Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
443 BIRD KEY DR, SARASOTA, FL 34236
$2,275,00046 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$23,842
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
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)
5836 HELEN WAY, SARASOTA, FL 34243
$510,00051 Days on yellowkey MLS ID: A4682914
REDUCED by $9,000 (1.7%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2043 Built: 1990 Tax: $800 (2025)Community: Cedar Creek Unit 3Spa: NoSingle Family
Taxes:$800
Elementary School: Emma E. Booker Elementary
Remarks: LET THE SUN SHINE IN! Come explore this waterfront beauty in Cedar Creek with a VA assumable mortgage at 2.25% for Veterans or non - Veterans in North Sarasota, where serene pond views and indoor-outdoor living come together beautifully. This 3-bedroom, 2-bath home offers approximately 2,100 square feet of living space on a generously sized lot perfectly positioned to capture water views from nearly every room. Double front doors open to a vaulted-ceiling living room with sliders that immediately draw your eye to the sparkling salt water pool and wide pond view beyond. The natural light pouring in creates a warm and inviting first impression that only gets better throughout the home. Designed for both comfort and entertaining, the layout includes separate living and dining rooms plus a comfortable family room featuring a stone wood-burning fireplace and a full wall of custom built-ins adjacent to the kitchen. The bright kitchen offers shaker cabinetry, dark granite countertops, a pass-through window to the lanai, a newer dark stainless GAS range giving you the convenience of propane cooking — a true chef’s dream. All three bedrooms feature walk-in closets and mounted 50+” TVs, with the 2nd bath featuring a door to access the pool area. The spacious primary suite includes a custom-designed closet maximizing every inch of space and sliding glass doors that open directly to the lanai and salt water pool. Outdoor living shines with four sets of sliders leading to the pool area, creating seamless indoor-outdoor flow. The large lanai is under roof, offering plenty of room to add an outdoor kitchen and dining area. The screened pool enclosure was replaced in 2024, and poured sidewalks surround the home for clean, easy access all around. For peace of mind, major improvements include • Roof replacement in 2021 • New A/C and water heater in 2022 - there are so many features here, get the full list! Low HOA fees of just $200/quarter and no CDD make this home even more attractive. Location is here as this community is just 4 miles from UTC and all there is to do - restaurants, shopping, Benderson Park, and tons more close by! Don't let this opportunity pass you by!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Kim Rossi (941-928-4586)
4639 CHANDLERS FORDE #36, SARASOTA, FL 34235
$315,00077 Days on yellowkey MLS ID: A4681821
REDUCED by $15,000 (4.5%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2255 Built: 1983 Tax: $2,238 (2025)Community: The MeadowsSpa: NoVilla
Taxes:$2,238
Elementary School: Gocio Elementary
Remarks: Welcome home to one of the most charming and unique villa communities in The Meadows. Tucked beneath towering pines and oaks, this peaceful enclave offers the best of both worlds—quiet, country-style surroundings with the convenience of city living just minutes away. Step inside and you’ll immediately notice the soaring ceilings, open layout, and natural light that make this villa feel bright and welcoming. Meticulously maintained and lovingly cared for, this home is truly move-in ready. The spacious kitchen offers plenty of room for a cozy breakfast table, while the separate dining area is perfect for gatherings and special meals. The large living room is the heart of the home, featuring a wood-burning fireplace that adds warmth and character, along with a wet bar that makes entertaining easy and fun. All rooms are generously sized, including the comfortable primary suite with dual sinks, a large walk-in shower, and two roomy walk-in closets. Enjoy peace of mind with an AC approximately five years old, and the convenience of a two-car garage. While just steps from two community pools, the villa still offers a serene, private feel with lush views of trees and tropical landscaping. Perfectly located near UTC, Benderson Park, I-75, and only 15 minutes to downtown Sarasota and 20 minutes to the beaches, this home truly has it all. Homes like this don’t come around often—and this one is priced to sell. Don’t miss it.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Connie Lyke Brown Pa (941-302-1214)
3531 FOUNDERS CLUB DR, SARASOTA, FL 34240
$1,999,900138 Days on yellowkey MLS ID: A4672261
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3182 Built: 2013Monthly Fee: $500 Tax: $8,064 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$8,064
Elementary School: Tatum Ridge Elementary
Tax Year: 2024
Middle School: McIntosh Middle
Remarks: “The BEST” upscale Florida lifestyle just Reduced $100,000! AND FULLY FURNISHED! With fabulous furniture. Large lovely lanai with pool. Look no further than this immaculate Lee Wetherington custom-designed home in Sarasota’s premier gated golf community, The Founders Club, where all homes are custom built by premier builders. No CDD small HOA. Optional Golf. When you pull up to the home, you are greeted with a lovely paver driveway, exquisite and mature landscaping with inviting arches over the covered front entry. This FULLY FURNISHED 3-bedroom, 3.5-bath residence offers 3,182 square feet of thoughtfully designed living space on nearly half an acre. As you enter the home, there is an office near the front door, across from the dining room and great room. Features include soaring ceilings, abundant storage, and an open-concept layout that flows from the gourmet kitchen to spacious living and dining areas. All rooms are on one level, showcasing timeless architecture and high-end finishes. Sunlight pours through large windows in the elegant primary suite that frame serene views of the lush backyard. A private door offers seamless access to the pool and lanai for morning swims or evening relaxation. Two spacious walk-in closets, each custom-designed with built-in systems, provide organization and generous storage, elevating everyday living with comfort and sophistication. The primary bathroom is bathed in natural light and features a garden tub, walk-in shower, dual sinks, and a dedicated vanity area with seating—offering both comfort and functionality in a spa-like setting. Expansive windows and sliding glass pocket doors span the back of the home, offering beautiful views of the pool and spa. The covered lanai provides generous space for outdoor dining and relaxation, ideal for enjoying Florida’s year-round sunshine. Beyond the screened enclosure, a good-sized backyard bordered by mature trees and lush landscaping creates a private retreat for poolside enjoyment. A glimpse of the 17th hole of the championship golf course adds a scenic touch to this tranquil setting. Convenient to the pool is a bonus room with a bathroom for guest use. On the other side of the home from the primary bedroom is a guest suite with two additional bedrooms, each with ensuite baths. The Florida-style basement provides extra climate-controlled storage and the three-car garage has plenty of space for vehicles and a golf cart. Furniture is included- except for items marked in the home with a red dot. This home is truly move-in ready, so you could start enjoying the Florida lifestyle right away! Located within a 700-acre community offering a Robert Trent Jones Jr. championship golf course, fitness center, Har-Tru tennis courts, and Golf Hall, which is a 24,000 sq ft center of social activity, with fine and casual dining. The Founders Club neighborhood has a lot for residents. Convenient to hospitals, shopping, and dining, with easy access to Lakewood Ranch Main Street, Waterside Place, the University Town Center Mall, Sarasota/Bradenton International Airport, and I-75. The neighborhood is in close proximity to top-rated Sarasota County schools, including public, charter, and private options. The neighborhood is minutes from Sarasota’s world-renowned beaches and cultural attractions. NO CDD!! Call to set up a showing!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Christy May (781-258-6022)
640 N OSPREY AVE, SARASOTA, FL 34236
$1,295,000161 Days on yellowkey MLS ID: A4672346
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1738 Built: 2005 Tax: $7,718 (2025)Community: Gillespie Park SubSpa: NoSingle Family
Taxes:$7,718
Elementary School: Alta Vista Elementary
Remarks: Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
4623 LONGWATER CHASE #112 Bldg J, SARASOTA, FL 34235
$265,00016 Days on yellowkey MLS ID: A4689212
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1979Monthly Fee: $138 Tax: $2,821 (2025)Community: The MeadowsCondo
Taxes:$2,821
Remarks: This beautifully maintained second-story condo offers the perfect blend of comfort, style, and location. Featuring 2 spacious bedrooms and 2 full bathrooms, the home boasts a bright and open layout with sweeping views of the golf course—ideal for enjoying peaceful mornings or relaxing evenings. The updated primary bathroom provides a modern, spa-like retreat, while the newer kitchen is equipped with contemporary finishes and ample space for cooking and entertaining. The second bathroom has been refreshed with a brand-new vanity, adding a clean and stylish touch. Located in a vibrant, active community, residents enjoy access to two heated pools along with a wide range of amenities including golf, tennis, pickleball, and a fully equipped fitness center. Conveniently situated near restaurants, beautiful beaches, shopping, and the airport, this condo offers both tranquility and easy access to everything you need. Whether you're looking for a full-time residence or a seasonal getaway, this home delivers comfort, convenience, and an exceptional lifestyle.This well-maintained condo offers an exceptional opportunity for both homeowners and savvy investors. Featuring low quarterly maintenance fees, it provides affordable ownership without sacrificing comfort or convenience. The property allows monthly rentals, making it an ideal choice for generating consistent rental income or flexible short-term leasing options. With strong rental potential and investor-friendly policies, this condo is perfectly suited for those looking to maximize returns while enjoying a desirable living space.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Peg Schmitt (941-350-0552)
1104 WATERLINE CT, SARASOTA, FL 34240
$974,5005 Days on yellowkey MLS ID: A4689875
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2076 Built: 2023Monthly Fee: $422 Tax: $2,785 (2025)Community: Lakehouse CoveSpa: YesSingle Family
Taxes:$2,785
Remarks: Expansive WATER VIEWS from the spacious lanai set the tone for this beautifully designed home in Lakehouse Cove at Waterside, ideally positioned along the expansive, private setting of Lake Ibis and close to scenic walking trails. From the moment you arrive, the welcoming FRONT PORCH and clean architectural lines create a warm, polished first impression. Inside, natural light fills the home, highlighting MARBLE-LOOK PLANK TILE FLOORING throughout—no carpet anywhere—and creating a seamless, luxurious living environment. The open-concept design offers effortless flow, anchored by a stunning GOURMET KITCHEN featuring upgraded quartz countertops with full-height quartz backsplash, wall oven (convection) and microwave, expanded cabinetry, wine bar area with refrigerator, roll-out shelves in cabients and a spacious walk-in pantry with wood shelving, and a large center island ideal for gathering and entertaining. The living and dining areas are thoughtfully oriented to capture the home’s sweeping water views, enhancing the BRIGHT AND AIRY feel throughout. The primary suite provides a peaceful retreat with a generous walk-in closet and a beautifully appointed bath with dual vanities and a spacious walk-in shower. A well-appointed guest bedroom and a second full bath extends comfort and privacy, while details like wood shelving in all closets and pantry add both quality and function. The large FLEX ROOM WITH GLASS DOORS can be used as a den, office, exercise or hobby room. Most rooms have PLANTATION SHUTTERS and ceiling fans. Step outside and experience true indoor-outdoor living. The screened EAST-FACING lanai showcases a BEAUTIFUL SALT WATER POOL AND SPA set against a backdrop of wide, uninterrupted lake views across Lake Ibis—offering a sense of openness, privacy, and calm that is hard to find. The pre-plumbed area for an outdoor kitchen is ready for you to customize the outdoor space exactly the way you want it. Additional highlights include a spacious laundry room with utility sink and extra cabinetry, security system, along with a highly-valued 3-CAR TANDEM GARAGE (2 car garage with expanded storage area) providing flexibility for storage, hobbies, or a golf cart. HURRICANE IMPACT WINDOWS AND DOORS. Internet access and LAWN AND LANDSCAPE MAINTENANCE included in HOA Fee. Residents of Lakehouse Cove enjoy a lakeside clubhouse, resort-style pool and spa, fitness center, pickleball courts, dog parks, scenic walking trails, and water taxi access to Waterside Place for dining, shopping, and events—all just minutes from UTC, Lakewood Ranch Main Street, Sarasota Polo Club, and the Gulf beaches. Open. Light-filled. Exceptional views. A beautifully designed home centered around space, comfort, and effortless Florida living.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Vanessa Fauquier (941-402-9209)
5495 CYNTHIA LN, SARASOTA, FL 34235
$611,0006 Days on yellowkey MLS ID: TB8498165
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2198 Built: 1993Monthly Fee: $31 Tax: $5,889 (2025)Community: Deer HollowSingle Family
Taxes:$5,889
Remarks: Stop your search—this is the MOVE-IN READY gem you’ve been waiting for! Tucked away in the quiet, family-friendly enclave of Deer Hollow, this 3-bedroom, 2-bathroom pool home sits on an exceptionally SPACIOUS AND PRIVATE LOT at the end of a peaceful cul-de-sac. Every inch of this residence has been meticulously revitalized, boasting a BRAND NEW ROOF, new water heater, and updated AC and appliances for total peace of mind. Inside, you’ll find a FULLY UPDATED KITCHEN AND BATHROOMS, fresh designer paint inside and out, modern flooring, and upgraded lighting throughout. The versatile Florida room provides that essential ADDITIONAL LIVING SPACE for a home gym or private office, while the outdoor oasis beckons with a RECENTLY RESURFACED POOL and cozy fire pit area. Perfectly positioned near UTC MALL, BENDERSON PARK, AND DOWNTOWN SARASOTA, this home also features HURRICANE SHUTTERS to ensure AFFORDABLE INSURANCE. It truly is the TOTAL PACKAGE!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
5528 BURNT BRANCH CIR, SARASOTA, FL 34232
$470,0006 Days on yellowkey MLS ID: A4687561
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2137 Built: 2003Monthly Fee: $55 Tax: $5,181 (2025)Community: Forest CreekSingle Family
Taxes:$5,181
Remarks: One or more photo(s) has been virtually staged. Rarely available in sought-after Forest Creek, this charming Lennar-built Willow Model home offers over 2,100 sq.ft. of living space, with 3 bedrooms plus an office/den. From the moment you walk through the front doors, you will love the high ceilings and flowing floorplan that give this lovely home such an open, airy feeling. The spacious living/dining room areas are perfect for entertaining, and the island kitchen with breakfast space opens seamlessly into the family room for those casual gatherings with friends and family. You will appreciate the beauty and durability of the new epoxy countertops and stainless-steel dishwasher. An office/den conveniently abuts the family room and leads to the primary bedroom suite that offers a huge walk-in closet and large ensuite bath with dual sinks, an oversized walk-in shower, and a delightful corner garden tub. The guest wing off the kitchen offers two bedrooms, a hall bath with epoxy countertop, a tub/shower, and a laundry room with utility sink. The screened lanai overlooks the spacious corner backyard with ample room for a pool, if desired. Metal hurricane shutters, a Phoenix whole house dual water filtration system and window treatments/blinds are a few of the many desirable features of this lovely home. Exterior recently painted and new carpeting throughout the guest wing. Forest Creek is a small, beautifully maintained community in the heart of Sarasota with no CDD fees and a low quarterly HOA fee. Located in close proximity to I-75, Benderson Park, the UTC Mall area, and a short drive to downtown Sarasota and our world-class beaches, Forest Creek is the perfect place to call home!
Listing Agent: Ginger Wilson (941-330-9633)
7254 KODIAK LN, SARASOTA, FL 34240
$684,00042 Days on yellowkey MLS ID: TB8486718
REDUCED by $15,000 (2.1%) on 04/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2218 Built: 2025Monthly Fee: $375 Tax: $3,651 (2025)Community: Emerald Lndg/WatersideSingle Family
Taxes:$3,651
Remarks: Located in the heart of the vibrant Waterside district of Lakewood Ranch, this stunning home in Emerald Landing at Waterside offers the perfect blend of luxury living and unbeatable access to everything happening nearby. Just moments from the shops, restaurants, events, and waterfront atmosphere of Waterside Place, this home is ideal for buyers who want to enjoy a walkable lifestyle while still retreating to a beautifully designed private residence. Built by David Weekley Homes, the popular Bullhead floor plan offers 3 bedrooms, 2.5 bathrooms, a dedicated study, and an expansive upstairs loft across more than 2,200 square feet of thoughtfully designed living space. The soaring 12-foot ceilings in the main living area create an open, airy feel filled with natural light. Just off the entry, a private study with French doors provides the perfect home office or library. At the center of the home, the designer kitchen shines with a gas cooktop, under-cabinet hood, built-in microwave and oven, and an open layout that flows seamlessly into the living and dining spaces—ideal for both entertaining and everyday living. The first-floor Owner’s Retreat offers a peaceful escape with a spa-like bathroom featuring a freestanding soaking tub and a custom-organized walk-in closet. Upstairs, two additional bedrooms share a full bath alongside a spacious loft that works beautifully as a second living area, workspace, or flexible bonus room. Outdoor living is just as inviting with a charming front porch and a rear paver patio perfect for relaxing or entertaining. A rear-loading oversized two-car garage includes epoxy flooring, built-in cabinetry, overhead storage racks, and ample organization. Throughout the home, thoughtful upgrades elevate the space, including designer lighting, plantation shutters, custom closet and pantry systems, and impact glass for added peace of mind. Residents of Emerald Landing enjoy exclusive community amenities, including a resort-style pool, clubhouse, pickleball courts, dog park, and a unique water taxi that departs from the community dock to Waterside Place—home to the renowned Waterside Place Farmers Market every Sunday. If you’re looking for a home that offers luxury finishes, low-maintenance living, and the ability to walk, bike, or boat to the best dining, shopping, and events in Waterside, this one is a must-see. Schedule your private showing today.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Michael Chenkus (941-363-1883)
5019 STEVENS DR, SARASOTA, FL 34234
$669,90062 Days on yellowkey MLS ID: A4683765
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1592 Built: 1957 Tax: $5,172 (2025)Community: Sapphire HeightsSpa: NoSingle Family
Taxes:$5,172
Remarks: Fully renovated mid-century gem in the charming and highly coveted Indian Beach Sapphire Shores neighborhood of Sarasota. This exceptional three-bedroom, two-bathroom home has been lovingly preserved and thoughtfully restored with a strong emphasis on period-appropriate mid-century design and timeless style. Original terrazzo floors sparkle throughout the main living areas, honoring the home’s architectural roots. The fully renovated kitchen features new high-end appliances and blends seamlessly with the home’s classic aesthetic. The former Florida room has been transformed into comfortable year-round living space with permanent climate control, with the design anchored by an authentic vintage 1960s Preway wood-burning cone fireplace — a true statement piece. High-end mid-century light fixtures are showcased throughout, including multiple authentic Herman Miller pieces. Major updates provide peace of mind, including a new roof (2023), brand-new HVAC system and ductwork (2024), and a new solid wood privacy fence (2024). All bedrooms offer sizable closets, and the large zero-scaped front yard ensures beauty with minimal maintenance. The expansive backyard is a private retreat, featuring a generous paver patio and ample space for a pool or future additions. A newly installed barrel sauna and cold plunge create a spa-like sanctuary along the side yard, with convenient access from the principal suite. The true highlight of the home is the architect-designed principal bedroom and bathroom suite, completed in 2025 — an incredibly rare feature for this neighborhood and era. Designed as a private oasis, the light-filled bedroom includes a picture window and charming window seat, thoughtfully separated from the two guest bedrooms on the opposite wing of the home. The spacious en-suite bathroom is professionally interior designed and features high-end fixtures, a large walk-in shower, a freestanding spa tub, double vanity, and a walk-in closet. An exterior door provides direct access to the outdoor spa area for seamless indoor-outdoor living. Ideally located, this home is within a short distance to multiple beautiful waterfront parks and the renowned The John and Mable Ringling Museum of Art. Just five minutes to downtown Sarasota and ten minutes to the pristine beaches of Lido Key, you’ll enjoy the very best of Sarasota’s natural beauty and vibrant cultural scene — all from the comfort of your exquisitely restored mid-century home in one of the city’s most beloved neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Agnes Cameron (941-388-3966)
1141 MERLE WAY #14, SARASOTA, FL 34232
$210,00088 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. 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)
701 TYLER DR, SARASOTA, FL 34236
$5,995,000117 Days on yellowkey MLS ID: A4676329
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3832 Built: 1977 Tax: $26,279 (2025)Community: Lido Beach Div BSpa: NoSingle Family
Taxes:$26,279
Remarks: An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance. Independently certified appraisal on 03/05/2026 by Birkholz Appraisal Group: Value by sales comparison approach $5.9M and Value by cost approach $6.2M
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Mark J Baron (941-241-7633)
800 N TAMIAMI TRL #307, SARASOTA, FL 34236
$789,000111 Days on yellowkey MLS ID: A4676227
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1911 Built: 2007 Tax: $10,844 (2025)Community: AlinariSpa: NoCondo
Taxes:$10,844
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: One or more photo(s) has been virtually staged. An exceptional residence offering the scale and livability of a single-family home within a full-service community. This expansive, west-facing home spans 1,911 square feet and is thoughtfully designed with high ceilings, large windows, and abundant natural light. The open, flexible floor plan allows for multiple gracious living and sitting areas, or the opportunity to create a third bedroom — offering rare versatility to suit an evolving lifestyle. A wraparound, west-facing balcony — accessible from both the living room and the primary suite — extends the living space outdoors and showcases beautiful water and treetop views, perfect for enjoying sunset skies. The primary suite provides a serene retreat, while the additional rooms offer comfort and flexibility for guests, work, or creative use. A temperature-controlled storage unit is included for added convenience. Enjoy effortless access to the third-floor amenities, including a resort-style lap pool and spa, a state-of-the-art fitness center, and men’s and women’s saunas. The building delivers an elevated downtown lifestyle with 24/7 concierge service, on-site guest parking, guest suites, wine room, library, club room, business and conference facilities, a game room with pool table, and a brand-new private movie theater with stadium seating. A rare opportunity to experience refined, resort-inspired living where comfort, space, and lifestyle converge.
Listing Agent: Lisa Allen (312-848-1636)
724 CROSSWIND AVE, SARASOTA, FL 34240
$1,595,000112 Days on yellowkey MLS ID: A4673669
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2688 Built: 2021Monthly Fee: $419 Tax: $20,062 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$20,062
Remarks: MAJOR PRICE IMPROVEMENT - Welcome to 724 Crosswind Avenue, an elegant custom-built Lee Wetherington home that reflects timeless craftsmanship and thoughtful design. In a quiet, private enclave surrounded by lush preserves and vibrant wetlands, this 2,688-square-foot, single-story residence offers breathtaking views of abundant wildlife, including waterfowl, birds, deer and majestic eagles, creating a serene setting. Designed for relaxation and entertaining, the home features three spacious bedrooms, a private den and three full baths. From the moment you enter through the double glass doors, you’re greeted by a seamless, open flow and refined details throughout. The gourmet kitchen is a chef’s dream, showcasing top-of-the-line Monogram appliances, a gas cooktop, built-in ovens, custom wood cabinetry with deep drawers, quartz countertops and backsplash walls, a large walk-in pantry, and an oversized island with breakfast bar seating, ideal for casual dining and gatherings. The great room serves as the heart of the home, highlighted by soaring ceilings, built-in display shelving, and a dramatic wall of sliding glass doors that flood the space with natural light while opening to the lanai and preserving panoramic views of the surrounding landscape. The open-concept coastal design flows effortlessly into the dining area and kitchen, creating a warm, inviting atmosphere ideal for entertaining. A formal dining room is conveniently off the kitchen and features glass doors that lead to an outdoor dining area. The private den or office provides a peaceful retreat, complete with French doors for added privacy. The primary suite is a luxurious sanctuary featuring two custom-designed walk-in closets and a spa-inspired en-suite bath with dual vanities, a soaking tub and a floor-to-ceiling tiled walk-in shower. Two additional guest suites, each with its bath and generous closet space, ensure comfort and privacy for family and visitors alike. Step outside to your resort-style outdoor oasis designed for the ultimate Florida lifestyle. This exceptional space includes a heated saltwater pool and spa, a fully equipped outdoor kitchen, two covered loggias offering multiple entertaining areas and a panoramic screen enclosure with uninterrupted preserve views. Enjoy peaceful mornings on the lanai as you take in breathtaking sunrises and tranquil surroundings. Additional features include impact-resistant windows and doors, high and tray ceilings, crown molding, engineered hardwood and tile flooring throughout with no carpet, a spacious laundry room with ample storage, a separate climate-controlled storage room, and a three-car side-load garage with epoxy flooring. Plantation shutters, custom window treatments, built-in speakers, lush tropical landscaping, and accent lighting further enhance the home’s elegance and curb appeal. This custom Lee Wetherington home exemplifies a fusion of design and functionality, promising a life of unparalleled luxury and comfort all in Lakehouse Cove at Waterside. Lakehouse Cove community at Waterside boasts 20 serene shorelines, nature preserves and trails. Residents of Lakehouse Cove enjoy a richly appointed amenity center featuring a resort-style pool, spa, clubhouse with kitchen and scenic outdoor verandas, fire pits, pickleball courts, meeting and game room, and state-of-the-art fitness facility. Catch the Lakehouse Cove water taxi to Waterside Place Marina every Sunday for the farmers market.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
7916 MAINSAIL LN, SARASOTA, FL 34240
$1,999,990147 Days on yellowkey MLS ID: A4673579
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3217 Built: 2022Monthly Fee: $444 Tax: $19,690 (2024)Community: Lakehouse Cove/Waterside Ph 3Spa: NoSingle Family
Taxes:$19,690
Remarks: Not every home is simply built to be lived in; the most exceptional are crafted to be experienced. We invite you to discover this prestigious custom-built Lee Wetherington architectural masterpiece in LakeHouse Cove at Waterside. This home offers a floor plan that celebrates both scale and intimacy, set against the rare privacy of a protected preserve. Crafted with precision and curated with intention, it reflects the sensibilities of owners who value refinement at every turn. Step through the glass entry into soaring twelve-to-fourteen-foot ceilings, framed by expansive niches, custom lighting, and wide crown detailing. Walls of pocketing glass disappear and blend the interior with the outdoors in a way that feels effortless yet striking. Engineered wood floors flow through open living spaces, while an Arhaus Dandelion chandelier anchors the main gathering room with quiet drama. The kitchen is designed as both a showpiece and a place of purpose. Café Platinum appliances, including a five-in-one Advantium oven, and the custom wood hood and mantle elevate the space. A Ruvati forty-five-inch workstation sink takes functionality to a new level with the Dual-Tier collection that converts your sink into a full workspace. Heavy-duty cookware drawers and a walk-in pantry with custom carpentry ensure beauty and function remain in balance. The designer backsplash is an opulent luster that rivals mother-of-pearl, infused with flare straight from the sea and extending from counter to ceiling, complemented by under-cabinet lighting and discreet outlets that preserve clean lines. The primary suite is a retreat defined by thoughtful scale and elegant finishes. Two oversized walk-in closets with mirrored dressing space adjoin a bath featuring dual vanities, a deep soaking tub, and a triple-head shower with dedicated lines for comfort and performance. Two additional ensuite bedrooms, an office framed by solid core double pocket doors, and a versatile bonus room complete the interior. Beyond its beauty, this home is engineered for lasting comfort. PGT Low-E impact glass, whole-house water filtration with salt-free conditioning, a Navien tankless system with rapid hot water, dual HVAC air handlers, climate-controlled storage, and exterior security cameras with NVR reflect a commitment to quality. The outdoor living environment enhances the sense of privacy with its preserve backdrop. The lanai becomes a destination of its own with a summer kitchen featuring an oversized grill, a fire table lounge, and generous dining space that invites gatherings of every scale. The custom pool, complete with waterfall, sun shelf, and programmable lighting, transforms the setting into a resort-inspired centerpiece. Professional landscaping with dramatic uplighting frames the residence, ensuring it shines just as brightly at night. LakeHouse Cove is a lifestyle shaped by thoughtful amenities and natural surroundings. Residents enjoy a resort-style pool, fitness center, and clubhouse, along with kayaking, pickleball, and bocce. Hop on the community water taxi to Waterside Place or head to the boathouse to use the community kayaks. Acres of preserve and miles of shoreline create a natural rhythm, while Waterside’s vibrant lakefront town center offers dining, culture, and convenience within moments of home. This residence is a rare opportunity to own a home where architectural artistry, meticulous craftsmanship, and an extraordinary lifestyle come together in harmony.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Mike Polachek (941-524-0241)
226 GOLDEN GATE PT #32, SARASOTA, FL 34236
$819,000152 Days on yellowkey MLS ID: A4673403
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1454 Built: 1968 Tax: $5,507 (2025)Community: Harbor House WestCondo
Taxes:$5,507
Remarks: Renovated waterfront condominium in the sought-after Golden Gate Point neighborhood. Sleek modern design with open kitchen featuring custom cabinets, quartz counters and Kitchen-Aid appliances. Coveted great room design with crown molding, custom built-ins, modern light fixtures and luxury vinyl planking. Owners suite has 2 closets, updated bath with porcelain tile, sliding glass shower door and modern fixtures… both lighting and plumbing. Guest bath has been updated as well. Unit has laundry room with utility sink and more custom storage. All main living areas have picture perfect views from impact windows. Enjoy sunsets over the Ringling Bridge, views of Bird Key, an ever changing array of boats in the Bay, and even an occasional dolphin. The condominium association has done a modernization over the past few years. They have done a remarkable job creating an inviting, modern look to this building. Updated composite dock has room to enjoy the views of Sarasota Bay. Golden Gate Point is a short distance to Marina, The Bay Park, Harts Landing, Lido Beach, St Armands Circle, downtown’s culture district, restaurants and shoppin
Listing Agent: Tammy Garner (941-374-4161)
4489 LONGMEADOW #74, SARASOTA, FL 34235
$293,900196 Days on yellowkey MLS ID: A4668216
REDUCED by $2,000 (0.7%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1182 Built: 1984 Tax: $2,800 (2024)Community: Woodland GroveCondo
Taxes:$2,800
Remarks: This move-in-ready 2 bedroom, 2 bath condo has been tastefully updated with designer touches. New high impact, hurricane rated sliders and windows make this perfect for year round or seasonal living. Upscale crown molding throughout and no pop-corn ceilings. There is Bamboo flooring with new base boards in all rooms. New tile in the Florida room, bathrooms and laundry room. All closets have custom designed wood shelving along with extra cabinets and storage in the laundry room and primary suite. The owner added additional lighting and ceilings fans. The gourmet kitchen boasts quartz counters, newer appliances and extra cabinets and storage. Enjoy morning coffee or evening beverage from the very private Florida room overlooking the trees and golf course. Woodland Grove is well maintained, has low quarterly fees and is nestled in the active community known as The Meadows. As a resident you will have access to the public and private amenities at The Meadows Country Club (membership is not mandatory) including three 18 hole golf courses, 15 Har-Tru tennis courts, pickleball courts, newly renovated fitness center and 17 miles of walking trails. Renaissance benefits are available for residents. Live your best Florida lifestyle while being close to Dining, Doctors, Downtown Cultural Venues, University Town Center and Whole Foods. Mote aquarium is 2 miles away. Enjoy viewing the Olympic rowing at nearby Benderson Park. You won't be disappointed.
Listing is courtesy of: GALLERY PROPERTIES INTERNATION (941-957-0833)
Listing Agent: Alice Sciarrino (941-266-4553)
1111 N GULFSTREAM AVE #9F, SARASOTA, FL 34236
$769,000207 Days on yellowkey MLS ID: A4663815
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1577 Built: 1974Monthly Fee: $1,600 Tax: $11,054 (2024)Community: One WatergateCondo
Taxes:$11,054
Remarks: This is a fantastic chance to own a corner unit in the heart of downtown Sarasota on the 9th floor, where you can bring your unique design ideas to life. You could even open up some walls to create an open floor plan in the kitchen. The condo has stunning panoramic views that stretch from Siesta Key to Lido Key, Longboat Key, and beyond. The common area and lobby are currently being renovated, so you’ll get a fresh and modern vibe. From every room, including the spacious wrap-around balcony or porch, you can enjoy the beautiful waterfront of Sarasota. The kitchen, dining, and living spaces are surrounded by floor-to-ceiling impact-rated windows and doors, so you’ll have plenty of natural light. One Watergate is a top-notch downtown community that offers resort-style amenities to make your living experience even better. These amenities include a heated pool, barbecue/picnic area, tennis and pickleball courts, fitness center, and clubroom, all on beautifully maintained grounds. You’ll also have onsite management, assigned parking, guest parking, electric auto charging stations, and bike/kayak storage. One Watergate’s prime location makes it easy to get to all the great places to eat, go to the theater, shop, and explore Sarasota. If you’re looking for a peaceful and desirable place to live, this unit is the perfect opportunity to make your dreams come true.
Listing Agent: Babette Paige (941-587-1045)
1314 GRANTHAM DR, SARASOTA, FL 34234
$310,000157 Days on yellowkey MLS ID: A4672819
0 Days Off yellowkey (back on 4/26/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1769 Built: 2020Monthly Fee: $299 Tax: $3,729 (2024)Community: Bradford Manor TwnhmsTownhouse
Taxes:$3,729
Remarks: Under contract-accepting backup offers. FIRM NEW PRICE - NOW ONLY 310,000. While everyone else is settling for older outdated townhomes, this one just got even more affordable. A brand-new price on a 2020-built, move-in-ready townhome in a gated Sarasota community — modern finishes, contemporary construction, and a location that's only getting better. The home delivers everything you want: Bright open-concept living with tile floors, a granite kitchen with wood cabinetry, oversized breakfast bar, and a screened lanai that makes outdoor living effortless. Upstairs, three bedrooms, a smartly placed laundry area, and a primary suite with dual sinks, walk-in shower, and a serious walk-in closet. One-car garage, hurricane shutters, community pool and spa. Pet-friendly. No CDD fees. HOA that won't break the bank. The location is the real story. Minutes to SRQ Airport, Gulf beaches, and downtown Sarasota's restaurants and arts scene. And right next door? Gracewater — one of Sarasota's hottest new luxury developments — is already pushing values up in this corridor. You're not just buying a home, you're buying into a neighborhood on the rise. The window won't stay open long — call to schedule your private showing now.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tina Clements (941-313-4175)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.