while wide plank French oak flooring and curated designer lighting provide continuity throughout. The kitchen is a centerpiece, anchored by an oversized island and outfitted with high-end integrated appliances, custom cabinetry and a full walk-in pantry. It flows seamlessly into the great room and wet bar, making the home equally suited for quiet evenings or larger gatherings. Outdoor living takes center stage. The screened lanai features a fully equipped summer kitchen, generous covered seating and dining areas, and a resort-style heated saltwater pool and spa with fire bowls and cascading water features. Lush tropical landscaping, a precast concrete privacy wall, and a fully fenced yard create a sense of retreat while maintaining openness and light. The owner’s suite is a private sanctuary with direct lanai access, dual custom closets and a spa-inspired bath. Three additional en-suite bedrooms include a poolside cabana-style suite ideal for guests, while a dedicated office or den offers flexibility for work or relaxation. Additional highlights include a three-car garage with epoxy flooring and storage systems, impact-rated windows and doors, smart home automation, whole-house generator, tankless water heaters and refined finishes throughout. This is a modern Sarasota residence designed for those who value architecture, flow, and lifestyle in one of the city’s established and sought-after neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
3209 ASHTON RD, SARASOTA, FL 34231
$599,0003 Days on yellowkey MLS ID: A4690471
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1586 Built: 1975 Tax: $5,588 (2025)Community: Ashton ParkSpa: YesSingle Family
Taxes:$5,588
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Location, location, location! This 3-bedroom, 2-bath home with a bonus room sits on a desirable corner lot just 4 miles from world-renowned Siesta Key Beach. Ideally positioned minutes from downtown Sarasota and I-75, this property offers both convenience and lifestyle. Offered turnkey, this home is move-in ready and ideal as a primary residence, seasonal getaway, or investment opportunity. Inside, enjoy a split floorplan with comfortable living spaces, plus a versatile bonus room perfect for a home office, gym, or flex space. Recent updates include a 2020 A/C, along with a brand-new pool and spa, creating a private backyard retreat. The screened lanai overlooks the spacious yard, ideal for relaxing or entertaining. Additional features include a covered carport and under-roof storage. Located near top-rated A schools and just moments from shopping and dining at Gulf Gate Village. Outdoor enthusiasts will love being at the end of the street from Red Bug Slough Preserve, a 72-acre nature preserve with walking trails, picnic areas, and scenic Florida wildlife. No HOA fees. No CDD fees. A rare opportunity to own in a prime Sarasota location.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
5635 ASHTON LAKE DR #4, SARASOTA, FL 34231
$215,50097 Days on yellowkey MLS ID: A4678043
2 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 848 Built: 1984Monthly Fee: $315 Tax: $1,240 (2025)Community: Ashton Lakes 01 & 02Condo
Taxes:$1,240
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Welcome to your new home at 5635 Ashton Lake Drive, a beautifully maintained two-bedroom, two-bathroom condo located in the heart of Sarasota, just minutes from the world-famous Siesta Key beaches. This move-in ready, second-story residence offers an ideal blend of comfort, convenience, and Florida living at its best. Step inside to discover an open floor plan with natural light and tasteful finishes throughout. The thought out kitchen, dining, living room combo work perfectly for yourself or entertaining guests! Enjoy your morning coffee or evening breeze from the large private balcony. Residents of this community enjoy access to resort-style amenities, including a sparkling pool, social areas, tennis courts and walking paths. The location couldn’t be more convenient—within minutes to restaurants, shopping, and entertainment, and only a short drive to Sarasota’s top attractions. Whether you’re seeking a year-round residence, seasonal getaway, or investment opportunity, this Ashton Lakes condo offers the best of coastal living—comfort, location, and lifestyle. Come see it today and experience Sarasota living at its finest!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Carolyn Carino, Llc (941-374-8522)
1684 PINTAIL WAY, SARASOTA, FL 34231
$599,900166 Days on yellowkey MLS ID: A4670640
REDUCED by $19,100 (3.1%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 1984Monthly Fee: $1,000 Tax: $4,258 (2024)Community: Landings South Ii, The LandingsVilla
Taxes:$4,258
Tax Year: 2024
Remarks: Discover an exceptional opportunity to own a beautifully renovated residence in the highly sought-after Portside Villas, located within the lush, gated enclave of The Landings. This 1,705-square-foot home combines modern elegance with timeless comfort, offering a seamless blend of style and functionality—perfect for both relaxed living and entertaining. Step inside to an open, light-filled layout featuring volume ceilings, neutral ceramic tile flooring, and a western wall of windows framing serene lake views and breathtaking sunsets. The expansive living room flows effortlessly into the dining areas, providing a perfect setting for gatherings both large and intimate. The chef-inspired kitchen is sure to impress, boasting 42-inch soft-close cabinetry, Quartz countertops, and brand-new Thermador stainless steel appliances. A formal dining room, cozy breakfast nook, and elegant dry bar with glass cabinetry offer versatile dining and entertaining options. The primary suite provides a private retreat with tranquil water views, generous closet space, and a luxurious en-suite bath. Two additional bedrooms offer flexibility for guests, a home office, or creative pursuits. Every detail has been thoughtfully curated—from fresh paint and new fixtures to hurricane-rated impact glass windows and doors and brand-new HVAC, ensuring peace of mind and lasting quality. Additional highlights include a spacious two-car garage and full hurricane protection for enhanced safety and convenience. Residents of The Landings enjoy exclusive membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms, and a well-stocked library. The community also provides 24-hour gated security and access to the natural beauty of Sarasota Bay.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
2144 OAK TER, SARASOTA, FL 34231
$475,000Listed 04/20/2026 11:41AM MLS ID: C7525020
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1769 Built: 1979 Tax: $4,601 (2025)Community: Harbor OaksSpa: NoSingle Family
Taxes:$4,601
Elementary School: None
High School: None
Middle School: None
Remarks: Single story home in move-in ready condition with an abundance of natural light throughout. The bedrooms are generously sized, and bathrooms are well maintained. The home also offers an oversized garage with additional storage potential. NO HOA FEES! Easy to show!
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: William Figueroa (305-662-1502)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000418 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Remarks: One or more photo(s) has been virtually staged. Located West-of-Trail in one of Sarasota’s sought-after neighborhoods, Oyster Bay Estates, this stunning waterfront home is designed for those who appreciate breathtaking views and effortless entertaining. With a prime position on Sarasota Bay, this gated estate captures panoramic vistas of the city skyline, preserve and mangrove islands, and beyond. Blending timeless elegance with modern comforts, the home offers seamless indoor-outdoor living, quality finishes and thoughtfully designed spaces. A grand entrance sets the stage, with travertine stairs leading to stately double doors completed by a transom arch window. Inside, the living and dining areas boast a detailed coffered ceiling framed by a wall of sliders that showcase uninterrupted water views. A gas fireplace with a carved stone mantle anchors the space while custom wood shelving, wainscoting-lined hallways and artisanal millwork accentuate timeless craftsmanship. For culinary enthusiasts, the gourmet kitchen is functional and luxurious. Anchored by an oversized central island with a prep sink, it offers abundant workspace, granite countertops and custom wood cabinetry. A top-of-the-line Viking® appliance package pairs seamlessly with a Sub-Zero professional-grade refrigerator, while a deep basin sink and a spacious walk-in pantry with custom organization enhance convenience. An adjoining butler’s pantry elevates the space with glass-faced cabinetry, a beverage cooler and dishwasher drawers. The casual dining area is positioned to take in breathtaking water views, making every meal a scenic experience. The expansive great room boasts windows that capture views of mangrove islands, city lights and the tranquil waters beyond. Multiple bar areas, each equipped with beverage coolers, prep sinks, dishwasher drawers and granite countertops, ensure effortless entertaining. Retreat to the primary suite, a private sanctuary with a custom tray ceiling, a designer chandelier and bay windows that invite the amazing view in. The spa-inspired en-suite bath features travertine tile, dual vanities, a spacious walk-in shower with multiple showerheads, a jetted tub and an expansive custom-organized closet. A gracefully curved wood staircase ascends to the upper level, where four additional en-suite guest rooms offer luxurious accommodations, most with private balconies that frame breathtaking views. A three-stop elevator provides easy access across all levels. Ideal for large-scale entertaining, the home features a ground-level bonus area, storage and workshop, opening to the resort-style pool deck for seamless indoor-outdoor living. A private guest apartment, accessible via a separate staircase and above the garage, provides a serene retreat with a living room kitchenette, a spacious bedroom, a full bath and a private balcony. This estate has been thoughtfully crafted for elegance and entertainment, featuring Brazilian cherrywood floors, custom-trimmed doorways, wainscoting accent walls, crown molding, plantation shutters, custom-designed coffered and tray ceilings, and a central vacuum system, among other fine details. With stunning water vistas as its backdrop, this is more than just a home, it is a lifestyle conveniently near The Field Club, Southside Village and downtown Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5669 AMERICA DR, SARASOTA, FL 34231
$1,049,00056 Days on yellowkey MLS ID: A4683605
1 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1651 Built: 1976 Tax: $7,404 (2025)Community: Phillippi Gardens 04Spa: NoSingle Family
Taxes:$7,404
Remarks: Under contract-accepting backup offers. Inviting mid-century modern style home on a large high and dry, waterfront Philippi Creek lot. Recently updated with modern features while keeping the charisma of the original building design. With easy access to the waterways of Sarasota Bay and its proximity to restaurants and shops, this location can't be beat! Only 10 minutes to Siesta Key Beach and in a great school district. Features include a new Trex dock with a 10,000 pound lift for your boating pleasure, recent renovations of the kitchen and baths, 48 inch tile flooring, new garden lighting and an epoxy floor in the carport. Make this a must see and come make your Sarasota waterfront dreams a reality today!
Listing Agent: Maureen Morris (941-350-0807)
4013 RED ROCK LN, SARASOTA, FL 34231
$2,270,000388 Days on yellowkey MLS ID: A4646608
3 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2844 Built: 2021 Tax: $20,744 (2024)Community: Johnson EstatesSpa: NoSingle Family
Taxes:$20,744
Remarks: Under contract-accepting backup offers. Oversized lot, Newly Built, Granada & Red Rock Park Discover the ultimate blend of location, luxury, and lifestyle in this exquisite custom home, built in 2021 in the heart of it all . Set on an oversized 13,000+ sq. ft. lot in a peaceful, tree-lined cul-de-sac, this architectural masterpiece offers privacy and tranquility. Boasting four bedrooms, including two owner’s suites, and 3.5 baths, this thoughtfully designed residence embodies effortless elegance. The primary owner’s suite on the main level opens seamlessly to the private pool and lush backyard, while the second owner’s suite upstairs features a spa-inspired marble walk-in shower. Two additional bedrooms share a stylish Jack and Jill bath, each with custom-built closets and abundant natural light. Step inside to a soaring entryway with vaulted shiplap ceilings, wide-plank wood flooring, and expansive hurricane-impact windows and sliding glass doors, inviting the outdoors in. The open-concept living area is perfect for entertaining, flowing into a chef’s dream kitchen with a massive island, generous counter space, and premium finishes. Surrounded by lush landscaping and a fenced backyard oasis, this home is designed for seamless indoor-outdoor living. An extraordinary opportunity to own a new coastal contemporary gem in one of Sarasota’s most desirable locations, just moments from Siesta Key, The Field Club, Oyster Bay, and Southside Village.
Listing Agent: Inbal August (917-957-8111)
5381 PALOS VERDES DR, SARASOTA, FL 34231
$1,299,000101 Days on yellowkey MLS ID: A4677221
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1952 Tax: $7,868 (2025)Community: River ForestSingle Family
Taxes:$7,868
Remarks: Exceptional waterfront living on Phillippi Creek. This is a boater’s paradise with rare, unobstructed access to Phillippi Creek. This exceptional waterfront property offers 202 feet of solid seawall with no mangroves, expansive water views, and the privacy of a tucked-away cul-de-sac location. With ample space to park a boat or RV and a long private driveway, this home is perfectly suited for those who value both convenience and a true Florida waterfront lifestyle. A paver brick entry welcomes you to this Spanish Mediterranean–style residence, highlighted by a striking curved front door and timeless architectural details throughout. Inside, the open floor plan features tile flooring, graceful archways, wood crown molding, and wood beams in the living room. Large windows and sliding glass doors fill the home with natural light while framing stunning views of Phillippi Creek. The kitchen is designed for both functionality and entertaining, offering granite countertops, a large breakfast bar, custom cabinetry, and a spacious butler’s pantry. A separate laundry room includes built-in cabinetry for additional storage. The primary suite features sliding glass doors leading outdoors, creating a seamless connection to the waterfront setting. Step outside to enjoy a lagoon-style pool and the tranquil sights and sounds of the creek, ideal for relaxing or hosting guests. With direct water access, generous outdoor space, and a peaceful yet central location just minutes from Siesta Key, downtown Sarasota, and central Sarasota, this is a rare opportunity to own a private waterfront retreat with exceptional boating access and enduring architectural appeal. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Reeny Kaney (941-954-5454)
2548 RIVERBLUFF PKWY #V170, SARASOTA, FL 34231
$225,0002 Days on yellowkey MLS ID: A4690023
0 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1312 Built: 1971 Tax: $3,779 (2025)Community: Strathmore Riverside IiCondo
Taxes:$3,779
Remarks: Welcome to your slice of the Florida lifestyle at 2548 Riverbluff Pkwy, a rare opportunity to own a canal-front home with available dockage in Sarasota—and best of all, NOT located in a flood zone, offering peace of mind and added value. Nestled within the highly sought-after Strathmore Riverside 55+ community, this light and bright 2-bedroom, 2-bath residence with additional flex space provides the perfect blend of comfort and versatility. The bonus room can easily function as a home office, den, or potential third bedroom, ideal for today’s flexible living needs. The roof was replaced in 2024 and the interior of the property has been freshly painted. Enjoy tranquil water views and easy access for kayaking or boating with only one bridge to the Intercoastal Waterway. Whether you're sipping your morning coffee or entertaining guests, this home embraces the relaxed, waterfront lifestyle of the Suncoast. Residents of Strathmore Riverside enjoy an active, social atmosphere with a welcoming clubhouse featuring a full kitchen, library, and gathering spaces for events and activities, along with shuffleboard courts for friendly competition and community connection. Location is everything, and this home delivers. Just minutes from the historic Philippe Creek Estate, convenient shopping at Detwiler’s Farm Market, and only 2.6 miles to the world-renowned cool quartz sands of Siesta Key Beach—ranked the #1 beach in the USA. You’re perfectly positioned to enjoy the best of Sarasota’s coastal charm, dining, and outdoor recreation. This is an exceptional opportunity to enjoy affordable waterfront living in Sarasota with strong lifestyle appeal and everyday convenience.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
3210 GOLDEN EAGLE LN, SARASOTA, FL 34231
$284,00038 Days on yellowkey MLS ID: A4685477
REDUCED by $15,999 (5.3%) on 04/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1272 Built: 1984Monthly Fee: $333 Tax: $3,715 (2025)Community: Eagle ChaseVilla
Taxes:$3,715
Remarks: PRICE IMPROVEMENT! This bright and inviting 2-bedroom, 2-bath villa is located in the exclusive Eagle Chase community, a charming enclave of only 21 villas. The open floor plan features cathedral ceilings in the living room and luxury vinyl flooring (2025) throughout the main living areas. The living space has also been freshly painted, creating a light and welcoming atmosphere ideal for both everyday living and entertaining. Both bedrooms are generously sized, with well-appointed bathrooms offering comfort and convenience. Step outside to your private screened lanai overlooking lush landscaping, perfect for relaxing with morning coffee or unwinding in the evening Throughout the community, majestic oak trees create beautiful natural canopies, enhancing the peaceful setting and providing a serene retreat for residents and guests alike. This villa blends comfort and style, featuring thoughtful design and durable finishes, including a 2021 roof, 2020 water heater, and HURRICANE IMPACT WINDOWS throughout, offering added safety and peace of mind for new owners. The property also includes two reserved parking spaces, including a covered carport, providing convenience and protection for your vehicles. Eagle Chase offers quiet, well-maintained community living just minutes from Red Bug Slough Preserve, where nature lovers enjoy walking trails, biking, and birdwatching in a scenic natural setting. For beach enthusiasts, the villa is also just minutes from world-famous Siesta Key Beach, known for its powdery white sand and crystal-clear Gulf waters. Residents enjoy easy access to shopping, dining, and top-rated schools, combining coastal living with everyday convenience. Schedule your private showing today and discover the comfort and charm this villa has to offer.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
3541 WILKINSON WOODS DR #40, SARASOTA, FL 34231
$289,900153 Days on yellowkey MLS ID: A4672490
REDUCED by $5,000 (1.7%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1980 Tax: $3,658 (2025)Community: Wilkinson WoodsVilla
Taxes:$3,658
Remarks: One or more photo(s) has been virtually staged. Skip the renovation stress and discover an UNBEATABLE VALUE in this updated 2-bedroom, 2-bath attached villa, offering IMPACT WINDOWS, New A/C (2026) and NEWER APPLIANCES. Bathed in natural light, this home features elegant QUARTZ COUNTERTOPS throughout, designer LED-illuminated mirrors, and sleek, durable laminate flooring. Beyond the stylish interior lies a charming paver patio—a relaxing retreat for morning coffee or sunset breezes. Located in an enclave that feels like a hidden secret in South Sarasota, you are minutes from Siesta Key’s white sands, casual and world-class dining, entertainment...but miles from the stress of a fixer-upper. Experience just how effortless Florida living can be by taking this stylish, move-in-ready villa off your screen and scheduling your in-person tour today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Elisa Gersman (941-735-0595)
8280 VARENNA DR, SARASOTA, FL 34231
$565,0003 Days on yellowkey MLS ID: A4690407
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Monthly Fee: $701 Tax: $4,806 (2025)Community: Esplanade By Siesta KeySpa: NoSingle Family
Taxes:$4,806
Remarks: Beautifully maintained LAKEFRONT HOME with a fabulous lake view! With 1,639 square feet of living area, this thoughtfully designed residence features a private walkway to the front door. The front door has a sliding screen so you can enjoy the fresh Florida breeze. You enter this home and enjoy the very open great room accented by a high coffered ceiling. The design is the very popular Great Room open to the Kitchen floor plan. Separate Dining Room also features a high coffered ceiling accent. The kitchen is well-appointed with granite countertops, white cabinetry, stainless appliances, loads of kitchen cabinets and a pantry. The breakfast bar is ideal for casual dining or entertaining. There are two spacious bedrooms PLUS a den/office. Additional highlights include window blinds throughout, full patio slider vertical blinds, the den features a built-in home theater system with TV and surround sound and a Murphy bed for when extra guests visit! Enjoy the extended lanai accented by brick paver flooring and a beautiful lake vista! Lanai patio furniture, some great room furniture and bedroom furniture is included in the sale price. NEW hurricane rated windows plus the lanai has electric roll down hurricane protection. 2 car garage with storage shelves and pull down ladder with attic flooring for extra storage. This beautiful home is in close walking distance to the Clubhouse and resort pool. Esplanade by Siesta Key is a gated, amenity-rich community with an on-site manager, clubhouse with scheduled activities, resort-style pool and spa, fitness center, tennis and pickleball courts, dog park, and outdoor gathering areas overlooking the lake. IMPORTANT: The HOA Fee includes exterior landscaping care AND exterior building Maintenance, and the use of all the Club Facilities! Conveniently located near shopping, dining, and everyday conveniences, and just a short drive to Siesta Key Beach. Sarasota’s vibrant arts and cultural scene, along with nearby UTC Mall, provide endless options for entertainment and recreation.
Listing Agent: Dick Mclaughlin (941-954-5454)
1575 EASTBROOK DR, SARASOTA, FL 34231
$4,700,000403 Days on yellowkey MLS ID: A4643636
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4087 Built: 2025 Tax: $10,428 (2025)Community: Kentwood EstatesSpa: YesSingle Family
Taxes:$10,428
Remarks: Construction and staging have been completed in this stunning new home by award-winning Trinity Custom Homes. Discover luxury and innovation in this remarkable four-bedroom-plus-den, 5.5-bath, West-of-the-Trail home. This custom-designed residence showcases superior craftsmanship, offering a sophisticated blend of modern design and top-tier functionality. Every detail has been meticulously planned, from the gourmet kitchen, which features Thermador appliances, a 42-inch refrigerator, a five-burner gas cooktop, double ovens, and abundant pantry storage, to the great room plan with a soaring, vaulted ceiling, wood trusses with LED uplighting and fireplace, ideal for fabulous entertaining and everyday living. The dining area features an entertainment center that includes a U-Line wine cooler and ice maker, as well as an Elkay water bottle filler and chiller. No detail was overlooked, from the Level 5 drywall finishes on walls and ceilings to the custom cabinetry in the great room, office, and bedroom closets. The outdoor space offers a resort-style retreat overlooking a serene, spring-fed lake, featuring a PebbleTec surfaced pool and spa, a lanai cage with a Clearview enclosure, and a motorized sunshade screen. The outdoor kitchen, complete with a gas grill, elevates the alfresco dining experience. Advanced technology includes a whole-house alarm system with seven-camera surveillance, a Sonos multiple-zone audio system, and motorized shades. Dual Navien tankless water heaters, equipped with a circulation loop and open-cell foam insulation, ensure optimal energy efficiency. Two Trane variable-speed HVAC systems provide zoned climate control for enhanced comfort. Built for resilience and convenience, the home includes Anderson windows and doors, a 26-kilowatt Kohler generator, and a 1,000-gallon propane tank to support the entire house. The 400-amp electrical system, featuring two 200-amp panels, ensures reliable performance. Additional upgrades include custom-built-ins, wireless internet access points, and energy-efficient features such as advanced insulation and zoned HVAC. The split three-plus-car garages and a circular paver driveway provide ample space for vehicles and storage. Ideally located in the private community of Kentwood Estates, this home offers privacy and tranquility while being minutes from Siesta Key’s renowned beaches and downtown Sarasota’s vibrant entertainment, cultural attractions, shopping, and fine dining. This exceptional property presents a rare opportunity to experience unparalleled luxury and thoughtful design in one of Sarasota’s sought-after neighborhoods. Schedule your private showing today to envision your future in this extraordinary residence.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
3415 CLARK RD #215, SARASOTA, FL 34231
$149,900156 Days on yellowkey MLS ID: A4672004
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 555 Built: 1974 Tax: $2,029 (2024)Community: SiennaCondo
Taxes:$2,029
Remarks: TOP-FLOOR END UNIT WITH WATER VIEWS! Experience the ultimate 'plug-and-play' Florida lifestyle in this charming, turnkey-furnished retreat. Perfectly positioned in a maintenance-free, two-story building, this residence overlooks a peaceful pond and is ready for immediate move-in or rental. THE TURNKEY ADVANTAGE: Sold fully furnished, including a 50” Samsung Smart TV (Living Room) and a 43” Samsung Smart TV (Bedroom). Just bring your suitcase! PEACE OF MIND: Major updates are done—New Roof (2024), Range (2025), and HVAC/Water Heater (2018). Features include a private balcony with storage, in-unit stacked washer/dryer, and a pet-friendly policy for both cats and dogs. LOCATION: Just 4 miles to Siesta Key Beach. Enjoy the heated community pool and fitness center. Whether you’re looking for a seasonal escape or a rental-ready investment, this is the best value in 34231. View the 3D Virtual Matterport Tour by clicking on the link.
Listing Agent: Tessa Robbins, Pa (941-374-1345)
2763 WOODGATE LN #208, SARASOTA, FL 34231
$245,000415 Days on yellowkey MLS ID: A4641855
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 874 Built: 1979Monthly Fee: $630 Tax: $2,362 (2024)Community: Pinewood Village IiSpa: NoCondo
Taxes:$2,362
Remarks: Attention!!!! This CONDO has a NEW 12 MONTH LEASE at a GREAT Monthly RENTAL !!!! COMPLETELY FURNISHED!!!!Condominium!! Seasonal Snow Birds!!Full-Time Residents!! Investors!!! Great Condo to live-in or rent!!!Completely updated Condo Unit 5 miles from Siesta Key Beach fully furnished. All windows and sliding glass doors updated with UV hurricane Impact Glass!!! Pinewood Village has a Large Heated Pool, Clubhouse, Fitness Center and Shuffleboard Courts. Furniture includes 2 large HD TV's, kitchen was remodeled with Granite Countertops, Stainless Appliances, Wood Cabinets. Both bathrooms have been total re-done. The master suite bedroom has Plantation shutters for privacy, upgraded fixtures in the bathroom and a walk -in closet. Condo was replumbed, new A/C in 2018, and new kitchen in 2019. Centrally located minutes from beaches, shopping and in the Sarasota School District. The low monthly maintenance fees include Cable TV, Community Pool, Insurance, Maintenance Exterior, Maintenance Grounds, Pool Maintenance, Sewer and Water, and Pest Control. Private Storage Unit and Laundry facilities on Condo Floor, elevator and assigned parking. Tenant in place ready to sign an annual Lease with new owner, if desired!!
Listing is courtesy of: EVERBEST REAL ESTATE (941-587-7311)
Listing Agent: Harvey Wasserman (941-587-7311)
1680 BROOKHOUSE CIR #BR209, SARASOTA, FL 34231
$249,0007 Days on yellowkey MLS ID: A4689419
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 829 Built: 1980Monthly Fee: $584 Tax: $2,683 (2025)Community: Pelican Cove XviCondo
Taxes:$2,683
Remarks: Welcome to Pelican Cove, an award-winning, guard-gated community set on 75 acres of lush, tropical landscaping with a true Old Florida feel. Your new second-floor condo offers a bright, open layout with a spacious kitchen and a combined living/dining area—perfect for entertaining—enhanced by soaring cathedral ceilings. The condo is being sold fully furnished, making your move effortless. Step outside and discover miles of scenic walking trails that wind through a bird sanctuary and botanical gardens. Residents enjoy six heated pools, a well-equipped fitness center, four lighted tennis/pickleball courts, and three clubhouses with a full calendar of activities. For water lovers, Pelican Cove features a safe-harbor, 87-slip marina with a kayak launch and paddleboard access. Keep your boat right at home and enjoy direct access to the Intracoastal Waterway, Little Sarasota Bay, and the sparkling Gulf Coast. This highly sought-after Sarasota community offers an exceptional lifestyle, and this 1-bed/1-bath condo provides an affordable opportunity to make it yours. Enjoy morning coffee on the private patio off the kitchen, surrounded by nature. The main living area overlooks a peaceful preserve, creating the ideal indoor/outdoor Florida experience. Pelican Cove residents also receive a monthly newsletter filled with special events, classes, and community happenings—there’s always something to enjoy.
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
1521 S LAKE SHORE DR, SARASOTA, FL 34231
$5,980,000442 Days on yellowkey MLS ID: A4637673
REDUCED by $310,000 (4.9%) on 04/20/2026
Bed: 4 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 4866 Built: 2025Monthly Fee: $25 Tax: $7,375 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$7,375
Remarks: The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
4718 CRYSTAL AVE, SARASOTA, FL 34231
$525,00015 Days on yellowkey MLS ID: O6396425
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1533 Built: 1963 Tax: $3,021 (2025)Community: Riverwood Park AmdSingle Family
Taxes:$3,021
Remarks: Discover this charming fully furnished block home, turn key 3 bedroom/2 bath home located in Sarasota. 10-15 minutes to Siesta Key Beach, close to shopping, city and entertainment. This home is surrounded by beautiful mature gardens and has a spacious layout with abundant natural light. Inside you'll find a modern kitchen with updated appliances, inviting living spaces, a garage with laundry and sauna and a private backyard great for relaxation in a screened in lanai garden room. The home is being sold with high end furnishings, home decor, linens, dishes, etc. The neighborhood is safe and is walking distance to a highly desired A rated school. Don't miss the opportunity to explore this delightful home and come see it for yourself.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
3165 REGATTA CIR, SARASOTA, FL 34231
$485,00052 Days on yellowkey MLS ID: A4683961
REDUCED by $14,000 (2.8%) on 04/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1193 Built: 1964Monthly Fee: $6 Tax: $3,638 (2025)Community: Gulf GateSingle Family
Taxes:$3,638
Remarks: Completely remodeled with all work permitted and completed to the highest standards, this move-in ready Gulf Gate home lives large and showcases exceptional quality, thoughtful design, and true craftsmanship. Live where others vacation — perfectly positioned just 2.4 miles from the nearest Siesta Key beach access, placing world-renowned white sand beaches and breathtaking Gulf sunsets just minutes from your doorstep! The designer-curated kitchen features solid wood white shaker cabinetry, premium quartz countertops, a custom tile backsplash, and new stainless-steel appliances. Just off the kitchen, a spacious dining area is anchored by a beautifully crafted custom solid wood banquette with an integrated bookcase, bench seating, and built-in storage — a rare and functional design feature. Both full bathrooms have been beautifully renovated with new vanities, updated countertops, and custom tiled showers. Additional interior upgrades include new luxury vinyl plank flooring, fresh interior and exterior paint, new doors and trim, and updated lighting & fixtures. Indoor laundry adds everyday convenience. Major system improvements provide peace of mind, including new PVC underground sewer drain lines, new water lines, a new water heater, updated electrical panel, HVAC (2020), and a *BRAND NEW ROOF* (2026)! All windows are equipped with hurricane shutters. Designed for seamless indoor/outdoor living, multiple sliding glass doors open to a spacious screened and covered back porch featuring upgraded Trex decking — the perfect space for morning coffee or relaxed evenings under the twinkle lights. The backyard is truly special, highlighted by a custom PAVER FIRE PIT with built-in bench seating. Enjoy fresh landscaping, a new front paver walkway, and a large fenced backyard. Covered carport parking includes an outdoor storage closet, plus an additional shell parking space which provides plenty of parking. Centrally located on a quiet circle in prime Gulf Gate, this home offers easy access to world-famous Siesta Key Beach and is within walking or biking distance to an array of local restaurants and shopping in Gulf Gate. Publix, Trader Joe’s and Costco are all just minutes away, and Gulf Gate Elementary School is right around the corner. Solid short-term rental history available upon request. Turnkey furnishing option is also available which could make for an easy second home and/or Airbnb. Bright, cheerful, and beautifully finished — this home is truly move-in ready! Buyer’s agent to verify all MLS information including room sizes, utilities and HOA if applicable.
Listing is courtesy of: CARMEL PROPERTIES (941-416-6300)
Listing Agent: Jonah Wright (941-932-1661)
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