Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
70 AVENIDA VENECCIA #202, SARASOTA, FL 34242
$6,900,000458 Days on yellowkey MLS ID: A4637462
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3550 Built: 2025 Tax: $7,518 (2023)Community: Sunset BeachCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,518
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2023
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Under Construction. One or more photos have been virtually staged. Currently under construction with an estimated completion in the first half of 2026, Sunset Beach embodies the pinnacle of luxurious beachfront living on Siesta Key. Nestled within a neighborhood-inspired enclave surrounded by newly built homes, it offers a prime location just steps from the vibrant shops and restaurants of Siesta Key Village. This exclusive collection of 11 exquisitely designed residences redefines coastal luxury, offering unparalleled Gulf views and seamless integration with the natural beauty of its surroundings. At Sunset Beach, every detail of the residences has been thoughtfully crafted to elevate your living experience while embracing the beauty of Siesta Key’s Gulf-front serenity. Each home begins with direct private elevator entry, ensuring privacy and exclusivity from the moment you arrive. Once inside, you’ll be greeted by 10-foot ceilings, floor-to-ceiling windows, and oversized terraces that frame spectacular Gulf views, offering seamless indoor-outdoor living. The spacious layouts are perfect for living, dining, and entertaining, featuring custom kitchens and bars equipped with Sub-Zero and Wolf appliances, ensuring a culinary experience as refined as the setting. The solid-core 8-foot-high entry and interior doors, floor-to-ceiling hurricane-resistant balcony sliders with laminated solar-tint glass, and glass balcony railings harmonize style with durability, ensuring your home is both beautiful and secure. To enhance your comfort and convenience, the residences are pre-wired for state-of-the-art Smart Home technology, allowing you to tailor your living environment with ease. Outdoors, the terraces feature elegant stained tongue-and-groove ceilings, providing a warm, timeless aesthetic to complement the panoramic Gulf views. Whether you’re relaxing in solitude or entertaining guests, these terraces are the perfect space to savor the beauty of the coastline. At Sunset Beach, the thoughtful design and high-end finishes ensure every moment feels luxurious, from your private retreat to the breathtaking surroundings of Siesta Key. Every feature has been carefully curated to provide the ideal balance of comfort, style, and functionality in a beachfront sanctuary that truly redefines coastal living. Don’t miss your opportunity to own one of these exclusive residences. Spend your day relaxing by the poolside or take a few steps to a beachside lounge chair, where you can relax under an umbrella and enjoy the stunning views of crystal-clear water and white sand. Amenities include a beachfront swimming pool, spa, cabanas, and fire pit, lounge chairs, umbrellas, kayaks, paddle boards, and bikes, a state-of-the-art fitness center, beachfront grilling area, and private on-site storage units.Contact us today to schedule your private tour of Sunset Beach and take the first step toward living your coastal dream. Your new chapter of beachfront luxury begins here.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-867-9866)
Listing Agent: David Lehrman (941-321-5595)
459 WINGFIELD DR, SARASOTA, FL 34237
$1,249,00045 Days on yellowkey MLS ID: A4685397
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2108 Built: 2021Monthly Fee: $297 Tax: $10,780 (2025)Community: Payne Park VillageSingle Family
Taxes:$10,780
Elementary School: Alta Vista Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. This is the one * WELCOME TO YOUR BEAUTIFULLY DESIGNED SINGLE FAMILY HOME IN RARELY AVAILABLE PAYNE PARK VILLAGE, IN THE HEART OF DOWNTOWN SARASOTA * If you want PRIVACY this home is for you! * SPACIOUS BACKYARD with a Covered Lanai * Custom Landscaping with Coconut Palm and 3 sitting areas to relax in your slice of paradise * Outdoor Shower * Plenty of room to add an outdoor grill * Your backyard gate is just steps away to The Legacy Trail * This is a ONE OF A KIND SETTING and definitely a PREMIUM UPGRADED LOCATION * No neighbors on 3 sides * Dead end street with no through traffic * Built in 2021 with HURRICANE IMPACT GLASS WINDOWS & DOOR, this home has been THOUGHTFULLY REIMAGINED BY THE CURRENT OWNER with NEW Quartz Countertops, NEW Paint, NEW Custom Designs Throughout, NEW Restoration Hardware Lighting – the list goes on & on * Chef’s Kitchen showcases UPGRADED Thermador Stainless Steel Appliances, Built-in Oven, Separate Cook-top, and Wine Cooler * The Kitchen is open to the Great Room & Dining Room * You will enjoy an ABUNDANCE OF NATURAL LIGHT with additional windows since this is an END UNIT HOME * 3 Bedrooms & 3.5 Baths * Wood Floors * 3 Levels * A true Primary Retreat with Pecky Cypress Ceiling & a Spa-style Bath featuring a Free-standing Tub, Walk-in Shower, Dual Vanities & SPACIOUS Walk-in Closets * A very nice Laundry Room with additional counter-space * Private Setting * 2 Car Garage on a dead end street * You will NOT find another home like this at this price * LOW HOA FEE * NO CDD FEE * Living in Payne Park Village places you in one of Sarasota’s most vibrant & centrally located neighborhoods, where urban convenience meets expansive green space and is nearby the popular Legacy Trail. Residents enjoy exclusive access to a private community amenity center with a Heated Pool and Spa, while Payne Park itself offers tennis courts, pickleball, disc golf, skate park & a playground. With downtown Sarasota’s dining, arts, and cultural destinations moments from your door, this home offers a rare balance of city living, outdoor freedom, and low-maintenance luxury. * One look & you’ll fall in love *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
1349 GRAND BLVD #1006, SARASOTA, FL 34232
$325,000176 Days on yellowkey MLS ID: A4670997
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1308 Built: 1972 Tax: $849 (2024)Community: Forest Pines 10Villa
Taxes:$849
Tax Year: 2024
Remarks: Welcome to Forest Pines, a friendly 55+ community in the heart of Sarasota’s Pinecraft area. This light-filled villa offers a comfortable, open layout with tile flooring throughout and spacious bedrooms for easy living. The floor plan includes a dedicated laundry room with utility sink, covered entry and carport with extra storage, and a paver patio out back for relaxing outdoors. The primary suite features a makeup vanity and generous closet space. Added peace of mind: this property is not in a flood zone and has had no flooding during recent storms. Residents enjoy a low-maintenance lifestyle with access to community amenities and a welcoming neighborhood atmosphere. Association fees include cable TV, common area taxes, community pool, escrow reserves, lawn and grounds care, management, pool maintenance, and private road upkeep. Conveniently located just minutes from restaurants, shopping, parks, downtown Sarasota, beaches, and The Legacy Trail, this villa offers comfort, value, and an easy Florida lifestyle in one of Sarasota’s most walkable and social locations.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
3317 PINE VALLEY DR, SARASOTA, FL 34239
$599,900242 Days on yellowkey MLS ID: A4663718
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1964 Tax: $4,160 (2024)Community: Frst Lakes Country Club EstatesSingle Family
Taxes:$4,160
Elementary School: Wilkinson Elementary
Remarks: REMODELED SPACIOUS OPEN FLOOR PLAN IN FOREST LAKES COUNTRY CLUB CLOSE TO GOLF COURSE THIS CLASSIC FEATURES A NEW KITCHEN WITH A TON OF SHAKER CABINETS AND QUARTZ COUNTER TOPS. ALL NEW STAINLESS APPLIANCES INCLUDING A KITCHENAIDE FRENCH DRAWER REFRIGERATOR.THE REMODEL INCLUDED NEW HURRICANE RATED WINDOWS THROUGHOUT AND A NEW BARREL TILE ROOF. THE INTERIOR IS FRESHLY PAINTED AND HAS ALL NEW DOORS. THE FLOORS FEATURE A MODERN WOODLIKE LAMINATE WHICH GIVES THE INTERIOR A WARM COZY FEEL. BATHROOMS WERE UPDATED WITHOUT NEW VANITIES SHOWER TILE AND STYLISH ARMITAGE AQUA FIXTURES. THE INTERIOR HAS MANY 54" CASA SALERNO CEILING FANS. HUGE FAMILY ROOM WITH FIVE PICTURES WINDOWS OVER LOOKING A SHADY BACKYARD BRINGS A TOUCH OF NATURE INSIDE.THIS EKEGANT HOME ALSO FEATURES A NEW TANKLESS HOT WATER HEATER, NEW LANDSCAPING BEDS, MYRAID OF CLOSET SPACE AND FRESHLY PAINTED EXTERIOR. THE ONLY THING MISSING IS YOU AND YOUR FRUNITURE!!
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
3247 ALEX FINDLAY PL, SARASOTA, FL 34240
$995,000199 Days on yellowkey MLS ID: A4668327
1 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2228 Built: 1991Monthly Fee: $369 Tax: $9,385 (2024)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$9,385
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Prestigious Laurel Oak Estates, this beautiful private Lakefront home enjoys serene water views and the added backdrop of an adjacent natural preserve, creating a peaceful, secluded setting on an expansive 0.49 homesite with room for future additional expansion. Situated behind the guard-gated community of Laurel Oak Estates on a cul-de-sac, this three-bedroom, two-bath residence plus den features a bright, open great room floor plan with neutral colors and a new gourmet kitchen with granite countertops, white cabinetry, and a large island perfect for entertaining. Your primary retreat overlooks the screened, covered lanai with desirable eastern exposure and a spacious pool and sparkling lake—ideal for enjoying Florida’s indoor-outdoor lifestyle. Updates include a newer insulated tile roof, pool re-surfaced, heat pumps for house and pool, porcelain flooring, light fixtures, entry doors, irrigation controls, abundant natural light, and a two-car side-entry garage with an expansive driveway. Convenient to shopping, dining, churches, and top-rated schools, including The Classical Academy for grades pre-school through twelve grade. Optional Laurel Oak Country Club membership offers two Championship golf courses, Har-Tru tennis, Pickleball, dining, an active social calendar, and reciprocal privileges with Bird Key Yacht Club. Ownership includes priority placement on the Laurel Oak Country Club membership waitlist. Move-in ready and ready to enjoy the best of Florida living. Come live the Lifestyle at Laurel Oak Estates!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Linda Dooley (941-400-7359)
1825 PARAKEET WAY #503, SARASOTA, FL 34232
$182,50087 Days on yellowkey MLS ID: A4680435
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1049 Built: 1970 Tax: $2,324 (2025)Community: Vistas On BenevaCondo
Taxes:$2,324
Remarks: Worry free, hassle free, and arguably the best view in the community with a golf course views from the back and pool views from the front. This two-bedroom, two-bath, second floor condo in Vistas on Beneva has had all the important mechanical updates and upgrades as well as move-in ready cosmetics including fresh paint, and freshly cleaned carpet and tile, newer kitchen appliances, lights, fans, deck and screen, newer toilets and modern bathrooms. You’ll have peace of mind with impact windows throughout, a new, upgraded electrical panel with surge protection, newer AC with transferable warranty, and a new roof on the building. The lifestyle is unbeatable at this price. You’ll enjoy tranquil golf course views from the deck, views of the well-kept community pool, easy access to the fitness room and pool, storage for your bicycles and easy access to The Legacy Trail. This condo comes with a carport parking spot (rare in this community). Condo fee of $652 per month includes the use and maintenance of the recreational facilities (pool, fitness room), sewer and water, bicycle storage, pest control and insurance for the building, grounds maintenance, and an on-site manager. Two pets are allowed. Owners may rent their units out for a minimum of 1 month, up to 3 times per year. Vistas on Beneva is conveniently located between Bahia Vista and Webber, offering quick access to Siesta Key, downtown Sarasota, Lido Key, St. Armands Circle, Sarasota Memorial Hospital and several golf courses.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
1864 GOLDENROD ST, SARASOTA, FL 34239
$1,695,000108 Days on yellowkey MLS ID: A4676645
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2307 Built: 2003 Tax: $7,463 (2024)Community: Poinsettia Park 2Single Family
Taxes:$7,463
Elementary School: Southside Elementary
Remarks: BEST VALUE WEST OF THE TRAIL! OVER $250,000 PRICE IMPROVEMENT! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality appointments that abound with tray and coffered ceilings, custom built-ins and niches, gas fireplace, gorgeous and rare coquina stone floors. This 4 bedroom (one a custom designed office), 3 bath, 3-car garage home features a new island kitchen with custom and glass front cabinets, stainless steel appliances, decorative backsplash and beautiful quartz counters. The tranquil primary retreat overlooks the lanai and pool and features a walk-in closet with built in closet system, wood floors and an incredible ensuite bath. This newly renovated primary bath exudes luxury with custom cabinetry, upscale finishes, and features a walk-in shower for a spa-like experience. The split floor plan showcases two additional guest bedrooms (one with a custom Murphy bed and office) each with access to newly renovated bathrooms. The high ceilings and 3 sets of sliding glass doors flood the open floor plan with natural light, while custom finishes and soft contemporary décor create an atmosphere of effortless sophistication. The very private lanai with a screened pool, new pool heater, fiber optic lighting, Pebble tec finish, pool bath and outdoor shower is surrounded with lush vegetation, perfect for entertaining and outdoor relaxation. The paver driveway and side-entry 3 CAR garage adds additional built-in storage, a 2nd refrigerator and fabulous curb appeal. Within city limits, this residence offers the option of a part-time stay, allowing for potential short term rental income. When you want to enjoy the neighborhood, you are minutes away from downtown Sarasota’s cultural scene, Siesta Key Beach, Southside Village shops and restaurants. World-class health care is located steps away at Sarasota Memorial Hospital’s main campus. This home has it all -- a sanctuary feel AND all the amenities you desire at your fingertips.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
5300 OCEAN BLVD #202, SARASOTA, FL 34242
$1,130,000105 Days on yellowkey MLS ID: A4678274
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1973 Tax: $9,941 (2025)Community: Terrace EastCondo
Taxes:$9,941
Remarks: Step inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
743 STONECREST DR, SARASOTA, FL 34232
$719,999324 Days on yellowkey MLS ID: A4654945
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2197 Built: 2003Monthly Fee: $50 Tax: $3,149 (2024)Community: The Oaks At Woodland Park Ph 2Single Family
Taxes:$3,149
Elementary School: Fruitville Elementary
Remarks: Welcome to a hidden gem in the heart of Sarasota, nestled within an intimate community of just 77 homes. This beautifully maintained four-bedroom residence offers the perfect blend of comfort, style, and Florida charm. With an open-concept layout and warm maple wood flooring throughout the main living spaces, it’s ideal for both relaxed family living and entertaining guests. The kitchen is a dream for home chefs, featuring 42” cabinetry, granite countertops, under-cabinet lighting, a walk-in pantry, and a smart layout that makes meal prep a breeze. The family room, formal dining, and living areas flow effortlessly together, creating a welcoming space full of natural light. The oversized primary suite serves as a true retreat, offering direct access to the lanai through sliding glass doors. The ensuite bathroom boasts double vanities, a relaxing garden tub, and a sleek glass-enclosed walk-in shower. Each of the additional bedrooms is generously sized, with one currently being used as a home office. A guest bathroom conveniently opens to the pool area—perfect for rinsing off after a swim. Step outside to your private backyard oasis, where a pavered lanai with wood-paneled ceilings provides the ideal setting for alfresco dining or simply unwinding. A heated pool and spa elevate everyday living, making it easy to enjoy Florida’s sunny lifestyle year-round. Lush landscaping adds to the tranquil ambiance. Ideally situated near both downtown Sarasota and I-75, this location offers unmatched convenience. And with the Gulf Coast’s world-renowned beaches just a short drive away, this home truly offers the best of Sarasota living. Don't wait, schedule your showing today!
Listing is courtesy of: SARASOTA LAND AND HOMES LLC (941-320-6687)
Listing Agent: James Hirschman (941-320-6687)
1035 SEASIDE DR #404, SARASOTA, FL 34242
$2,650,000161 Days on yellowkey MLS ID: A4672742
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1646 Built: 2023 Tax: $18,228 (2024)Community: Ten35 SeasideCondo
Taxes:$18,228
Remarks: Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program and is already completely booked for the current season, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.
Listing Agent: Jeff Lauer (941-441-6555)
111 GOLDEN GATE PT #802PH, SARASOTA, FL 34236
$5,995,000105 Days on yellowkey MLS ID: A4678103
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3576 Built: 2024 Tax: $77,424 (2024)Community: EvolutionCondo
Taxes:$77,424
Middle School: Booker Middle
Remarks: Now offered with the exceptionally curated selection of designer furnishings valued at over $350,000, this rare opportunity allows you to own the complete luxury lifestyle—furnished and move-in ready, (excludes artwork and personal effects.) Asking $5,995,000 over $1,250,000 below what the sellers have into this UNMATCHED VALUE penthouse at The Evolution is downtown Sarasota's most exclusive high-rise opportunity - and is just steps away from dining and downtown living. Builder William Voller said about Evolution, "It's a landmark in Sarasota! We are very proud of this building." This one-of-a-kind, TOP-FLOOR PENTHOUSE spans 3,527 SQ FT of interior living plus 562 SQ FT of wraparound TERRACE SPACE across THREE generous balconies for endless possibilities of indoor/ outdoor living. Offering FOUR BEDROOMS plus a DEN and 4.5 BATHS, this residence provides the comfort of a single family home with the elegance of HIGH-RISE LIVING. Sweeping NORTH, EAST, and SOUTH WATER VIEWS showcase SARASOTA BAY, the GULF, MARINA, and the CITY SKYLINE. FLOOR-TO-CEILING WINDOWS fill the home with natural light and allow year-round coastal breezes, and designer LUTRON ELECTRONIC SHADES grace each window, allowing privacy with ease. Interior features include ONYX QUARTZ COUNTERTOPS, PORCELAIN TILE SLABS, oversized PORCELAIN FLOORING, DESIGNER LIGHT FIXTURES, and CUSTOM EUROPEAN CABINETRY in the kitchen, baths, and closets. The PRIMARY SUITE features SILK WALLPAPER, and a SPA-INSPIRED BATH with dual sinks, a freestanding soaking tub, and onyx quartz and porcelain slab finishes. The CHEF'S KITCHEN includes WOLF APPLIANCES, sub-zero fridge-freezer with filtered water feature, induction cooktop, steam oven, built-in coffee station, a wine refrigerator, and a HIDDEN WALK-IN PANTRY. Imported European fixtures complete the space. Enjoy THREE WRAPAROUND TERRACES for ALFRESCO DINING, YOGA, or SUNSET COCKTAILS. The unit includes a DEEDED PRIVATE TWO-CAR GARAGE and is MOVE-IN READY with every upgrade imaginable. Community amenities at THE EVOLUTION include a POOL WITH OUTDOOR KITCHEN, FITNESS CENTER, YOGA ROOM, SAUNA, CLUB ROOM, and a ROOFTOP TERRACE with PANORAMIC VIEWS, OUTDOOR LOUNGE, SPA, and FIREPLACE. Experience the pinnacle of WATERFRONT LUXURY in DOWNTOWN SARASOTA's largest and most exclusive penthouse residence at THE EVOLUTION, a boutique community designed by architect MARK SULTANA, DSDG. With only 20 RESIDENCES, this is a rare opportunity to own one of Sarasota's most exclusive penthouses. Schedule your private tour today and experience the ultimate in penthouse living. Square footage developer plans. Buyer to verify dimensions. Golden Gate Point improvement and maintenance built into taxes.
Listing Agent: Melissa Gissinger (941-404-2722)
2227 GROVE ST, SARASOTA, FL 34239
$375,00065 Days on yellowkey MLS ID: A4683681
0 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1002 Built: 1957 Tax: $4,790 (2025)Community: South GateSingle Family
Taxes:$4,790
Remarks: Discover timeless charm at 2227 Grove Street, Sarasota, FL 34239 a stunning mid-century modern gem infused with an authentic Old Florida vibe. Step inside to admire the beautifully preserved original terrazzo floors, radiating the character of the 1950s. Nestled in a prime location, this home offers effortless access to the pristine beaches and vibrant downtown Sarasota, perfectly blending classic style with modern convenience. Your slice of Sarasota paradise awaits.
Listing Agent: Robert Krasow (941-363-6507)
1856 WOODHAVEN CIR, SARASOTA, FL 34232
$575,00044 Days on yellowkey MLS ID: A4686039
1 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1486 Built: 1979Monthly Fee: $18 Tax: $5,642 (2025)Community: TamaronSingle Family
Taxes:$5,642
Remarks: Welcome to your private poolside retreat in the desirable Tamaron community of Sarasota. This beautifully updated 3-bedroom, 2-bath home offers a seamless blend of comfort, style, and Florida outdoor living. From the moment you step inside, you’re greeted with tranquil pool and spa views, available from nearly every room. The fully fenced backyard is a true oasis; a setting that creates both privacy and serenity. Start your mornings in the spacious primary suite, where sliding glass doors lead directly to the pool, and enjoy the convenience of an ensuite bath and walk-in closet. Designed for both everyday living and entertaining, the open split floor plan features bamboo flooring throughout the main living areas and a warm, inviting layout. The kitchen is thoughtfully updated with stainless steel appliances, abundant cabinetry, under-cabinet lighting, and granite counters. It flows effortlessly into a charming keeping room with a built-in buffet—perfect for casual dining or a relaxed conversation setting. A combined living and dining space offers additional flexibility for hosting gatherings. On the opposite side of the home, two guest bedrooms and a full bath provide comfort and privacy for family or visitors. Additional features include a 2-car garage with laundry and extra storage, central vacuum system, hurricane shutters, and outdoor storage sheds. Major updates include a new roof and fully owned solar panels (2024), adding both value and energy efficiency. Tamaron residents enjoy a peaceful neighborhood setting with a nature preserve, ponds, walking trails, sidewalks, and a playground. Ideally located just minutes from shopping, dining, downtown Sarasota, the Legacy Trail, and world-renowned Gulf Coast beaches. This is more than a home—it’s a lifestyle. Schedule your private showing today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Eileen Saunders (662-404-0816)
5855 MIDNIGHT PASS RD #227, SARASOTA, FL 34242
$499,000104 Days on yellowkey MLS ID: TB8463933
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1976 Tax: $4,947 (2025)Community: Harbor Towers Y & RCondo
Taxes:$4,947
Remarks: Have you been searching for your own slice of tropical paradise on Siesta Key? Look no further than this pet-friendly, 2-bedroom, 2-bathroom residence in the perfectly located Harbor Towers Yacht & Racquet Club. This updated home feels fresh and inviting with new luxury vinyl wood-plank style flooring and brand-new hurricane impact-resistant windows for total peace of mind. Harbor Towers is a well-established community situated right in the heart of "The Key," just across the way from the world-famous Siesta Key Beach and a short distance from vibrant shopping and dining. Life here feels like a permanent vacation with access to a resort-style swimming pool, an oversized hot tub, three Har-Tru tennis courts, a fitness center, and a social room with a catering kitchen. Boaters will especially love the on-site marina, where boat slips are available on a first-come, first-served basis for a nominal monthly hook-up fee. Whether you are looking for a primary residence, a seasonal getaway, or a smart investment with a documented rental history, this hidden gem is ready for you. Come and see what makes this such a special place to live!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Steven Weiss (845-242-5473)
2456 ARDEN DR, SARASOTA, FL 34232
$379,90035 Days on yellowkey MLS ID: A4687709
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1348 Built: 1989 Tax: $4,017 (2025)Community: Sarasota SpgsSingle Family
Taxes:$4,017
Elementary School: Brentwood Elementary
Remarks: Under contract-accepting backup offers. Impeccably maintained and ideally located, this charming two-bedroom, two-bath residence is tucked in a quiet section of Sarasota Springs, offering comfort and convenience. From moment you arrive, pride of ownership is evident with a freshly painted exterior and inviting curb appeal. Go inside to a light-filled living room featuring vaulted ceilings and expansive front windows that create an airy, welcoming atmosphere. The thoughtfully designed layout offers a seamless flow, with the bedrooms privately off the main living area and a well-appointed shared bath. The heart of the home opens beautifully into a spacious dining area and an updated kitchen complete with solid wood cabinetry and granite countertops, ideal for everyday living and entertaining. At rear of the home, a cozy family room lined with windows with upgraded custom blinds provides a relaxing retreat and brings in natural views of the backyard. Just off the kitchen, the laundry area offers convenient access to the second full bath, oversized garage and direct entry to the expansive open patio. Go outside to enjoy a generously sized, fully fenced backyard, ideal for pets, play or entertaining, featuring a dedicated fire pit area for gathering under the stars. Recent updates include a new roof (2021) and new air conditioner (2020), offering added peace of mind. Ideally positioned, this home is just minutes from top-rated schools, medical facilities, shopping, dining and a short drive to the world-renowned beaches of Siesta Key. A wonderful opportunity to own a move-in-ready home in a sought-after location so schedule your private showing today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Denise Mattmuller (941-232-8055)
6600 DEERING CIR, SARASOTA, FL 34240
$399,00049 Days on yellowkey MLS ID: A4684631
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1652 Built: 1996Monthly Fee: $217 Tax: $4,386 (2025)Community: Deerfield Ph 1Single Family
Taxes:$4,386
Remarks: Under contract-accepting backup offers. Tucked away on a quiet street in Deerfield, one of Sarasota’s best kept secrets just east of I75, this home offers the kind of setting buyers are always searching for but rarely find. Mature trees, low traffic streets, and a true neighborhood feel create a sense of calm the moment you arrive, yet you are only minutes from UTC, Lakewood Ranch, downtown Sarasota, and the Gulf Coast beaches. Inside, the home unfolds with a layout that simply makes sense. Soaring ceilings and natural light carry throughout the main living areas, while the split floor plan provides privacy for both owners and guests. A flexible den sits just off the main space, ideal for a home office, reading room, or an easy conversion for additional sleeping space when needed. This is a home that has been cared for in all the right ways. Impact windows and a newer tile roof completed in 2021 bring confidence and long term value, while the updated bathrooms reflect a clean, modern style that fits today’s buyer. Every detail feels intentional without trying too hard. Out back, the story continues. The lanai opens to a private setting framed by lush landscaping and a subtle divider wall that creates a quiet, secluded retreat. It is the kind of space where mornings start slower and evenings last a little longer. Living in Deerfield means enjoying the ease of maintenance free living without sacrificing the privacy of a single family home. Lawn care, irrigation, and exterior upkeep are handled for you, allowing more time to enjoy nearby favorites like Celery Fields, Nathan Benderson Park, and the endless dining and shopping options along the Fruitville corridor. For buyers looking in Sarasota for a well maintained home with character, location, and everyday livability, this is one that stands apart in all the right ways.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
850 S TAMIAMI TRL #704, SARASOTA, FL 34236
$275,00059 Days on yellowkey MLS ID: A4679957
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998 Tax: $4,195 (2025)Community: Central Park IiCondo
Taxes:$4,195
Remarks: Central Park II is perfectly named—this ground-floor, corner 2-bedroom, 2-bath condo puts you at the center of everything. Just minutes from the bayfront, beaches, downtown, bike trails, shopping, dining, the hospital, and the water--this location is hard to beat. The community offers waterfront access, including a new high-tech kayak launch and fishing dock, along with lighted tennis and pickleball courts, a heated pool with new lighting and a hot tub. The adjacent clubhouse features a fitness room, showers, kitchen, library, and meeting space. There is also bike sheds and kayak storage. A side-gate gives fast access to the bayfront and downtown. Inside, the condo features tile flooring throughout, a new air-conditioning system, and abundant natural light thanks to its corner location. Two private lanais extend the living space, and two separate storage rooms provide exceptional convenience. Central Park II is an active, welcoming community known for game nights, social events, karaoke parties, and strong resident committees. Enjoy country-club-level amenities without country-club fees. Even better, monthly dues were just reduced, and there are no planned assessments. This is Sarasota living at its best—comfortable, connected, and community-driven. Easy to rent!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ray Collins (941-228-0091)
4450 NARRAGANSET TRL #95A, SARASOTA, FL 34233
$184,00095 Days on yellowkey MLS ID: A4672232
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1182 Built: 1976Monthly Fee: $437 Tax: $1,015 (2024)Community: Lake TippecanoeCondo
Taxes:$1,015
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Do not miss out on an opportunity to live in one of the nicest, most affordable communities in Sarasota and in one of the nicest 2nd floor water-front condos in the complex. Full western exposure will allow you to relax on your balcony and end your day with a big glass of wine while watching the sun set; it doesn't get much better than this. This 2-bedroom beauty has classic tile floor through-out (on the diagonal), newer appliances, custom window coverings, fresh neutral paint and a host of other compliments. Kitchens & baths have been updated and modernized. Pest control, water & cable are all included in the low monthly fees. DO NOT HESITATE! Act now & be sure to put this home on your must-see list!
Listing is courtesy of: MARATHON REALTY GROUP (941-371-4454)
Listing Agent: Rick Treharne (941-371-4454)
4133 CARRIAGE DR #18, SARASOTA, FL 34241
$299,500198 Days on yellowkey MLS ID: A4668329
5 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 1978 Tax: $1,713 (2024)Community: Knolls The, Bent TreeVilla
Taxes:$1,713
Elementary School: Lakeview Elementary
Remarks: Incredible value for a 3 bedroom, 2 bath, 2 car garage, free standing home in a condominium community with beautiful nature panorama and a family of deer who live there. Awesome views from the the living room, Florida room and primary bedroom. The current owner enclosed and central air conditioned the lanai, giving the property 2000 sq ft of living space. Vaulted ceilings with rafters in the living room and luxury vinyl flooring throughout the property with the exception of the Florida room. Guest bedrooms are generously sized. One of the few homes with nature views from living areas.
Listing Agent: Barbara May (404-822-9264)
671 AVENIDA DEL NORTE, SARASOTA, FL 34242
$3,200,00030 Days on yellowkey MLS ID: A4687911
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2875 Built: 2026 Tax: $6,423 (2025)Community: Sarasota BeachSingle Family
Taxes:$6,423
Remarks: Under Construction. Custom Canal-front home underway by Salt Wave Construction, ideally located just a stroll from Siesta Key Beach and Village. Built entirely with solid block construction, this home showcases high-quality materials throughout, including hurricane-impact windows. Designed with durability in mind, its island-style construction ensures lasting strength and resilience.Thoughtfully designed to maximize its waterfront setting, the home showcases expansive porches and a spectacular rooftop deck spanning the entire roofline, offering panoramic views of the wide canal and surrounding Siesta Key landscape. This approximately 3,000-square-foot home features 4 spacious bedrooms, each with its own en-suite bath, delivering both comfort and privacy. The primary suite is a true retreat, boasting a luxurious oversized bathroom, an expansive walk-in closet, and a private canal view loggia with a fireplace—perfect for relaxing evenings. Crafted with a seamless blend of sophisticated design and high-quality finishes, this residence provides an unparalleled sanctuary. The outdoor living space includes an open pool area, ideal for entertaining, unwinding, or enjoying direct access to Sarasota’s scenic waterways. Located just minutes from world-renowned white sand beaches, vibrant dining, shopping, and entertainment, this home perfectly balances tranquility and convenience in one of Sarasota’s most desirable neighborhoods. Estimated completion: approximately 10-12 months.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jessica Hoffman (941-400-5778)
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