Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
4111 SARASOTA AVE, SARASOTA, FL 34234
$435,000137 Days on yellowkey MLS ID: A4685876
REDUCED by $10,000 (2.2%) on 05/07/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1292 Built: 1947 Tax: $4,269 (2025)Community: Indian Beach Map OfSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,269
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to this well-maintained home located in the desirable Sarasota neighborhood of Sapphire Shores, offering comfort, style, and everyday convenience. The upgraded kitchen features sleek quartz countertops and GE Café appliances in a matte finish, delivering a modern, upscale look ideal for both daily living and entertaining. Wood laminate flooring flows throughout the main living areas, creating a warm, contemporary feel with easy maintenance. Enjoy the added value of a carport and a fully fenced yard, perfect for privacy, pets, or outdoor gatherings. The outdoor space offers endless potential—add a pool or create your own private oasis retreat. Cozy and conveniently located just minutes from Sarasota-Bradenton International Airport, this home combines comfort with accessibility. Ideally situated near shopping, dining, museums, and local attractions, this property offers a wonderful opportunity to enjoy Florida living in a sought-after area, with incredible sunset views at nearby Sun Circle Park or a short drive to all the entertainment and cultural offerings of Downtown Sarasota. ROOF 2018, A/C 2016, WH 2020, FENCE 2020
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Edith Richman (941-855-0072)
4925 REMINGTON DR, SARASOTA, FL 34234
$599,000166 Days on yellowkey MLS ID: A4682036
REDUCED by $30,000 (4.8%) on 06/19/2026
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1605 Built: 1958 Tax: $5,532 (2025)Community: Sapphire HeightsSingle Family
Taxes:$5,532
Remarks: AGGRESSIVELY PRICED BELOW APPRAISAL VALUE!!!!! Welcome to 9425 Remington Drive — where privacy, freedom, and prime Sarasota living converge in one exceptional offering. Within walking distance of a stunning Sapphire Shore Park, where you can relish in breathtaking sunsets. Located in one of Sarasota’s most desirable West of Trail enclaves, just moments from the water, this property represents a rare opportunity in a location where land value and long-term appreciation consistently outperform broader market trends. In this coveted pocket, lifestyle, proximity, and scarcity drive demand — making opportunities like this increasingly limited for those seeking to secure a premier address in a timeless coastal setting.This refined 3-bedroom, 3.5-bath residence spans 1,605 square feet of thoughtfully designed space, delivering both sophistication and comfort — all without HOA fees or deed restrictions, a rarity that elevates both lifestyle and investment value. Each bedroom serves as a private retreat, complete with its own en-suite bath, creating an ideal layout for guests, multigenerational living, or a seamless work-from-home setup. A beautifully positioned powder room enhances convenience for entertaining. The open-concept design flows effortlessly, filled with natural light and understated elegance. The living spaces are designed for connection yet maintain a sense of calm and separation, offering both intimacy and versatility. Outdoors, the true luxury reveals itself — absolute freedom. Park your boat or RV, design your outdoor sanctuary, or tailor the property to your vision without restriction or approval. Located just minutes from downtown Sarasota, SRQ Airport, St. Armands Circle, and the Gulf Coast’s renowned beaches, this address delivers the ultimate balance of accessibility and coastal sophistication. This is more than a home — it’s an opportunity to live unrestricted in one of Sarasota’s most desirable and convenient locations.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mariele Hoffman (941-225-0800)
7872 MAINSAIL LN, SARASOTA, FL 34240
$1,495,000119 Days on yellowkey MLS ID: A4687553
0 Days Off yellowkey (back on 6/26/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3857 Built: 2022Monthly Fee: $500 Tax: $14,857 (2025)Community: Shoreview/Lakewood Ranch WaterSpa: NoSingle Family
Taxes:$14,857
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Nestled in the sought-after community of Lakewood Ranch Waterside, this exceptional two-story home offers a harmonious blend of comfort and functionality in a picturesque setting. The main floor features a thoughtfully designed great room floor plan with volume ceilings showcasing custom coffered details, along with a private office ideal for working from home. The kitchen is a centerpiece of style and efficiency, boasting a large center island with seating, quartz countertops, stainless steel appliances, a gas cooktop, and a spacious walk-in pantry. The primary suite is a private retreat, complete with a walk-in shower, private water closet, and an expansive custom-organized dressing room. Two additional bedrooms and bathrooms on the main floor provide ample space for family or guests. Upstairs, a generous bonus room, along with a fourth bedroom and full bath, creates an ideal space for visitors. Enjoy a private pool and outdoor kitchen, perfectly positioned to take in serene lake views and a rare backdrop of a prestigious polo farm, where the sight of grazing horses enhances the setting. Shoreview residents enjoy a wide array of amenities, including a fitness center, resort-style pool, tennis and pickleball courts, and more. Located just minutes to Waterside Place, with convenient access to Lakewood Main Street, University Town Center, downtown Sarasota, I-75, beaches, top-rated schools, and medical facilities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Katina Shanahan (941-702-0437)
5676 PIPERS WAITE #56, SARASOTA, FL 34235
$529,90018 Days on yellowkey MLS ID: TB8523365
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2362 Built: 1986 Tax: $5,253 (2025)Community: Pipers WaiteCondo
Taxes:$5,253
Elementary School: Gocio Elementary
Remarks: You are absolutely going to love this elegantly updated villa in the highly sought-after Pipers Waite neighborhood at The Meadows! From the moment you step through your private courtyard, the home welcomes you with spectacular volume ceilings, an abundance of natural light, and gorgeous new flooring throughout—including premium vinyl plank that leads into a custom dream kitchen sporting a newer stove and double oven, and Corian Countertops. You will have total peace of mind knowing the home has been meticulously maintained, featuring a complete re-plumb in 2025, a new water heater, an updated primary shower, and handy generator hookups. But the real showstopper is the incredible outdoor setting; the ultra-private Florida room offers a front-row seat to peaceful pond views and a fantastic daily parade of local wildlife, from elegant spoonbills to the occasional alligator. Step outside, and you’re just a block away from a heated pool and spa, all nestled within a 1,650-acre park-like oasis packed with fitness facilities, pickleball & tennis courts, and miles of gorgeous walking and biking trails. It truly offers the ultimate resort lifestyle, managing to feel completely serene and tucked away while remaining just minutes from world-class shopping at the UTC Mall, fabulous dining, and the vibrant heart of downtown Sarasota.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Steven Weiss (845-242-5473)
101 SUNSET DR #301, SARASOTA, FL 34236
$1,290,000138 Days on yellowkey MLS ID: A4685269
REDUCED by $10,000 (0.8%) on 06/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1778 Built: 1978 Tax: $11,034 (2025)Community: Lawrence Pointe ISpa: YesCondo
Taxes:$11,034
Elementary School: Southside Elementary
Remarks: Live every day as if aboard a private yacht with sweeping, unobstructed panoramic views placing you directly above the sparkling waters of Sarasota Bay. This exceptional two-bedroom, two-bath, third-floor corner residence in the sought-after Lawrence Pointe community immerses you in the rhythm of the bay, from graceful sailboats and sleek yachts to playful dolphins and soaring seabirds, a living symphony of coastal life. Meticulously renovated and designed to capture every ounce of natural light, this contemporary home blends modern sophistication with relaxed waterfront living. The terrace has been thoughtfully enclosed, adding nearly 200 square feet of versatile living space while two additional private balconies offer serene retreats to savor Sarasota’s signature sunsets and gentle bay breezes. Inside, imported Italian porcelain tile flows throughout an open, light-filled layout complemented by contemporary recessed lighting and designer finishes. The gourmet kitchen is a showcase of Italian cabinetry, quartz countertops, and a stone tile backsplash, combining elegant style with abundant storage and functionality. The primary suite provides a peaceful sanctuary with its own private balcony and ample room for a sitting area. The second bedroom offers flexible options complete with a Murphy bed and built-in desk, ideal for guests, a home office, or a creative retreat. Custom built-ins and generous closets throughout ensure impeccable organization and effortless living. Lawrence Point is an intimate, gated bayfront enclave renowned for its tranquil setting and some of downtown Sarasota’s lowest condominium fees. Residents enjoy a heated bayfront pool, meticulously landscaped grounds, on-site management, and a prime location just moments from the cultural heart of Sarasota, the weekend Farmers Market, and the scenic John Ringling Bridge leading to St. Armands Circle and Lido Beach. Covered under-building parking adds daily convenience steps from your door. This is a rare opportunity to own a refined waterfront residence where spectacular views, elegant design, and the effortless Sarasota lifestyle converge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
3440 CHAPEL DR, SARASOTA, FL 34234
$439,00068 Days on yellowkey MLS ID: A4694145
REDUCED by $10,000 (2.2%) on 07/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1969 Tax: $4,830 (2025)Community: Desoto TerraceSingle Family
Taxes:$4,830
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Charming 3BR/2BA Home on a Quiet Cul-de-Sac in a Highly Sought-After Sarasota Location! Welcome to this inviting and well-maintained 3-bedroom, 2-bathroom home perfectly positioned in one of Sarasota’s most desirable neighborhoods. Tucked away on a peaceful cul-de-sac, this residence offers the ideal combination of comfort, privacy, and convenience. Inside, you’ll find a bright open-concept floor plan designed for both everyday living and effortless entertaining. The spacious layout creates a warm and welcoming atmosphere with seamless flow between the living, dining, and kitchen areas. Step outside to enjoy your fully fenced backyard — perfect for pets, play, gardening, or simply relaxing in your own private outdoor retreat. The expansive 30-foot patio provides plenty of space for outdoor dining, entertaining guests, or enjoying Florida’s beautiful year-round weather. Major updates provide peace of mind, including: • Newer roof (2022) • Newer HVAC system (2022) • Newly sodded backyard (2026) Location is everything, and this home delivers exceptional access to some of Sarasota’s most popular destinations. Just minutes away you’ll find: • Sarasota’s renowned museum campus • Sarasota-Bradenton International Airport (SRQ) • Downtown Sarasota • Beautiful Gulf beaches • Local colleges and universities • Dining, shopping, arts, and entertainment Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers outstanding potential in an unbeatable location.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
1100 UNIVERSITY PKWY #54, SARASOTA, FL 34234
$134,000365 Days on yellowkey MLS ID: A4659676
REDUCED by $3,000 (2.2%) on 07/20/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 470 Built: 1965Monthly Fee: $210 Tax: $704 (2024)Community: Desoto PlaceMobile Home
Taxes:$704
Elementary School: Englewood Elementary
Tax Year: 2024
Remarks: Better Than New — Fully Renovated 55+ Home (Now Bigger Too!) Move right into this beautifully renovated single-wide that lives like a double-wide. Completely updated from the ground up for low-maintenance, modern living in a friendly 55+ community—ideal for seasonal residents or anyone seeking an affordable, move-in-ready home. Highlights: - Converted lanai now conditioned living space (˜232 sq ft) with lounge and additional bedroom - Gourmet kitchen: stainless range, microwave, dishwasher, refrigerator, tiled backsplash, double sink, ample upper & lower cabinetry - Clerestory windows flood the interior with natural light - Durable laminate flooring throughout - Updated bath with tiled walk-in shower; stackable washer/dryer included - Primary bedroom with built-in wardrobes - Large outdoor shed(S) for beach gear and storage Location & Community: - Club House plus heated and screened pool. - 1 mile to Ringling Museum • 3.5 miles to downtown Sarasota • 6 miles to Lido Key • 10 miles to Siesta Key - Close to UTC Mall, Sarasota Farmers Market, restaurants, and cultural venues - Service/emotional support animals (ESA) welcome with board-approved accommodation Enjoy stylish, affordable living in an unbeatable Sarasota location—perfect for seasonal escapes or year-round comfort. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
1989 SPLASHRAIL LN, SARASOTA, FL 34240
$494,00046 Days on yellowkey MLS ID: A4695313
REDUCED by $5,000 (1.0%) on 07/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1743 Built: 2024Monthly Fee: $211 Tax: $6,619 (2025)Community: Nautique/WatersideSingle Family
Taxes:$6,619
Remarks: Virtually Staged. NEW PRICE! Exceptional Value in Waterside. Welcome to 1989 Splashrail Lane, where comfort, style, and the Florida lifestyle come together in one beautifully designed home. This move-in-ready residence features 3 bedrooms, 2 baths, plus a versatile flex room that is perfect for a home office, den, hobby room, or guest space. The open-concept floor plan is filled with natural light and showcases elegant quartz countertops with a matching quartz backsplash, stainless steel appliances, impact windows, custom Levolor blinds, and energy-efficient Haiku smart ceiling fans throughout the home. The spacious kitchen is designed for both everyday living and entertaining, offering abundant counter space, a large breakfast bar, and seamless flow into the dining and living areas. Step outside to enjoy your inviting front porch with partial views of beautiful Kingfisher Lake, or relax on the private side patio—ideal for morning coffee, reading a book, or unwinding after a day at Waterside Place. Imagine starting your morning with coffee on the patio, enjoying the peaceful surroundings, then hopping on the community water taxi to Waterside Place for lunch, shopping, dining, or an evening concert. This is more than a beautiful home—it's the lifestyle you've been waiting for. Residents enjoy outstanding resort-style amenities including a lakeside pool and cabana, pickleball courts, dog park, playground, scenic walking areas, and private water taxi access to Waterside Place. Whether you're searching for a full-time residence or a seasonal Florida retreat, this exceptional home offers quality, comfort, and outstanding value in one of Sarasota's most desirable communities. New price. Exceptional lifestyle. Easy to show. Schedule your private tour today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Francine Fields (561-704-8644)
1701 BERN CREEK LOOP, SARASOTA, FL 34240
$875,00051 Days on yellowkey MLS ID: A4695661
0 Days Off yellowkey (back on 7/20/2026)
REDUCED by $20,000 (2.2%) on 07/08/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2174 Built: 1991Monthly Fee: $100 Tax: $3,761 (2025)Community: Bern Creek The Ranches AtSingle Family
Taxes:$3,761
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT!! Stately home on a 5-Acre Estate in The Ranches at Bern Creek. Welcome to 1701 Bern Creek Loop, a rare gem nestled in the sought-after Ranches at Bern Creek community in Sarasota. This 4-bedroom, 2.5 bath home offers a spacious and versatile floor plan perfect for comfortable living and entertaining. You will notice the quality workmanship of this home, which was built new and is the personal residence of a local contractor. Step inside to discover a thoughtfully designed floor plan, featuring a large primary suite, a den, and a formal dining room. The spacious eat-in kitchen is a chef’s dream, complete with custom cabinets. Outside, enjoy Florida living at its finest, lounging on a 14x30 deck, perfect for relaxing or hosting gatherings. One of the standout features of this property is the impressive 26’ x 36’ detached barn/work building, ideal for storage, or as a spacious workshop. Attached to the workshop/barn is a 20 x 36 stable for your cows, horses or pets. New roof installed on both the house and barn in 2022. The expansive 5-acre property is not located in a flood zone and offers a blend of natural beauty and functionality, featuring many mature oak trees, perfect for those seeking a peaceful country lifestyle with room to roam. Despite its serene setting, this property is conveniently located less than 7 miles from a new Publix, restaurants, and I-75, with plenty of food delivery options available. Finding a 5-acre estate this close to town is truly a rare opportunity. Don’t miss out on this exceptional chance to own a piece of paradise in The Ranches at Bern Creek — all for under $1 million. Schedule your private tour today!
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Philip Graber (941-320-5451)
1709 N TAMIAMI TRL #215, SARASOTA, FL 34234
$419,000591 Days on yellowkey MLS ID: A4632292
5 Days Off yellowkey (back on 7/20/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 855 Built: 2022 Tax: $4,654 (2023)Community: The Strand Of SarasotaCondo
Taxes:$4,654
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Step into this breathtaking, turnkey furnished one-bedroom plus den condo at The Strand, where modern elegance meets the serenity of waterfront views. Built in 2022, this stunning residence is your gateway to the best of Sarasota, whether you're seeking a full-time home, a vacation retreat, or an exceptional investment opportunity. Perched less than a mile from downtown Sarasota, this condo offers unparalleled views of Sarasota Bay, perfect for enjoying dazzling sunsets and sparkling city lights. Inside, over $20,000 in designer furnishings blend sophistication with comfort. The open floor plan features luxury vinyl flooring, quartz countertops, sleek modern cabinetry, and stainless-steel appliances, creating an inviting space that radiates style and functionality. The Strand is more than a home—it's a lifestyle. This upscale waterfront community boasts world-class amenities, including: A resort-style heated pool and spa, A fully equipped fitness center, A dog park for your furry friends, A floating kayak dock, opening access to explore the serene bay and Gulf of Mexico, Conveniences like EV charging stations, a fire pit, and gas grills. This unit comes with an assigned covered parking space, ample guest parking, and a private storage closet, perfect for stowing beach and recreational gear. Weekly rentals are allowed, making it a fantastic investment opportunity for those seeking short-term rental income. Location is everything, and The Strand delivers! You’ll be just a short walk or bike ride to downtown Sarasota’s vibrant offerings, including: The Bay Front Park, Sarasota’s famed restaurants, museums, and theaters, The lively Saturday farmers market and countless festivals. Within minutes, you’ll find the world-class shopping and dining of St. Armands Circle and the pristine sands of Lido Beach. A short drive takes you to the award-winning Siesta Key Beach, renowned for its powdery white sand. Don’t miss out! Whether you’re soaking in Sarasota’s arts scene, indulging in outdoor adventures, or simply enjoying the Bayfront views from your private balcony, this property truly has it all. Schedule your private tour today and make this exceptional condo your new home or investment. Call today for more details and to schedule your private tour. Seller offering to finance.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
721 N JEFFERSON AVE #721, SARASOTA, FL 34237
$270,000252 Days on yellowkey MLS ID: A4672260
REDUCED by $2,500 (0.9%) on 07/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 936 Built: 1983Monthly Fee: $557 Tax: $3,099 (2024)Community: Jefferson PinesVilla
Taxes:$3,099
Elementary School: Tuttle Elementary
Remarks: 721 N Jefferson is only MINUTES away from Downtown Sarasota! An exceptional investment opportunity with strong rental flexibility. No ownership waiting period before leasing, a one-month minimum, and up to four rentals per year—an incredibly rare benefit for an association, particularly this close to downtown Sarasota.This beautifully updated villa in Jefferson Pines has one of the best locations in the community with a private lanai view. Featuring 2 bedrooms and 2 bathrooms, NEW IMPACT WINDOWS, NEWER 2024 AC, NEW WASHER AND DRYER, UPDATED WATER LINES, Interior paint refreshed, vinyl flooring in the bedrooms, and recently updated kitchen with NEWER REFRIGERATOR. The home has an open-concept living space and with the bedrooms to one side of the unit. The community has a fresh new paint on the exterior of the units, a community pool to enjoy and a quiet neighborhood. Enjoy the outdoor living in a private backyard, just minutes from downtown Sarasota's newest restaurants, walkable Bayfront, shopping, and the stunning Gulf Coast Beaches. Being close to Fruitville Road you are almost a straight shot to Lido Beach. Within 5 minutes you can get to downtown, Publix, and Payne park- you truly have everything at your fingertips. A true gem ready for you to move in! Whether you’re searching for a full-time residence or the perfect snowbird getaway, and location tops your list, this move-in-ready villa offers everything you need—along with easy access to downtown Sarasota.
Listing is courtesy of: THE SHORELINE FL REALTY LLC (941-544-1133)
Listing Agent: Nicole Posada (941-302-7549)
1000 BOULEVARD OF THE ARTS #1602, SARASOTA, FL 34236
$2,249,000130 Days on yellowkey MLS ID: A4686857
0 Days Off yellowkey (back on 3/19/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1664 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Taxes:$0
Elementary School: Alta Vista Elementary
Remarks: Pre-Construction. To be built. On the 16th floor, Residence 1602 offers expansive views across The Bay Sarasota Park and Sarasota Bay, blending elevation with a strong visual connection to the waterfront below. This Bay residence features an open, light-filled interior designed to maximize views and indoor–outdoor living. The contemporary kitchen is appointed with European cabinetry, quartz countertops and premium appliances, opening to a spacious great room and private terrace. The primary suite provides a serene retreat with a spa-inspired bath, while additional bedrooms and a den offer flexibility for guests, work or leisure. Residents enjoy access to a comprehensive suite of amenities at 1000 Boulevard of the Arts, along with wonderful access to Sarasota’s cultural venues, waterfront parks, marina and downtown lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Joey Lopez (917-962-2448)
1000 BOULEVARD OF THE ARTS #1403, SARASOTA, FL 34236
$2,359,000130 Days on yellowkey MLS ID: A4686852
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1874 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. Residence 1403 delivers an intimate bayfront experience overlooking The Bay Sarasota Park and Sarasota Bay from the 14th floor. This Bay residence is thoughtfully positioned to capture lush park views paired with expansive water vistas, offering a balanced connection to nature and city life. The open living design features floor-to-ceiling glass, a contemporary kitchen with European cabinetry and premium appliances, and a private terrace extending the living space outdoors. The primary suite includes a spa-like bath and generous closet space, while additional rooms provide flexibility for guests or a home office. 1000 Boulevard of the Arts offers a refined residential setting with resort-style amenities, concierge services, and immediate access to Sarasota’s Arts & Culture District, marina promenade and downtown dining, all near the front door.
888 BLVD OF THE ARTS #104, SARASOTA, FL 34236
$1,400,00020 Days on yellowkey MLS ID: A4699186
1 Days Off yellowkey (back on 7/20/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1729 Built: 1982 Tax: $11,481 (2025)Community: Condo On The Bay Tower ICondo
Taxes:$11,481
Remarks: Under contract-accepting backup offers. If you've been torn between the privacy of a single-family home and the convenience of luxury condominium living, this exceptional terrace-level residence offers the best of both worlds. One of the community's most coveted locations, it features a private, garden-like terrace with walkout access, creating the feeling of a waterfront home while enjoying the ease of maintenance-free living.Framed by breathtaking, unobstructed views of Sarasota Bay, this residence with 12 foot ceilings was thoughtfully designed to maximize natural light, open living spaces, and the spectacular waterfront setting. Expansive living and dining areas flow effortlessly to the oversized private terrace, inviting seamless indoor-outdoor living for morning coffee, sunset cocktails, or entertaining against an ever-changing backdrop of sparkling water.The spacious bedroom suites provide peaceful retreats, each offering beautiful natural light and tranquil views that inspire relaxation every day. Residents enjoy an unparalleled lifestyle within this direct waterfront community, renowned for its resort-caliber amenities, including two heated swimming pools, tennis courts, a state-of-the-art fitness center, private boat docks, covered parking, 24-hour security, and impeccably landscaped tropical grounds.Perfectly positioned just minutes from downtown Sarasota, The Bay Park, waterfront dining, shopping, art galleries, and world-class cultural attractions, this extraordinary residence combines an unrivaled location with an exceptional lifestyle. Best of all, your panoramic Sarasota Bay views and spectacular sunsets are permanently protected, with no future development ever able to rise in front of you. This is waterfront living at its finest.
Listing Agent: Diane Otis Stirling (941-320-4261)
1000 BOULEVARD OF THE ARTS #1402, SARASOTA, FL 34236
$2,149,000130 Days on yellowkey MLS ID: A4686845
0 Days Off yellowkey (back on 3/20/2026)
Remarks: Pre-Construction. To be built. On the 14th floor, Residence 1402 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
1000 BOULEVARD OF THE ARTS #1806, SARASOTA, FL 34236
$1,599,000167 Days on yellowkey MLS ID: A4682056
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1400 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. Residence 1806 offers a refined high-floor harbor perspective from the 18th level, with sweeping views over Quay Harbor, the Ringling Bridge and distant Gulf waters. This Harbor residence is designed for those who appreciate dynamic waterfront scenery paired with elevated privacy. Floor-to-ceiling glass frames the views throughout the open living spaces, while the contemporary kitchen features European cabinetry and premium appliances. A private terrace extends the living area outdoors, ideal for sunset views and evening entertaining. The primary suite provides a peaceful retreat with a spa-inspired bath, complemented by flexible den space. At 1000 Boulevard of the Arts, residents enjoy a full-service, hospitality-inspired lifestyle with resort-style amenities, concierge services, and walkable access to Sarasota’s cultural and waterfront attractions.
2187 MAIN ST, SARASOTA, FL 34237
$1,150,00032 Days on yellowkey MLS ID: TB8523163
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2350 Built: 2023Monthly Fee: $446 Tax: $14,176 (2025)Community: School Ave TwnhmsTownhouse
Taxes:$14,176
Remarks: Luxury Downtown Sarasota Townhome | 2023 Construction | Private Elevator | Lockout Suite | Walk to Everything Experience the ultimate Downtown Sarasota lifestyle in this stunning four-story luxury townhome, built in 2023 and perfectly positioned in one of the city's most prestigious and walkable neighborhoods. This is more than a home—it's an opportunity to enjoy the vibrant energy, culture, and sophistication that make downtown Sarasota one of Florida's premier luxury destinations. Imagine leaving your front door and strolling to award-winning restaurants, upscale boutiques, rooftop lounges, art galleries, coffee shops, weekend farmers markets, live theater, the Sarasota Opera, Marina Jack, Bayfront Park, and breathtaking sunsets along Sarasota Bay. Spend your mornings walking the waterfront, afternoons shopping on Main Street or Palm Avenue, and evenings enjoying world-class dining and entertainment—all without getting in your car. Just minutes away are the pristine white sands of Lido Key, St. Armands Circle, Longboat Key, and some of the Gulf Coast's most celebrated beaches. Inside, every detail reflects contemporary luxury. Offering approximately 2,350 square feet across four thoughtfully designed levels, this residence showcases elegant porcelain flooring, dramatic floating wood staircases with sleek glass railings, soaring ceilings, and premium finishes throughout. A private elevator services every floor, providing effortless convenience and accessibility. The gourmet kitchen is designed to impress both everyday cooks and entertainers alike, featuring Frigidaire Gallery appliances, an Electrolux vented hood, gas cooktop, convection double ovens, soft-close cabinetry, abundant storage, and an open-concept design that seamlessly connects the living and dining spaces. A standout feature rarely found downtown is the first-floor private lockout suite with a full bath, offering exceptional flexibility for guests, multigenerational living, a luxury home office, fitness studio, or potential income-producing opportunities. Step outside and entertain in style with your private outdoor kitchen complete with gas plumbing and sink—perfect for enjoying Florida's year-round sunshine. Additional features include a spacious two-car attached garage, energy-efficient 2023 construction, and a low-maintenance lifestyle that allows you to spend more time enjoying everything Sarasota has to offer. Whether you're searching for an exceptional primary residence, an elegant seasonal retreat, or a high-demand investment property, this home delivers luxury, flexibility, and an unbeatable location in the heart of one of Florida's most sought-after downtown communities. Homes of this caliber in Downtown Sarasota are rarely available. Schedule your private showing today and discover why luxury buyers continue to choose downtown Sarasota as the Gulf Coast's premier destination for upscale urban living.
Listing Agent: Patrick Defeo, Ii (941-518-0708)
1000 BOULEVARD OF THE ARTS #1503, SARASOTA, FL 34236
$2,339,000130 Days on yellowkey MLS ID: A4686851
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1896 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Remarks: Pre-Construction. To be built. Residence 1503 delivers an intimate bayfront experience overlooking The Bay Sarasota Park and Sarasota Bay from the 15th floor. This Bay residence is thoughtfully positioned to capture lush park views paired with expansive water vistas, offering a balanced connection to nature and city life. The open living design features floor-to-ceiling glass, a contemporary kitchen with European cabinetry and premium appliances, and a private terrace extending the living space outdoors. The primary suite includes a spa-like bath and generous closet space, while additional rooms provide flexibility for guests or a home office. 1000 Boulevard of the Arts offers a refined residential setting with resort-style amenities, concierge services and immediate access to Sarasota’s Arts & Culture District, marina promenade and downtown dining, all just near the front door.
1000 BOULEVARD OF THE ARTS #903, SARASOTA, FL 34236
$2,129,000130 Days on yellowkey MLS ID: A4686848
3 Days Off yellowkey (back on 3/23/2026)
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. On the ninth floor, Residence 0903 offers elevated bayfront living with sweeping views across The Bay Sarasota Park, Sarasota Bay and downtown skyline. This Bay residence showcases a refined balance of contemporary design and waterfront connection, with expansive glass walls framing sunrise light and panoramic vistas from the great room and primary living spaces. The open-plan layout is ideal for daily living and entertaining, featuring a spacious kitchen with European cabinetry, quartz countertops and premium appliances. A well-proportioned private terrace extends the living area outdoors, offering a front-row seat to Sarasota’s evolving waterfront landscape. The primary suite serves as a serene retreat with a spa-inspired bath and generous closet space, while additional bedrooms provide flexibility for guests or family. Set within 1000 Boulevard of the Arts, this residence places owners at the center of Sarasota’s vibrant bayfront district. The building offers a collection of resort-style amenities, concierge services, and direct access to the cultural, dining and waterfront experiences that define life along the Boulevard of the Arts.
831 HIGHLAND ST, SARASOTA, FL 34234
$559,00035 Days on yellowkey MLS ID: A4696695
REDUCED by $30,000 (5.1%) on 07/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1519 Built: 1986 Tax: $4,977 (2025)Community: Highland PinesSingle Family
Taxes:$4,977
Remarks: Welcome to Indian Beach Sapphire Shores, one of Sarasota's most distinctive and sought-after neighborhoods. Known for its eclectic architecture, artistic character, mature canopy roads, and picturesque bayfront parks, this is a community where neighbors stroll to sunsets, and every street tells a story. Just minutes from downtown Sarasota and The Ringling, and surrounded by bayfront parks and historic streetscapes, this move-in-ready 3-bedroom, 2-bathroom home offers a lifestyle that is uniquely Sarasota. Inside, a bright and functional floor plan features tile and hardwood flooring throughout, abundant natural light, and a well-appointed kitchen with stainless steel appliances and generous white cabinetry, creating an inviting space for everyday living. Step outside to enjoy a screened lanai overlooking the fenced backyard, offering plenty of space for entertaining, gardening, creating a play area, or adding a pool. Meticulously maintained and ready for its next owner, this home presents a rare opportunity to enjoy the lifestyle that has made Indian Beach Sapphire Shores one of Sarasota's most beloved neighborhoods, with easy everyday enjoyment supported by its features. Discover why so many residents fall in love with Indian Beach Sapphire Shores, and imagine yourself enjoying all it has to offer.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Steven Windsor (941-592-5569)
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