Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
3092 VIA SIENNA CIR, SARASOTA, FL 34243
$419,00053 Days on yellowkey MLS ID: A4695432
REDUCED by $6,000 (1.4%) on 07/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2221 Built: 2022Monthly Fee: $250 Tax: $4,580 (2025)Community: Sienna Park Twnhms/UniversityTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,580
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to 3092 Via Sienna Circle, a light, bright, and beautifully designed end unit townhome in the gated community of Sienna Park at University. With 3 bedrooms, 2.5 baths, a 2-car garage, 2 separate living spaces, and peaceful permanent conservation views, this home offers the space, privacy, and feel of a single family home with the low-maintenance convenience of townhome living. From the moment you arrive, you will notice the extra breathing room this end unit provides. The pavered driveway easily fits up to 4 cars, and guest parking is conveniently located right across the street. Inside, the home feels open and inviting, with natural light pouring in and private views that make you forget you are in a townhome. The well-appointed kitchen is both beautiful and functional, featuring plenty of workspace, great storage, and a huge Costco-sized pantry that everyone dreams about. The layout offers flexibility for everyday living, entertaining, working from home, or creating separate spaces for relaxing and gathering. Upstairs, all 3 bedrooms are generously sized and feature large walk-in closets, giving everyone the storage they need. The spacious laundry room adds even more convenience, while the epoxy-coated garage floor gives the garage a clean, finished feel. Sienna Park at University is a quaint, gated community with a community pool and a charming neighborhood feel. The location is hard to beat, just moments from University Town Center, SRQ Airport, Downtown Sarasota, dining, shopping, entertainment, and some of Florida’s most beautiful world-class beaches. If you have been looking for a townhome that truly lives more like a single family home, with privacy, space, storage, and an unbeatable Sarasota location, this is the one.
Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)
Listing Agent: Jennifer Young (484-560-0809)
1100 UNIVERSITY PKWY #54, SARASOTA, FL 34234
$134,000364 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)
537 MELODY CIR, SARASOTA, FL 34237
$439,90018 Days on yellowkey MLS ID: A4699486
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2112 Built: 1974 Tax: $3,762 (2025)Community: San Souci SouthSingle Family
Taxes:$3,762
Elementary School: Tuttle Elementary
Remarks: ------MOTIVATED SELLER********HOME HAS GREAT POTENTIAL. ORIGINAL 4 BEDROOMS, 2 BATHS, A MUST-SEE, GARAGE CLOSED WITH A SEPARATE ENTRANCE USED AS A GAME ROOM, CERAMIC TILE AND PORCELAIN TILE THROUGHOUT THE WHOLE HOUSE, ROOF 1 YEAR OLD, NEWER AC, CLOSE TO SHOPPING CENTERS, SCHOOLS, BUS LINE, CLINICS, SHORT DRIVE TO DOWNTOWN SARASOTA, SIESTA KEY, RINGLING MUSEUM, UTC MALL, MARINA JACKS, LIDO BEACH, SAINT ARMANDS. BUYER OR BUYER'S AGENT TO VERIFY ALL MEASUREMENTS; WE TRY TO PROVIDE THE BEST INFORMATION AVAILABLE TO OUR OFFICE.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Hector Gomez, Llc (941-321-7164)
1709 N TAMIAMI TRL #215, SARASOTA, FL 34234
$419,000590 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
Elementary School: Gocio Elementary
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
$270,000251 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
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)
800 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$849,000278 Days on yellowkey MLS ID: A4669063
REDUCED by $101,000 (10.6%) on 07/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $11,434 (2024)Community: Lido AmbassadorSpa: NoCondo
Taxes:$11,434
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Experience the best of beachfront living at Lido Ambassador with this rarely available 6th-floor residence, lovingly maintained by long-time owners and offering captivating Gulf views, impact-rated windows and sliders, and endless potential to personalize. Perfectly situated on the sandy shores of Lido Beach and just moments from world-famous St. Armands Circle, this condo offers the ideal balance of coastal tranquility and vibrant Sarasota living. This two-bedroom, two-bath unit features a desirable split floor plan, open living/dining area, and a private balcony where you can soak in breathtaking sunset views, sea breezes, and the ever-changing colors of the coastline. Meticulously cared for over the years, this home is move-in ready or the perfect canvas to update to your personal style. The spacious primary suite offers ample closet space and an en-suite bath, while the guest bedroom and bath provide a private retreat for visitors. Natural light, a thoughtful layout, and the overall condition reflect the pride of ownership throughout. Lido Ambassador is a well-managed community of just 74 residences, known for its pristine grounds and attentive upkeep. The Gulf-front heated pool and sun deck are currently undergoing a full renovation, soon to reopen better than ever, with a refreshed, resort-style atmosphere for residents to enjoy. Additional amenities include a fitness center, catering kitchen, private storage, and assigned covered parking. Steps from the Lido Beach Resort Tiki Bar and short distance of St. Armands Circle, Longboat Key, and the arts and culture of downtown Sarasota, this location is unmatched. Whether you’re seeking a coastal getaway, investment opportunity, or full-time residence, this 6th-floor unit delivers exceptional location, views, and value. Discover why Lido Ambassador is one of the most coveted addresses on Lido Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lindsay Nock (941-735-7005)
922 INDIAN BEACH DR, SARASOTA, FL 34234
$1,950,00086 Days on yellowkey MLS ID: A4689749
REDUCED by $150,000 (7.1%) on 07/20/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3234 Built: 2001Monthly Fee: $75 Tax: $10,612 (2025)Community: Old OaksSingle Family
Taxes:$10,612
Elementary School: None
Remarks: This beautiful residence sits on a rare half-acre lot within Old Oaks, an exclusive enclave of just six homes, privately tucked behind lush Florida landscaping. A set of double glass doors welcomes you into a light-filled interior where refined finishes and thoughtful upgrades create a warm atmosphere designed for both everyday living and effortless entertaining. At the center of the home, the living room features a wood-burning fireplace and opens seamlessly through three sets of French doors to an expansive screened terrace. An additional fully enclosed outdoor living space with soaring ceilings overlooks a serene, botanical garden—offering a true indoor-outdoor lifestyle. The kitchen is both stylish and functional, anchored by a large island with a farmhouse sink and complemented by a dedicated breakfast area. The primary suite serves as a private retreat, complete with French doors to the lanai, dual walk-in closets, and a spa-inspired en-suite bath featuring a wall-enclosed walk-in shower, soaking tub, and custom built-in cabinetry. Upstairs, two generously sized bedrooms share a well-appointed full bath, providing comfort and privacy for family or guests. The oversized screened lanai offers ample space for entertaining, while the separate pool is surrounded by lush greenery, creating a tranquil setting for relaxation and recreation. An oversized two-car garage includes custom floor-to-ceiling storage. Ideally located in the heart of Sarasota’s cultural district, this home is just minutes from downtown, St. Armands Circle, Lido Beach, and SRQ Airport. Enjoy close proximity to the Ringling Museum, Ringling College of Art and Design, and a short walk to Indian Beach Park for breathtaking bayfront sunsets. An exceptional opportunity to experience refined Florida living with modern comfort and timeless appeal.
Listing is courtesy of: CHARITY & WEISS INTERNATIONAL LLC (941-365-0022)
Listing Agent: Rudi Weiss (941-284-1013)
33 S PALM AVE #1503, SARASOTA, FL 34236
$1,395,0009 Days on yellowkey MLS ID: A4700305
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1122 Built: 2024 Tax: $14,396 (2025)Community: DemarcayCondo
Taxes:$14,396
Remarks: Experience refined downtown living from the 15th floor of The DeMarcay, one of Sarasota's premier luxury condominium residences. Perfectly positioned in the heart of downtown, this exceptional two-bedroom, two-bath residence offers the ultimate lifestyle, placing world-class dining, boutique shopping, art galleries, theaters, the Sarasota Opera, Whole Foods, the Saturday Farmers Market and the city's vibrant cultural scene just outside your door. Just a short stroll away, Sarasota Bay, Marina Jack, Bayfront Park and O'Leary's Tiki Bar provide endless opportunities to enjoy waterfront dining, boating and spectacular Gulf Coast sunsets. Inside, the residence showcases sophisticated contemporary design with an open-concept floor plan highlighted by a stunning chef's kitchen featuring quartz countertops, a waterfall island and seamless flow into the dining and living areas. Floor-to-ceiling windows and the private terrace capture beautiful city views along with a picturesque peek of Sarasota Bay. A custom-built entertainment wall and elegant dry bar with wine refrigeration create the perfect setting for entertaining, while porcelain tile flooring, designer lighting and premium finishes elevate every space. The spacious primary suite offers a custom walk-in closet and a beautifully appointed spa-inspired bath. Residents of The DeMarcay enjoy an exceptional luxury lifestyle with concierge service, valet parking, the secure Butterfly entry system, a state-of-the-art fitness center, owner's storage and a spectacular rooftop amenity level featuring a resort-style pool, outdoor kitchen, club room and panoramic views of Sarasota's skyline and bay. This is a rare opportunity to enjoy sophisticated, maintenance-free living with the very best of downtown Sarasota just moments from your front door.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Hedge, Jr (941-587-6660)
1000 BOULEVARD OF THE ARTS #1602, SARASOTA, FL 34236
$2,249,000129 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 Agent: Joey Lopez (917-962-2448)
1000 BOULEVARD OF THE ARTS #1403, SARASOTA, FL 34236
$2,359,000129 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
$1,400,00019 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
$2,149,000129 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
$1,599,000166 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
$1,150,00031 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
$2,339,000129 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
$2,129,000129 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
$559,00034 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
Elementary School: Bay Haven Sch of Basics Plus Elementary
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)
4113 PRUDENCE DR, SARASOTA, FL 34235
$279,90030 Days on yellowkey MLS ID: TB8518603
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1370 Built: 1970 Tax: $1,188 (2025)Community: Kensington ParkSingle Family
Taxes:$1,188
Remarks: Auction Property. Discover the potential of this 2-bedroom, 2-bath home featuring a versatile open floor plan designed for comfort and endless possibilities. The spacious layout includes a living room, formal dining space, an additional family room that could easily serve as a third bedroom, home office, or flex space to suit your needs, plus an enclosed porch. The backyard provides a quiet setting with no rear neighbors, creating a peaceful outdoor environment ideal for entertaining, gardening or simply enjoying the Florida lifestyle. With no CDD fees and no deed restrictions, you'll appreciate the flexibility this property provides. Whether you're seeking to create your dream home, a seasonal getaway, or a valuable addition to your investment portfolio, this property offers a chance to customize and bring your vision to life and restore this home to its original beauty and charm. For Buyers who recognize potential and appreciate the rewards of transformation, this is an exciting opportunity not to be missed! Located in the desirable Kensington Park neighborhood in the heart of Sarasota, you'll be just minutes from University Town Center, golf courses, museums, parks, retail, local dining favorites, Sarasota-Bradenton International Airport, downtown Sarasota, St. Armand's Circle, world-renowned Gulf beaches, and convenient access to I-75.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Rose Brown (727-403-0180)
3350 W CHELMSFORD CT #13, SARASOTA, FL 34235
$357,000187 Days on yellowkey MLS ID: TB8466391
REDUCED by $6,000 (1.7%) on 07/20/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1990 Tax: $2,699 (2025)Community: Chelmsford CloseVilla
Taxes:$2,699
Remarks: Located in the desirable Chelmsford Close enclave of The Meadows, this well-maintained and freshly painted 2 bedroom, 2 bathroom villa with a 2-car garage offers over 1,500 square feet of comfortable living space and golf course frontage with peaceful fairway views. Built in 1990 and carefully cared for by the original owners, the home enjoys a prime setting close to the community pool and is surrounded by mature landscaping and manicured grounds. Chelmsford Close is known as one of the newer villa communities in The Meadows, featuring solid construction, attractive architecture and a quiet, private feel. Residents enjoy a park-like setting within a 1,600-acre master-planned community offering 14+ miles of walking and biking trails, lakes, green spaces, fitness facilities, pickleball and optional golf and tennis memberships. Ideally situated near Nathan Benderson Park, University Town Center shopping and dining, and just minutes to downtown Sarasota, cultural attractions and world-class Gulf beaches. Competitively priced, this villa presents an excellent opportunity to enjoy the Sarasota lifestyle—schedule your private showing today before it’s gone!
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Tyler Gilley (847-347-4734)
4633 OAK HILL DR #13, SARASOTA, FL 34232
$249,00090 Days on yellowkey MLS ID: A4691571
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985Monthly Fee: $559 Tax: $3,309 (2025)Community: Village Oaks Sec BSpa: NoVilla
Taxes:$3,309
Remarks: Centrally located and nestle amongst lush foliage and stately oaks this 2 bedroom 2 bath villa is ready to call your new home. Updated kitchen with newer appliances and laminate flooring are just a few of the upgrades you will find in this spacious villa. The master bath boasts a beautifully remastered walk-in-shower with optional hand held shower head as well as grab bars for handicap accessibility. The vaulted living ceilings adds to the spacious feeling of this home. The enclosed lanai offers additional living space and would be a perfect spot to set up your office. The exterior of the property has a new roof, new garage door, new gutters and is maintained by the Association. Village Oaks is an active community with tennis & pickleball courts, a lakeside pool and park. Just minutes away from downtown Sarasota, The UTC Mall, Benderson Rowing facility and many options for dining and shopping. Property is sold "As Is" please use an "As Is" contract, please provide proof of funds or pre-approval letter. Room measurements are approximates and should be verified by the buyer.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Shirley Cuddy (941-321-1549)
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